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Search results; Over 1,000 homes in Old Saybrook

Top guest favourite
Home in Old Saybrook
Water Views and Walk to Beach
4 bedrooms, 4 beds, 3.5 private bathrooms
30 Aug – 4 Sept
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4.95 out of 5 average rating, 65 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
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Cottage in Old Saybrook
The Cottage
4.75 out of 5 average rating, 252 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
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
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
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
8–13 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
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
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
Home in Old Saybrook
Quiet Coastal Getaway with Private Yard
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
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
7–12 Aug
Guest favourite
Cottage in Old Saybrook
Charming Old Saybrook Cottage < 1 Mi to Beach
4.87 out of 5 average rating, 39 reviews, 4 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Home in Old Saybrook
Best of both worlds!
4.92 out of 5 average rating, 113 reviews, 3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Guest favourite
Home in Old Saybrook
Beach House Getaway
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
31 Aug – 7 Sept
Guest favourite
Cottage in Old Saybrook
Luxury Driftwood Cottage @ Saybrook Point
4.89 out of 5 average rating, 64 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
Guest favourite
Home in Old Saybrook
Family Beach Retreat
4.89 out of 5 average rating, 9 reviews, 4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
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
Guest favourite
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
23–28 Sept