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Holiday Rentals in Bridgehampton

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Our top choices for Bridgehampton holiday rentals

1. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is €564
includes taxes & fees
13 Oct - 14 Oct
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

2. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
6.0 out of 10, (1 review)
"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...
United States
Emily t.
The price is €473
includes taxes & fees
28 Sept - 29 Sept
Lovely studio with AC in charming Sag Harbor

3. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (294 reviews)
"Great place!"
United States
Christine
The price is €334
includes taxes & fees
25 Oct - 26 Oct
Cliffside Resort Condominiums

4. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (58 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is €274
includes taxes & fees
25 Oct - 26 Oct
North Fork Resort

5. 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
The price is €143
includes taxes & fees
12 Oct - 13 Oct
Windward Shores Ocean Resort

6. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

7. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (5 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
The price is €291
includes taxes & fees
1 Oct - 2 Oct
Safari Tent Glamping,D27-CedarPt, East Hampton, NY

8. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

9. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (251 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is €176
includes taxes & fees
4 Oct - 5 Oct
Driftwood Resort

10. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.6 out of 10, Exceptional, (10 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

11. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is €473
includes taxes & fees
28 Sept - 29 Sept
Charming Accommodations in the Hamptons

12. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (452 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is €128
includes taxes & fees
20 Oct - 21 Oct
Montauk Oceanside Suites

13. Safari Tent Glamping,S9-CedarPt, East Hampton, NY

Safari Tent Glamping,S9-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"It was relaxing and beautiful - a perfect and affordable getaway from the city! Also great proximity to so many fun things."
United States
Carolyn
The price is €292
includes taxes & fees
4 Oct - 5 Oct
Safari Tent Glamping,S9-CedarPt, East Hampton, NY

14. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
Unit 1021: Studio | 2nd Floor-Pool View | Starfish

15. Safari Tent Glamping,D30-CedarPt, East Hampton, NY

Safari Tent Glamping,D30-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Live music, small bar, pizza and friendly staff."
United States
Bibek
The price is €291
includes taxes & fees
1 Oct - 2 Oct
Safari Tent Glamping,D30-CedarPt, East Hampton, NY

16. !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
Wainscott
10.0 out of 10, Exceptional, (33 reviews)
"Thoroughly enjoyed our stay, property manager was incredibly helpful and responsive, highly recommend! "
United States
Leigh E.
The price is €1,987
includes taxes & fees
4 Oct - 5 Oct
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

17. Year round Jacuzzi - Blackberry Home

Year round Jacuzzi - Blackberry Home
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"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.
Year round Jacuzzi - Blackberry Home

18. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (32 reviews)
"We had a great stay!! "
United States
Callie E.
The price is €366
includes taxes & fees
28 Sept - 29 Sept
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

19. Safari Tent Glamping,D29-CedarPt, East Hampton, NY

Safari Tent Glamping,D29-CedarPt, East Hampton, NY
East Hampton
8.0 out of 10, Very good, (1 review)
"If you upgrade the bathroom and shower facilities for glamping only- even if you increase the rate to stay- that would make it a true glamping experience. Willing to pay extra for better bathrooms and showers. Consider renting fancy bathroom and showers and increasing your prices. Thank you. Other than that it was wonderful."
United States
Aurelia
Safari Tent Glamping,D29-CedarPt, East Hampton, NY

20. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is €377
includes taxes & fees
28 Sept - 29 Sept
Walk to Beach | Seabreeze Cottage #4
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bridgehampton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bridgehampton holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bridgehampton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bridgehampton holiday rentals we have selected for you start as low as €128 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bridgehampton rentals

At Expedia, we put the best Bridgehampton holiday 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 holiday.

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 holiday rental in Bridgehampton?

Yes, there are holiday rentals in Bridgehampton close to Children's Museum of The East End, or you can select a more 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 are some of the best holiday rentals that Bridgehampton has to offer?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This holiday home rental outside of Bridgehampton offers an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Bridgehampton?

Choose from 83 Expedia holiday rentals in Bridgehampton for a memorable holiday.

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 holiday rentals like in Bridgehampton?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bridgehampton. Holiday rentals feature extras such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.