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Search results; Over 1,000 homes in Old Saybrook

Top guest favourite
Cottage in Old Saybrook
The Cottage
1 bedroom, 2 beds, 1 private bathroom
22–27 Sept
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4.75 out of 5 average rating, 260 reviews
Top guest favourite
Cottage in Old Saybrook
Beautiful View Cottage
2 bedrooms, 3 beds
28 Sept – 3 Oct
4.98 out of 5 average rating, 167 reviews
Superhost
Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
1 bedroom, 1 queen bed
2–7 Oct
4.92 out of 5 average rating, 106 reviews
Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
5 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Old Saybrook
Desirable Fenwood Beach-walk to beach-dogs allowed
3 bedrooms, 3 beds
4–9 Oct
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds
16–21 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
3 bedrooms, 6 beds
14–19 Sept
5.0 out of 5 average rating, 103 reviews
Guest favourite
Home in Old Saybrook
Adorable home walk to Saybrook Point !
2 bedrooms, 2 beds
25–30 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed
22–27 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Westbrook
Sea Salt Air Changes Everything
3 bedrooms, 3 queen beds
13–18 Sept
4.98 out of 5 average rating, 82 reviews
Guest favourite
Home in Old Saybrook
The Happy Place
2 bedrooms, 2 beds
19–24 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Old Saybrook
Year Round Beach House in Old Saybrook, CT.- Pets
4 bedrooms, 7 beds
12–17 Sept
4.97 out of 5 average rating, 146 reviews
Top guest favourite
Home in Essex
Ideal Historic Home in Essex Village
2 bedrooms, 3 beds
9–14 Nov
4.97 out of 5 average rating, 100 reviews
Guest favourite
Townhouse in Westbrook
Wake up with views of the ocean
3 bedrooms, 5 beds
25–30 Oct
4.92 out of 5 average rating, 237 reviews
Top guest favourite
Cottage in Old Saybrook
Rachel’s Retreat
3 bedrooms, 4 beds
14–19 Sept
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Essex
Historic Essex Home w/ Large Yard Near Downtown!
2 bedrooms, 3 beds
11–16 Oct
4.92 out of 5 average rating, 143 reviews
Top guest favourite
Home in Old Saybrook
3BR Ranch W/ Pool House and Stunning Sunsets
3 bedrooms, 3 queen beds
12–17 Sept
5.0 out of 5 average rating, 15 reviews
Home in Old Saybrook
Quiet Coastal Getaway with Private Yard
3 bedrooms, 3 queen beds
15–20 Nov
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Old Saybrook
Cozy Loft Getaway
1 bedroom, 2 beds
28 Sept – 3 Oct
4.98 out of 5 average rating, 113 reviews