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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

$2,172 SGD for 5 nights

,

4.92 out of 5 average rating, 109 reviews

Top guest favourite

Home in Old Saybrook

The Saybrook Point Bungalow, Stroll to Downtown

2 bedrooms, 3 beds, 1 bathroom

16–21 Aug

$2,351 SGD for 5 nights

Pay $0 today

Free cancellation

4.93 out of 5 average rating, 14 reviews

Superhost

Home in Old Saybrook

Beachfront Home with Amazing Views | 5BR Sleeps 11

5 bedrooms, 7 beds, 2 bathrooms

15–20 Aug

$9,840 SGD for 5 nights

New place to stay

Top guest favourite

Cottage in Old Saybrook

The Cottage

1 bedroom, 2 beds, 1 bathroom

1–6 Jul

$1,664 SGD for 5 nights

4.74 out of 5 average rating, 250 reviews

Top guest favourite

Home in Old Saybrook

Sunrise Beach Cottage

2 bedrooms, 4 beds, 1 bathroom

14–19 Sept

$2,557 SGD for 5 nights

5.0 out of 5 average rating, 33 reviews

Top guest favourite

Cottage in Old Saybrook

Osprey Cozy Cottage | Near Downtown & Beaches

1 bedroom, 1 queen bed, 1 bathroom

5–10 Jul

$2,077 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 9 reviews

Top guest favourite

Cottage in Old Saybrook

Beautiful View Cottage

2 bedrooms, 3 beds, 1 bathroom

28 Sept – 3 Oct

$1,802 SGD for 5 nights

4.99 out of 5 average rating, 159 reviews

Guest favourite

Home in Old Saybrook

Bird Bliss. Our Waterview home &deep water dock.

3 bedrooms, 3 beds, 3 bathrooms

6–11 Jul

$7,661 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Cottage in Old Saybrook

Luxury Driftwood Cottage @ Saybrook Point

3 bedrooms, 3 beds, 2 bathrooms

26–31 Jul

4.92 out of 5 average rating, 59 reviews

Guest favourite

Cottage in Old Saybrook

Rachel’s Retreat

3 bedrooms, 4 beds, 1 bathroom

29 Aug – 3 Sept

$2,286 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Guest favourite

Home in Old Saybrook

Cornfield Point Charmer–Walk to Beach

2 bedrooms, 3 beds, 1.5 bathrooms

21–26 Jul

$3,612 SGD for 5 nights

5.0 out of 5 average rating, 34 reviews

Top guest favourite

Home in Old Saybrook

Waterfront Oasis 4Bdr/2b

4 bedrooms, 4 beds, 2 bathrooms

8–13 Oct

$4,191 SGD for 5 nights

5.0 out of 5 average rating, 16 reviews

Top guest favourite

Home in Old Saybrook

Newly renovated CT shoreline home next to Marinas

3 bedrooms, 3 beds, 2 bathrooms

20–25 Jul

$2,368 SGD for 5 nights

4.9 out of 5 average rating, 42 reviews

Top guest favourite

Home in Old Saybrook

Cornfield Point Beach Retreat

4 bedrooms, 4 beds, 2 bathrooms

25 Jul – 1 Aug

$6,086 SGD for 7 nights

5.0 out of 5 average rating, 20 reviews

Cabin in Colchester

The Colchester Cottage

1 bedroom, 3 beds, 1 bathroom

30 Aug – 4 Sept

$2,096 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Top guest favourite

Home in Old Saybrook

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace

3 bedrooms, 6 beds, 1.5 bathrooms

21–26 Aug

$3,814 SGD for 5 nights

5.0 out of 5 average rating, 96 reviews

Top guest favourite

Cottage in Westbrook

Beautiful Updated Cottage walk to the Beach

3 bedrooms, 4 beds, 1 bathroom

8–13 Sept

$1,933 SGD for 5 nights

4.99 out of 5 average rating, 84 reviews

Top guest favourite

Flat in Chester

The Little Chestnut.

2 bedrooms, 3 beds, 1 bathroom

5–10 Jul

4.97 out of 5 average rating, 60 reviews

Guest favourite

Home in Old Saybrook

Charming Coastal Home Overlooking South Cove

2 bedrooms, 3 beds, 2 bathrooms

17–22 Aug

Book early to save

4.94 out of 5 average rating, 66 reviews