Village of Southampton Holiday Rentals

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Holiday Rentals in Village of Southampton

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Outdoor dining
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, 86 reviews
"It was a cute cottage, nicely decorated. We were very comfortable. Each bedroom had a private bathroom which was very nice. It was close to downtown Southampton so that was great. The owner checked in and was very helpful. "
The price is HK$5,074
HK$7,158 total
includes taxes & fees
26 Jun - 27 Jun
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Property grounds
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
10.0 out of 10, Exceptional, 4 reviews
The price is HK$30,126
HK$35,116 total
includes taxes & fees
25 Jul - 26 Jul
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Windward Shores Ocean Resort
View from property
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, 241 reviews
"Access to the beach. "
The price is HK$3,600
HK$4,278 total
includes taxes & fees
7 Jul - 8 Jul
Windward Shores Ocean Resort
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Cliffside Resort Condominiums
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, 185 reviews
"Had issue with check in. Nothing sent to phone as stated because of limited cell service in area. Had to go to office to get room and code. They have wrong room and had to go back for correct room. This was frustrating because it was after the check in time, which is later than most properties. The unit was fine, bare bones with decor etc. shower in one bathroom was leaking. I have stayed on property few times. This time was definitely less impressive."
The price is HK$2,542
HK$3,241 total
includes taxes & fees
18 Jul - 19 Jul
Cliffside Resort Condominiums
Location and views! Located directly on Shinnecock Bay!
Smart TV
Location and views! Located directly on Shinnecock Bay!
9.0 out of 10, Wonderful, 13 reviews
"You have the opportunity to attend a graduation party at the Hamptons, where everyone had to find their own accommodations. The location is essentially located to town to the water and beautiful scenic paths. The host insured that the home was exceptionally clean and amenities provided. Not to mention accommodating due to last-minute change in schedule."
Location and views! Located directly on Shinnecock Bay!
Gorgeous private Hamptons house with pool and volleyball court
Outdoor pool
Gorgeous private Hamptons house with pool and volleyball court
7.8 out of 10, Good, 8 reviews
"This was perfect for me and my friends to stay for a couple of days! The property was gorgeous, neighbors were great, however there were definitely things that needed updates like the kitchenware, cabinets and bathrooms. But overall had an amazing time!"
Gorgeous private Hamptons house with pool and volleyball court
New Reno Hamptons Waterfront Beach House wBackyard Pool Oasis, and Private Beach
Outdoor pool
New Reno Hamptons Waterfront Beach House wBackyard Pool Oasis, and Private Beach
10.0 out of 10, Exceptional, 2 reviews
"Our overall expertise was great. Home was very clean and had all the essentials you need for a nice comfortable stay. The beds were very comfy, equipped with great linens and pillows. Home was cozy and comfortable. Can’t wait to stay again."
The price is HK$7,416
HK$13,171 total
includes taxes & fees
26 Jun - 27 Jun
New Reno Hamptons Waterfront Beach House wBackyard Pool Oasis, and Private Beach
Get out of the heat! Amazing home with pool, hot tub, pirate ship and much more!
A heated pool
Get out of the heat! Amazing home with pool, hot tub, pirate ship and much more!
10.0 out of 10, Exceptional, 71 reviews
"We love the property. Thank you Michael !!"
Get out of the heat! Amazing home with pool, hot tub, pirate ship and much more!
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Outdoor pool, a heated pool
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, 149 reviews
"the home was clean and as promised. The owner, Mark, was easy to work with, the pool and back yard were beautiful! I would definitely stay here again. Mark was available for all of our questions when we arrived. the location was amazing. the home is bright and airy, all beds were very comfortable, bathrooms were clean and updated. Nothing but positives to say about this property. Thank you Mark!"
The price is HK$7,767
HK$10,609 total
includes taxes & fees
29 Jun - 30 Jun
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Beautiful Family Home Nestled In The Heart Of Sagaponack
Outdoor pool, a heated pool
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, 26 reviews
"What a special property that is so wonderfully serene and cozy. The home itself has a great layout and and truly brought a relaxed feeling to my family. The pool and outside area is idyllic - while we were there the entire back of the house was covered with roses. We cooked and found everything we needed in the kitchen and used the outdoor dining space and felt like we were miles and miles away from the city. Communication with the host was great. I would stay here again definitely."
Beautiful Family Home Nestled In The Heart Of Sagaponack
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
Outdoor pool, a heated pool
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
10.0 out of 10, Exceptional, 12 reviews
"Incredible property, incredible people to work with! We this is our second year in a row renting this house for a holiday weekend, and we look forward to renting every year forward! The house itself is stunning, clean and full of activities from the pool, to the tennis court, to the movie room. Rebecca and Shaun are truly a pleasure, and reply immediately to any questions, requests or needs. They even left us a welcome present for returning this year! Thank you for allowing us to have an annual...
Sagaponack Grand Estate, With Tennis Court, Newly-Furnished and 8 Bedrooms
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Outdoor pool, a heated pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, 52 reviews
"This restful getaway gave our family a chance to recharge and celebrate family time. The large living space had plenty of room for both hanging out together and for independent chill time. The house had everything we needed for meal prep, and the large kitchen was lovely. The heated pool was our favorite feature. We also walked the paths of the nearby Wildlife Refuge, enjoyed Long Beach, Hamptons Mini Golf, and our favorite dining spots were Boa and the Lobster Roll restaurant. The primary...
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Pool
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
9.4 out of 10, Exceptional, 60 reviews
"The house was simply wonderful. It was clean and very roomy. There are many rooms in this house. The yard is to die for. We were so happy that we chose this place. The owner is wonderful and she was very easy to work with."
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
North Fork Escape Near Wineries, Beaches And Hamptons
4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, 18 reviews
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Recently renovated private 2.1 acre gated home with heated pool and tennis court
Fridge, microwave, oven, stovetop
Recently renovated private 2.1 acre gated home with heated pool and tennis court
10.0 out of 10, Exceptional, 13 reviews
"Great for a large group!"
Recently renovated private 2.1 acre gated home with heated pool and tennis court
Sag Harbor Suite by the Beach
1 bedroom, WiFi, bed sheets
Sag Harbor Suite by the Beach
9.0 out of 10, Wonderful, 8 reviews
"We were in town to celebrate thanksgiving. Nice cozy 1 bedroom apartment. 5 minute drive to town."
Sag Harbor Suite by the Beach
Newly Renovated Southampton Home with Heated Pool
Property grounds
Newly Renovated Southampton Home with Heated Pool
Newly Renovated Southampton Home with Heated Pool
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Smart TV, fireplace, stereo
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, 74 reviews
"From the minute I stepped on the property and then went inside, I fell in Love! So tranquil and peaceful, yet you can drive 10 minutes into the heart of it all and experience the reasons East Hampton’s is well known for, and then some! I have never been to a vacation home where I didn’t have to scrub down, clean and or have to pack everything I needed because it was ALL there. The attention to every detail .. I thank Rick for that and he was exceptionally responsive! ( this is my first booking...
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Outdoor pool, a heated pool
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
10.0 out of 10, Exceptional, 23 reviews
"It was a great weekend"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Outdoor dining
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, 28 reviews
"The house was beautiful and comfortable. We enjoyed the property and watching the wildlife. The fire pit was great for a group gathering. We didn't cook but the kitchen appeared well stocked. The house was short on paper products. We left a note for the house manager when we left."
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Don't see what you're looking for?
See all available properties in Village of Southampton
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.

