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Aug 29 - Aug 31
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Cottages in Bridgehampton

Hamptons Vacation Rental w/ Seasonal Pool!
Cottage (3 Bedrooms) | Interior

Hamptons Vacation Rental w/ Seasonal Pool!

3.0 star property
Hamptons Vacation Rental w/ Seasonal Pool!
Hamptons Bay Home on Shinnecock Bay w/ Yard!
House (2 Bedrooms) | Interior

Hamptons Bay Home on Shinnecock Bay w/ Yard!

3.0 star property
Hamptons Bay Home on Shinnecock Bay w/ Yard!
Classy Getaway w/ Deck & Yard < 1 Mi to Beach
House (4 Bedrooms) | Interior

Classy Getaway w/ Deck & Yard < 1 Mi to Beach

3.0 star property
Classy Getaway w/ Deck & Yard < 1 Mi to Beach
Walk to Beach: Long Island Wine Country Home!
House (3 Bedrooms) | Interior

Walk to Beach: Long Island Wine Country Home!

3.0 star property
Walk to Beach: Long Island Wine Country Home!
Charming Hampton Bays Home 5 Mi to Coopers Beach
House (3 Bedrooms) | Interior

Charming Hampton Bays Home 5 Mi to Coopers Beach

3.0 star property
Charming Hampton Bays Home 5 Mi to Coopers Beach
Pet-friendly Home w/ Hot Tub Near the Hamptons!
House (1 Bedroom) | Interior

Pet-friendly Home w/ Hot Tub Near the Hamptons!

3.0 star property
Pet-friendly Home w/ Hot Tub Near the Hamptons!
Unique Southampton Getaway w/ Rooftop Deck!
House (3 Bedrooms) | Interior

Unique Southampton Getaway w/ Rooftop Deck!

3.0 star property
Unique Southampton Getaway w/ Rooftop Deck!
Hampton Bays Retreat: Walk to Squires Beach!
House (2 Bedrooms) | Interior

Hampton Bays Retreat: Walk to Squires Beach!

3.0 star property
6.0 out of 10, (1)
"Getting in and out of the property was very difficult. All the codes for the front door did not work and we were on the phone for an hour trying to get in. We had to go through the rental company as the owner didn’t answer any of our calls or texts. Also, locking the front door was very problematic. None of the shampoo, conditioner, or soap dispensers worked. The sheets were so itchy and horrible that we had to switch from the queen bed to the twin beds. Overall, the beds didn’t feel very clean...
Hampton Bays Retreat: Walk to Squires Beach!
Shelter Island Retreat w/ Outdoor Pool!
House (5 Bedrooms) | Interior

Shelter Island Retreat w/ Outdoor Pool!

3.0 star property
Shelter Island Retreat w/ Outdoor Pool!
Mattituck Home w/ Fireplaces - Near Wineries
House (3 Bedrooms) | Interior

Mattituck Home w/ Fireplaces - Near Wineries

3.0 star property
Mattituck Home w/ Fireplaces - Near Wineries
Cute East Hampton Cottage w/ Patio - Walk to Beach
Cottage (2 Bedrooms) | Interior

Cute East Hampton Cottage w/ Patio - Walk to Beach

3.0 star property
Cute East Hampton Cottage w/ Patio - Walk to Beach
Walk to Amagansett Beach: Cottage w/ Deck!
Cottage (4 Bedrooms) | Interior

Walk to Amagansett Beach: Cottage w/ Deck!

3.0 star property
Walk to Amagansett Beach: Cottage w/ Deck!
Villa Gavin
Balcony

Villa Gavin

3.5 star property
Villa Gavin
20-acre Hamptons Nature Escape w/ Hot Tub & Pool
House (5 Bedrooms) | Interior

20-acre Hamptons Nature Escape w/ Hot Tub & Pool

3.0 star property
20-acre Hamptons Nature Escape w/ Hot Tub & Pool
Near Wineries: Historic North Fork Farmhouse!
Interior

Near Wineries: Historic North Fork Farmhouse!

3.0 star property
Near Wineries: Historic North Fork Farmhouse!
Hamptons Home w/ Private Pool, 1 Mi to Beach!
House (4 Bedrooms) | Interior

Hamptons Home w/ Private Pool, 1 Mi to Beach!

3.0 star property
Hamptons Home w/ Private Pool, 1 Mi to Beach!
Luxe Waterfront East Quogue Home w/ Beach On-site!
House (4 Bedrooms) | Front of property

Luxe Waterfront East Quogue Home w/ Beach On-site!

3.0 star property
Luxe Waterfront East Quogue Home w/ Beach On-site!
Distinctive Hamptons Home w/ Pool Near Bay, Ocean
House (3 Bedrooms) | Interior

Distinctive Hamptons Home w/ Pool Near Bay, Ocean

3.0 star property
Distinctive Hamptons Home w/ Pool Near Bay, Ocean
Alluring Hampton Bays Hideaway < 2 Mi to Beach!
House (5 Bedrooms) | Interior

Alluring Hampton Bays Hideaway < 2 Mi to Beach!

3.0 star property
Alluring Hampton Bays Hideaway < 2 Mi to Beach!
Pet-friendly Southampton Paradise With Pool!
House (5 Bedrooms) | Interior

Pet-friendly Southampton Paradise With Pool!

3.0 star property
Pet-friendly Southampton Paradise With Pool!
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

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"The staff was knowledgeable and courteous. The cleaning crew cleaned the room exceptionally well. The view of the ocean from the room was breathtaking. I will definitely go back. "
Kimberly 2-night trip
Posted 1 day ago
Beachcomber Resort at Montauk

Frequently asked questions

Are there any family-friendly cottages in Bridgehampton?
Check in to Villa Gavin and make your family getaway to Bridgehampton one to remember. This family-friendly cottage has a 3.5-star rating and amenities such as a fireplace and laundry facilities. After checking in and chilling in your comfy digs, it's time to head out and explore the sights. The Hamptons Beaches and Havens Beach are among the family-friendly attractions in Bridgehampton.
Why book your cottage in Bridgehampton with Expedia?
Expedia has some terrific cottages in Bridgehampton, so get set for a memorable stay on nature's doorstep. If you have a certain budget, choose how much you'd like to spend and the star rating of your property. Or, try out our filters to search for cottages with a pool or free WiFi. We'll help you find the right fit whatever your trip looks like.
How can I find cheap cottages in Bridgehampton?
The easiest way to find cheap cottages in Bridgehampton is with Expedia's user-friendly filter tool. Fine-tune your search results by star rating, amenities and budget to land unbeatable deals in a couple of clicks.