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
,
4.74 out of 5 average rating, 250 reviews
Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
4.93 out of 5 average rating, 14 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Superhost
Home in Old Saybrook
Beachfront Home with Amazing Views | 5BR Sleeps 11
New place to stay, 5 bedrooms, 7 beds, 2 bathrooms
22–27 Aug
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Home in Old Saybrook
Sunrise Beach Cottage
5.0 out of 5 average rating, 33 reviews, 2 bedrooms, 4 beds, 1 bathroom
14–19 Sept
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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
5–10 Jul
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Cottage in Old Saybrook
Beautiful View Cottage
4.99 out of 5 average rating, 159 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Guest suite in Old Saybrook
Cozy Loft Getaway
4.98 out of 5 average rating, 109 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
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Bungalow in Old Lyme
Pet Friendly Bungalow!!!
4.95 out of 5 average rating, 363 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Sept
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Home in Westbrook
Sea Salt Air Changes Everything
4.97 out of 5 average rating, 78 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Guest favourite
Cottage in Old Saybrook
Charming Old Saybrook Cottage < 1 Mi to Beach
4.87 out of 5 average rating, 38 reviews, 4 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Cottage in Old Saybrook
Luxury Driftwood Cottage @ Saybrook Point
4.92 out of 5 average rating, 59 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Cottage in Westbrook
Beautiful Updated Cottage walk to the Beach
4.99 out of 5 average rating, 84 reviews, 3 bedrooms, 4 beds, 1 bathroom
8–13 Sept
Cabin in Colchester
The Colchester Cottage
New place to stay, 1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Cottage in Old Saybrook
Rachel’s Retreat
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Room in Westbrook
The Captain James Suite
4.92 out of 5 average rating, 100 reviews, 1 king bed, 1 bathroom
5–10 Jul
Top guest favourite
Home in Old Lyme
Modern Farmhouse with Hot Tub in Old Lyme, CT
4.97 out of 5 average rating, 225 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
Guest favourite
Home in Westbrook
Blue House - Steps from the Beach
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 bathrooms
21–26 Aug
Top guest favourite
Home in Old Saybrook
Water Views and Walk to Beach
4.95 out of 5 average rating, 64 reviews, 4 bedrooms, 4 beds, 3.5 bathrooms
25–30 Aug
Guest favourite
Home in Old Saybrook
Bird Bliss. Our Waterview home &deep water dock.
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 3 bathrooms
6–11 Jul