Bridgehampton holiday rentals

We found 2,657 holiday rentals — enter your dates for availability
Discover a selection of 83 homes and other holiday rentals in Bridgehampton that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the amenities that you expect and more, which might include parking and a garden. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Bridgehampton

Showing deals for:18 Dec - 25 Dec

Pool
Dining
Exterior
Pool
Exceptional
(6 reviews)

Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway

Hampton Bays

8% off
AU$14,145
for 7 nights, 1 home
AU$2,021 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
Chef kitchen with breakfast area on 2nd floor
Dining table and picnic table water view
Main Entrance
2nd floor deck with additional dining and leisure seating.
Exceptional
(38 reviews)

Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!

Southampton

8% off
AU$15,100
for 7 nights, 1 home
AU$2,157 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
The Harbor
Private kitchen
Dining Room
Exterior
Exceptional
(102 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

16% off
AU$11,715
for 7 nights, 1 home
AU$1,674 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
master bedroom with balcony
aerial view
living room
kitchen with large island and breakfast table
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

17% off
AU$80,567
for 7 nights, 1 home
AU$11,510 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Exterior
Terrace/patio
Living area
Pool
Excellent
(10 reviews)

Stunning fall sunsets, coveted location on Mecox Bay - recently furnished

Water Mill

8% off
AU$54,228
for 7 nights, 1 home
AU$7,747 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Exterior
Pool
Outdoor dining
Master bedroom with ensuite bathroom
Exceptional
(28 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
AU$11,852
for 7 nights, 1 home
AU$1,693 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
park-like grounds
Living area
Lower deck With Pool, 9 Loungers, plus 6 pool-chairs. Upper deck dining seats 10
An elegant dining room (to 10 ppl, joins kitchen +8 and outdoor dining +10,)
Exceptional
(26 reviews)

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton

30% off
AU$14,141
for 7 nights, 1 home
AU$2,020 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Private kitchen
Pool area viewed from side with teak loungers and umbrellas
Main house dining area with wet bar, 300 bottle wine fridge and ice maker.
Covered porch on backside of main house
Exceptional
(7 reviews)

Amagansett Beach Estate with Award Winning Outdoor Amenities

Amagansett

8% off
AU$47,392
for 7 nights, 1 home
AU$6,770 per night
includes taxes & fees
Amagansett Beach Estate with Award Winning Outdoor Amenities
Outdoor dining
Living area
Interior
Pool
Exceptional
(14 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

8% off
AU$10,593
for 7 nights, 1 home
AU$1,513 per night
includes taxes & fees
PERFECT GETAWAY East Hampton / Sag Harbor
Pool
Exterior
Exterior
Large Dining/Kitchen Space
Exceptional
(11 reviews)

New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!

Southold

8% off
AU$12,589
for 7 nights, 1 home
AU$1,798 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Pool
Dining
living room
outdoor shower
Exceptional
(60 reviews)

Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool

Southampton

8% off
AU$19,569
for 7 nights, 1 home
AU$2,796 per night
includes taxes & fees
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
Kitchen walks out to covered porch across length of entire back
Featured as one of most beautiful poolsides
Hydrangeas blooming all summer.these are the August bloomers
Couches on covered porch and outdoor dining table for 8
Exceptional
(7 reviews)

IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES

Southampton

8% off
AU$25,395
for 7 nights, 1 home
AU$3,628 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Interior
Living area
Pool
Exceptional
(10 reviews)

Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house

Sag Harbor

8% off
AU$14,179
for 7 nights, 1 cottage
AU$2,026 per night
includes taxes & fees
Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house
Front yard closeup
Facade
Zepherine Drouhin, c. 1868 French thornless rose cultivar famed for its scent
From the bedroom
Exceptional
(22 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
AU$7,489
for 7 nights, 1 cottage
AU$1,070 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Dining
Terrace/patio
Interior
Private kitchen
Exceptional
(19 reviews)

