Vacation rentals with a pool in Northwest Harbor

Find and book unique homes with a pool on Airbnb

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Popular amenities for Northwest Harbor rentals with a pool

House rentals with a pool

Guest favorite
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 East Hampton
4.88 out of 5 average rating, 107 reviews

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

IanRating, 5 stars3 weeks ago
We had a wonderful time in this beautiful home that is in an idyllic Hampton's setting. Ashton was a great host and for sure we will be back.
Guest favorite
A heated saltwater pool is surrounded by a stone patio, featuring lounge chairs and sun umbrellas. Lush greenery and landscaping enhance the serene atmosphere. Pool floats are visible in the water, inviting relaxation and leisure.
Home in North Fork
4.89 out of 5 average rating, 9 reviews

Quaint Chalet w/Salt-heated Pool

VaughnRating, 5 stars6 months ago
Wonderful weekend stay. Charming.
Top guest favorite
Home in East Hampton
4.87 out of 5 average rating, 38 reviews

Clearwater Beach Oasis -4 Bds 3 Bth & Pool

BridgetRating, 5 stars8 months ago
My group of 4 loved this house in EH Springs. We were out east for a long weekend for a wedding, 4 adults. The pool is huge, the backyard had plenty of room to spread out, and there were plenty of supplies for outside (cushions, towels, etc). The bedrooms were comfortable and spotless, as were the bathrooms and kitchen. Dariusz and Patricia left us a really nice welcome gift (wine, snacks, a cake!) and a handwritten card. We felt very welcome - every detail was thought of - the house was fully stocked with coffee, condiments, lots to get us started when we arrived. We agree with other reviewers - while the pictures here are accurate, they don't do the house justice!! I really hope to come back :)
Superhost
A modern home is set in a lush green environment, showcasing a spacious heated saltwater pool surrounded by a stone patio. Relaxing lounge chairs are placed alongside the pool, and the house features large windows that reflect the tranquility of the yard.
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!
Superhost
Home in East Hampton
4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

AntoineRating, 5 stars7 months ago
Mike is a great host with helpful recommendations and plenty of advice. The house is amazing. Well located, calm, clean and so convenient. The pool is huge and very deep. Everything is perfect. Felt like at home. We will be back
Superhost
An outdoor area features a rectangular pool surrounded by a wooden deck. Lounge chairs are positioned along the pool's edge, and a shaded seating area is located nearby under an umbrella. Lush trees provide privacy and a natural backdrop.
Home in East Hampton
4.83 out of 5 average rating, 95 reviews

East Hampton Oasis - Pool and Hot Tub

KevynRating, 5 stars3 weeks ago
Tim is hands down the most responsive host we’ve ever dealt with through Airbnb. He was communicative, helpful and caring. We loved our experience and will be back!!!
Top guest favorite
A single-story house is depicted, featuring a light exterior complemented by solar panels on the roof. The front yard showcases well-maintained greenery, with blooming shrubs adding bursts of color. A clear blue sky serves as a backdrop, enhancing the home's inviting appearance.
Home in Shirley
5 out of 5 average rating, 16 reviews

Hope Haven

HilarioRating, 5 stars8 months ago
I was in Dion’s place with my family we really enjoyed the time we spent there,everything was perfect the pool was something that my kids enjoyed a lot, and hopefully we will come back again, for sure I totally recommend his house if you want to go and have a couple days of fun and relax thank you again Dion.
Guest favorite
A two-story beach house features wooden shingle siding and large windows. A sparkling blue pool is positioned in the foreground, surrounded by a wooden deck. Comfortable lounge chairs are placed nearby, offering options for relaxation outdoors.
Home in Bridgehampton
4.76 out of 5 average rating, 38 reviews

Cheerful 3 bed-3bath beach cottage home with pool

JillRating, 5 stars3 months ago
Had a great weekend. We felt right at home and comfortable. Close to town and winery’s.

Condo rentals with a pool

Superhost
An aerial view captures the property layout, featuring landscaped gardens, a heated pool, and multiple buildings. The proximity to the beach is evident, with sandy shores visible in the distance. Access roads and parking areas are clearly outlined, enhancing the sense of space.
Condo in Montauk
5 out of 5 average rating, 12 reviews

Second Floor Corner Unit Overlooking the Ocean

VishnuRating, 5 stars6 months ago
A brief stay but a great stay. It was offseason but we got lucky with sunny October weather. The stay was less than a 5 minute drive from the main village with tons of shops, cafes, etc.. the room itself had a beautiful ocean view and was very clean and comfy. Nice shower, comfy beds, plenty of linens and towels provided. Parking included. Overall a very nice stay.
Guest favorite
An expansive hallway features arched doorways and rustic wooden beams overhead. Potted plants add greenery, while large windows dressed with floral curtains allow natural light to illuminate the stone floor. Comfy seating arrangements are positioned along the walls, creating inviting spaces for relaxation.
Condo in Montauk
4.93 out of 5 average rating, 27 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

MarielRating, 5 stars3 months ago
Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!
Superhost
A light-filled living area features a cozy neutral sofa, accompanied by a matching armchair. A decorative coffee table sits in the center, and a Smart TV is mounted on the wall. Sliders lead to a private waterfront deck with seating, enhancing the space's openness.
Condo in North Fork
4.84 out of 5 average rating, 128 reviews

Oceanfront Condo – Incredible Spring Rates!

