Search Vacation Homes in Old Saybrook

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Vacation Homes in Old Saybrook

Thames River Retreat · CT College+Casinos+USCGA
Relax on the deck with a sofa and chair, taking in the serene views of the lake and surrounding hills.

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."
$556 nightly
The price is $628
Aug 17 - Aug 18
Total includes taxes and fees
Thames River Retreat · CT College+Casinos+USCGA
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Enjoy a refreshing dip in the pool surrounded by a deck and basketball hoop.

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
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Property grounds

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

9.8 out of 10, Exceptional, (151)
"Very cute stay in a historic house. Great location for downtown and great to have a parking spot. LOVED the porch. Location is louder as the walls are thin. Would stay here again!"
$387 nightly
The price is $438
Aug 14 - Aug 15
Total includes taxes and fees
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Welcome to our hotel lobby, featuring a long reception desk, food and beverage dispensers, and a stunning chandelier.

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."
$107 nightly
The price is $121
Aug 10 - Aug 11
Total includes taxes and fees
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Enjoy cooking in this well-equipped kitchen with a sink, stove, and ample countertop space.

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

9.8 out of 10, Exceptional, (159)
"Great location. Very nice property. Made the weekend stay a success "
$227 nightly
The price is $257
Aug 16 - Aug 17
Total includes taxes and fees
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
Relax in this spacious living area with a high ceiling, large windows offering views of the surrounding trees, and a comfortable seating arrangement.

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
Shoreline Oasis
Stroll up to this charming colonial-style house, featuring a welcoming front porch with a bench and a beautiful garden.

Shoreline Oasis

8.8 out of 10, Excellent, (5)
"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!"
$230 nightly
The price is $261
Aug 8 - Aug 9
Total includes taxes and fees
Shoreline Oasis
Charming Historic House in Downtown Mystic
Relax in comfort with a large flat-screen TV, plush armchair, and decorative mirror.

Charming Historic House in Downtown Mystic

10.0 out of 10, Exceptional, (149)
"Had a nice time. The house was well furnished. "
$469 nightly
The price is $531
Sep 7 - Sep 8
Total includes taxes and fees
Charming Historic House in Downtown Mystic
Perfect Mid-Century Private Waterfront East Hampton Retreat!
Enjoy a serene meal on the deck overlooking the tranquil waters of East Hampton, New York.

Perfect Mid-Century Private Waterfront East Hampton Retreat!

10.0 out of 10, Exceptional, (79)
"Very nice and relaxing stay in Springs! "
Perfect Mid-Century Private Waterfront East Hampton Retreat!
Cozy 3 bedroom minutes from Yale and the beach
Kitchen features a central island, oven, and white cabinetry with a patterned backsplash.

Cozy 3 bedroom minutes from Yale and the beach

7.0 out of 10, Good, (2)
"The inside was very clean, the back patio/garden area is cute, but the pool was green by day two. Overall we enjoyed our time here"
Cozy 3 bedroom minutes from Yale and the beach
Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays
Relax in a serene backyard oasis surrounded by lush greenery and vibrant flowers.

Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays

10.0 out of 10, Exceptional, (102)
"A sweet cheerful place near the heart of mystic. We stayed for a week and found kitchen to be well equipped, house clean, comfortable, and conveniently located. "
Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays
The Seaport Bridgeman - All things Mystic steps from your door
Enjoy cooking in this well-equipped kitchen with a large island, sink, and window offering a view of the outside.

The Seaport Bridgeman - All things Mystic steps from your door

10.0 out of 10, Exceptional, (24)
"We had a great stay. Highly recommended!"
The Seaport Bridgeman - All things Mystic steps from your door
Another rental season is coming up.
Relax by the pool surrounded by a covered seating area and lounge chairs.

Another rental season is coming up.

10.0 out of 10, Exceptional, (18)
"Absolutely beautiful home with everything you need for an enjoyable vacation. The host was a pleasure to work with making sure we were comfortable with our accommodations. Definitely a great place to stay. "
Another rental season is coming up.
Perfect beach house getaway within walking distance to the beach
Enjoy a serene beach experience with access to the ocean.

Perfect beach house getaway within walking distance to the beach

8.8 out of 10, Excellent, (8)
"Great weekend getaway - close to the beaches and towns. Lovely little house with firepit and very quiet neighborhood."
Perfect beach house getaway within walking distance to the beach
Grammy's Lake House w/ Private Waterfront Access
Enjoy breathtaking views of the lake and surrounding residential area from the comfort of your room.

Grammy's Lake House w/ Private Waterfront Access

9.4 out of 10, Exceptional, (13)
"Very comfortable rockers and Adirondack chairs make it easy to relax and enjoy the lake view. Our bed was comfortable, and Nile supplied all we needed with linens and soaps. We appreciated all the space and large dining table. Lake is beautiful. Very enjoyable stay. Exceptional communication with our host. "
Grammy's Lake House w/ Private Waterfront Access
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Downtown Westerly Getaway Near Beaches & Mystic!
Marina

Downtown Westerly Getaway Near Beaches & Mystic!

Downtown Westerly Getaway Near Beaches & Mystic!
Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! by RedAwning
Exterior

Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! by RedAwning

9.8 out of 10, Exceptional, (29)
"Great place to stay convenient to Mystic and Mohegan Sun with lots of outdoor space for a pet"
Cozy Bungalow Just Minutes from Mystic, Westerly Beaches, Boating and Casinos! by RedAwning
Central to Mystic and Vineyards
Enjoy al fresco dining on the patio, surrounded by lush greenery and comfortable seating.

Central to Mystic and Vineyards

9.8 out of 10, Exceptional, (22)
"Enjoyed the stay and location of the place was prefect"
Central to Mystic and Vineyards
Walk to Historic Downtown Mystic! <br>Best Location—beach, marinas, eateries!
Moored boats line the serene marina, offering a tranquil waterfront setting.

Walk to Historic Downtown Mystic! <br>Best Location—beach, marinas, eateries!

9.2 out of 10, Wonderful, (15)
"Property was nice, within walking distance of the town center and had a nice area to relax when we were back at the place."
Walk to Historic Downtown Mystic! <br>Best Location—beach, marinas, eateries!
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

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"It didn’t start out great but I called the hotel staff and they changed out room and made it right. Definitely a game changer for our stay. Thank you "
Jane 1-night trip
Posted 10 hours ago
Hyatt Place Uncasville - Casino Area