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Search results; Over 1,000 homes in Old Saybrook

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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, 110 reviews
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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
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Superhost
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.96 out of 5 average rating, 26 reviews
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Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
5 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
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Home in Old Saybrook
Saybrook Point Pool House
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
New place to stay
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Guest favourite
Home in Old Saybrook
Beach House Getaway
3 bedrooms, 5 beds, 1.5 bathrooms
1–8 Sept
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Old Saybrook
Cozy beach side home Chalker Beach Old Saybrook
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 7 reviews
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Home in Old Saybrook
Adorable home walk to Saybrook Point !
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
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, 104 reviews
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Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 16 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
20–25 Sept
5.0 out of 5 average rating, 103 reviews
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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, 165 reviews
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Home in Westbrook
Sea Salt Air Changes Everything
3 bedrooms, 3 queen beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 81 reviews
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Guest favourite
Home in Old Saybrook
Red Bird Waterfront Home. Dock available extra!
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.94 out of 5 average rating, 36 reviews
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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, 16 reviews
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Top guest favourite
Bungalow in Old Lyme
Pet Friendly Bungalow!!!
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 371 reviews
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Top guest favourite
Townhouse in Westbrook
Wake up with views of the ocean
3 bedrooms, 5 beds, 2 bathrooms
25–30 Oct
4.92 out of 5 average rating, 237 reviews
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Guest suite in Old Saybrook
Cozy Loft Getaway
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 112 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, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 146 reviews