North Fork Holiday Rentals

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Holiday Rentals in North Fork

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (206)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums

1.5 Acre Luxury Escape - Saltwater Pool with Water Views

10.0 out of 10, Exceptional, (1)
"Very nice house In great shape and outstanding pool area."
1.5 Acre Luxury Escape - Saltwater Pool with Water Views

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (171)
"Beautiful and cozy lakeside retreat. Super serene and peaceful place to stay."
Fabulous Waterfront Property in the Heart of Wine Country

Aqua Vista

10.0 out of 10, Exceptional, (10)
"My sister and I stayed at Aqua Vista the last weekend in October. The weather was amazing. The house is located just a block form the ferry to Shelter Island and a couple of blocks to all the shops in Greenport.The apartment was clean well equipped and well maintained. Located in a lovely area close to all the shops. We would definitely stay there again . The"
Aqua Vista

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

9.8 out of 10, Exceptional, (60)
"Very nice spot for a couple to stay. Fully equipped and thoughtfully laid out. Comfortable bed. Updated in all ways. Exceptionally clean and well stocked. Very convenient to downtown and extremely walkable."
Quaint DT Greenport Apt - 2 Mi to Shelter Island!

Cozy Seaside Cottage

10.0 out of 10, Exceptional, (33)
"Loved our stay at Whitecap. Great location, spotlessly clean. Very comfortable with everything you need for a wonderful stay."
Cozy Seaside Cottage

Historic Luxury Seaside Getaway

10.0 out of 10, Exceptional, (32)
"We loved o weekend getaway with the family. The house was beautiful. Everything was perfect. "
Historic Luxury Seaside Getaway

North Fork seaside retreat for design lovers

10.0 out of 10, Exceptional, (2)
"Awesome property with everything you need for a great getaway. European chic touches throughout and a location that is just fantastic!! Spectacular Sunrises on the deck with breakfast overlooking Orient Harbor, Bug Light, and Shelter Island are mesmerizing. The view and the setting just never gets old-a real gem!! Nicole was terrific to deal with - we’ll be back!!"
North Fork seaside retreat for design lovers

Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!

10.0 out of 10, Exceptional, (18)
"Such a cute little place to stay. We enjoyed our time there. "
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!

Entire, new, roomy, village beach house close to beach, park, and town center

10.0 out of 10, Exceptional, (15)
"Beautiful home enjoyed by everyone in the group. Close to town,beach and wineries. Grandchildren enjoyed the miniature Greenport Express and of course the carousel and swimming at local beach."
Entire, new, roomy, village beach house close to beach, park, and town center

Stunning Beachfront Home ~ Family Friendly, Close to Wineries!

10.0 out of 10, Exceptional, (165)
"Our married children and our granddaughter had an absolutely wonderful time at this home. The house was clean and beautiful. The view from the master bedroom and from the whole first floor were spectacular. Unfortunately, the weather was not great so we didn’t get much time outdoors, but the house was so beautiful. We had a blast. We hope to be back again. "
Stunning Beachfront Home ~ Family Friendly, Close to Wineries!

Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.

10.0 out of 10, Exceptional, (147)
"Maritza and John were very friendly hosts and we even met their lovely dog Sara! Central location to Greenport. You have access to the top floor of the house where it is both homely and inviting. Would stay here again"
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.

Walk to Love Lane! Immaculately renovated private cottage.

10.0 out of 10, Exceptional, (14)
"Great private location. Awesome if you have a dog. Easy to get to everything."
Walk to Love Lane! Immaculately renovated private cottage.

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

10.0 out of 10, Exceptional, (2)
"We had a fantastic time at this rental on the East end of Long Island. The place was clean, spacious, and perfect for our family getaway. Highly recommend!"
The price is AU$1,521
includes taxes & fees
27 Nov - 28 Nov
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Gorgeous Historical 6 bdrm House close to vineyards and breweries,

10.0 out of 10, Exceptional, (32)
"12 of us were in town for a friends wedding nearby and really enjoyed our stay at this place! The property is huge with plenty of parking and plenty space both inside and outside. Vicky was very communicative and gave us a tour, instructions for our stay, and recommendations in the area upon arrival. We were able to check-in early and our check-out time was flexible too which was super helpful given our large group and a late night at the wedding. If we ever need somewhere to stay on the North...
Gorgeous Historical 6 bdrm House close to vineyards and breweries,

Newly built ranch, beautifully landscaped with pool, large yard, patio,...

10.0 out of 10, Exceptional, (16)
"This house is in the perfect location. Close to the town of Green port and so close to the wineries. The house was clean and comfortable. "
Newly built ranch, beautifully landscaped with pool, large yard, patio,...

Quaint Family-sized Home w/private beach — 5 minutes from wineries!

9.6 out of 10, Exceptional, (10)
"Excellent "
Quaint Family-sized Home w/private beach — 5 minutes from wineries!

Sea Breeze Paradise: Beachfront & Panoramic Views

9.6 out of 10, Exceptional, (21)
"We had the best time! We spent a lot of time sitting outside and were also able to easily take in the beautiful view while inside on the couch. The house was clean and a perfect size for the 5 of us. The property manager was very responsive to our questions. It was a good location for a weekend in Greenport and/or the wineries. Thanks for a great weekend!"
Sea Breeze Paradise: Beachfront & Panoramic Views

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

10.0 out of 10, Exceptional, (24)
"A five star review is not enough for this beautiful property! It is so well appointed, with everything you can possibly imagine to make your stay nothing less than perfect! It is an immaculate place that is decorated beautifully and the moment you open the door here you know you’ve chosen a charming and beautiful place to stay. The owner, Bill, was readily available prior to arriving to answer any questions we had. Even after we were here, he was in communication with us, which is always a...
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Cozy Cottage on the North Fork Close to Vineyards & Beaches

9.8 out of 10, Exceptional, (36)
"Such a cute cottage and perfect location. We loved the cottage decor and cleanliness. (I’m picky) Wineries and towns were close by and easily accessible. All communication was timely and helpful. Would stay again. "
Cozy Cottage on the North Fork Close to Vineyards & Beaches
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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Other types of properties in North Fork you may be interested in

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (487)
"Restaurant was horrible, other wise not an bad experience "
The price is AU$249
includes taxes & fees
8 Dec - 9 Dec
Sound View Greenport

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (416)
"Great location.Excellant breakfast.However somewhat worn down,such as rug stains.Service was more than adequate."
The price is AU$249
includes taxes & fees
1 Dec - 2 Dec
The Harbor Front Inn

Hyatt Place Long Island East End

3.0 star property
9.0 out of 10, Wonderful, (1033)
"The front desk staff person named McKenzie was outstanding! She was- professional, personal, very knowledgeable, kind, attentive, and responded quickly to all my requests and questions. "
The price is AU$240
includes taxes & fees
18 Dec - 19 Dec
Hyatt Place Long Island East End
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in North Fork?

Yes, there are holiday rentals where you'll be only 6.3 mi (10.2 km) from Splish Splash Water Park, offering you a secluded option if you want peace and quiet.

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

Drifted Inn. North Fork Escape: This highly rated holiday home rental in North Fork is located on the waterfront, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a hob, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in North Fork?

While exploring the area, visit family-friendly sights like Splish Splash Water Park, or get outside and enjoy nature at Cooper's Beach. In the wider area, you’ll find Martha Clara Vineyards and Harbes Family Farm.

What’s a holiday rental in North Fork like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in North Fork. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.