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Vacation Rentals and Cabin Rentals in Charlottesville, VA

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    All 23 Rentals in Charlottesville
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    $200
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    1 / 18
    4.5 of 5 stars (13) Very good
    1 Bedroom / 1 Bathroom / Sleeps 6
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    $149
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    1 / 12
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    $625
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    1 / 9
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    • Air Conditioning
    • Internet Access
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Rooster Hill is set in the beautiful foot-hills of the Blue Ridge Mountains - Just 15 minutes from the heart of Charlottesville, Monticello and the University of Virginia. Rooster Hill offers: Two spacious Bed and Breakfast suites each with a private entrance; a private porch; some cooking... View all property information
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    5 of 5 stars Reviewed November 5, 2014
    Rooster Hill was SO PERFECT . Meeting Larry nicely warming up the place and then hours later delivering a beautiful warm Challah was just the start of an incredible time spent in...
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    $165
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    1 / 16
    5 of 5 stars (20) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Fireplace
    • Housekeeping...
    • Internet Access
    • Private Outdoor...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Located a short drive from Charlottesville, Virginia, The Cottage at Sunnybank is an ideal retreat for those seeking utter peace and relaxation, adventurers eager to explore the Blue Ridge Mountains, history buffs who wish to visit the nearby homes of Presidents Madison, Monroe and Jefferson, and... View all property information
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    5 of 5 stars Reviewed April 19, 2015
    My wife and I stayed at Sunnybanks while vacationing in the Charlottesville area. This cottage is perfectly situated to give you peace and quiet--as well as beautiful views and...
    5 of 5 stars Reviewed September 15, 2014
    What a hidden gem this place is! My spouse and I went there to celebrate our wedding anniversary and we can't say enough great things about our experience. The owners, Anne and...
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    $159
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    1 / 23
    4.5 of 5 stars (5) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Mountain Views
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Montfair Resort Farm is a country retreat with eight green vacation cottages located at the foot of Pasture Fence Mountain less than 30 minutes from historic Charlottesville, Virginia, the Blue Ridge Parkway and the Skyline Drive. Only 15 minutes from Crozet, the vacation cottages overlook a small... View all property information
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    4 of 5 stars Reviewed December 9, 2014
    Ruby helped with my booking start to finish, its a small family run establishment Camping & Cottages. My cousin was getting married nearby at Grace Estates Winery that Saturday...
    5 of 5 stars Reviewed July 4, 2014
    The term "Resort Farm" is actually quite accurate. I was looking for a reasonably priced cabin somewhere in the Charlottesville area, but not too close to the city. The...
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    $170
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    1 / 22
    5 of 5 stars (19) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Any season is ideal at this elegant country home. Christened “Rosneath” in 1947, this lovely farm rests in 120 acres of meadow and woodland within 30 miles of Wintergreen Ski Resort, 18 minutes from UVA and Monticello, 20 minutes from the foot of the Blue Ridge Parkway and Skyline Drive and a few... View all property information
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    5 of 5 stars Reviewed December 1, 2014
    We stayed at Rosneath Farm for a week with our two young kids and had a wonderful time. The house is so comfortable and welcoming, with all the amenities you need. It's a gorgeous...
    5 of 5 stars Reviewed October 26, 2014
    My husband, kids,their spouses and granddaughter spent a week at Rosneath touring the countryside around Charlottesville. The home was a wonderful place for us to spend time...
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    $150
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    1 / 7
    1 Bedroom / 2 Bathrooms / Sleeps 2
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    A contemporary, light-filled second story apartment (in gated complex) with private room and bath. Guests are free to make themselves at home in the living room or on the deck. Property includes a fitness center and beautiful pools (in season.) Only minutes from downtown, UVA and Monticello. View all property information
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    $900
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    1 / 14
    5 of 5 stars (1) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 9
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Lovely home situated on park-like 2 acres just 3.5 miles from the University of Virginia. This home has five bedrooms featuring two Master Bedrooms. three king-sized beds, one queen, and one single bed. Large brick patio perfect for entertaining backyard faces a beautiful wooded area and... View all property information
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    5 of 5 stars Reviewed September 29, 2014
    My friends and I had a wonderful stay. It felt like home away from home, very beautifully decorated with a wonderful backyard. The owners went above and beyond to make our stay...
