Upton Vacation Rentals

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Vacation Rentals in Upton

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
8.4 out of 10, Very Good, 14 reviews
"4 families came from CA for a graduation celebration. Enough room and beds for all 10 of us. Easy access to lake. Backyard is huge, had fun playing badminton and volleyball. Also lit a fire at the fire pit one night. Managers were very responsive to our questions and requests There is a projector and we were able to watch movies at night. Pretty cool. Had a great stay."
The price is $800
$1,028 total
includes taxes & fees
Jun 16 - Jun 17
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
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
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, 7 reviews
"This place was nice and roomy for our family of 8 plus 3 littles kiddos. Pretty clean as well. I gave listing accuracy a 5 because it is accurate but that may be because it doesn't tell you much. We were a little short on towels, many light bulbs were burnt out or just missing. We replaced some (they were there) and moved others to balance out the light. No kitchen linens, short on bath towels, short on paper towels and definitely not enough TP. 3 partial rolls and 1 bathroom had none so we had...
Gorgeous private Hamptons house with pool and volleyball court
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Sun loungers, beach towels
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!"
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, 10 reviews
"Very nicely done property on Long Island, literally minutes off of the LIE. Bed was very comfortable, neighborhood was very quiet, hosts also very quiet. This location was ideal and very cute. Tall ceiling helped to make it feel larger than just one room. Loved the large walk-in shower. Host was very easy to contact, quick to respond, and very accommodating regarding late night check-in. Highly recommend and will consider this location first for our next trip to LI."
The price is $95
$148 total
includes taxes & fees
Jun 21 - Jun 22
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Charming Cape Close to the Ocean
Property grounds
Charming Cape Close to the Ocean
5.2 out of 10, 5 reviews
"Great area and good rental"
Charming Cape Close to the Ocean
3 Story Beach Waterview, 3 KING bed, golf putting green!
Interior
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, 9 reviews
"It is amazing space we loved it"
The price is $230
$605 total
includes taxes & fees
Jun 19 - Jun 20
3 Story Beach Waterview, 3 KING bed, golf putting green!
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, 1 review
"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 $950
$1,779 total
includes taxes & fees
Jun 16 - Jun 17
New Reno Hamptons Waterfront Beach House wBackyard Pool Oasis, and Private Beach
Beachfront Romance: Rustic Home w/ Private Beach
On the beach
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, 41 reviews
"Love this place! Nice beach and quiet road. Great restaurant 5 minutes away."
Beachfront Romance: Rustic Home w/ Private Beach
Cozy, fully remodeled water view home on quiet cul de sac
Exterior
Cozy, fully remodeled water view home on quiet cul de sac
9.8 out of 10, Exceptional, 98 reviews
"I very much enjoyed my stay here! It was short, because we were only in town for a wedding, but it was the perfect spot to stay. It was so nice to walk down to the beach and be so close to the water. The owner also communicated kindly and promptly when I reached out once."
Cozy, fully remodeled water view home on quiet cul de sac
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Exterior
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, 75 reviews
"Great location. Pristine beach with hardly anyone else on the beach (mid May). No shampoo or conditioner in bathrooms as reported. The house needs a bit of TLC. Could be a bit cleaner. There was sand on the floor in the master bedroom upon our arrival. It seemed like there was white dog hair on the bedspread. I dont have a dog. The dishwasher seemed like it was working but was not getting the dishes clean. I think it is time for a new dishwasher."
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Charming Hampton Bays Home 5 Mi to Cooper’s Beach
Property grounds
Charming Hampton Bays Home 5 Mi to Cooper’s Beach
9.6 out of 10, Exceptional, 9 reviews
"my family and i grew up coming to hampton bays - and while myself and my parents have moved away - a family wedding brought us back to the area and we were so happy to stay local in this perfect home. it felt great to be back in the old neighborhood and not have to be cramped at my brothers home just a short 5 minute drive away. i hope we can stay again during our next trip!"
Charming Hampton Bays Home 5 Mi to Cooper’s Beach
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Private kitchen
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
10.0 out of 10, Exceptional, 7 reviews
"We came to NY for a wedding and wanted to stay close to family. We found this place and were very pleased with our stay. The home is new and beautiful! Great large yard and very tucked away. Close to Target and groceries too which was great! We will definitely stay here again!"
The price is $400
$624 total
includes taxes & fees
Jun 17 - Jun 18
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Beach nearby, sun loungers, beach towels
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
10.0 out of 10, Exceptional, 9 reviews
"My family and I had wonderful stay at the "Cool House." The host were great and responded in a timely manner. We were down in L.I. for my sons baseball tournament and it was perfect located 20 minutes away from Lasorda Legacy park. It was great to wake up in the morning and see the bay from the deck. House was clean and had all the amenities."
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Private 1 bedroom apt in a quiet neighborhood, close to all!
Fridge, microwave, oven, stovetop
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.4 out of 10, Exceptional, 12 reviews
"Cute and functional "
The price is $142
$241 total
includes taxes & fees
Jun 17 - Jun 18
Private 1 bedroom apt in a quiet neighborhood, close to all!
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
8.6 out of 10, Excellent, 8 reviews
"The property was clean and large and the outdoor space made for a fun gathering place, especially for the children in our group. It would have been nice to have dedicated spaces to hang towels and clothes, especially as we had so many people staying. The hosts were friendly and accommodating and we would stay again."
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Fridge, microwave, oven, stovetop
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
9.4 out of 10, Exceptional, 16 reviews
"We enjoyed our stay. The house was set up perfectly for two families traveling together. The beds were comfy and we loved the outdoor showers. There were only two bikes for 9 of us so we ended up renting. There were also not enough beach chairs and some were not in great shape. The fridge in the kitchen needed to be replaced and there were not enough coffee cups and dishes."
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
On the beach
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
9.8 out of 10, Exceptional, 51 reviews
"Couldn't say enough positive's about this stay. The owner was very responsive from before it was even booked all the way through the stay and after. The house has a gorgeous view and it's cozy for a nice weekend away. We will definitely be back."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
Pool | Outdoor pool, a heated pool
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
9.6 out of 10, Exceptional, 86 reviews
"We were a group of 8 women who stayed in the house and overall it was fantastic. The house is very large as were most of the bedrooms. One of the rooms was considerably smaller but we had an easygoing group so it wasn’t a problem. We would definitely rent this house again"
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Pool | Outdoor pool, a heated 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
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See all available properties in Upton
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 Upton you may be interested in