DanielleRating, 5 stars2 weeks ago
We had an amazing stay! We stayed off peak season, although alot was closed we felt right at home and were more than happy to spend family time at this condo! The views were stunning, and the condo was immaculate. We were close to everything and was still within very reasonable driving distance to the surrounding towns. Julie was a pleasure to work with and was always very responsive and accomadating throughout the process. Hoping to stay again next year!
Top guest favorite
A large outdoor swimming pool is surrounded by lounge chairs and several umbrellas. The water is clear and appears inviting, reflecting sunlight. A portion of the condo building with multiple levels is visible in the background, framed by trees.
Condo in Montauk
5 out of 5 average rating, 222 reviews

Montauk Waterfront Condo w/ Sunset Views

MollyRating, 5 stars3 days ago
Absolutely wonderful stay and host. I've stayed at dozens of Airbnbs and this is one of my favorites! Doug's place is even better in person than the photos. We were a little nervous taking our first trip away with our baby, but it was extremely clean and comfortable, and Doug was so kind and responsive. The condo complex has a lovely boardwalk for taking walks, and the deck furniture was so comfortable to lounge in and take in the beautiful view. We hope to be back!
Superhost
Condo in Montauk
4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

StephenRating, 5 stars20 months ago
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.
Superhost
A spacious outdoor pool area is framed by lush greenery and vibrant flowers. The rectangular pool is surrounded by a paved deck, with several lounge chairs positioned around it. A corner of the property includes a poolside storage shed, providing functional space.
Condo in Bridgehampton
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars7 months ago
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+
Guest favorite
The image showcases a multi-story condo building set amidst neatly trimmed hedges. Sun loungers and patio umbrellas are positioned around a seasonal pool, which can be seen in the foreground. The design features white balconies and large windows, contributing to a light and airy appearance.
Condo in North Fork
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.
Top guest favorite
A scenic outdoor view showcases a vibrant green landscape with trees surrounding a swimming pool. A well-maintained lawn is visible in the foreground, complemented by the architectural details of the building on the right and the clear blue sky above.
Condo in Montauk
4.95 out of 5 average rating, 119 reviews

Deluxe Studio Apt@The Montauk Manor

ChristinRating, 5 stars6 months ago
Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!

Home rentals with a private pool

Superhost
Home in East Hampton
4.94 out of 5 average rating, 16 reviews

Walk to Water. Stunning Home with Gorgeous Pool & Grounds.

LarryRating, 5 stars46 months ago
House is well represented. Spacious, very clean, and great location. Good for families or groups of friends.
Guest favorite
A wooden bench with blue cushions is situated beside a heated pool, surrounded by colorful flowering plants in blue pots. Lush greenery forms a natural backdrop, enhancing the outdoor space.
Home in East Hampton
4.82 out of 5 average rating, 45 reviews

Enchanting Home with Large Decks and Heated Pool

LynnRating, 5 stars6 months ago
Beautiful home worked perfect for our wedding visit. Loved sitting on the deck! Beautiful landscaping and very private! We were very confortable and able to relax between events and visit. Donna wad very flexible and allowed us to enter early so a dew of our family members could do s little remote eork. I hope to rent here again in the future! As a special surprise we saw the northern lights from the deck one night!!
Guest favorite
The exterior of a modern wooden house features a sloping roof and a welcoming front porch. Lush green grass surrounds the structure, complemented by small shrubbery thoughtfully arranged near the entrance. Three large windows provide natural light to the interior.
Bungalow in East Hampton
4.93 out of 5 average rating, 107 reviews

East Hampton Ranch with Access to Clearwater Private Beach

KateRating, 5 stars6 months ago
We had a wonderful stay at Peter's home. It was beautifully decorated, very comfortable and a quick drive to Springs. Access to the private clearwater beach was a plus! Thank you for sharing your beautiful home with us.
Guest favorite
A quaint stone structure is surrounded by lush greenery and manicured shrubs. Climbing vines cover part of the exterior, contributing to a natural aesthetic. Soft grass and ornamental plants create a serene outdoor setting, inviting exploration and interaction with nature.
Home in Southampton
4.95 out of 5 average rating, 20 reviews

Perfect Getaway at Sunny Modern Shampton Lake House

ScottRating, 5 stars7 months ago
One could not ask for a better hosts than Christina and Phil - they are extremely communitive, proactive and helpful. Their house is beautiful - gourmet kitchen, in-ceiling speakers throughout the house, nice deck, pool and a picturesque location. The master bedroom has access to the back deck and a great shower. We had all three bedrooms full and everyone enjoyed their stay. We did not take advantage of the kitchen, but if we come back to the Hamptons we would stay here for longer and cook some meals. We are art collectors, so definitely appreciated the works Christina & Phil have amassed. The one thing I would bring to the attention of future renters is that you definitely know you are in somebody else's home - this is the first time we have unpacked only to find that every drawer was full, so we had to place stuff on top of the dresser or on the few open shelves in the closet. That said - totally worth it and would definitely recommend this Airbnb. Hope to be back soon!

Quick stats about vacation rentals with a pool in Northwest Harbor

  • Total rentals

    460 properties

  • Nightly prices starting at

    $130 before taxes and fees

  • Total number of reviews

    6.6K reviews

  • Family-friendly rentals

    430 properties are a good fit for families

  • Pet-friendly rentals

    190 properties allow pets

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

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