Bridgehampton Vacation Rentals

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Our top choices for Bridgehampton vacation rentals

8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
$391 nightly
The price is $447
Jan 20 - Jan 21, 2026
Total with taxes and fees
Seabreeze #4: Charming Cottage Footsteps to the Beach
9.6 out of 10, Exceptional, (14)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
$1,114 nightly
The price is $1,273
Jan 4 - Jan 5, 2026
Total with taxes and fees
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Condo in Downtown Montauk

Offshore Residences
4.5 star property
$579 nightly
The price is $662
Dec 28 - Dec 29
Total with taxes and fees
Offshore Residences
10.0 out of 10, Exceptional, (1)
$387 nightly
The price is $442
Jan 4 - Jan 5, 2026
Total with taxes and fees
Seabreeze #3: Cozy Cottage by the beach
9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
$1,113 nightly
The price is $1,272
Jan 4 - Jan 5, 2026
Total with taxes and fees
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
9.0 out of 10, Wonderful, (4)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
$799 nightly
The price is $913
Jan 4 - Jan 5, 2026
Total with taxes and fees
Blackberry: Private home with jacuzzi year-round
10.0 out of 10, Exceptional, (1)
$1,345 nightly
The price is $1,507
Jan 14 - Jan 15, 2026
Total with taxes and fees
My Humble Abode 2BR Beachside Home | TennisPoolPKG
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
$509 nightly
The price is $582
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
10.0 out of 10, Exceptional, (1)
"Love place to stay. The beach was amazing "
United States
Brett
$769 nightly
The price is $862
Jan 13 - Jan 14, 2026
Total with taxes and fees
Your Quietude 1BR Beachside Home |Tennis+Pool+WiFi
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
$265 nightly
The price is $303
Dec 29 - Dec 30
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
4.0 star property
10.0 out of 10, Exceptional, (1)
$2,115 nightly
The price is $2,416
Dec 28 - Dec 29
Total with taxes and fees
Canoe Place Waterfront Residences
10.0 out of 10, Exceptional, (3)
"Had a great weekend. Right on beach. Beautiful."
United States
Steven B.
$1,871 nightly
The price is $2,097
Jan 15 - Jan 16, 2026
Total with taxes and fees
Luxurious 3 BR Cottage w/ Ocean View Balcony

Vacation Home in Southold

Beautifully farmhouse
10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveler
$1,028 nightly
The price is $1,175
Dec 25 - Dec 26
Total with taxes and fees
Beautifully farmhouse
9.6 out of 10, Exceptional, (9)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
$496 nightly
The price is $567
Dec 25 - Dec 26
Total with taxes and fees
Northfork Townhouse- walk to all/ newly renovated

Vacation Home in Hampton Bays

Immaculate Waterfront 2 bedroom!
10.0 out of 10, Exceptional, (5)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
$549 nightly
The price is $627
Dec 25 - Dec 26
Total with taxes and fees
Immaculate Waterfront 2 bedroom!

Vacation Home in Greenport

Beachfront Greenport Villa
9.6 out of 10, Exceptional, (10)
"We came for a girls trip and this property was perfect, had beautiful views and was close to everything...we very much enjoyed our stay!"
United States
Melissa F.
$743 nightly
The price is $849
Dec 25 - Dec 26
Total with taxes and fees
Beachfront Greenport Villa
10.0 out of 10, Exceptional, (5)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
$583 nightly
The price is $666
Dec 25 - Dec 26
Total with taxes and fees
Charming Northfork Townhouse- walk to all
9.2 out of 10, Wonderful, (5)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
$800 nightly
The price is $914
Dec 25 - Dec 26
Total with taxes and fees
Cozy Hamptons Escape 3BR Minutes From Beach!
9.0 out of 10, Wonderful, (10)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
United States
Panagiota K.
$563 nightly
The price is $643
Dec 25 - Dec 26
Total with taxes and fees
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
9.4 out of 10, Exceptional, (3)
"Wonderful property. Lisette was a fantastic host and her home updated and modern. "
United States
Joanna D.
$1,085 nightly
The price is $1,240
Dec 31 - Jan 1, 2026
Total with taxes and fees
Upscale Hamptons Home: 1 Mi to Sammys Beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bridgehampton Hotel Reviews

Find out more about Bridgehampton

Everything you need to know about Bridgehampton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bridgehampton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bridgehampton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bridgehampton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bridgehampton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Bridgehampton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $662 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bridgehampton rentals

At Expedia, we put the best Bridgehampton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bridgehampton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bridgehampton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bridgehampton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Bridgehampton?

Yes, there are vacation rentals in Bridgehampton close to Children's Museum of The East End, or you can go with a secluded option if you're looking for a relaxing stay. Visitors to Bridgehampton speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the wineries and gardens during your trip.

What's the top vacation rental that Bridgehampton has to offer?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This vacation home rental near Bridgehampton offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Bridgehampton?

Choose from 87 Expedia vacation rentals in Bridgehampton for a memorable vacation.

What can I see and do in Bridgehampton?

Family-friendly attractions include Children's Museum of The East End and South Fork Natural History Museum and Nature Center, whereas The Hamptons Beaches and Mecox Bay are a couple of great spots to enjoy the outdoors. While here, Bridge Gardens and Hampton Classic Horse Show Grounds are other places worth a visit.

What are vacation rentals like in Bridgehampton?

Vacation rentals are private properties you can book for a couple of days or more in Bridgehampton. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for small groups.