Title: Upperville Vacation Home Rentals from CA $244: Search Top Private Vacation Homes for Rent | Expedia.ca

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## Check prices for these dates

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

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

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=184116&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Upperville vacation homes

![Interior](https://images.trvl-media.com/lodging/70000000/69660000/69653900/69653828/f4f1e4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69660000/69653900/69653828/ebfb0908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69660000/69653900/69653828/2824c15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69660000/69653900/69653828/ce9c558b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bluemont

[](https://www.expedia.ca/Bluemont-Hotels-Lamontagne-Farmhouse-A-Rural-Pristine-Setting.h69653828.Hotel-Information)

10/10

Exceptional

(12 reviews)

"We loved our stay at this beautiful tranquil farmhouse. Our two Golden’s enjoyed the outdoor space. Hiking close by, a beautiful drive to visit Middleburg is a must. We highly recommend this charming getaway."

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

AnneMarie M.

CA $150

CA $348 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Bluemont-Hotels-Lamontagne-Farmhouse-A-Rural-Pristine-Setting.h69653828.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/13365e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/c5c32d53.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)

![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

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

10/10

Exceptional

(12 reviews)

"Property was just what we were looking for "

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

Tim C.

CA $187

CA $309 total

includes taxes & fees

Jan 19 - Jan 20

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

![Smart TV, stereo](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/2e3f9865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/4a787ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/fa4984f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bluemont

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

10/10

Exceptional

(39 reviews)

"This was one of the best VRBO experiences I’ve had! Communication with the host was exceptional, and the home itself was gorgeous. It’s clear they have put a lot of thought into make this house a perfect getaway — it is beautifully decorated and has all the comforts of home. We will definitely stay here again!"

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

Mary S.

CA $219

CA $599 total

includes taxes & fees

Jan 19 - Jan 20

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

![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/94be8989.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)

![Exterior](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/6fa36a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/8af1d6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Charles Town

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

9.6/10

Exceptional

(66 reviews)

"Nice quiet view, able to sit on deck for hours and talk. Close to restaurants, and stores. Had a great stay."

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

Paul M.

CA $139

CA $563 total

includes taxes & fees

Jan 29 - Jan 30

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

![Interior](https://images.trvl-media.com/lodging/123000000/122140000/122138800/122138770/f21cb0d4.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)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122140000/122138800/122138770/42c5152f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Marshall

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

10/10

Exceptional

(2 reviews)

"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 $200

CA $244 total

includes taxes & fees

Jan 20 - Jan 21

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

![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)

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

![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91260900/91260888/a2e22655.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/92000000/91270000/91260900/91260888/f0ae07cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Leesburg

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

10/10

Exceptional

(31 reviews)

"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 $187

CA $426 total

includes taxes & fees

Jan 22 - Jan 23

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

![Property grounds](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/b261ce18.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)

![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)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87980000/87973200/87973124/ddedca30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Linden

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

10/10

Exceptional

(21 reviews)

"Very nice stay! A peaceful, quiet little place. Cozy beds! We enjoyed our time. "

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

Katelyn E.

CA $174

CA $436 total

includes taxes & fees

Jan 20 - Jan 21

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

![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123130000/123128300/123128224/10c42ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123130000/123128300/123128224/93741415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123130000/123128300/123128224/eff16e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123130000/123128300/123128224/bbd1f182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Charming-Lodge-W-Stone-Patio.h123128224.Hotel-Information)

10/10

Exceptional

(6 reviews)

CA $222

CA $486 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Charming-Lodge-W-Stone-Patio.h123128224.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/5441842b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/3bc90753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/ed3e6638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/e073d995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Strasburg

[](https://www.expedia.ca/Strasburg-Hotels-Newly-Renovated-Farm-Cottage-With-Mountain-Views.h89794757.Hotel-Information)

10/10

Exceptional

(38 reviews)

"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "

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

Shannon H.

