Title: Upperville Vacation Rentals from CA $312: Short-Term Rentals for 2025 | Expedia.ca

 

[Hotels in Upperville](https://expedia.ca/Upperville-Hotels.d184116.Travel-Guide-Hotels)[Upperville Car Rentals](https://expedia.ca/Car-Rentals-In-Upperville.d184116.Car-Rental-Guide)[Upperville Vacation Packages](https://expedia.ca/Upperville.d184116.Destination-Travel-Guides)

![Hiking Sky Meadows State Park...](https://images.trvl-media.com/place/553248621532661864/008a9705-5d69-4bff-87e9-dd23f82e56ed.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Michael Gibson

# Upperville Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-11-23&endDate=2025-11-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 24 - Nov 25](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-11-24&endDate=2025-11-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Upperville

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107830000/107821800/107821741/596cfda8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107830000/107821800/107821741/2fd8db33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107830000/107821800/107821741/73ca5136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107830000/107821800/107821741/4680c44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Harpers Ferry

9.8/10

Exceptional

(11)

"Everything was great! We had a lovely stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth D.

CA $141

CA $466 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Lakefront-Log-Cabin-W-Dreamy-Waterfront-Patio.h107821741.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/107000000/106280000/106275600/106275599/7eb5da2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/107000000/106280000/106275600/106275599/c7902a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106280000/106275600/106275599/w2048h1360x0y5-39f137c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106280000/106275600/106275599/c3608f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Harpers Ferry

9.8/10

Exceptional

(8)

"We stayed here for our honeymoon and it was very nice and peaceful "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert F.

CA $141

CA $535 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Aslans-How-Cabin-With-Valley-Views-And-Hot-Tub.h106275599.Hotel-Information)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/90000000/89660000/89657200/89657197/5b26230e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/90000000/89660000/89657200/89657197/ca0816c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89657200/89657197/f4a48de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89660000/89657200/89657197/789c6e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Purcellville

10/10

Exceptional

(10)

"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer K.

CA $197

CA $336 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Purcellville-Hotels-Wild-Hare-Cottage.h89657197.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/88000000/87810000/87800600/87800580/w1120h749x6y3-7738ec31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87810000/87800600/87800580/ae64454b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87810000/87800600/87800580/e896adbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/88000000/87810000/87800600/87800580/70f73403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Harpers Ferry

10/10

Exceptional

(79)

"Wonderful view from the sunroom. Peaceful and rejuvenating stay in this welcoming home. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle M.

CA $183

CA $441 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Cozy-Getaway-With-Steam-Shower-Perfect-For-Couples-And-Families.h87800580.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113840000/113835900/113835823/beb9f8a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113840000/113835900/113835823/0a99747a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113840000/113835900/113835823/d6ab4bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113840000/113835900/113835823/630d5570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

10/10

Exceptional

(5)

"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vinod B.

CA $131

CA $453 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Mountain-Chic-Retreat-Harpers-Ferry.h113835823.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/068d8c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/19ec7694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/9cad6316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/fa7cba31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Hamilton

9.6/10

Exceptional

(8)

"It was a great place to starve whole experience was perfect. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaime B.

CA $317

CA $558 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Hamilton-Hotels-The-Cottage-At-Firefly-Cellars.h110841279.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90710000/90701100/90701060/ca82f659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90710000/90701100/90701060/e01d37f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90710000/90701100/90701060/926bba20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90701100/90701060/1dbe09f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Harpers Ferry

10/10

Exceptional

(15)

"Great location. Great house. Could not have asked for more. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

A. Bland and D. T.

CA $141

CA $552 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Harpers-Ferry-Hotels-NEW-Wolf-Den-Airy-A-Frame-Cabin-With-Incredible-Valley-Views.h90701060.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94730000/94727800/94727789/ea0bc193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94730000/94727800/94727789/61cf7dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94730000/94727800/94727789/aacecc74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94730000/94727800/94727789/d776e43d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Harpers Ferry

9.8/10

Exceptional

(18)

"We had such an amazing time in West Virginia! The cabin was spacious and had all the amenities. It was close to everything and it was easy to get to. It was the perfect getaway from the hustle and bustle of NYC. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leslie W.

CA $155

CA $698 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Rocky-Ridge-Unique-Cabin-With-Heavenly-Views.h94727789.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/9a2bb6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/4c56e3e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/dbdd487f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/b8a5d193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Front Royal

10/10

Exceptional

(2)

"My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jay L.

