Village of Southampton Holiday Rentals from NZ$313: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Village of Southampton has to offer?

Minutes from the beach, brand new 4 bedroom : This highly rated holiday home rental in Village of Southampton offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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In two weeks

In two months

In three months

In four months

Our top choices for Village of Southampton holiday rentals

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

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

Southampton

Justin

includes taxes & fees

2 Nov - 3 Nov

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

2. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

includes taxes & fees

3 Nov - 4 Nov

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

3. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

includes taxes & fees

1 Nov - 2 Nov

A wooden gate partially covered by lush green ivy.

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

Southampton

Sarah

includes taxes & fees

29 Oct - 30 Oct

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

5. 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

includes taxes & fees

1 Nov - 2 Nov

A compact kitchen with a dining table, chairs, a refrigerator, a stove, and a hanging light fixture.

6. Cozy Cottage by the beach - Seabreeze #1

Hampton Bays

includes taxes & fees

5 Nov - 6 Nov

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

7. Cliffside Resort Condominiums

Greenport

William

includes taxes & fees

12 Nov - 13 Nov

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

8. Charming Accommodations in the Hamptons

Sag Harbor

includes taxes & fees

3 Nov - 4 Nov

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

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

Bridgehampton

Katie B.

includes taxes & fees

8 Nov - 9 Nov

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

10. North Fork Resort

Greenport

Altynai

includes taxes & fees

3 Nov - 4 Nov

A modern building with large windows overlooking a beach.

11. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

includes taxes & fees

1 Nov - 2 Nov

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

12. Amazing Southampton Home with Private Heated Pool

Southampton

Serina R.

includes taxes & fees

29 Oct - 30 Oct

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

13. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

includes taxes & fees

29 Oct - 30 Oct

14. Windward Shores Ocean Resort

Napeague

Banessa

includes taxes & fees

1 Nov - 2 Nov

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

15. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

includes taxes & fees

6 Nov - 7 Nov

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

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

Flanders

Sherri K.

includes taxes & fees

8 Nov - 9 Nov

17. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hampton Bays

includes taxes & fees

4 Nov - 5 Nov

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

18. Newly Renovated Pristine Southampton Colonial

Southampton

Brian M.

includes taxes & fees

8 Nov - 9 Nov

A backyard with a swimming pool, wicker lounge chairs, and potted plants.

19. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Sag Harbor

maria m.

includes taxes & fees

29 Oct - 30 Oct

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

20. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Judith M.

includes taxes & fees

29 Oct - 30 Oct

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Top Village of Southampton Hotel Reviews

The Harbor Front Inn

10/10 Excellent

"Such a lovely place for a getaway. Charming town and lovely water views!"

Zey Hotel

10/10 Excellent

"The stay was perfect. I can't think of a single thing to criticize. As an example, when we were checking out, we called the manager on his cell to alert him that a fire truck was flushing the street hydrants, and that we noticed that the water in the room was brown. We knew that the maintenance of the hydrants was causing the dirty water. The manager promptly told us we could stay until 6:00 pm for free, so that we would be able to take clean showers. We told him that we had showered early, and that we had no problem. But his response showed how he cared for the guests."

Faraway Sag Harbor

8/10 Good

"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."

Minutes from the beach, brand new 4 bedroom

10/10 Excellent

"Great rental property close to Southampton town. Easy access to Route 27. Walking distance to Tate’s (10 minutes) and downtown (15-20 minutes). 10-12 minute drive to Coopers Beach. House was clean, updated, and well supplied. Having two en-suite king rooms is a real plus as well. Fenced in backyard great for traveling with pets. Would not hesitate to stay again."

Find out more about Village of Southampton

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

As much as you love your vacation rental, it’s always good to get out and explore to soak up Village of Southampton. 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 Village of Southampton. Seeing all the best attractions is bound to make you fall in love with Village of Southampton. Who knows, you may even be tempted to extend your 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 holiday 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 Village of Southampton short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Village of Southampton?

Yes, there are holiday rentals in Village of Southampton close to Southampton Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Village of Southampton is known for its churches and monuments. Make sure you have time to check out the theatres and entertainment choices during your trip.

What are some of the best holiday rentals that Village of Southampton has to offer?

Minutes from the beach, brand new 4 bedroom: This highly rated holiday home rental in Village of Southampton offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Village of Southampton?

With 123 Expedia holiday rentals, you're guaranteed to find just the right place for your Village of Southampton stay.

What can I see and do in Village of 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 Southampton Cultural Center.

What’s a holiday rental in Village of Southampton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Village of Southampton. Holiday rentals provide amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.

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Check prices for these dates

Our top choices for Village of Southampton holiday rentals

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

2. Minutes from the beach, brand new 3 bedroom

3. Minutes from the beach, brand new 4 bedroom

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

5. Steps to the beach | Seabreeze Cottage #3

6. Cozy Cottage by the beach - Seabreeze #1

7. Cliffside Resort Condominiums

8. Charming Accommodations in the Hamptons

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

10. North Fork Resort

11. Beachfront Jacuzzi All Year - Black Swan Home

12. Amazing Southampton Home with Private Heated Pool

13. Jacuzzi year-round - Villa Luz Private Home

14. Windward Shores Ocean Resort

15. Immaculate Waterfront 2 bedroom!

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

17. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

18. Newly Renovated Pristine Southampton Colonial

19. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

20. Elegant 5-Bedroom Hamptons Home with Private Pool

Find holiday rentals that suit your style

Top Village of Southampton Hotel Reviews

The Harbor Front Inn

Zey Hotel

Hyatt Place Long Island East End

Ocean Vista Resort

Faraway Sag Harbor

Sag Harbor Inn

The Atlantic Hotel

Southampton Inn

Minutes from the beach, brand new 4 bedroom

Find out more about Village of Southampton

Frequently asked questions

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