
Vacation rentals with a pool in Bridgehampton
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Bridgehampton

Total vacation rentals
Explore 240 vacation rentals in Bridgehampton

Nightly prices starting at
Bridgehampton vacation rentals start at $420 per night before taxes and fees

Verified guest reviews
Over 2,450 verified reviews to help you choose

Family-friendly vacation rentals
220 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
240 of Bridgehampton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Bridgehampton rentals

4.9 Average rating
Bridgehampton stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated rentals with a pool in Bridgehampton
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Serene w/ large pool ~1 block to waterfront dining
Serene, chic, Hamptons oasis! 1 block to waterfront dining + 8 minutes to Main St. + beaches Enjoy your calm, zen, private home nestled in nature + peacefulness. Swim in your pool all day, spark up the firepit + BBQ under the starry sky! Curl up in the living room; cook in the Chef's kitchen + stream on the 80' TV. Enjoy a 1 block stroll to waterfront dining + cafe for coffee on the sea + dinner/drinks watching the sunset over the harbor You'll be 8 mins to Main St., beaches + so much more!

Beachglass Barn Gated prvt pool King suite 2 bths
Beautiful, bright, spacious King suite w fireplace, 2 en-suite bathrooms & private separate poolside entrance. Pool is 4 u only! We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Solo travelers feel secure here. Play games, grill or cozy up fireside w a good book or movie. The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your best on our super deluxe king sized bed w/your choice of pillows. Complimentary coffee/tea/treats

Swimming pool w/Hot tub Fire Pit Coffee Bar
Relax in this cozy loft filled with amenities that will create lasting memories. Recently renovated so fresh and clean. Located on a wooded lot. Large fenced in landscaped yard with hammocks and firepit. Heated pool seasonal. We are just minutes from the beach. Spend time in our 6 person jacuzzi. 10 min to Southampton village. 15 min to Sag Harbor. Centrally located. Fresh farm (home of Tate’s Cookies) around the corner with fresh meats and produce. A tasty restaurant near by and a deli too.

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. (No AI used in these photos!)

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.

Hamptons Dream Suite
Hampton's Dream Suite- Is a guest suite in East Hampton, NY. From relaxing by the pool, to taking a day trip to Montauk, or visiting some of the best beaches in the Hamptons, the opportunities here are endless! It offers a bedroom with a Queen size Select Comfort bed, living room has two queen sofa beds and a full bathroom. It has a Kitchenette, Central AC/Heat with a 65" smart TV with surround sound and DVD, Blue ray and Xbox Games . There is also a TV and blue Ray player in the bedroom.

Oasis backyard, Pool, Gym, and Sunroom!
Oasis pool and landscaping makes it feel like your on a private island. Sunroom with smart TV over looking oasis back yard. Decks in the back yard with lounge chairs and 2 patio dining tables. Front deck with lounge chairs. Outdoor gym located in the corner of the yard. Paddle boards, boogie boards, beach chairs, and beach towels provided. Walk to EHP Resort (SiSi Restaurant), and Harbor Bistro featured on Delicious Destinations. Paddle Diva paddle board/kayak rentals also nearby.

East Hampton Oasis - Pool and Hot Tub
Nestled at the end of a private road in the Springs section of East Hampton, this classic Hamptons home will keep you and your friends/family entertained. Living room with sonos sound system, kitchen, 3 bedrooms, 2 bathrooms, outdoor living area with lounge chairs, a bbq, bar, pool and hot tub. All 3 bedrooms have AC. Towels and linens provided. Washer/dryer available. CLOSE TO BEACH AND EH VILLAGE. The pool is open May 5 through October 5. The hot tub remains open year round.

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .

Stunning 3 bed 2 bath home W Pool
Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

Marvelous 4 Bed East Hampton home w Heated Pool
Beautiful, designer home with new appliances located just a few short minutes to ocean beaches, Wolffer Vineyard, East hampton /Sag Harbor villages. The home has mature landscaping and pristine. Every attention to detail has been met. Please read my disclosures & house manual before you request in order to be on the same page. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Pool Central Private Bridgehampton Home
Longer stay and reduced rate please email 169bridgehamptoncottage@gmail.com. NOTE* Rest assured, as always, even more so now, our housekeeper is aware to put in the extra tedious clean needed for a happy healthy stay! 7 minute drive to Hampton classic or less 20 min bike ride. Restaurants, studio 89 gym, on same rd. Ocean+bay 5-10 min drive. Bike to 1 ocean Yoga/winery. Halfway to Sag Harbor+Bridgehampton. There is pet fee.
Popular amenities for Bridgehampton rentals with a pool
House rentals with a pool

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Modern East Hampton Home w/ Heated Saltwater Pool

Designer home in Sag Harbor : 5BR walk to beach

Cheerful 3 bedrm-4 beds-3 bath -beach home w pool

Chic Southampton Home. Mins to Village and Beach!

Southampton Village Escape

Designer Home: Pool & Pickleball

Modern Oasis in Southampton
Condo rentals with a pool

Beautiful condo on Long Islands Northfork

Beautiful Waterview Condo on the North Fork of LI

Sound Front Condominium

Waterfront Escape | Private Beach, Pool & Views

Greenport Getaway at Cliffside Condos

Waterfront Condo C-204 at The Cliffside Resort

Beachside Waterview 2Br Condo w/ Pool in Greenport

A Unique Piece of Paradise, Water Front pool
Home rentals with a private pool
East Hampton Villa | Heated Saltwater Pool & Beach
Enchanting Home with Large Decks and Heated Pool
Saltbox with Separate Poolhouse in Northwest Woods
Perfect Getaway at Sunny Modern Shampton LakeHouse
When is the best time to visit Bridgehampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,443 | $1,450 | $1,450 | $1,390 | $1,383 | $1,500 | $1,610 | $1,880 | $1,417 | $1,433 | $1,350 | $1,400 |
| Avg. temp | 32°F | 33°F | 40°F | 50°F | 60°F | 69°F | 75°F | 74°F | 67°F | 56°F | 46°F | 37°F |
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