Hampton Bays Holiday Rentals

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Holiday Rentals in Hampton Bays

Gorgeous private Hamptons house with pool and volleyball court
7.8 out of 10, Good, (7)
"This place was nice and roomy for our family of 8 plus 3 littles kiddos. Pretty clean as well. I gave listing accuracy a 5 because it is accurate but that may be because it doesn't tell you much. We were a little short on towels, many light bulbs were burnt out or just missing. We replaced some (they were there) and moved others to balance out the light. No kitchen linens, short on bath towels, short on paper towels and definitely not enough TP. 3 partial rolls and 1 bathroom had none so we had...
Gorgeous private Hamptons house with pool and volleyball court
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
10.0 out of 10, Exceptional, (22)
"Celebrated the holidays with my grown children to be near my dad and brother. The house is lovely. We had a wonderful time. My daughter suggested we come back in the summertime to take advantage of the amenities - beautiful pool and nearby beaches. Highly recommend!!!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
9.4 out of 10, Exceptional, (60)
"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
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Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (183)
"Wonderful stay and super clean! Can’t wait to come back. "
The price is NZ$516
per night
13 Jun - 14 Jun
Cliffside Resort Condominiums
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (48)
"We had a lovely stay at this home. It was very clean, comfortable and spacious so we could all spread out. We were glad to have a nice warm house to stay in because the weather was terrible! I also went swimming in the warm pool even though it was 60 and raining! Would highly recommend."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Airstream Art Studio Sculpture/Nature Preserve
10.0 out of 10, Exceptional, (2)
"This place was one of the best parts of my stay on LI. It is tucked away on a beautiful stretch of property but still close to central locations making it easy to go out for provisions. I "gifted" myself a stay here as a single-mother and former art maker. This was the first time I painted in 10+ years, the environment and the energy filled my cup to overflowing! Thank you so much for having this space available. I will return."
The price is NZ$391
per night
31 May - 1 Jun
Airstream Art Studio Sculpture/Nature Preserve
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
10.0 out of 10, Exceptional, (46)
"Traveling with family and dog... private walk to the beach, stylish but simple, comfortable beds, clean and organized, responsive management... 2 bedrooms downstairs, one entire 2nd floor master bedroom / entertaining space upstairs, and an attached 'cottage' king studio that is attached to the main house."
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (73)
"We had the best time at Rick’s house in the Hamptons! We’d love to come back!"
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (147)
"In town for a wedding - a large, convenient location that fulfilled the needs we had for that stay."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (12)
"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!
Charming Cape Close to the Ocean
5.2 out of 10, (5)
"Great area and good rental"
Charming Cape Close to the Ocean
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
10.0 out of 10, Exceptional, (11)
"We really enjoyed our stay in this house. Very safe and clean place to stay. Plenty of parking spaces, logs for fireplace, kitchen accessories. All china is very good quality."
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (28)
"The house was beautiful and comfortable. We enjoyed the property and watching the wildlife. The fire pit was great for a group gathering. We didn't cook but the kitchen appeared well stocked. The house was short on paper products. We left a note for the house manager when we left."
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
8.6 out of 10, Excellent, (8)
"The property was clean and large and the outdoor space made for a fun gathering place, especially for the children in our group. It would have been nice to have dedicated spaces to hang towels and clothes, especially as we had so many people staying. The hosts were friendly and accommodating and we would stay again."
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (8)
"My family and I, rented this beautiful BNB to stay in while in town for my Grandmothers 90th Birthday. The home was exactly as pictured on the site, it was by far the cleanest and best taken care property that we have rented through VRBO! We were beyond impressed by the Host Eddie and his home! We willlllll be back!"
The price is NZ$906
per night
3 Jun - 4 Jun
3 Story Beach Waterview, 3 KING bed, golf putting green!
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (25)
"House was very clean and host was exceptional. Very relaxing place to stay."
Beautiful Family Home Nestled In The Heart Of Sagaponack
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (39)
"The house is small but it has everything you need. The ocean was lovely to watch and good scavenging for rocks and sea glass. Very private place. My pup and I had a good time!"
Beachfront Romance: Rustic Home w/ Private Beach
Contemporary home, newly built, heated pool and hot tub, large deck and...
10.0 out of 10, Exceptional, (4)
"The property manager was incredibly helpful in providing check-in and check-out information, and was readily available to answer any questions during our stay. The house perfectly matched what we saw in the photos and was ideal for our getaway. We're already looking forward to returning in the summertime to fully enjoy the pool."
Contemporary home, newly built, heated pool and hot tub, large deck and...
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, (75)
"Great location. Pristine beach with hardly anyone else on the beach (mid May). No shampoo or conditioner in bathrooms as reported. The house needs a bit of TLC. Could be a bit cleaner. There was sand on the floor in the master bedroom upon our arrival. It seemed like there was white dog hair on the bedspread. I dont have a dog. The dishwasher seemed like it was working but was not getting the dishes clean. I think it is time for a new dishwasher."
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
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See all available properties in Hampton Bays
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 Hampton Bays you may be interested in

Hampton Maid Motel
2.5 star property
8.8 out of 10, Excellent, (524)
"Always excellent. Property, staff and food are outstanding."
The price is NZ$523
per night
3 Jun - 4 Jun
Hampton Maid Motel
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (375)
"The view of the bay is incredible ( I was on 2nd floor) but the structure itself needs some t l c, fresh paint, more tables in room, etc. "
The price is NZ$405
per night
3 Jun - 4 Jun
Bayview Resort
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (27)
"The room was beautiful.The grounds were amazing."
The price is NZ$1,027
per night
2 Jun - 3 Jun
Canoe Place Inn and Cottages
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hampton Bays holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hampton Bays. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hampton Bays. Seeing all the best attractions is bound to make you fall in love with Hampton Bays. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hampton Bays short-term rentals, that won’t be hard to do.

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?

Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool: This holiday home rental outside of Hampton Bays offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Hampton Bays?

With 288 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?

Meschutt Beach and Ponquogue Beach are a couple of lovely local spots to get outside and enjoy nature. The Hamptons Beaches and Tiana 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.

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