Title: Upperville Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca

 

[Hotels in Upperville](https://expedia.ca/Upperville-Hotels.d184116.Travel-Guide-Hotels)[Vacation Rentals in Upperville](https://expedia.ca/Upperville-Vacation-Rentals.d184116.Travel-Guide-VacationRentals)[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

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)

In one month

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Upperville Vacation Homes

![Interior](https://images.trvl-media.com/lodging/31000000/30040000/30039800/30039705/2e8f2760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30040000/30039800/30039705/bb6e9c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/31000000/30040000/30039800/30039705/ea496818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30040000/30039800/30039705/b9ca3539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

9.4/10

Exceptional

(125)

"We had an amazing time in WV. The home was comfortable and met all of our needs. It was quiet and relaxing, but close to the major attractions for the action."

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

Katrina P.

CA $162

CA $560 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Hot-Tub.h30039705.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)

![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/32000000/31170000/31169200/31169171/20801489.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91270000/91260900/91260888/a1708278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91260900/91260888/36e645fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/92000000/91270000/91260900/91260888/12e8e5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91270000/91260900/91260888/2fb50549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Leesburg

10/10

Exceptional

(29)

"Lovely property, really nicely furnished and clean. Brilliant location for lots of places locally and close enough to walk into Leesburg itself to get ice cream!"

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

Rachael B.

CA $190

CA $433 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Leesburg-Hotels-Historic-Hideaway.h91260888.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)

![Interior](https://images.trvl-media.com/lodging/59000000/58320000/58316900/58316857/63a13be5.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)

### 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)

![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/13764d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/acaffbfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/ed3d2da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/a696274d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bluemont

10/10

Exceptional

(37)

"No need to look any further! Beautiful, clean,historic home in a perfect location. Close to wineries, breweries, Shenandoah River, hiking and only 45 minutes from DC. The host was very accommodating and friendly as well. We would highly recommend this home for you and your family. "

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

Brian and Allison W.

CA $228

CA $611 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Winchester-Hotels-Historic-Cottage-In-Bluemont-Village-VA-Wine-Country.h63112784.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/09dfb369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/cef37562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/8170dd44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/5199a400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Charles Town

9.6/10

Exceptional

(65)

"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "

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

Cherilyn M.

CA $141

CA $571 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Charles-Town-Hotels-Terra-Alta-Hilltop-House-Overlooking-Shenandoah-Rapids.h46559723.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96840000/96833500/96833482/20950976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96840000/96833500/96833482/f5592735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96840000/96833500/96833482/78afd24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96840000/96833500/96833482/3a9dca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Leesburg

10/10

Exceptional

(21)

"The house is well maintained and furnished, and the outdoor space is lovely. We had a great weekend in Leesburg and would come again. "

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

Tamara H.

CA $204

CA $506 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Leesburg-Hotels-Cozy-Home-Centrally-Located-To-Historical-Old-Town-Leesburg-W-HotTub-Firepit.h96833482.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/1520d4f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/32a5f0df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/928d407e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/88d4dc47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Front Royal

10/10

Exceptional

(9)

"Excelente propiedad "

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Miguel

CA $190

CA $312 total

includes taxes & fees

Nov 26 - Nov 27

[](https://www.expedia.ca/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32650000/32645500/32645481/a3ef2254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32650000/32645500/32645481/5441cc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32650000/32645500/32645481/e36b695e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32650000/32645500/32645481/dbeafbcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

9.4/10

Exceptional

(79)

"Great location and property "

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

Trisha P.

CA $183

CA $586 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Rural-Home.h32645481.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30010000/30009300/30009218/22b0bbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30010000/30009300/30009218/53cbc09a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30010000/30009300/30009218/4d4d4489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30010000/30009300/30009218/cc4083e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

9.8/10

Exceptional

(105)

"This home was absolutely fantastic! Very clean, very close to all things. We had a fantastic time."

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

Debbie G.

CA $219

CA $766 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Large-Groups.h30009218.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)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2999h2002x1y1-de179e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2999h2002x0y1-34023d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2998h2002x1y1-e4dac9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w3000h2002x0y1-874ebd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Boyce

10/10

Exceptional

(1)

"This home is lovely and the host has thought of everything. We will definitely stay here again. "

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

Catherine A.

CA $247

CA $571 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Paris-Hotels-Welcome-To-The-Ladybug-Retreat.h117734997.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122140000/122138800/122138770/69ce7840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122140000/122138800/122138770/a7f63a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122140000/122138800/122138770/e7d8db2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122140000/122138800/122138770/e6233a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Marshall

10/10

Exceptional

(1)

"Amazing stay! Absolutely loved this BnB. It is a perfect secluded getaway especially for pets. No WiFi, and limited cellular service was a great way to disconnect/unplug for our stay. Plenty of great board games and cute dog treats/snacks. Definitely recommended."

