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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
19–24 Oct
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4.75 out of 5 average rating, 258 reviews
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Guest favourite
Cottage in Old Saybrook
Beautiful View Cottage
2 bedrooms, 3 beds
28 Sept – 3 Oct
4.98 out of 5 average rating, 166 reviews
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Home in Old Saybrook
Cozy beach side home Chalker Beach Old Saybrook
3 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 8 reviews
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Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
3 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 103 reviews
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Home in Old Saybrook
Year Round Beach House in Old Saybrook, CT.- Pets
4 bedrooms, 7 beds
9–14 Sept
4.97 out of 5 average rating, 146 reviews
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Home in Old Saybrook
Desirable Fenwood Beach-walk to beach-dogs allowed
3 bedrooms, 3 beds
17–22 Sept
5.0 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds
3–8 Oct
4.96 out of 5 average rating, 27 reviews
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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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Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
5 bedrooms, 7 beds
13–18 Sept
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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, 105 reviews
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Home in Old Saybrook
Summertime in Old Saybrook on the Oyster River
5 bedrooms, 6 beds
13–18 Sept
5.0 out of 5 average rating, 13 reviews
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Home in Old Saybrook
Cornfield Point coastal home!
4 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 10 reviews
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Home in Old Saybrook
Waterfront Oasis 4Bdr/2b
4 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 16 reviews
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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
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Cottage in Old Saybrook
Rachel’s Retreat
3 bedrooms, 4 beds
7–12 Sept
4.91 out of 5 average rating, 11 reviews
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Home in Old Saybrook
Best of both worlds!
3 bedrooms, 4 beds
14–19 Sept
4.92 out of 5 average rating, 116 reviews
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Top guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed
7–12 Sept
5.0 out of 5 average rating, 17 reviews
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Home in Old Saybrook
Quiet Coastal Getaway with Private Yard
3 bedrooms, 3 queen beds
3–8 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Old Saybrook
Sunrise Beach Cottage
2 bedrooms, 4 beds
11–16 Sept
5.0 out of 5 average rating, 39 reviews