Best Vacation Rentals in Dutchess County

Located in Rhinebeck, 15 miles from Marist College, The Gables of Rhinebeck has accommodations with a garden, free private parking and a shared lounge. The 5-star hotel has air-conditioned rooms with a private bathroom and free WiFi. The hotel has family rooms. The rooms in the hotel are equipped with a flat-screen TV with satellite channels. At The Gables of Rhinebeck rooms include bed linen and towels. Bardavon Opera House is 16 miles from the accommodation, while Vassar College is 18 miles from the property. The nearest airport is Stewart International Airport, 36 miles from The Gables of Rhinebeck.

- "Charming, great location."

Luxury hotel with spa services and a 24-hour front desk
An outdoor pool, a restaurant, and a bar/lounge are available at this smoke-free hotel. Free WiFi in public areas, free self parking, and a free manager's reception are also provided. Other amenities include a snack bar/deli, coffee/tea in a common area, and spa services.
Housekeeping is available on request.
Troutbeck offers 12 accommodations with laptop-compatible safes and complimentary newspapers. Beds feature premium bedding. 40-inch flat-screen televisions come with satellite channels. Bathrooms include bathtubs or showers, bathrobes, slippers, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Hypo-allergenic bedding, irons/ironing boards, and change of towels can be requested. Housekeeping is provided on request.

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

Internet • Other • Parking • Laundry • Wellness Facilities • Security/Safety • Business Services • Guest Services • Accessibility • Balcony/Terrace • Spa • Skiing

Located in Fishkill, 6.8 miles from Mid Hudson Children's Museum, Best Western Fishkill Inn & Suites provides accommodations with a seasonal outdoor swimming pool, free private parking, a fitness center and a shared lounge. With free WiFi, this 4-star hotel offers a 24-hour front desk and a business center. Guests can have a drink at the snack bar. At the hotel, every room has a desk. Each room includes a coffee machine and a private bathroom with free toiletries, while selected rooms contain a kitchen equipped with a fridge. Guest rooms at Best Western Fishkill Inn & Suites are equipped with a seating area and a flat-screen TV with cable channels. Guests at the accommodation can enjoy a buffet breakfast. Best Western Fishkill Inn & Suites has a terrace. Marist College is 9 miles from the hotel, while Vassar College is 13 miles away. Stewart International Airport is 11 miles from the property.

- "Always a great stay and the staff remembers you ." - "Great" - "It was overall good! We will be back" - "Fabulous" - "Decent" - "Overall very good experience and would stay again." - "Nice place but not for cooking" - "Gave us the space to spend time with our cadet." - "Good for an overnight"

Hotel in Poughkeepsie with a 24-hour front desk and a coffee shop
A restaurant, a bar/lounge, and a snack bar/deli are available at this smoke-free hotel. Free WiFi in public areas and free self parking are also provided. Other amenities include a conference center, a coffee shop/cafe, and conference space.
DoubleTree by Hilton Poughkeepsie Convention Center offers 195 accommodations with safes and coffee/tea makers. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include showers and hair dryers.

This Poughkeepsie hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.

- "The hotel was very clean and comfortable even with a certain amount of renovation happening, and the staff was pleasant and helpful. It's about a block from the Bardavon Theater, so very convenient for events there. We'll definitely stay there again when in Poughkeepsie for a concert or event." - "Hotel has been renovated and looks amazing. I was surprised based upon the outside of the building. All staff was super friendly and helpful. Breakfast was hot and tasty. Room was spacious, beds and pillows comfortable along with desks large for working."

Mid-Century DJs Dream near Rhinebeck is located in Staatsburg, just 12 miles from Vassar College and 15 miles from Marist College. The air-conditioned accommodation is 10 miles from Bardavon Opera House. There's a sun terrace and guests have access to free Wifi, free private parking, and an electric vehicle charging station. Featuring a patio with garden views, this apartment also comes with a cable flat-screen TV, a well-equipped kitchenette with a microwave, a toaster, and a fridge, as well as 1 bathroom with a walk-in shower and a hair dryer. For added privacy, the accommodation features a private entrance. Guests at the apartment will be able to enjoy activities in and around Staatsburg, like cycling and fishing. Guests can relax in the garden at the property. Mid Hudson Children's Museum is 17 miles from Mid-Century DJs Dream near Rhinebeck, while Historic Huguenot Street is 22 miles from the property. Stewart International Airport is 30 miles away.

- "Qucik overnight" - "Will come back!" - "highly-recommended!" - "Excellent place to stay, recommended." - "Peaceful and rad!" - "I wish we could have stayed longer!" - "Enjoyed our stay as usual and sleep well and peacefully." - "Highly recommend!" - "Wonderful stay near the Catskills" - "The stay provided what I needed. The host was friendly and responsive./" - "Pleasant, quiet, and easy to be comfortable."

