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Upward, North Carolina, United States of America

Upward vacation rentals

We found 561 vacation rentals — enter your dates for availability

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 private pools. Prices start at $105 per night, and cabins and houses are popular options for a stay in Upward. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Cabins

View 156 Cabins

Houses

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Condos/Apartments

View 56 Condos/Apartments

Cottages

View 155 Cottages

Bungalows

View 155 Bungalows

Studios

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Hotels

View 39 Hotels

Find the best place to stay — Upward

Tiny House Screened Deck

Sleeps 4 · 2 Bedrooms · 1 Bathroom
$182 avg/night
(2)

Tiny House Dogwood - Flat Rock - Lofts -

Sleeps 5 · 2 Bedrooms · 1 Bathroom
$123 avg/night
(8)

Tiny House 2 Bedroom ~ Hendersonville

Sleeps 5 · 2 Bedrooms · 1 Bathroom
$163 avg/night
(6)

Mountain Tiny House Retreat on the Pond

Sleeps 2 · 1 Bedroom · 1 Bathroom
$108 avg/night

**CASA BONITA** Hiking, Biking, Wineries, Breweries

1 Bedroom · 1 Bathroom
$140 avg/night

The Jackson House!!Short Term Rental

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
$114 avg/night

Search 561 vacation rentals

Top rated rentals — Upward
Stayed May 2022

Wonderful place for a retreat

This weekend was for our Sunday School class retreat, and the house was perfect for it. One of our group said she felt like she was in a five star hotel all weekend. The house is amazingly comfortable and well appointed. It is also a great jumping of...

Elise M.
Elise M.
Stayed Apr 2022

Rustic Retreat

Cabin was cute, but the pics for the listing were a little misleading. The cabin is not anywhere near the lake. We had hoped to get sometime in on the water but due to the distance to the lake and lack of parking at the lake we weren't able to use it...

Shannon R.
Shannon R.

Walnut Cove, NC, USA

Stayed Apr 2022

Amazing Cabin

We had a great time staying at the Stoneledge cabin. We did lots of hiking and loved the nearby town of Chimney Rock and all the wineries! We used the hot tub daily and cooked a few meals at the cabin. It was very well stocked with everything we need...

Tori W.
Tori W.
Stayed Apr 2022

Best VRBO Ever!! (And I have been to a lot!!)

My husband walked in before me because I was checking out the outside. When I walked in and saw the grin on his face, I knew it was perfect. “Honey, this is awesome” is what I was greeted with. Where to start? The place was SPOTLESS. There wasn’t a p...

Laurie R.
Laurie R.
Stayed Apr 2022

Quiet time

We enjoyed our time together. The cabin was tucked away from everything and we just enjoyed our time as friends. The bears got into the trash the first night of our stay so the previous vacationers' trash was a mess but other than that, it was perfec...

Jennifer M.
Jennifer M.
Stayed Apr 2022

Cozy Cabin in Peaceful Setting

This was such a lovely cozy cabin and my best friend and I really enjoyed the short getaway for her birthday. Martha and Clair were wonderful hosts and we loved being able to "self-check-in" as we arrived late in the night. We would definitely come b...

Mica P.
Mica P.
Stayed Apr 2022

Lovely hidden Gem

We were in Town to see if Hendersonville was a place that we would like to retire. This VRBO was perfect. Lovely little added touches, water in the fridge, ice was made. Coffee was provided. The patio was also perfect. Yes we both agreed it would be ...

Yvonne D.
Yvonne D.

West Jefferson

Stayed Apr 2022

A step back in time

Milkglass Cottage is cleverly furnished with antique furnishings that would have been used in 1937. Yet it was very clean and nicely renovated. A great place for a peaceful or romantic get away. It was so charming. We would love to visit again. Salud...

Martha M.
Martha M.
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How many vacation rentals are available around Upward?

Our 2022 property listings offer a large selection of 561 vacation rentals around Upward. From 156 cabin rentals to 425 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Cabins in Upward?

Yes, of course. Vrbo has 156 Cabins in Upward. Our other popular types of vacation rentals in Upward include:

  • Houses: 425 rentals available
  • Condos/Apartments: 56 rentals available
  • Cottages: 155 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Upward?

Yes, you can select your preferred vacation rental with pool among our 53 vacation rentals with pool available in Upward. Please use our search bar to access the selection of vacation rentals available.