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
Stay at this vacation home in Hampton Bays. Enjoy a garden, a pool table, and patios. Popular attractions Meschutt Beach and Tiana Beach are located nearby.
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
Stay at this vacation home in Southampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Southampton Golf Range and Shinnecock Hills Golf ...
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
Book a stay at this family-friendly vacation home in Westhampton Beach. Enjoy private pools, a water park, and a garden. Popular attractions Westhampton Beach ...
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
Book a stay at this golf vacation home in East Hampton. Enjoy private pools, a garden, and tennis courts. Popular attractions LongHouse Reserve and The Jewish ...
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
Book a stay at this beach vacation home in Wading River. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Wildwood State Park and Great ...
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
Book a stay at this beach vacation home in South Jamesport. Enjoy free WiFi, a private beach, and a water park. Popular attractions Sherwood House Vineyards ...
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
Stay at this vacation home in Greenport. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Greenport Farmers' Market and Railroad Museum ...
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 NZ$658 per night from 1 Dec to 2 Dec
NZ$658
includes taxes & fees
1 Dec - 2 Dec
Stay at this vacation home in Bridgehampton. Enjoy free WiFi, a garden, and patios. Popular attractions Channing Daughters Winery and South Fork Natural History ...
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
Stay at this vacation home in Sagaponack. Enjoy free WiFi, private pools, and a garden. Popular attractions Wolffer Estates Vineyard and SagPond Vineyards are ...
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
NZ$395
Highest Price
NZ$658
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 NZ$395 per night from 24 Nov to 25 Nov
NZ$395
includes taxes & fees
24 Nov - 25 Nov
Stay at this motel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
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
Stay at this 4-star spa hotel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Meschutt Beach and Sebonack Golf Course ...
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
Book a stay at this family-friendly guesthouse in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Meschutt Beach and Tiana ...
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
Stay at this vacation home in Hampton Bays. Enjoy a garden, a pool table, and patios. Popular attractions Meschutt Beach and Tiana Beach are located nearby.
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.