Hampton Bays Holiday Rentals

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Holiday Rentals in Hampton Bays

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Hampton Bays
9.6 out of 10, Exceptional, (142)
"Had a lovely time at our stay! Only regret was that we couldn’t stay longer, there were so many amenities we couldn’t take full advantage of. Such a beautiful property!"
United States
Gina K.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special!

Hampton Bays
9.8 out of 10, Exceptional, (19)
"The house was clean and the location was magnificent. Jake was great, offered us early check in and late check out. The neighborhood was lovely, walked my pup and admired all of the beautiful homes. Definitely will stay there again. "
United States
Angela G.
Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special!

Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays

Hampton Bays
10.0 out of 10, Exceptional, (1)
"Awesome house, very convenient to the beach and town. Beautiful yard and pool for grilling and hanging. Would love to come back again!"
United States
Brendan O.
Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Hampton Bays
9.4 out of 10, Exceptional, (75)
"We loved our stay. The house was roomy and very comfortable for our family of 15. The very private yard, which includes a pool, hot tub, fire pit and tennis/basketball court were a hit with everyone and helped make this family vacation very memorable!"
United States
Linda C.
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

10 Bedroom Hampton House with a regulation size Pickleball court

Hampton Bays
10.0 out of 10, Exceptional, (32)
"Cannot say enough good things. Unique, sprawling, beautiful property with more than enough room for a large group. Endless entertainment, great pool, walking distance from a few bars and restaurants. Great communication and accommodation from our host. Would recommend and rent again."
United States
Sean L.
10 Bedroom Hampton House with a regulation size Pickleball court

Stunning Bayfront Views

Hampton Bays
9.8 out of 10, Exceptional, (39)
"We stayed here for the past week. Where to begin? The home is in a wooded development that provided a peaceful escape. It is a large house that overlooks the bay...you literally walk down a few stairs and you are at your own private beach. There were kayaks, paddleboard, and numerous floats available. For the boys, there was ping pong, a trampoline, and all types of sports equipment. Michael, the owner, was available to answer any questions but truly, there was nothing we needed...it was all...
United States
Joanne G.
Stunning Bayfront Views

Cliffside Resort Condominiums

3.0 star property
Greenport
9.0 out of 10, Wonderful, (248)
"Location good. Room could use some renos."
United States
Laura
Cliffside Resort Condominiums

Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!

Jamesport
10.0 out of 10, Exceptional, (8)
"Found this location and seemed too good to be true when we had an unplanned trip that we were able to take. House was great and location really worked for our needs. Food and winery recommendations were spot on and getting around was easy. Thanks for helping us make some great memories in NY!"
United States
Brent M.
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Sag Harbor
10.0 out of 10, Exceptional, (89)
"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"
United States
Kilee B.
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

East Hampton
10.0 out of 10, Exceptional, (95)
"Property was great! Rick was super responsive. It was a great trip to the Hamptons! "
United States
colin f.
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

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

Southampton
9.8 out of 10, Exceptional, (32)
"This place was so nice and so close to so many fun places! "
United States
Daniella L.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton
10.0 out of 10, Exceptional, (13)
"House was immaculate and perfect for our family of 5"
United States
mark h.
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Eastport
9.6 out of 10, Exceptional, (34)
"We had a lot of fun and created some nice memories"
United States
Scott T.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Westhampton Beach
10.0 out of 10, Exceptional, (194)
"House was more then I can imagine , host was great , house literally have anything you forgot at home . "
United States
Isiah L.
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Modern Vacation home. Close to The Hamptons

Shirley
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is NZ$1,101
includes taxes & fees
18 Nov - 19 Nov
Modern Vacation home. Close to The Hamptons

Stunning Hampton Holiday Family Fantasy for your Team

East Hampton
9.8 out of 10, Exceptional, (74)
"This house was made for gatherings and has a massive cook's kitchen. Comfortable and tastefully decorated. A very lovely property."
United States
Linda C.
Stunning Hampton Holiday Family Fantasy for your Team

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is NZ$487
includes taxes & fees
18 Nov - 19 Nov
American Beech in Greenport - Petite King Room 7

Private One Bedroom Apartment with full kitchen, living room and full bath.

Ridge
9.4 out of 10, Exceptional, (8)
"Tammy was a lovely host. She provided very detailed instructions on how to get to the Vrbo, parking location, and access in advance. Vrbo was just as pictured too! "
United States
Kristyn R.
Private One Bedroom Apartment with full kitchen, living room and full bath.

Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...

Peconic
10.0 out of 10, Exceptional, (2)
"This was a perfect home base for our 40th birthday weekend. Great space and location. The home was exactly as pictured. "
United States
jen k.
Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...

Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...

Southampton
9.8 out of 10, Exceptional, (17)
"This House was fantastic for a our friends weekend get away. Tara at StayMarquis was incredibly welcoming and helpful, the space was clean and comfortable, and the location was perfect to walk in to town. The property itself was beautifully decorated and cozy. We would definitely stay here again. Can wait to book another stay with StayMarquis."
United States
Kathleen
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
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 Hampton Bays Hotel Reviews

Find out more about Hampton Bays

Everything you need to know about Hampton Bays holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hampton Bays holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hampton Bays holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hampton Bays holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hampton Bays. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hampton Bays holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hampton Bays holiday rentals we have selected for you start as low as NZ$487 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hampton Bays rentals

At Expedia, we put the best Hampton Bays holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hampton Bays rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hampton Bays holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hampton Bays. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Hampton Bays?

Yes, there are holiday rentals close to the most popular sights in Hampton Bays, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Hampton Bays. Make sure you have time to check out the waterfront and golf courses during your trip.

What are some of the best holiday rentals that Hampton Bays has to offer?

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14 : This highly rated holiday home rental in Hampton Bays is located near the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. Another good choice for your trip to Hampton Bays is 10 Bedroom Hampton House with a regulation size Pickleball court.

How many holiday rentals are there in Hampton Bays?

With 280 Expedia holiday rentals, you're guaranteed to find just the right place for your Hampton Bays stay.

What’s there to see and do in Hampton Bays?

Ponquogue Beach and Sandbar Beach are a couple of lovely local spots to get outside and enjoy nature. The Hamptons Beaches and Meschutt Beach are other places to visit while you're in town.

What’s a holiday rental in Hampton Bays like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hampton Bays. Holiday rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.