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Search results; Over 1,000 homes in Old Saybrook

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Top guest favourite
Cottage in Old Saybrook
The Cottage
1 bedroom, 2 beds, 1 private bathroom
6–11 Nov
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4.75 out of 5 average rating, 260 reviews
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Cottage in Old Saybrook
Beautiful View Cottage
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 169 reviews
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Top guest favourite
Home in Old Saybrook
Best of both worlds!
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
4.92 out of 5 average rating, 119 reviews
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Superhost
Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
1 bedroom, 1 queen bed, 1 bathroom
10–15 Oct
4.93 out of 5 average rating, 107 reviews
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Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
5 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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Home in Old Saybrook
Desirable Fenwood Beach-walk to beach-dogs allowed
3 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 19 reviews
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Home in Old Saybrook
Year Round Beach House in Old Saybrook, CT.- Pets
4 bedrooms, 7 beds, 2 bathrooms
11–16 Oct
4.97 out of 5 average rating, 146 reviews
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Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds, 1 bathroom
3–8 Oct
4.97 out of 5 average rating, 29 reviews
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Guest favourite
Home in Old Saybrook
Old Saybrook on the Oyster River
5 bedrooms, 6 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
3 bedrooms, 6 beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 103 reviews
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Guest favourite
Home in Old Saybrook
Adorable home walk to Saybrook Point !
2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 8 reviews
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Home in Old Saybrook
Waterfront Oasis 4Bdr/2b
4 bedrooms, 4 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Home in Old Saybrook
Bird Bliss. Our Waterview home &deep water dock.
3 bedrooms, 3 beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 9 reviews
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Superhost
Home in Old Saybrook
Oceanside retreat Sleeps 8 3bds~3bths
3 bedrooms, 4 beds, 3 bathrooms
18–23 Sept
New place to stay
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Top guest favourite
Home in Essex
Ideal Historic Home in Essex Village
2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Nov
4.97 out of 5 average rating, 101 reviews
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Home in Old Saybrook
Sunrise Beach Cottage
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 40 reviews
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Cottage in Old Saybrook
Rachel’s Retreat
3 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.92 out of 5 average rating, 13 reviews
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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