
Family-friendly vacation rentals in Jamesport
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Jamesport

Total vacation rentals
Explore 40 vacation rentals in Jamesport

Nightly prices starting at
Jamesport vacation rentals start at G$39,721 GYD per night before taxes and fees

Verified guest reviews
Over 710 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Jamesport vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Jamesport rentals

4.9 Average rating
Jamesport stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Jamesport
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.
KitchenFamilyDecor
4.97 out of 5 average rating, 158 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.
FamilyIndoor spacesValue
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.
KitchenFamilyCheckout
4.99 out of 5 average rating, 156 reviews
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.
FamilyKitchenCondition
4.98 out of 5 average rating, 184 reviews
Hamptons Oasis: pool, grill, lush landscape
Kick back and relax in this calm, stylish, contemporary masterpiece. 4 beds, 3 baths, eco pool, and expansive outdoor living space. Architecturally impressive structure surrounded by lush landscape and tastefully decorated. The outdoor space includes a pool, a new outdoor grill, a fire pit, pool lounge chairs, a dining table under a wisteria pergola and an outdoor sofa area big enough to fit your entire party. Fully equipped kitchen. Short drive to the beach and to downtown Westhampton.
FamilyIndoor spacesQuiet
4.95 out of 5 average rating, 146 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.
KitchenFamilyOutdoor spaces
4.87 out of 5 average rating, 144 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.
KitchenIndoor spacesParking
4.96 out of 5 average rating, 167 reviews
Private Oasis W/Stunning Vinyard and Pool Views
Enjoy spectacular wine country sunset views from the living room that extend to the gorgeous saltwater gunite pool and spa. (Please note THE POOL AND SPA (attached hot tub) are OPEN FROM MAY 1 - OCTOBER 15 only). Beautifully decorated, comfortable home with an updated chef's kitchen and fireplace. Fabulous restaurants, wineries, farms, beaches and exquisite small towns all nearby. Simply put, a magical, peaceful paradise for you and your group.
FamilyIndoor spacesLaundry
4.97 out of 5 average rating, 218 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.
Indoor spacesKitchenBackyard
4.98 out of 5 average rating, 179 reviews
Walk to Breakwater Beach in Heart of Wine Country
Private and peaceful cottage walking distance to Breakwater Beach and Old Mill Inn Restaurant on the water opening Spring 2025. There are two large decks to relax by the firepit and drink your wine from the local wineries. Bikes, kayak, and paddle board are stored in the barn for guests use. Easy access to the marina, fishing, fine dining, vineyards, and farm stands.
FamilyKitchenSleep quality
4.92 out of 5 average rating, 119 reviews
Cozy Seaside Cottage
The Cottage at Whitecap is part of an Historic Compound built in 1883 and is located in the heart of New Suffolk. The Cottage offers 4 Bedrooms and 2 Bathrooms. The house is steps from the beach and conveniently located by restaurants, wineries and a public boat ramp. It's the perfect location for your next vacation, small get together or winery weekend getaway.
KitchenFamilyParking
4.97 out of 5 average rating, 105 reviews
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.
KitchenIndoor spacesBeach
4.96 out of 5 average rating, 222 reviewsPopular amenities for Jamesport family-friendly rentals
Family-friendly home rentals with a hot tub

Southampton Village Newly Built Gem
FamilyIndoor spacesAccess
4.97 out of 5 average rating, 103 reviews
Hampton's Haven
FamilyKitchenBackyard
4.93 out of 5 average rating, 167 reviews
Calf Creek Cottage (Water Mill/Bridgehampton)
KitchenIndoor spacesHospitality
4.95 out of 5 average rating, 110 reviews
Luxury modern farmhouse with heated pool & hot tub
FamilyKitchenBathroom
4.93 out of 5 average rating, 148 reviews
Sprawling Hamptons Estate with Hot Tub & Amenities
KitchenFamilyCheckout
4.78 out of 5 average rating, 146 reviews
Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
FamilyKitchenGetting around
4.95 out of 5 average rating, 101 reviews
By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy
FamilyKitchenHiking
4.93 out of 5 average rating, 272 reviews
Blue Bay Dream (Outdoor Jacuzzi, Cabana + Office)
FamilyKitchenTV
4.92 out of 5 average rating, 514 reviewsFamily- and pet-friendly home rentals

Luxury Hamptons Getaway w/ Private pool- sleeps 14
KitchenIndoor spacesAccess
4.84 out of 5 average rating, 131 reviews
Modern Farmhouse Retreat North Fork Wine Country
FamilyKitchenDecor
4.95 out of 5 average rating, 153 reviews
Coastal Retreat|Heated Saltwater Pool|5 MinToBeach
FamilyIndoor spacesBiking
4.94 out of 5 average rating, 119 reviews
Southamp Waterview, DogsFREE! Kayaks, Ping-Pong
Indoor spacesKitchenCheck-in
4.95 out of 5 average rating, 206 reviews
Pool Central Private Bridgehampton Home
Indoor spacesKitchenLocation
4.93 out of 5 average rating, 109 reviews
Dream Home with a wonderful heated pool in SH
Indoor spacesFamilyTV
4.96 out of 5 average rating, 225 reviews
Hamptons WaterLiving-Dock, Kayak, Beach, EV charge
Indoor spacesFamilyCondition
5.0 out of 5 average rating, 117 reviews
Astounding Watermill 5 Bedroom home with Pool
KitchenIndoor spacesWifi
4.94 out of 5 average rating, 167 reviewsFamily-friendly home rentals with a pool

Splendid private cottage
FamilyKitchenDecor
4.95 out of 5 average rating, 103 reviews
The Perfect North Fork Escape
FamilyIndoor spacesAmenities
4.88 out of 5 average rating, 139 reviews
Nassau Point, North Fork Home w/ Pool
Indoor spacesKitchenAccess
4.95 out of 5 average rating, 88 reviews
Cozy Home with Pool - Near Beach and Restaurants
Indoor spacesKitchenPets
4.97 out of 5 average rating, 58 reviews
Hamptons Oasis | Saltwater Pool, Hot Tub & Games
FamilyIndoor spacesView
4.99 out of 5 average rating, 96 reviews
New 7-BR w/Yr-round HotTub/MovieTheat/Firepit/Pool
KitchenFamilyHot tub
4.91 out of 5 average rating, 11 reviews
Serene and refined North Fork home with pool
FamilyIndoor spacesAir conditioning
5.0 out of 5 average rating, 10 reviews
North Fork Sound Front Home with Pool
FamilyIndoor spacesAir conditioning
4.87 out of 5 average rating, 46 reviewsDestinations to explore
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