Best Short-Term Rentals in Greenwich

Top Short-Term Rentals in Greenwich

Navigate your travels effortlessly with our guide to top short-term rentals in Greenwich. Each stay is designed for comfort and convenience, catering to diverse traveler needs.

Short Term Rentals in Greenwich
Delamar Greenwich Harbor
Hotel
500 Steamboat Road, Greenwich, CT, CT 06830, USA

Overlooking Greenwich Harbor, this hotel offers elegant rooms with a flat-screen cable TV and Wi-Fi access. It features an on-site gourmet restaurant and is 4.8 miles from Round Hill Golf Club. All luxury rooms at the Delamar Greenwich Harbor offer a city or harbor view, and bathrooms boast marble vanities. A spacious work desk and seating area are provided in every room. Guests can dine on-site for all meals at L’Escale Restaurant and Bar. L’Escale features gourmet French and Mediterranean-inspired dishes and offers a full bar. The Greenwich Harbor Delamar features a relaxing full-service spa and a 24-hour fitness center. Guests are welcome to dock their boat on the hotel’s private pier. This design hotel is just 7.3 miles from the Neuberger Museum of Art. The Greenwich rail station is 5 minutes' walk away, while the Westchester County Airport is a 20-minute drive away. The Greenwich Harbor Delamar features a waterfront location, with relaxing full-service spa and a 24-hour fitness center. The Greenwich Avenue and the rail station is 5 minutes' walk away, while the Westchester County Airport is a 20-minute drive. The hotel offers 82 elegant rooms and suites all with windows that open, large bathrooms with a marble vanity, highspeed internet access throughout the hotel, complimentary valet parking, house car service within 3 miles and 24-hour self-serve coffee, tea, espresso or hot chocolate in the library. Our onsite L’escale Restaurant & Bar offers a fine dining right on the Greenwich Harbor ensuring a memorable one-of-a-kind dining experience. Breakfast service is provided in the restaurant every morning, with each guest receiving a daily $25 breakfast credit to savor the experience.

Guest Reviews:

- "Staff was not extremely friendly beginning to end. Unis was amazing!" - "Great staff, great location, clean and comfortable" - "An elegant hotel with wonderful staff and service" - "Staff was phenomenal" - "Perfect place to go for a lovely weekend away next to the water" - "The Delamar is delightful!"

Short Term Rentals in Greenwich
Delamar Greenwich Harbor
Hotel
500 Steamboat Rd, Greenwich, CT, 06830, USA

White sand beach and a 24-hour fitness center, near Greenwich Ferry Dock
Guests of this beach hotel will appreciate convenient onsite amenities such as a 24-hour fitness center and massage/treatment rooms.
Delamar Greenwich Harbor offers 82 accommodations with iPod docking stations and MP3 docking stations. Pillowtop beds feature down comforters and premium bedding. Televisions come with pay movies. Bathrooms include shower/tub combinations with deep soaking bathtubs and rainfall showerheads. Bathrooms are also outfitted with bathrobes, slippers, and designer toiletries.

Guests can surf the web using the complimentary wireless Internet access (speed: 50+ Mbps). Business-friendly amenities include desks, desk chairs, and phones. Additionally, rooms include minibars and laptop-compatible safes. A nightly turndown service is provided and housekeeping is offered daily.


A marina and complimentary bicycles are featured at the hotel. Other recreational amenities include a 24-hour fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The team and property is quintessential Greenwich in the best way possible. " - "Beautiful hotel and great staff." - "The staff was very pleasant, the ambiance was great, rooms very clean and overall we had a great experience. " - "Excellent service. " - "We are so excited that this hotel is so beautiful and stuff is very nice, we got the welcome gift—-the chocolates, gorgeous furnitures, bathroom space is enough, Christmas decor is in everywhere, it’s delightful and nice place. We’d love to come again. "

Short Term Rentals in Greenwich
Stanton House Inn
Hotel
76 Maple Avenue, Greenwich, CT, CT 06830

Located in Greenwich, 6.7 miles from State University of New York at Purchase, Stanton House Inn provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. Featuring a terrace, the 3-star inn has air-conditioned rooms with free WiFi, each with a private bathroom. Some units at the property feature a balcony with a city view. All guest rooms are equipped with a flat-screen TV with cable channels, an electric tea pot, a shower, free toiletries and a desk. Some rooms come with a kitchenette with a fridge and a microwave. Guest rooms include a closet. Manhattanville College is 7.2 miles from the inn, while Iona College is 14 miles away. Westchester County Airport is 6.2 miles from the property.

Guest Reviews:

- "Would love to come stay again." - "Really excellent hotel / upmarket B&B. We’ll definitely visit again" - "Unique and so special hotel I ever lived before, an amazing experience" - "À very comfortable place to stay close to town."

Short Term Rentals in Greenwich
Stanton House Inn
Bed & Breakfast
76 Maple Ave, Greenwich, CT, 06830, USA

Suburban bed & breakfast with free breakfast and a seasonal outdoor pool
Along with a snack bar/deli, this smoke-free bed & breakfast has a coffee shop/cafe and a seasonal outdoor pool. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a business center, a meeting room, and concierge services are onsite.
Housekeeping is available on request.
Stanton House Inn offers 20 air-conditioned accommodations with hair dryers and irons/ironing boards. Each accommodation is individually furnished and decorated. Flat-screen televisions are featured in guestrooms. This Greenwich bed & breakfast provides complimentary wireless Internet access. Change of towels and change of bedsheets can be requested. Housekeeping is provided on request.
Recreational amenities at the bed & breakfast include a seasonal outdoor pool.

