Westhampton Holiday Rentals

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Holiday Rentals in Westhampton

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
Outdoor pool, a heated pool
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
9.6 out of 10, Exceptional, 87 reviews
"Clean, spacious and well maintained house with lots of beautiful touches and antiques that give the place a warm character. Bedrooms are very large and comfortable, with couches in most of them and a few with decks. House looks better in person than in pictures. We enjoyed our stay and would definitely come back. Host was easy to communicate with and prompt to respond to any questions."
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Outdoor pool, a heated pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, 53 reviews
"This restful getaway gave our family a chance to recharge and celebrate family time. The large living space had plenty of room for both hanging out together and for independent chill time. The house had everything we needed for meal prep, and the large kitchen was lovely. The heated pool was our favorite feature. We also walked the paths of the nearby Wildlife Refuge, enjoyed Long Beach, Hamptons Mini Golf, and our favorite dining spots were Boa and the Lobster Roll restaurant. The primary...
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Outdoor pool, a heated pool
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, 149 reviews
"the home was clean and as promised. The owner, Mark, was easy to work with, the pool and back yard were beautiful! I would definitely stay here again. Mark was available for all of our questions when we arrived. the location was amazing. the home is bright and airy, all beds were very comfortable, bathrooms were clean and updated. Nothing but positives to say about this property. Thank you Mark!"
The price is HK$7,771
per night
29 Jun - 30 Jun
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Location and views! Located directly on Shinnecock Bay!
Smart TV
Location and views! Located directly on Shinnecock Bay!
9.0 out of 10, Wonderful, 14 reviews
"You have the opportunity to attend a graduation party at the Hamptons, where everyone had to find their own accommodations. The location is essentially located to town to the water and beautiful scenic paths. The host insured that the home was exceptionally clean and amenities provided. Not to mention accommodating due to last-minute change in schedule."
Location and views! Located directly on Shinnecock Bay!
Cozy, fully remodeled water view home on quiet cul de sac
Exterior
Cozy, fully remodeled water view home on quiet cul de sac
9.8 out of 10, Exceptional, 98 reviews
"I very much enjoyed my stay here! It was short, because we were only in town for a wedding, but it was the perfect spot to stay. It was so nice to walk down to the beach and be so close to the water. The owner also communicated kindly and promptly when I reached out once."
Cozy, fully remodeled water view home on quiet cul de sac
Gorgeous private Hamptons house with pool and volleyball court
Outdoor pool
Gorgeous private Hamptons house with pool and volleyball court
7.8 out of 10, Good, 8 reviews
"This was perfect for me and my friends to stay for a couple of days! The property was gorgeous, neighbors were great, however there were definitely things that needed updates like the kitchenware, cabinets and bathrooms. But overall had an amazing time!"
Gorgeous private Hamptons house with pool and volleyball court
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Outdoor dining
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, 86 reviews
"It was a cute cottage, nicely decorated. We were very comfortable. Each bedroom had a private bathroom which was very nice. It was close to downtown Southampton so that was great. The owner checked in and was very helpful. "
The price is HK$9,370
per night
28 Jul - 29 Jul
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
New Reno Hamptons Waterfront Beach House wBackyard Pool Oasis, and Private Beach
Outdoor pool
New Reno Hamptons Waterfront Beach House wBackyard Pool Oasis, and Private Beach
10.0 out of 10, Exceptional, 3 reviews
"A beautifully decorated home on the canal in a private community. The pool area was equipped with chairs and a grassy area to relax. The house was clean and provided all the amenities we needed for our stay."
The price is HK$11,712
per night
8 Jul - 9 Jul
New Reno Hamptons Waterfront Beach House wBackyard Pool Oasis, and Private Beach
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
8.4 out of 10, Very good, 14 reviews
"4 families came from CA for a graduation celebration. Enough room and beds for all 10 of us. Easy access to lake. Backyard is huge, had fun playing badminton and volleyball. Also lit a fire at the fire pit one night. Managers were very responsive to our questions and requests There is a projector and we were able to watch movies at night. Pretty cool. Had a great stay."
The price is HK$6,247
per night
8 Jul - 9 Jul
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Summer getaway
Outdoor pool, a heated pool
Summer getaway
9.6 out of 10, Exceptional, 5 reviews
"We had a great stay at the house! It was much larger than we even expected and came outfitted with everything you could need for a weekend away in July. Our host was super communicative and flexible. The pool is perfect and the location is ideal for a comprehensive weekend away in the Hamptons. We will be back- thank you again!"
Summer getaway
Beachfront Romance: Rustic Home w/ Private Beach
On the beach
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, 41 reviews
"Love this place! Nice beach and quiet road. Great restaurant 5 minutes away."
Beachfront Romance: Rustic Home w/ Private Beach
3 Story Beach Waterview, 3 KING bed, golf putting green!
Interior
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, 11 reviews
"Eddie was a great host, we loved the area and will definitely keep him in mind when we plan on returning."
The price is HK$3,194
per night
17 Jul - 18 Jul
3 Story Beach Waterview, 3 KING bed, golf putting green!
Recently renovated private 2.1 acre gated home with heated pool and tennis court
Fridge, microwave, oven, stovetop
Recently renovated private 2.1 acre gated home with heated pool and tennis court
10.0 out of 10, Exceptional, 14 reviews
"Great for a large group!"
Recently renovated private 2.1 acre gated home with heated pool and tennis court
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Property grounds
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
10.0 out of 10, Exceptional, 4 reviews
The price is HK$30,126
per night
25 Jul - 26 Jul
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Outdoor pool, a heated pool
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
9.4 out of 10, Exceptional, 60 reviews
"The house was simply wonderful. It was clean and very roomy. There are many rooms in this house. The yard is to die for. We were so happy that we chose this place. The owner is wonderful and she was very easy to work with."
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Exterior
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, 76 reviews
"If your aim is to stay on the ocean, enabling you to walk off the deck directly on to the beach, with private space for all and ocean views from every room - well - look no further! Exactly what we hoped for and more."
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
North Fork Escape Near Wineries, Beaches And Hamptons
4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, 18 reviews
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Fridge, microwave, oven, stovetop
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Beach Apt. Wineries, Shopping, Dining
Property grounds
Beach Apt. Wineries, Shopping, Dining
6.8 out of 10, 3 reviews
"The property manager was great! Place was very nice even though we were really only there to sleep. Will definitely consider in the future!"
The price is HK$1,171
per night
15 Jul - 16 Jul
Beach Apt. Wineries, Shopping, Dining
Charming Cape Close to the Ocean
Property grounds
Charming Cape Close to the Ocean
5.2 out of 10, 5 reviews
"Great area and good rental"
Charming Cape Close to the Ocean
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See all available properties in Westhampton
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.

Other types of properties in Westhampton you may be interested in

Hampton Inn Long Island-Brookhaven
Gazebo
Hampton Inn Long Island-Brookhaven
2.5 star property
8.6 out of 10, Excellent, 1,001 reviews
"Overall the hotel was great. Only problem I had was that they did not come every other day to freshen up my room as I was told they would do. I was there for 5 days. When I got back to my room after 10pm on the second night, I found that they did not clean my room. All my towels were still on the bathroom floor. I had to go down to the front desk to let them know. They apologized and was told that they would let housekeeping know. They did give me clean towels. Well. The next night when I got...
The price is HK$1,055
per night
1 Jul - 2 Jul
Hampton Inn Long Island-Brookhaven
Holiday Inn Long Island-Islip Arpt East, an IHG Hotel
Lobby
Holiday Inn Long Island-Islip Arpt East, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, 472 reviews
"Clean, quiet. No complaints"
The price is HK$1,054
per night
21 Jul - 22 Jul
Holiday Inn Long Island-Islip Arpt East, an IHG Hotel
Hilton Garden Inn Riverhead
Breakfast and dinner served
Hilton Garden Inn Riverhead
3.0 star property
8.6 out of 10, Excellent, 1,001 reviews
"Nice staff"
The price is HK$1,520
per night
8 Jul - 9 Jul
Hilton Garden Inn Riverhead
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.

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

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

Frequently asked questions

Can I find a holiday rental in Westhampton?

Yes, there are holiday rentals close to the most popular sights in Westhampton, or you can select a more secluded option if you're looking for a relaxing stay. Westhampton is known for its restaurants and shopping.

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

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres : This holiday home rental outside of Westhampton is located on a lake, and has a fireplace, a balcony 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Westhampton?

Choose from 50 Expedia holiday rentals in Westhampton for a memorable holiday.

What can I see and do in Westhampton?

While exploring the area, visit family-friendly sights like Out East Family Fun, or get outside and enjoy nature at Moriches Bay. In the wider area, you’ll find Westhampton Beach Performing Arts Center and Suffolk Theater.

What’s a holiday rental in Westhampton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westhampton. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the experience 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 getaway.

Recent reviews of Westhampton properties
Expedia verified reviews

Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel

Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel

5/5 Excellent
Good
"Ir was very good ! The location is nice"
A verified traveller stayed at Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel
Posted 2 days ago
Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel