Family-friendly vacation rentals in Northwest Harbor

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Northwest Harbor family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
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
4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

KimRating, 5 stars4 months ago
This is the 2nd Thanksgiving weekend we spent at Deeanna's. Her home is beautiful, comfortable and each detail is thought though in the best way. Deeanna went above and beyond to accommodate my family and we are so grateful to her. The kitchen is perfection and the bedrooms are lovely and comfortable. The scenery and views are breathtaking. Overall, this home is a total gem. Thank you, Deeanna! We hope to come back next year!
Top guest favorite
A comfortable living room is depicted with natural wood accents and large windows allowing ample light. Woven chairs and a glass-topped coffee table are arranged on a colorful area rug. Decor items and plants are strategically placed on the walls and shelves.
Home in Wading River
4.96 out of 5 average rating, 501 reviews

Your Zen Retreat

AliciaRating, 5 stars5 days ago
This getaway was very last minute and there was huge importance on it because I needed some time away and because I had never booked an Airbnb before. I wanted to make sure that my family and I were able to be someplace peaceful and have a really good time and Brian’s home provided just that. The stay was so much more than we expected and Brian was absolutely amazing. He’s super responsive and accommodating. Hoping to stay here again in the near future!
Guest favorite
A spacious deck surrounds a large pool, complemented by red umbrellas and lounge chairs. Lush greenery and blooming hydrangeas create a serene backdrop. A cozy seating area is visible under a shaded structure, enhancing the outdoor relaxation space.
Home in East Hampton
4.95 out of 5 average rating, 73 reviews

Family Friendly Springs Beach House

MichelleRating, 5 stars1 week ago
Fantastic stay/fantastic hosts! My adult children and I spent a great weekend hosted by David and Abby. Their place was perfect for us and very comfortable. David reached out and described check in and proactively answered any questions we would have had. We were there in cold weather but I will earmark it for a warm weather stay as it has so many appealing summer amenities! We will stay again for sure.
Guest favorite
A bright sunroom features large windows allowing natural light to fill the space. A wooden dining table with four stools is positioned in the center, surrounded by decorative plants. The wall is painted blue, contrasting with the light wooden flooring, creating a serene atmosphere.
Home in Bellport
4.93 out of 5 average rating, 71 reviews

Bellport Home: Pool, Hot Tub & Ping-Pong Oasis

MarthaRating, 5 stars1 week ago
Six of us flew in from all over the world to have a friend reunion here since it was the most convenient location for us all to meet up. The house was great for this occasion in that it is cozy, and conveniently located. Our favorite spot in the house was the sunroom with the wood burning stove since the weather was mostly gray and on the chilly side. The kitchen was the next most popular spot and was well equipped, better than most places actually. David and Claire provided clear check in and checkout guidance and were proactive in their communication with us. Thank you!
Guest favorite
A renovated bathroom features a white bathtub with an attached shower, a modern toilet, and a double sink vanity. Above the sink, a large mirror is framed by bright lighting. White paneling is present on the lower walls, enhancing the clean aesthetic.
Home in Shelter Island
4.88 out of 5 average rating, 24 reviews

Newly Renovated w/ Pool, Hot tub & Fireplace

AliciaRating, 5 stars6 months ago
We had a wonderful stay at Jennifer’s place. It was.l beautiful, immaculate, and incredibly well equipped—especially for kids with the plethora of games and toys. Jennifer was responsive and a great host. The house is on a serene, dead-end street, and outdoor area is perfect for kids.
Guest favorite
A modern bathroom is featured with white tiled walls and a textured floor. A glass shower enclosure is positioned alongside a wall-mounted sink. A mirror reflects soft light from an overhead pendant, while a small plant adds a touch of greenery to the serene space.
Home in East Hampton
5 out of 5 average rating, 16 reviews

Captains Quarters | July avail!

PeterRating, 5 stars1 month ago
This house served our family very well for a multi-month stay. The house and property are just like the photos and all the amenities were great to have. Would recommend staying here if you are looking for a quiet place near the water in East Hampton. Petra was always very responsive with anything we needed and was an excellent host.
Superhost
A spacious living area features large windows allowing natural light to fill the room. A cozy sofa is paired with a wooden coffee table. A stylish hammock chair hangs beside an ornate wooden armoire, enhancing the overall relaxed atmosphere.
Home in Southampton
4.83 out of 5 average rating, 210 reviews

