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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Cottages in Old Saybrook

Our top choices for Old Saybrook cottages

1-bedroom cottage with Grove Beach 🏖️ access.
Smart TV

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (29)
"Loved the overall stay and experience. The private beach access is a bonus"
$206 nightly
The price is $234
Sep 1 - Sep 2
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
On the beach

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (93)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Direct waterfront renovated cottage.
TV, books

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (78)
"Great long weekend with the family - walking distance to the downtown and restaurants. Property sits among multi million dollar homes. A simple, un-cluttered, cottage type house. Cozy!"
Direct waterfront renovated cottage.
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Exterior

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

10.0 out of 10, Exceptional, (80)
"This was a great property and close to many things to see and visit. The welcome note and goodies were much appreciated. Great communication from the host!!!"
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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...
$333 nightly
The price is $377
Sep 9 - Sep 10
Total with taxes and fees
A Tiny Escape - Charming Eco-Friendly Retreat Awaits in Stonington
Lakeside cottage overhanging the water, beautiful window views across the lake
Outdoor dining

Lakeside cottage overhanging the water, beautiful window views across the lake

9.8 out of 10, Exceptional, (207)
"Great cottage right on the water! Cute swings on the deck! The hot tub was great! "
$365 nightly
The price is $413
Sep 8 - Sep 9
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake
Lakeside cottage ON the water with beautiful views up the lake!
Property grounds

Lakeside cottage ON the water with beautiful views up the lake!

9.8 out of 10, Exceptional, (183)
"Enjoyable and comfortable, great spot to chill."
$559 nightly
The price is $632
Aug 31 - Sep 1
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
Beach Pass included. Tidy, quiet house w/ Porch. Sleeps 7
Exterior

Beach Pass included. Tidy, quiet house w/ Porch. Sleeps 7

9.6 out of 10, Exceptional, (86)
"Wonderful stay!"
Beach Pass included. Tidy, quiet house w/ Porch. Sleeps 7
Waterfront Cottage in Branford
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Waterfront Cottage in Branford

10.0 out of 10, Exceptional, (95)
"Stunning cottage! Great location. Well-equipped kitchen! Comfy beds. Loved the views! Truly a special place!"
Waterfront Cottage in Branford
Charming 4-bedroom beach front cottage in beautiful Old Lyme Ct
Beach

Charming 4-bedroom beach front cottage in beautiful Old Lyme Ct

Charming 4-bedroom beach front cottage in beautiful Old Lyme Ct
Go Jump in the Lake!

Go Jump in the Lake!

10.0 out of 10, Exceptional, (143)
"Perfect for our family. Close to the lake and beaches. We enjoyed our stay."
Go Jump in the Lake!
Cozy 3 bd Cottage w/ access to private lake
Fridge, microwave, dishwasher, toaster

Cozy 3 bd Cottage w/ access to private lake

9.6 out of 10, Exceptional, (4)
"Ideal location and well supplied but could use updating "
Cozy 3 bd Cottage w/ access to private lake
Spacious 2BR Norwich Cottage
Outdoor dining

Spacious 2BR Norwich Cottage

9.6 out of 10, Exceptional, (19)
"We had a great time. Our new puppy loved walking the grounds (on leash inside and out). Very private and close to all we wanted to see...seaport, restaurants, casinos. Loved our stay there. Thanks for everything."
Spacious 2BR Norwich Cottage
3-Bed 19thC Cottage 9minutes from Misquamicut Beach
Sun loungers, beach towels

3-Bed 19thC Cottage 9minutes from Misquamicut Beach

10.0 out of 10, Exceptional, (3)
"Fantastic property with tons of room inside and out. House had absolutely everything we could need for a family get together. Short walk to downtown Stonington restaurants and a short drive to Mystic and Watch Hill. Don't hesitate to stay at this great property!"
3-Bed 19thC Cottage 9minutes from Misquamicut Beach
Sweet Cottage in Beach Community
Fridge, microwave, oven, stovetop

Sweet Cottage in Beach Community

10.0 out of 10, Exceptional, (11)
"Cute cottage, newly refurbished, quiet, nice neighborhood, well stocked."
Sweet Cottage in Beach Community
Beachside Branford- walk to Beach, Grill
Dining

Beachside Branford- walk to Beach, Grill

9.8 out of 10, Exceptional, (6)
"Charming little cottage that was just right for our trip to the CT shoreline."
Beachside Branford- walk to Beach, Grill
Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!
Fridge, microwave, oven, stovetop

Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!

10.0 out of 10, Exceptional, (22)
"Had a wonderful stay at this adorable cottage home! The home was clean and spacious. It had great access to everything we needed!"
Updated '50's Cottage 5 mins to the beach with indoor and outdoor entertainment!
Luxury Tiny Home In Niantic
Exterior

Luxury Tiny Home In Niantic

10.0 out of 10, Exceptional, (4)
"This property is perfect for 2-3 guests and located within short distance to town. The house is well built and very clean. Five Stars"
$400 nightly
The price is $453
Aug 27 - Aug 28
Total with taxes and fees
Luxury Tiny Home In Niantic
Historic cottage in Deep River, CT
Property grounds

Historic cottage in Deep River, CT

10.0 out of 10, Exceptional, (1)
"Wonderful stay. Charming and perfect. "
$312 nightly
The price is $353
Sep 8 - Sep 9
Total with taxes and fees
Historic cottage in Deep River, CT
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Exterior

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

10.0 out of 10, Exceptional, (14)
"The place was great and we enjoyed the fishing."
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
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

New Haven Hotel

New Haven Hotel

10/10 Excellent
"This was a convenient, clean place to stay with everything that we needed. I would stay there again."
Lisa 1-night trip
Posted 7 hours ago
New Haven Hotel