Upton Holiday Rentals

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Holiday Rentals in Upton

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (1)
"Great hosts!"
The price is AU$364
includes taxes & fees
5 Aug - 6 Aug
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

2.0 out of 10, (1)
"We went to check in around 5pm since check in was at 4. Luckily we were able to leave our kids with family while we went to check out the place and unload our luggage. We arrived and parked in the street like we were told and walked to the back around the whole yard on an unfinished path. We had to step over a large roof drain pipe to get to the basement door which was not very safe. We went inside turned on the lights and proceeded to check the rooms to find the floors filthy, crumbs were all...
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Walk to Beach 2BR Near Dining & Shopping

6.2 out of 10, (14)
"The home is cute and cozy--located close enough to attractions and restaurants but off the beaten path."
The price is AU$517
includes taxes & fees
6 Aug - 7 Aug
Walk to Beach 2BR Near Dining & Shopping

Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes

10.0 out of 10, Exceptional, (10)
"An absolute perfect home for a family looking to enjoy"
Luxury Beach House, Heated Pool, Dune Rd beaches, pets yes

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (184)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Waterfront & private beach Scandinavian style house near Bellport, NY

9.4 out of 10, Exceptional, (53)
"Beautiful views and a comfortable stay."
Waterfront & private beach Scandinavian style house near Bellport, NY

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Updated home in great location with spacious living & outdoor features

8.8 out of 10, Excellent, (57)
"Bunk beds, it was very clean and kitchen was great"
Updated home in great location with spacious living & outdoor features

Charming and Bright Cottage with Salt Water Pool

10.0 out of 10, Exceptional, (6)
"What a beautiful cottage. Clean and bright. Would definitely stay again!"
Charming and Bright Cottage with Salt Water Pool

Spacious Private Home Located on Palmer Vineyards in the North Fork,...

10.0 out of 10, Exceptional, (6)
"My wife’s family was visiting family and friends in Riverhead. We chose this house due to the location, pictures and layout. The house was great, exactly as shown. The owners were fabulous, communicated great and were responsive to our needs. We definitely will use the house again in the future"
Spacious Private Home Located on Palmer Vineyards in the North Fork,...

Hamptons apartment getaway

8.0 out of 10, Very good, (2)
"The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find "
Hamptons apartment getaway

3 Story Beach Waterview, 3 KING bed, golf putting green!

9.8 out of 10, Exceptional, (19)
"This place was clean and comfortable, just what we needed."
The price is AU$1,301
includes taxes & fees
19 Aug - 20 Aug
3 Story Beach Waterview, 3 KING bed, golf putting green!

Spacious & Newly Renovated Hamptons Home with Movie Theater, Pool, Gameroom, Gym

Spacious & Newly Renovated Hamptons Home with Movie Theater, Pool, Gameroom, Gym

Westhampton Beach Town and Country

9.8 out of 10, Exceptional, (36)
"Outdoor space was wonderful. The house was well stocked with supplies."
Westhampton Beach Town and Country

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

10.0 out of 10, Exceptional, (34)
"Great place. Total of 7 of us travelled. Will absolutely use this property again. Thank you for everything!"
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

A Quiet Place in the Hamptons

9.8 out of 10, Exceptional, (36)
"Our wine club had a great time staying here! The house had everything we needed and tons of space. Special thanks to Matteo for being super responsive and accommodating!"
A Quiet Place in the Hamptons

FARM TO TABLE BREAKFAST

10.0 out of 10, Exceptional, (25)
"Margaret was the perfect hostess. The house was interesting and artistic and the breakfasts delicious. The accommodations were comfortable with everything you need plus provided!"
FARM TO TABLE BREAKFAST

5 Bedrooms! 4 Min to the Beach! HEATED POOL!

10.0 out of 10, Exceptional, (1)
"Communication with the property manager was an A. Highly recommend this home! "
The price is AU$4,384
includes taxes & fees
19 Aug - 20 Aug
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 bedroom Private Family Get Away w/ Heated Pool

10.0 out of 10, Exceptional, (14)
"Wonderful place! Excellent location and facilities. Very homely and just what we needed in so many ways!"
5 bedroom Private Family Get Away w/ Heated Pool
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

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?

Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping. : This holiday home rental outside of Upton has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.