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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
27 Jul – 1 Aug
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4.74 out of 5 average rating, 249 reviews
Guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cottage in Old Saybrook
Serene Coastal Cottage steps from South Cove
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Cottage in Old Saybrook
Beautiful View Cottage
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.99 out of 5 average rating, 157 reviews
Top guest favourite
Home in Old Saybrook
Sunrise Beach Cottage
2 bedrooms, 4 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 32 reviews
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Cottage in Old Saybrook
Rachel’s Retreat
3 bedrooms, 4 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Old Saybrook
Bird Bliss. Our Waterview home &deep water dock.
3 bedrooms, 3 beds, 3 bathrooms
6–11 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Old Saybrook
Best of both worlds!
3 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
4.92 out of 5 average rating, 109 reviews
Top guest favourite
Cottage in Old Saybrook
Luxury Driftwood Cottage @ Saybrook Point
3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
4.92 out of 5 average rating, 59 reviews
Cabin in Colchester
The Colchester Cottage
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
New place to stay
Guest favourite
Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
1 bedroom, 1 queen bed, 1 bathroom
26–31 Aug
4.92 out of 5 average rating, 104 reviews
Guest favourite
Home in Old Saybrook
Summertime in Old Saybrook on the Oyster River
5 bedrooms, 6 beds, 2.5 bathrooms
1–7 Jul
5.0 out of 5 average rating, 5 reviews
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Cottage in Westbrook
Beautiful Updated Cottage walk to the Beach
3 bedrooms, 4 beds, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 82 reviews
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Home in Old Saybrook
Newly renovated CT shoreline home next to Marinas
3 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
4.9 out of 5 average rating, 42 reviews
Top guest favourite
Home in Old Saybrook
Waterfront Oasis 4Bdr/2b
4 bedrooms, 4 beds, 2 bathrooms
8–13 Oct
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Old Saybrook
Charming Coastal Home Overlooking South Cove
2 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
4.94 out of 5 average rating, 65 reviews
Guest favourite
Townhouse in Westbrook
Wake up with views of the ocean
3 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
4.92 out of 5 average rating, 233 reviews
Guest favourite
Home in Old Saybrook
Cornfield Point Charmer–Walk to Beach
2 bedrooms, 3 beds, 1.5 bathrooms
21–26 Jul
5.0 out of 5 average rating, 34 reviews