Cozy & Chic Summer Getaway near village/beaches

JamesRating, 5 stars6 months ago
We loved our stay at Chandra’s place, it was peaceful, super comfy and was close to everything we needed. It was great to enjoy a few runs locally and come back to the private garden and hot tub in the evening. The property was beautiful and well stocked with towels, soft bedding and kitchen equipment. I’d love to come back again in the future
Superhost
A spacious living area features a mix of comfortable seating, including a green sofa and brown lounge chairs. A large flat-screen TV is mounted on the wall, and natural light enters through multiple windows, highlighting the modern decor and warm tones throughout.
Home in East Hampton
4.76 out of 5 average rating, 134 reviews

Sprawling Hampton Estate w/ Hot Tub +Heated Pool

SarahRating, 5 stars8 months ago
Perfect place to stay in East Hampton! The house is large and can comfortably sleep 15. Backyard is great and Warren was quick to respond whenever we wanted to heat the pool. Location is ideal, very close to East Hampton and Amagansett towns. Very clean as well! I would definitely stay here again and would recommend it to anyone

Family- and pet-friendly home rentals

Superhost
A bright living room is presented with a red sofa adorned with patterned cushions. A small green coffee table sits in front, while a textured area rug covers the floor. Natural light streams through the window, complemented by light drapes. A wall art piece captures a street scene.
Apartment in Port Jefferson Station
4.84 out of 5 average rating, 288 reviews

The Palm Tree Extended Stay

BethRating, 5 stars6 days ago
Viviana is a great host and very helpful. The apartment is very clean and well-organized. The apartment is especially quiet, which allows for great sleeping. Thank you for being such a wonderful host!
Guest favorite
Cottage in North Fork
4.97 out of 5 average rating, 151 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

RashaRating, 5 stars1 week ago
We absolutely loved our quick getaway from the city at Kate’s lovely home. It is hard to articulate in words just how beautiful of a home and location this was. It was truly magical. We were very comfortable as a family traveling with young children. Despite the weather being a bit chilly, we had a wonderful time soaking the views and discovering “treasures” by the water. We cannot wait to come back again soon.
Superhost
Apartment in Milford
4.86 out of 5 average rating, 273 reviews

The Farmhouse Estate Apartment

Elly and ScottRating, 5 stars1 week ago
This was the perfect place for our family to stay! There was plenty of space and everything we needed was provided. We would definitely stay here again!
Guest favorite
A spacious backyard area is shown, featuring a grassy lawn scattered with fallen leaves. A barbecue grill is positioned to the left, with two outdoor chairs located nearby under the shade of trees. A wooden fence provides privacy in the background.
Home in Sag Harbor
4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

MichaelRating, 5 stars7 months ago
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!
Guest favorite
The exterior of a two-story home is visible, featuring large glass windows that promote natural light. A spacious wooden deck hosts a dining area with a white umbrella. Lush green grass and trees surround the area, creating a serene outdoor setting.
Home in Water Mill
4.91 out of 5 average rating, 98 reviews

Elegant Modern Artist's Residence

MichaelRating, 5 stars5 days ago
This is a Bauhouse-style minimalistic home featuring clean lines, attractive light colors, and efficiency. Everything is stylish, clean and works nicely. The house is located in a mixed rural/residential area minutes from Southampton village and the beaches. There is some traffic noise froma nearby road, but not at night. We stopped noticing it the next day. Betsy is the owner and a kind and responsive host. We had a nice stay here.
Top guest favorite
A classic two-story house with a wooden exterior is framed by neatly trimmed greenery. The front porch features a white gate, inviting guests. Views of the water and trees are visible in the background, suggesting a serene location.
Apartment in Sag Harbor
4.93 out of 5 average rating, 147 reviews

Whaling Captain Pierson's Apartment TOO

ThomasRating, 5 stars2 months ago
We had a wonderful stay at Paris' place. Easy check-in, very clean, great location. We'd certainly come back
Guest favorite
An open living area features a colorful sofa adorned with a striped blanket, paired with a round coffee table. Large windows invite natural light, illuminating the space. The kitchen area is visible, showcasing wooden accents and a modern design, enhancing the open concept layout.
Home in Montauk
4.88 out of 5 average rating, 207 reviews

Casa Bungo | Walk to Surf Lodge, Beach & Town!

TristaRating, 5 stars1 month ago
We had a wonderful stay at Steffen & Sara's charming bungalow! The location was incredibly convenient, check in was a breeze, and the house was comfortable, well-appointed, and inviting. The house was meticulously clean and well-maintained. Steffen & Sara were incredibly responsive and accommodating, making sure we had everything we needed for a great stay. We would absolutely stay here again and highly recommend it to anyone looking for a great place to stay in the area!
Top guest favorite
A cozy living area features a blue sectional sofa adorned with patterned cushions, complemented by a decorative rug. A wooden coffee table sits center stage, while a dining table is visible in the background. Natural light brightens the space through the window.
Apartment in Hampton Bays
4.96 out of 5 average rating, 380 reviews

Private & Cozy Cottage with short walk to beach!

