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Search results; Over 1,000 homes in Old Saybrook

Descriptions are based on details hosts provide
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
4.95 out of 5 average rating, 19 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Home in Old Saybrook
Quiet Coastal Getaway with Private Yard
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
24–29 Jul
Top guest favourite
Cottage in Old Saybrook
Beautiful View Cottage
4.99 out of 5 average rating, 161 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Flat in Old Saybrook
Charming Center of it All Location
4.99 out of 5 average rating, 67 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Jul
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
Top guest favourite
Home in Old Saybrook
Direct oceanfront with private beach steps
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
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
5.0 out of 5 average rating, 98 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
24–29 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
1–7 Aug
Top guest favourite
Loft in Essex
Unique apartment in former art gallery.
4.94 out of 5 average rating, 470 reviews, 2 bedrooms, 4 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Old Saybrook
Waterfront home with dock and water views
4.94 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Bungalow in Old Lyme
Pet Friendly Bungalow!!!
4.95 out of 5 average rating, 364 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
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
17–22 Aug
Guest favourite
Home in Old Saybrook
Beach House Getaway
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
31 Aug – 7 Sept
Top guest favourite
Home in Westbrook
Deck overlooking seagrass, walk to beach
4.98 out of 5 average rating, 80 reviews, 3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Old Saybrook
Newly renovated cottage near the beach
4.92 out of 5 average rating, 104 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Sept
Guest favourite
Cottage in Old Saybrook
Beach cottage with a private backyard
4.87 out of 5 average rating, 39 reviews, 4 bedrooms, 4 beds, 2 bathrooms
13–18 Sept