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Search results; Over 1,000 homes in Old Saybrook

Guest favourite
Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
1 bedroom, 1 bed, 1 private bathroom
26–31 Aug
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4.92 out of 5 average rating, 104 reviews
Home in Old Saybrook
Quiet Coastal Getaway with Private Yard
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
4.94 out of 5 average rating, 17 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
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Cottage in Old Saybrook
The Cottage
4.74 out of 5 average rating, 250 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Aug
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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
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Cottage in Old Saybrook
Serene Coastal Cottage steps from South Cove
4.97 out of 5 average rating, 38 reviews, 1 bedroom, 2 beds, 1 bathroom
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
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Flat in Old Saybrook
Charming Center of it All Location
4.98 out of 5 average rating, 65 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
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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
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
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 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
Top guest favourite
Home in Old Saybrook
3BR Ranch W/ Pool House and Stunning Sunsets
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 1 bathroom
8–13 Sept
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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
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
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Flat in Old Lyme
Private apartment in the heart of Old Lyme village
4.97 out of 5 average rating, 118 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
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Home in Westbrook
Sea Salt Air Changes Everything
4.97 out of 5 average rating, 79 reviews, 3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
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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
Top guest favourite
Home in Old Lyme
Modern Farmhouse with Hot Tub in Old Lyme, CT
4.97 out of 5 average rating, 226 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept