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Search results; Over 1,000 homes in Old Saybrook

Top guest favourite
Home in Old Saybrook
Year Round Beach House in Old Saybrook, CT.- Pets
4 bedrooms, 7 beds, 2 private bathrooms
2–7 Sept
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4.97 out of 5 average rating, 143 reviews
Top guest favourite
Cottage in Old Saybrook
The Cottage
1 bedroom, 2 beds
6–11 Sept
4.75 out of 5 average rating, 253 reviews
Top guest favourite
Home in Old Saybrook
The Saybrook Point Bungalow, Stroll to Downtown
2 bedrooms, 3 beds
7–12 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Old Saybrook
Charming Center of it All Location
2 bedrooms, 2 beds
1–6 Aug
4.99 out of 5 average rating, 68 reviews
Superhost
Home in Old Saybrook
Cozy beach side home Chalker Beach Old Saybrook
3 bedrooms, 4 beds
23–28 Aug
New place to stay
Guest favourite
Cottage in Old Saybrook
Osprey Cozy Cottage | Near Downtown & Beaches
1 bedroom, 1 queen bed
17–22 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Old Saybrook
Steps to Beach! *Cozy Cottage* Pet Friendly
1 bedroom, 1 queen bed
27 Sept – 2 Oct
4.92 out of 5 average rating, 104 reviews
Guest favourite
Home in Old Saybrook
Romantic Couples Retreat with Private Sandy Beach
2 bedrooms, 4 beds
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
11–16 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Old Saybrook
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
3 bedrooms, 6 beds
24–29 Aug
5.0 out of 5 average rating, 99 reviews
Guest favourite
Home in Old Saybrook
Beach House Getaway
3 bedrooms, 5 beds
31 Aug – 7 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Old Saybrook
Cornfield Point Charmer–Walk to Beach
2 bedrooms, 3 beds
19–24 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Old Saybrook
The Channelside
1 bedroom, 1 queen bed
2–7 Aug
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Tiny home in Deep River
Safari inspired little house
1 bedroom, 2 single beds
11–16 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Tiny home in Old Saybrook
The Ingham Guest House-quaint & quiet, near beach
1 bedroom, 1 queen bed
7–12 Aug
4.9 out of 5 average rating, 21 reviews
Guest favourite
Tiny home in East Lyme
Lakefront Dream Tiny House
1 bedroom, 1 queen bed
1–6 Aug
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Home in Old Saybrook
3BR Updated Cottage w/ Pool in Old Saybrook
3 bedrooms, 4 beds
7–12 Sept
4.97 out of 5 average rating, 74 reviews
Top guest favourite
Room in Deep River
Her tiny Parisian boat house
1 single bed
1–6 Aug
4.92 out of 5 average rating, 53 reviews
Top guest favourite
Home in Clinton
The Connecticut Cottage | Historic Modern Charm
2 bedrooms, 2 beds
23–28 Aug
4.95 out of 5 average rating, 20 reviews