Bridgehampton Vacation Rentals from CA $206: Short-Term Rentals for 2026

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Our top choices for Bridgehampton vacation rentals

A driveway with a parked car, surrounded by trees and illuminated pathway lights.

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

Bridgehampton

Robert R.

CA $910 total

includes taxes & fees

Oct 13 - Oct 14

A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

2. Charming Accommodations in the Hamptons

Sag Harbor

CA $752 total

includes taxes & fees

Sep 27 - Sep 28

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

East Hampton

Christina V.

CA $416 total

includes taxes & fees

Sep 25 - Sep 26

A spacious living room with a high ceiling, a fireplace, and a staircase leading to an upper level.

4. East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton North

Carolyn C.

A campsite with several tents and a picnic table.

5. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

East Hampton

Vasilios

CA $459 total

includes taxes & fees

Oct 1 - Oct 2

6. Windward Shores Ocean Resort

Napeague

Gaurang J

CA $230 total

includes taxes & fees

Oct 12 - Oct 13

A small cabin with a porch, surrounded by trees and a fenced area.

7. Lovely studio with AC in charming Sag Harbor

Sag Harbor

"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...

Emily t.

CA $723 total

includes taxes & fees

Sep 29 - Sep 30

A dining area with a round table, six chairs, and a chandelier.

8. Year round Jacuzzi - Blackberry Home

East Hampton

Suzanne R.

CA $1,863 total

includes taxes & fees

Sep 27 - Sep 28

A backyard with a swimming pool, wicker lounge chairs, and potted plants.

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

Sag Harbor

maria m.

CA $1,550 total

includes taxes & fees

Sep 25 - Sep 26

A spacious living room with a large sofa, a round coffee table, and a television. A kitchen with a refrigerator and cabinets is visible in the background.

10. Steps to the beach | Seabreeze Cottage #3

Hampton Bays

"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...

Anonymous traveller

CA $618 total

includes taxes & fees

Sep 30 - Oct 1

A modern house with a deck, outdoor seating, and a fire pit.

11. North Fork Resort

Greenport

Harold

CA $456 total

includes taxes & fees

Oct 20 - Oct 21

A compact laundry room with a washing machine, a dryer, and a small sink area.

12. Lovely & Spacious Sag Harbor escape with heated pool

Sag Harbor

CA $1,978 total

includes taxes & fees

Oct 18 - Oct 19

A covered patio with a table and chairs, large windows, and a view of greenery.

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

Southampton

Angelo D.

CA $825 total

includes taxes & fees

Sep 27 - Sep 28

14. Cliffside Resort Condominiums

Greenport

Christine

CA $602 total

includes taxes & fees

Oct 25 - Oct 26

A rectangular swimming pool with a pebble border and a fire feature in the center.

15. Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids

East Hampton North

CA $1,348 total

includes taxes & fees

Oct 8 - Oct 9

A modern building with large windows overlooking a beach.

16. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

CA $1,728 total

includes taxes & fees

Sep 29 - Sep 30

A modern kitchen with a black and white color scheme, a central island, and built-in appliances.

17. Spacious & Modern 5-bedroom in Sag Harbor, walk to bay

Sag Harbor

CA $3,756 total

includes taxes & fees

Sep 28 - Sep 29

A kitchen with a central island, white cabinetry, and a brick accent wall.

18. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!

Wainscott

Leigh E.

CA $3,234 total

includes taxes & fees

Oct 4 - Oct 5

A campsite with several tents set up among trees.

19. Safari Tent Glamping,D28-CedarPt, East Hampton, NY

East Hampton

Brian F.

CA $434 total

includes taxes & fees

Sep 25 - Sep 26

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Top Bridgehampton Hotel Reviews

Ocean Vista Resort

10/10 Excellent

"Staff was very friendly room was clean bed was comfortable"

Ocean Surf Resort

10/10 Excellent

"it was a lovely stay at the Ocean surf resort. We went in September and the weather was spectacular. We really enjoyed watching the sea life from the deck. We saw so many whales, dolphins and seals too. It was quiet enough to get a night's sleep and the mattress was pretty good too. My only issue was the kitchenette- which was there but not usable. There is no counter space at all. I really think that the rooms need to be reconfigured. There was a nice working little fridge. We never used the stove top (I think that it should be taken out) or just mount the microwave. But all in all, we would stay here again."

Beachcomber Resort at Montauk

10/10 Excellent

"The views from the upper level of Building 400 are the best! So tranquil with a clear view of the ocean! The room we stayed in this year was a little dated furniture and appliance wise. Bathroom was updated! The property is very well maintained and the heated pool is great! Would highly recommend staying at The Beachcomber!!"

Find out more about Bridgehampton

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Bridgehampton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.

Bridgehampton Vacation Rentals

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Our top choices for Bridgehampton vacation rentals

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

2. Charming Accommodations in the Hamptons

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

4. East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

5. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

6. Windward Shores Ocean Resort

7. Lovely studio with AC in charming Sag Harbor

8. Year round Jacuzzi - Blackberry Home

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

10. Steps to the beach | Seabreeze Cottage #3

11. North Fork Resort

12. Lovely & Spacious Sag Harbor escape with heated pool

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

14. Cliffside Resort Condominiums

15. Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids

16. Beachfront Jacuzzi All Year - Black Swan Home

17. Spacious & Modern 5-bedroom in Sag Harbor, walk to bay

18. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!

19. Safari Tent Glamping,D28-CedarPt, East Hampton, NY

Find vacation rentals that suit your style

Top Bridgehampton Hotel Reviews

Ocean Vista Resort

Find out more about Bridgehampton

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