Adults-only bed & breakfast in Hyde Park with free breakfast
Along with coffee/tea in a common area, this smoke-free bed & breakfast has a refrigerator in a common area and concierge services. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a library, a garden, and a picnic area are onsite.
Journey Inn Bed & Breakfast offers 7 air-conditioned accommodations with designer toiletries and hair dryers. Each accommodation is individually furnished and decorated. Cable television is provided.

Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include ceiling fans and blackout drapes/curtains. Housekeeping is offered daily and irons/ironing boards can be requested.

- "Breakfasts were excellent! The dining options Valerie and Eric shared were delicious. They suggested house tours I wouldn't have known about. Wonderful hosts. Great place to stay! " - "The staff made our late arrival a breeze for us and was very welcoming and accommodating to our family’s plans!" - "Loved the morning breakfast and quaint surroundings. We are looking forward to a 2024 Fall visit!" - "It was a lovely place to disconnect and relax! The breakfasts were delicious and the hosts were welcoming, helpful, and gracious. "

2Br Private Victorian Apartment in City location on half acre Sleeps 5 is located in Poughkeepsie, just a 12-minute walk from Bardavon Opera House and 2.1 miles from Vassar College. With river views, this accommodation features a balcony. Outdoor seating is also available at the apartment. With free Wifi, this 2-bedroom apartment offers a satellite TV, a washing machine, and a fully equipped kitchen with an oven and microwave. Towels and bed linen are featured in the apartment. There's also a seating area and a fireplace. Guests can also relax in the garden. Marist College is 4 miles from 2Br Private Victorian Apartment in City location on half acre Sleeps 5, while Mid Hudson Children's Museum is 6 miles away. Stewart International Airport is 21 miles from the property.

- "Beyond amazing" - "Incredibly welcoming host, beautiful Victorian apartment, great amenities — highly recommended!!!" - "Amazing host! Great location, clean, and, lovely." - "Our host was gracious, accessible, and gave us good advice on where to eat." - "Overall we loved our stay and wish we could have stayed longer." - "A perfectly old-fashioned bed & breakfast experience with superb comfort and a warm host" - "It was an absolutely lovely stay! Gary was a phenomenal host."

Hotel in Rhinebeck with 2 restaurants and a full-service spa
2 restaurants, a full-service spa, and a fitness center are available at this smoke-free hotel. Self parking is free. Additionally, a bar/lounge, a sauna, and a hot tub are onsite.
Mirbeau Inn & Spa offers 49 accommodations with fireplaces and safes. Rooms open to balconies. Beds feature premium bedding. Flat-screen televisions are featured in guestrooms.

Bathrooms include separate bathtubs and showers with deep soaking bathtubs and rainfall showerheads. Bathrooms are also outfitted with bathrobes, slippers, and hair dryers. Business-friendly amenities include desks, desk chairs, and phones. Additionally, rooms include complimentary bottled water and coffee/tea makers. A nightly turndown service is provided and housekeeping is offered daily.

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

- "The property was beautifully decorated. The staff have clearly been trained to be gracious and welcoming. There has been much attention to all the little details that make a hole stay special. The wait staff in the restaurant and bar we very accommodating, especially Samantha. We will definitely return. This is our new favorite spot! Rhinebeck is a very special spot, lots of shopping and restaurants to explore, as well as many historical places of interest. "

29 miles from Vassar College in Red Hook, the farmhouse suite at barn & bike offers accommodations with access to a steam room. Housed in a building dating from 19th century, this apartment is 30 miles from the Bardavon Opera House. There's an outdoor fireplace and guests have access to free Wifi, free private parking, and an electric vehicle charging station. Providing access to a patio with garden views, the air-conditioned apartment consists of 1 bedroom. Offering a terrace with mountain views, this apartment also features a flat-screen TV, a well-equipped kitchen with an oven, a microwave, and a toaster, as well as 1 bathroom with a shower and a hair dryer. For added privacy, the accommodation features a private entrance. Guests at the apartment can enjoy cycling and hiking nearby, or make the most of the garden. Stewart International Airport is 54 miles from the property.

