Discover a selection of 500 vacation rentals in Upward that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $78 per night, and houses and cabins are popular options for a stay in Upward. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Upward
Destination guide

Book a vacation rental for your Upward getaway

Learn about the unique charm of Upward with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Things to do

Sightseeing in and around Upward

Are you hoping to find attractions to visit in the city? Venture out of your cozy vacation rental and check out everything that Upward has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Burntshirt Vineyards (3.3 mi / 5.3 km)
  • Elijah Mountain Gem Mine (6.9 mi / 11.1 km)
  • Moonshine Mountain Snow Tubing Park (8.2 mi / 13.3 km)
  • Western North Carolina Agricultural Center (12.2 mi / 19.7 km)
  • Lake Lure Golf Club (13.7 mi / 22.1 km)
  • Saint Paul Mountain Vineyards (4.3 mi / 6.9 km)
Natural features

Exploring the natural features in Upward

Whether you're looking for adventure or just want to take in the scenery, Upward is a great place to get outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Jump Off Rock (8 mi / 12.8 km)
  • Chimney Rock State Park (12.1 mi / 19.5 km)
  • Chimney Rock Village Riverwalk (12.6 mi / 20.3 km)
  • Lake Lure Beach and Water Park (12.8 mi / 20.6 km)
  • Lake Lure Flowering Bridge (12.9 mi / 20.8 km)
  • Lake Lure (14.3 mi / 23 km)
How to get there

Transportation to and around Upward

The nearest airport is in Asheville Regional Airport (AVL), located 12.8 mi (20.6 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Greenville-Spartanburg Intl. Airport (GSP), which is 29.6 mi (47.7 km) away.

What are the top vacation rentals in or near Upward?

The heart wants what it wants, and right now that's a vacation. It's time to pack your suitcase and take off to one of these top vacation rentals in or near Upward:

  • Take advantage of handy extras like a private pool and cookware, dishware and utensils at "Tiny House Screened Deck". Situated around 1 mile from Upward, this leading option has 2 bedrooms and good guest reviews.
  • Alternatively, make yourself comfy at "The Sour Granny "smith" @backyard Apple Cottages". Around 1 mile from the heart of Upward, it has 2 bedrooms and comes with a toaster and heating.

For even more great options, use the search bar at the top of the page to find the perfect Upward vacation rental for you.

What are the best tiny house vacation rentals in or near Upward?

Punching way above its weight when it comes to character and ingenuity, a tiny house vacation rental in Upward offers a front-row seat to big adventure. Shut off all your tech and turn your focus to nature at one of these fun-sized escapes:

  • Unwind and enjoy a simpler way of life at "Tiny House Screened Deck". Located in Upward, a fitness facility and a TV are a couple of amenities offered here.
  • Alternatively, book a weekend at "Tiny House 2 Bedroom ~ Hendersonville". Located in Upward, this tiny gem comes with cookware, dishware and utensils and games.

What are the top-rated vacation rentals for weekend getaways in or near Upward?

There's nothing like a quick escape to reenergize your batteries. Pack your carry-on bag and take five at one of these irresistible weekend getaways in and around Upward:

  • "The Funky Fuji @backyard Apple Cottages" is a favorite option around 1 mile east of the center of Upward. You'll never need to venture far to find a memorable experience around this escape. Pull out your map and head for Broadmoor Golf Course and Connestee Falls Park. Activities like fishing and kayaking will add a nice touch to your weekend away.
  • Alternatively, find your home away from home at "3 Bed/1. 5 Bath @ Backyard Apple Cottages". Stay in and enjoy its comforts, or head out and try your hand at some fishing and hiking and biking. When it's time to explore more of the area, check out Forest City Golf Course and Swannanoa Valley Museum. This sought-after vacation rental is around 1 mile east of Upward.

Can I find studio apartments for rent in and around Upward?

Studio apartments are a simple yet stylish pick, ideally suited for traveling sweethearts or solo stays. Spend your days checking out the area and your nights chilling out in your cozy hideaway. These vacation properties in or near Upward are sure to please:

  • One of our favorite picks is "The Gala Getaway @ Backyard Apple Cottages". Lock in a few nights at this popular abode and you'll have access to a hair dryer and an oven.
  • Another great choice is "Secluded Cabin Perfect Getaway For Couples Or Ideal For Small Families". Don't let it's compact size fool you — this comfy apartment is packed with handy amenities like a barbecue grill, a kitchenette and more.

