
Family-friendly holiday rentals in Flanders
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Flanders
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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!
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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.
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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!
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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.
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Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.
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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.
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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.
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The Haven - Gateway to Hamptons & North Fork
Welcome to The Haven, your peaceful and luxurious retreat in the Hamptons. This beautifully restored and converted barn radiates creativity, tranquility, and understated elegance. Step outside into the lush gardens with your morning coffee, or spend the evening by the fire pit under a sky full of stars – pure magic. Located in Long Island, NY, it offers easy access to ocean and bay beaches, vineyards, farm stands, and charming villages.
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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.
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Southamp Waterview, DogsFREE! Kayaks, Ping-Pong
Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of 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.
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Hamptons Waterfront Suite | Private Hot Tub
✔ Separate private guest suite with its own entrance ✔ Entire back property exclusively yours (not shared) ✔ Year-round saltwater hot tub ✔ Private dock + 2-person kayak ✔ Fire pit, lounge chairs & beach towels ✔ Stunning waterfront sunrise & sunset views ✔ Private porch & outdoor shower ✔ 55" Smart TV & electric fireplace ✔ Self check-in & central air ✔ 19 minutes to Southampton Village ✔ Adults only – No pets – No children
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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.
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Popular amenities for Flanders family-friendly rentals
Family-friendly home rentals with a hot tub

Swimming pool w/Hot tub Fire Pit Coffee Bar
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Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My
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GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room
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Steps to Beach • Hot Tub • Game Room • Water Views
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Waterfront Round House View
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Private Oasis W/Stunning Vinyard and Pool Views
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Modern Farmhouse with Hot Tub in Old Lyme, CT
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Luxury modern farmhouse with heated pool & hot tub
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Family- and pet-friendly home rentals

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach
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Charming Apt in the Heart of the Hamptons
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Walk to Breakwater Beach in Heart of Wine Country
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Stunning Hamptons Waterfront Escape w/ Sunset View
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Serene w/ large pool ~1 block to waterfront dining
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WELCOME TO THE LOVE SHACK BY THE SEA
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"Red House on the Knoll" at Indian Cove
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La casita J place
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Family-friendly home rentals with a pool

Hamptons Oasis: pool, grill, lush landscape
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Oasis Hampton getaway
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Beach House Feel - Newly renovated Backyard Oasis
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Hampton Bays village summer home!
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Ocean View Studio with King Bed
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Splendid private cottage
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Charming & Bright Pool Cottage
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1 Bedroom Hamptons Waterfront Cottage Rental
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Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Portland Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Newark Holiday rentals
- Newport Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Yale University
- Mohegan Sun
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Mystic Aquarium
- Mystic Seaport Museum
- Southampton Beach
- Sunken Meadow State Park
- Soundview Beach
- Hammonasset Beach State Park
- Compo Beach
- Powder Ridge Mountain Park & Resort
- Ocean Beach
- Sleeping Giant State Park
- Wölffer Estate Vineyard
- Sherwood Island State Park
- Yale University Art Gallery
- Orient Beach State Park
- Robert Moses State Park Beach
- Meschutt Beach
- Wesleyan University
- Long Island Aquarium
- Ditch Plains Beach





