
Holiday rentals in Flanders
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Top-rated holiday rentals in Flanders
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Chic Artist Loft Cottage
We loved all things SEA…my family built this special Artist Loft Tiny Cottage Retreat. Over the years, family & guests have created beautiful memories here. The Cottage has a large fenced yard, & deck. The inside is an open layout, light and airy. It is very clean and designed with care. The living rm area has a sleeping sofa with a staircase to the loft that has a platform bed and a tiny twin cot. The kitchen is fully equipped & there is a full bath & W/D. 1 mile to Main St/1.5 mi. to Beaches.

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.

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!

Mamma Mia Getaway
Escape this holiday season to Eastport, NY, and indulge in a memorable stay at this spacious 4-bedroom, 2-bathroom vacation rental house. With a dreamy yard, and a deck, this home has everything needed for a relaxing getaway. Explore nearby attractions such as the captivating wineries and breweries, apple picking, the vibrant Montauk Point Lighthouse, and the unspoiled beauty of the Hamptons. After a day of adventure, return home to unwind by the deck or in the cozy bar room. Eastport awaits!

Saltwater Pool + Hot Tub + Private Beach
Tucked away, high in the Shinnecock Hills, our property offers a private setting for a relaxed stay in the Hamptons. Located just a few minutes from world famous beaches, golf courses (SHINNECOCK) and the Villages of Southampton, Westhampton Beach & Sag Harbor, we're just a short ride away from everywhere you'd want to be. Our private beach on Shinnecock Bay is less than a 1/4 mile away, but with your own inground saltwater pool, hot tub and outdoor shower, you might not ever want to leave!

The House of the Mermaid aka La Casa della Sirena
Welcome to The House of the Mermaid! Come stay in this newly renovated and decorated basement apartment in my house in a quiet and residential area of Hampton Bays. Close to all that you could ever want; restaurants, bars, shopping, and beaches. Perfect getaway for any season. The Hamptons are known for their amazing Summers at the beach, but don't forget about all that Long Island has to offer throughout the seasons. Shopping at Tanger Outlets, apple/pumpkin picking, and the N.F. vineyards!

Charming & Bright Pool Cottage
Take a deep breath when you enter this very bright, well appointed pool cottage. Lush backyard with the main residence and use of the salt water, unheated pool and outdoor shower. Property is on a tree lined street that ends at the bay. A 5 minute walk to the quaint village of East Quogue. Want to hit the fabulous Hampton beaches, they are a 10 minute drive away. Closest downtown Hamptons are Hampton Bays (5 min), Westhampton (our favorite ...10 min) and Southampton (15 min).

Private & Cozy Cottage with short walk to beach!
Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My
Welcome to nature's retreat, our secluded North Fork haven where 2+ acres of wild beauty and private beach access promise unparalleled relaxation. Delight in our hot tub's warmth under the stars, unwind on swings, or glide on bay waters with our kayak. With enchanting porch views, an invigorating outdoor shower, and nearby organic farms, our cabin is an idyllic escape. Experience the local charm with vineyard tours and return to a haven of comfort and adventure.

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.

Charming Retreat Near Ocean Beaches
Entire House! Large fenced in yard, great for pets. Two bedrooms, one song ride away from Ponquogue Beach. Have the beach to yourself for walks and exercise! Perfect place to get away and Unwind. The house is located on a quiet residential street close to the hamlet of Hampton Bays. Enjoy the patio and fire pit (use non-windy days) on 1/4 acre property. Still plenty to do here, we are 20 minutes from Wine Country and Tanger Outlets.

Secluded Farmhouse - Studio Apartment Style Unit
Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.
Popular amenities for Flanders holiday rentals
Stay near Flanders's top sights
Other great holiday rentals in Flanders

Hampton Bays Beach House with a superb location

Gorgeous Hamptons Farmhouse without the Traffic!

Charming Home in WestHampton Beach

Cozy Home with Pool - Near Beach and Restaurants

Luxe Southampton Home w/Pool 5 Min Walk to US Open

2.5 Miles from the 2026 U.S OPEN, Waterfront

The Tidewater House

The modern farmhouse view
Destinations to explore
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- Rentals with a fireplace Flanders
- House rentals Flanders
- Rentals with pools Flanders
- Rentals with beach access Flanders
- Rentals with outdoor seating Flanders
- Rentals with a washing machine and dryer Flanders
- Pet-friendly rentals Flanders
- Family-friendly rentals Flanders
- Rentals with a firepit Flanders
- Rentals with a patio Flanders
- Yale University
- Cooper's Beach, Southampton
- Fairfield Beach
- Mohegan Sun
- Ocean Beach Park
- Robert Moses State Park Beach
- Mystic Seaport Museum
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Long Island Aquarium
- Sherwood Island State Park
- Compo Beach
- Amagansett Beach
- Orient Beach State Park
- Wölffer Estate Vineyard
- Mount Southington Ski Area
- Ocean Beach
- Meschutt Beach
- Mystic Aquarium
- Ditch Plains Beach
- Bluff Point State Park





