A rocky beach with large boulders and the ocean in the background.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Old Saybrook vacation homes

A living room with a fireplace, a sofa, a coffee table, and a cabinet.

1. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
10.0 out of 10, Exceptional, (15 reviews)
"Very clean & comfortable home, great host & location! "
United States
Becky W.
The price is AED 735
AED 1,655 total
includes taxes & fees
12 Oct - 13 Oct
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

2. Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.2 out of 10, Wonderful, (17 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is AED 650
AED 1,784 total
includes taxes & fees
15 Oct - 16 Oct
Adorable Cottage, 5 min walk to water & town
A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

3. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (140 reviews)
"This house comfortably sleeps a lot of guests and has a well equipped kitchen. Everything was very clean. The hosts were very easy to communicate with and very helpful."
United States
Alexis L.
The price is AED 1,058
AED 2,067 total
includes taxes & fees
21 Oct - 22 Oct
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
An aerial view of a coastal residential area with houses along the beach, a clear sky, and calm sea.

4. Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (2 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is AED 962
AED 2,455 total
includes taxes & fees
3 Nov - 4 Nov
Beachside Bliss w/ Game Room, Gym & Golf Green
A stone pier leading to a beach with houses in the background.

5. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (62 reviews)
"A beautiful little beach cottage that was just what the doctor ordered. A great place to unwind and take in the sea air."
United States
Emily M.
The price is AED 413
AED 1,000 total
includes taxes & fees
19 Oct - 20 Oct
Insta-worthy Couples Retreat: Perfect for romantic getaway!
A hotel room with a bed, two bedside tables with lamps, a ceiling fan, a door, and a framed abstract artwork on the wall.

6. The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
9.0 out of 10, Wonderful, (8 reviews)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is AED 615
AED 1,571 total
includes taxes & fees
11 Oct - 12 Oct
The Bay Cottage · Rocky Neck Park, Beach & Niantic
A sandy beach with a wooden fence in the foreground and a clear sky with clouds in the background.

7. Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very good, (27 reviews)
"Good location, great price, communication always great with the host. Accommodations were clean, decorative and comfortable. Heat and air, family friendly, and neat. Will return and recommend to friends and family!"
United States
Alicia W.
The price is AED 321
AED 856 total
includes taxes & fees
13 Oct - 14 Oct
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

8. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (54 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is AED 349
AED 906 total
includes taxes & fees
2 Nov - 3 Nov
The SandPiper
A wooden deck with a round table and chairs overlooking a lake, surrounded by lush greenery.

9. Lakeside Bliss

Lakeside Bliss
East Lyme
9.6 out of 10, Exceptional, (31 reviews)
"Lovely house - excellently equipped and fun decor. The owner was gracious and flexible and the location is beautiful. "
United States
Brenda M.
The price is AED 1,319
AED 2,004 total
includes taxes & fees
7 Nov - 8 Nov
Lakeside Bliss
A living room with a fireplace, a grey armchair, and a large window.

10. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (13 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AED 724
AED 1,765 total
includes taxes & fees
8 Nov - 9 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
A spacious living room with a large sofa, a coffee table, and a dining area with wooden cabinets and a kitchen in the background.

11. Lake House - A

Lake House - A
East Lyme
10.0 out of 10, Exceptional, (4 reviews)
"Nice quiet spot within an easy walk to Niantic restaurants and beach. We loved the morning coffee with the birds and lake."
United States
Karrie K.
Lake House - A
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

12. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (50 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is AED 533
AED 1,175 total
includes taxes & fees
12 Oct - 13 Oct
Aqua Vista
A modern kitchen with a central island, built-in appliances, and a dining area with a long table and chairs.

13. Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
9.8 out of 10, Exceptional, (12 reviews)
"Place is nice would stay again "
United States
nic
The price is AED 559
AED 1,597 total
includes taxes & fees
2 Nov - 3 Nov
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
A beach with people relaxing, a pier extending into the water, and a clear sky.

14. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (33 reviews)
"We had a great stay!! "
United States
Callie E.
The price is AED 533
AED 1,414 total
includes taxes & fees
1 Nov - 2 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A two-story house with a porch and a wooden picnic table in the front yard.

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

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (191 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is AED 371
AED 956 total
includes taxes & fees
4 Nov - 5 Nov
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
A modern living room with a large wooden dining table, a stone fireplace, a sofa, and a view of a lake through large windows.

16. Thames River Cottage · Near Casinos - USCGA

Thames River Cottage · Near Casinos - USCGA
Montville
10.0 out of 10, Exceptional, (3 reviews)
"A lovely quick overnight."
United States
Bonnie H.
The price is AED 578
AED 1,382 total
includes taxes & fees
14 Oct - 15 Oct
Thames River Cottage · Near Casinos - USCGA
An outdoor dining area with hanging lights, palm trees, and a bar.

17. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is AED 731
AED 1,125 total
includes taxes & fees
12 Oct - 13 Oct
American Beech in Greenport - Petite King Room 7
A two-story house with a covered patio area, a front door, and a mailbox.

18. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (70 reviews)
"It was great ocation for a weekend get away with friends to Mohegan Sun"
United States
Teresa M.
The price is AED 410
AED 1,000 total
includes taxes & fees
13 Oct - 14 Oct
Cozy, comfy,quiet &close to casinos
A wooden pathway leading to a beach with scattered rocks and greenery.

19. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is AED 716
AED 1,653 total
includes taxes & fees
4 Nov - 5 Nov
Beach Block Hideaway
A compact living room with a gray sofa, a coffee table, and a black TV stand.

20. Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!

Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
Montville
10.0 out of 10, Exceptional, (15 reviews)
"great place to stay"
United States
christopher
The price is AED 613
AED 1,363 total
includes taxes & fees
14 Oct - 15 Oct
Cozy 3-bedroom house near Mystic and Mohegan & Foxwood Casinos!
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

Grand Pequot Tower at Foxwoods

Grand Pequot Tower at Foxwoods

10/10 Excellent
"Staff anywhere in the resort no matter what time of day. So Friendly and Helpful !"
Cyndi 1-night trip
Posted less than an hour ago
Grand Pequot Tower at Foxwoods