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Compare 186 Cottages in Cutchogue with updated reviews, rates, and availability.

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (66)
"Enjoyed our stay very much. Place is beautiful, clean, hosts cannot b nicer. Definitely hope to return "
Fairy Tale Guest Cottage in Magic Garden by Pool

Charming Westbrook Cottage, Steps to Private Beach

9.6 out of 10, Exceptional, (4)
"Had a great stay!"
Charming Westbrook Cottage, Steps to Private Beach

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (24)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
Location and views! Located directly on Shinnecock Bay!

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

10.0 out of 10, Exceptional, (62)
"Wonderful stay! The hosts are friendly and communicative; the location is superb - so beautiful and you can smell the salt in the air; and the cottage was cozy and all that we needed. Thank you for a great stay!"
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (71)
"Perfect stay in Madison. Beautiful location. Clean and comfy house. Will be back!"
Direct waterfront renovated cottage.

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

9.8 out of 10, Exceptional, (70)
"Very enjoyable- we've booked already for next summer!"
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

10.0 out of 10, Exceptional, (71)
"Perfect and cozy home base for visiting with family!"
Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Charming 3-bedroom cottage short walk to Chalker Beach

Charming 3-bedroom cottage short walk to Chalker Beach

Orient Village — Historic Bayfront Cottage — 2025 Season

10.0 out of 10, Exceptional, (20)
"We had an amazing time enjoying the house and exploring the area. Fishing wasn’t fantastic, but that’s nobody’s fault. Would definitely go back!"
Orient Village — Historic Bayfront Cottage — 2025 Season

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

10.0 out of 10, Exceptional, (26)
"The property was clean, exactly as advertised and extremely cozy and convenient. The host was super helpful and quick to respond!"
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Sabbatical a Private guest cottage in Sag Harbor

9.6 out of 10, Exceptional, (8)
"I can’t thank enough our hostess Susan for her amazing hospitality and kindness! I strongly recommend her place to stay for vacation!"
Sabbatical a Private guest cottage in Sag Harbor

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (173)
"Beautiful and cozy lakeside retreat. Super serene and peaceful place to stay."
Fabulous Waterfront Property in the Heart of Wine Country

Ritz - East Hampton Cottage On The Water

10.0 out of 10, Exceptional, (6)
"We enjoyed our time in the Ritz. It’s a great cottage surrounded by waterfront activities. The host was accommodating and welcoming."
Ritz - East Hampton Cottage On The Water

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (91)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
The price is SAR 1,031
SAR 1,307 total
includes taxes & fees
8 Jun - 9 Jun
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

1930s Waterfront Cottage on Tuttle's Point

9.8 out of 10, Exceptional, (28)
"We had a wonderful stay! The kitchen was well outfitted and the beach was perfect for our little grandson. Great kayaking, biking, hiking and of course, eating! Backyard and porch were awesome."
1930s Waterfront Cottage on Tuttle's Point

Charming 3-bedroom cottage in Old Saybrook with AC, WiFi

10.0 out of 10, Exceptional, (1)
"We had a lovely stay. Everything was as described on the listing and the house had everything we needed for our family. It was great to have the grill and a kitchen with all the supplies needed. The area is lovely and quiet with two small but nice private beaches within walking distance"
Charming 3-bedroom cottage in Old Saybrook with AC, WiFi

Charming Modern Cottage by the Bay and Beach - 3 bedroom/2 baths - Hampton Bays

2.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent Host, great stay, beautiful property and set up and very modern."
Charming Modern Cottage by the Bay and Beach - 3 bedroom/2 baths - Hampton Bays

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.4 out of 10, Exceptional, (36)
"Lovely cottage beautifully decorated, close to restaurants, farm stands, and food stores. A least a 15 to 20 minute walk to the beach."
The price is SAR 1,609
SAR 2,833 total
includes taxes & fees
24 Jun - 25 Jun
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (25)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is SAR 439
SAR 709 total
includes taxes & fees
9 Jun - 10 Jun
1-bedroom cottage with Grove Beach 🏖️ access.

East Hampton/Springs Cottage- minutes walk to sea

10.0 out of 10, Exceptional, (4)
"We really enjoyed this quaint cottage that really felt lovely me home. Very clean and well equipped Had a great time"
East Hampton/Springs Cottage- minutes walk to sea
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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