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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
6–11 Sept
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4.75 out of 5 average rating, 253 reviews
Top guest favourite
Flat in Old Saybrook
Charming Center of it All Location
4.99 out of 5 average rating, 68 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
4.95 out of 5 average rating, 21 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
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
Guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Home in Old Saybrook
Beach House Getaway
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
31 Aug – 7 Sept
Top guest favourite
Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
5.0 out of 5 average rating, 99 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
24–29 Aug
Top guest favourite
Tiny home in East Lyme
Waterfront Bliss Tiny Home
4.99 out of 5 average rating, 163 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
4.92 out of 5 average rating, 104 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Sept
Guest favourite
Tiny home in Old Saybrook
The Ingham Guest House-quaint & quiet, near beach
4.9 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Guest favourite
Home in Old Saybrook
3BR Updated Cottage w/ Pool in Old Saybrook
4.97 out of 5 average rating, 73 reviews, 3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
Top guest favourite
Tiny home in Deep River
Safari inspired little house
5.0 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Home in Old Saybrook
The Channelside
4.98 out of 5 average rating, 60 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Home in Old Saybrook
Old Saybrook Waterfront Luxury cornfld pt 3bdrm
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
16–21 Aug
Guest favourite
Townhouse in Westbrook
Wake up with views of the ocean
4.92 out of 5 average rating, 235 reviews, 3 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
Top guest favourite
Home in Old Saybrook
Waterfront Oasis 4Bdr/2b
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
Top guest favourite
Home in Old Saybrook
Newly renovated CT shoreline home next to Marinas
4.91 out of 5 average rating, 43 reviews, 3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Guest favourite
Home in Old Saybrook
The Happy Place
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Flat in Deep River
Lovely Garden-Level Apartment in Heart of Town
4.94 out of 5 average rating, 172 reviews, 2 bedrooms, 2 beds, 1 bathroom
15–20 Aug