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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
16–21 Aug
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
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cottage in Old Saybrook
The Cottage
1 bedroom, 2 beds, 1 bathroom
2–7 Jul
4.74 out of 5 average rating, 250 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
Bungalow in Old Lyme
Pet Friendly Bungalow!!!
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 363 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, 159 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
Top guest favourite
Home in Old Saybrook
Waterfront Oasis 4Bdr/2b
4 bedrooms, 4 beds, 2 bathrooms
8–13 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Old Lyme
Gateway Getaway
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Westbrook
Sea Salt Air Changes Everything
3 bedrooms, 3 queen beds, 2 bathrooms
26–31 Jul
4.97 out of 5 average rating, 78 reviews
Top guest favourite
Room in Westbrook
The Captain James Suite
1 king bed, 1 bathroom
5–10 Jul
4.92 out of 5 average rating, 100 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, 38 reviews
Top guest favourite
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
Top guest favourite
Cottage in Westbrook
Beautiful Updated Cottage walk to the Beach
3 bedrooms, 4 beds, 1 bathroom
8–13 Sept
4.99 out of 5 average rating, 84 reviews
Cabin in Colchester
The Colchester Cottage
1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
New place to stay
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, 225 reviews
Guest favourite
Cottage in Old Saybrook
Rachel’s Retreat
3 bedrooms, 4 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 5 reviews