Hamptons Vacation Rentals

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Vacation Rentals in Hamptons

View from property
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (235)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is CA $209
CA $268 total
includes taxes & fees
May 19 - May 20
Windward Shores Ocean Resort
Pool
Delightful Southampton Retreat with Pool & Outdoor Shower Near Beach & Shopping
10.0 out of 10, Exceptional, (5)
"We loved our stay here! The hosts were very helpful and communicative leading up to and during our short stay. The house was perfect for our family - the pool area is fantastic and being able to grill food at the outdoor kitchen is such a bonus. No back and forth to the house for snacks or drinks! We spent the evening around the fire pit and the extended deck meant that there was plenty of room for us to relax and our kids to play. We also explored the local area and nearby beaches. The property...
Delightful Southampton Retreat with Pool & Outdoor Shower Near Beach & Shopping
Property grounds
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
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Outdoor pool, a heated pool
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
Exterior
Sabbatical a Private guest cottage in Sag Harbor
10.0 out of 10, Exceptional, (3)
"Beautiful studio apartment and truly a retreat from our busy work schedules. Nice response from host when we had questions. Lovely location and truly inspiring..."
Sabbatical a Private guest cottage in Sag Harbor
Outdoor pool
Fairy Tale Guest Cottage in Magic Garden by Pool
10.0 out of 10, Exceptional, (47)
"Eunyoung and Mark have a beautiful home and have created the best “home away from home” for travelers. We thoroughly enjoyed our stay and look forward to returning next summer!"
Fairy Tale Guest Cottage in Magic Garden by Pool
Outdoor dining
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (83)
"The house was so cute and a great location. Everything was easy to deal w and Pam was very flexible with timing. Will certainly hope to stay here again!"
The price is CA $884
CA $1,321 total
includes taxes & fees
May 20 - May 21
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Outdoor pool, a heated pool
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!
Outdoor dining
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (27)
"Just had a great stay at this home. Pictures are extremely accurate and this home is so comfortable, clean and well equipped. Location is excellent. Close to town, hiking, beaches, vineyards. It really has it all! Host was wonderful and responsive. Would love book another stay."
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Microwave, oven, stovetop, coffee/tea maker
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...
Outdoor pool, a heated pool
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
On the beach, sun loungers, beach towels
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.
Outdoor pool, a heated pool
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (24)
"Had a wonderful time with friends in this lovely home. We had everything we needed. Excellent communication with our host. Perfect location. Thank you, Michelle 💕"
Beautiful Family Home Nestled In The Heart Of Sagaponack
Smart TV
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (11)
"Since I stay for 2 days only it was fine. Check the shades , toilet paper and more towels. "
Location and views! Located directly on Shinnecock Bay!
A heated pool
Beautiful 4 to 5BR home with pool, hot tub & more in private beach community.
10.0 out of 10, Exceptional, (67)
"The house was great - just as listed and very comfortable / kid friendly. There wasn't a whole lot to do in the area over the holidays but we enjoyed the house, trampoline and jungle gym."
Beautiful 4 to 5BR home with pool, hot tub & more in private beach community.
Beach
The Hampton Sack a cheerful relaxing beach cottage
7.2 out of 10, Good, (11)
"Truly no frills but key things work like heat and internet. Quite small but OK for 2 people."
The Hampton Sack a cheerful relaxing beach cottage
Fridge, microwave, oven, stovetop
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
9.8 out of 10, Exceptional, (16)
"This property was just what my family and I were looking for. A quaint and quiet house with a small town feel. We stayed for NYE hoping to get away from the loud chaos we’re typically faced with at home and this location fit the bill. Pros: I’m not sure how this changes in the summer months but things were mostly quiet. There are restaurants, coffee, and food shopping all within a 5 minute drive. The home itself is pretty small, so for the 4 of us- husband, 17y/o, 9 y/o, and myself, it was...
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
Sun loungers, beach towels
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (145)
"We had an amazing time at Mark's house. The home is clean and well maintained with many amenities that made the weekend extra special (cool nights by the fire pit were especially awesome)! Mark gave detailed directions about the house and provided us with lots of information about the neighborhood. Plenty of space for all 12 of us to be together. Highly recommend this rental!"
The price is CA $673
CA $1,072 total
includes taxes & fees
May 29 - May 30
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Interior
Cozy Sag Harbor Home Minutes from the Beach, Restaurants, Town Shopping
7.4 out of 10, Good, (3)
"We had a wonderful stay at the cottage. Very convenient to the town of Sag Harbor. House was very comfortable in every way. The only thing I would recommend is to outfit all of the windows with some kind of window coverings. Other than that, I would highly recommend a stay here."
Cozy Sag Harbor Home Minutes from the Beach, Restaurants, Town Shopping
Exterior
Cozy Cottage by Shinnecock Canal and by Meschutt Beach! 🏖️
9.4 out of 10, Exceptional, (22)
"Our family of 4 stayed at this beautiful cottage while visiting family for the holidays. The home was clean and the beds were very comfortable. My husband and I have orthopedic issues so a comfortable bed is very important for us. I enjoyed the walks to the nearby canal. While it was winter, we would like to stay during the summer to enjoy their outside shower after a day at the beech and a bbq in their backyard. They are located only two minutes away from Meschutt beach. We’ve Enjoying this...
Cozy Cottage by Shinnecock Canal and by Meschutt Beach! 🏖️
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See all available properties in Hamptons
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.

Hamptons Vacation Rental Travel Info

Popular accommodation
Hamptons private vacation homes
International airports
New York, NY (JFK-John F. Kennedy Intl.), Newark, NJ (EWR-Liberty Intl.) and New York, NY (LGA-LaGuardia)

Other types of properties in Hamptons you may be interested in

Outdoor pool
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (423)
"I stay here often. Reliable and consistent hotel. Rooms are spotless. Perfect for single or retired traveler. It’s quiet and attracts a middle aged crowd. Walking distance to town. I’ve never had an issue."
The price is CA $318
CA $363 total
includes taxes & fees
May 20 - May 21
Sag Harbor Inn
Outdoor pool
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (767)
"Great prices, huge room, convenient and super friendly staff. Have stayed the past 3 weeks for business, good location"
The price is CA $235
CA $302 total
includes taxes & fees
May 21 - May 22
The Atlantic Hotel
Traditional Single Room, 1 King Bed
Southampton Inn
3.0 star property
8.4 out of 10, Very good, (478)
"The accommodations and the amenities were very nice."
The price is CA $367
CA $456 total
includes taxes & fees
May 29 - May 30
Southampton Inn
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.

Everything you need to know about Hamptons vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hamptons vacation rental for you. At Expedia, you can take your pick from private vacation 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 Hamptons vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hamptons vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hamptons. 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 Hamptons vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hamptons vacation rentals we have selected for you start as low as CA $209 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hamptons rentals

At Expedia, we put the best Hamptons vacation 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 Hamptons 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 Hamptons vacation.

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

Recent reviews of Hamptons properties
Expedia verified reviews

The Atlantic Hotel

The Atlantic Hotel

5/5 Excellent
Non Hampton prices.
"Great prices, huge room, convenient and super friendly staff. Have stayed the past 3 weeks for business, good location"
A verified traveller stayed at The Atlantic Hotel
Posted 2 days ago
The Atlantic Hotel