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Search results; Over 1,000 homes in Old Saybrook

Top guest favourite
Home in Old Saybrook
Best of both worlds!
3 bedrooms, 4 beds, 2 private bathrooms
20–25 Jul
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4.92 out of 5 average rating, 109 reviews
Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Old Saybrook
Sunrise Beach Cottage
2 bedrooms, 4 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Cottage in Old Saybrook
The Cottage
1 bedroom, 2 beds, 1 bathroom
25–30 Aug
4.74 out of 5 average rating, 250 reviews
Guest favourite
Home in Old Saybrook
Romantic Couples Retreat with Private Sandy Beach
2 bedrooms, 4 beds, 1 bathroom
20–25 Jul
4.93 out of 5 average rating, 56 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, 37 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
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed, 1 bathroom
16–21 Jul
5.0 out of 5 average rating, 9 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
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
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
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
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
Home in Old Saybrook
Summertime in Old Saybrook on the Oyster River
5 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 6 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
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, 38 reviews
Top guest favourite
Flat in Old Lyme
Private apartment in the heart of Old Lyme village
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.97 out of 5 average rating, 117 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
Guest favourite
Home in Old Saybrook
Bird Bliss. Our Waterview home &deep water dock.
3 bedrooms, 3 beds, 3 bathrooms
6–11 Jul
5.0 out of 5 average rating, 5 reviews