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Family-friendly holiday rentals in Jamesport

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Jamesport

  • Total holiday rentals

    Explore 40 holiday rentals in Jamesport

  • Nightly prices starting at

    Jamesport holiday rentals start at $333 NZD per night before taxes and fees

  • Verified guest reviews

    Over 710 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Jamesport holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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.

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Top Guest favourite
A heated saltwater pool is surrounded by a spacious green lawn and lounge chairs, with a tree-lined white fence in the background. The house features a charming design with large windows and a wide patio area, suitable for outdoor dining and relaxation.
Home in Hampton Bays

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.

KitchenIndoor spacesTV

4.97 out of 5 average rating, 158 reviews
Guest favourite
A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.
Home in Mattituck

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 spacesWi-Fi

4.93 out of 5 average rating, 138 reviews
Top Guest favourite
Home in East Hampton

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.

Indoor spacesFamilyBiking

4.99 out of 5 average rating, 157 reviews
Top Guest favourite
A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.
Cottage in Riverhead

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.

KitchenFamilyWi-Fi

4.98 out of 5 average rating, 184 reviews
Top Guest favourite
A contemporary home with large windows overlooks a serene pool area. Lush greenery surrounds the property, providing a natural backdrop. Sun loungers are positioned beside the pool on spacious stone decking, inviting relaxation and outdoor enjoyment.
Home in Westhampton Beach

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.

Indoor spacesFamilyBackyard

4.95 out of 5 average rating, 146 reviews
Guest favourite
A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.
Home in Hampton Bays

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.

KitchenIndoor spacesNearby

4.87 out of 5 average rating, 144 reviews
Top Guest favourite
A modern living area is highlighted by a gray sofa centered on a low coffee table. Two armchairs are placed to one side, while a textured area rug complements the space. Wall art hangs above the sofa, and natural light enters through large windows.
Home in North Fork

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 spacesNearby

4.96 out of 5 average rating, 167 reviews
Guest favourite
A serene outdoor area showcases a saltwater pool with a spa, surrounded by well-maintained landscaping featuring vibrant yellow flowers. Lush green fields extend into the distance, framed by a clear sky with scattered clouds.
Home in North Fork

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.

Indoor spacesKitchenLaundry

4.97 out of 5 average rating, 218 reviews
Top Guest favourite
A charming cottage exterior features wood shingles and white trim. An American flag hangs proudly from the front, while window boxes with greenery add a touch of color. The light blue front door complements the natural elements, inviting guests inside.
Home in Westhampton Beach

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.

FamilyIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 179 reviews
Guest favourite
A modern cottage is set amidst lush greenery, featuring a spacious rear deck and a lower patio area with two lounge chairs. The second story includes a covered deck with an awning, while large windows invite natural light into the interior.
Home in Mattituck

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.

FamilyIndoor spacesLocation

4.92 out of 5 average rating, 119 reviews
Guest favourite
The exterior of the cottage is showcased, featuring a well-maintained garden with green grass and vibrant trees. A spacious patio area invites relaxation, accented by outdoor seating. The house, with its charming architectural style, is framed by lush foliage under a clear blue sky.
Cottage in North Fork

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.

Indoor spacesFamilyCheckout

4.97 out of 5 average rating, 105 reviews
Top Guest favourite
A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.
Home in North Fork

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.

KitchenFamilyHiking

4.96 out of 5 average rating, 222 reviews

Popular amenities for Jamesport family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
The exterior of a modern two-story home features a sleek white facade with large windows allowing for ample natural light. A covered porch provides a welcoming entrance, alongside neatly arranged greenery and stone pathway leading to the front door.
Home in Southampton

Southampton Village Newly Built Gem

Indoor spacesFamilyAccess

4.97 out of 5 average rating, 103 reviews
Top Guest favourite
A contemporary ranch-style home is surrounded by lush greenery. The custom-shaped heated pool features a waterfall and is bordered by a stone patio with lounge chairs and umbrellas. A state-of-the-art hot tub is positioned nearby, enhancing the outdoor relaxation space.
Home in Westhampton Beach