CA $222

CA $449 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Strasburg-Hotels-Newly-Renovated-Farm-Cottage-With-Mountain-Views.h89794757.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2999h2002x1y1-cd135358.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)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2999h2002x0y1-04dc0da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w3000h2002x0y1-7661df89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Boyce

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

10/10

Exceptional

(1 review)

"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 $243

CA $567 total

includes taxes & fees

Jan 23 - Jan 24

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

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/4d7efd1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/b99b52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/3db057ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices, computer monitors](https://images.trvl-media.com/lodging/114000000/113940000/113933300/113933293/ddb97a43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Front Royal

[](https://www.expedia.ca/Front-Royal-Hotels-The-Apple-Mountain-House.h113933293.Hotel-Information)

9.6/10

Exceptional

(10 reviews)

"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"

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

Katia R.

CA $170

CA $528 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Front-Royal-Hotels-The-Apple-Mountain-House.h113933293.Hotel-Information)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/121000000/120020000/120016000/120015956/046ed95f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120020000/120016000/120015956/a3e961f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120020000/120016000/120015956/fe2f554e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/121000000/120020000/120016000/120015956/2c31be3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Riverview-Retreat-Pool.h120015956.Hotel-Information)

CA $139

CA $531 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Riverview-Retreat-Pool.h120015956.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/51000000/50680000/50679500/50679492/570094cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/51000000/50680000/50679500/50679492/ce3fb402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/51000000/50680000/50679500/50679492/18a05c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/51000000/50680000/50679500/50679492/7c2ef18d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Leesburg's Old and Historic District

[](https://www.expedia.ca/Leesburg-Hotels-Cottage-On-King-Charming-Historic-Leesburg-Home.h50679492.Hotel-Information)

9.6/10

Exceptional

(68 reviews)

"Great location and very comfortable house. Beautiful place to stay, we loved sitting on the porch in the morning with coffee"

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

Fern

CA $239

CA $496 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Leesburg-Hotels-Cottage-On-King-Charming-Historic-Leesburg-Home.h50679492.Hotel-Information)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/113000000/112590000/112582500/112582495/49c841ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, table tennis](https://images.trvl-media.com/lodging/113000000/112590000/112582500/112582495/861e2e38.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/113000000/112590000/112582500/112582495/82afadcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

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

9.6/10

Exceptional

(24 reviews)

"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 $231

CA $602 total

includes taxes & fees

Jan 19 - Jan 20

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

![Exterior](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/5bcbbbaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/b0176d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/a9f562ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84090000/84086300/84086243/221f553f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Front Royal

[](https://www.expedia.ca/Front-Royal-Hotels-Big-House.h84086243.Hotel-Information)

10/10

Exceptional

(42 reviews)

"Wonderful house and town! Loved every minute of our trip! "

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

MaryAnn G.

CA $193

CA $548 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Front-Royal-Hotels-Big-House.h84086243.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113840000/113835900/113835823/9c57473e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Interior](https://images.trvl-media.com/lodging/114000000/113840000/113835900/113835823/c262f123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

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

10/10

Exceptional

(7 reviews)

"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 $187

CA $519 total

includes taxes & fees

Feb 12 - Feb 13

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

![Interior](https://images.trvl-media.com/lodging/113000000/112440000/112430500/112430469/d099de91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112440000/112430500/112430469/59752003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112440000/112430500/112430469/608dfda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112440000/112430500/112430469/817b4837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Harpers-Ferry-Escape-W-Hot-Tub.h112430469.Hotel-Information)

10/10

Exceptional

(12 reviews)

"Very nice accommodations and the little details were all met. Thank you Deb and Alex. We would highly recommend your place to others."

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

Curt D.

