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Vacation rentals with a pool in Brookhaven

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Brookhaven

  • Total vacation rentals

    Explore 470 vacation rentals in Brookhaven

  • Nightly prices starting at

    Brookhaven vacation rentals start at R 970 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 8,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    340 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 210 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    470 of Brookhaven vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Brookhaven rentals

  • 4.9 Average rating

    Brookhaven stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Brookhaven's top spots, include Fire Island National Seashore, Movieland of Coram, and Loughlin Vineyard

Top-rated rentals with a pool in Brookhaven

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living area features a comfortable seating arrangement with a modern sofa and armchair. A wooden coffee table is positioned at the center. Light-colored walls complement the dining area, which includes a large table surrounded by chairs, illuminated by a stylish overhead light fixture.
Home in West Hempstead

Modern 3 Bedroom Apartment Oasis PRIME Location

Stunning modern 3 bedroom / 2 bathroom space in PRIME location! JFK only 20 mins away - LaGuardia 30 mins away! Guests would enjoy a fully stocked kitchen including Keurig coffee machine w/ all the coffee you desire, spacious space (all of 2nd floor), tranquil/peaceful backyard w/ in ground pool! Located in tranquil serene family friendly neighborhood with beautiful parks nearby, beautiful park across street and Hempstead State Park 5 mins drive! Guests will feel right at home away from home!

FamilyLocationAccuracy

4.97 out of 5 average rating, 120 reviews
Top guest favorite
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.

ValueLocationCleanliness

4.93 out of 5 average rating, 134 reviews
Guest favorite
A calm waterfront scene features a vibrant sailboat gliding across the bay, surrounded by green marshland. A wooden dock leads into the water, with several colorful chairs positioned for relaxation. Soft hills and houses line the distant shore under a gentle mist.
Home in Mastic Beach

Gorgeous Waterfront and Indoor Pool Family Oasis!

Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.

LocationValueLayout

4.92 out of 5 average rating, 142 reviews
Top guest favorite
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.

LocationFamilyGrill

4.94 out of 5 average rating, 143 reviews
Guest favorite
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

ValueFamilyComfort

4.96 out of 5 average rating, 184 reviews
Guest favorite
A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.
Home in Patchogue

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

FamilyLocationHospitality

4.93 out of 5 average rating, 158 reviews
Guest favorite
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.

ValueFamilyWalkability

4.87 out of 5 average rating, 137 reviews
Guest favorite
A dining area is presented featuring a dark wooden table surrounded by four white chairs. A decorative potted plant is centered on the table, complementing the modern decor. A doorway leads to a softly lit bedroom in the background.
Home in Port Jefferson

Port Jefferson Convenient, Cozy and Chic!

Bright, modern, newly renovated and landscaped space can sleep up to 6! Countless amenities including a kitchen with dishwasher, full size refrigerator. 3 bedrooms, 2 full baths, and common living space. Great for boaters or attending events in Port Jefferson, Stony Brook or anywhere on Long Island. We are a 1 minute drive or 10 minute walk from Port Jefferson Harbor and Ferry Dock. Centrally located on LI for easy access to LI rail road and bus routes.

ValueLocationAccess

4.93 out of 5 average rating, 157 reviews
Guest favorite
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

Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!

LocationFamilyWalkability

4.94 out of 5 average rating, 116 reviews
Top guest favorite
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

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!

FamilyValueSleep quality

4.93 out of 5 average rating, 165 reviews
Guest favorite
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.

LocationValueAccuracy

4.98 out of 5 average rating, 173 reviews
Guest favorite
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

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

ValueLocationHospitality

4.95 out of 5 average rating, 204 reviews

Popular amenities for Brookhaven rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
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

ValueFamilyCheckout

4.97 out of 5 average rating, 154 reviews
Top 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

Private Oasis W/Stunning Vinyard and Pool Views

LocationValueBathroom

4.97 out of 5 average rating, 218 reviews
Guest favorite
The living area features high ceilings and large windows that fill the space with natural light. A neutral-colored sofa and loveseat provide comfortable seating, complemented by a simple coffee table. A ceiling fan enhances air circulation, while a welcoming rug adds warmth to the wooden floor.
Home in Hampton Bays

*Hamptons Oasis* 4BR Cool Getaway

FamilyLocationParks

4.89 out of 5 average rating, 114 reviews
Guest favorite
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

FamilyValueCheckout

4.94 out of 5 average rating, 166 reviews
Top guest favorite
An aerial view captures the heated saltwater pool surrounded by a spacious patio. Lounge chairs and shaded seating areas are arranged near the pool, with outdoor furniture positioned for relaxation. Lush greenery and a landscaped garden frame the space, providing a serene environment.
Home in Yaphank

Long Island Getaway w/ Heated Pool & Lake

FamilyLocationKitchen

5.0 out of 5 average rating, 51 reviews
Guest favorite
Home in Brookhaven

Chic Retreat: Hot Tub, Heated Pool, Sunroom

LocationFamilyAccuracy

4.96 out of 5 average rating, 46 reviews
Guest favorite
Home in Stony Brook

Harbor House Stony Brook Village

FamilyValueCondition

5.0 out of 5 average rating, 14 reviews
Guest favorite
A cozy living room features two comfortable sofas, one in light fabric and the other in gray. A unique wooden coffee table holds a vibrant flower arrangement at its center. A stone fireplace is accented by a mirror above, and a bookshelf is adjacent.
Home in Bellport

*NEW* Reno Bellport Village Home + Saltwater Pool

LocationFamilyLayout

4.88 out of 5 average rating, 24 reviews

Condo rentals with a pool

Guest favorite
The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.
Condo in Greenport

