Title: Upperville Vacation Home Rentals from CA $272: Search Top Private Vacation Homes for Rent | Expedia.ca

 

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![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

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&lodging=VACATION_HOME&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&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=VACATION_HOME&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)

### Hot tub, Campfire ring and great location!

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 $557 total

includes taxes & fees

Nov 25 - Nov 26

[](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)

![Interior](https://images.trvl-media.com/lodging/118000000/117240000/117233200/117233126/277ce86f.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)

### Lakefront House w/ Modern Comforts!

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)

![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)

![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)

### Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

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 detail](https://images.trvl-media.com/lodging/92000000/91270000/91260900/91260888/2376de19.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)

### Historic Hideaway

Leesburg

10/10

Exceptional

(30)

"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 25 - Nov 26

[](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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/59000000/58320000/58316900/58316857/7e522465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV

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 30 - Dec 1

[](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)

![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)

![3 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/9641cad8.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)

### Historic Bluemont Village Home

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 $489

CA $946 total

includes taxes & fees

Nov 27 - Nov 28

[](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)

![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/7ba5d157.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)

### Terra Alta - Incredible River Views and Hot Tub!

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)

![Exterior](https://images.trvl-media.com/lodging/97000000/96840000/96833500/96833482/3a9dca5e.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)

### Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

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)

![Smart TV, books](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/cad5963c.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)

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

### Mountain View Bungalow in Front Royal

Front Royal

10/10

Exceptional

(10)

"Excelente propiedad "

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

Miguel

CA $190

CA $314 total

includes taxes & fees

Nov 30 - Dec 1

[](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)

![Dining](https://images.trvl-media.com/lodging/33000000/32650000/32645500/32645481/66aa7acc.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)

![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)

### Rural Home, Hot Tub, Campfire, Hardwood Floors

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 $162

CA $560 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)

![Exterior](https://images.trvl-media.com/lodging/31000000/30010000/30009300/30009218/cc4083e7.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30010000/30009300/30009218/4f11bb6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

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 $246

CA $806 total

includes taxes & fees

Dec 1 - Dec 2

[](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)

![Interior](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/aba028a8.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)

### 3BDR, 3 Full-Bath house in City, 2 living rooms \[3,000 sq. ft.\] - Pet Friendly!

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)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/58d98b30.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)

### Welcome to the Ladybug Retreat!

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

Dec 1 - Dec 2

[](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)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/123000000/122140000/122138800/122138770/09a2481e.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)

### Secluded stonehouse in Marshall with walking trails and creek. Pet-friendly!

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)

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

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114270000/114267100/114267095/d0945711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

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)

![Exterior](https://images.trvl-media.com/lodging/110000000/109430000/109424700/109424605/91b48617.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/110000000/109430000/109424700/109424605/6017b838.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)

### Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

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 $565 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)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113840000/113835900/113835823/f0a9c087.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)

![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)

### Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

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)

![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)

![Exterior](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/w1184h883x3y0-95d19d54.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)

### 🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

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/113000000/112590000/112582500/112582495/82afadcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, table tennis](https://images.trvl-media.com/lodging/113000000/112590000/112582500/112582495/9b547105.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)

### Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

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.

[](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)

### Stone Cabin on Valley View: Fire Pit + Hot Tub

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=2025-12-08&endDate=2025-12-09&regionId=184116&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&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)

## 

Black Friday Sale

Limited-time deals: save up to 50% on select hotels

[Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_184116)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FUpperville-Private-Vacation-Homes.d184116-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpperville-Private-Vacation-Homes.d184116-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Upperville Hotel Reviews

![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg)

### Comfort Inn & Suites Winchester

10/10 Excellent

"Front desk was great! Room very nice"

[](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information)

![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)

![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg)

### La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"Nice breakfast"

[](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.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)

## Find out more about Upperville

## Upperville Vacation Homes information

| Number of reviews | 630 |
| --- | --- |
| Accommodation | 231 Vacation Homes |
| Lowest Price | CA $272 |
| Highest Price | CA $946 |

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-   [Flights to Millwood](https://www.expedia.ca/Cheap-Flights-To-Millwood.d3000460156.Travel-Guide-Flights)
-   [Flights to Paris](https://www.expedia.ca/Cheap-Flights-To-Paris.d6050691.Travel-Guide-Flights)
-   [Flights from The Plains](https://www.expedia.ca/lp/flights/3000460694/flights-from-the-plains)
-   [Flights from Markham](https://www.expedia.ca/lp/flights/553248635975848092/flights-from-markham)
-   [Flights from Blue Ridge](https://www.expedia.ca/lp/flights/553248635976006713/flights-from-blue-ridge)
-   [Flights from Middleburg](https://www.expedia.ca/lp/flights/55837/flights-from-middleburg)

-   [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)
-   [Round Hill Vacations](https://www.expedia.ca/Round-Hill.d3000460647.Destination-Travel-Guides)

-   [Car rental Middleburg](https://www.expedia.ca/Car-Rentals-In-Middleburg.d55837.Car-Rental-Guide)
-   [Car rental Paris](https://www.expedia.ca/Car-Rentals-In-Paris.d6050691.Car-Rental-Guide)

-   [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)
-   [Things to do in Middleburg](https://www.expedia.ca/Things-To-Do-In-Middleburg.d55837.Travel-Guide-Activities)
-   [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)