Hampton's Haven

FamilyIndoor spacesLayout

4.93 out of 5 average rating, 167 reviews
Guest favourite
An open-concept living space features a modern dining area with a wooden table set for six, complemented by sleek metallic chairs. A comfortable sectional sofa is positioned across from a wall-mounted television, with a fireplace and green outdoor views visible through large windows.
Cottage in Bridgehampton

Calf Creek Cottage (Water Mill/Bridgehampton)

KitchenIndoor spacesHot tub

4.95 out of 5 average rating, 110 reviews
Guest favourite
A modern farmhouse is set on a spacious lot. The architecture features a blend of dark and light siding with a white chimney. A well-maintained path leads to a front porch, surrounded by landscaped greenery, enhancing the inviting curb appeal.
Home in Sound Beach

Luxury modern farmhouse with heated pool & hot tub

FamilyKitchenHeating

4.93 out of 5 average rating, 148 reviews
Guest favourite
The image captures a spacious outdoor area featuring a large heated pool with a fountain and surrounding stone patio. Nearby, lounge chairs are arranged for relaxation, while a generous lawn stretches in the background, accompanied by a well-designed home nestled among trees.
Home in East Hampton

Sprawling Hamptons Estate with Hot Tub & Amenities

Indoor spacesFamilyCheckout

4.78 out of 5 average rating, 146 reviews
Guest favourite
A well-designed outdoor area features a pristine pool with colorful floats, bordered by a spacious deck. Lounge chairs, adorned in striped blue and white, provide comfortable seating under large umbrellas. The house is illuminated, showcasing a welcoming atmosphere amidst lush greenery.
Villa in East Hampton

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open

KitchenFamilyHot tub

4.95 out of 5 average rating, 101 reviews
Superhost
The open living area features a custom slate pool table with a vibrant arrangement of billiard balls. A modern kitchen is visible in the background, including sleek cabinetry and a refrigerator. A tasteful seating area includes a fireplace and a large wall-mounted television.
Home in Shirley

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

FamilyKitchenCondition

4.93 out of 5 average rating, 272 reviews
Guest favourite
A spacious living area features a dark leather sofa adorned with colorful throw pillows, complimented by a patterned area rug. A ceiling fan is positioned above, and natural light streams through multiple windows. An adjoining dining area with a black table and chairs is visible.
Home in Greenport

Blue Bay Dream (Outdoor Jacuzzi, Cabana + Office)

FamilyKitchenWi-Fi

4.92 out of 5 average rating, 514 reviews

Family- and pet-friendly home rentals

Top Guest favourite
Home in Hampton Bays

Luxury Hamptons Getaway w/ Private pool- sleeps 14

KitchenIndoor spacesBeach

4.84 out of 5 average rating, 131 reviews
Guest favourite
A modern kitchen is showcased, featuring a large center island with four wooden bar stools. Stainless steel appliances and white cabinetry are complemented by granite countertops. Natural light filters in through a window above the sink, illuminating the inviting space.
Home in North Fork

Modern Farmhouse Retreat North Fork Wine Country

FamilyKitchenSleep quality

4.95 out of 5 average rating, 153 reviews
Guest favourite
A spacious backyard is showcased with a large saltwater pool, featuring a floating inflatable and sun loungers arranged along the edge. The house stands in the background, framed by trees and an inviting grassy area, enclosed by a black fence.
Home in Hampton Bays

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

FamilyIndoor spacesBeach

4.94 out of 5 average rating, 119 reviews
Guest favourite
A serene view of calm water featuring kayakers enjoying a sunny day. The distant shoreline is dotted with houses, creating a relaxed coastal atmosphere. Clear blue skies reflect on the water, enhancing the peaceful scene.
Home in Shinnecock Hills

