We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals in Upton

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Upton

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Serviced apartment in Medford

4.88 out of 5 average rating, 113 reviews

Cozy Apartment with King Bed - Separate Entrance

Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

Rental unit in Coram

4.91 out of 5 average rating, 193 reviews

Private Apartment- close to shops, Pt. Jeff., SBU

Separate apartment with private keyless entrance. Cozy one bedroom king suite and sofa with full pull out bed. Full kitchen and dining area. Bathroom with standing shower. Free parking on premise for up to 2 cars. Quiet, family friendly neighborhood. Located in the heart of Long Island. Close to everything! Wineries, Farms, breweries, golf, shopping, great dining. NYC is a only a train ride away! Conveniently located within a mile of groceries and laundromat. High speed WiFi, 55in smart tv

Rental unit in Port Jefferson Station

4.96 out of 5 average rating, 171 reviews

All Private Bright Spacious Close to All

DISINFECTED AND CLEANED BEFORE YOU ARRIVE! Spacious ground level PRIVATE apt with lots of natural light. Full kitchen/new stove/fridge/Keurig.Bedrm- queen sz bed, living rm -queen sz sofa sleeper. Also available is queen air mattress w/ topper. Washer/Dryer. Minutes away to the Port Jeff Village shops&restaurants/Ferry/LIRR, hospitals, & Stony Brook. Small beaches 10-15min drive, large beaches,Shop Outlets & Wineries 25 -60 minute. PLEASE NOTE: Extra $2 Daily Fee for charging electric car.

Rental unit in Patchogue

4.87 out of 5 average rating, 187 reviews

1 Bedroom Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

Cabin in Rocky Point

4.89 out of 5 average rating, 447 reviews

Great little place just for a couple

The outdoor courtyard is especially nice and private-,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton!

Guest suite in North Fork

4.9 out of 5 average rating, 256 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”. Walking/driving directions to local beaches,15minute walk to our community beach(.6mi away).Niks deli nearby.Minutes by car to wineries breweries,farm stands,EastWind 2 mi,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house. Rarely need access to your hallway to get to our basement.Would arrange.

Rental unit in Medford

4.89 out of 5 average rating, 106 reviews

Home away from Home!

Whether traveling for business or with your family you will be close to everything when you stay at this centrally-located place. Shopping center within 5 minutes. Between two major highway’s Sunrise Hwy and Long Island expressway. LI MacArthur Airport about 15 minutes away. Approximately 4 miles to Patchogue Village which has many restaurants and bars. Twelve minute drive to Patchogue train station which you can take to NYC or out east to Hamptons or Montauk. Many comforts of home supplied.

Home in Brookhaven

4.96 out of 5 average rating, 164 reviews

Beautiful & Independent Guest House near the water

Welcome to our beautiful yet very private guest house in Brookhaven. You are walking distance from the Deer Run Farm (fresh eggs every morning), Post-Morrow Nature Trails and a short drive to Bellport Village Historic District. We are also very close to Wine Country, The Hamptons & Fire Island. We offer all the accommodations you might need for longer stays Washer & Dryer; Dishwasher; High Speed internet and TVs with all the premium channels. EV Charger available (Tesla - Fees applies).

Home in Manorville

4.98 out of 5 average rating, 243 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

Tiny home in Mastic

4.94 out of 5 average rating, 102 reviews

Cozy craftsman style home close to beaches

Feel refreshed when you stay in this rustic gem. 10 minutes from the fire island beaches this newly renovated home will take your breath away. 20 minutes from local wineries theres no shortage of things to do. This is a single dwelling home. There is a basement apartment with a separate entrance. The tenant does not have access to the house. Everything pictured is yours to use! Kick your feet up and enjoy the details of this handcrafted home. Tree house inside and out!

Cottage in Patchogue

4.95 out of 5 average rating, 226 reviews

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Guest suite in Patchogue

4.88 out of 5 average rating, 410 reviews

In-Law apt a block away from Patchogue Bay

Entire In-Law apartment in Patchogue NY! Ideal location: 10min walk to Davis Park ferry, 2min walk to the bay and Great South Bay Festival, 15min walk to the town, 10min walk to the train station! 1 bedroom, 2 beds (1 queen, 1 futon: full size). Private entrance, on the second floor of our house. Bikes available on request to cruise around.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Upton vacation rentals

Free parking on premises

Air conditioning

Stay near Upton's top sights

Brookhaven National Laboratory7 locals recommend

7-Eleven7 locals recommend

Alfredo's Pizzeria & Restaurant3 locals recommend

Other great vacation rentals in Upton

Home in Medford

5 out of 5 average rating, 41 reviews

Stunning Guest Suite in Medford

Home in Manorville

5 out of 5 average rating, 19 reviews

Woodsy Retreat- Fireplace, HotTub, Private & Comfy

Rental unit in Center Moriches

4.82 out of 5 average rating, 65 reviews

Perfect place to visit family during holidays

Guesthouse in Shirley

4.96 out of 5 average rating, 72 reviews

La casita J place

Rental unit in Port Jefferson Station

4.84 out of 5 average rating, 70 reviews

The Elite Enclave

Place to stay in Coram

4.99 out of 5 average rating, 91 reviews

T&T Unique Space

Guesthouse in Wading River

5 out of 5 average rating, 38 reviews

North Country Cottage

Rental unit in Farmingville

4.92 out of 5 average rating, 78 reviews

Studio Apt W/Private Entrance & Patio

Destinations to explore