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    $208
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    1 / 19
    4.5 of 5 stars (4) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Mountain Views
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    Located in the heart of the Blue Ridge Mountains of Virginia, this beautiful three-bedroom cabin has everything you need to make your vacation one to remember. Only 45 minutes outside of Charlottesville, and with easy access to the Blue Ridge Parkway, the Skyline Drive, Shenandoah National Park,... View all property information
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    4 of 5 stars Reviewed June 7, 2014
    Quiet locale but convenient to historic and artistic sites in Waynesboro, Staunton, and Charlottesville, VA. Enjoyed cooking dinner in the comfortable cabin after a long day of...
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    $142
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    1 / 12
    5 of 5 stars (4) Excellent
    1 Bedroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Mountain Views
    • Shared Outdoor Pool...
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    Stay in an authentic Civil War Cabin just 45 minutes outside of Charlottesville, VA. This cabin, which we call Logwood, was originally built before the Civil War by Confederate Soldier William Tolley for his bride. Our soldier lost his life in the Battle of Chancellorsville, leaving behind this... View all property information
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    $195
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    1 / 21
    4.5 of 5 stars (4) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues Sleeps: 4 Bedrooms: 1 Bathrooms: 1.5 **This property is located on the Downtown Mall. This highly sought-after locale is comparable to that of an oceanfront property. The views are... View all property information
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    5 of 5 stars Reviewed January 8, 2014
    My wife and I stayed at Old Met #202 for our anniversary in Charlottesville and it was the perfect place. Everything in the apartment is very modern and it is very open. The...
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    $995
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    1 / 20
    4.5 of 5 stars (7) Very good
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues The drive to Crossfields, through the horse farms and countryside of Keswick, 'has often been cited as one of the most scenic in America, ' writes the New York Times. Crossfields` white... View all property information
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    1 of 5 stars Reviewed September 7, 2014
    Never stay here. Owner made a noise complaint because we were outside past 10, drove up to the home and took pictures of our vehicles. Sent us harassing texts and pictures. The...
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    $140
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    1 / 12
    4.5 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues This charming one bedroom loft in the heart of downtown Charlottesville offers southern elegance with modern convenience. The Carriage House combines a private, comfortable atmosphere... View all property information
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    4 of 5 stars Reviewed April 1, 2014
    The Carriage house was tasteful and gorgeous with an incredible view of the mountains in the distance from the back deck. The bed was incredibly comfortable. StayCharlottesville...
    5 of 5 stars Reviewed August 12, 2011
    Clean, large, nice, fully equipped, easy to find. A quick ride to pedestrian mall and we found a street near the mall with free parking. Would stay there again.
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    $450
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    1 / 14
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues 3 bedrooms, 2 full bathrooms, sleeps 6 Uniquely situated on a hilltop overlooking one of Charlottesville's oldest and most characterful neighborhoods, the Woolen Mills Retreat invites... View all property information
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    5 of 5 stars Reviewed August 30, 2012
    We stayed in this cabin for a weekend while visiting UVa and Monticello with our two teenagers and our small dog. The cabin and the entire trip was dog-friendly - there is a...
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    $145
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    1 / 10
    4.5 of 5 stars (3) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues 1 bedroom, 1 full bath, Pull-Out Queen Size Sofa, - Chef`s Kitchen w/ Granite Counters, Open Living, Max of 4 people The Park Street Flat is a freshly renovated urban flat located... View all property information
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    5 of 5 stars Reviewed April 7, 2014
    I went to Charlottesville for the marathon and did not want to be in a hotel room post-race (houses/apartments are just more comfortable). An excellent recovery choice! Very...
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    $575
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    1 / 18
    5 of 5 stars (4) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
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    • ?
    About this property
    This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues This lovely five bedroom four bath home is the perfect destination for your next getaway to Charlottesville. Conveniently located in the Farmington/Ivy area and to the wineries of... View all property information
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    5 of 5 stars Reviewed June 23, 2014
    Wonderful home for large extended family stay while in town for wedding. House is beautiful and comfortable - can't beat it...
    5 of 5 stars Reviewed October 28, 2013
    Crossfields was amazing! set amidst the Blue Ridge Mountains and Monticello Wine Trail, this gorgeous, well equipped 5 bedroom estate is the perfect house for bringing the...
