Vacation rentals with a hot tub in Westhampton Beach

4.95 out of 5 average rating, 180 reviews

A spacious pool area is framed by well-maintained greenery and flowering plants. Two large umbrellas provide shade over lounge chairs beside a sparkling pool, with expansive coastal views and a serene landscape of grasses and trees beyond.

Cottage in Guilford

Luxury cottage by the sea with hot tub and pool

We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

4.99 out of 5 average rating, 139 reviews

A private heated pool is surrounded by a wooden deck, featuring two red lounge chairs. Volleyball nets are set up across the pool, which is framed by lush greenery and a large umbrella providing shade. Clear blue water reflects the bright sky.

Home in Commack

GOOD VIBEZ HOUSE! MiniGolf-Pool-HotTub-GameRm!

STAY. SOMEWHERE. DIFFERENT. This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE, your private escape in the heart of Long Island. Located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city. Smart home comfort meets tropical resort vibes. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

A bright and airy living space features a cozy beige sofa facing large windows with water views. A staircase leads to the upper level, and natural light illuminates the open layout. Light-colored furniture and decorative accents create a relaxing coastal ambiance.

4.96 out of 5 average rating, 23 reviews

Magnificent Bayfront Retreat

Welcome to the Hamptons! The view from this home, that sits right on the water, boasts the most beautiful sunsets that need to be seen to be believed. Whether you’re spending the day soaking up the sun at the beach (a short five minute walk from the house), grilling on the deck watching the sunset over the bay, enjoying the new hot tub, or lounging on the couch and watching a movie on our 75 inch TV after a day of fun in the sun, this home is a perfect getaway for you, your family, and friends!

4.96 out of 5 average rating, 186 reviews

A charming cottage is framed by lush greenery and well-maintained landscaping. The light-colored exterior features large windows and a welcoming green door. A stone walkway leads to the entrance, while a gravel driveway curves around, enhancing the natural setting.

Cottage in The Hamptons

Secluded Southampton Cottage w/Pool & Spa

*Follow Us on Insta @SimmerCottage* This designer-decorated cozy cottage near Southampton Village & a short drive or bike to the beach has a stocked chef's kitchen, cozy living room with wood-burning stone fireplace, 2 SmartTVs, whimsical dining room, 3 bedrooms, one bath & charming sunroom w/reading nooks. The Cottage has central heating/air & is set on a gated 1/2 acre w/hot-tub, outdoor dining for 8 on a stone patio, outdoor string lights, fire pit, gardener's potting station & gas BBQ.

4.95 out of 5 average rating, 146 reviews

A well-maintained putting green lies in a spacious backyard, flanked by two shaded seating areas. Umbrellas provide shade over the chairs, while a swing set and a relaxing seating area with a tent can be seen in the background beyond the greenery.

Home in Mastic

Paradise Citadel hottub, Htd pool golf basketball

🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊‍♂️ Heated Pool & Relaxing Hot Tub 🏀 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 🚗 Free Parking 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

4.98 out of 5 average rating, 255 reviews

An aerial view captures a spacious backyard featuring a heated saltwater swimming pool surrounded by lounge chairs. The meticulously maintained lawn is dotted with trees and flowering plants, leading to a paved pathway. A deck with outdoor seating and an umbrella creates inviting outdoor spaces.

Home in Manorville

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

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

4.94 out of 5 average rating, 235 reviews

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

Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

4.96 out of 5 average rating, 162 reviews

A spacious living area features wooden walls and ceilings, highlighted by large windows that offer views of the surrounding trees. A round chandelier with numerous bulbs hangs above a leather sofa, while a dining table with colorful tablecloth is positioned nearby.

Home in Shelter Island

Shelter island retreat

Two bedroom on the top floor of a house on Shelter Island on secluded one-acre. fire pit, wood-burning fireplace, layered decks, stainless steel kitchen, five minutes to beach. close to the south ferry .outdoor sauna and hot tub. Own entrance very private. owner lives on property as well in very separate space. 19W-0009 Own entrance very private. owner lives on premise as well in very separate space.has cat that lives in studio with owner 19W-0009 Long term rental also Available

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.

4.98 out of 5 average rating, 130 reviews

Explore the Water & Woods at a Relaxing Retreat

Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway.

A spacious kitchen and dining area features a modern design with natural wood accents. A dining table sits prominently, surrounded by light-colored chairs. The kitchen island offers additional seating. Large windows provide ample natural light, enhancing the open atmosphere of the space.

5 out of 5 average rating, 44 reviews

Renovated Hamptons home with a pool and a hot tub

Welcome to our newly renovated 3-bedroom retreat located in the pristine East Quogue community! You're just a 10-minute drive from both ocean and bay beaches. Revel in the great outdoors with a heated saltwater pool, a backyard grill, and a spacious patio and deck for seating and dining. Whether you are planning an elevated weekend getaway with friends and family, or need a change in scenery for your work-from-home lifestyle, this is the perfect home to do both.

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.

4.93 out of 5 average rating, 149 reviews

Hampton's Haven

5 bedroom, 3.5 bath contemporary ranch style home, with custom shaped heated pool and meticulously maintained 7 seater hot tub. Expansive patio w/outdoor dining for 10 - close to beach, town and more! Our home has comfortable office space with gigabit wifi throughout! Fabulous game room with ping pong, 4 person air hockey, smart tv and board game lounge. Everything you'll need for a memorable gathering of friends or the perfect family vacation!

4.97 out of 5 average rating, 205 reviews

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.

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House rentals with a hot tub

5 out of 5 average rating, 32 reviews

A spacious backyard is featured, with a circular stone fire pit surrounded by several colorful Adirondack chairs. Lush green grass extends towards a charming white house in the background, bordered by trees under a clear blue sky.

Home in South End

Private Waterfront Access + Hot Tub + Scenic Yard

KathrynRating, 5 stars3 days ago

We had a fabulous stay at this adorable cottage. It had everything we needed and more. Great spaces indoors and out to hang out, walkable to one of our favorite wineries, other wineries & restaurants close by. Appreciated having a tandem kayak to use & explore Goose Creek. Enjoyed watching birds, including Baltimore oriole parents in a nest in the backyard. Would return again. Thank you!

4.96 out of 5 average rating, 503 reviews

Home in Wading River

Your Zen Retreat

LisaRating, 5 stars2 weeks ago

This was the most beautiful house in a private area in Wading River. It offers peace and tranquility and lives up to its name of Zen Retreat. It was exactly what we were seeking. Conveniently located near parks, farms and wineries I would definitely go back to Brian’s AirBNB. He was an excellent host and very responsive to our needs. Thank you Brian.

4.87 out of 5 average rating, 15 reviews

Hampton Bays Beach House with a superb location

DoreenRating, 5 stars8 months ago

This is an absolutely beautiful home. It felt warm and cozy from the minute we walked in. Marla was kind enough to let us check in early, which allowed us to get the most of our first day in the Hamptons. She responds very quickly when you reach out. The location was perfect. It is very close to so many things to do. The neighborhood is lovely and quiet. The house is beautifully decorated, very clean, plenty of room and has everything you need. I would highly recommend this home!

Superhost

A spacious backyard is featured, showcasing a well-maintained lawn, a volleyball/badminton net, and a pool surrounded by landscaping. The home is visible in the background, framed by trees that display seasonal foliage under a clear blue sky.

4.77 out of 5 average rating, 87 reviews

Hamptons Retreat | Pool, Volleyball, Jacuzzi

Tj Rating, 5 stars3 weeks ago

Our stay was fantastic, the patio and backyard were perfect for us to hang out all weekend. The rooms and house were clean and well kept. Kitchen had all the essentials for us to cook and checking out was a breeze with very lax rules. Host was very accommodating and communicative. Would absolutely return here!! Just be aware the gps will bring you around the block instead of to the actual driveway.

5 out of 5 average rating, 96 reviews

A private hot tub is situated indoors with water glistening in the sunlight. Large windows offer a view of the ocean and the accompanying staircase leading to an upper level enhances the openness of the space.

Home in Milford

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars3 days ago

We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!

A hot tub is filled with bubbles, illuminated by soft blue lighting. Two chairs are placed nearby, surrounded by potted plants and flowers, creating a relaxing outdoor atmosphere. The area is enclosed with a white fence, adding privacy and tranquility.

4.97 out of 5 average rating, 34 reviews

Relax Villa ,Hot tub /New pool,7min from the beach

AmarpreetRating, 5 stars1 week ago

We stayed at this property for Memorial Day Weekend and had a great time! Due to the chilly weather, our group was unable to enjoy the beautiful swimming pool but we spent plenty of time in the hot tub and sauna! The house was clean, had everything we needed and felt very comfortable and safe!! We forgot a personal belonging at the house and Adriana was kind enough to let us know (instead of throwing it away!) and shipping it out to us! So Thankyou!!

The living room features a large sectional sofa and an Eames lounge chair arranged around a wooden coffee table. A cozy wood-burning fireplace is central, with flames visible. Natural light floods in from large windows, enhancing the calm atmosphere.

4.9 out of 5 average rating, 69 reviews

Beach House | Hot Tub & Fire Place | Sag Harbor

AmberRating, 5 stars3 weeks ago

We had an amazing stay at this property. Everything was exactly as noted in the listing. Rooms were extremely spacious. The house was beautifully decorated. The yard is great for just relaxing with some friends. I would definitely love to stay here again and would recommend it to anyone looking to stay in Sag Harbor.