Southampton Vacation Rentals from CA $76: Short-Term Rentals for 2026

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Our top choices for Southampton vacation rentals

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

1. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

CA $1,564 total

includes taxes & fees

Nov 10 - Nov 11

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

2. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

CA $1,485 total

includes taxes & fees

Nov 10 - Nov 11

A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

3. Newly Renovated Pristine Southampton Colonial

Southampton

Brian M.

CA $2,066 total

includes taxes & fees

Nov 10 - Nov 11

A wooden house with a front porch, white railings, and a double door.

4. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

Southampton

Melissa

CA $4,147 total

includes taxes & fees

Nov 10 - Nov 11

A dining area with a round table and chairs, surrounded by bookshelves filled with books and decorative items.

5. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Southampton

Sarah

CA $4,094 total

includes taxes & fees

Nov 10 - Nov 11

A single-story house with a gabled roof, a front porch, and a well-maintained garden.

6. Walk to Beach | Seabreeze Cottage #4

Hampton Bays

Weston B.

CA $679 total

includes taxes & fees

Nov 30 - Dec 1

A brick patio with outdoor seating, a wooden staircase, and a house with a window and door.

7. Cozy Cottage by the beach - Seabreeze #1

Hampton Bays

CA $632 total

includes taxes & fees

Nov 16 - Nov 17

A spacious living area with a white sofa, a white armchair, and a dining table. There is a staircase leading to an upper level.

8. 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

CA $642 total

includes taxes & fees

Nov 15 - Nov 16

A modern building with large windows overlooking a beach.

9. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

John M.

CA $1,756 total

includes taxes & fees

Nov 10 - Nov 11

A hot tub with a checkered roof structure and surrounding greenery.

10. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

CA $1,601 total

includes taxes & fees

Nov 10 - Nov 11

A balcony with a view of the ocean, a lawn, and a house in the background.

11. Cliffside Resort Condominiums

Greenport

William

CA $467 total

includes taxes & fees

Nov 26 - Nov 27

12. Windward Shores Ocean Resort

Napeague

Banessa

CA $251 total

includes taxes & fees

Nov 10 - Nov 11

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

13. 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.

CA $702 total

includes taxes & fees

Nov 10 - Nov 11

14. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hampton Bays

CA $572 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

15. Charming Accommodations in the Hamptons

Sag Harbor

CA $702 total

includes taxes & fees

Nov 10 - Nov 11

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

16. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

CA $772 total

includes taxes & fees

Nov 10 - Nov 11

A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

17. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton

Katie B.

CA $789 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Flanders

Sherri K.

CA $458 total

includes taxes & fees

Dec 2 - Dec 3

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

19. North Fork Resort

Greenport

Altynai

CA $503 total

includes taxes & fees

Nov 10 - Nov 11

A two-story house with a white staircase, a covered patio with outdoor furniture, and a fenced yard.

20. Harbor Heights

Pipes Cove

Steven R.

CA $324 total

includes taxes & fees

Nov 10 - Nov 11

View all properties

Find vacation rentals that suit your style

Top Southampton Hotel Reviews

A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.

Canoe Place Inn and Cottages

Hampton Bays

10/10 Excellent

Corrado

A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.

Southampton Long Island Hotel

Southampton

10/10 Excellent

Christian

A living room with a fireplace, a television mounted above it, and a dining area in the background.

The 1770 House Restaurant & Inn

East Hampton

10/10 Excellent

Anonymous traveller

A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

Bridgehampton Inn

Bridgehampton

10/10 Excellent

We had a wonderful stay at the Bridgehampton Inn from the moment we were welcomed at the entrance. Charming rooms, beautiful property and gardens, walkable to the shops and restaurants in town. Their store Loaves and Fishes is filled with great kitchen treasures. Breakfast which was included daily was amazing as was the dinner we enjoyed one evening. Great location to explore all of the Hamptons which we did! Can’t say enough about the staff. Every one of them went out of their way to...

Liliana

A modern two-story building with a pool area featuring sun loungers and umbrellas.

Seven Beach Lane

Westhampton Beach

10/10 Excellent

My stay was absolutely incredible! From the moment I arrived, Jen made me feel so welcome. After an early travel day, her warmth and kindness immediately made me feel comfortable and at home. She gave me so many great recommendations and was incredibly attentive, making everything over the last two days feel completely seamless and enjoyable. As a solo traveler, I also felt incredibly safe on the property, which was so important to me. The location is amazing and within easy walking distance of...

Mel

Find out more about Southampton

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

Southampton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southampton. 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 Southampton 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 Southampton vacation rentals we have selected for you start as low as CA $76 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southampton rentals

At Expedia, we put the best Southampton 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 Southampton 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 Southampton 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 Southampton. 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 Southampton?

Yes, you can find vacation rentals in Southampton close to Southampton Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Southampton. Make sure you have time to check out the museums and festivals during your trip.

What are some of the best vacation rentals in Southampton?

Private 2.1 acre gated home with heated pool and tennis & pickleball court: Visitors like this Southampton vacation home rental. It is located near the beach and has an outdoor pool, a fireplace, 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. It offers a balcony, a garden, and an arcade game room so you can immerse yourself in your vacation. Some other top choices in Southampton are Spacious Southampton Home in Shinnecock Hills, Central Between Southampton,... and Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping.

How many vacation rentals are there in Southampton?

Expedia has 481 vacation rentals for your stay in Southampton.

What can I see and do in Southampton?

Enjoy the outdoors at Cooper's Beach and The Hamptons Beaches, or simply take in cultural attractions like Southampton Historical Museum and Halsey House. Other places in town to visit include Southampton Arts Center and Shinnecock Hills Golf Course.

What are vacation rentals like in Southampton?

Vacation rentals are private properties you can reserve for a short or long stay in Southampton. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.

Southampton Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southampton vacation rentals

1. Minutes from the beach, brand new 3 bedroom

2. Minutes from the beach, brand new 4 bedroom

3. Newly Renovated Pristine Southampton Colonial

4. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

5. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

6. Walk to Beach | Seabreeze Cottage #4

7. Cozy Cottage by the beach - Seabreeze #1

8. Steps to the beach | Seabreeze Cottage #3

9. Beachfront Jacuzzi All Year - Black Swan Home

10. Jacuzzi year-round - Villa Luz Private Home

11. Cliffside Resort Condominiums

12. Windward Shores Ocean Resort

13. Lovely studio with AC in charming Sag Harbor

14. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

15. Charming Accommodations in the Hamptons

16. Immaculate Waterfront 2 bedroom!

17. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

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

19. North Fork Resort

20. Harbor Heights

Find vacation rentals that suit your style

Top Southampton Hotel Reviews

Canoe Place Inn and Cottages

10/10 Excellent

Find out more about Southampton

Southampton vacation rentals: An excellent choice for every season

How to find incredible deals on Southampton rentals

Frequently Asked Questions

Can I find vacation rentals in Southampton?

What are some of the best vacation rentals in Southampton?

How many vacation rentals are there in Southampton?

What can I see and do in Southampton?

What are vacation rentals like in Southampton?