
Holiday rentals with a pool in Brookhaven
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Brookhaven
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Mamma Mia Getaway
Escape this holiday season to Eastport, NY, and indulge in a memorable stay at this spacious 4-bedroom, 2-bathroom vacation rental house. With a dreamy yard, and a deck, this home has everything needed for a relaxing getaway. Explore nearby attractions such as the captivating wineries and breweries, apple picking, the vibrant Montauk Point Lighthouse, and the unspoiled beauty of the Hamptons. After a day of adventure, return home to unwind by the deck or in the cozy bar room. Eastport awaits!

Spacious Cottage Loft
Welcome to the Spacious Cottage Loft! Please enjoy a nice quiet relaxed atmosphere in this unique space. Its a little bit rustic with its shiplap pine and exposed beams. Its a little bit rock and roll with its little music space along with some favorite framed albums hanging on the walls. Very comfy queen size bed. 2 smart TVs (65" up & 55" down) for your entertainment pleasure. Roomy kitchen with brand new appliances. Bath-walk in shower. THIS SPACE IS DESIGNED TO ACCOMMODATE 1-2 GUESTS.

Waterfront next to Bellport
Enjoy stunning direct waterfront views of the Great South Bay from this newly renovated 3,200 sqf house. Swim off the back of your yard or at the property pool and at a private beach. Water views full and/or partial from every bedroom in the house. Three houses away from Bellport golf course and a short drive (1.5 miles) to Bellport downtown with small shops, cafes and restaurants. The water and the property are separated by a bulwark. Observe beautiful swans near the property daily.

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.

Brand new house with an all year round hot tub.
Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

A Hidden Gem! Cozy Cottage with huge Pool & Garden
A spectacular spot to Relax with the whole family at this peaceful oasis ! it has everything you want; from a place to relax next to the wood fire stove on the sun vestibule and pictorial view of the gardens and the chirping of birds to a fun day at the pool with your family and friends. If you want to explore your surroundings, you will find waterview/ east Beach 2.4 mi., The Port Jefferson Ferry station 2.4 mi. also 1.1 mi. train station to Manhattan, many options to consider.

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.

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!

Your ideal getaway awaits !
Welcome Kick back and relax in this calm, stylish space ! If you're looking for a comfortable, cozy, and perfectly located place to explore the best of the area, this is your ideal choice. Our property is located right in the center. Our home for unforgettable family gatherings. With 3 bedrooms, 2.5 bathrooms, and 4 beds, with pull-out couch. Our home ensures comfort for large groups. The fully equipped large kitchen invites memorable meals together.

Guest House retreat with amazing pool !!!
Slice of Heaven #2 Bellport Village, a destination town overlooking the great south bay as seen in Coatal Living's top places to vacation. Written by Coastal Living: a gorgeously unassuming little seaport on long Island's South Shore, this village holds a royal flush of pleasures- A small town community feel, colonial style architecture, and even its own performing arts center, all 90mins from NYC.

The Unhampton
This Brookhaven Hamlet detached space (totally separate) is for people who love nature and preserved quiet spaces. Fire Island is a ferry ride away, Manhattan is one hour by train and the Hamptons are a 25 minute ride.15 minutes from the restaurants and coffee shops in Patchogue and just a couple of minutes from Bellport Village. Centrally located and truly peaceful!

"SOUTH APT." Renovated 1 Br Apt. In Great Location
The 1 Bedroom "South Apartment" is located in our newly renovated beach house, perfectly located just seconds away from the ocean and only three blocks from the harbor in Fire Island Pines. The house has 2 outdoor decks with a pool and a hot tub, both with ocean views. The apartment has a queen size bed, Heat & A/C units in every room, internet, TV and much more!
Popular amenities for Brookhaven rentals with a pool
House rentals with a pool

Splendid private cottage

Private Oasis W/Stunning Vinyard and Pool Views

3Bed/2 Bath - Hamptons Getaway w/ Heated Pool!

Bellport Oasis

40x20 Heated Salt Pool · Sun Deck · Sleeps 6

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)

Luxe Southampton Home w/Pool 5 Min Walk to US Open

Modern 3 Bedroom Apartment Oasis PRIME Location
Apartment rentals with a pool

Greenport Getaway at Cliffside Condos

Water front, sunsets, sail boats, 30 day minimum

Beautiful condo on Long Islands Northfork

Waterfront Escape | Private Beach, Pool & Views

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterview Condo on the North Fork of LI

1856 Trading House close to water

A Unique Piece of Paradise, Water Front pool
Other holiday rentals with a pool

North Fork Extended-Stay Retreat, Pool, Beaches

Newly built cottage near the bay and hamptons

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

Luxurious Hamptons Beach Heated Pool Wineries

Nice getaway with your family.

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC

Trendy Ranch in Bellport Village

THE MULBERRY OASIS
When is the best time to visit Brookhaven?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €438 | €437 | €479 | €548 | €516 | €662 | €798 | €784 | €589 | €458 | €519 | €505 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Quick stats about holiday rentals with a pool in Brookhaven

Total holiday rentals
Explore 450 holiday rentals in Brookhaven

Nightly prices starting at
Brookhaven holiday rentals start at €61 per night before taxes and fees

Verified guest reviews
Over 8,370 verified reviews to help you choose

Family-friendly holiday rentals
340 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
450 of Brookhaven holiday rentals include wifi 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, AMC Stony Brook 17 and PJ Cinemas
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- Yale University
- Jones Beach
- Citi Field
- Cooper's Beach, Southampton
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Robert Moses State Park Beach
- Southampton Beach
- Sunken Meadow State Park
- UBS Arena
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- Sleeping Giant State Park
- Compo Beach
- Yale University Art Gallery
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- Orient Beach State Park
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- Dunewood
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- Stony Brook University





