Best Vacation Rentals in Old Saybrook

The Homestead offers accommodations in Madison, 18 miles from Yale University and 20 miles from The Yale Bowl. 13 miles from Thimble Islands and 18 miles from City Hall, the property features free bikes and a garden. There's a sun terrace and guests can make use of free Wifi, free private parking, and an electric vehicle charging station. At the bed and breakfast, units include a wardrobe, a flat-screen TV, a private bathroom, bed linen, and towels. All units are equipped with air conditioning, and some units at the bed and breakfast have a patio. The rooms are equipped with heating facilities. A selection of options including warm dishes, local specialities, and fresh pastries are available for the buffet breakfast. There is a snack bar and lounge. Guests can also warm up near the outdoor fireplace after a day of cycling. Wesleyan University is 22 miles from the bed and breakfast, while Goodspeed Opera House is 25 miles from the property. Tweed-New Haven Airport is 16 miles away.

- "Exceptional, one of the nicest and most creatively thought out places we have every visited." - "The most tranquil, serene, experience! Can't wait to bring my family back!" - "An Unexpected Treat!" - "This is truly a pet-friendly haven, your home away from home!" - "Heaven on earth!" - "Cozy and welcoming Inn near the Seashore" - "Everything you could possibly need" - "We didn’t want to leave!" - "Amazing! Highly recommend."

Riverfront hotel with free breakfast and spa services
Along with a restaurant, this smoke-free hotel has a bar/lounge and spa services. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a business center, conference space, and tour/ticket assistance are onsite.
Copper Beech Inn offers 22 accommodations with coffee/tea makers and bathrobes. Cable television is provided.

Bathrooms include separate bathtubs and showers, complimentary toiletries, and hair dryers. This Ivoryton hotel provides complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.

- "Everything was great!!" - "Large, very comfortable room. Breakfast and dinner were delicious. Staff was lovely and eager to please " - "Some confusion about the room was corrected quickly. The staff was exceptionally friendly and helpful. The room was lovely. There were some minor repairs needed but, as it’s still the off season, I’m sure they’re on the to do list. The grounds were beautiful and it looks like an expansion is underway. The restaurants food was superb and we could have eaten there every night. Breakfast was exceptional. "

Scranton Seahorse Inn in Madison provides accommodations with a garden and a terrace. Both free Wifi and parking on-site are accessible at the bed and breakfast free of charge. The accommodation offers airport transfers, while a car rental service is also available. Some accommodations include a patio and a cable flat-screen TV with DVD player, CD player as well as air conditioning and heating. At the bed and breakfast, units come with a private bathroom. As an added convenience, Scranton Seahorse Inn offers packed lunches for guests to bring on excursions and other trips off-property. The area is popular for cycling and hiking, and bike rental is available at this 4-star bed and breakfast. The bed and breakfast has a picnic area where you can spend the day outdoors. Hammonasset Beach is 1.6 miles from the accommodation, while Thimble Islands is 15 miles from the property. Tweed-New Haven Airport is 18 miles away.

- "A great stay in Madison!" - "We will definately return" - "Our night at the Inn was exceptional, with excellent accommodations and a fabulous breakfast in the morning." - "Very nice B&B in a great location with an excellent host." - "Seahorse is Comfortable and peaceful sanctuary"

Beachfront hotel with full-service spa
Spend the day relaxing on Madison Beach Hotel's private sand beach or pampering yourself at the hotel's full-service spa.
Madison Beach Hotel offers 32 accommodations with minibars and laptop-compatible safes. Beds feature Egyptian cotton sheets, down comforters, and premium bedding. Flat-screen televisions come with premium digital channels and pay movies. Refrigerators and coffee/tea makers are provided. Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers.

Guests can surf the web using the complimentary wired and 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 safes and complimentary bottled water. 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.

- "What made Madison Beach Hotel's beautiful property really stand out for us is its stellar customer service. Every single staff member my H and I encountered was friendly and eager to offer assistance. On our last night we enjoyed a delicious dinner overlooking the Long Island sound and had a waiter who could not have been more gracious. We look forward " - "Toilet in room did not work which is excusable at this price point. Needed new plunger mechanism which is ridiculous given what I paid for room. Everything else was outstanding."