Guest Reviews:

- "Superb experience at the inn- service was on point, it was quiet, and everything was accessible. We especially appreciated the recently updated bathroom and the free snacks/waters. Definitely worth it! " - "Our stay was quiet, relaxing and uneventful. " - "Felt like home" - "We couldn’t believe the breathtaking scenery inside and outside the Stanton Inn. It was the best way to experience Connecticut and excellent customer service to top it all off. "

Short Term Rentals in Greenwich
Room in Lake Home - 2BR 1BA Kitchenette
House
83 Burning Tree Road, Greenwich, CT, CT 06830, USA

Featuring garden views, Room in Lake Home - 2BR 1BA Kitchenette in Greenwich offers accommodations and a garden. The property is around 13 miles from State University of New York at Purchase, 13 miles from Manhattanville College, and 19 miles from Iona College. The homestay features rooms with air conditioning, free private parking, and free Wifi. The accommodation comes with a fully equipped kitchenette with a microwave and coffee machine, a flat-screen TV, and a shared bathroom with bath and shower. At the homestay, each unit includes bed linen and towels. Guests at the homestay will be able to enjoy activities in and around Greenwich, like canoeing. The homestay has a picnic area where you can spend the day outdoors. Bronx Zoo is 25 miles from Room in Lake Home - 2BR 1BA Kitchenette, while Wave Hill is 27 miles from the property. Westchester County Airport is 12 miles away.

Amenities:

Other • Parking • Balcony/Terrace • Sports/Activities • Guest Services • Fireplace/Heating • View • Child Friendly • Internet • Security/Safety • Air Conditioner

Short Term Rentals in Greenwich
Great hotel alternative, near Greenwich train stn
Apartment
Greenwich, Connecticut, USA

Summary:
Great hotel alternative! Nestled in downtown Greenwich, this 1-BR apartment offers prime location w/ 2 parking spots. Enjoy a full kitchen, washer/dryer, private entrance, garden, & balcony. Steps away from Greenwich train station, Greenwich Ave & key landmarks. Drive minutes to parks & Greenwich Hospital. Easy access to NYC via train (45+ mins to Grand Central) & via 95. Experience the best of downtown Greenwich with the convenience of home.
Note: There’s a rental upstairs, expect mild noise.

The Space:
Welcome to this post-Victorian merchant house, built in 1908 and thoughtfully updated to combine historical charm with the necessities of modern living. The Airbnb unit is a practical in-law apartment, offering its own private entrance and dedicated parking space along Sound View Avenue.

Step into the modest garden area, where you can enjoy outdoor seating. Inside, the apartment provides a snug bedroom, a living space with access to a small balcony, and full use of the kitchen and bathroom (plus washer/dryer), ensuring a comfortable stay.

Situated on a bustling main road, this spot offers the convenience of downtown living. Its location is ideal for those looking to immerse themselves in the local vibe. Greenwich Avenue, with its array of shops and eateries, is just a 6-minute walk away, and the train station is even closer, at a mere 3-minute stroll, providing easy access to nearby attractions and beyond. This property is perfect for travelers seeking an affordable, well-located place to rest and recharge while enjoying the lively surroundings.

Guest Access:
Guests can access all parts of the in-law apartment including the designated front yard. Guests have their own entrance along Sound View Ave. Parking is along Sound View Ave. Note that the house is on Woodland Drive corner Sound View Ave.

The Neighborhood:
Well, we have a New York Ranger player living in the same street and a few of them sprinkled around Greenwich. True story.

It’s a very safe neighborhood and close to essentials, restos and shopping.

Getting Around:
Walk:
- 3 minutes to Greenwich train station
- 6 minutes to Greenwich Ave
- 7 minutes to Greenwich Town Hall
- 8 minutes to Police / fire station
- 10 minutes to Roger Sherman Baldwin Park
- 10 minutes to ACME and Stop & Shop

Drive:
- 3 minutes to Greenwich Library
- 4 minutes to Bruce Park
- 4 minutes to Bruce Museum
- 5 minutes to Greenwich Hospital
- 5 minutes to Whole Foods

Train:
- 45-55 minutes from Grand Central Station
- 1 stop away from Port Chester station
- 1 stop away from Stamford

Other Things to Note:
Walk:
- 3 minutes to Greenwich train station
- 6 minutes to Greenwich Ave
- 7 minutes to Greenwich Town Hall
- 8 minutes to Police / fire station
- 10 minutes to Roger Sherman Baldwin Park
- 10 minutes to ferry (Island Beach)
- 10 minutes to ACME and Stop & Shop

Drive:
- 1 minute to Rt 95
- 3 minutes to Greenwich Library
- 4 minutes to Bruce Park
- 4 minutes to Bruce Museum
- 5 minutes to Greenwich Hospital
- 5 minutes to Whole Foods

Train: 3 minutes walking to Greenwich station
- 45-55 minutes from Grand Central Station
- 1 stop away from Port Chester station
- 1 stop away from Stamford

Guest Reviews:

- "Spent just over a week at Michelle’s gorgeous house with my family. Good sized bedrooms for all 5 of us and clean, well stocked bathrooms and kitchen. Lots of thoughtful details - torch / nightlights in each bedroom, which my son loved, new house slippers for the whole family, hotel style toiletries in the bathroom. The location is unbelievable - the listing said 3 mins to the train and 6 to Greenwich ave and it really is that. We enjoyed morning walks to Grigg Street for coffee - and a browse in the bookshop right there at the weekend. Commuting into the city was a breeze. Michelle was very accommodating and available - would def recommend and would stay again. "

Short Term Rentals in Greenwich
Charming home just steps from Greenwich Ave and train
Villa
52 Oakridge Street, Greenwich, CT, CT 06830, USA

Charming home just steps from Greenwich Ave and train offers accommodations in Greenwich, 6.1 miles from State University of New York at Purchase and 7.7 miles from Manhattanville College. This property offers access to a balcony, free private parking, and free Wifi. Iona College is 13 miles away and Bronx Zoo is 19 miles from the villa. The villa is composed of 2 bedrooms, a fully equipped kitchen, and 2 bathrooms. A flat-screen TV is featured. The accommodation is non-smoking. Wave Hill is 22 miles from the villa, while The Palisades Center Mall is 22 miles away. Westchester County Airport is 5.6 miles from the property.

Amenities:

Air Conditioner • Security/Safety • Parking • Child Friendly • Internet

Short Term Rentals in Greenwich
Flex Comfort Apts of Greenwich #3
Apartment
Greenwich, Connecticut, USA

Summary:

Flex Comfort Apt #3 is 2 Bedroom / 1 Bath and sleeps 4. Apt #3 is the top floor with the best light and nobody above. Private Parking & Entrance. Great mattresses, linens, big screen smart TVs, multiple desks, and clean. Well stocked kitchen to put on family meal.

