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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, 16 reviews
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Flat in Old Saybrook
Charming Center of it All Location
2 bedrooms, 2 beds, 1 bathroom
12–17 Jul
4.98 out of 5 average rating, 65 reviews
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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
Guest suite in Old Saybrook
Cozy Loft Getaway
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 109 reviews
Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
5 bedrooms, 7 beds, 2 bathrooms
15–22 Aug
New place to stay
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
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
Guest favourite
Home in Old Saybrook
Romantic Couples Retreat with Private Sandy Beach
2 bedrooms, 4 beds, 1 bathroom
18–23 Aug
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
3BR Ranch W/ Pool House and Stunning Sunsets
3 bedrooms, 3 queen beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Cottage in Old Saybrook
Charming Old Saybrook Cottage < 1 Mi to Beach
4 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.87 out of 5 average rating, 39 reviews
Guest favourite
Home in Essex
Historic Essex Home w/ Large Yard Near Downtown!
2 bedrooms, 3 beds, 1.5 bathrooms
17–22 Aug
4.93 out of 5 average rating, 136 reviews
Top guest favourite
Home in Westbrook
Sea Salt Air Changes Everything
3 bedrooms, 3 queen beds, 2 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 79 reviews
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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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Loft in Essex
Unique apartment in former art gallery.
2 bedrooms, 4 beds, 1 bathroom
26–31 Jul
4.94 out of 5 average rating, 469 reviews
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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
Top guest favourite
Home in Old Lyme
Modern Farmhouse with Hot Tub in Old Lyme, CT
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 226 reviews
Top guest favourite
Flat in Old Lyme
Private apartment in historic Old Lyme mansion
3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
4.9 out of 5 average rating, 214 reviews