CA $230

CA $607 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Front-Royal-Hotels-Prima-A-Superb-4-Bedroom-Cottage-On-The-Mountain-Near-Front-Royal.h119496330.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117240000/117233200/117233126/7d596de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117240000/117233200/117233126/eb57c296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117240000/117233200/117233126/a3e48399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117240000/117233200/117233126/faf4d664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

9.2/10

Wonderful

(5)

"The house is lovely. Very much enjoyed the stay. Looking forward to going back!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

robert s.

CA $141

CA $499 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Lakefront-House-W-Modern-Comforts.h117233126.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76330000/76328900/76328817/7ebfb5be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76330000/76328900/76328817/7a6119c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/77000000/76330000/76328900/76328817/73f65a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/77000000/76330000/76328900/76328817/d336e911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Harpers Ferry

9.8/10

Exceptional

(31)

"Would come back anytime, very scenic and easy check-in process"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark F.

CA $141

CA $538 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Rebels-Rest-Mountaintop-Cabin-With-Enchanting-Sunset-Views.h76328817.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/86ea8301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/346044b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/b741e712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/4ee9e17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Harpers Ferry

9.8/10

Exceptional

(30)

"What a great weekend we had! This cottage had everything you could possibly want for a weekend getaway. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elaine H.

CA $141

CA $521 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Harpers-Ferry-Hotels-NEW-Peaceful-Lakefront-Cottage-With-Blue-Mountain-Views.h85241973.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91200000/91195600/91195541/533e235c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/92000000/91200000/91195600/91195541/72e06ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/92000000/91200000/91195600/91195541/ad31a208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91200000/91195600/91195541/4e14b14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Linden

10/10

Exceptional

(22)

"We had a fantastic time staying at this property for the weekend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Colin N.

CA $167

CA $475 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Linden-Hotels-Whitetail-Cabin-Couples-Retreat-W-Hot-Tub.h91195541.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/17745535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/a1533d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/0bb76882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/dd32954f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Front Royal

10/10

Exceptional

(2)

"Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul B.

CA $180

CA $491 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Front-Royal-Hotels-The-Honeymoon-Cabin-Private-Retreat-W-Hot-Tub.h113027243.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117640000/117633900/117633812/da130fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117640000/117633900/117633812/0a67bc1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117640000/117633900/117633812/565f0042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/118000000/117640000/117633900/117633812/a06f42c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Aldie

10/10

Exceptional

(2)

"Very Clean - New, quite - very nice! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Casey K.

CA $227

CA $516 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Aldie-Hotels-Red-Cherry-Oasis-Charming-2-Bedroom-Villa-With-AC.h117633812.Hotel-Information)

![Smart TV, foosball](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/8a0bbbc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/32fe1fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/58eee7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/w1049h1392x0y4-94176e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stephens City

9.2/10

Wonderful

(7)

"Had a great stay at this property for a girls weekend. Nearby to cute shops, a nice winery, grocery stores and restaurants. Nice amenities with games, entertainment systems, outdoor space, and in a great neighborhood too. Lots of space for families or friend reunions. Will rent again here when staying in the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maureen W.

CA $154

CA $411 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Stephens-City-Hotels-3BDR.h113270721.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89360000/89355000/89354942/3fb00335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89360000/89355000/89354942/w1428h960x12y0-dfafd214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89360000/89355000/89354942/b0328aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89360000/89355000/89354942/ba83a961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Harpers Ferry

9.6/10

Exceptional

(25)

"Great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Seth W.

CA $141

CA $621 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Harpers-Ferry-Hotels-NEW-The-Oculus-Huge-Cabin-In-The-Woods-With-A-Hot-Tub.h89354942.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/2ca3d794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/70f721a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/20a8dae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/9a2a0e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Linden

9.8/10

Exceptional

(10)

"The cabin was impressive both inside and out. We loved the location and proximity to skyline drive. We would definitely stay here again as it made our trip so much more enjoyable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bill A.

CA $230

CA $607 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Linden-Hotels-Delicious-Cabin-Hot-Tub.h87551282.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31170000/31169200/31169171/025c8387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/32000000/31170000/31169200/31169171/8d0fa4a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31170000/31169200/31169171/628df86b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/32000000/31170000/31169200/31169171/a0453b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

9.6/10

Exceptional

(101)

"The house was beyond expectations."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eddie J.

CA $176

CA $582 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Hot-Tub.h31169171.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/59000000/58320000/58316900/58316857/fa560e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/59000000/58320000/58316900/58316857/95dcd0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/59000000/58320000/58316900/58316857/4c80b7b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/59000000/58320000/58316900/58316857/63a13be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

9.6/10

Exceptional

(13)

"Nice property & nice location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary E.

