
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.

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.

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

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.

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!

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.

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.

"NORTH APT." Renovated 1 Br Apt. In Great Location
The 1 Bedroom "North 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 amenities!

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!

Secluded Farmhouse - Studio Apartment Style Unit
Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.
Popular amenities for Brookhaven rentals with a pool
House rentals with a pool

Splendid private cottage

Sag Harbor Hamptons hideaway

Hamptons Getaway/ Backyard OASIS/EV charger

Nice getaway with your family.

Cozy Home with Pool - Near Beach and Restaurants

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

Beach House Feel - Newly renovated Backyard Oasis

Charming Quintessential Beach House
Apartment rentals with a pool

Greenport Getaway at Cliffside Condos

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

Newly Renovated Modern Townhouse w/Pool & Tennis

1856 Trading House close to water

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

New, spacious 1BR with a large deck close to train

Newly Renovated 3Bed/2 Bath - Hamptons Getaway!

Gorgeous Hamptons Farmhouse without the Traffic!

Cozy, Chic, Fireplace Studio Getaway Certified!

Newly built cottage near the bay and hamptons

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

Bayside paradise w/ huge yard

Charming Southampton Home
When is the best time to visit Brookhaven?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £374 | £374 | £409 | £468 | £440 | £565 | £682 | £670 | £503 | £391 | £443 | £431 |
| 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 £52 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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- Beach
- Yale University
- Jones Beach
- Citi Field
- Cooper's Beach, Southampton
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Robert Moses State Park Beach
- Sunken Meadow State Park
- Jones Beach State Park
- Hammonasset Beach State Park
- UBS Arena
- Sleeping Giant State Park
- Yale University Art Gallery
- Long Island Aquarium
- Sherwood Island State Park
- Orient Beach State Park
- Amagansett Beach
- Compo Beach
- Wölffer Estate Vineyard
- Ohel Chabad-Lubavitch
- Flushing-Main St
- Meschutt Beach
- Jennings Beach





