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Cutchogue Holiday Rentals

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Check prices for these dates

Tonight
15 July - 16 July
Tomorrow
16 July - 17 July
This weekend
18 July - 20 July
Next weekend
25 July - 27 July

Holiday Rentals in Cutchogue

Cliffside Resort Condominiums
Stunning beachfront residential area with multi-story buildings and a central park.

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (228)
"Very nice, clean and cosy place! Highly recommend!"
The price is AU$1,004
includes taxes & fees
28 July - 29 July
Cliffside Resort Condominiums
Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
Canoe Place Waterfront Residences
Sag Harbor Suite by the Beach
Simple, functional room with a single bed and a window with curtains.

Sag Harbor Suite by the Beach

8.8 out of 10, Excellent, (10)
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."
Sag Harbor Suite by the Beach
Hamptons Retreat
Terrace/patio

Hamptons Retreat

Hamptons Retreat
Fairy Tale Guest Cottage in Magic Garden by Pool
Stroll through the serene garden, surrounded by lush greenery and a tranquil water feature.

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (68)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Relax by the serene pool surrounded by tall trees and a well-maintained lawn.

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (8)
"Great place! Great communication with property owner!"
The price is AU$673
includes taxes & fees
16 July - 17 July
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Escape to Sag Harbor
Relax in this serene outdoor space with a glass table, comfortable seating, and a view of the pool.

Escape to Sag Harbor

10.0 out of 10, Exceptional, (49)
"Amazing house and location!! Would stay again "
Escape to Sag Harbor
Shoreline Oasis
Stroll up to this charming colonial-style house, featuring a welcoming front porch with a bench and a beautiful garden.

Shoreline Oasis

6.0 out of 10, (1)
"So the listing said house number 26 but it's really 25. So we circled the block a few times. Then the key was not in the key safe. Called the owner who apologized profusely. Had to wait a half hour for the key. Not ideal. Otherwise ok. "
The price is AU$400
includes taxes & fees
16 July - 17 July
Shoreline Oasis
Perfect Mid-Century Private Waterfront East Hampton Retreat!
Enjoy a serene meal on the deck overlooking the tranquil waters of East Hampton, New York.

Perfect Mid-Century Private Waterfront East Hampton Retreat!

10.0 out of 10, Exceptional, (79)
"Very nice and relaxing stay in Springs! "
Perfect Mid-Century Private Waterfront East Hampton Retreat!
adorable ranch in beach community
Walk along the beach on a paved path, bordered by grass and rocky shoreline, with the ocean stretching out to the horizon.

adorable ranch in beach community

10.0 out of 10, Exceptional, (45)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
The price is AU$993
includes taxes & fees
2 Aug - 3 Aug
adorable ranch in beach community
Private Beach Community in East Hampton! Pool, HotTub, Trampoline & Pirate Ship!
Relax by the serene pool surrounded by lush greenery and comfortable seating.

Private Beach Community in East Hampton! Pool, HotTub, Trampoline & Pirate Ship!

10.0 out of 10, Exceptional, (85)
"It was a great stay"
Private Beach Community in East Hampton! Pool, HotTub, Trampoline & Pirate Ship!
July Flash Sale: Luxury Beach House, Heated Pool, Dune Rd beaches, pets ok
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

July Flash Sale: Luxury Beach House, Heated Pool, Dune Rd beaches, pets ok

10.0 out of 10, Exceptional, (10)
"An absolute perfect home for a family looking to enjoy"
July Flash Sale: Luxury Beach House, Heated Pool, Dune Rd beaches, pets ok
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Enjoy meals in the well-lit kitchen with a central island and stove, plus a dining area with outdoor views.

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Lovely North Fork Beach Cottage (2 BR/2 bath)!
Relax on the porch with a view of lush greenery, featuring a wicker sofa and a small table.

Lovely North Fork Beach Cottage (2 BR/2 bath)!

10.0 out of 10, Exceptional, (114)
"We were pleased with our stay. The house was very clean. My contact with the property manager were great. Would stay again."
Lovely North Fork Beach Cottage (2 BR/2 bath)!
Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum
Relax in this stylish living room with a view of the pool, featuring a sofa, coffee table, and dining area.

Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum

10.0 out of 10, Exceptional, (45)
"Great house, kitchen is well equipped which made dining in very easy. Loved the pool and backyard."
Heated pool/5 min walk to Beach/Beautiful Sag Harbor Village /Restaurant/Museum
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Pool

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

10.0 out of 10, Exceptional, (2)
"The property was exactly as posted. The host was great, super helpful and responsive. The pool was awesome for the kids. It was private and a wonderful stay in Sag Harbor. The town was cute and close. We would definitely stay again ! Thanks so much!"
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
Relax in this serene bedroom with a large bed, chandelier, and window offering a view of lush greenery.

Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

2.0 star property
8.0 out of 10, Very good, (6)
"We had a fantastic stay! The home was exactly as described — clean and very comfortable. The location was perfect. We loved being close to town. Communication was smooth and easy — Frank was quick to respond. We’d absolutely stay here again and recommend it to anyone visiting the area! "
The price is AU$1,104
includes taxes & fees
5 Aug - 6 Aug
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
Southampton cozy cottage by the beach
Beach

Southampton cozy cottage by the beach

The price is AU$1,470
includes taxes & fees
27 July - 28 July
Southampton cozy cottage by the beach
Walk to town, Bike to beach, Private pool oasis !
Relax by the serene pool surrounded by lush greenery.

Walk to town, Bike to beach, Private pool oasis !

10.0 out of 10, Exceptional, (18)
"Nice house with very great outdoor. Well located, with the bikes, we can access the beaches, the city center and some restaurants very easily."
Walk to town, Bike to beach, Private pool oasis !
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Enjoy a serene beachside escape with access to the ocean.

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

9.8 out of 10, Exceptional, (92)
"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 Gate House'on Beach front Estate with Dockage. Walk to Village .
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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Frequently asked questions

Are there holiday rentals in Cutchogue?

Yes, there are holiday rentals in Cutchogue close to 8 Hands Farm, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cutchogue has to offer?

Hamptons Retreat: This holiday home rental outside of Cutchogue offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Cutchogue?

With 44 Expedia holiday rentals, you're guaranteed to find just the right place for your Cutchogue stay.

What’s there to see and do in Cutchogue?

Cutchogue Village Green and Fisherman Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Peconic Bay Winery and Bedell Cellars are other places worth a visit.

What’s a holiday rental in Cutchogue like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cutchogue. Holiday rentals feature amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family gatherings.