Holiday rentals in Bridgehampton

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Top-rated holiday rentals in Bridgehampton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious bedroom is featured with a comfortable king-sized bed, adorned with soft linen and decorative pillows. Nightstands with stylish lamps provide gentle illumination, complementing the calm color scheme of the room.
Flat in The Hamptons
4.96 out of 5 average rating, 80 reviews

Hamptons Elegant and Comfortable Apartment

Enjoy your stay in this beautifully decorated and completely private basement apartment - with all original artwork- in the center of the Hamptons with the added convenience of being close to major towns and beaches. Large bedroom with comfortable king sized bed and high quality mattress and linen. Large-screen smart TV with many channels. Closet space, well equipped kitchenette, bathroom with glass-enclosed shower. Seating area for 4 and second large-screen smart-TV with comfy oversized couch.

Top guest favourite
A clear blue pool is framed by a stone patio, complemented by lounge chairs and a dining set nearby. The cozy home, with a shingled exterior, is set against a backdrop of lush greenery and a clear blue sky.
Home in The Hamptons
5 out of 5 average rating, 20 reviews

Sag Harbor 3 bedrooms with Pool

Tucked away at the end of a private 120-yard gravel driveway, this charming home welcomes you with three bedrooms and two bathrooms, including a serene en-suite. The sunlit high ceilings living room, creates an airy and inviting space to relax or entertain. Step outside to your own private oasis, where a sparkling pool awaits. Surrounded by lush greenery and tranquil landscapes, this retreat offers the perfect blend of seclusion and comfort—an ideal place to unwind and reconnect with nature.

Superhost
Home in The Hamptons
4.9 out of 5 average rating, 41 reviews

Southampton Stunner: Pool, Beach & more!

Stroll to the beach or lounge by the glistening pool. This beautiful light and airy modern home has it all. Designer chic with all the comforts of home, it is nestled amongst the trees on a serene private property. Gorgeous furnishings, the most comfortable mattresses, hi speed wifi, streamingTVs, expansive deck w/grill, sweet balcony, huge pool & much more. Separate 2 car garage with gym equipment, bikes, & gear for your days at the beach. Truly the perfect place for your east end summer.

Top guest favourite
Flat in The Hamptons
4.99 out of 5 average rating, 217 reviews

Updated apartment in historic village home

Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

Top guest favourite
A modern living area features a light-colored sofa adorned with decorative pillows. A glass-topped coffee table sits in front, and light streams in from a nearby window. Exposed wooden beams draw attention to the ceiling, while shelves display curated décor against a neutral wall.
Cottage in The Hamptons
4.96 out of 5 average rating, 98 reviews

Steps to the Beach - Designer Cove House Cottage

All new modern interior and exterior furnishings by luxury interior designer. Enjoy fabulous water views on the expansive mahogany deck from this sweet beach cottage that was completely renovated and is a short walk to beautiful Long Beach and just a couple of miles to Sag Harbor's Main St. The home features an open floor plan, cozy gas fireplace, an updated kitchen with stainless appliances and Viking range. Three bedrooms (one with a private office) and an outdoor shower.

Top guest favourite
An inviting outdoor sitting area features wooden chairs positioned near French doors. The space is surrounded by lush greenery, and a stone pathway leads to the entrance of the studio apartment. Flowering vines and potted plants add a touch of nature.
Guest suite in The Hamptons
4.9 out of 5 average rating, 394 reviews

Artists Sag Harbor Village Retreat

This light and spacious Sag Harbor Village studio apartment is a 10 minute walk from historic Main St. 5 minutes to Village beach. French doors open onto outdoor sitting area. Fully self contained and private. Main Street is lively and all restaurants are open. Central heat with it’s own thermostat controls & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking in driveway close to entrance. Not suitable for infants or children.

Top guest favourite
A comfortable living room area is presented, featuring a light-colored sectional sofa arranged around a wooden coffee table. Natural light enters through a large window, illuminating a piece of artwork on the wall and adding a cozy touch to the space.
Flat in The Hamptons
4.93 out of 5 average rating, 137 reviews

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 .

Top guest favourite
Guest suite in The Hamptons
4.97 out of 5 average rating, 174 reviews

King suite w 2bths Prvt pool&entrance Close 2 all

Beautiful, bright, spacious King suite w fireplace, two en-suite bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. 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 very best on our super deluxe king sized bed w/your choice of pillows. Complimentary coffee/tea/treats

Guest favourite
A bright living area is furnished with a leather sofa and a dark coffee table, positioned on a textured rug. Natural light filters through large windows, illuminating the space. A staircase leads to an upper level, with wooden accents enhancing the modern design.
Home in The Hamptons
4.93 out of 5 average rating, 100 reviews

Central Private Bridgehampton

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.

Top guest favourite
An outdoor patio features multiple wooden lounge chairs arranged around a central fire pit. A gunite pool with clear water reflects the surrounding greenery. The main house, visible in the background, showcases a classic design with white siding and large windows.
Home in The Hamptons
4.87 out of 5 average rating, 284 reviews

Exclusive Sag Harbor Compound

A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

Guest favourite
A welcoming living area is illuminated by natural light from large windows. A comfortable gray sofa is complemented by light-colored armchairs and a coffee table adorned with books and decorative items. The neutral color palette is accentuated by indoor plants and a textured rug.
Home in The Hamptons
4.95 out of 5 average rating, 314 reviews

Sag Harbor Cottage, Walk to the Beach!

Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.

Top guest favourite
The living area features two comfortable sofas, a wooden coffee table, and a dining table set for four. A window allows natural light to fill the space, while decor accents create a relaxed environment. Air conditioning unit is visible on the wall.
Cottage in The Hamptons
4.98 out of 5 average rating, 369 reviews

Carriage House - Cottage in East Hampton Village

Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

Popular amenities for Bridgehampton holiday rentals

When is the best time to visit Bridgehampton?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Bridgehampton?

    Bridgehampton has more than 250 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Bridgehampton?

    Experience the best of Bridgehampton with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Bridgehampton?

    Four-legged friends are welcome in Bridgehampton. Choose from more than 150 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Bridgehampton?

    Yes! Work meets play with ease at over 160 vacation rentals in Bridgehampton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Bridgehampton vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 240 vacation homes with pools in Bridgehampton, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Bridgehampton?

    Make yourself at home in Bridgehampton by choosing from our most frequently booked neighborhoods. We have over 840 vacation rentals in Sagaponack, over 1,980 vacation rentals in Bridgehampton, and over 1,980 vacation rentals in Water Mill.

  • Do cottage rentals in Bridgehampton have air conditioning?

    Absolutely! We offer over 10 cottage rentals with air conditioning in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Bridgehampton have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Bridgehampton have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Bridgehampton have free parking?

    Absolutely! We offer over 10 cottage rentals with free parking in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Bridgehampton

  • Total holiday rentals

    Explore 280 holiday rentals in Bridgehampton

  • Nightly prices starting at

    Bridgehampton holiday rentals start at £105 per night before taxes and fees

  • Verified guest reviews

    Over 3,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Holiday rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    280 of Bridgehampton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bridgehampton rentals

  • 4.8 Average rating

    Bridgehampton stays are highly rated by guests – averaging 4.8 out of 5!

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