
House holiday rentals in Flanders
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Top-rated house rentals in Flanders
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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.
4.91 out of 5 average rating, 57 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.
4.97 out of 5 average rating, 158 reviews
Southampton Village Newly Built Gem
Enjoy a stylish experience at this 3765+ sq ft., just built, SH Village gem! Beautiful and bright spacious home with 5 well appointed bedrooms, multiple custom closets and 5.5 baths (4 ensuite). Luxurious lighting fixtures throughout the home. Living room fireplace, vaulted wooden beam kitchen ceiling with formal dining for 10 plus. Gunite pool and spa, with multiple outdoor seating areas. Expansive media room with 75 inch TV and room length comfy cloud sofa. Two sets of washers and dryers.
4.97 out of 5 average rating, 103 reviews
Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.
4.93 out of 5 average rating, 138 reviews
Serene East Hampton Escape - Warm Pool til Nov
A luxuriously curated woodland escape with massive pool (heated and open May through October), fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office with queen sofa bed, a freestanding soaking tub, and a designer chef’s kitchen with a custom dining table for ten or more.
4.99 out of 5 average rating, 156 reviews
Cozy Home with Pool - Near Beach and Restaurants
Bright, modern, and designed for easy beachside living, this home is the perfect retreat. Enjoy an open layout with a cozy fireplace and updated kitchen, ideal for relaxed mornings or entertaining. The professionally landscaped, fenced yard is perfect for outdoor fun, BBQs, and features a private gunite, saltwater, heated pool. Minutes to beaches, parks, restaurants, shops, and the gym. EV charger on-site. Ideal as a year-round home or summer escape. Your Hamptons getaway awaits!
4.97 out of 5 average rating, 58 reviews
Stunning Hamptons Waterfront Escape w/ Sunset View
Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will close on September 15th, 2026 and will reopen May 29, 2027.
4.87 out of 5 average rating, 144 reviews
Coastal Retreat|Heated Saltwater Pool|5 MinToBeach
Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!
4.94 out of 5 average rating, 119 reviews
East End Escape
Welcome to East End Escape: A cozy one bedroom retreat with a king bed, queen sleeper sofa, bright bath, great water pressure. Enjoy a full kitchen, two dining areas, WiFi, parking for two full sized vehicles. Fully fenced in backyard with a propane fire pit. Perfectly located between the North and South Forks, you’ll have easy access to wineries, beaches, and charming towns. Just a short walk to Peconic Bay. Clean non toxic hand and bath products supplied.
4.86 out of 5 average rating, 35 reviews
Walk to Beautiful Beach in Heart of Wine Country
Enjoy bright, comfortable and modern home in the heart of North Fork wine and farm country located just a quick walk from a gorgeous Peconic Bay beach with tennis/pickleball courts, volleyball and playground right on the beach. You'll have easy and quick access to the best of the east end: beautiful beaches, boating, fishing, fine and casual dining, vineyards, wineries, breweries, farms and farm stands offering fresh local produce, antique and local shops.
4.96 out of 5 average rating, 167 reviews
Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.
4.98 out of 5 average rating, 179 reviews
Luxury Hamptons Getaway w/ Private pool- sleeps 14
Escape to this private Hamptons retreat in the exclusive Bay-Woods enclave of Hampton Bays. Set on a beautifully landscaped acre, the home is just 10 minutes to ocean beaches, 5 minutes to the bay, and 10–15 minutes to Southampton Village for dining, shopping, nightlife, and Cooper’s Beach. Enjoy peaceful luxury, outdoor living, and the perfect location for a relaxing Hamptons getaway. Shinnecock Hills Golf Club is also just minutes away.
4.84 out of 5 average rating, 131 reviewsPopular amenities for house rentals in Flanders
House rentals with a pool

Hampton's Haven
4.93 out of 5 average rating, 167 reviews
Dream Home with a wonderful heated pool in SH
4.96 out of 5 average rating, 225 reviews
Est.1840 Farmhouse | Heated Pool & by Bay
4.94 out of 5 average rating, 102 reviews
Private Oasis W/Stunning Vinyard and Pool Views
4.97 out of 5 average rating, 218 reviews
Beach House Feel - Newly renovated Backyard Oasis
4.99 out of 5 average rating, 153 reviews
Astounding Watermill 5 Bedroom home with Pool
4.94 out of 5 average rating, 167 reviews
Secluded Farmhouse - Studio Apartment Style Unit
4.96 out of 5 average rating, 222 reviews
Luxury modern farmhouse with heated pool & hot tub
4.93 out of 5 average rating, 148 reviewsWeekly house rentals

5BR Beachfront Retreat | Water Views & Relaxation
4.92 out of 5 average rating, 36 reviews
The Hamptons Surf Cottage!
5.0 out of 5 average rating, 97 reviews
Best View + Putting Green + Private Beach
4.95 out of 5 average rating, 77 reviews
North Fork True Beachfront Home
4.88 out of 5 average rating, 48 reviews
Designer Home w/ Heated, Salt-Water Pool
4.94 out of 5 average rating, 62 reviews
Hamptons Retreat • Hot Tub • Minutes to Beaches
5.0 out of 5 average rating, 20 reviews
Walk to Beach | Rooftop Bay Views |Fully Fenced In
5.0 out of 5 average rating, 7 reviews
-:Cabin By The Sea:- -Salt Hot Tub- *Dog Friendly*
5.0 out of 5 average rating, 24 reviewsPrivate house rentals

Luxe Southampton Home w/Pool 5 Min To Town & Beach
4.98 out of 5 average rating, 62 reviews
Walk to the village! Modern beach house
4.98 out of 5 average rating, 52 reviews
After Beach Family Retreat
4.95 out of 5 average rating, 65 reviews
Hamptons Cottage, Sleeps 7
5.0 out of 5 average rating, 10 reviews
Brand New Sun Filled Home
4.96 out of 5 average rating, 25 reviews
Luxury Home With Stunning Views
4.89 out of 5 average rating, 9 reviews
NEW DECK! Private, Heated Pool, Home Office & Gym
4.98 out of 5 average rating, 65 reviews
Chic Hamptons Gateway | Pool, Hot Tub, Beach
5.0 out of 5 average rating, 23 reviewsDestinations to explore
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- Yale University
- Mohegan Sun
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Sunken Meadow State Park
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Robert Moses State Park Beach
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Sherwood Island State Park
- Meschutt Beach
- Orient Beach State Park
- Ditch Plains Beach
- Wesleyan University
- Splish Splash Water Park
- Long Island Aquarium





