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Vacation Rentals in Upperville, VA and nearby

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    All 15 Rentals in the Upperville Area
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    From
    $237
    / Night
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    1 / 5
    Upperville
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry

    The following rentals are within 25 kilometres of Upperville, Virginia.

    From
    $359
    / Night
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    1 / 34
    4.5 of 5 stars (6) Very good
    Front Royal
    3 Bedrooms / 5 Bathrooms / Sleeps 20
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    From
    $268
    / Night
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    1 / 10
    5 of 5 stars (1) Excellent
    Purcellville
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    From
    $334
    / Night
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    1 / 24
    4.5 of 5 stars (3) Very good
    Front Royal
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful mountain home located on 18 acres. There is $3,000 sq ft of living space! All log home. Prime location!!! Located next to Skyline Drive entrance and right down the road from Skyline Caverns. Also right down the road from a local tubing, kayak, and canoe rental shop and public river... View all property information
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    4 of 5 stars Reviewed 3 March 2015
    I rented this cabin with a group of friends for my husband's birthday. We had 8 guests staying overnight and we had another ten or so people come over during the day to celebrate...
    5 of 5 stars Reviewed 21 October 2014
    Six of us stayed at this house for a long weekend. It's a big, beautiful house from the outside and inside. There is plenty of room and it's very inviting. Fyi...one of the...
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    $170
    / Night
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    1 / 44
    5 of 5 stars (16) Excellent
    Front Royal
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Deck
    • Internet Access
    • DVD Player
    • Washer
    • Mountain Views
    • Hot Tub
    • Fireplace
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    (To check availability & rates just click the 'Request Booking' button.)                                    Rainbow View Cabin             Warren County Conditional Use Permit 1012●10●01              Member: Shenandoah Lodging & Tourism Alliance... View all property information
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    5 of 5 stars Reviewed 14 November 2014
    We stayed in November 2014 and had a great stay. The property was as advertised and the hot tub was awesome after hiking! Saw a shooting star from the hot tub - would be really...
    4 of 5 stars Reviewed 29 September 2014
    Very well-stocked and appointed cabin with great views and dog-friendly.You need bring only food and drink.Only 15 minutes into Front Royal for restaurants and near a dozen...
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    From
    $420
    / Night
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    1 / 13
    3 of 5 stars (1) Average
    Berryville
    4 Bedrooms / 2 Bathrooms / Sleeps 16
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Dryer
    • Air Conditioning
    • Cooker
    • Linens Provided
    • Patio
    • Parking
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Union General Philip Sheridan squared off with Confederate General Jubal Early in the Battle of Berryville, the battle line falling along a ridge just behind the spot where this beautifully restored guest house now sits. The Philip Sheridan Cottage is a four-bedroom, two-bath guest house on a... View all property information
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    3 of 5 stars Reviewed 6 December 2014
    Very clean and comfortable with well furnished bedrooms. No TV or WiFi. We stayed during a cold weather snap of Thanksgiving 2014 that included snowfall so that we could not...
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    $237
    / Night
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    1 / 18
    Purcellville
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Fireplace
    • Satellite TV
    • Balcony
    • Grill
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nestled on the side of a secluded mountain in the heart of wine country in Loudoun County. Three private suites are available - The Eagle's Nest, with private balcony, The Falcon's Nest and the Owl's Nest. All feature a private bathroom and access to a common modern kitchen and living space. The... View all property information
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    From
    $268
    / Night
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    1 / 13
    Purcellville
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Parking
    • Refrigerator
    • Internet Access
    • Porch
    • Watersports Nearby
    • Mountain Views
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Demory-Wortman House is the centerpiece of the working organic farm area of the Blue Ridge Center for Environmental Stewardship, a 501(c)3 non-profit organization. The original house, built in 1848, was a two-story log cabin that shows considerable German influence typical of the time period.... View all property information
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    From
    $359
    / Night
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    1 / 10
    Amenities & Details
    • Porch
    • Parking
    • Linens Provided
    • Patio
    • Dishwasher
    • Soap/Shampoo...
    • Mountain Views
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    John Wayne, the namesake of this quaint guest house, was among many esteemed guests to the Rosemont Estate during its rich 200 year history. The John Wayne Lodge, built in the early 20th century, is surrounded by rare, historic trees and is just a stone's throw from the battle lines of the Battle... View all property information
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    From
    $480
    / Night
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    1 / 9
    Berryville
    6 Bedrooms / 3 Bathrooms / Sleeps 19
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Mountain Views
    • Soap/Shampoo...
    • Linens Provided
    • Freezer
    • Parking
    • Towels Provided
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Confederate General Jubal Early squared off against Union General Philip Sheridan in the Battle of Berryville, fought just a stone's throw away from where this beautifully restored guest house now sits. The Jubal Early Cottage is a six-bedroom, 2.5-bath guest house nestled in a secluded, mostly... View all property information
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    From
    $201
    / Night
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    1 / 4
    Amenities & Details
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This is a guest bedroom within the Civil War Union Guest House (also known as the Philip Sheridan Guest Cottage). The bedroom sleeps 2-4 people with a private bath. One queen bed, and one set of single bunk beds. Located in historic Berryville, VA on the site of a Civil War battlefield, and... View all property information
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    From
    $44
    / Night
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    1 / 19
    Linden
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Fireplace
    • DVD Player
    • Refrigerator
    • Air Conditioning
    • Satellite TV
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Blue Ridge Mountain Top Cabin with breathtaking views of the Shenandoah River, Shenandoah Valley, Mountain Ranges, amazing sunsets and bright starry nights. ONLY ACCEPTING MONTHLY RENTALS AT THIS TIME... Only minutes from Fox Meadow, Barrel Oak, Naked Mountain, Chateau O' Brian, Linden... View all property information
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    From
    $242
    / Night
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    1 / 21
    Front Royal
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Water Views
    • Satellite TV
    • Washer
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Rolling River Farm (com) Private 100 Acre Riverfront Paradise surrounded by water on three sides due to its location on a full bend in the legendary Shenandoah River. -Just one hour from Dulles Airport and the Washington Capitol Beltway -Just one and a quarter hours from Capitol Hill (believe it... View all property information
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    From
    $71
    / Night
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    1 / 22
    Front Royal
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Grill
    • Refrigerator
    • Washer
    • Satellite TV
    • Fireplace
    • Stereo System
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    **THIS PROPERTY IS AVAILABLE FOR MONTHLY RENTAL OR LONGER** AspenHill Cottage is a charming 3 bedroom 2 full bath home with 2 levels of living space located on 2 acres in the beautiful Shenandoah Valley. It has lovely forest and mountain views overlooking the Shenandoah River Area. The... View all property information
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    From
    $213
    / Night
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    1 / 12
    Front Royal
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Stereo System
    • Washer
    • Hot Tub
    • Grill
    • Fireplace
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our 9 cabins are located near Front Royal, Virginia, the Canoe Capital of Virginia and where Skyline Drive begins... Only 10 miles from downtown Front Royal and 10 miles off Interstate I-66 – and just 60 miles directly west of Washington, DC. Hot Tub Heaven Vacation Cabins, offer 9 cabins... View all property information
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