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

Nathan R.

CA $226

CA $272 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Marshall-Hotels-Rustic-Cottage-In-Marshall-With-Walking-Trails-And-Creek.h122138770.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114270000/114267100/114267095/415332e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114270000/114267100/114267095/495e060a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114270000/114267100/114267095/7b2b94bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114270000/114267100/114267095/dfd311b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

9.4/10

Exceptional

(3)

"Property was very clean and accurate of listing description. cell phone service was rough however internet in house was never an issue. House is in good shape. Owner was quick to respond once receiving text message. Email is best way to communicate. you do have a lil drive into town if you need something however that was not an issue with us and the location is what we were looking for. Would 100% stay again if in the area"

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

Kevin W.

CA $226

CA $687 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Harpers-Ferry-Hotels-4-Bedroom-House-Close-To-Shenandoah-River-And-VA-Wineries-WiFi.h114267095.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109430000/109424700/109424605/87818fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109430000/109424700/109424605/e2d9645f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/110000000/109430000/109424700/109424605/cc8ed465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109430000/109424700/109424605/91b48617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

10/10

Exceptional

(18)

"This was a beautiful place and what you see is what you get!! Karen the host was very helpful and kind and my family had a great time!! Great location and we truly enjoyed our stay "

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

Lance K.

CA $226

CA $591 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Harpers-Ferry-Hotels-FirepitBBQHot-TubKingFull-KitchenSmartTVPets.h109424605.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 10 - Dec 11

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/ab6df544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/abe2d599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/cb8a9693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/282cc197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Linden

10/10

Exceptional

(20)

"View was great, was pretty isolated from other houses in the area, and cute decor. Very comfortable stay. "

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

Andrew G.

CA $199

CA $472 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Linden-Hotels-Hottub.h87973124.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112582500/112582495/f943ceaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112590000/112582500/112582495/008ff9b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, table tennis](https://images.trvl-media.com/lodging/113000000/112590000/112582500/112582495/8adae47f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112590000/112582500/112582495/82afadcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

9.4/10

Exceptional

(19)

"A nice relaxing place to stay in the mountains of WV near many things to do. Check-in and check-out instructions were easy to follow. "

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

L G.

CA $268

CA $651 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Charming-3-Bedroom-House-With-Firepit-And-Game-Room-In-Gorgeous-Harpers-Ferry.h112582495.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/113000000/112440000/112430500/112430469/c2f1f726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112440000/112430500/112430469/d7d97061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112440000/112430500/112430469/0241069a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112440000/112430500/112430469/9b5d7bd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

10/10

Exceptional

(12)

"Had a lovely weekend away at this private and beautiful stay. Had everything we needed for a cozy weekend with indoor/outdoor living. 10 out of 10 would stay again. "

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

Amy R.

CA $251

CA $563 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Harpers-Ferry-Escape-W-Hot-Tub.h112430469.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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## Find vacation rentals that suit your style

Apartments

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=VILLA)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=CABIN)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=COTTAGE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America&regionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=CHALET)

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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)

![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)

![DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg)

### DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent

"Everything was excellent: staff, room, lobby... it was a well crafted place. "

[](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.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

## Upperville Vacation Homes information

| Number of reviews | |
| --- | --- |
| Accommodation | Vacation Homes |
| Lowest Price | |
| Highest Price | |

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-   [Flights to Blue Ridge](https://www.expedia.ca/Cheap-Flights-To-Blue-Ridge.d553248635976006713.Travel-Guide-Flights)
-   [Flights to Millwood](https://www.expedia.ca/Cheap-Flights-To-Millwood.d3000460156.Travel-Guide-Flights)
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-   [Blue Ridge Vacations](https://www.expedia.ca/Blue-Ridge.d553248635976006713.Destination-Travel-Guides)
-   [Visit Millwood](https://www.expedia.ca/Millwood.dx3000460156)
-   [Naked Mountain Winery & Vineyards](https://www.expedia.ca/Naked-Mountain-Winery-Vineyards-Delaplane.d553248621532661859.Vacation-Attraction)
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-   [Things to do in Blue Ridge](https://www.expedia.ca/Things-To-Do-In-Blue-Ridge.d553248635976006713.Travel-Guide-Activities)
-   [Things to do in Bluemont](https://www.expedia.ca/Things-To-Do-In-Bluemont.d6348602.Travel-Guide-Activities)
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-   [Things to do in Round Hill](https://www.expedia.ca/Things-To-Do-In-Round-Hill.d3000460647.Travel-Guide-Activities)

-   [Book Vacation Homes in Upperville on Expedia.com](https://www.expedia.com/Upperville-Private-Vacation-Homes.d184116-aaPrivateVacationHomes.Travel-Guide-Accommodation)