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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
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 17 reviews
Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
5 bedrooms, 7 beds, 2 bathrooms
15–20 Aug
New place to stay
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Flat in Old Saybrook
Charming Center of it All Location
2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
4.98 out of 5 average rating, 65 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, 38 reviews
Home in Old Saybrook
Quiet Coastal Getaway with Private Yard
3 bedrooms, 3 queen beds, 1 bathroom
27 Jul – 1 Aug
New place to stay
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, 161 reviews
Top guest favourite
Home in Old Saybrook
Waterfront Oasis 4Bdr/2b
4 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Old Saybrook
Desirable Fenwood Beach-walk to beach-dogs allowed
3 bedrooms, 3 beds, 1.5 bathrooms
1–7 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Old Saybrook
Summertime in Old Saybrook on the Oyster River
5 bedrooms, 6 beds, 2.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Old Saybrook
Romantic Couples Retreat with Private Sandy Beach
2 bedrooms, 4 beds, 1 bathroom
23–28 Sept
4.93 out of 5 average rating, 56 reviews
Top guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed, 1 bathroom
25–30 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Old Saybrook
Best of both worlds!
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.92 out of 5 average rating, 109 reviews
Guest favourite
Home in Old Saybrook
Red Bird Waterfront Home. Dock available extra!
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.94 out of 5 average rating, 35 reviews
Top guest favourite
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
Cottage in Old Saybrook
Luxury Driftwood Cottage @ Saybrook Point
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.92 out of 5 average rating, 59 reviews
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Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
3 bedrooms, 6 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 98 reviews
Top guest favourite
Flat in Essex
Quintessential Essex. Steps from the Steam Train!
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 17 reviews
Guest favourite
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