- "Wonderful cozy stay" - "Perfect farm house stay in upstate NY" - "MCM vibe in rural area for asocial academics" - "All the comforts of home in a lovely setting." - "We enjoyed our time there and look forward to returning!" - "Design-inspired retreat" - "Lovely Get-Away in the Catskills" - "Beautiful and cozy house, with everything you need. And very pleasant and nice hosts." - "Beautiful stay in a rural upstate NY setting with wonderful hosts & peaceful surroundings"

Bed & breakfast in Millbrook with free breakfast
A garden, free breakfast, and free self parking are available at this smoke-free bed & breakfast. WiFi in public areas is free. Other amenities include multilingual staff assistance.
Millbrook Country House Bed & Breakfast offers 4 air-conditioned accommodations with bathrobes and complimentary toiletries. These individually decorated and furnished accommodations include desks. Beds feature Frette Italian sheets and premium bedding. Guests can surf the web using the complimentary wireless Internet access. Bathrooms include bathtubs or showers. A nightly turndown service is provided and housekeeping is offered daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

- "Lots of character for the house. The bedroom was very beautiful like the picture. The owner was very nice and easily accessible." - "Giancarlo and Lorraine are wonderful hosts! This was my first experience staying at a B&B and it was a pleasurable experience. The cleanliness of the room and bathroom was unsurpassed. Breakfast was delicious every morning and its location being close to "down town" Millbrook for dining options was very convenient. "

Pet-Friendly Beacon Area Vacation Rental 6 Acres is located in Lagrangeville, just 11 miles from Vassar College and 11 miles from Mid Hudson Children's Museum. The property is around 12 miles from Marist College, 12 miles from Bardavon Opera House, and 24 miles from Historic Huguenot Street. The vacation home provides an outdoor pool, a 24-hour front desk, and free Wifi is available throughout the property. The air-conditioned vacation home consists of 5 bedrooms, 3 living rooms, a fully equipped kitchen with kitchenware, and 3 bathrooms with a bath and a hair dryer. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. The State University of New York at New Paltz is 24 miles from the vacation home, while Loren Campbell Baseball Field is 24 miles away. Stewart International Airport is 25 miles from the property.

- "Very nice home. We’d stay there again. Communication with the rental manager was fast and easy" - "Perfect for a friends/family big group getaway." - "I would definitely book this house again."

- "It was my first time staying at Habitas on Hudson and I can’t wait to come back! It was the perfect place for a get away. Breakfast and dinner were delicious, the room was clean and cozy, and the staff was very inviting. My only negative are the pillows. Too soft for my liking but the mattress was lovely. " - "Great craft cocktail class and dinner before fireside relaxing and to our lodge room. Super clean and so cute!! Every staff member was pleasant, fun and professional"

Beautiful home with mountain top views with an EV and NEMA connection!! offers accommodations in Poughkeepsie, 6.7 miles from Vassar College and 10 miles from Marist College. The air-conditioned accommodation is 6 miles from Bardavon Opera House, and guests can benefit from private parking available on site and free Wifi. The State University of New York at New Paltz is 18 miles from the vacation home and Loren Campbell Baseball Field is 18 miles away. Featuring a balcony and mountain views, the spacious vacation home includes 4 bedrooms, 2 living rooms, flat-screen TV, an equipped kitchen, and 4 bathrooms with a walk-in shower and a bath. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Mid Hudson Children's Museum is 13 miles from the vacation home, while Historic Huguenot Street is 18 miles from the property. Stewart International Airport is 26 miles away.

Other • Fireplace/Heating • Air Conditioner • Pet Friendly • Sports/Activities • Bedding/Linens • Parking • Barbecue/Outdoor Cooking • Business Services • Internet • Security/Safety • Guest Services

Luxury bed & breakfast in Clinton Corners with free breakfast
Laundry facilities, a garden, and free breakfast are available at this smoke-free bed & breakfast. Free WiFi in public areas and free self parking are also provided.
Housekeeping is available on request.
It's a good thing offers 3 air-conditioned accommodations with tablet computers and complimentary bottled water. Each accommodation is individually furnished. Memory foam beds feature Frette Italian sheets, down comforters, and premium bedding. Full-sized refrigerators/freezers and microwaves are provided. Bathrooms include separate bathtubs and showers with rainfall showerheads, spring water baths, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include offices and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include shared/communal kitchens and portable fans. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. Housekeeping is provided daily.

- "Lovely home and super sweet host! " - "One of the things we enjoyed on our road trip was seeing all the well kept older homes so it was fun to stay in one at this location. This home was beautifully decorated and the hosts were accommodating. We would stay again! " - "The place wasn’t exactly as I expected but it was very nice and very quiet! We enjoyed ourselves!" - "There is a tiny little wooden bridge at the entrance of the driveway and the mailbox is on the opposite side of the road from the house. A doe was keeping watch on the mailbox when we arrived after dark. And check out the night sky!"

The Red Country Cottage offers accommodations in Amenia, 25 miles from Vassar College and 26 miles from Bardavon Opera House. Providing a garden, the property is located within 31 miles of Marist College. The vacation home also provides free Wifi and free private parking. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are provided in the vacation home. There's also a seating area and a fireplace. Stewart International Airport is 48 miles away.