Get the value of 2 x hotel rooms for the price of one that includes your own kitchen and Family Room.

1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything CT & NY have to offer.

The Space:

We have 5 x Flex Comfort Apts in the area so guests can mix / match based on size of group and budget. Book one listing to get 2 x hotel rooms for the price of 1, or scale your plans in the area to sleep up to 10 bedrooms / 15 beds and 22 people on the 2 properties.

3 listings are on this property in Greenwich, CT, 1 mile from downtown. Each floor is a separate apartment and each has its own private entrance and parking. Nothing is shared except the laundry room on the 1st floor or the BBQ / seating area off the parking.

3 miles away, we have a similar property on the border between Rye Brook & Port Chester. 2 more Apts on one property featuring a 3BR / 2 BA and a top floor 2 BR / 1 BA. 'Flex Comfort Apts of Westchester' You can find all of our listings under our host profile, or at homeconnect.rentals

All listings focus on comfort and value to deliver a nice place to rest, work, and play. We invest in great mattresses, linens, big tvs with tons of streaming content, multiple desk areas, and well stocked kitchen.

Bathroom includes fresh towels and shampoo / soap. This property has a laundry room on the first floor. Outdoor patio seating & grill is out back by the parking. Each Apartment has private parking to fit up to 2 cars front to back.

1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything NY & CT have to offer.

***This property was significantly updated in Jan 2025; All apartments received new doors, new floors with much better sound proofing between floors, updated laundry room, and more.***

Guest Access:

This Apt listing is 'Entire Space' and not shared. This listing / apartment has a private entrance with access 24x7 by pin code. Private Off Street Parking for up to 2 cars front to back.

The Neighborhood:

Downtown Greenwich (1 mile away) has many high end retail shops and restaurants if you want the luxury experience in this CT waterfront suburb of NYC.

2 miles in the other direction is Port Chester that has 30+ restaurants with huge variety of cuisine(s) and price points. Check out Mario Bataly's Tarry Lodge & more. Port Chester also has the movie theater, Costco, and and other shopping.

Rye Play land and other coastal / beach activities are all close.

This area of CT / NY have many little villages to explore, or the larger White Plains 10 mins away.

Plenty of outdoor hikes, trails, parks, and more.

Getting Around:

1 mile from Greenwich metro north stop.

Centrally located and close to 95, 287, and the Hutch & Merit parkways.

Other Things to Note:

This is a multi-family property with each apartment on its own level and private entrance. With any multi-family, there is some noise transfer from the apartment above. We have strict rules for all listings of absolutely no parties or events, and to be respectful of noise with quiet(er) hours after 10pm for sleeping kids or those that have to get up early for work.

No other guests besides those sleeping at the listing are welcome to the property for social gatherings.

Please see all pictures and description to pay attention to what you booked so that you have the right expectation.

Booking this listing through any platform is acceptance and agreement to comply with occupancy booked as well as the full rental agreement that can be found at HomeConnect. Rentals/Agreement. We have a strict policy of absolutely no parties or events.

Separate that stated cancellation policy for our listings, the credit card merchant account fees are never refundable per policy of Stripe and VRBO / Expedia / HomeAway etc. We are happy to be as flexible as possible, but those fees are non refundable per site policy.

Interaction with Guests:

Message through App is preferred. Call our 24x7 answering service for emergencies only.

Guest Reviews:

- "The property was super comfortable and had everything we need! The living room was an awesome hang-out spot. The neighborhood was walkable -- bank, grocery store, yummy Thai restaurant. And the neighbors were friendly! We were visiting to see a concert in Port Chester and ended up having just as much fun staying in Greenwich as we did at the show. I also left my car keys behind and the host was very responsive and coordinated mailing them back to me with the property caretakers. Hopefully not something that he has to do often, but I greatly appreciated it!"

Short Term Rentals in Greenwich
Best hotel alternative for big group near train to NYC
House
3 Woodland Drive A, Greenwich, CT, CT 06830, USA

Featuring a garden, Best hotel alternative for big group, near train to NYC features accommodations in Greenwich. This property offers access to a terrace, free private parking, and free Wifi. Iona College is 13 miles away and Bronx Zoo is 19 miles from the vacation home. The spacious vacation home is composed of 4 bedrooms, a living room, a fully equipped kitchen, and 2 bathrooms. A flat-screen TV is offered. The accommodation is non-smoking. State University of New York at Purchase is 6.1 miles from the vacation home, while Manhattanville College is 7.9 miles from the property. Westchester County Airport is 5.6 miles away.

Amenities:

View • Internet • Air Conditioner • Other • Child Friendly • Balcony/Terrace • Parking • Guest Services • Security/Safety • Barbecue/Outdoor Cooking • Sports/Activities

Short Term Rentals in Greenwich
Flex Comfort Apts of Greenwich #2
Apartment
Greenwich, Connecticut, USA

Summary:

Flex Comfort Apt #2 is 2 Bedroom / 1 Bath and sleeps 4. Apt #2 is the middle floor of a 3 apartment building. Private Parking & Entrance. Great mattresses, linens, big screen smart TVs, multiple desks, and clean. Well stocked kitchen to put on a family meal.

Get the value of 2 x hotel rooms for the price of one that includes your own kitchen and Family Room.

1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything CT & NY have to offer.

The Space:

We have 5 x Flex Comfort Apts in the area so guests can mix / match based on size of group and budget. Book one listing to get 2 x hotel rooms for the price of 1, or scale your plans in the area to sleep up to 10 bedrooms / 15 beds and 22 people on the 2 properties.

3 listings are on this property in Greenwich, CT, 1 mile from downtown. Each floor is a separate apartment and each has its own private entrance and parking. Nothing is shared except the laundry room on the 1st floor or the BBQ / seating area off the parking.

3 miles away, we have a similar property on the border between Rye Brook & Port Chester. 2 more Apts on one property featuring a 3BR / 2 BA and a top floor 2 BR / 1 BA. 'Flex Comfort Apts of Westchester' You can find all of our listings under our host profile, or at homeconnect.rentals

All listings focus on comfort and value to deliver a nice place to rest, work, and play. We invest in great mattresses, linens, big tvs with tons of streaming content, multiple desk areas, and well stocked kitchen.