CA $162

CA $560 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Private-Home.h58316857.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&regionId=184116&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

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## Top Upperville Hotel Reviews

![Holiday Inn Express Charles Town by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd_y.jpg)

### Holiday Inn Express Charles Town by IHG

10/10 Excellent

"Love this hotel. My go place when I am in Charles town. "

[](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information)

![Clarion Inn Harpers Ferry - Charles Town](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90_y.jpg)

### Clarion Inn Harpers Ferry - Charles Town

10/10 Excellent

"Clean. Good lication."

[](https://expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information)

![Red Roof Inn Winchester, VA](https://images.trvl-media.com/lodging/1000000/30000/24100/24072/9bc5a360_y.jpg)

### Red Roof Inn Winchester, VA

10/10 Excellent

"Just what you expect from Red Roof Inn. Things are a little beat up, but most things work and you get a place to stay with no bugs, and no pet fee"

[](https://expedia.ca/Winchester-Hotels-Red-Roof-Inn-Winchester.h24072.Hotel-Information)

![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg)

### Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"As long as I don’t experience anything negative then my stay was great "

[](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b_y.jpg)

### Hilton Garden Inn Dulles North

10/10 Excellent

"Clean room , staff "

[](https://expedia.ca/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information)

![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg)

### Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent

"Breakfast was good. Room was clean. Very comfortable bed."

[](https://expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

![Red Roof Inn Leesburg, VA](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/610f0a4e_y.jpg)

### Red Roof Inn Leesburg, VA

10/10 Excellent

"Room was comfortable and quite "

[](https://expedia.ca/Leesburg-Hotels-Red-Roof-Inn-Leesburg.h17577.Hotel-Information)

![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg)

### Travelodge by Wyndham Winchester

10/10 Excellent

"Good price, good location "

[](https://expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)

![Lansdowne Resort and Spa](https://images.trvl-media.com/lodging/1000000/30000/27700/27700/5ae32850_y.jpg)

### Lansdowne Resort and Spa

10/10 Excellent

"!"

[](https://expedia.ca/Leesburg-Hotels-Lansdowne-Resort-And-Spa.h27700.Hotel-Information)

## Find out more about Upperville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Upperville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.  
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.  

## Explore a world of travel with Expedia

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-   [Vacation Homes in Upperville](https://expedia.ca/Upperville-Private-Vacation-Homes.d184116-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cabin Rentals in Upperville](https://expedia.ca/Upperville-Cabins.d184116-aaCabins.Travel-Guide-Accommodation)
-   [Cottages in Upperville](https://expedia.ca/Upperville-Cottages.d184116-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Upperville](https://expedia.ca/Upperville-Apartments.d184116-aaApartments.Travel-Guide-Accommodation)
-   [Farmstay in Upperville](https://expedia.ca/Upperville-Agritourism.d184116-aaAgritourism.Travel-Guide-Accommodation)
-   [Motels in Upperville](https://expedia.ca/Upperville-Motels.d184116-aaMotels.Travel-Guide-Accommodation)
-   [B&B in Upperville](https://expedia.ca/Upperville-Bed-And-Breakfast.d184116-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Guest Houses in Upperville](https://expedia.ca/Upperville-Guest-Houses.d184116-aaGuestHouses.Travel-Guide-Accommodation)
-   [Chalets in Upperville](https://expedia.ca/Upperville-Chalets.d184116-aaChalets.Travel-Guide-Accommodation)
-   [Villas in Upperville](https://expedia.ca/Upperville-Villas.d184116-aaVillas.Travel-Guide-Accommodation)
-   [Condo Rentals in Upperville](https://expedia.ca/Upperville-Condos.d184116-aaCondos.Travel-Guide-Accommodation)
-   [Lodges in Upperville](https://expedia.ca/Upperville-Lodges.d184116-aaLodges.Travel-Guide-Accommodation)
-   [Resorts in Upperville](https://expedia.ca/Upperville-Resort-Hotels.d184116-aaResortHotels.Travel-Guide-Accommodation)
-   [RV Parks in Upperville](https://expedia.ca/Upperville-RV-Parks.d184116-aaRVParks.Travel-Guide-Accommodation)
-   [Inns in Upperville](https://expedia.ca/Upperville-Inns.d184116-aaInns.Travel-Guide-Accommodation)

## 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?

> [Terra Alta - Incredible River Views and Hot Tub!](https://www.expedia.ca/Charles-Town-Hotels-Terra-Alta-Hilltop-House-Overlooking-Shenandoah-Rapids.h46559723.Hotel-Information): This vacation home rental outside of Upperville is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

### How many vacation rentals are there in Upperville?

> Choose from 5 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 Virginia River Trips, 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.

