A vineyard with rows of grapevines and a grassy path.

Bridgehampton Holiday Rentals

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Check prices for these dates

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

Our top choices for Bridgehampton holiday rentals

Property grounds

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 HK$2,608
HK$5,095 total
includes taxes & fees
1 Oct - 2 Oct
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Private kitchen

2. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is HK$1,922
HK$4,203 total
includes taxes & fees
21 Sept - 22 Sept
Charming Accommodations in the Hamptons
Room

3. 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 HK$933
HK$1,279 total
includes taxes & fees
12 Oct - 13 Oct
Windward Shores Ocean Resort
Living area

4. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (55 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is HK$2,520
HK$2,879 total
includes taxes & fees
17 Sept - 18 Sept
North Fork Resort
Property grounds

5. Safari Tent Glamping,S2-CedarPt, East Hampton, NY

Safari Tent Glamping,S2-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Outstanding place"
United States
Michael H.
The price is HK$1,517
HK$2,334 total
includes taxes & fees
17 Sept - 18 Sept
Safari Tent Glamping,S2-CedarPt, East Hampton, NY
Room

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.
The price is HK$1,686
HK$2,553 total
includes taxes & fees
24 Sept - 25 Sept
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Exterior

7. 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 HK$1,922
HK$4,301 total
includes taxes & fees
22 Sept - 23 Sept
Lovely studio with AC in charming Sag Harbor
Dining

8. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
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.
The price is HK$1,710
HK$10,859 total
includes taxes & fees
21 Sept - 22 Sept
BlackBerry Private home with jacuzzi yearlong
Terrace/patio

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (292 reviews)
"Great place!"
United States
Christine
The price is HK$2,266
HK$3,289 total
includes taxes & fees
5 Oct - 6 Oct
Cliffside Resort Condominiums
Outdoor dining

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)
"great experience"
United States
Jordan
The price is HK$2,745
HK$4,606 total
includes taxes & fees
20 Sept - 21 Sept
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Living area

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

East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
10.0 out of 10, Exceptional, (3 reviews)
"This house is absolutely wonderful and in a great location. It is beautifully decorated and the grounds are immaculate. The host has paid close attention to detail; everything we could ever need was there! We loved our stay, highly highly recommend ....."
United States
Carolyn C.
The price is HK$3,388
HK$9,151 total
includes taxes & fees
24 Sept - 25 Sept
East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
Living area

12. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
8.0 out of 10, Very good, (2 reviews)
"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...
United States
Anonymous traveller
The price is HK$667
HK$3,620 total
includes taxes & fees
21 Sept - 22 Sept
Seabreeze #3 Cozy Cottage steps to the beach
Beach

13. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is HK$1,529
HK$3,280 total
includes taxes & fees
17 Sept - 18 Sept
Beach Block Hideaway
Pool

14. 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.
The price is HK$4,892
HK$8,896 total
includes taxes & fees
17 Sept - 18 Sept
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Interior

15. Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Sag Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home !"
United States
Nadja B.
The price is HK$5,883
HK$10,753 total
includes taxes & fees
17 Sept - 18 Sept
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Room

16. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (249 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is HK$1,283
HK$1,721 total
includes taxes & fees
5 Oct - 6 Oct
Driftwood Resort
Property grounds

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

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is HK$1,517
HK$2,334 total
includes taxes & fees
17 Sept - 18 Sept
Safari Tent Glamping,S7-CedarPt, East Hampton, NY
Private kitchen

18. !! 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 HK$8,684
HK$18,302 total
includes taxes & fees
14 Oct - 15 Oct
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
Exterior

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

Safari Tent Glamping,D28-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (5 reviews)
"It was a really great experience! We barbecued and made a camp fire. Took a walk on the beach. Played in the playground. The pizza and breakfast sandwiches in the café were delicious! We will definitely be coming back!"
United States
Brian F.
The price is HK$1,517
HK$2,432 total
includes taxes & fees
17 Sept - 18 Sept
Safari Tent Glamping,D28-CedarPt, East Hampton, NY
Interior

20. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is HK$3,918
HK$8,087 total
includes taxes & fees
17 Sept - 18 Sept
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
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 Surf Resort

Ocean Surf Resort

8/10 Good
"The view is the best! Beach is beautiful. Rooms are clean however the rooms need some maintenance done. Holes in doors and curtain rods almost falling down . Air conditioning units need to be replaced. Fans on high all the time and turn on and off every 10 min. Had to turn off at night . The staff are very helpful and courteous. We will return again"
michelle 1-night trip
Posted 6 hours ago
Ocean Surf Resort

Find out more about Bridgehampton

Search for holiday rentals in Bridgehampton on Expedia! You can easily find your home rentals, villas, holiday apartments in Bridgehampton using one of the methods below:

  • View our selection of featured holiday rentals in Bridgehampton
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  • Enter your travel dates to view the best deals on holiday rentals in Bridgehampton while they last

Look no further and take a look at our great range of rental properties in Bridgehampton!

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.