Can I find short term rentals in or near Upward?

Just because you only have two or three days up your sleeve doesn't mean you need to spend it in a characterless hotel room. Take a quick vacation but still have the home comforts you need at one of these short-term rentals in or around Upward:

  • "The Gala Getaway @ Backyard Apple Cottages" is near the center of Upward, which means you'll have lots of things to keep you entertained. Find your way to unique attractions like Flat Rock Playhouse and Carl Sandburg Home National Historic Site when you're not chilling in your cozy property.
  • "The Farmhouse At Mountain View Acres" is another enticing option. Consider adding Bonclarken Conference Center and Connemara to your itinerary when you're ready to sightsee.

What are the best romantic weekend getaways in or near Upward?

Whether spent in a cottage, a cabin or a condo, a romantic weekend getaway is a perfect way to say "I love you." Whisk your sweetheart off for a few days at one of these sought-after escapes in or near Upward:

  • Put on some soothing music and chill together at "Tiny House Screened Deck". Around 1 mile from Upward, this property has everything you could want for a romantic weekend getaway, including a fireplace and a balcony.
  • Another option where you can enjoy a few magical days together is "The Sour Granny "smith" @backyard Apple Cottages". Located 1 mile from Upward, winery tours and a dining table add to the ambiance here.

What are the best houses for rent with a pool in or near Upward?

A pool is often a must-have when choosing where to spend your vacation, particularly if you're traveling with kids. Check out these houses with a pool in or near Upward and fill your days with frolicking and fun:

  • Get comfortable at "Tiny House Screened Deck", where your biggest priority will be chilling by the pool. Amenities including a balcony and childrens activities help make this escape a guest favorite.
  • "Mill House Lodge Penthouse On Jordan Lake And King Creek Falls" is the type of place you go to leave the everyday behind and appreciate your surroundings, starting with its pool. Cable/satellite TV services and a dishwasher are also on hand to make your stay a memorable one.

Upward has a humid subtropical climate, with average summertime temperatures ranging from 65 ºF to 85 ºF. But you don't have to wait until summer to visit! Take a look at the search bar at the top of the page and adjust the filters to find the ideal Upward vacation rental and organize your getaway for any time of year.

What are the best large family vacation rentals in or near Upward?

A family getaway is all about taking time out together and having new experiences. If you're seeking a home away from home that's big enough for all the gang, browse through these large family vacation rentals in and around Upward:

  • With space for up to 11 guests spread over 4 bedrooms, "The Farmhouse At Mountain View Acres" is always popular with larger families. It features childrens activities and towels and is located around 1 mile southeast of Upward.
  • Another great family retreat is "Flat Rock Cottage On Beautiful Highland Lake". Around 3 miles to the southwest of Upward, it comes with 3 bedrooms, room for up to 8 guests, a balcony and a garden.

Are there one-bedroom vacation rentals in or near Upward?

Often situated in prime positions due to their compact size, a one-bedroom vacation rental is a great choice for one or two travelers. Check out Vrbo's range in or near Upward:

  • It's true! Good things come in small packages, and "The Gala Getaway @ Backyard Apple Cottages" is a fantastic example of this. This one-bedroom vacation rental can be found in a handy central location and offers guests amenities like a firepit and off-street parking options.
  • Or perhaps "Secluded Cabin Perfect Getaway For Couples Or Ideal For Small Families" is a better match. Another central one-bedroom option, this place has a firepit, a kitchen and more.

Can I find two-bedroom vacation rentals in or near Upward?

It's easy to lock in a wonderful vacation with Vrbo. Whether you opt for a cute cabin or a modern apartment, we've got plenty of two-bedroom options in or near Upward: Here are just some of our top choices:

  • With a swimming pool and a fireplace, "Tiny House Screened Deck" has everything you need for a relaxing stay. Settle in and then get out and explore the surrounding area.
  • Another recommended option is "The Sour Granny "smith" @backyard Apple Cottages". With convenient amenities such as a kitchen and mountain views, you'll have no difficulty making yourselves at home here. Pick your rooms, unpack your suitcases and let the good times begin!