Bathroom includes fresh towels and shampoo / soap. This property has a laundry room on the first floor. Outdoor patio seating & grill is out back by the parking. Each Apartment has private parking to fit up to 2 cars front to back.

1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything NY & CT have to offer.

***This property was significantly updated in Jan 2025; All apartments received new doors, new floors with much better sound proofing between floors, updated laundry room, and more.***

Guest Access:

This Apt listing is 'Entire Space' and not shared. This listing / apartment has a private entrance with access 24x7 by pin code. Private Off Street Parking for up to 2 cars front to back.

The Neighborhood:

Downtown Greenwich (1 mile away) has many high end retail shops and restaurants if you want the luxury experience in this CT waterfront suburb of NYC.

2 miles in the other direction is Port Chester that has 30+ restaurants with huge variety of cuisine(s) and price points. Check out Mario Bataly's Tarry Lodge & more. Port Chester also has the movie theater, Costco, and and other shopping.

Rye Play land and other coastal / beach activities are all close.

This area of CT / NY have many little villages to explore, or the larger White Plains 10 mins away.

Plenty of outdoor hikes, trails, parks, and more.

Getting Around:

1 mile from Greenwich metro north stop.

Centrally located and close to 95, 287, and the Hutch & Merit parkways.

Other Things to Note:

This is a multi-family property with each apartment on its own level and private entrance. With any multi-family, there is some noise transfer from the apartment above. We have strict rules for all listings of absolutely no parties or events, and to be respectful of noise with quiet(er) hours after 10pm for sleeping kids or those that have to get up early for work.

No other guests besides those sleeping at the listing are welcome to the property for social gatherings.

Please see all pictures and description to pay attention to what you booked so that you have the right expectation.

Booking this listing through any platform is acceptance and agreement to comply with occupancy booked as well as the full rental agreement that can be found at HomeConnect. Rentals/Agreement. We have a strict policy of absolutely no parties or events.

Separate that stated cancellation policy for our listings, the credit card merchant account fees are never refundable per policy of Stripe and VRBO / Expedia / HomeAway etc. We are happy to be as flexible as possible, but those fees are non refundable per site policy.

Interaction with Guests:

Message through App is preferred. Call our 24x7 answering service for emergencies only.

Guest Reviews:

- "This apartment is very much as advertised; convenient, clean and spacious. A great location to enjoy the surroundings with a host who cares and communicates. 5 stars!" - "Great house. Lots of space. Quiet and centrally located." - "We stayed here for 4 days and it was a great choice. The location was perfect as it was in a quiet part of the neighborhood, the parking was very convenient. The house itself was very cozy and clean with all of the amenities and extras we needed. Overall great stay, highly recommend."

Short Term Rentals in Greenwich
Quaint duplex with private yard. Walk to beach, dining, & shopping!
House
GREENWICH, Connecticut, USA

Located on a quiet street, our fully renovated duplex apartment in Greenwich boasts hardwood floors, a washer-dryer, heating, air conditioning, and a fabulous modern kitchen. The living room has a large screen 4k TV and an electric fireplace for you to enjoy. The private patio just off the kitchen allows you to relax outside whenever you like.

Enjoy a grill out on the back patio or walk to shops, movies, restaurants, the beach, parks, tennis, the library, the train station and so much more. We are a 15 min walk from Byram beach and also from Port Chester which offers several excellent restaurants, coffee shops, movie theaters, places to shop, and the historic Capitol Theatre. The train station is a mile away. This is also a great area for walking or jogging near the water.

Our property is also ideal to work from home. We have a desk in one of the bedrooms and lighting fast WiFi for you to enjoy.

Greenwich Avenue in Greenwich's picturesque downtown is known for its great restaurants and many upscale shops and is only 7 min away by car. Rye Playland is a fun old-fashioned amusement park and beach in Rye that is 10 mins away by car.

Take the train or drive to Manhattan - less than 25 miles away. Centrally located to explore the Tri-State area.

Activities include biking, hiking, kayaking, and community-sponsored activities such as concerts and movie nights.

The Space:

- 1200 square feet
- Private entrance
- Modern eat-in kitchen
- Private backyard and patio with BBQ
- Free parking in front of the property
- Large-capacity laundry machines that make doing the laundry a breeze
- Half bathroom
- Full bathroom featuring shower/tub combination - upstairs
- Master bedroom with a queen mattress - upstairs
- 2nd bedroom with a full mattress - upstairs
- 3rd bedroom with a twin/single mattress - upstairs
- Blow dryer
- Kitchen Appliances: Dishwasher, K-Cup coffee maker, drip coffee machine, kettle, microwave, & toaster
- Numerous dining options are available; both within walking distance & short car ride.
- Less than 1 hr. to Manhattan

Guest Reviews:

- "I recently spent two weeks at this vrbo and found the experience to be very positive! The townhouse was as expected: very clean, with amenities as listed, a lovely backyard, and nice neighborhood to walk around. Henri was very responsive when I had small issues and was at the house within 24 hours. I’d be happy to return if I was in the area again." - "Great location. Close to Rye, NY, Port Charles and downtown. You could be at any of these destinations in 15 minutes. Property was very clean which was appreciated due to COVID. Seating in living room was great 3 loveseats. Queen bed was a little uncomfortable for me due to my back issues. Would recommend for anyone wanting to go in the Greenwich area. Tip Greenwich beach is closed to visitors due to COVID."

Short Term Rentals in Greenwich
Charming duplex with private yard. Close to the beach, dining & shopping!
House
Greenwich, Connecticut, USA

Located on a quiet street in Greenwich, our fully renovated duplex apartment in Greenwich boasts hardwood floors, a washer-dryer, heating, air conditioning, and a fabulous modern kitchen. The private patio just off the kitchen allows you to relax outside whenever you like.

Enjoy a grill out on the back patio or walk to shops, movies, restaurants, the beach, parks, tennis, the library, the train station and so much more. We are a 15 min walk from Byram beach and Port Chester which offers several excellent restaurants, coffee shops, movie theaters, places to shop, and the historic Capitol Theatre. The train station is a mile away. This is also a great area for walking or jogging near the water.