Westbrook Inn Bed and Breakfast features air-conditioned accommodations in Westbrook. Housed in a building dating back to 19th century, this bed and breakfast is 16 miles from Goodspeed Opera House and 23 miles from Thimble Islands. On clear days, guests can head outside to enjoy the bed and breakfast's outdoor fireplace, or simply kick back and relax. The bed and breakfast offers a TV and a private bathroom with bathrobes, slippers, and shower. Free Wifi is accessible to all guests, while certain rooms are equipped with a terrace. The rooms are equipped with heating facilities. À la carte and American breakfast options with warm dishes, pancakes, and fruit are available. The area is popular for hiking, and free use of bicycles is available at Westbrook Inn Bed and Breakfast. After a day of cycling, fishing, or canoeing, guests can relax in the garden or the shared lounge area. Wesleyan University is 26 miles from the accommodation, while City Hall is 27 miles from the property. Tweed-New Haven Airport is 25 miles away.

- "A great stopover for us, with the extra benefit of beach gear and a wonderful host" - "Charming and tranquil. Friendly staff and would definitely return."

Bed & breakfast with free breakfast, near Connecticut River
Along with express check-out, this smoke-free bed & breakfast has a garden and free breakfast. Free WiFi in public areas and free self parking are also provided.
James Pharmacy Bed & Breakfast offers 3 air-conditioned accommodations with fireplaces and complimentary bottled water. Each accommodation is individually furnished and decorated. 32-inch flat-screen televisions come with cable channels.

Bathrooms include showers with rainfall showerheads, designer toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access.

- "Near nice shops and restaurants " - "This inn provides the traveler with everything they would need and want. Cleanliness, great bedding, great mattress, security, and charming decor." - "Cute bnb on top of Cocotte. Nicely decorated and comfortable. I only saw 1 trash can - wished there were another since I stayed 3 nights and almost filled up the trash can in the bathroom on the last night. It was a little easy to hear the church bell across the street. Also, I stayed over the July 4th weekend, and some local youths were chatting loudly from late night to past midnight in front of the BnB, which was annoying."

Great Hammock Getaway is a recently renovated vacation home in Old Saybrook where guests can make the most of the free bikes and barbecue facilities. Guests can benefit from a patio and an outdoor fireplace. There's a sun terrace and guests can use free Wifi and free private parking. The air-conditioned vacation home consists of 3 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a hot tub and bathrobes. Guests can take in the ambience of the surroundings from an outdoor dining area or keep warm by the fireplace on colder days. The vacation home offers bed linen, towels, and laundry service. Guests at the vacation home will be able to enjoy activities in and around Old Saybrook, like cycling, fishing, and canoeing. An indoor play area is also available for guests at Great Hammock Getaway. Great Hammock Beach is a 10-minute walk from the accommodation, while Goodspeed Opera House is 16 miles away. Tweed-New Haven Airport is 29 miles from the property.

- "Owner thought about everything to make you feel comfortable. Great for family. Not far from beach."

On private beach with indoor pool, near Tanger Outlets
Catch some rays on Water's Edge Resort & Spa's private sand beach or spend the day relaxing at the full-service spa. Then enjoy a meal at one of the resort's 3 restaurants.
Water's Edge Resort & Spa offers 190 accommodations with iPod docking stations and laptop-compatible safes. Flat-screen televisions come with cable channels. Refrigerators and coffee/tea makers are provided.

This Westbrook resort provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include designer toiletries and irons/ironing boards. Housekeeping is offered daily and hair dryers can be requested.

Children under 16 years old are not allowed in the swimming pool, fitness facility, or hot tub without adult supervision. Guests under 16 years old are not allowed in the swimming pool, fitness facility, or hot tub.

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

- "The best experience I had was the wine tasting dinner. I also loved the brunch that was served on Saturday. The property is breathe taking and very clean. I will return ." - "Nice and clean" - "Great spa" - "It was a great resort very enjoyable exprience!!!!" - "Very kind and accommodating staff. I really enjoyed my stay?" - "Great for our girls weekend just hanging out and the massages and relaxation room at the spa were wonderful! "

Westbrook Home with Ocean Views - Walk to Beach is located in Westbrook, just 23 miles from Thimble Islands and 26 miles from Wesleyan University. The property is around 27 miles from City Hall, 28 miles from Yale University, and 30 miles from The Yale Bowl. Free Wifi is available throughout the property and Goodspeed Opera House is 16 miles away. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Mystic Seaport is 30 miles from the vacation home. Tweed-New Haven Airport is 25 miles from the property.

Parking • Child Friendly • View • Internet • Guest Services • Security/Safety • Sports/Activities • Other • Accessibility • Fireplace/Heating

Riverfront hotel with 2 outdoor pools and a marina
A marina, 2 outdoor pools, and a full-service spa are available at this smoke-free hotel. Free WiFi in public areas, free self parking, and a free shopping center shuttle are also provided. Additionally, an indoor pool, a restaurant, and 2 bars/lounges are onsite.
Housekeeping is available on request.
Saybrook Point Resort & Marina offers 100 accommodations with minibars and coffee/tea makers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Premium cable television is provided. Bathrooms include bathtubs or showers, bathrobes, designer toiletries, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Business-friendly amenities include desks and desk chairs, as well as phones; local and long-distance calls are complimentary (restrictions may apply). Hypo-allergenic bedding and change of towels can be requested. Housekeeping is provided daily.

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

- "We really enjoyed our stay at Old Saybrook Marina and Spa! The staff was very professional and the hotel has outstanding amenities. Our teens enjoyed it just as much as we did. We would definitely stay here again!" - "Great place! Beautiful and great service." - "Fabulous " - "Property is very beautiful and clean. Amazing location with great views. Staff is friendly. " - "Great resort. Great for an intimate and relaxing weekend with your partner/spouse. "

Waterfront Lakehouse Getaway in Clinton with HOT TUB is located in Clinton, just 17 miles from Thimble Islands and 20 miles from Goodspeed Opera House. This property offers access to a balcony, free private parking, and free Wifi. The Yale Bowl is 23 miles away and Wesleyan University is 24 miles from the vacation home. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 4 bathrooms with a walk-in shower and a hot tub. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. City Hall is 21 miles from the vacation home, while Yale University is 22 miles away. Tweed-New Haven Airport is 19 miles from the property.

Parking • Other • Balcony/Terrace • Internet • Pet Friendly • Child Friendly • Guest Services • Air Conditioner • Security/Safety

Georgian bed & breakfast in Westbrook with free breakfast
This smoke-free bed & breakfast features a refrigerator in a common area, free use of bicycles, and a garden. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a picnic area and a TV in a common area.
Housekeeping is available on request.
The Captain Stannard offers 11 air-conditioned accommodations with iPod docking stations and MP3 docking stations. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Guests can surf the web using the complimentary wireless Internet access. Bathrooms include showers, bathrobes, complimentary toiletries, and hair dryers. Housekeeping is provided on request.
Recreational amenities at the bed & breakfast include complimentary bicycles.

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

- "Everything was perfect!" - "Quaint, within walking distance to the beach! Lots of great restaurants nearby. We went to a great antique mall and winery close by and the neighboring small towns also have plenty to do (and we went in the off season the weekend before Thanksgiving!). Carolyn was attentive and friendly at the B&B. It was safe, quiet, cozy and charming. The breakfast had a nice selection and was fresh. " - "Amazing place! Immaculate cleaned ! Excellent areas around. Caroline was very acomódate and friendly We enjoyed breakfast and all services provided. Definitely will come back"

Waterfront Cottage with Sunroom and Patio and Grill offers accommodations in Clinton, 19 miles from Goodspeed Opera House and 20 miles from Thimble Islands. The property is around 25 miles from City Hall, 25 miles from Wesleyan University, and 25 miles from Yale University. Free Wifi is available throughout the property and Clinton Town Beach is a 5-minute walk away. The air-conditioned vacation home consists of 2 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a shower and a hair dryer. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. The Yale Bowl is 27 miles from the vacation home. Tweed-New Haven Airport is 23 miles away.

Guest Services • Sports/Activities • Parking • View • Other • Security/Safety • Internet • Accessibility • Pet Friendly • Child Friendly

Bed & breakfast in Madison with a full-service spa and free breakfast
This smoke-free bed & breakfast features a full-service spa, a meeting room, and concierge services. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, dry cleaning, laundry facilities, and a library are onsite.
The Scranton Seahorse Inn offers 7 air-conditioned accommodations with DVD players and bathrobes. Beds feature premium bedding. Flat-screen televisions come with cable channels. This Madison bed & breakfast provides complimentary wireless Internet access. Housekeeping is provided daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

- "Beautiful! " - "Perfection 💕 I had such a great time. Michael was a great host. Traveling solo I felt very safe. If you are looking for a quiet and safe place to lay your head down, definitely do not pass this place up. Breakfast was luxurious. I will most definitely book this place again. I had a great time. " - " Wry clean and quiet. Very comfortable." - "Nice quaint quiet property. " - "Great place great owners" - "Amazing experience!"

24 miles from Wesleyan University in East Haddam, Spacious East Haddam Retreat with Private Pool! offers accommodations with access to a spa center. The air-conditioned accommodation is 6.8 miles from Goodspeed Opera House. There's an outdoor pool and guests have access to free Wifi and parking on-site. Offering garden views, this vacation home also features a cable flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and a hair dryer. The property has an outdoor dining area. Guests can relax in the garden at the property. Eastern Connecticut State University is 25 miles from the vacation home, while Mystic Seaport is 28 miles from the property. Westerly State Airport is 37 miles away.

