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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 $336 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 Cozy Cape - 5 min 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.

FamilyIndoor spacesWi-Fi

4.98 out of 5 average rating, 160 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.

KitchenFamilySleep quality

4.98 out of 5 average rating, 184 reviews
Guest favourite
Home in Mastic

Family Retreat with Heated Pool, Hot Tub, Sauna.

🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊‍♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️‍♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants

FamilyKitchenAir conditioning

4.96 out of 5 average rating, 189 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.

Indoor spacesFamilyPool

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.

FamilyIndoor spacesDecor

4.96 out of 5 average rating, 168 reviews
Guest favourite
A bright living area features light-colored walls and wooden flooring. A comfortable sofa and a plush chair are arranged around a rustic coffee table. A ceiling fan hangs above, while a kitchen with a blue island is visible in the background, enhancing the space's openness.
Home in Mattituck

Modern Farmhouse Steps to Beach & Love Lane

Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

FamilyIndoor spacesQuiet

4.92 out of 5 average rating, 180 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 spacesFamilyAmenities

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.

Indoor spacesKitchenAccess

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.

Indoor spacesFamilyCheck-in

4.93 out of 5 average rating, 120 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 spacesKitchenBathroom

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.

FamilyKitchenOutdoor spaces

4.96 out of 5 average rating, 222 reviews
Top Guest favourite
The exterior of a historic Tudor home is shown, featuring a blend of brick and wood accents. A winding driveway leads to the entrance, surrounded by lush greenery and a decorative black fence. Trees provide shade, enhancing the serene outdoor setting.
Guest suite in North Fork

Walk to Vineyards, Beaches, Farms & Town

Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

Indoor spacesKitchenQuiet

4.88 out of 5 average rating, 755 reviews

Popular amenities for Jamesport family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

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

KitchenFamilyTV

4.93 out of 5 average rating, 167 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

FamilyIndoor spacesHeating

4.78 out of 5 average rating, 146 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)

KitchenFamilyGetting around

4.92 out of 5 average rating, 514 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

KitchenFamilyPool

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

FamilyKitchenQuiet

4.93 out of 5 average rating, 272 reviews
Guest favourite
Home in Milford

Oceanfront Beach House w/ Private Hot Tub

KitchenFamilyNearby

4.94 out of 5 average rating, 145 reviews
Top Guest favourite
A crystal-clear swimming pool is surrounded by a landscaped garden featuring lush greenery and blooming flowers. Natural stone patio borders the pool, offering space for lounging and relaxation in a private setting nestled among trees.
Home in East Hampton

Explore the Water & Woods at a Relaxing Retreat

Indoor spacesKitchenCheck-in

4.98 out of 5 average rating, 148 reviews
Guest favourite
A screened-in patio features a wooden ceiling and overhead fans, providing a comfortable space for relaxation. A navy blue sofa pairs with a coffee table, while tall chairs surround a dining table. Views of a spacious yard and trees are visible through the screens.
Home in Greenport

Greenport Village walking distance to all

KitchenFamilyNearby

4.99 out of 5 average rating, 211 reviews

Family- and pet-friendly home rentals

Top Guest favourite
Home in Hampton Bays

Luxury Hamptons Getaway w/ Private pool- sleeps 14

Indoor spacesKitchenHeating

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

KitchenIndoor spacesOutdoor spaces

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 spacesOutdoor spaces

4.94 out of 5 average rating, 119 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 spacesKitchenWi-Fi

4.94 out of 5 average rating, 167 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

Central Private Bridgehampton Home

KitchenFamilyBathroom

4.93 out of 5 average rating, 109 reviews
Guest favourite
A charming beach cottage is set against a clear blue sky, featuring a welcoming enclosed front porch. Surrounding gardens are filled with vibrant pink and purple flowers, framing the path leading to the front door and adding to the property’s tranquil ambiance.
Cottage in North Fork

Charming Beach Cottage, Vineyards & Sunset Views

FamilyKitchenGetting around

4.88 out of 5 average rating, 33 reviews
Guest favourite
A spacious great room is highlighted by a cathedral ceiling with exposed wooden beams. Comfortable sofas frame a central coffee table, while large windows provide natural light, accentuated by sheer white curtains. A cozy reading nook is positioned against the wall, complemented by a variety of books.
Cottage in North Fork

Lovely North Fork Beach Cottage (2 BR/2 bath)!

KitchenFamilyPets

4.94 out of 5 average rating, 34 reviews
Guest favourite
Apartment in Mattituck

Mattituck 2BR: Open Layout, Deck, BBQ, Near Vines

FamilyDecorNearby

5.0 out of 5 average rating, 13 reviews

Family-friendly home rentals with a pool

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

KitchenFamilyCondition

4.95 out of 5 average rating, 146 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

FamilyKitchenAmenities

4.88 out of 5 average rating, 139 reviews
Guest favourite
A serene pool area is surrounded by lush greenery and colorful hydrangea flowers. Lounge chairs offer relaxation under large umbrellas, while the inviting pool reflects the clear blue sky. A charming home stands in the background, adding to the peaceful setting.
Home in Southampton

Southampton Charmer, 5 bedrooms w pool - Location

KitchenIndoor spacesCondition

4.93 out of 5 average rating, 139 reviews
Guest favourite
A spacious backyard features a heated swimming pool surrounded by a sun deck, adorned with loungers. Lush greenery and trees provide a natural backdrop to the inviting setting, while a charming house is visible in the distance.
Home in Springs

4 BD w/ Heated Pool in E Hampton, Fully Furnished

KitchenFamilySolo travel

4.89 out of 5 average rating, 134 reviews
Top Guest favourite
Home in East Quogue

Cozy Home with Pool - Near Beach and Restaurants

Indoor spacesFamilyWalkability

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

Serene and refined North Fork home with pool

Indoor spacesKitchenBeach

5.0 out of 5 average rating, 10 reviews
Superhost
An open living space features light-colored flooring and white walls. A dining table with four chairs is visible alongside a television mounted on a wall. Large glass doors lead to an outdoor area, enhancing the airy feel of the room.
Home in Mattituck

NoFo Getaway: Pool, Farm Views, Beach Sunsets

FamilyIndoor spacesCondition

4.83 out of 5 average rating, 23 reviews
Guest favourite
A large outdoor pool is surrounded by lounge chairs and umbrellas, inviting relaxation. Well-maintained gardens and trees frame the area, with a spacious deck along one side. The bright blue sky enhances the tranquil atmosphere of this inviting outdoor retreat.
Home in Shinnecock Hills

Spectacular Southampton Retreat!

KitchenFamilyDecor

4.95 out of 5 average rating, 62 reviews

Destinations to explore