Our property is also ideal for working from home. We have a desk in one of the bedrooms and lighting fast WiFi for you to enjoy.

Greenwich Avenue in Greenwich's picturesque downtown is known for its great restaurants and many upscale shops and is only 7 min away by car. Rye Playland is a fun old-fashioned amusement park and beach in Rye that is 10 mins away by car.

Take the train or drive to Manhattan - less than 25 miles away. Centrally located to explore the Tri-State area.

Activities include biking, hiking, and community-sponsored activities such as concerts and movie nights.

The Space:

- 1000 square feet
- Private entrance
- Modern kitchen
- Private backyard and patio with BBQ
- Free parking in front of the property
- All-in-one laundry machine that makes doing the laundry a breeze
- Master bedroom with a queen mattress - upstairs
- 2nd bedroom with a full mattress - upstairs
- 3rd bedroom with a twin/single mattress - upstairs
- Full bathroom featuring shower/tub combination - upstairs
- Blow dryer
- Kitchen Appliances: Dishwasher, K-Cup coffee maker, drip coffee machine, kettle, microwave, & toaster
- Numerous dining options are available; both within walking distance & short car ride.
- Less than 1 hr. to Manhattan

Guest Reviews:

- "Henri was a great host, incredibly responsive and friendly. The apartment is great as a home base in CT/westchester. Easy drive to highway and train and good restaurants. Very reasonable rate per night as well. Thank you!" - "Stayed a week and used it as a "base of operations" for day trips into NYC. Greenwich train station into Grand Central worked out great. Good neighborhood and near tons of stuff in Greenwich, Stamford, and White Plains."

Short Term Rentals in Greenwich
Stylish downstairs apt. Walk to town, train, & beach ferry! Off-street parking.
House
Greenwich, Connecticut, USA

Located on a quiet dead-end street, our fully renovated apartment in Central Greenwich takes up the entire first/ground floor of this property and boasts hardwood floors and a fabulous modern kitchen. The living room has a large screen 4k TV and an electric fireplace for you to enjoy. Enjoy time outside on the private patio (just off the dining room and master bedroom), BBQ in the backyard, or watch the sunset on the front porch.

The property has a private driveway with off-street parking for 2 cars.

Take a short walk to downtown Greenwich and enjoy excellent restaurants, the library, parks, coffee shops, movie theaters, beach ferries (in the summer), and places to shop. Alternatively, you can take the train to Manhattan as the Greenwich train station is only an 8-minute walk away. We are also centrally located to explore the Tri-State area. Rye Playland (a fun-filled amusement park and beach) is 12 minutes away by car. This is also a great area for walking or jogging near the water.

Our property is also ideal for working from home. We have a desk in one of the bedrooms and lightning-fast WiFi for you to enjoy.

The master bedroom comes with a king-sized mattress, and all our mattresses are super comfortable.

Activities include biking, hiking, kayaking, and community-sponsored activities such as concerts and movie nights.

The Space:

- 1250 square feet
- Private entrance
- Modern eat-in kitchen and dining room
- Private backyard and patio with BBQ
- Private front porch
- Free dedicated parking in the driveway for 2 cars
- Large-capacity laundry machines that make doing the laundry a breeze
- Master bedroom with a king mattress and an en-suite bathroom with a shower
- 2nd bedroom with a queen mattress
- 3rd bedroom with 2 twin/single mattresses
- Full bathroom featuring shower/tub combination
- Blow dryer
- Kitchen Appliances: Dishwasher, K-Cup coffee maker, drip coffee machine, kettle, microwave, & toaster
- Numerous dining options are available; both within walking distance & short car ride.
- Less than 1 hr. to Manhattan

We’d be thrilled to host you—whether you're here for business, leisure, or a little bit of both.

Warmly,
Kelly & Henri

Guest Reviews:

- "The location is great. The train to the city is walking distance. Henri, the host, is very accommodating. Great stay!" - "We had enjoyed our stay, excellent quiet area near downtown Greenwich and walking distance to frequent trains into NYC. We met friendly neighbors, walking distance to the Bruce Museum. We’re originally from just over the Connecticut state line. Back roads north of Greenwich are scenic, worth taking extra time to see by auto."

Short Term Rentals in Greenwich
Flex Comfort Apts of Greenwich #1
Apartment
Greenwich, Connecticut, USA

Summary:

Flex Comfort Apt #1 is 1 BR / 1 BA and sleeps 4. Apt #1 is the bottom floor ('Basement') of a 3 apt building. Private Parking & Entrance. Great mattresses, linens, big screen smart TVs, multiple desks, and clean. Well stocked kitchen to put on a family meal.

Get the value of 2 x hotel rooms for the price of one that includes your own kitchen and Family Room.

1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything CT & NY have to offer.

The Space:

We have 5 x Flex Comfort Apts in the area so guests can mix / match based on size of group and budget. Book one listing to get 2 x hotel rooms for the price of 1, or scale your plans in the area to sleep up to 10 bedrooms / 15 beds and 22 people on the 2 properties.

3 listings are on this property in Greenwich, CT, 1 mile from downtown. Each floor is a separate apartment and each has its own private entrance and parking. Nothing is shared except the laundry room on the 1st floor or the BBQ / seating area off the parking.

3 miles away, we have a similar property on the border between Rye Brook & Port Chester. 2 more Apts on one property featuring a 3BR / 2 BA and a top floor 2 BR / 1 BA. 'Flex Comfort Apts of Westchester' You can find all of our listings under our host profile, or at homeconnect.rentals

All listings focus on comfort and value to deliver a nice place to rest, work, and play. We invest in great mattresses, linens, big tvs with tons of streaming content, multiple desk areas, and well stocked kitchen.

This is our smallest and lowest price economy listing. There is 1 main room with the TV area, desk, and kitchenette. Off the kitchen area is the 1 full bedroom with queen murphy bed, and the updated bathroom. The TV area has a 2nd queen Murphy bed. We maximized the space and it can be comfortable for 2 people for a week or longer. Can do 3 or 4 people for shorter stays of 1-3 nights, but can be tight.

