Upton Holiday Rentals

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Holiday Rentals in Upton

Year-Round Private Jacuzzi / Peaceful Fenced Yard
9.6 out of 10, Exceptional, (22)
"The house was very spacious and beautiful! The pool and patio were the major highlights. Pool was crystal clear and clean. We enjoyed our stay so much and hope to be back. Owner was very responsive with our questions "
United States
Jackie S.
The price is AU$1,973
includes taxes & fees
26 Oct - 27 Oct
Year-Round Private Jacuzzi / Peaceful Fenced Yard
Cozy Country Cottage #2
9.0 out of 10, Wonderful, (14)
"Cottage was awesome!! It was clean and welcoming. We felt at home. Great place to stay."
United States
Bridget
The price is AU$515
includes taxes & fees
26 Oct - 27 Oct
Cozy Country Cottage #2
Cozy king suite with kitchen and dining area.
9.4 out of 10, Exceptional, (6)
"Perfect location for our weekend committments."
United States
William G.
The price is AU$405
includes taxes & fees
27 Oct - 28 Oct
Cozy king suite with kitchen and dining area.
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (10)
"IF I COULD COULD 10 STARS I WOULD, APARTMENT WAS CLEAN , EVERYTHING WORKED PROPERLY, WAS A PLEASURE"
United States
Thomas
The price is AU$278
includes taxes & fees
26 Oct - 27 Oct
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
10.0 out of 10, Exceptional, (23)
"Pet friendly "
United States
Steven
The price is AU$849
includes taxes & fees
22 Nov - 23 Nov
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Hottub, ⛳️, htd pool, Sauna, Basketball
10.0 out of 10, Exceptional, (27)
"Stayed here for my wedding weekends and absolutely loved the house! Very spacious and beautiful yard! Had so much fun "
United States
Tiffany I.
The price is AU$1,885
includes taxes & fees
2 Nov - 3 Nov
Hottub, ⛳️, htd pool, Sauna, Basketball
Cozy Country Cottage #4
10.0 out of 10, Exceptional, (15)
"Very calming property and everything you would need inside. "
United States
Aimee L.
The price is AU$494
includes taxes & fees
26 Oct - 27 Oct
Cozy Country Cottage #4
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.6 out of 10, Exceptional, (26)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is AU$394
includes taxes & fees
26 Oct - 27 Oct
Private 1 bedroom apt in a quiet neighborhood, close to all!
Tranquil Stay
10.0 out of 10, Exceptional, (6)
"Great stay with family to see a couple of our son's shows at the Gateway Theatre. Thank you Andre for be a great host...!!!"
United States
Tony W.
The price is AU$874
includes taxes & fees
26 Oct - 27 Oct
Tranquil Stay
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (21)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
The price is AU$968
includes taxes & fees
27 Oct - 28 Oct
3 Story Beach Waterview, 3 KING bed, golf putting green!
Walk to Beach 2BR Near Dining & Shopping
6.8 out of 10, (22)
"Stay away"
United States
Alex H.
The price is AU$361
includes taxes & fees
28 Oct - 29 Oct
Walk to Beach 2BR Near Dining & Shopping
East End Escape
The price is AU$853
includes taxes & fees
27 Oct - 28 Oct
East End Escape
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
8.4 out of 10, Very good, (7)
"Large open first floor for a large family stay. Great back patio with a nice view of the river. Don't miss the morning swans. "
United States
David D.
The price is AU$1,417
includes taxes & fees
26 Oct - 27 Oct
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Spacious one Bedroom Apt with private entrance
8.0 out of 10, Very good, (8)
"I answered this. Safe and Quit."
United States
John
The price is AU$569
includes taxes & fees
26 Oct - 27 Oct
Spacious one Bedroom Apt with private entrance
Cozy 2 bedroom retreat in long island
2.0 star property
The price is AU$342
includes taxes & fees
27 Oct - 28 Oct
Cozy 2 bedroom retreat in long island
Modern Vacation home. Close to The Hamptons
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is AU$1,009
includes taxes & fees
16 Nov - 17 Nov
Modern Vacation home. Close to The Hamptons
Cozy and Modern 2-bedroom apartment in lovely Yaphank
2.0 star property
The price is AU$367
includes taxes & fees
26 Oct - 27 Oct
Cozy and Modern 2-bedroom apartment in lovely Yaphank
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
6.8 out of 10, (3)
"We enjoyed our stay. The apartment was simple, clean, and comfortable. The neighborhood felt safe, and it was easy to call Uber for rides. LIRR access was also convenient, which made traveling to New York City and Stony Brook very manageable. The highlight was the beautiful backyard, which made the place feel relaxing."
United States
Jing L.
The price is AU$356
includes taxes & fees
31 Oct - 1 Nov
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Private bedroom near Stony Brook university
2.0 star property
The price is AU$477
includes taxes & fees
26 Oct - 27 Oct
Private bedroom near Stony Brook university
Newly renovated Private bedroom near Stony Brook University
2.0 star property
6.0 out of 10, (1)
"A one family home still undergoing renovations to its kitchen, the property was clean and properly appointed for our one-night stay, which only required one bedroom, sheets and towels. "
United States
Rudolph
The price is AU$357
includes taxes & fees
26 Oct - 27 Oct
Newly renovated Private bedroom near Stony Brook University
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.
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Top Upton Hotel Reviews

Find out more about Upton

Everything you need to know about Upton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upton holiday rental for you. At Expedia, you can take your pick from private holiday 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 Upton holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Upton holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upton holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upton holiday rentals we have selected for you start as low as AU$256 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Upton rentals

At Expedia, we put the best Upton holiday 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 holiday.

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 holiday rentals in Upton?

Yes, there are holiday rentals close to the most popular sights in Upton, or you can select a more secluded option if you're looking for a relaxing stay.

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

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This holiday home rental outside of Upton has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

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 Smith Point County Park. In the wider area, you’ll find Brookhaven National Laboratory and Swan Lake Golf Club.

What are holiday rentals like in Upton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Upton. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip.