Old Saybrook Holiday Rentals

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Holiday Rentals in Old Saybrook

adorable ranch in beach community

10.0 out of 10, Exceptional, (45)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
The price is AU$1,000
includes taxes & fees
13 Aug - 14 Aug
adorable ranch in beach community

Postcard Cabins Machimoodus

2.0 star property
9.4 out of 10, Exceptional, (45)
"Great stay"
The price is AU$309
includes taxes & fees
5 Aug - 6 Aug
Postcard Cabins Machimoodus

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (232)
"Great property overall with beautiful grounds, a pool and access to the beach. Condos are spacious and equipped with bathroom and kitchen items. Ours had a patio with a great view of the water! We will definitely stay here again. "
The price is AU$462
includes taxes & fees
6 Aug - 7 Aug
Cliffside Resort Condominiums

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

5.4 out of 10, (3)
"The listing states a 1 bedroom, don’t be confused thinking there is a room with a door and then another room, as it’s just a single room with a bed. There was one gentleman that was very blunt and rude with his words. I unfortunately dealt with him prior to my visit, via phone, and once I got there. However, I had interaction with two others and the experience with them was very pleasant! Breakfast staff was extremely welcoming and friendly! (They check your paper for breakfast- be sure to bring...
The price is AU$189
includes taxes & fees
5 Aug - 6 Aug
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

Charming apartment in fabulous Westerly with AC, WiFi

9.0 out of 10, Wonderful, (2)
"Very nice room and bathroom "
The price is AU$671
includes taxes & fees
1 Sept - 2 Sept
Charming apartment in fabulous Westerly with AC, WiFi

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

7.6 out of 10, Good, (7)
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

NORTHFORK COTTAGE with POOL & HOT TUB

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB

Charming houseboat in pleasant New London with AC, WiFi

10.0 out of 10, Exceptional, (6)
The price is AU$505
includes taxes & fees
5 Aug - 6 Aug
Charming houseboat in pleasant New London with AC, WiFi

A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

10.0 out of 10, Exceptional, (1)
"We visited here for a weekend in the Mystic area. Our daughter joined us for an evening and the home was cozy and comfortable for 3 adults. The check in process was seamless and communication with the host was always timely. They thought of everything to make our stay enjoyable and everything was within arms reach. The home is located in a great spot and enabled us to enjoy many surrounding areas. Pawcatuck/Westerly, Mystic, Watch Hill... all were very close so this was a perfect base of...
The price is AU$606
includes taxes & fees
2 Sept - 3 Sept
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (2)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is AU$339
includes taxes & fees
27 Aug - 28 Aug
The Stern at Soundview · Beach+Ocean+Sunrise

Regency Inn and Suites - Non Smoking King

8.0 out of 10, Very good, (3)
"Desk clerk was wonderful. Made sure my stay was everything that I needed."
The price is AU$189
includes taxes & fees
5 Aug - 6 Aug
Regency Inn and Suites - Non Smoking King

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (6)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is AU$812
includes taxes & fees
7 Aug - 8 Aug
Thames River Retreat · CT College+Casinos+USCGA

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

6.0 out of 10, (4)
"Really convenient location breakfast was good. Rooms were clean."
The price is AU$189
includes taxes & fees
5 Aug - 6 Aug
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

9.8 out of 10, Exceptional, (158)
"Great location. Very nice property. Made the weekend stay a success "
The price is AU$405
includes taxes & fees
5 Aug - 6 Aug
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

10.0 out of 10, Exceptional, (91)
"Beautiful house with lots of light and comfort. Excellent quiet location by the ocean with outstanding communication with the host who answered all pertinent questions and addressed all outstanding issues. "
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

9.8 out of 10, Exceptional, (8)
"William was very thorough with our check in and a pleasure to deal with"
The price is AU$208
includes taxes & fees
5 Aug - 6 Aug
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The apartment is in excellent condition."
The price is AU$330
includes taxes & fees
6 Aug - 7 Aug
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

Downtown Westerly Getaway Near Beaches & Mystic!

Downtown Westerly Getaway Near Beaches & Mystic!

The Mystic Harbor House · walk downtown Mystic · train · aquarium

10.0 out of 10, Exceptional, (4)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
The price is AU$855
includes taxes & fees
5 Aug - 6 Aug
The Mystic Harbor House · walk downtown Mystic · train · aquarium

Escape to a cozy château in Lambert’s Cove, Stonington, CT.

Escape to a cozy château in Lambert’s Cove, Stonington, CT.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Old Saybrook Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Old Saybrook?

Yes, there are holiday rentals in Old Saybrook close to Saybrook Country Barn, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches and shops in Old Saybrook. Allow some time to check out the spas during your trip.

What are some of the best holiday rentals that Old Saybrook has to offer?

Adorable ranch in beach community: This highly rated holiday home rental in Old Saybrook is located near the beach, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Old Saybrook?

Choose from 57 Expedia holiday rentals in Old Saybrook for a memorable holiday.

What’s there to see and do in Old Saybrook?

Family-friendly attractions include Saybrook Country Barn and Stay and Play LLC, whereas Harvey's Beach and Connecticut River are a couple of great spots to enjoy the outdoors. Other places in town to visit include Katharine Hepburn Cultural Arts Center and Essex Saybrook Antique Village Shopping Center.

What’s a holiday rental in Old Saybrook like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Old Saybrook. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.