Bathroom includes fresh towels and shampoo / soap. This property has a laundry room on the first floor. Outdoor patio seating & grill is out back by the parking. Each Apartment has private parking to fit up to 2 cars front to back.

1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything NY & CT have to offer.

***This property was significantly updated in Jan 2025; All apartments received new doors, new floors with much better sound proofing between floors, updated laundry room, and more.***

Guest Access:

Entire Apartment and outdoor patio is for your use.

The Neighborhood:

Downtown Greenwich (1 mile away) has many high end retail shops and restaurants if you want the luxury experience in this CT waterfront suburb of NYC.

2 miles in the other direction is Port Chester that has 30+ restaurants with huge variety of cuisine(s) and price points. Check out Mario Bataly's Tarry Lodge & more. Port Chester also has the movie theater, Costco, and and other shopping.

Rye Play land and other coastal / beach activities are all close.

This area of CT / NY have many little villages to explore, or the larger White Plains 10 mins away.

Plenty of outdoor hikes, trails, parks, and more.

Getting Around:

1 mile from Greenwich metro north stop.

Centrally located and close to 95, 287, and the Hutch & Merit parkways.

Other Things to Note:

This is a multi-family property with each apartment on its own level and private entrance. With any multi-family, there is some noise transfer from the apartment above. We have strict rules for all listings of absolutely no parties or events, and to be respectful of noise with quiet(er) hours after 10pm for sleeping kids or those that have to get up early for work.

No other guests besides those sleeping at the listing are welcome to the property for social gatherings.

Please see all pictures and description to pay attention to what you booked so that you have the right expectation for this low priced efficiency listing. We did the most we possibly could with this space to offer a nice value in a clean and comfortable space to guests.

Booking this listing through any platform is acceptance and agreement to comply with occupancy booked as well as the full rental agreement that can be found at HomeConnect. Rentals/Agreement. We have a strict policy of absolutely no parties or events.

Separate that stated cancellation policy for our listings, the credit card merchant account fees are never refundable per policy of Stripe and VRBO / Expedia / HomeAway etc. We are happy to be as flexible as possible, but those fees are non refundable per site policy.

Interaction with Guests:

Message through App is preferred. Call our 24x7 answering service for emergencies only.

Guest Reviews:

- "It is very well equipped, kitchen, rooms and bathroom, also near to the place I needed to go to help my daughter to settled in college, is only 45 min to jfk airport in normal hours " - "This property was in a great neighborhood. It was clean and easy to find." - "We rented this for relatives who are in their 70s and 80s - it is totally flat and level and the car can pull right up outside. No steps or stairs, nice rooms, cute kitchen! It was quiet and in a quiet neighborhood. Will rent it again next time they visit us."

Short Term Rentals in Greenwich
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
House
Greenwich, Connecticut, USA

Escape to this beautiful and peaceful lakeside retreat in Greenwich. This private 2-bedroom, 1 bath, and a kitchenette space in lakefront home overlooks Frye Lake, with stunning year-ok round views. A key highlight is a private dock on the lake for relaxing by the water, and kayaking. The backyard includes a short trail, bench, and a picnic table with beautiful views of the lake. Each room features a king-size bed, TV, and WiFi. A kitchenette with a double burner electric stove is provided for cooking. Easy access to NYC via train. Book now for a unique experience of relaxation and lakefront activity. Note that the owner is staying at the property too. The wooden patio at the back of the house (not shown in photos) is for the owners use only. Please be mindful not to disturb neighbors through loud sounds etc. Please wash utensils provided in the kitchenette after use. Please also exercise caution while walking outside as some parts are rustic in nature. Please carry bug spray as there may be mosquitoes in certain areas in the outdoors. Owner assumes no liability for injuries on premise. Ask about a private boat cruise and fishing in the Long Island Sound for an extra fee of $300. Dependent on the weather and availability of the captain. See physical manual in the room for more info and photos

Guest Reviews:

- "This property is a wonderful alternative to the expensive hotels around Greenwich. It was no frills - there are two bedrooms with large beds and TVs, a bathroom, and kitchenette with a pod coffeemaker. We didn't spend a lot of time there, which worked for us. It's quiet, backcountry Greenwich, on a pond. We saw a fox and a baby deer and fell asleep to the bullfrogs. " - "George and Subhas home was perfect for our family to spend a weekend in southern Connecticut while in town for the weekend to visit friends. We have two young daughters (age 1 and age 6) and always try to find places to stay where they can have their own room. The rooms were very spacious and clean, with VERY comfortable king beds. Our babies pack and play actually fit perfectly in the closet which was great, since our girls go to bed at separate times. The big windows in the primary bedroom had the most beautiful sunrise view of the lake. The property itself is amazing, overlooking the water with a couple spots to hang out outdoors … it’s definitely on the rustic side getting down to the lake/dock, so sneakers and flashlights would be a good idea if going down at night to sit on the dock. They were kind enough to let us have our local friends hang out with us for a few hours in the evening on the dock. We loved sitting on the lake on a warm summer night.. really a magical place! In the morning, my husband and 6 year old took one of the canoes out (they provided life jackets) and they loved it. We wouldnt hesitate booking here again the next time we are coming to Connecticut, as it’s truly a great location and home. "

Short Term Rentals in Greenwich
Boutique Stay 2C in Heart of Downtown
Apartment
Greenwich, Connecticut, USA

Twenty One, the charming historic pre-war building. Located in the heart of downtown Greenwich, CT. Tucked away quietly off lower Greenwich Avenue. This newly furnished, second floor unit (non elevator building) offers charm, convenience and privacy. With a plethora of the most coveted restaurants and shops that Greenwich has to offer all within a block walking distance to the train station.. A car is not even needed for your next visit!

