Upperville Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Upperville vacation rentals

Terrace/patio

Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (38 reviews)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
The price is ￥16,029
￥61,343 total
includes taxes & fees
Jun 9 - Jun 10
Rebels Rest - Cabin with Enchanting Sunset Views!
Dining

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake.

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake.
Harpers Ferry
10.0 out of 10, Exceptional, (90 reviews)
"Clean cozy cabin. Everything was clean and organized and easy to use. "
United States
John S.
The price is ￥30,455
￥62,949 total
includes taxes & fees
Jun 16 - Jun 17
~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake.
View from property

Cabin at the Gap | You Won't Believe the View!

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
The price is ￥16,029
￥55,108 total
includes taxes & fees
Jun 14 - Jun 15
Cabin at the Gap | You Won't Believe the View!
Interior

Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
Harpers Ferry
9.2 out of 10, Wonderful, (33 reviews)
"Very nice cabin. Close to Harpers Ferry. Comfortable"
United States
Dianne A.
The price is ￥30,356
￥53,079 total
includes taxes & fees
Jun 28 - Jun 29
Forest chalet w/ hot tub & BBQ grill
Dining

Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.8 out of 10, Exceptional, (22 reviews)
"House was very clean and the hosts were responsive and very nice! Great place for a quiet weekend getaway. "
United States
Nicole H.
The price is ￥49,850
￥105,445 total
includes taxes & fees
Jun 14 - Jun 15
Log Cabin w/ Hot Tub & Waterfront Patio!
Terrace/patio

Blue Mountain House - Hot Tub, Grill, Fire Table

Blue Mountain House - Hot Tub, Grill, Fire Table
Linden
Blue Mountain House - Hot Tub, Grill, Fire Table
Terrace/patio

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (26 reviews)
"We had a great stay! The house is cozy and just perfect for a private get away. The hosts were very communicative and wonderful, we will be back! "
United States
Virginia A.
The price is ￥21,639
￥35,502 total
includes taxes & fees
Jun 16 - Jun 17
Mountain View Bungalow in Front Royal
Outdoor spa tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is ￥21,639
￥60,820 total
includes taxes & fees
Jun 9 - Jun 10
The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Terrace/patio

Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is ￥16,991
￥55,975 total
includes taxes & fees
Jun 16 - Jun 17
Woodsy Retreat with a Hot Tub and Seasonal Views!
Property grounds

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (35 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
The price is ￥30,455
￥37,482 total
includes taxes & fees
Jun 9 - Jun 10
Blue Mountain Cabin, secluded, perfect for couples, near main road
TV

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Front Royal
9.6 out of 10, Exceptional, (17 reviews)
"Nice place, comfortable bed. Close to hiking in the area."
United States
Jake M.
The price is ￥26,448
￥38,720 total
includes taxes & fees
Jun 28 - Jun 29
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Smart TV, fireplace

Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (71 reviews)
"Very quiet cabin. Nicely situated between Charles Town and Harper’s Ferry. "
United States
Kelly R.
The price is ￥34,623
￥85,760 total
includes taxes & fees
Jul 5 - Jul 6
Blue Ridge Getaway - Sunset Views, A.T. Access
Exterior

Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (23 reviews)
"The house had wonderful spaces to use for our weekend getaway!"
United States
Jessame P.
The price is ￥16,029
￥58,320 total
includes taxes & fees
Jun 15 - Jun 16
Lake View Retreat - Cottage Near a Peaceful Lake!
TV, fireplace, offices

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Harpers Ferry
9.0 out of 10, Wonderful, (14 reviews)
"Host was great - very communicative and made sure everything was perfect for our visit. Nice place and very clean. Enjoyed it very much!"
United States
William C.
The price is ￥23,813
￥48,745 total
includes taxes & fees
Jun 9 - Jun 10
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Outdoor dining

Historic 2-Bedroom in Old Town Warrenton, Virginia

Historic 2-Bedroom in Old Town Warrenton, Virginia
Warrenton
9.8 out of 10, Exceptional, (68 reviews)
"Have stayed here before and came back, it’s always a great experience "
United States
donald l.
The price is ￥26,448
￥40,121 total
includes taxes & fees
Jun 14 - Jun 15
Historic 2-Bedroom in Old Town Warrenton, Virginia
Smart TV

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (17 reviews)
"We had a wonderful stay. The communication and the guestbook were wonderful. The view was gorgeous and the property was clean and comfortable. "
United States
Kaitlyn C.
The price is ￥18,594
￥64,487 total
includes taxes & fees
Jun 11 - Jun 12
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Smart TV, fireplace

Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (38 reviews)
"Great property to stay at. Very comfortable, quiet, and secluded. Would recommend this property to anyone. "
United States
Leonardf B.
Secluded Cabin a Stone's Throw From the A.T.!
Outdoor spa tub

Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (23 reviews)
"Great view, very secluded"
United States
Matt s.
The price is ￥20,357
￥65,753 total
includes taxes & fees
Jul 1 - Jul 2
Cottage w/ Hot Tub and 100-Mile Valley Views!
Dining

The Oculus - Huge Cabin with a Hot Tub!

The Oculus - Huge Cabin with a Hot Tub!
Harpers Ferry
9.6 out of 10, Exceptional, (30 reviews)
"Wonderful communication with the host and we loved the hot tub surrounded by natural beauty "
United States
Lisa P.
The price is ￥16,029
￥68,921 total
includes taxes & fees
Jun 16 - Jun 17
The Oculus - Huge Cabin with a Hot Tub!
Exterior

Cozy A frame cabin in quaint Front Royal. Dog friendly

Cozy A frame cabin in quaint Front Royal. Dog friendly
Front Royal
10.0 out of 10, Exceptional, (6 reviews)
"Had a good time during my stay and loved seeing Shenandoah"
United States
Kye Y.
The price is ￥22,994
￥43,218 total
includes taxes & fees
Jun 9 - Jun 10
Cozy A frame cabin in quaint Front Royal. Dog friendly
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 Upperville Hotel Reviews

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

4/10 Poor
"The hotel has a great setting for a traveler with a pet. There is a lawn in front and behind the building to walk a dog. Everything else is just awful. A toilet bowl with rusted spots, a dump floor, barely working wi-fi, broken safe, broken locks at the entries of the building… whoa, it is a shame to run such a poorly maintained facility for &100 +l"
Yevgenia 1-night trip
Posted less than an hour ago
Clarion Inn Harpers Ferry - Charles Town

Find out more about Upperville

Search for holiday rentals in Upperville on Expedia! You can easily find your home rentals, villas, holiday apartments in Upperville using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Upperville?

Yes, we offer vacation rentals close to well known attractions in Upperville, or you can go with a more secluded option if you're looking for relaxation. Upperville is known for its restaurants.

What are some of the best vacation home rentals that Upperville has to offer?

Mountain View Bungalow in Front Royal: This vacation home rental outside of Upperville offers a garden, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Upperville?

Choose from 6 Expedia vacation rentals in Upperville for a memorable vacation.

What can I see and do in Upperville?

While exploring the area, visit family-friendly sights like Dinosaur Land, or get outside and enjoy nature at Upperville Park. Sky Meadows State Park and Delaplane Cellars are a couple of places you'll find in the larger area.

What are vacation rentals like in Upperville?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Upperville. Vacation rentals offer extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.