Hampton Bays Vacation Rentals from $255: Search Short-Term Rentals

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Our top choices for Hampton Bays vacation rentals

A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

1. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

$1,489 nightly

Oct 28 - Oct 29

Total with taxes and fees

A modern building with large windows overlooking a beach.

2. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

$1,129 nightly

Oct 27 - Oct 28

Total with taxes and fees

A beach with footprints leading to the water, a sunset in the background, and a clear sky.

3. Steps to the beach | Seabreeze Cottage #3

Hampton Bays

"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...

Lydia

$401 nightly

Oct 26 - Oct 27

Total with taxes and fees

A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

4. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

$503 nightly

Oct 25 - Oct 26

Total with taxes and fees

5. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hampton Bays

$342 nightly

Oct 25 - Oct 26

Total with taxes and fees

A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

6. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Judith M.

$857 nightly

Oct 22 - Oct 23

Total with taxes and fees

A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

7. Cozy Hamptons Escape 3BR Minutes From Beach!

Hampton Bays

Taylor H.

$1,371 nightly

Oct 22 - Oct 23

Total with taxes and fees

8. Walk to Beach | Seabreeze Cottage #4

Hampton Bays

Weston B.

$406 nightly

Oct 25 - Oct 26

Total with taxes and fees

A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

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

Flanders

James W.

$281 nightly

Oct 25 - Oct 26

Total with taxes and fees

10. Cliffside Resort Condominiums

Greenport

William

$266 nightly

Nov 12 - Nov 13

Total with taxes and fees

A sandy beach path leading to a body of water, surrounded by dense green foliage and a clear sky.

11. Hamptons Retreat Enjoy the Fall Foilage and the Quiet Beaches

east quogue

Andrew S.

$590 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

Westhampton Beach

Matt S.

$543 nightly

Oct 26 - Oct 27

Total with taxes and fees

A modern house with a deck, outdoor seating, and a fire pit.

13. North Fork Resort

Greenport

Altynai

$271 nightly

Oct 22 - Oct 23

Total with taxes and fees

A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

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

Southampton

Justin

$523 nightly

Oct 25 - Oct 26

Total with taxes and fees

A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

15. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

$971 nightly

Oct 22 - Oct 23

Total with taxes and fees

A suburban house with a driveway and parked cars.

16. Cozy Studio Apartment with Private Yard

Ridge

Gene

$270 nightly

Oct 25 - Oct 26

Total with taxes and fees

A modern living room with a sofa, armchairs, a coffee table, and a TV.

17. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

$1,028 nightly

Nov 2 - Nov 3

Total with taxes and fees

A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

18. Amazing Southampton Home with Private Heated Pool

Southampton

Serina R.

$1,075 nightly

Oct 22 - Oct 23

Total with taxes and fees

A small cabin with a porch, surrounded by trees and a fenced area.

19. Lovely studio with AC in charming Sag Harbor

Sag Harbor

"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...

Emily t.

$457 nightly

Oct 22 - Oct 23

Total with taxes and fees

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

20. Aqua Vista

Pipes Cove

Kerri L.

$223 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Top Hampton Bays Hotel Reviews

The Bentley Hotel Southampton

10/10 Excellent

"Gorgeous room! Felt like we were home"

Canoe Place Inn and Cottages

10/10 Excellent

"From the moment we drove up, we were blown over by the staff, the decor, the amenities. We had a beautiful suite; I would like to hire the interior design firm. Loved the colors, the fabrics, the furniture, all the little nooks and crannies that most hotels simply don’t have. Please know that the tiny extra touches made all the difference. Excellence all the way around."

Hampton's Vacation Inn

8/10 Good

"We stayed in the two bedroom cottage. The space was very clean and organized nicely but the furniture in the living area was a little out dated and the kitchen area could use some upgrades. Also there was no TV in the bedroom which was a bummer. I found the staff to be lovely and responsive. Might want to consider adding a workout facility in the future for those who come up for the big marathon weekend or offer free passes to the local gym. Expected a little more luxury for close to $400 dollars a night. Minus and a list of local restaurants and shops would be a bonus. Close to everything and served its purpose. Would definitely stay again with some upgrades. We liked how it was private and tucked away."

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Hampton Bays in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $255 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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Things to do in Southampton

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.

Hampton Bays Vacation Rentals

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Check prices for these dates

Our top choices for Hampton Bays vacation rentals

1. Jacuzzi year-round - Villa Luz Private Home

2. Beachfront Jacuzzi All Year - Black Swan Home

3. Steps to the beach | Seabreeze Cottage #3

4. Immaculate Waterfront 2 bedroom!

5. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

6. Elegant 5-Bedroom Hamptons Home with Private Pool

7. Cozy Hamptons Escape 3BR Minutes From Beach!

8. Walk to Beach | Seabreeze Cottage #4

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

10. Cliffside Resort Condominiums

11. Hamptons Retreat Enjoy the Fall Foilage and the Quiet Beaches

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

13. North Fork Resort

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

15. Minutes from the beach, brand new 4 bedroom

16. Cozy Studio Apartment with Private Yard

17. Minutes from the beach, brand new 3 bedroom

18. Amazing Southampton Home with Private Heated Pool

19. Lovely studio with AC in charming Sag Harbor

20. Aqua Vista

Find vacation rentals that suit your style

Top Hampton Bays Hotel Reviews

The Bentley Hotel Southampton

Find out more about Hampton Bays

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