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Search results; Over 1,000 homes in Old Saybrook

Top guest favourite
Home in Old Saybrook
Water Views and Walk to Beach
4 bedrooms, 4 beds, 3.5 private bathrooms
30 Aug – 4 Sept
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4.95 out of 5 average rating, 65 reviews
Top guest favourite
Cottage in Old Saybrook
The Cottage
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.75 out of 5 average rating, 253 reviews
Top guest favourite
Flat in Old Saybrook
Charming Center of it All Location
2 bedrooms, 2 beds, 1 bathroom
1–6 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
16–21 Aug
4.95 out of 5 average rating, 22 reviews
Home in Old Saybrook
Quiet Coastal Getaway with Private Yard
3 bedrooms, 3 queen beds, 1 bathroom
11–16 Aug
New place to stay
Guest favourite
Home in Old Saybrook
Romantic Couples Retreat with Private Sandy Beach
2 bedrooms, 4 beds, 1 bathroom
23–28 Sept
4.93 out of 5 average rating, 56 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
Guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
1 bedroom, 1 queen bed, 1 bathroom
18–23 Sept
4.92 out of 5 average rating, 104 reviews
Top guest favourite
Tiny home in Deep River
Safari inspired little house
1 bedroom, 1 single bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
3 bedrooms, 6 beds, 1.5 bathrooms
24–29 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
2–7 Aug
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Tiny home in East Lyme
Waterfront Bliss Tiny Home
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 164 reviews
Guest favourite
Home in Old Saybrook
3BR Updated Cottage w/ Pool in Old Saybrook
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 73 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
Home in Clinton
The Connecticut Cottage | Historic Modern Charm
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Cottage in Old Saybrook
Rachel’s Retreat
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Room in Deep River
Her tiny Parisian boat house
1 single bed, 2 bathrooms
1–6 Aug
4.92 out of 5 average rating, 51 reviews
Guest favourite
Townhouse in Westbrook
Wake up with views of the ocean
3 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.92 out of 5 average rating, 235 reviews