Holiday rentals in Flanders

4.87 out of 5 average rating, 23 reviews

The Perfect Bay House Escape

Escape to the perfect summer rental in the Township of Southampton, just a block away from the community beach and convenient access to the bay for boaters. This beautifully renovated 3-bedroom, 2-bath retreat features a tv room loft with sleeper sofa , enclosed porch, cozy fireplace, state-of-the-art appliances, deck for family gatherings, fire pit, and the added bonus of being only steps away from the beach! Embrace the ultimate summer getaway at this stylish rental, perfect for group trips.

Superhost

4.84 out of 5 average rating, 68 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

4.86 out of 5 average rating, 85 reviews

Flat in Center Moriches

Quiet and comfy studio near the Hamptons

*If you have good prior reviews book our place and receive an offer within 24hrs! A well equipped cozy studio only 20 minutes from the Hamptons and 10 minutes away from LIRR train station to go into NYC (free parking at the train station!) This studio has a small kitchenette to warm up meals, a full size fridge, we include some snacks for those late night cravings. A queen size bed, a separate desk and chair to study or work, a couch, smart TV, and a peaceful environment to relax and unwind.

Guest house in The Hamptons

4.97 out of 5 average rating, 191 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

4.96 out of 5 average rating, 106 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully fenced tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

4.96 out of 5 average rating, 25 reviews

The Beach Bungalow!

If you are looking for an unforgettable beach getaway in the Hamptons, look no further. Located on a quiet residential block located in a very desirable beach area all within walking distance to outside dining on the water to the finest beaches in the world. From biking around town to the coastline of the Infamous Dune Road estates. We are minutes away from Wineries and Pumpkin patches located on both, the North Fork & the Hamptons. Come take a look! You will not be disappointed.

5 out of 5 average rating, 86 reviews

Barn in The Hamptons

The Heaven

Welcome to the Gate Way to the North and South Forks of the Hampton's in Long Island New York. Newly remodeled, when not in use as an artists studio, transforms into a relaxing oasis. Easy access to ocean and bay beaches, Vineyards, Farm stands and Villages. The Barn is good for couples for a romantic get away and business travelers looking for a retreat. Please note: Bathroom ground floor Bedrooms 1st floor Not suitable for young children No Pets allowed

Serviced apartment in North Fork

4.93 out of 5 average rating, 107 reviews

J&J's BnB Lovely, BR/Bath w/ Private Entrance!

Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

4.9 out of 5 average rating, 40 reviews

Cottage in The Hamptons

Bayside bliss - Charming 2bdrm on the water w dock

Lovely 2 bedroom cottage located on the water with your own private dock. 2 queen beds, 1 bathroom, and full kitchen. Enjoy a swim and outdoor shower after a blissful kayak along the shores of the Peconic Bay. Easy access to the North and South Forks of Long Island, famous wine trails, Ocean Beaches, and amazing farms. 2 kayaks included in the rental. Experience the food, drink, and beautiful scenery with a short drive to all of the Hamptons.

4.96 out of 5 average rating, 170 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of the Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

Superhost

4.94 out of 5 average rating, 130 reviews

Peaceful Retreat in Immaculate Architect’s House

This "like new" contemporary home features 4 bedrooms, 3.5 baths, open living spaces, soaring ceilings, abundant natural light, and a modern kitchen. Nestled in tranquil West Tiana Shores, minutes from bay & ocean beaches, and charming Hampton villages (Southampton, Westhampton, Quogue). The living room directly faces your private pool, cedar deck, and lush garden—a perfect getaway for vibrant summers and relaxing winters

4.98 out of 5 average rating, 104 reviews

Perfect water-view within a beach community.

Private,tranquil, quiet place to get away from it all. Work or relax in peaceful perfect place amongst nature. Without question a one of a kind. Lush lawn areas. Friendly neighborhood Nice walks to our neighborhood beach with its white sands and picturesque views. Paired with views from this home is worth a stay to visit the area. Our reviews paint a perfect picture of what’s to be expected.

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Other great holiday rentals in Flanders

4.92 out of 5 average rating, 86 reviews

Cottage in The Hamptons

Hamptons Cottage.

KatherineRating, 5 stars1 day ago

We had a great stay! The house was pristine and the kitchen was very well stocked. The cottage was very close to beaches, restaurants and grocery stores! I would definitely recommend to anyone looking to get away for a beach vacation!

Flat in The Hamptons

4.93 out of 5 average rating, 74 reviews

Hamptons Waterfront Escape/ Hot Tub/ Resort Style

MichaelRating, 5 stars9 months ago

Upon arriving we were taken with the location, beautiful and ample plantings and attention to detail like a bottle of wine and a variety of snacks to welcome us. The hosts were gracious, warm, gave us privacy, and great tips on where to eat. Cowfish in Hampton Bays is not to be missed. A large and private hot tub, comfortable lounges, and outdoor shower are just some of the amenities. A fire pit with water views was a great spot to unwind at night. The hosts gave us kindling and a lighter, and were very responsive with other asks and recommendations. It’s a great location with ease of access for both the North and South Fork. Would not hesitate to recommend to others.

4.95 out of 5 average rating, 92 reviews

Stunning Bay-front Views - Hampton Bays

CalvinRating, 5 stars3 weeks ago

While not the newest or most modern house, Michael's house was very spacious, in a private area of Hampton Bays, with a beautiful waterfront view of the bay. If you're into nature, you'll love this house. Private access to the beach is available right off the backyard. Michael was very responsive and communicative. Never had to wait long for a response to questions.

Flat in The Hamptons

4.8 out of 5 average rating, 59 reviews

Sunny and Spacious 1BR Apartment

WendyRating, 5 stars5 days ago

Wonderful stay . Met Kyle right away and he was so friendly and helpful. Left us a beautiful basket when we arrived with wine, beer, bars. There is a keurig with coffee pods, spices if you decide to cook. He told us about beaches we could go to and the area around. Will definitely return if we are in the area again!

4.91 out of 5 average rating, 22 reviews

2-Acre Estate. Beach, winery, pool, and hot tub

JamesRating, 5 stars2 months ago

We were happy with our stay. It allowed my family all be together during a funeral for my brother. I appreciated the owner being a good host and allowing us to bring our two small dogs with us. The size of the house made it comfortable for all my family members.Thank you.

5 out of 5 average rating, 17 reviews

Villa in The Hamptons

Hamptons Bungalow With Pool

RalphRating, 5 stars2 weeks ago

My family and I were lucky enough to stay at Jenna’s over Memorial Day Weekend. The house was even better than the pictures, if that’s possible. Very clean, and beautifully presentable. Everything was clean and ready for us, and Jenna had genuinely everything we could have possibly needed. Jenna was extremely communicative even leading up to our stay. Hope to stay again sometime soon!

Luxe

5 out of 5 average rating, 6 reviews

Charming, Modern Hamptons Gem

EmilyRating, 5 stars3 weeks ago

We had a lovely stay at Christine’s for a family wedding at the Westhampton Country Club. Our family is from out of town and had my mother and our kids in tow. The property was quiet and peaceful. Its location close to town was perfect. The house itself was adorable, nicely furnished and very clean. My kids loved the toys in the kids room and the swingset. Couldn’t ask for more. Thank you Christine!