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Search results; Over 1,000 homes in Old Saybrook

Top guest favourite
Cottage in Old Saybrook
1920’s charming dollhouse near South Cove
1 bedroom, 1 bed, 1 bathroom
12–17 Sept
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4.96 out of 5 average rating, 111 reviews
Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
5 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Cottage in Old Saybrook
Beautiful View Cottage
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 166 reviews
Top guest favourite
Home in Old Saybrook
Desirable Fenwood Beach-walk to beach-dogs allowed
3 bedrooms, 3 beds, 1.5 bathrooms
23–28 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Old Saybrook
Year Round Beach House in Old Saybrook, CT.- Pets
4 bedrooms, 7 beds, 2 bathrooms
9–14 Sept
4.97 out of 5 average rating, 146 reviews
Guest favourite
Home in Old Saybrook
Old Saybrook on the Oyster River
5 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Old Saybrook
Waterfront Oasis 4Bdr/2b
4 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
3 bedrooms, 6 beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 103 reviews
Top guest favourite
Cottage in Old Saybrook
Rachel’s Retreat
3 bedrooms, 4 beds, 1 bathroom
14–19 Sept
4.92 out of 5 average rating, 12 reviews
Superhost
Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
1 bedroom, 1 queen bed, 1 bathroom
2–7 Oct
4.92 out of 5 average rating, 106 reviews
Guest favourite
Home in Old Saybrook
Red Bird Waterfront Home. Dock available extra!
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.94 out of 5 average rating, 36 reviews
Superhost
Home in Old Saybrook
Oceanside retreat Sleeps 8 3bds~3bths
3 bedrooms, 4 beds, 3 bathrooms
8–13 Sept
New place to stay
Top guest favourite
Home in Old Saybrook
Best of both worlds!
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.91 out of 5 average rating, 117 reviews
Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds, 1 bathroom
3–8 Oct
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Cottage in Old Saybrook
The Cottage
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.75 out of 5 average rating, 258 reviews
Top guest favourite
Home in Old Saybrook
Water Views and Walk to Beach
4 bedrooms, 4 beds, 3.5 bathrooms
3–10 Jul
4.93 out of 5 average rating, 68 reviews
Guest favourite
Home in Old Saybrook
Beach House Getaway
3 bedrooms, 5 beds, 1.5 bathrooms
1–6 May
5.0 out of 5 average rating, 8 reviews
Guest favourite
Bungalow in Westbrook
Adorable single story cottage-by-the-sea
2 bedrooms, 2 queen beds, WC
1–6 May
4.88 out of 5 average rating, 59 reviews
Guest favourite
Home in Old Saybrook
Newly renovated large home in OS-minutes to water!
5 bedrooms, 6 beds, 1.5 bathrooms
17–22 Sept
4.84 out of 5 average rating, 31 reviews