Southamp Waterview, DogsFREE! Kayaks, Ping-Pong

FamilyIndoor spacesAccess

4.95 out of 5 average rating, 206 reviews
Guest favourite
A bright living area is furnished with a leather sofa and a dark coffee table, positioned on a textured rug. Natural light filters through large windows, illuminating the space. A staircase leads to an upper level, with wooden accents enhancing the modern design.
Home in Bridgehampton

Pool Central Private Bridgehampton Home

KitchenFamilyPool

4.93 out of 5 average rating, 109 reviews
Guest favourite
A solar-heated pool is surrounded by a spacious bluestone patio, offering various lounge chairs and shaded areas. A brick fireplace is visible alongside a dining space, all framed by mature landscaping and trees, enhancing the outdoor relaxation experience.
Home in Shinnecock Hills

Dream Home with a wonderful heated pool in SH

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 225 reviews
Guest favourite
A spacious backyard is framed by mature trees, featuring a fire pit surrounded by white Adirondack chairs. A children’s playground with swing set is visible nearby, while the home, illuminated by warm lights, stands invitingly in the background.
Villa in Southampton

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Indoor spacesKitchenValue

5.0 out of 5 average rating, 117 reviews
Guest favourite
A well-maintained outdoor pool area is surrounded by a wooden deck and lush greenery. Lounge chairs are positioned along the pool, with a shaded area provided by a large tree. The clear blue water of the pool reflects the sunlight, inviting relaxation.
Home in Water Mill

Astounding Watermill 5 Bedroom home with Pool

Indoor spacesKitchenNearby

4.94 out of 5 average rating, 167 reviews

Family-friendly home rentals with a pool

Top Guest favourite
A seasonal pool is framed by leafy trees, with a stone patio featuring lounge chairs for relaxation. Surrounding gardens are visible, enhancing the tranquil atmosphere of the space.
Home in Hampton Bays

Splendid private cottage

KitchenFamilyPool

4.95 out of 5 average rating, 103 reviews
Top Guest favourite
A well-maintained outdoor space features a blue swimming pool surrounded by lounge chairs and a red umbrella. Lush greenery lines the area, and a small shed is visible near the pool's edge, providing a serene atmosphere for relaxation.
Home in North Fork

The Perfect North Fork Escape

FamilyIndoor spacesBathroom

4.88 out of 5 average rating, 139 reviews
Top Guest favourite
A spacious living area is illuminated by natural light from skylights and large windows. A soft sofa is positioned on a light-colored rug, accompanied by a round pouf. Dining space is visible in the background, showcasing a simple wooden table and chairs.
Home in North Fork

Nassau Point, North Fork Home w/ Pool

KitchenIndoor spacesWalkability

4.95 out of 5 average rating, 88 reviews
Top Guest favourite
Home in East Quogue

Cozy Home with Pool - Near Beach and Restaurants

KitchenIndoor spacesCondition

4.97 out of 5 average rating, 58 reviews
Top Guest favourite
Home in East Quogue

Hamptons Oasis | Saltwater Pool, Hot Tub & Games

FamilyIndoor spacesCondition

4.99 out of 5 average rating, 96 reviews
Guest favourite
Home in East Quogue

New 7-BR w/Yr-round HotTub/MovieTheat/Firepit/Pool

KitchenIndoor spacesNearby

4.91 out of 5 average rating, 11 reviews
Top Guest favourite
Home in Mattituck

Serene and refined North Fork home with pool

FamilyKitchenSleep quality

5.0 out of 5 average rating, 10 reviews
Guest favourite
A spacious balcony extends along the side of the house, offering unobstructed views of the shimmering water. Weathered wooden benches provide seating, while the gentle waves can be observed lapping against the shore in the distance.
Home in North Fork

North Fork Sound Front Home with Pool

KitchenIndoor spacesPool

4.87 out of 5 average rating, 46 reviews

Destinations to explore