Hyatt Regency Long Island
Exterior
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very Good, 1,002 reviews
"Nice place to stay "
The price is $118
$135 total
includes taxes & fees
Jun 16 - Jun 17
Hyatt Regency Long Island
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Exterior
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
2.5 star property
7.0 out of 10, Good, 1,009 reviews
"Nice peaceful sleep "
The price is $110
$125 total
includes taxes & fees
Jun 18 - Jun 19
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Hampton Inn Long Island-Brookhaven
Gazebo
Hampton Inn Long Island-Brookhaven
2.5 star property
8.6 out of 10, Excellent, 1,005 reviews
"Nice"
The price is $134
$152 total
includes taxes & fees
Jun 18 - Jun 19
Hampton Inn Long Island-Brookhaven
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.

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

Upton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upton. 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 Upton 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 $95 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 Upton rentals

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

Yes, you can find vacation rentals near top local attractions in Upton, or you can go with a more remote option if you're looking for relaxation.

What's the top vacation rental that Upton has to offer?

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres : Visitors like this Upton vacation home rental. It is located on a lake 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 and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Upton?

Explore the area and family-friendly sights such as Long Island Game Farm, or get out into nature at a spot like Wildwood State Park. In the larger area, you’ll find Brookhaven National Laboratory and Swan Lake Golf Club.

What are vacation rentals like in Upton?

Vacation rentals are private accommodations you can reserve for a couple days or more in Upton. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.

Recent reviews of Upton properties
Expedia verified reviews

Hilton Garden Inn Stony Brook

Hilton Garden Inn Stony Brook

5/5 Excellent
"Grackle at service, clean and enjoyable "
A verified traveler stayed at Hilton Garden Inn Stony Brook
Posted 18 hours ago
Hilton Garden Inn Stony Brook