Vacation rentals in Bridgehampton

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Top-rated vacation rentals in Bridgehampton

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

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Guest favorite
A serene pool area is surrounded by lush greenery and colorful hydrangea flowers. Lounge chairs offer relaxation under large umbrellas, while the inviting pool reflects the clear blue sky. A charming home stands in the background, adding to the peaceful setting.
Home in The Hamptons
4.92 out of 5 average rating, 121 reviews

Southampton Charmer, 5 bedrooms w pool - Location

This 5-bedroom home boasts en-suite baths and elegant furnishings. The gourmet kitchen features marble countertops and stainless steel appliances, leading to a dining area. The lower level includes a spacious seating area and a game room with toys. The second floor houses a master suite with stunning views and three additional en-suite bedrooms. Located minutes from the village center, with restaurants, shops, and beaches nearby. A heated pool invites you to relax and enjoy the comfort of home.

Guest favorite
A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.
Home in North Fork
4.92 out of 5 average rating, 107 reviews

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.

Top guest favorite
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.
Apartment in The Hamptons
4.98 out of 5 average rating, 199 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 favorite
A modern kitchen space features a granite countertop with high-backed bar stools positioned for dining. Glass-front cabinets display dishware, and a sliding door opens to a sunny outdoor area with a pool and patio seating.
Home in The Hamptons
4.97 out of 5 average rating, 263 reviews

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.

Top guest favorite
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, 381 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. Ideal for a fall or winter visit to explore the area during the quieter season. Main Street is lively and all restaurants are open. Central heat & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking. Fully self contained and private.

Guest favorite
A bright living room features tall windows that allow ample natural light. A modern sofa and coffee table are arranged on polished wooden floors. A large copper fireplace serves as the focal point, surrounded by minimalistic decor, creating a spacious and inviting atmosphere.
Home in The Hamptons
4.89 out of 5 average rating, 133 reviews

Light-filled Sag Harbor village gem

Midcentury style in the heart of Sag Harbor Historic district. Soaring 20-foot floor-to-ceiling windows and skylights throughout offer the ideal indoor-outdoor experience for enjoying all seasons. Featured in Home & Garden, the house is situated on sprawling grounds, one of the largest lots in Sag Harbor. In the winter, enjoy the Scandinavian sauna and lounge in front of the fireplace. Gunite pool open May 25 to Sept 3.

Guest favorite
A well-maintained outdoor pool area is surrounded by a wooden deck and lush greenery. Lounge chairs are positioned along the pool, with a shaded area provided by a large tree. The clear blue water of the pool reflects the sunlight, inviting relaxation.
Home in The Hamptons
4.94 out of 5 average rating, 147 reviews

Astounding Watermill 5 Bedroom home with Pool

Situated off of a quiet lane on a half-acre of land, updated, modern residence offers a peaceful and quiet Hamptons getaway. 5 bedrooms / 3 modern bathrooms offers a relaxing escape. Large open kitchen leads out to the back garden, pool and indoor-outdoor eating areas. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Guest favorite
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, 307 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.

Guest favorite
A wide sandy beach stretches towards the horizon, where soft waves gently lap at the shore. Tall lifeguard stands are positioned along the beach, with a few distant figures walking. The sky features a gradient of muted colors as the sun sets, creating a serene atmosphere.
Apartment in The Hamptons
4.95 out of 5 average rating, 225 reviews

Sunny Southampton Studio

Newly renovated sun drenched, spacious studio in Southampton. Five minute drive to Main Street, while still in close proximity to some of the most beautiful beaches. Queen size bed and queen size pull out couch. Full kitchen with new appliances and full bathroom. BEACH PASS for Coopers beach is available upon advanced request—please let me know the day before you arrive

Guest favorite
A light-filled living area features a comfortable sectional sofa with decorative pillows. A coffee table rests on a textured area rug, accompanied by framed art on the white walls. Natural light enters through a window overlooking greenery, accentuating a serene environment.
Apartment in The Hamptons
4.92 out of 5 average rating, 52 reviews

Spacious One Bedroom Apartment, Close to Beaches

One bedroom apartment with large king bed, double sink vanity, full kitchen, private entrance, and close proximity to town and beaches. Parking on premises, access to washer/dryer for long term guests. Centrally located between Southampton and Sag Harbor. Air mattress must be requested. 1.5 miles to the bay beaches 5 miles to closest ocean beaches

Top guest favorite
The exterior of the home features a warm wood facade, surrounded by well-maintained hedges. A spacious pool is framed by smooth stone decking, creating a serene outdoor area. The backyard is tranquil, with trees lining the perimeter and an inviting atmosphere.
Home in The Hamptons
4.98 out of 5 average rating, 47 reviews

Tranquil Southampton/Sag Harbor 5 Bedroom, Pool

Conveniently situated between Southampton and Sag Harbor-- This home offers a wonderful experience with comfort in mind. The 5 bedrooms, 3 bathroom home is a true oasis. The Pool is very calming and heated. Please take a look at our disclosures and house manual before you proceed with booking. We want to be sure this is the right home for you .

Top guest favorite
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
4.97 out of 5 average rating, 356 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 vacation rentals

When is the best time to visit Bridgehampton?

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Avg. priceG$228,444 GYDG$225,100 GYDG$219,039 GYDG$221,965 GYDG$247,464 GYDG$272,544 GYDG$313,719 GYDG$343,188 GYDG$228,862 GYDG$211,723 GYDG$200,019 GYDG$209,006 GYD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Bridgehampton?

    Four-legged friends are welcome in Bridgehampton. Choose from more than 140 vacation rentals for guests traveling with pets.

  • Do house rentals in Bridgehampton have free parking?

    Absolutely! We offer over 210 house rentals with free parking in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.

  • 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 family-friendly vacation rentals in Bridgehampton?

    Bridgehampton has more than 240 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Where should I stay in Bridgehampton?

    Make yourself at home in Bridgehampton by choosing from our most frequently booked neighborhoods. We have over 850 vacation rentals in Sagaponack, over 1,970 vacation rentals in Bridgehampton, and over 1,970 vacation rentals in Water Mill.

  • Are there Bridgehampton vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 230 vacation homes with pools in Bridgehampton, available on Airbnb. Make a splash and soak up the sun in style!

  • What are the most popular amenities for House Rentals in Bridgehampton?

    Enhance your stay in our House Rentals with the most popular amenities: over 210 homes with a kitchen, over 210 homes with free parking, over 220 homes with wifi, over 220 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do villa rentals in Bridgehampton have wifi?

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

  • 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.

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

    Experience the best of Bridgehampton with our villa rentals, starting at about $1,660 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about vacation rentals in Bridgehampton

  • Total vacation rentals

    Explore 270 vacation rentals in Bridgehampton

  • Nightly prices starting at

    Bridgehampton vacation rentals start at G$25,081 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    240 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Vacation rentals with a pool

    230 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Bridgehampton vacation rentals include wi-fi 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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