Internet • Guest Services • Security/Safety • Parking • Fireplace/Heating • Spa • Pool • View • Ocean View • Other • Accessibility • Oceanfront

Riverfront bed & breakfast in Westbrook with free breakfast
This smoke-free bed & breakfast features a snack bar/deli, coffee/tea in a common area, and a refrigerator in a common area. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include conference space, free use of bicycles, and an arcade/game room.
Housekeeping is available on request.
Westbrook Inn B&B offers 9 air-conditioned accommodations with bathrobes and slippers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. 32-inch flat-screen televisions come with cable channels.

Bathrooms include shower/tub combinations, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. Housekeeping is provided daily.

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

- "Very sweet hosts who served us great breakfast!! Felt so comfortable " - "It was wonderful " - "Spotless. Contactless self check in. Meri is friendly, informative and loves what she is doing, making her guests feel welcome and at home. Breakfast was fantastic. We would love to go back!" - "Mary was a great host. Walked in and immediately felt like we were old friends. She upgraded us to a king bed at no extra cost. We had the best night sleep of our two week trip. Deb’s breakfast was fantastic and she was very welcoming too. We highly recommend this B&B 👍"

Featuring private beach access and scenic ocean views, this resort also has a luxury spa and an on-site restaurant. The Clinton Crossing Premium Outlets are 6 miles away. Cable TV, free WiFi access, and a coffee machine are included in each room at the Water’s Edge Resort & Spa. They are decorated in soothing tones and have an iPod docking station. Visitors can relax in the indoor and outdoor swimming pools at the Westbrook Water’s Edge. Tennis courts and a fitness center are available for use. The Water’s Edge Restaurant serves breakfast, lunch, dinner, and brunch while overlooking the water. Seaview Bistro and Martini Bar offers a variety of drinks and hosts live entertainment some weekend nights. Hammonasset Beach State Park is 9.9 mi away. The Clinton Country Club is 4 mi away.

- "Book yourself for 2 nights. Trust me, it’s worth it. :)" - "Excellent place to relax and unwind on beach front property." - "Very enjoyable. Will return." - "We had a fun time" - "At best, our stay was decent. My toddlers enjoyed their time for sure. We paid $415-ish for our room (per night) as we w"

Beach bed & breakfast with a nearby private beach and free breakfast
Along with a snack bar/deli, this smoke-free bed & breakfast has free use of bicycles and express check-out. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, wedding services, a garden, and a lobby fireplace are onsite.
Housekeeping is available on request.
The Homestead offers 10 air-conditioned accommodations with complimentary bottled water and hair dryers. Each accommodation is individually furnished and decorated. Memory foam beds feature Egyptian cotton sheets, down comforters, and premium bedding. 36-inch Smart televisions come with premium cable channels and Netflix.

Bathrooms include showers. This Madison bed & breakfast provides complimentary wireless Internet access. 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.

- "Fabulous, uniquely decorated B&B with accommodating hosts. Luxurious beds and bedsheets, corner to corner squeaky clean. Will definitely return." - "This is a very charming B&B. Staff and owners were great. Very friendly and accommodating. Rooms were clean and well appointed; very clean; nice firm beds and selection of pillows. Will definitely stay again." - "Great people and accommodations " - "Great area , Great people,"

28 miles from Wesleyan University in Westbrook, Cozy apartment, private beach & jacuzzi features accommodations with access to a hot tub. 18 miles from Goodspeed Opera House and 25 miles from Thimble Islands, the apartment provides a private beach area. The apartment also offers free Wifi and free private parking. The air-conditioned apartment consists of 1 bedroom, a living room, a fully equipped kitchenette with a microwave and a coffee machine, and 1 bathroom with a hot tub and bathrobes. Guests can take in the ambience of the surroundings from an outdoor dining area. For added privacy, the accommodation features a private entrance. City Hall is 29 miles from the apartment, while Yale University is 29 miles from the property. Tweed-New Haven Airport is 27 miles away.

- "Fantastic !!" - "Definitely check out" - "Practical, clean, and convenient place for a small group (2-4) of people to stay."

- "We had a wonderful stay at Riverwind. From the moment we arrived, we were welcomed with friendly service. The room was pristine as was the bathroom! I can actually say that the floors shined. The bed was also the most comfortable I have ever slept in. The breakfast was above and beyond what I expected. We will certainly be back again." - "The property is beautiful! Very charming with great attention to detail. " - "First floor wood stove is marvelous, and second floor gas fireplace is equally enticing."