Hampton Bays Holiday Rentals

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Holiday Rentals in Hampton Bays

Seabreeze #4: Charming Cottage Footsteps to the Beach

Hampton Bays
8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
The price is NZ$807
includes taxes & fees
24 Nov - 25 Nov
Seabreeze #4: Charming Cottage Footsteps to the Beach

Immaculate Waterfront 2 bedroom!

Hampton Bays
10.0 out of 10, Exceptional, (5)
"Highly recommend. Very close to the beach. Cute updated little home. We loved it!"
United States
Gail R.
The price is NZ$1,134
includes taxes & fees
26 Nov - 27 Nov
Immaculate Waterfront 2 bedroom!

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Hampon Bays
9.6 out of 10, Exceptional, (22)
"What a great place for a family gathering! The backyard is to die for and the host was very helpful throughout the stay. We’ll be back!!"
United States
Lisa w.
The price is NZ$2,251
includes taxes & fees
23 Nov - 24 Nov
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Hampton Bays
10.0 out of 10, Exceptional, (12)
"This is a simple house with a great view right on the water. The beds and bedding were comfortable. Despite being on the water, it has a nice yard and little beach area. "
United States
Coleman H.
The price is NZ$2,123
includes taxes & fees
23 Nov - 24 Nov
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Seabreeze #3: Cozy Cottage by the beach

Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is NZ$797
includes taxes & fees
16 Nov - 17 Nov
Seabreeze #3: Cozy Cottage by the beach

Canoe Place Waterfront Residences

4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is NZ$4,277
includes taxes & fees
23 Nov - 24 Nov
Canoe Place Waterfront Residences

North Fork Cottages & RV Resort

3.0 star property
Greenport
9.4 out of 10, Exceptional, (6)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is NZ$380
includes taxes & fees
16 Nov - 17 Nov
North Fork Cottages & RV Resort

Blackberry: Private home with jacuzzi year-round

East Hampton
9.4 out of 10, Exceptional, (3)
"Just hubby & I. Great fireplace and deck with very clean bubbly hot tub. Comfy king-sized bed. Kitchen was clean & functional with basics. Backyard appeared larger in pictures. Rental could use extra couch in living room to comfortably fit eight ppl. The living room couch is just for sitting, appears larger in pictures. Couch is"
United States
STEPHANIE C.
The price is NZ$1,559
includes taxes & fees
17 Nov - 18 Nov
Blackberry: Private home with jacuzzi year-round

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

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

2.0 star property
Southampton
9.0 out of 10, Wonderful, (4)
"The location is great, the home is spacious, and the host is very responsive. However, the house itself could really use some sprucing up. I’d recommend replacing all the bed linens and fixing the broken lamps. "
United States
Juliana H.
The price is NZ$1,040
includes taxes & fees
23 Nov - 24 Nov
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Minutes from the beach, brand new 4 bedroom

Southampton
10.0 out of 10, Exceptional, (3)
"perfect for families"
United States
Okito H.
The price is NZ$1,952
includes taxes & fees
21 Nov - 22 Nov
Minutes from the beach, brand new 4 bedroom

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
Calverton
8.6 out of 10, Excellent, (8)
"A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. "
United States
Ethan L.
The price is NZ$1,134
includes taxes & fees
23 Nov - 24 Nov
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

3 Story Beach Waterview, 3 KING bed, golf putting green!

Shirley
10.0 out of 10, Exceptional, (21)
"Eddie was a great host, we loved the area and will definitely keep him in mind when we plan on returning."
United States
Faraz S.
The price is NZ$1,080
includes taxes & fees
16 Nov - 17 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!

Orient Village — Historic Bayfront Cottage — 2025 Season

Orient
10.0 out of 10, Exceptional, (23)
"Step away from your busy schedule, step back in time, and step down to the beach. Bayside Cottage is an idyllic, charming, and rare place -- one increasingly harder to find as grandiose properties populate many parts of the Island. Thankfully the North Fork has retained much of its character since we began visiting some 20 years ago, and Orient is beautifully preserved with a lot of tender loving care, especially towards nature. It was turtle season in June! At Bayside, circa 1887, one doesn't...
United States
Jennifer G.
The price is NZ$1,227
includes taxes & fees
30 Nov - 1 Dec
Orient Village — Historic Bayfront Cottage — 2025 Season

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Greenport
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is NZ$975
includes taxes & fees
9 Dec - 10 Dec
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Rocky Point
10.0 out of 10, Exceptional, (23)
"Pet friendly "
United States
Steven
The price is NZ$958
includes taxes & fees
24 Nov - 25 Nov
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Cozy and Modern 2-bedroom apartment in lovely Yaphank

2.0 star property
Yaphank
The price is NZ$657
includes taxes & fees
21 Nov - 22 Nov
Cozy and Modern 2-bedroom apartment in lovely Yaphank

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

Hottub, ⛳️, htd pool, Sauna, Basketball

Mastic
10.0 out of 10, Exceptional, (27)
"My family from Europe came to visit and we needed extra space so we rented this property and it was absolutely fantastic. Everything from the pool, the hot tub, the basketball court and putting green, and the cozy house which was spacious and lovely. My family and I enjoyed ourselves so much that we will be renting it again. The owner Louis was an absolute gentleman. Extremely helpful, courteous and accommodating. We were grateful to create priceless family memories in this fine home and can't...
United States
David
The price is NZ$2,228
includes taxes & fees
23 Nov - 24 Nov
Hottub, ⛳️, htd pool, Sauna, Basketball

Work and Play Special! Extended Stay Discount

Shelter Island
10.0 out of 10, Exceptional, (52)
"The house was amazing ,clean and full of good energy.it had everything we needed for peaceful, relaxing getaway serenity now! "
United States
moshe A.
The price is NZ$2,342
includes taxes & fees
18 Nov - 19 Nov
Work and Play Special! Extended Stay Discount
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.