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    $225
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    1 / 14
    5 of 5 stars (7) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Sleeps: 6 Bedrooms: 2 Bathrooms: 2 2 bedrooms, 2 full baths, sleeps max of six with pull-out sofa The Broadhead Mountain Retreat is located just a short drive from the city-limts of Charlottesville, taking you out of town, while still overlooking it. Broadhead, completed in 2011, offers modern... View all property information
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    5 of 5 stars Reviewed September 15, 2014
    Many thanks to Stay Charlottesville who arranged our stay at the beautiful Broadhead Mountain Retreat. The view was gorgeous, the house was extremely comfortable and well...
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    $285
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    1 / 12
    5 of 5 stars (3) Excellent
    2 Bedrooms / 5 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues 2 Master Suites, 3 full baths, Living Room with Queen Size Pull-Out, sleeps 6 If you're in the mood to take in beautiful atmosphere at the Farmington Country Club, get a delicious... View all property information
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    5 of 5 stars Reviewed July 12, 2013
    Beyond wonderful. A visit to my college town with friends to see more friends & have a great time. Playing bocce ball with the gargantuans, all of us former student-athletes...
    5 of 5 stars Reviewed July 6, 2012
    Great vacation house - very comfortable, roomy, elegant furnishings and kitchen, nice deck with outdoor fireplace. Only a short drive from downtown Charlottesville and UVA. A...
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    $195
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    1 / 12
    2.5 of 5 stars (3) Poor
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Sleeps: 5 Bedrooms: 3 Bathrooms: 1.5 3 bedrooms, 1 full bath, 1 half bath, sleeps maximum of 5 people. Looking for somewhere to stay that feels like home? You'll love this gorgeous, spacious 1900sf brick Victorian home in the desirable Belmont neighborhood of Charlottesville, one block... View all property information
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    $225
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    1 / 17
    1.5 of 5 stars (2) Terrible
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This property is managed by Stay Charlottesville Management Group - Vacation Homes | Wine Tours | Event Venues 3 bedrooms, 2.5 baths, and sleeps up to 6 people. Located in the popular Belmont neighborhood, this abode is just a short stroll away from the Downtown Mall and the Charlottesville... View all property information
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    1 of 5 stars Reviewed November 5, 2013
    We had a really awful experience with this company. I advise you try Air BnB, Home Away, or VRBO instead. I won't be using this company ever again. Here's why: 1) THEY ARE...
    2 of 5 stars Reviewed June 9, 2013
    Stayed here with family. Actually booked a different location, a rural retreat, but on the day we were supposed to check in, the rental company, Stay Charlottesville, called to...
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    $175
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    1 / 13
    4 of 5 stars (5) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Country getaway on a 220 acre working horse and hay farm with quarter horses and wild mustangs. Watch the trainers work with the mustangs, or wander around the woods and fields, taking in the fresh air. Centrally located -- 25 mi to UVA, 20 mi to Monticello, 29 mi from Montpelier, 20 mi to Ash... View all property information
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    4 of 5 stars Reviewed October 9, 2014
    My family stayed at Ana Valley for a month between assignments and had a wonderful time. Jogging on the large property boundaries, enjoying the horses, and meeting the caretakers...
    5 of 5 stars Reviewed October 2, 2014
    We were made to feel at home from virtually the minute we arrived. We were greeted by Amanda within a couple minutes of arrival, and she was available to answer any questions we...
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    $205
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    1 / 21
    5 of 5 stars (23) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    IGNORE THE RATE QUOTED BY FLIPKEY. IT IS USUALLY MUCH HIGHER THAN THE ACTUAL RATE. Click on Rates above to see our rate schedule. The longer you stay, the cheaper the daily rate. Country Cottage, 2 Bedrooms, 1 Bath (Sleeps 4, 5 if someone wants to sleep on the couch) We are very pet friendly.... View all property information
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    5 of 5 stars Reviewed December 1, 2014
    We had a wonderful time visiting vineyards, exploring the woods with our dogs and dining in Charlottesville. The cottage is in a good location…very close to many wineries and a...
    5 of 5 stars Reviewed October 25, 2014
    If there is one thing I could say about this vacation it was that I definitely never wanted to go home and I wasn't ready to go home when I had to leave. This cabin was a true...
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