Entire, new, roomy, village beach house close to beach, park, and town center

Greenport

8% off
AU$6,578
for 7 nights, 1 home
AU$940 per night
includes taxes & fees
Entire, new, roomy, village beach house close to beach, park, and town center
Terrace/patio
Pool
Living area
Dining
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
AU$22,962
for 7 nights, 1 home
AU$3,280 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
The kitchen is all glass with a spectacular view of the pool and creek
A view of the house and pool from the creek, looking south
The front of the house
The front porch
Exceptional
(20 reviews)

Unique Southold waterfront luxury home with heated pool on Long Creek

Southold

7% off
AU$6,118
for 7 nights, 1 home
AU$874 per night
includes taxes & fees
Unique Southold waterfront luxury home with heated pool on Long Creek
Private kitchen
Property grounds
Dining
Terrace/patio
Exceptional
(5 reviews)

Beautiful 4 bedroom house with tranquil gardens close to bay beaches.

East Hampton

8% off
AU$10,181
for 7 nights, 1 home
AU$1,454 per night
includes taxes & fees
Beautiful 4 bedroom house with tranquil gardens close to bay beaches.
Frankel Residence
Thermador chefs kitchen with expansive island open to dining room & family room
View from entry foyer into double height living room, skylights, leading to pool
Dining room seating 12 leading to chef's kitchen and doors leading to pool
Exceptional
(6 reviews)

Completely Renovated Home on ~2 Private Acres, Near Beach/Town

Wainscott

8% off
AU$22,997
for 7 nights, 1 home
AU$3,285 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Living Room
Kitchen
Room
Backyard Water View
Exceptional
(6 reviews)

Charming 2 bedroom house in Quaint New Suffolk -short walk to New suffolk Beach

New Suffolk

8% off
AU$4,793
for 7 nights, 1 home
AU$685 per night
includes taxes & fees
Charming 2 bedroom house in Quaint New Suffolk -short walk to New suffolk Beach
Dining
Living area
Living area
Interior
Exceptional
(9 reviews)

Modern Home in East Hampton great for a summer or winter retreat.

East Hampton

7% off
AU$7,679
for 7 nights, 1 home
AU$1,097 per night
includes taxes & fees
Modern Home in East Hampton great for a summer or winter retreat.
Pool
Terrace/patio
Interior
Living area
Exceptional
(12 reviews)

Large East Hampton house with heated pool and home gym - fully fenced

East Hampton

12% off
AU$12,325
for 7 nights, 1 home
AU$1,761 per night
includes taxes & fees
Large East Hampton house with heated pool and home gym - fully fenced
Dining area
Large pool heated pool
Main living area
Exterior
Exceptional
(21 reviews)

Charming, spacious 3 bedroom, 3 bath East Hampton Springs house

East Hampton

7% off
AU$7,180
for 7 nights, 1 home
AU$1,026 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Terrace/patio
Private kitchen
Living area
Living area
Exceptional
(10 reviews)

Springs Chic, Steps from private Gardiners Bay beach!

East Hampton

8% off
AU$8,050
for 7 nights, 1 home
AU$1,150 per night
includes taxes & fees
Springs Chic, Steps from private Gardiners Bay beach!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Head to the theatrical city of Bridgehampton

Come and experience Bridgehampton and its wineries, theatre scene and live music. Well known for its horse riding, gardens and cafes, this walkable city won't disappoint. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Bridgehampton

Are you looking for top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Bridgehampton a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Wolffer Estates Vineyard (1.3 mi / 2.1 km)
  • Duck Walk Vineyards (4.2 mi / 6.7 km)
  • Noyac Golf Club (4.6 mi / 7.4 km)
  • LongHouse Reserve (6.1 mi / 9.9 km)
  • Shinnecock Hills Golf Course (7.9 mi / 12.6 km)
  • Raphael Winery (10.7 mi / 17.2 km)

Exploring the natural landscape of Bridgehampton

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Bridgehampton. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • The Hamptons Beaches (0.8 mi / 1.4 km)
  • Georgica Beach (4.5 mi / 7.2 km)
  • East Hampton Main Beach (5.6 mi / 8.9 km)
  • LongHouse Reserve (6.1 mi / 9.9 km)
  • Cooper's Beach (7.5 mi / 12.1 km)
  • Indian Wells Beach (8.6 mi / 13.9 km)

Seasonal weather in Bridgehampton

If you're planning a holiday around the weather, August, July, September and June are the hottest months to visit, when temperatures average 21°C.

