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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, 254 reviews
Guest favourite
Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 104 reviews
Superhost
Home in Old Saybrook
Cozy beach side home Chalker Beach Old Saybrook
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
New place to stay
Guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Old Saybrook
Romantic Couples Retreat with Private Sandy Beach
2 bedrooms, 4 beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 56 reviews
Top guest favourite
Flat in Old Saybrook
Charming Center of it All Location
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Old Saybrook
Beach House Getaway
3 bedrooms, 5 beds, 1.5 bathrooms
31 Aug – 7 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Room in Westbrook
The Captain James Suite
1 king bed, 1 bathroom
25–30 Sept
4.92 out of 5 average rating, 103 reviews
Top guest favourite
Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
3 bedrooms, 6 beds, 1.5 bathrooms
26–31 Aug
5.0 out of 5 average rating, 99 reviews
Top guest favourite
Home in Old Saybrook
The Channelside
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 61 reviews
Guest favourite
Room in Deep River
Safari inspired little house
2 single beds, 1 bathroom
11–16 Aug
5.0 out of 5 average rating, 19 reviews
Guest favourite
Tiny home in Old Saybrook
The Ingham Guest House-quaint & quiet, near beach
1 bedroom, 1 queen bed, 1 bathroom
7–12 Aug
4.9 out of 5 average rating, 21 reviews
Top guest favourite
Tiny home in East Lyme
Modern Waterfront Tiny House
1 bedroom, 1 bed, 1 bathroom
3–8 Aug
4.96 out of 5 average rating, 219 reviews
Top guest favourite
Guest suite in Old Saybrook
Cozy Loft Getaway
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 109 reviews
Guest favourite
Home in Old Saybrook
The Happy Place
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Flat in Westbrook
Coastal Westbrook Loft Vaulted Ceilings & Lvl 2 EV
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.79 out of 5 average rating, 14 reviews
Top guest favourite
Home in Old Saybrook
Best of both worlds!
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.92 out of 5 average rating, 113 reviews
Top guest favourite
Cottage in Old Saybrook
Beautiful View Cottage
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 164 reviews