A sandy beach path with wooden fences on either side leading to the ocean.

Hampton Bays Vacation Rentals

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Our top choices for Hampton Bays vacation rentals

1. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is CA $159
CA $2,319 total
includes taxes & fees
Oct 12 - Oct 13
Jacuzzi year-round - Villa Luz Private Home

2. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is CA $200
CA $1,715 total
includes taxes & fees
Oct 12 - Oct 13
Beachfront Jacuzzi All Year - Black Swan Home

3. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
6.0 out of 10, (3 reviews)
"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...
United States
Lydia
The price is CA $122
CA $653 total
includes taxes & fees
Oct 12 - Oct 13
Steps to the beach | Seabreeze Cottage #3

4. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is CA $384
CA $813 total
includes taxes & fees
Oct 8 - Oct 9
Immaculate Waterfront 2 bedroom!

5. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 reviews)
"The house was great. Pool was beautiful and everything was a 10 minute drive! Great place to relax"
United States
Judith M.
The price is CA $640
CA $1,374 total
includes taxes & fees
Oct 8 - Oct 9
Elegant 5-Bedroom Hamptons Home with Private Pool

6. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is CA $1,705
CA $2,226 total
includes taxes & fees
Oct 8 - Oct 9
Cozy Hamptons Escape 3BR Minutes From Beach!

7. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $122
CA $657 total
includes taxes & fees
Oct 18 - Oct 19
Walk to Beach | Seabreeze Cottage #4

8. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (295 reviews)
"Great place!"
United States
Christine
The price is CA $241
CA $434 total
includes taxes & fees
Nov 1 - Nov 2
Cliffside Resort Condominiums

9. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is CA $205
CA $451 total
includes taxes & fees
Oct 20 - Oct 21
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

10. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (62 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is CA $353
CA $404 total
includes taxes & fees
Oct 19 - Oct 20
North Fork Resort

11. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is CA $244
CA $849 total
includes taxes & fees
Oct 11 - Oct 12
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

12. Prime location, walk to all, cozy cottage WHB

Prime location, walk to all, cozy cottage WHB
Westhampton Beach
10.0 out of 10, Exceptional, (3 reviews)
"Erica was very communicative and helpful. Very cozy with a great location."
United States
Chris J.
The price is CA $568
CA $1,062 total
includes taxes & fees
Oct 19 - Oct 20
Prime location, walk to all, cozy cottage WHB

13. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is CA $640
CA $1,577 total
includes taxes & fees
Oct 8 - Oct 9
Minutes from the beach, brand new 4 bedroom

14. 6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Riverhead
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay. Very quiet and relaxing. Excellent location to many wineries. Would definitely stay again."
United States
Donna M.
The price is CA $878
CA $1,228 total
includes taxes & fees
Oct 8 - Oct 9
6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

15. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is CA $711
CA $1,669 total
includes taxes & fees
Nov 3 - Nov 4
Minutes from the beach, brand new 3 bedroom

16. Beautiful Private Studio Apartment!

Beautiful Private Studio Apartment!
Ridge
9.6 out of 10, Exceptional, (22 reviews)
"Clean and comfortable. Very quiet and pleasant place to stay."
United States
Gene
The price is CA $153
CA $430 total
includes taxes & fees
Oct 19 - Oct 20
Beautiful Private Studio Apartment!

17. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is CA $320
CA $716 total
includes taxes & fees
Oct 12 - Oct 13
Charming Accommodations in the Hamptons

18. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (26 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is CA $135
CA $356 total
includes taxes & fees
Nov 2 - Nov 3
Harbor Heights

19. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is CA $275
CA $421 total
includes taxes & fees
Oct 8 - Oct 9
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

20. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (7 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is CA $192
CA $322 total
includes taxes & fees
Oct 13 - Oct 14
South Shore Studio in Mastic
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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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?

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms: This highly rated vacation home rental in Hampton Bays is located by the ocean and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of books. Some other homes for rent in Hampton Bays include Gorgeous private Hamptons house with pool and volleyball court and 10 Bedroom Hampton House with a regulation size Pickleball court.

How many vacation rentals are there in Hampton Bays?

With 302 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 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 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.