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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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4.75 out of 5 average rating, 251 reviews
Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
4.95 out of 5 average rating, 20 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Old Saybrook
Waterfront Oasis 4Bdr/2b
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
New place to stay, 5 bedrooms, 7 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Home in Old Saybrook
Desirable Fenwood Beach-walk to beach-dogs allowed
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
Guest favourite
Home in Old Saybrook
Summertime in Old Saybrook on the Oyster River
5.0 out of 5 average rating, 8 reviews, 5 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
Top guest favourite
Flat in Old Saybrook
Charming Center of it All Location
4.99 out of 5 average rating, 68 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Cottage in Old Saybrook
Beautiful View Cottage
4.98 out of 5 average rating, 163 reviews, 2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
Guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Jul
Guest favourite
Home in Old Saybrook
Red Bird Waterfront Home. Dock available extra!
4.94 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
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Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
5.0 out of 5 average rating, 99 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
24–29 Aug
Top guest favourite
Home in Old Saybrook
Best of both worlds!
4.92 out of 5 average rating, 111 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Home in Old Saybrook
Quiet Coastal Getaway with Private Yard
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Cottage in Old Saybrook
Luxury Driftwood Cottage @ Saybrook Point
4.9 out of 5 average rating, 62 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Cabin in Colchester
The Colchester Cottage
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 3 beds, 1 bathroom
25–30 Oct
Guest favourite
Home in Essex
Historic Essex Home w/ Large Yard Near Downtown!
4.93 out of 5 average rating, 136 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
Guest favourite
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
14–19 Nov
Home in Old Lyme
Waterfront Getaway! Picture-Perfect Setting
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
Top guest favourite
Cottage in Old Saybrook
Rachel’s Retreat
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 1 bathroom
7–12 Sept