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Search results; Over 1,000 homes in Old Saybrook

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Top guest favourite
Home in Old Saybrook
Best of both worlds!
3 bedrooms, 4 beds, 2 private bathrooms
12–17 Oct
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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
18–23 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
12–17 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Cottage in Old Saybrook
Beautiful View Cottage
2 bedrooms, 3 beds
1–6 Oct
4.98 out of 5 average rating, 169 reviews
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Superhost
Home in Old Saybrook
Oceanside retreat Sleeps 8 3bds~3bths
3 bedrooms, 5 beds
4–9 Oct
New place to stay
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Top guest favourite
Home in Old Saybrook
Desirable Fenwood Beach-walk to beach-dogs allowed
3 bedrooms, 3 beds
12–17 Oct
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Home in Old Saybrook
Red Bird Waterfront Home. Dock available extra!
3 bedrooms, 3 beds
4–9 Oct
4.95 out of 5 average rating, 38 reviews
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Top guest favourite
Home in Old Saybrook
Year Round Beach House in Old Saybrook, CT.- Pets
4 bedrooms, 7 beds
20–25 Oct
4.97 out of 5 average rating, 146 reviews
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Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds
11–16 Oct
4.97 out of 5 average rating, 30 reviews
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Top guest favourite
Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
3 bedrooms, 6 beds
1–6 Oct
5.0 out of 5 average rating, 105 reviews
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Top guest favourite
Home in Old Saybrook
Water Views and Walk to Beach
4 bedrooms, 4 beds
3–10 Jul
4.93 out of 5 average rating, 68 reviews
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Guest favourite
Home in Old Saybrook
Old Saybrook on the Oyster River
5 bedrooms, 6 beds
11–16 Oct
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Old Saybrook
Waterfront Oasis 4Bdr/2b
4 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Home in Old Saybrook
Old Saybrook Waterfront Luxury cornfld pt 3bdrm
3 bedrooms, 5 beds
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed
1–6 Oct
5.0 out of 5 average rating, 20 reviews
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Home in Old Saybrook
Luxurious Beach Home! Elegantly Decorated
4 bedrooms, 5 beds
26 Oct – 2 Nov
New place to stay
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Top guest favourite
Cottage in Old Saybrook
The Cottage
1 bedroom, 2 beds
6–11 Nov
4.75 out of 5 average rating, 261 reviews
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Guest favourite
Home in Old Saybrook
Seas the Day at the CT Shoreline
4 bedrooms, 5 beds
1–6 Oct
4.89 out of 5 average rating, 36 reviews
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Guest favourite
Cottage in Old Saybrook
Charming Old Saybrook Cottage < 1 Mi to Beach
4 bedrooms, 4 beds
27 Oct – 1 Nov
4.88 out of 5 average rating, 41 reviews