CA $268

CA $584 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Harpers-Ferry-Escape-W-Hot-Tub.h112430469.Hotel-Information)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/125000000/124120000/124117800/124117792/b6a19cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124120000/124117800/124117792/539d7c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124120000/124117800/124117792/d288c28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/125000000/124120000/124117800/124117792/e3a76194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Mountain-Retreat-W-2-Living-Spaces-Scenic-Deck.h124117792.Hotel-Information)

CA $223

CA $412 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Mountain-Retreat-W-2-Living-Spaces-Scenic-Deck.h124117792.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122350000/122343800/122343768/36182be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/123000000/122350000/122343800/122343768/12742f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122350000/122343800/122343768/18669906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122350000/122343800/122343768/c654878c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Shannondale

[](https://www.expedia.ca/Harpers-Ferry-Hotels-LUX-Lakefront-King-Suites-WDock.h122343768.Hotel-Information)

10/10

Exceptional

(1 review)

"The entire house was AMAZING!!! The hosts were fantastic. They sent us activities to do in the area, stocked the house with everything we could possibly need, baked us cookies, and left us refreshments. The house was very clean and had plenty of space and things to do even if you don’t want to go anywhere. Every room has a lake view and each bathroom feels as clean as a hotel!"

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

Rosalie G.

CA $1,744

CA $2,008 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Harpers-Ferry-Hotels-LUX-Lakefront-King-Suites-WDock.h122343768.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123085900/123085871/3712aa5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123090000/123085900/123085871/33e0d2da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123085900/123085871/f60eb657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123090000/123085900/123085871/w3000h1999x0y1-79a47407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Harpers Ferry

[](https://www.expedia.ca/Harpers-Ferry-Hotels-New-3-Bedroom-3-Bath-Mountain-Retreat.h123085871.Hotel-Information)

10/10

Exceptional

(1 review)

"Everything in the listing is true to the home. Description is spot on and the pictures are exactly how we found everything. It is truly a Mountain Retreat. Secluded enough to feel like a true isolated getaway, but also close enough to everything as to not have drive forever to get supplies or sightsee. We had a wonderful time and will definitely stay again if we return. "

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

Drew W.

CA $293

CA $433 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Harpers-Ferry-Hotels-New-3-Bedroom-3-Bath-Mountain-Retreat.h123085871.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=2026-01-30&endDate=2026-01-31&regionId=184116&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=CABIN)

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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=VILLA)

Apartments

[](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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=APARTMENT)

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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=VACATION_HOME)

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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&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=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=CHALET)

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## Top Upperville Hotel Reviews

![Hampton Inn & Suites Charles Town](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/4441f7ed_y.jpg)

### Hampton Inn & Suites Charles Town

10/10 Excellent

"Yes"

[](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.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

"This is our number one spot to stay in in Winchester. The location is perfect. Rooms are clean and modern."

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

![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg)

### Hampton Inn Winchester-University/Mall Area

10/10 Excellent

"Pet friendly and they provided a goodie bag for my dog - very welcoming."

[](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information)

![Best Western Leesburg Hotel & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/d621c756_y.jpg)

### Best Western Leesburg Hotel & Conference Center

10/10 Excellent

"Breakfast was fresh, nice quiet pleasant place "

[](https://expedia.ca/Leesburg-Hotels-Best-Western-Leesburg-Hotel-Conference-Center.h12669.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

"C'était propre et tranquille"

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

"Everything was great"

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

![Hampton Inn Winchester N/Conference Center, VA](https://images.trvl-media.com/lodging/1000000/430000/424900/424883/cba33bb0_y.jpg)

### Hampton Inn Winchester N/Conference Center, VA

10/10 Excellent

"Just perfect in every way!"

[](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-NConference-Center.h424883.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

"Clean room; really comfortable bed. Great staff "

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

"Loved the resort, the spa, everyone was so sweet. It was clean and smelled amazing. I had the absolute best massage ever. Love love love, me and my husband definitely will be back "

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

## Find out more about Upperville

## Upperville Vacation Homes information

| Number of reviews | 362                |
| ----------------- | ------------------ |
| Accommodation     | 231 Vacation Homes |
| Lowest Price      | CA $244            |
| Highest Price     | CA $2,008          |

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