Book Holiday Homes in Hampton Bays

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Featured Holiday Homes in Hampton Bays

Gorgeous private Hamptons house with pool and volleyball court

Gorgeous private Hamptons house with pool and volleyball court

Hampton bays
Located in Hampton Bays, this vacation home is a 4-minute drive from The Hamptons Beaches and 10 minutes from Meschutt Beach.
Gorgeous private Hamptons house with pool and volleyball court
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton
With a stay at this vacation home in Southampton, you'll be within a 5-minute drive of Southampton Golf Range and North Main Street Historic District.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

Westhampton Beach
Located in Westhampton Beach, this vacation home is by the sea, within a 5-minute drive of Westhampton Beach Performing Arts Center and Quogue Community ...
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
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Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court-  WATCH VIDEO!!!

Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!

East Hampton
When you stay at this vacation home in East Hampton, you'll be next to a golf course, within a 5-minute drive of Guild Hall and LongHouse Reserve.
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Coastal Retreat: Waterfront, Deck, Awesome Views

Coastal Retreat: Waterfront, Deck, Awesome Views

Wading River
When you stay at this vacation home in Wading River, you'll be on the beach, within a 5-minute drive of Wildwood State Park and Police Officers Memorial ...
Coastal Retreat: Waterfront, Deck, Awesome Views
Quaint Family-sized Home w/private beach — 5 minutes from wineries!

Quaint Family-sized Home w/private beach — 5 minutes from wineries!

Riverhead
A stay at this vacation home places you in the heart of South Jamesport, within a 5-minute drive of Sherwood House Vineyards and Jason's Vineyard.
Quaint Family-sized Home w/private beach — 5 minutes from wineries!
Northfork Townhouse- walk to all/ newly renovated

Northfork Townhouse- walk to all/ newly renovated

Greenport
When you stay at this vacation home in Greenport, you'll be near the beach, within a 10-minute walk of Greenport Farmers' Market and Railroad Museum of Long ...
Northfork Townhouse- walk to all/ newly renovated
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 out of 5
Bridgehampton
The price is AU$601 per night from 1 Dec to 2 Dec
AU$601
includes taxes & fees
1 Dec - 2 Dec
With a stay at this vacation home in Bridgehampton, you'll be within a 15-minute walk of Children's Museum of The East End and South Fork Natural History Museum ...
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

Sagaponack
Located in Sagaponack, this vacation home is in a rural location, within a 5-minute drive of SagPond Vineyards and Wolffer Estates Vineyard.
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
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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.

Hampton Bays Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Hampton Bays vacation homes are the perfect way for you to wing it.

Holiday houses in Hampton Bays let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Hampton Bays in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Hampton Bays adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Hampton Bays with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Hampton Bays vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Hampton Bays Holiday Homes essential information

Accommodation
1399 Holiday Homes
Lowest Price
AU$355
Highest Price
AU$601
Popular accommodation
Gorgeous private Hamptons house with pool and volleyball court, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!, Coastal Retreat: Waterfront, Deck, Awesome Views, Quaint Family-sized Home w/private beach — 5 minutes from wineries!, Northfork Townhouse- walk to all/ newly renovated, Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor , Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

Top trending hotels in Hampton Bays

The Hampton Maid

The Hampton Maid

2.5 out of 5
259 E Montauk Hwy, Hampton Bays, NY
The price is AU$355 per night from 24 Nov to 25 Nov
AU$355
includes taxes & fees
24 Nov - 25 Nov
Located in Hampton Bays, The Hampton Maid is by the ocean, within a 5-minute drive of Meschutt Beach and The Hamptons Beaches.
The Hampton Maid
Canoe Place Inn and Cottages

Canoe Place Inn and Cottages

4 out of 5
239 E Montauk Hwy, Hampton Bays, NY
Fully refundableReserve now, pay when you stay
The price is AU$539 per night from 1 Dec to 2 Dec
AU$539
includes taxes & fees
1 Dec - 2 Dec
When you stay at Canoe Place Inn and Cottages in Hampton Bays, you'll be near the beach, within a 5-minute drive of Meschutt Beach and The Hamptons Beaches.
Canoe Place Inn and Cottages
 Hampton's Vacation Inn

Hampton's Vacation Inn

2.5 out of 5
177 West Montauk Highway, Hampton Bays, NY
Located in Hampton Bays, Hampton's Vacation Inn is by the ocean, within a 10-minute drive of Shinnecock Hills Golf Course and Shinnecock Nation Cultural Center ...
Hampton's Vacation Inn
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Gorgeous private Hamptons house with pool and volleyball court

Gorgeous private Hamptons house with pool and volleyball court

Hampton bays
Located in Hampton Bays, this vacation home is a 4-minute drive from The Hamptons Beaches and 10 minutes from Meschutt Beach.
Gorgeous private Hamptons house with pool and volleyball court
Don't see what you're looking for?
See all available properties in Hampton Bays
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.