Old Saybrook Vacation Rentals

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Vacation Rentals in Old Saybrook

Our top choices for Old Saybrook vacation rentals

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 $305
CA $663 total
includes taxes & fees
Sep 15 - Sep 16
adorable ranch in beach community

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (50)
"Great stay"
The price is CA $206
CA $292 total
includes taxes & fees
Aug 27 - Aug 28
Postcard Cabins Machimoodus

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (236)
"Great location, great views. Walls are a little thin."
The price is CA $458
CA $583 total
includes taxes & fees
Sep 11 - Sep 12
Cliffside Resort Condominiums

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

6.0 out of 10, (5)
"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 $121
CA $166 total
includes taxes & fees
Aug 27 - Aug 28
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

Charming houseboat in pleasant New London with AC, WiFi

9.8 out of 10, Exceptional, (7)
"Very nice people. Boat was roomy and well stocked but dirty. Toilet pump was broken and made loud noises all night. We were not informed this was an issue til checkout. Some other small issues "
The price is CA $207
CA $445 total
includes taxes & fees
Aug 23 - Aug 24
Charming houseboat in pleasant New London with AC, WiFi

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

7.8 out of 10, Good, (8)
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Charming apartment in fabulous Westerly with AC, WiFi

9.0 out of 10, Wonderful, (2)
"Very nice room and bathroom "
The price is CA $276
CA $593 total
includes taxes & fees
Sep 7 - Sep 8
Charming apartment in fabulous Westerly with AC, WiFi

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

The price is CA $310
CA $402 total
includes taxes & fees
Aug 24 - Aug 25
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is CA $107
CA $273 total
includes taxes & fees
Sep 3 - Sep 4
The Stern at Soundview · Beach+Ocean+Sunrise

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (134)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

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 CA $280
CA $826 total
includes taxes & fees
Aug 28 - Aug 29
Thames River Retreat · CT College+Casinos+USCGA

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 CA $264
CA $520 total
includes taxes & fees
Sep 10 - Sep 11
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington

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

10.0 out of 10, Exceptional, (93)
"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

Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

10.0 out of 10, Exceptional, (10)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is CA $345
CA $554 total
includes taxes & fees
Sep 17 - Sep 18
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

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 $121
CA $166 total
includes taxes & fees
Aug 28 - Aug 29
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, (162)
"Very nice!"
The price is CA $173
CA $357 total
includes taxes & fees
Sep 7 - Sep 8
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Regency Inn and Suites - Non Smoking Double Bed with Kitchen

10.0 out of 10, Exceptional, (1)
The price is CA $176
CA $230 total
includes taxes & fees
Aug 27 - Aug 28
Regency Inn and Suites - Non Smoking Double Bed with Kitchen

Walk to 3 private Misquamicut beaches, 3-bdrm completely renovated beach house!

10.0 out of 10, Exceptional, (4)
"Great house, super clean and new with local beach passes that are an 8 minute straight walk down street with lots of food options at beach. Fantastic location."
Walk to 3 private Misquamicut beaches, 3-bdrm completely renovated beach house!

Shoreline Oasis

9.2 out of 10, Wonderful, (7)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
The price is CA $247
CA $364 total
includes taxes & fees
Sep 1 - Sep 2
Shoreline Oasis

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

10.0 out of 10, Exceptional, (1)
"Great weekend stay, clean and comfortable. Located in a great area if you plan to go out too! "
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 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 55 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.