Hampton Bays Vacation Rentals

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Vacation Rentals in Hampton Bays

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
Southampton cozy cottage by the beach

10 Bedroom Hampton House with a regulation size Pickleball court

10.0 out of 10, Exceptional, (32)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball court

Hamptons Retreat

Hamptons Retreat

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

9.6 out of 10, Exceptional, (134)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

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

9.4 out of 10, Exceptional, (71)
"A gorgeous home! We pretended to be in the Great Gatsby. Lovely pool and grounds. We loved tennis...who knew? That was a surprise hit. Very spacious "
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

10.0 out of 10, Exceptional, (34)
"This home fit everyone perfectly. The great room was a stunner and the bay views awesome! "
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

Stunning Bayfront Views

9.8 out of 10, Exceptional, (36)
"House was exactly as described, excellent host and definitely went the extra mile to ensure we had a great stay. Cannot beat this location!"
Stunning Bayfront Views

Private beach on a fenced in property sunset views

10.0 out of 10, Exceptional, (11)
"We liked our stay there. Clean house, beautiful sunset as described. Close to the beach. Very nice stay."
Private beach on a fenced in property sunset views

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (239)
"Had a great time. Will be back"
The price is CA $457
CA $582 total
includes taxes & fees
Sep 11 - Sep 12
Cliffside Resort Condominiums

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (13)
"Tucked away in a quiet residential area. Rooms were clean and kitchenette was well equipped. Private parking spot in the driveway next to the cottage was a bonus. Highly recommended!"
The price is CA $241
CA $559 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is CA $346
CA $477 total
includes taxes & fees
Sep 8 - Sep 9
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (72)
"In the Hamptons working a Vintage market so I barely got to enjoy this incredibly gorgeous home, but it was perfect for just me and the host were absolutely delightful so friendly and accommodating they even let me sleep in which I haven’t had a chance to do in sometime so that was much appreciated I rested better than I have in months in this sweet cottage on a beautiful property. They made sure I was taken care of while giving me speciation enjoy some much needed quiet time. It’s a stunning...
Fairy Tale Guest Cottage in Magic Garden by Pool

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

10.0 out of 10, Exceptional, (94)
"Beautiful house with lots of light and comfort. Excellent quiet location by the ocean with outstanding communication with the host who answered all pertinent questions and addressed all outstanding issues. "
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

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

10.0 out of 10, Exceptional, (29)
"Our trip was amazing, the pool was in perfect condition and the house had everything we needed. Would definitely stay here again!!"
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

10.0 out of 10, Exceptional, (96)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is CA $429
CA $875 total
includes taxes & fees
Oct 1 - Oct 2
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

9.8 out of 10, Exceptional, (53)
"Our family (16) spent a week at the property and found the house and property in good order, comfortable and convenient to the bay and other attractions. I would definitely recommend it as a great family vacation."
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (97)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Stunning Southampton Village Modern Home

The price is CA $18,565
CA $23,164 total
includes taxes & fees
Sep 6 - Sep 7
Stunning Southampton Village Modern Home

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

10.0 out of 10, Exceptional, (185)
"House was more then I can imagine , host was great , house literally have anything you forgot at home . "
The price is CA $681
CA $1,229 total
includes taxes & fees
Oct 2 - Oct 3
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
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

Find out more about Hampton Bays

Everything you need to know about Hampton Bays 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 Hampton Bays 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 Hampton Bays vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hampton Bays vacation 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 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 Hampton Bays vacation rentals we have selected for you start as low as CA $241 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 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 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 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 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 vacation rentals in Hampton Bays?

Yes, we offer vacation rentals close to popular sights in Hampton Bays, or you can choose a secluded option if you're looking for relaxation. 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's the top vacation rental that Hampton Bays has to offer?

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!: This highly rated vacation home rental in Hampton Bays is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Another good choice for your trip to Hampton Bays is 10 Bedroom Hampton House with a regulation size Pickleball court.

How many vacation rentals are there in Hampton Bays?

With 301 Expedia vacation rentals, you're sure to find just the right place for your Hampton Bays stay.

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

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

What’s a vacation rental in Hampton Bays like?

Vacation rentals are privately owned properties you can book for several days or longer in Hampton Bays. Vacation rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family trips.