Beautiful Waterview Condo on the North Fork of LI

FamilyLocationIndoor spaces

4.89 out of 5 average rating, 199 reviews
Guest favorite
An expansive view of the ocean under a bright blue sky, featuring wispy clouds. The shoreline is lined with gentle waves, and a grassy area is visible in the foreground, leading down to the water.
Condo in Greenport

Sound Front Condominium

LocationValueOutdoor spaces

4.89 out of 5 average rating, 282 reviews
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 Greenport

Waterfront Escape | Private Beach, Pool & Views

LocationValueIndoor spaces

4.85 out of 5 average rating, 174 reviews
Guest favorite
A living area features shiplap walls and ample natural light from large windows. A dark sectional sofa is positioned next to a glass coffee table with a small plant. An open kitchen area is visible, along with access to a screened porch through sliding doors.
Condo in Greenport

Beautiful condo on Long Islands Northfork

ValueLocationOutdoor spaces

4.86 out of 5 average rating, 135 reviews
Guest favorite
Condo in Greenport

Greenport Getaway at Cliffside Condos

LocationValueIndoor spaces

4.88 out of 5 average rating, 33 reviews
Guest favorite
Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.
Condo in Greenport

Beachside Waterview 2Br Condo w/ Pool in Greenport

FamilyValueAir conditioning

4.9 out of 5 average rating, 157 reviews
Top guest favorite
The living area showcases a comfortable sofa adorned with decorative cushions, complemented by a coffee table. A kitchen area with modern appliances is visible, alongside a dining cart. Art pieces frame the walls, and natural light enters through sliding glass doors.
Condo in North Fork

Waterfront Condo C-204 at The Cliffside Resort

LocationFamilyBeach

4.89 out of 5 average rating, 112 reviewsThe living area features a comfortable seating arrangement with a dark couch and light-colored accent chairs. A dining table sits nearby, accompanied by additional seating. Large windows offer natural light, with greenery visible outside. A flat-screen TV and decorative mirror add to the space.
Condo in Greenport

Beautiful 2 Bedroom 2 Bathroom Pool-Side Condo

FamilyValueComfort

4.8 out of 5 average rating, 10 reviews

Other vacation rentals with a pool

Guest favorite
An outdoor patio area features a rectangular dining table surrounded by several woven chairs. A private pool sparkles in the background, framed by lush greenery. Shaded areas created by large umbrellas provide comfort for outdoor gatherings.
Villa in Centereach

Summer Retreat: Heated Pool, Game Room, Playground

FamilyLocationIndoor spaces

4.9 out of 5 average rating, 31 reviews
Guest favorite
A spacious outdoor pool is featured, surrounded by lush greenery and colorful landscaping. The pool's clear waters reflect the sunlight, and gentle waterfalls create a soothing ambiance. A textured stone deck frames the pool, providing ample space for relaxation.
Vacation home in Miller Place

THE MULBERRY OASIS

LocationFamilyNearby

4.84 out of 5 average rating, 44 reviews
Top guest favorite
An inviting exterior of the Cherry Blossom Cottage is depicted, featuring a basketball hoop secured next to a stone pathway that leads to the house. The area is surrounded by trees, with a landscaped garden showcasing flowers and sitting areas for outdoor relaxation.
Cottage in Mount Sinai

A Hidden Gem! Cozy Cottage with huge Pool & Garden

FamilyValueCondition

5.0 out of 5 average rating, 40 reviews
Guest favorite
The image captures a spacious outdoor area featuring a large, heated swimming pool surrounded by lounge chairs. A well-maintained lawn is visible, along with a charming cottage that includes an inviting porch. Lush greenery and trees form a serene backdrop.
Cottage in Remsenburg - Speonk

Newly built cottage near the bay and hamptons

LocationFamilyComfort

4.98 out of 5 average rating, 40 reviews
Top guest favorite
A two-story house is framed by lush trees and neatly trimmed shrubs. A brick pathway leads to the front door, which is flanked by potted plants. Sunlight gently illuminates the home's gray exterior and well-maintained roof.
Home in Brookhaven

Private oasis with pool steps away from the bay

FamilyLocationBeach

5.0 out of 5 average rating, 35 reviews
Top guest favorite
A spacious backyard is visible, featuring a newly installed heated pool surrounded by lush landscaping. Deck furniture invites relaxation, while tall grasses and flowering plants frame the scene. The exterior of the home highlights modern design elements against a backdrop of overcast skies.
Home in Bellport

Trendy Ranch in Bellport Village

FamilyLocationIndoor spaces

4.98 out of 5 average rating, 51 reviews
Top guest favorite
A well-maintained outdoor space features a spacious pool surrounded by lounge chairs and umbrellas. Lush greenery and ornamental plants frame the area, while a wooden deck provides ample seating options, creating a tranquil retreat. The sun-drenched scene enhances a sense of relaxation.
Guesthouse in Bellport

Guest House retreat with amazing pool !!!

ValueLocationCleanliness

4.96 out of 5 average rating, 46 reviews
Guest favorite
The outdoor patio features a hot tub surrounded by lounge chairs and umbrellas. A dining table is positioned near a barbecue, offering ample space for relaxation and dining. Lush greenery lines the perimeter, enhancing the tranquil outdoor setting.
Home in Bellport

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

LocationFamilyComfort

4.94 out of 5 average rating, 81 reviews

When is the best time to visit Brookhaven?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 8,134 ZARR 8,117 ZARR 8,894 ZARR 9,686 ZARR 11,626 ZARR 12,936 ZARR 14,812 ZARR 14,553 ZARR 10,931 ZARR 8,489 ZARR 9,621 ZARR 9,362 ZAR
Avg. temp0°C1°C4°C10°C15°C21°C24°C23°C19°C13°C8°C3°C

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