Search results; Over 1,000 homes in Old Saybrook

Top guest favourite
Home in Old Saybrook
Best of both worlds!
3 bedrooms, 4 beds, 2 private bathrooms
20–25 Jul
,
4.92 out of 5 average rating, 109 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
14–19 Jul
Top guest favourite
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
Top guest favourite
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
Top guest favourite
Cottage in Old Saybrook
The Cottage
4.74 out of 5 average rating, 250 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Aug
Top guest favourite
Cottage in Old Saybrook
Serene Coastal Cottage steps from South Cove
4.97 out of 5 average rating, 36 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
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
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
Top guest favourite
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
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
Top guest favourite
Flat in Old Lyme
Gateway Getaway
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 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
15–22 Aug
Top guest favourite
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
Loft in Essex
Unique apartment in former art gallery.
4.94 out of 5 average rating, 467 reviews, 2 bedrooms, 4 beds, 1 bathroom
1–6 Aug
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
Home in Old Saybrook
Quiet Coastal Getaway with Private Yard
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Flat in Old Saybrook
Charming Center of it All Location
4.98 out of 5 average rating, 65 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Jul
Guest favourite
Home in Old Saybrook
Summertime in Old Saybrook on the Oyster River
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 6 beds, 2.5 bathrooms
2–8 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