Within the unit: fully equipped kitchen, bathroom with shower, a separate space that dually provides private work space with large desk, used as roomy area for changing or stretching. Fully stocked with fresh, quality linens. This property is hard to resist!
2nd floor walk up building.
No parking on site

Guest Reviews:

- "Kimberly was great. I had to change my dates last minute and she helped me to do this. The apartment is in a great location right off Grenich ave. Great for shopping, eating and Just walking. Would def stay again." - "Lovely place in a great location. My second time there and I'll gladly make it a third if the need arrises in the future. Thank you for a wonderful home away from home." - "Modern, clean efficiency apartment 1 minute for the Metro North Train Station"

Short Term Rentals in Greenwich
2nd Floor, 1 Br/1 Ba With Sofa Bed In The Living Room
House
Greenwich, Connecticut, USA

We are on the Greenwich/New York border which is less than a 10-minute drive to Port Chester, Rye. Walk to the Greenwich train with easy access to NYC.

Your area includes living room, kitchen, 1 bedroom, and your own private bathroom. Separate entry to 2nd floor. Pull out sofa bed in the living room. We are asking all guests to take shoes off to the 2nd floor since it is all carpet. Free Wifi and Cable TV.

We are a quiet, friendly couple who are happy to share our house. We're eager to provide as much information as we can to help make your stay enjoyable. Please always feel free to ask us about anything and be sure to let us know about anything we've overlooked or run out of.

We're pretty busy during the week, but when we're not, we love to stop and chat with guests who have time and inclination. We are respectful of those who prefer to be left alone to rest or enjoy the privacy of the suite.

Guest Reviews:

- "Enjoying " - "Great location near downtown Greenwich, quiet, comfortable bed, and everything was clean and worked well. Also the host was very communicative and helpful." - "The apartment was very clean and comfortable. It was only a short walk to downtown Greenwich, full of shops and restaurants. The train into NYC is right there, too. The owners were responsive and super helpful, letting me check in early to help with my online work schedule. "

Short Term Rentals in Greenwich
Serene upstairs apt. Walk to town, train, & beach ferry! Off-street parking.
Apartment
Greenwich, Connecticut, USA

Located on a quiet dead-end street, our fully renovated apartment in Central Greenwich takes up the entire top floor of this property and boasts hardwood floors and a fabulous modern kitchen. The living room has a large screen 4k TV and an electric fireplace for you to enjoy. Enjoy time outside on the private patio (just off the kitchen and master bedroom) or BBQ in the backyard.

Off-street parking for 3 cars with an EV charger!

Take a short walk to downtown Greenwich and enjoy excellent restaurants, the library, parks, coffee shops, movie theaters, beach ferries (in the summer), and places to shop. Alternatively, you can take the train to Manhattan as the Greenwich train station is only an 8-minute walk away. We are also centrally located to explore the Tri-State area. Rye Playland (a fun-filled amusement park and beach) is 12 minutes away by car.

Our property is also ideal for working from home. We have a desk in one of the bedrooms and lightning-fast WiFi for you to enjoy.

The master bedroom comes with a king-sized mattress, and all our mattresses are super comfortable.

Activities include biking, hiking, kayaking, and community-sponsored activities such as concerts and movie nights. This is also a great area for walking or jogging near the water.

The Space:

- 1350 square feet
- Private entrance
- Modern eat-in kitchen and dining area
- Private backyard and deck with BBQ
- Free dedicated parking in the driveway for 3 cars
- Electric Vehicle level 2 NACS charger (pay per use)
- Large-capacity laundry machines that make doing the laundry a breeze
- Master bedroom with a king mattress and an en-suite bathroom with a shower
- 2nd bedroom with a queen mattress
- 3rd bedroom with 2 twin/single mattresses
- Full bathroom featuring shower/tub combination
- Blow dryer
- Kitchen Appliances: Dishwasher, K-Cup coffee maker, drip coffee machine, kettle, microwave, & toaster
- Numerous dining options are available; both within walking distance & short car ride.
- Less than 1 hr. to Manhattan

We’d be thrilled to host you—whether you're here for business, leisure, or a little bit of both.

Warmly,
Kelly & Henri

Guest Reviews:

- "This property met all of our expectations and then some. Very clean, spacious, updated, and in a great location with great parking. Plenty of room in the driveway for our 2 full size cars. Would highly recommend!" - "Overall clean and well maintained. Would stay there again" - "Great location! Easy to get to NYC and walkable to downtown Greenwich. Perfect for our family of 6. The outside patio was especially comfortable and a plus! Henri was a great communicator and even helped us get tickets to nearby Greenwich Point Park. A highlight of our trip."

Short Term Rentals in Greenwich
Greenwich/Hotel Alternative/Great Location/Sleeps 6
House
Greenwich, Connecticut, USA

New 1,300 square foot single family home in Greenwich. Home is professionally furnished and is available to lease. Professional appliances, hardwood floors throughout, marble baths and much more. Only 15 minute walk to train ride to New York City. Walking distance to Greenwich Avenue and close to all major transportation and highways.

Great little fenced in outdoor space.

Forget hotels and condos - this is the way to go!

We welcome long term and short term tenants

We have cribs and high chairs available, (fee may apply)

( please email all request to see if we can accommodate)

Guest Reviews:

- "The property owner/manager was exceptionally responsive. The property was spotlessly clean and looked exactly like the photos. My family lives near here. I would stay at this property, again." - "This home was built in 1919, however it's been totally remodeled and is very modern! Queen bed & bath downstairs, 2 bedrooms (one queen, one 2 twins) upstairs with bath. Great kitchen. Bring sleeping mask if you need darkness, very bright in mornings on east & south sides. Close to fantastic grocery stores, easy to get on highway for touring. Easy trip from NYC or LGA airport. We'd stay again!"