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

Inn in Millbrook with free breakfast and a restaurant
Along with a restaurant, this smoke-free inn has a bar/lounge and coffee/tea in a common area. Free breakfast (local cuisine), free WiFi in public areas, and free self parking are also provided. Other amenities include concierge services, a library, and tour/ticket assistance.
The Millbrook Inn offers 9 accommodations with iPod docking stations and bathrobes. These individually decorated and furnished accommodations include desks. Beds feature down comforters and premium bedding. Flat-screen televisions come with satellite channels.

Bathrooms include designer toiletries, complimentary toiletries, and hair dryers. This Millbrook inn provides complimentary wireless Internet access, with a speed of 500+ Mbps (good for 6+ people or 10+ devices). Housekeeping is provided daily.

- "Love it! beautiful inn and amazing food!" - "Recently renovated luxury B&B - great service, comfortable beds, delicious breakfast, fabulous bar. We also ate at their restaurant on one night which was also excellent - small menu, but well executed. Very relaxed atmosphere. In a rural area, but town of Millbrook with cute shops and additional restaurants not far. About 20-30 minutes to many sites along Hudson. " - "This is a beautiful country inn. Very picturesque setting. The inn was lovingly renovated and decorated. Very comfortable.The food was farm to table, very fresh, creative and high quality. Being new, there weren’t many guests at the inn, just one or two other couples it seemed. Felt like it was missing critical mass. There were few people to meet and talk to. Happy we stayed here however. Would definitely come back."

Willow Vale - Stunningly Designed Historical Icon with Hot Tub offers accommodations in Pine Plains, 27 miles from Vassar College and 29 miles from Bardavon Opera House. This vacation home provides air-conditioned accommodations with a balcony. The accommodation features a hot tub, free Wifi throughout the property, and luggage storage space. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. A TV is available. The accommodation has a fireplace. Guests can relax in the garden at the property. Holley Williams House Museum is 12 miles from Willow Vale - Stunningly Designed Historical Icon with Hot Tub, while Lime Rock Park is 16 miles from the property. Stewart International Airport is 52 miles away.

Security/Safety • Wellness Facilities • Guest Services • View • Internet • Hot Tub • Fireplace/Heating • Air Conditioner • Child Friendly • Pet Friendly

Hotel with free parking, in the vicinity of Vassar College
Along with an indoor pool, this smoke-free hotel has a restaurant and a 24-hour fitness center. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, a snack bar/deli, and a 24-hour business center are onsite.
Housekeeping is available on request.
Hyatt Place Poughkeepsie / Hudson Valley offers 93 air-conditioned accommodations with coffee/tea makers and hair dryers. Accommodations are furnished with double sofa beds and desks. Flat-screen televisions are featured in guestrooms.

Bathrooms include bathtubs or showers with hydromassage showerheads, and complimentary toiletries. This Poughkeepsie hotel provides complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided on request.

Children under 18 years old are not allowed in the swimming pool or fitness facility without adult supervision.

- "Everything was great" - "As advertised " - "every thing is good" - "the room was awesome really nice" - "Staff were excellent on the property. Always generous and friendly at every interaction. This is will continue to be our go to hotel in the area going forward " - "Staff was extremely kind and seemed like they made the most of work and enjoyed their job!" - "Very clean and spacious " - "Clean quiet with friendly staff"

Featuring a garden, Post & Beam - Stunningly Designed Luxury Home with Pool & Hot Tub offers accommodations in Pine Plains. This vacation home provides air-conditioned accommodations with a balcony. The accommodation features a hot tub, free Wifi throughout the property, and luggage storage space. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. A TV, as well as a CD player are offered. The accommodation has a fireplace. Stewart International Airport is 57 miles from the property.

Fireplace/Heating • Hot Tub • Guest Services • Child Friendly • Security/Safety • Air Conditioner • View • Internet • Wellness Facilities • Pet Friendly

Hotel in Fishkill with a 24-hour fitness center and a 24-hour business center
This hotel features an indoor pool, a restaurant, and a 24-hour fitness center. Free WiFi in public areas and free self parking are also provided. Other amenities include a bar/lounge, a 24-hour business center, and a business center.
Hilton Garden Inn Fishkill offers 111 accommodations with safes and coffee/tea makers. Televisions come with premium cable channels and pay movies. Refrigerators and microwaves are provided. Bathrooms include bathtubs or showers, complimentary toiletries, and hair dryers.

This Fishkill hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include desks, complimentary weekday newspapers, and phones. Housekeeping is provided daily.

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

- "Very nice hotel. " - "Nice room - large room with king bed. Toilet has trouble flushing. Needs new pillows- please! " - "It was everything we expected! Met our needs perfectly!" - "The minture I walked up to the front desk for check-in, i was awesomely greeted by a young man named Jonathan who even though it was almost 11pm, was in a very good spirit and welcoming and same with the young gentleman when i checked-out the next morning. My room was very clean. I was happy to see that we had a few great options near (2 to 3 min) by. Diner was 2mins (great services and breakfast). I will stay here again. "