Old Saybrook Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Vacation 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 CA $478
CA $881 total
includes taxes & fees
Aug 2 - Aug 3
adorable ranch in beach community

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (41)
"Great stay"
The price is CA $218
CA $306 total
includes taxes & fees
Jul 27 - Jul 28
Postcard Cabins Machimoodus

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (228)
"Very nice, clean and cosy place! Highly recommend!"
The price is CA $461
CA $586 total
includes taxes & fees
Jul 27 - Jul 28
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 CA $110
CA $154 total
includes taxes & fees
Jul 27 - Jul 28
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

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 CA $115
CA $281 total
includes taxes & fees
Jul 31 - Aug 1
The Stern at Soundview · Beach+Ocean+Sunrise

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 CA $110
CA $154 total
includes taxes & fees
Jul 27 - Jul 28
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

NORTHFORK COTTAGE with POOL & HOT TUB

4.0 star property
9.6 out of 10, Exceptional, (131)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB

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

9.8 out of 10, Exceptional, (7)
"William was very thorough with our check in and a pleasure to deal with"
The price is CA $134
CA $181 total
includes taxes & fees
Jul 30 - Jul 31
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

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

8.0 out of 10, Very good, (3)
"Affordable, fun, relaxing house. Indoor and outdoor things to do. Some pretty glass decor in the dining room, so I easily moved a few things to temporarily kid proof it. A/C in bedrooms, ceiling fans in almost every room. The hosts were very responsive and addressed our concerns exceptionally well."
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Charming houseboat in pleasant New London with AC, WiFi

10.0 out of 10, Exceptional, (6)
The price is CA $205
CA $441 total
includes taxes & fees
Jul 30 - Jul 31
Charming houseboat in pleasant New London with AC, WiFi

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (5)
"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 CA $154
CA $656 total
includes taxes & fees
Jul 27 - Jul 28
Thames River Retreat · CT College+Casinos+USCGA

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

9.8 out of 10, Exceptional, (156)
"Great location. Very nice property. Made the weekend stay a success "
The price is CA $171
CA $353 total
includes taxes & fees
Jul 31 - Aug 1
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, (90)
"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

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (111)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm

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 CA $193
CA $408 total
includes taxes & fees
Aug 5 - Aug 6
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (136)
"Perfect location for a get-away! Beautiful location on the water. The cottage was cozy & had everything we needed. Very clean. Lots to do in the area. Host was very nice We had a great time and will absolutely be back! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

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

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

This apartment is a 1 bedroom(s), 1 bathrooms, located in Stonington, CT.

9.4 out of 10, Exceptional, (11)
"We loved the spacious two bedroom apartment with updated amenities in a great location! Wonderful restaurant options and walkable to all. Would definitely be back again."
This apartment is a 1 bedroom(s), 1 bathrooms, located in Stonington, CT.

The Anchor at Soundview · Beach+Ocean+Sunrise

2.0 star property
8.0 out of 10, Very good, (1)
"Great stay. Clean, all amenities provided, located short walk from beach. I wouldn’t call it an apartment or studio, though. It’s the size of a bedroom and includes only a bed, dresser, fridge and microwave. Not even a chair. Description made me expect a bit more but if you know the size going in, it’s a marvelous place to stay. "
The price is CA $131
CA $302 total
includes taxes & fees
Aug 6 - Aug 7
The Anchor at Soundview · Beach+Ocean+Sunrise

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 CA $413
CA $820 total
includes taxes & fees
Jul 27 - Jul 28
The Mystic Harbor House · walk downtown Mystic · train · aquarium
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Old Saybrook Hotel Reviews

Frequently asked questions

Can I find a vacation rental in Old Saybrook?

Yes, there are vacation rentals in Old Saybrook close to Saybrook Country Barn, or you can go with a more remote 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 vacation home rentals in Old Saybrook?

Adorable ranch in beach community: Visitors like this Old Saybrook vacation home rental. It is located near the beach and has a patio, a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals will I find in Old Saybrook?

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

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 vacation rental in Old Saybrook like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Old Saybrook. Vacation rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips.