
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 ﺩ.ﺇ 220 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.

Rivazi Home | Boutique Retreat in Port Jefferson
Welcome to Rivazi Home, a beautifully renovated modern retreat in Port Jefferson. Wake up to sunlight through the trees, enjoy your morning coffee surrounded by nature, and spend your days exploring nearby beaches, the harbor, shops, local restaurants or unwind by the spa. A chef-inspired kitchen features premium appliances and expansive windows that bring the outdoors in. The perfect home base for wedding guests, graduation visitors, families, couples, and peaceful Long Island getaways.

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.

Long Island Getaway w/ Heated Pool & Lake
Long term bookings available for Summer 2026! Discounts for longer stays! Heated pool open May-Sept We welcome you to our beautiful home full of history, designed with high end comforts, and filled with activities and amenities. Take advantage of everything Long Island has to offer, situated a short drive away from East End LI - close to NYC, Hamptons, NoFo, beaches, wineries, breweries and more! Relax at home in the heated pool, light a bonfire, play games, and many other activities!

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

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.

Harbor House Stony Brook Village
Welcome to The Harbor House — a stunning luxury home nestled in the heart of Stony Brook Village. This beautifully custom-built retreat features a private pool, hot tub, sauna, and gym for the ultimate relaxation and comfort. Walk to the charming village center filled with shops, restaurants, and beaches, or reach Stony Brook University and Hospital in just minutes. Perfect for families or groups seeking a modern coastal escape with style and space.

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.

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.

"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!

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

Private Oasis W/Stunning Vinyard and Pool Views

Beach Barn w/ Heated Pool & Sauna - Dog Friendly

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

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

South Bay Holiday

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

FI Pines Updated 3 BR/2 BA with Heated Pool, Spa
Condo rentals with a pool

Greenport Getaway at Cliffside Condos

Beautiful condo on Long Islands Northfork

Waterfront Escape | Private Beach, Pool & Views

Beautiful Waterview Condo on the North Fork of LI

A Unique Piece of Paradise, Water Front pool

Waterfront Escape | Private Beach, Pool & Views

Beachside Waterview 2Br Condo w/ Pool in Greenport

Beautiful 2 Bedroom 2 Bathroom Pool-Side Condo
Other vacation rentals with a pool

A Hidden Gem! Cozy Cottage with huge Pool & Garden

Hamptons Waterview Cottage

Designer home in Sag Harbor : 5BR walk to beach

Trendy Ranch in Bellport Village

Chic Southampton Home. Mins to Village and Beach!

Bayfront 1BR/2BR detached guesthouse with pool

THE MULBERRY OASIS

Lake Shore Oasis
When is the best time to visit Brookhaven?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,847 | ﺩ.ﺇ 1,844 | ﺩ.ﺇ 2,020 | ﺩ.ﺇ 2,310 | ﺩ.ﺇ 2,174 | ﺩ.ﺇ 2,791 | ﺩ.ﺇ 3,364 | ﺩ.ﺇ 3,305 | ﺩ.ﺇ 2,483 | ﺩ.ﺇ 1,928 | ﺩ.ﺇ 2,185 | ﺩ.ﺇ 2,126 |
| 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 |
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- Yale University
- Jones Beach
- Citi Field
- Cooper's Beach, Southampton
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Southampton Beach
- UBS Arena
- Sunken Meadow State Park
- Hammonasset Beach State Park
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- Dunewood
- Resorts World Casino New York City