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-   [Things to do in Virginia Beach](https://expedia.ca/Things-To-Do-In-Virginia-Beach.d10271.Travel-Guide-Activities)
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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFRUlEQVR4Xu3bQY7bOBBAURpZaJkj+Cg6GnU0HcVHyNILozmuYpEs0UInNUAGA/v/TeQSyeedWp0klf+gNA/+RiChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSCiQUSCiQUCChQEKBhAIJ5ZBHmrq20aWUPS3Pxc+R9kuma7mn5/abXOc68uVxMkgCmZeB1PI4GSSBzMtAanmc/K5IHp/0xOGudXir2z1iG3/JV+kdzwIBAQGRQDQQDaRna7WlI7ne3GVqC7dkj30d3eQPQ3R03CiBgIDIHyAgCQTE+h7RbPvSF251ja3SQEASCIgFMlZpICDpXyCbHXMY/Sxf9oot/ZAhyFWmWx2AaCAgICAgex38DhnNa+/9fVq62MhcQ3ogIAUEZL4BUgMBKTNyzBDdvqfFuaejqTxOBjkZTeVxMsjJaCqPk0FORlN5nAxyMprK42SQk9FUHieDnIym8jjZISep+7Ne2zNe36e1vR5myHeBFJDXQKZACshrIFPvi9ijeint6S21B7ogaT5R3a0uXGVQL/0qkBEICIgG0gIZfTCyJfurY01PtPwo1+u93TPkIsN7/UlgrJJACggIiKZrLT/K9Xpv90A0XWv5Ua7Xe7sHoulay49yvd7bvf8dYg90zZ7x1pdNx9o5/+1k5Y/DXZApEBAQkBbI1KciJ7/O1r9Ntm6yJrfRWCVI2wjS14D0QEBAQEB8R8S27+0Zr662nrk68unGvqoHAgLiAgHxgYAY0pK1VnMdor2MVrmyb5frqToZlyAgEggISAtEexmtcvUhSJE35ZNOXp6PPwlox2+nq3ogIAVEA7FARiAgj+OJtnarO1ddXE+U0cVWyUg3+pF9lR4ICAgICIicmEAsh5TXEx/1rXs6sY+O6b8CW/pXcYGAFBALBGS6AwJSKnKRl+ckz3gbjce+Q/Sr3OtPAml2bdQDASkgICA1EBBtRvQ/KVl2orbLQLbry7OeaKPjxqX8wTMeBAQEBMQCARkn+lFK+ozXE/t2fcZr4lrNBZm3g4CAHEYgPpDW5yKlP6pXvfNca24b2Yk20ge6ZRs1t8oCASkgBQQEBKTf9MhDbhlyl7WWvk/rb7htVZ5GRRB9xvfs21kgICASSJ+DjE8gINN2e8aLq9moyIn6VSwdSfrtnslQfw/eAwEBaftBQEBAdDIuB7KnpU/txNW5fVWSZ/ytnfiyqgcCAgICAgLyHWJr5U5dK13k811O1LY6nVe1xE0gICDavKoFIp9BZNG4BPlQ5CR19R9zrfJRTrTaV5Hs2xX3w8EYSSAgJ4GAyEcQEJCHHOa7ylResVsyGqtWN5KvchHEsrfutm9cgoDUrjIF8YEkkL7dusoUxPeuSB6fdLs2nvH28pyS/tI7paWPcr2919uajSQQEBB34l5vazaSQEBA3Il7va3ZSHpfRE/U7YKY+yXIvd7Rp7c+0PWX3raq9+JKICAgICAguYD0g3+P2AN9rWtuFVFXs9GW9EV8ryM7qwcCAgICAgISRLRVFz9Hmq7yj/0t2b8C86t6IDoCAUkgICAgNhmXioxsrWz3J45Wt3hrI12lG10gOhptbQTit/tWt3hrIxC/3be6xVsbgfjtvtUt3toIxG/3rW7x1kYgfrtvdYu3NvoD5NhVpvLy3F6x3ajI+/Qif9xkqfxwMJ7x+th3gRSQg5BAQEBaIOXjkb8XSCiQUCChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSCiQUSCiQUCChQEK9D/IPzbMieCRD394AAAAASUVORK5CYII=)