Transport to and around Bridgehampton

Fly into East Hampton, NY (HTO), the closest airport, located 3.2 mi (5.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Westhampton, NY (FOK-Francis S. Gabreski), which is 18.9 mi (30.5 km) away.

If you're travelling by train, you can make your way to Bridgehampton Station.

Frequently asked questions

What is the best area to stay in Bridgehampton when booking a holiday rental?
When considering a holiday rental in Bridgehampton, a charming neighbourhood within the Hamptons, you might find that the area around the village centre is particularly appealing. This locale offers a delightful blend of convenience and character, with a variety of properties available, ranging from quaint cottages to more spacious homes.Staying near the village centre not only provides easy access to local shops and restaurants but also places you within reach of some lovely attractions. One highlight is the Bridgehampton Historical Society, which showcases the rich heritage of the area, while the nearby ocean beaches, such as those on the Atlantic Coast, offer a great spot for relaxation and recreational activities.Additionally, the proximity to the scenic vineyard trails makes it a great base for exploring the local wine country, where you can enjoy tastings and tours.
Where are the best areas for renting a beach house in Bridgehampton?
For renting a beach house in Bridgehampton, the area around the famous Bridgehampton Beach is a prime choice. This picturesque stretch offers a variety of rental properties, from luxurious beachfront homes to charming cottages, many of which come with amenities such as private pools, expansive outdoor decks, and direct access to the sandy shores. These homes often feature modern kitchens, spacious living areas, and outdoor grilling facilities, ideal for families or groups looking to enjoy the coastal lifestyle.Additionally, the nearby Mecox Bay area provides a serene setting for beach rentals. Here, you can find properties that offer stunning views of the water, with some featuring private docks for easy boating access. Many of these homes are designed to maximise indoor-outdoor living, boasting large windows and outdoor seating areas great for enjoying the sunsets. The proximity to local shops, cafes, and the vibrant art scene in Bridgehampton adds to the overall appeal for visitors.Furthermore, the nearby Sagg Main Beach is another excellent option for beach house rentals, where properties often come equipped with amenities such as beach access, outdoor showers, and spacious yards for entertaining.
What is the most popular type of holiday rental accomodation in Bridgehampton?
In Bridgehampton, holiday houses are the most popular type of holiday rental, with around 228 available throughout the area. These homes are typically spacious and well-equipped, featuring multiple bedrooms, fully stocked kitchens, and ample living space, making them ideal for families and groups. Many also come with outdoor amenities such as private gardens, patios, and sometimes even pools, allowing guests to enjoy the beautiful surroundings. Additionally, there are about 12 cottages and several villas, offering a range of options for those seeking a more quaint or luxurious stay.
Are there any family house rentals in Bridgehampton?
In Bridgehampton, there are numerous family-friendly house rentals available, with around 40 options to choose from. This charming area is known for its stunning beachfront and picturesque landscapes, making it a superb retreat for families. Many of these homes offer spacious living areas, fully equipped kitchens for family meals, and outdoor spaces for children to play and enjoy the fresh air.Properties in this locale often include amenities such as private pools, game rooms for entertainment, and easy access to nearby attractions like the beautiful beaches of the Hamptons and local parks. Visitors can also explore local vineyards and quaint shops, adding to the appeal of a family getaway.
Can I rent a holiday home with a pool or hot tub in Bridgehampton?
In Bridgehampton, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 54 options to choose from. This charming community, located in the heart of the Hamptons, is known for its beautiful landscapes and proximity to stunning beaches, making it a desirable destination for travellers seeking relaxation and recreation.Many of the properties in this area come equipped with private swimming pools, hot tubs, and expansive outdoor spaces, superb for enjoying the warm summer weather. Amenities often include fully equipped kitchens, spacious living areas, and outdoor dining areas, allowing guests to make the most of their stay. Additionally, some rentals may feature luxurious touches such as fire pits, outdoor showers, and landscaped gardens, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Bridgehampton?