Other types of properties in Village of Southampton you may be interested in

Southampton Inn
Premium bedding, Tempur-Pedic beds, in-room safe, individually decorated
Southampton Inn
3.0 star property
8.4 out of 10, Very good, 489 reviews
"Great property and service."
The price is HK$3,318
HK$3,998 total
includes taxes & fees
30 Jun - 1 Jul
Southampton Inn
Harpoon House
Porch
Harpoon House
3.0 star property
8.2 out of 10, Very good, 104 reviews
"very friendly host "
The price is HK$4,208
HK$4,803 total
includes taxes & fees
7 Jul - 8 Jul
Harpoon House
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Property grounds
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
10.0 out of 10, Exceptional, 4 reviews
The price is HK$30,126
HK$35,116 total
includes taxes & fees
25 Jul - 26 Jul
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
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.

Search for holiday rentals in Village of Southampton on Expedia! You can easily find your home rentals, villas, holiday apartments in Village of Southampton using one of the methods below:

  • View our selection of featured holiday rentals in Village of Southampton
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Look no further and take a look at our great range of rental properties in Village of Southampton!

Frequently asked questions

Are there holiday rentals in Village of Southampton?

Yes, there are holiday rentals close to the most popular sights in Village of Southampton, 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?

Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!: This holiday home rental outside of Village of Southampton is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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

With 139 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 National Golf Club.

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.

Recent reviews of Village of Southampton properties
Expedia verified reviews

Sag Harbor Inn

Sag Harbor Inn

5/5 Excellent
"Beautiful, clean, spacious with excellent staff! Highly recommend."
A verified traveller from NY stayed at Sag Harbor Inn
Posted 3 days ago
Sag Harbor Inn