Short Term Rentals in Greenwich
Boutique Stay 2D in Heart of Downtown
House
Greenwich, Connecticut, USA

Newly furnished in a simplistic Modern Flare. This space is perfect for the traveler(s) who want to experience the heart of Greenwich , other than an impersonal hotel. Perfectly set in downtown Greenwich, on a quaint side street, reminiscent of Nantucket. Surrounded by World Class Shopping and a variety of delicious eateries, you will never tire from the multitude of options, just steps away. This second floor unit has a private entrance. Set within a circa 1920's building, that is beautifully restored and maintained. No elevator, 2nd floor walk up building. No parking on site

Guest Reviews:

- "Very enjoyable stay. Perfect location in Greenwich. The apartment has everything you need. Kimberly was a great host." - "Great choice for a single or couple with easy access to the Metro North and Greenwich Avenue and surrounding areas." - "Perfect location! Quaint, clean and comfortable.!" - "The best host - caring kind and thoughtfulThe best location - steps from Greenwich aveThe best apartment- thoughtfully designed, great light and comfy bed and workspace I’ highly recommend staying at Kim’s lovely place and I’ll be back! "

Greenwich Short Term Rentals with Parking

Greenwich Family Friendly Short Term Rentals

Greenwich Pet Friendly Short Term Rentals

Greenwich Short Term Rentals with Entertainment

Greenwich Short Term Rentals with Private Pool

Greenwich Short Term Rentals with Spa

Greenwich Short-Term-Rentals on the Map

Compare the Best Short-Term-Rentals in Greenwich – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Delamar Greenwich Harbor 500 Steamboat Road, Greenwich, CT, CT 06830, USA 409 5.0 8.3 66 Click here
Delamar Greenwich Harbor 500 Steamboat Rd, Greenwich, CT, 06830, USA 443 4.0 9.4 948 Click here
Stanton House Inn 76 Maple Avenue, Greenwich, CT, CT 06830 156 3.0 8.9 29 Click here
Stanton House Inn 76 Maple Ave, Greenwich, CT, 06830, USA 235 3.0 9.6 153 Click here
Room in Lake Home - 2BR 1BA Kitchenette 83 Burning Tree Road, Greenwich, CT, CT 06830, USA 267 7.0 1 Click here
Great hotel alternative, near Greenwich train stn Greenwich, Connecticut, USA 263 2.0 10.0 2 Click here
Charming home just steps from Greenwich Ave and train 52 Oakridge Street, Greenwich, CT, CT 06830, USA 297 1 Click here
Flex Comfort Apts of Greenwich #3 Greenwich, Connecticut, USA 170 9.4 59 Click here
Best hotel alternative for big group near train to NYC 3 Woodland Drive A, Greenwich, CT, CT 06830, USA 749 1 Click here
Flex Comfort Apts of Greenwich #2 Greenwich, Connecticut, USA 154 9.2 53 Click here
Quaint duplex with private yard. Walk to beach, dining, & shopping! GREENWICH, Connecticut, USA 307 10.0 46 Click here
Charming duplex with private yard. Close to the beach, dining & shopping! Greenwich, Connecticut, USA 283 9.8 40 Click here
Stylish downstairs apt. Walk to town, train, & beach ferry! Off-street parking. Greenwich, Connecticut, USA 393 9.8 24 Click here
Flex Comfort Apts of Greenwich #1 Greenwich, Connecticut, USA 122 9.0 22 Click here
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock. Greenwich, Connecticut, USA 201 9.6 21 Click here
Boutique Stay 2C in Heart of Downtown Greenwich, Connecticut, USA 316 10.0 17 Click here
2nd Floor, 1 Br/1 Ba With Sofa Bed In The Living Room Greenwich, Connecticut, USA 185 10.0 16 Click here
Serene upstairs apt. Walk to town, train, & beach ferry! Off-street parking. Greenwich, Connecticut, USA 389 9.6 14 Click here
Greenwich/Hotel Alternative/Great Location/Sleeps 6 Greenwich, Connecticut, USA 684 9.8 12 Click here
Boutique Stay 2D in Heart of Downtown Greenwich, Connecticut, USA 312 10.0 11 Click here

Note: The prices for each Short-Term-Rentals in Greenwich do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Short-term rentals in Greenwich that include a pool include:

  • Stanton House Inn.- Review Count: 29, Rating: 8.9
  • Stanton House Inn.- Review Count: 153, Rating: 9.6
  • Back Country Estate w/Pool, Sleeps 8 - Fully loaded, Pet Friendly Greenwich CT.- Review Count: 8, Rating: 9.8

Short-term rentals in Greenwich that offer shuttle or transport services include:

  • Delamar Greenwich Harbor.- Review Count: 66, Rating: 8.3
  • Delamar Greenwich Harbor.- Review Count: 948, Rating: 9.4

Short-term rentals in Greenwich with spa access include:

  • Delamar Greenwich Harbor.- Review Count: 66, Rating: 8.3
  • Delamar Greenwich Harbor.- Review Count: 948, Rating: 9.4

Family-friendly short-term rentals in Greenwich include:

  • Delamar Greenwich Harbor.- Review Count: 66, Rating: 8.3
  • Delamar Greenwich Harbor.- Review Count: 948, Rating: 9.4
  • Room in Lake Home - 2BR 1BA Kitchenette.- Review Count: 1, Rating: 7.0

Pet-friendly short-term rentals in Greenwich include:

  • Delamar Greenwich Harbor.- Review Count: 66, Rating: 8.3
  • Great hotel alternative, near Greenwich train stn.- Review Count: 2, Rating: 10.0
  • Quaint duplex with private yard. Walk to beach, dining, & shopping! .- Review Count: 46, Rating: 10.0

Short-term rentals in Greenwich that offer breakfast options include:

  • Delamar Greenwich Harbor.- Review Count: 66, Rating: 8.3
  • Delamar Greenwich Harbor.- Review Count: 948, Rating: 9.4
  • Stanton House Inn.- Review Count: 153, Rating: 9.6

Short-term rentals in Greenwich with guest parking include:

  • Delamar Greenwich Harbor.- Review Count: 66, Rating: 8.3
  • Delamar Greenwich Harbor.- Review Count: 948, Rating: 9.4
  • Stanton House Inn.- Review Count: 29, Rating: 8.9

Some of the best Short Term Rentals in Greenwich are:

  • Delamar Greenwich Harbor.- Review Count: 66, Rating: 8.3
  • Delamar Greenwich Harbor.- Review Count: 948, Rating: 9.4
  • Stanton House Inn.- Review Count: 153, Rating: 9.6

Some of the popular Short Term Rentals in Greenwich are:

  • Delamar Greenwich Harbor.- Review Count: 948, Rating: 9.4
  • Stanton House Inn.- Review Count: 153, Rating: 9.6
  • Delamar Greenwich Harbor.- Review Count: 66, Rating: 8.3