In Bridgehampton, there are several pet-friendly house rentals available, providing a variety of options for those travelling with furry companions. Many of these holiday homes feature spacious backyards, allowing pets to roam freely, and are equipped with amenities such as modern kitchens, comfortable living areas, and private outdoor spaces for relaxation.The area is renowned for its picturesque surroundings, including proximity to stunning beaches and nature trails, superb for pet walks and outdoor activities. Bridgehampton also offers easy access to local parks, where pets are welcome to enjoy the open spaces.
Are there any remote work holiday rentals in Bridgehampton?
In Bridgehampton, there are numerous options for remote work holiday rentals, with around 220 available throughout the area. This charming community, located in the Hamptons, offers a lovely blend of natural beauty and upscale amenities, making it an ideal spot for working remotely while enjoying a holiday. Many properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspace areas, and comfortable seating, ensuring a productive environment.Travellers can expect to find a range of accommodations, from stylish beachfront homes to more secluded cottages surrounded by lush gardens. Additionally, many rentals feature outdoor spaces for relaxation, such as patios or balconies, where one can unwind after a day of work. The local area also offers a variety of attractions, including beautiful beaches, art galleries, and fine dining options, providing plenty of opportunities for leisure and exploration during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Bridgehampton?
In Bridgehampton, popular holiday rental amenities cater to those seeking comfort and luxury during their stay. Many properties come equipped with fully functional kitchens, allowing guests to prepare their own meals. Private pools are also a common feature, providing a great spot for relaxation and leisure in the warm weather. Additionally, many rentals include fireplaces, ideal for creating a cozy atmosphere during cooler evenings. Outdoor spaces such as decks or patios enhance the experience by offering areas for dining or enjoying the fresh air. Onsite parking is typically available as well, making it convenient for those travelling with their own vehicles.
When is the best time to visit Bridgehampton for a holiday rental?
The best time to book a holiday rental in Bridgehampton is during the peak season from June to August, with July being the most popular month. This vibrant period attracts visitors eager to enjoy the warm summer weather, stunning beaches, and a lively social scene. With temperatures typically ranging from the mid-teens to low 30s Celsius, it's ideal for outdoor activities such as sunbathing, swimming, and exploring the picturesque surroundings.During the summer months, you can immerse yourself in local events, art galleries, and farmers' markets, all while taking advantage of the beautiful coastal scenery. The atmosphere is buzzing with fellow travellers, creating a sense of community that enhances your holiday experience.If you are looking for a more budget-friendly option, consider visiting in December. While this is the low season, Bridgehampton transforms into a charming winter wonderland, great for those who appreciate a quieter escape. Enjoy the festive decorations, cosy restaurants, and peaceful walks along the beach, all without the crowds.Ultimately, your ideal time to visit Bridgehampton will depend on whether you prefer the lively summer buzz or the tranquil charm of winter.
What are the top attractions in Bridgehampton?
In Bridgehampton, visitors can enjoy a mix of natural beauty and cultural attractions. The area is renowned for its stunning beaches, with the picturesque Bridgehampton Beach offering sandy shores and a tranquil atmosphere, great for sunbathing and swimming during the warmer months.Art enthusiasts will appreciate the nearby galleries and the famous Parrish Art Museum, which showcases a diverse collection of American art, particularly from the 19th and 20th centuries.For those interested in local history, the Bridgehampton Historical Society provides insights into the town's rich past and heritage. The surrounding countryside is dotted with charming farms and vineyards, with opportunities for wine tasting and farm-to-table dining experiences.Additionally, the scenic landscapes make it a great area for cycling and nature walks, with several trails that highlight the beautiful scenery of the Hamptons.
Are all fees included in the Bridgehampton holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Bridgehampton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Bridgehampton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Bridgehampton holiday homes?
You can find great discounts on holiday homes in Bridgehampton on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Bridgehampton holiday home booking on Stayz?
To find Bridgehampton holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Bridgehampton?
A long-stay holiday home in Bridgehampton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Bridgehampton holiday home?
Book your Bridgehampton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Bridgehampton?
Prices for holiday homes in Bridgehampton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Bridgehampton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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