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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

25–30 Aug

$1,592 SGD for 5 nights

,

4.74 out of 5 average rating, 250 reviews

Superhost

Home in Old Saybrook

Beachfront Home with Amazing Views | 5BR Sleeps 11

5 bedrooms, 7 beds

15–20 Aug

$9,850 SGD for 5 nights

New place to stay

Top guest favourite

Home in Old Saybrook

Desirable Fenwood Beach-walk to beach-dogs allowed

3 bedrooms, 3 beds

1–7 Aug

$4,268 SGD for 6 nights

5.0 out of 5 average rating, 12 reviews

Top guest favourite

Home in Old Saybrook

The Saybrook Point Bungalow, Stroll to Downtown

2 bedrooms, 3 beds

16–21 Aug

$2,327 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 18 reviews

Guest favourite

Home in Old Saybrook

Summertime in Old Saybrook on the Oyster River

5 bedrooms, 6 beds

13–18 Sept

$6,598 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 7 reviews

Home in Old Saybrook

Quiet Coastal Getaway with Private Yard

3 bedrooms, 3 queen beds

24–29 Jul

$3,713 SGD for 5 nights

Free cancellation

New place to stay

Guest favourite

Home in Old Saybrook

Red Bird Waterfront Home. Dock available extra!

3 bedrooms, 3 beds

26–31 Jul

$7,388 SGD for 5 nights

4.94 out of 5 average rating, 35 reviews

Top guest favourite

Home in Old Saybrook

Best of both worlds!

3 bedrooms, 4 beds

24–29 Aug

$2,138 SGD for 5 nights

Free cancellation

4.92 out of 5 average rating, 110 reviews

Top guest favourite

Home in Old Saybrook

Water Views and Walk to Beach

4 bedrooms, 4 beds

25–30 Aug

$4,953 SGD for 5 nights

4.95 out of 5 average rating, 64 reviews

Top guest favourite

Home in Old Saybrook

Newly renovated CT shoreline home next to Marinas

3 bedrooms, 3 beds

20–25 Jul

$2,597 SGD for 5 nights

4.9 out of 5 average rating, 42 reviews

Top guest favourite

Cottage in Old Saybrook

Beautiful View Cottage

2 bedrooms, 3 beds

28 Sept – 3 Oct

$1,770 SGD for 5 nights

4.99 out of 5 average rating, 161 reviews

Guest favourite

Cottage in Old Saybrook

Rachel’s Retreat

3 bedrooms, 4 beds

7–12 Sept

$2,286 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Top guest favourite

Home in Old Saybrook

Year Round Beach House in Old Saybrook, CT.- Pets

4 bedrooms, 7 beds

2–7 Sept

$2,736 SGD for 5 nights

4.96 out of 5 average rating, 142 reviews

Guest favourite

Cottage in Old Saybrook

Charming Old Saybrook Cottage < 1 Mi to Beach

4 bedrooms, 4 beds

13–18 Sept

$2,053 SGD for 5 nights

4.87 out of 5 average rating, 39 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, 98 reviews

Top guest favourite

Flat in Old Saybrook

Charming Center of it All Location

2 bedrooms, 2 beds

19–24 Jul

$1,639 SGD for 5 nights

4.99 out of 5 average rating, 67 reviews

Top guest favourite

Cottage in Old Saybrook

Luxury Driftwood Cottage @ Saybrook Point

3 bedrooms, 3 beds

26–31 Jul

4.92 out of 5 average rating, 59 reviews

Guest favourite

Home in Old Saybrook

Steps to Beach! *Cozy Cottage* Pet Friendly

1 bedroom, 1 queen bed

6–11 Sept

$1,623 SGD for 5 nights

4.92 out of 5 average rating, 104 reviews

Guest favourite

Home in Old Saybrook

Cornfield Point Charmer–Walk to Beach

2 bedrooms, 3 beds

21–26 Jul

$4,026 SGD for 5 nights

5.0 out of 5 average rating, 34 reviews