A vineyard with rows of grapevines and a grassy path.

Bridgehampton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Bridgehampton vacation rentals

Iron/ironing board, WiFi (free), individually decorated

1. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (323 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
$143 nightly
The price is $163
Oct 12 - Oct 13
Total with taxes and fees
Windward Shores Ocean Resort
Condo | Terrace/patio

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (292 reviews)
"Great place!"
United States
Christine
$372 nightly
The price is $426
Oct 5 - Oct 6
Total with taxes and fees
Cliffside Resort Condominiums
Flat-screen TV

3. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (56 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
$273 nightly
The price is $312
Oct 18 - Oct 19
Total with taxes and fees
North Fork Resort
Apartment | Iron/ironing board, WiFi (free)

4. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (450 reviews)
"The room was very clean and spacious."
United States
Jadana
$128 nightly
The price is $146
Oct 20 - Oct 21
Total with taxes and fees
Montauk Oceanside Suites
Apartment | WiFi (free), individually decorated, individually furnished, bed sheets

5. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (250 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
$192 nightly
The price is $219
Oct 4 - Oct 5
Total with taxes and fees
Driftwood Resort
One Bedroom Residence King with Ocean View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

6. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
8.4 out of 10, Very good, (5 reviews)
"⭐⭐⭐⭐⭐ We had such a wonderful stay at Offshore Montauk! The hotel is beautifully designed, incredibly clean, and the location couldn’t be better—just steps from the beach and an easy walk to Montauk’s restaurants and shops. The rooms are stylish, comfortable, and so peaceful. We especially loved the pool, sauna, and cold plunge—they were the perfect way to relax and recharge after a day at the beach. Most importantly, the staff was genuinely welcoming and made us feel at home from the moment we...
United States
Iryna
$639 nightly
The price is $730
Oct 14 - Oct 15
Total with taxes and fees
Offshore Spa & Residences
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

Ocean Resort Inn

Ocean Resort Inn

8/10 Good
"Small but well maintained room. Great location close to the beach and downtown."
Edward 3-night trip
Posted 4 hours ago
Ocean Resort Inn

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 $146 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.

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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,Beach,Fam/Pet Frly: 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 83 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 Ocean Road Beach are a couple of great spots to enjoy the outdoors. While here, Hampton Classic Horse Show Grounds and Channing Daughters Winery 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.