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Search results; Over 1,000 homes in Old Saybrook

Top guest favourite
Cottage in Old Saybrook
The Cottage
1 bedroom, 2 beds, 1 private bathroom
25–30 Aug
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4.74 out of 5 average rating, 250 reviews
Top guest favourite
Home in Old Saybrook
Sunrise Beach Cottage
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 4 beds, 1 bathroom
14–19 Sept
Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
New place to stay, 5 bedrooms, 7 beds, 2 bathrooms
15–22 Aug
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Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
4.93 out of 5 average rating, 14 reviews, 2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
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Home in Old Saybrook
Best of both worlds!
4.92 out of 5 average rating, 109 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
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Home in Old Saybrook
Red Bird Waterfront Home. Dock available extra!
4.94 out of 5 average rating, 34 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
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Home in Old Saybrook
Summertime in Old Saybrook on the Oyster River
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 6 beds, 2.5 bathrooms
4–10 Jul
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Cottage in Old Saybrook
Rachel’s Retreat
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 1 bathroom
29 Aug – 3 Sept
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Cottage in Old Saybrook
Beautiful View Cottage
4.99 out of 5 average rating, 160 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
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Home in Old Saybrook
Water Views and Walk to Beach
4.95 out of 5 average rating, 64 reviews, 4 bedrooms, 4 beds, 3.5 bathrooms
25–30 Aug
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Home in Old Saybrook
Newly renovated CT shoreline home next to Marinas
4.9 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
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Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
4.92 out of 5 average rating, 104 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Aug
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Cottage in Old Saybrook
Serene Coastal Cottage steps from South Cove
4.97 out of 5 average rating, 37 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
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Home in Old Saybrook
Romantic Couples Retreat with Private Sandy Beach
4.93 out of 5 average rating, 56 reviews, 2 bedrooms, 4 beds, 1 bathroom
20–25 Jul
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Home in Old Saybrook
Cornfield Point Charmer–Walk to Beach
5.0 out of 5 average rating, 34 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
21–26 Jul
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Home in Old Saybrook
Cornfield Point Beach Retreat
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 4 beds, 2 bathrooms
25 Jul – 1 Aug
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Home in Old Saybrook
Year Round Beach House in Old Saybrook, CT.- Pets
4.96 out of 5 average rating, 141 reviews, 4 bedrooms, 7 beds, 2 bathrooms
26–31 Aug
Cottage in Old Lyme
The Solo Shore Cottage | Walk to Beach + Sun Porch
New place to stay, 2 bedrooms, 4 beds, 1 bathroom
12–17 Jul
Top guest favourite
Cottage in Old Saybrook
Luxury Driftwood Cottage @ Saybrook Point
4.92 out of 5 average rating, 59 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul