Holiday rentals in Bridgehampton

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Top-rated holiday rentals in Bridgehampton

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Guest favourite
A two-story beach house features wooden shingle siding and large windows. A sparkling blue pool is positioned in the foreground, surrounded by a wooden deck. Comfortable lounge chairs are placed nearby, offering options for relaxation outdoors.
Home in The Hamptons
4.76 out of 5 average rating, 51 reviews

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

Heart of the Hamptons is situated this bright, beach house 5 min from the ocean, BH/Sag Harbor town, & Wolfer vineyards. 2 master suites w/ ensuite bathrooms and an additional guest room with adjacent bathroom that comfortably sleeps 6 -1 King, 1 queen, 2 twin. Open kitchen that adjoins the dining area and the double height living room w/ fireplace. Sparkling heated (add charge) pool (MD-mid Sept) and palatial lawns with room to roam. Keep it simple at this peaceful and centrally located getaway

Guest favourite
A flower-filled back deck is highlighted by comfortable seating arrangements and a small dining table. Potted flowers in vibrant colors complement the wooden decking, while a table reflects the surrounding greenery. Various lounge chairs invite relaxation in this serene outdoor space.
Home in The Hamptons
4.9 out of 5 average rating, 112 reviews

Walk to Village Sag Harbor Victorian

Charming 2 bedroom 2 bathroom house in the historic Village of Sag Harbor with view of pond and park. Walking distance (not driving) to the quaint village with restaurants, shops, long wharf, gym, yoga. Living room with fireplace, dining room, kitchen and office. Upstairs loft ensuite bedroom and bathroom. Downstairs bedroom and full bath with tub and shower. Flower filled back deck with BBQ. Wireless internet, 2 TV's, air conditioner units, washer dryer. Minutes to ocean and bay beaches.

Top guest favourite
A cozy living area is shown with two comfortable sofas and a coffee table. Natural light enters through two windows adorned with bamboo shades. A flat-screen television is mounted on the wall, and a decorative rug adds warmth to the wooden flooring.
Flat in The Hamptons
4.99 out of 5 average rating, 213 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!

Guest favourite
The exterior of the cottage is framed by lush greenery and mature trees, showcasing a charming facade with a combination of wood shingles and a welcoming entryway. Stone steps lead to the porch, while a manicured lawn enhances the inviting atmosphere.
Home in The Hamptons
4.98 out of 5 average rating, 43 reviews

Sag Harbor Chic Modern Cottage

Escape to this charming Sag Harbor cottage, featuring three inviting bedrooms, two full baths, a cozy living room, light and airy sunroom, and a sun-filled kitchen and dining area. Relax in the delightful sunroom or unwind in the beautifully landscaped private garden, complete with a bluestone patio and a picturesque pergola. Perfectly situated just minutes from pristine bay and ocean beaches, marinas, scenic nature preserves, farm stands, acclaimed restaurants, and boutique shopping.

Top guest favourite
Cottage in The Hamptons
5 out of 5 average rating, 11 reviews

Hamptons Waterfront Getaway – Stylish & Serene

Waterfront Luxury Retreat in Sag Harbor. As featured in Mansion Global and Homeworthy. This serene designer home offers direct bay access for kayaking and paddle boarding, plus a private path to Clam Island for peaceful walks and beach picnics. Enjoy a gourmet kitchen with Viking and Sub-Zero appliances, spa-like en-suite baths, and plush bedding. Minutes to bay beaches and Sag Harbor village—your private escape awaits. Ideal for romantic getaways, relaxing weeks, or a summer reset.

Guest favourite
A spacious backyard is showcased, featuring a large saltwater pool surrounded by six lounge chairs. Lush green grass is complemented by a flowerbed, while tall trees provide shade. The house, with a wooden deck, is visible in the background.
Home in The Hamptons
4.93 out of 5 average rating, 15 reviews

Hamptons Home w/ Salt Water Pool

3 Bed/ 2 Bath Sag Harbor Retreat w/ Salt Water Pool. Nestled close to both Sag Harbor Village and Sagaponack, this charming home offers the perfect blend of comfort and convenience. With 3 bedrooms, 2 baths, and situated on a generous .66-acre lot. Outdoors, the expansive yard features a 35x17 saltwater pool. Located just moments from Sag Harbor Village, you'll enjoy easy access to boutique shops, acclaimed restaurants, Wolffer Estate Vineyards, and picturesque waterfront views.

Top guest favourite
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
A cozy sleeping area is highlighted by a spacious bed with light blue bedding, positioned near a working fireplace. A television is placed on a wooden stand across from the bed. Soft lighting from bedside lamps creates a warm ambiance, complemented by a decorative artwork on the wall.
Guest suite in The Hamptons
4.9 out of 5 average rating, 392 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.

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, 136 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

1 prvt pool 2 baths 3 miles to beaches 4 u 2 enjoy

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

Superhost
A compact living area features a blue sofa adorned with patterned pillows and a geometric area rug. A dining table with two wooden chairs is positioned near a mirror reflecting natural light from the window. Potted plants add a touch of greenery to the space.
Cottage in The Hamptons
4.84 out of 5 average rating, 97 reviews

Cottage 3 minute walk Bridgehampton town

Longer stay and reduced rate please email 169bridgehamptoncottage@gmail.com. Depending check in/out flexible. 5min. drive or less 10 min. Bike to Hampton classic. Fenced backyard. Near Hampton jitney, train. Walk to town,fitness, bike to the ocean rd. beach. Same road of nature reserve, kids museum, farmers market. 5 min. drive to commons. Grill,Bikes,beach chairs+toys,Yoga mats, SUP Boards. $50+pet fee- number, size,duration of stay.

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, 365 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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Avg. price£810£880£878£782£872£960£1,105£1,209£806£799£741£810
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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 cottage rentals in Bridgehampton?

    Experience the best of Bridgehampton with our cottage rentals, starting at about $220 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 house rentals in Bridgehampton have a kitchen?

    Absolutely! We offer over 230 house 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 £103 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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