PortiaRating, 5 stars3 weeks ago
Tricia and her husband were so lovely! They were super responsive, kind, friendly, and went above and beyond to make us feel welcome. The cottage was super cozy, clean, and pet friendly. Our dogs loved the private outdoor space. The location was also excellent - a short drive to town in Southampton and Westhampton. Would highly recommend and will definitely be booking again in the future!

Family-friendly home rentals with a pool

Top guest favorite
A light-filled living room features soft seating with a mix of blue and beige tones. A flat-screen television is positioned centrally, and a decorative area rug lies on the wooden floor. Large windows allow natural light to illuminate the space.
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars7 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Superhost
The living area showcases a modern design with large windows allowing natural light. A dark sectional couch complements a light wooden coffee table placed on a woven rug. Shelving and a decorative plant enhance the space's inviting appeal. A minimalist art piece is displayed on the wall.
Home in Hampton Bays
4.94 out of 5 average rating, 127 reviews

Peaceful Retreat in Immaculate Architect’s House

ClareRating, 5 stars2 weeks ago
Michael was a great host, friendly, flexible and helpful. The house is beautiful and has all the amenities you would expect. We loved staying there and would definitely like to stay again.
Superhost
The living room features a blend of modern and mid-century design with a wood-planked ceiling. A large flat-screen TV is mounted on the wall above a wood-burning fireplace. A comfortable seating area includes a black leather couch and two orange chairs, complemented by decorative accents.
Home in East Hampton
4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

BrittanyRating, 5 stars7 months ago
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
Guest favorite
An open floor plan reveals a studio space with hardwood flooring and an open beam ceiling. A spacious bed is placed against one wall, complemented by a light-toned nightstand. A circular fireplace is positioned near a blue accent chair and a dining table.
Cottage in Montauk
4.92 out of 5 average rating, 265 reviews

Montauk Oceanview Studio 6

LissaRating, 5 starstoday
This place is amazing. The beach is a 3 minute walk through the dunes. The beach itself is in an area with less density. The space of the studio itself is bigger than comes through in the photos with high ceilings and perfect set up for a peaceful and relaxing beach get-away. Comfortable bed.
Guest favorite
Home in Sag Harbor
4.85 out of 5 average rating, 262 reviews

Exclusive Sag Harbor Compound

WyattRating, 5 stars5 months ago
We loved our stay here. The house was sparkling clean and the yard was big and beautiful. Can only imagine the vibes here during the summertime when the pool is open!
Top guest favorite
A light blue house features a welcoming front porch with bright blue chairs. The well-maintained lawn is surrounded by a white picket fence and shaded by a leafy tree. A gravel driveway leads to the garage, creating an inviting outdoor space.
Cottage in Montauk
4.92 out of 5 average rating, 159 reviews

Montauk Cottage Escape

JulieRating, 5 stars5 months ago
Wonderful time staying at Milton and Megan's. The location was perfect and the home had everything we needed and more to work remotely for the week. Thank you!
Guest favorite
Home in Southampton
4.96 out of 5 average rating, 167 reviews

POOL in APRIL! Waterview, Free For Dogs! Kayaks

MeganRating, 5 stars1 week ago
Right off of 27 so it is super easy to get to. House is on a nice private street with beach access. We walked to the beach several times a day to let the kids play and the dogs run wild. It was beautiful. House is exactly as described and Roger and Amy were great at responding. Quiet neighborhood. Only about 5 minutes outside of Southampton town.
Guest favorite
A light-filled living area features a spacious sectional sofa and a dining table with black chairs. A coffee table sits in the center, complemented by decorative elements. Large windows offer views of the outdoor space, enhancing the room's openness.
Home in North Fork
4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with Pool

JoanneRating, 5 stars1 month ago
We had a lovely stay at Eric's home. The home exceeded our expectations and we felt right at home. The decor was warm and inviting. Everything you could possibly need was in the stunning, modern kitchen. The beds were all comfortable and we slept very well. The property was very peaceful. We enjoyed seeing deer, turkeys and hawks each day. The fixtures in the home were modern, clean and high-end. It was great being so close to Greenport with it's wonderful restaurants and shops. We can't wait to return.

Quick stats about vacation rentals that are family-friendly in Northwest Harbor

  • Total rentals

    510 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    7.1K reviews

  • Pet-friendly rentals

    210 properties allow pets

  • Rentals with a pool

    430 properties have a pool

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

Destinations to explore