Vacation Rentals By Owner In Charlottesville, VA

Summary:brbrWelcome to High Street Inn, an exquisite six-bedroom villa nestled in the heart of downtown Charlottesville.brbrbrbrThe Space:brbrWelcome to the McIntire Room at High Street Inn, a private room in the High Street Inn, an exquisite six-bedroom villa nestled in the heart of downtown Charlottesville.brbrbrbrThis hidden gem offers unparalleled access to the vibrant energy of the city, with thebrbrDowntown Mall just a five-minute stroll away and West Main Street only seven minutes on foot.brbrAs you arrive, you'll be greeted by the charm of a beautifully preserved Mediterranean villa, dating backbrbrto the 1900s. The stucco façade, adorned with classic Spanish tiles, opens up to lush gardens, privatebrbrterraces, and a meticulously landscaped outdoor patio—a true oasis in the middle of the city.brbrHigh Street Inn is entirely self-service, providing you with the utmost privacy and convenience. For thosebrbrreserving the entire property, the villa accommodates up to 14 guests, offering exclusive access to all itsbrbrluxurious amenities, including eight private parking spaces, a spacious kitchen, elegant living and diningbrbrareas, a coffee bar, entertainment spaces, and the serene outdoor patio.brbrIf you are traveling solo or with a small party, 5 of our rooms and suites are able to be rentedbrbrindividually. Each well-appointed room shares access to the villa's common areas, including the coffeebrbrbar, kitchen, living and dining rooms, entertainment spaces, and the tranquil outdoor patio. Whetherbrbryou're here for a weekend getaway or an extended stay, High Street Inn promises a perfect blend ofbrbrdowntown convenience, timeless elegance, and complete autonomy.brbrbrbrPlease note that the interior stairs are very narrow and fairly steep!brbrbrbrRoom configurations:brbrSelf Service Check-In / Check-outbrbrbrbrMcIntire Room: Second Floor - King Bed, Bathroom with ensuite Shower, Fireplace, Sitting Area, MinibrbrRefrigerator., Private Patio Entrance with outside stair access to lower parking areabrbrbrbrOther Things to Note:brbrBoth Keurig and drip coffee makers

Apartment

High Street Inn McIntire Room

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$250.53

brPerched on a hilltop overlooking mountains, a river and cattle , POP’S COTTAGE is a fully appointed, pet friendly , one bedroom guest cottage offering a location second to none in the heart of central Virginia s wine, brewery, bourbon and cider country. Pop s Cottage is 10 miles from UVA & within 3 miles from Pippin Hill Vineyard. brWine Enthusiast named Virginia as one of the Top 10 Best Wine Travel Destinations in the world, so make your reservation at Pop s Cottage today!brbrPlease note that no visitors and only registered guests are allowed to use this space day and night. The person who reserves the property must be the person checking in and will be responsible for all other guests in the group. Please note that there are 3 outdoor steps without a handrail leading to the entrance. For this reason we do not believe it would be suitable for anyone with mobility limitations. However I can provide a ramp. brbrThere are 2 EXTRA LONG twin beds set up as KING with a 3 memory foam topper. I do have a floor mattress and pack-n-play if you’re traveling with a child. The cottage is 480 sq. ft. There is a $65 cleaning fee. brbrIf traveling with a canine companion there is an additional $100 fee for your FRIENDLY and WELL SOCIALIZED fur baby. My pups visit freely on our property so…No aggressive breeds allowed. Pups with leash aggression not allowed. REMEMBER TO RESERVE A SPOT FOR YOUR CANINE COMPANION WHEN BOOKING. If you are traveling with more than one dog I am happy to discuss the options. Crates welcome. There is a Fenced in 1/3 acre field which also houses our chicken coop and a non fenced yard directly in front of Pop’s Cottage has been used for visiting dogs. Just clean up after your pet. Please clean up paws before your pet enters the cottage and be mindful of the condition of the Cottage upon your arrival. brBook your stay today!brbrTWO DAY MINIMUM IF BOOKING ON A FRIDAY OR SATURDAYbrWEEKLY STAYS NEGOTIABLEbrEXTENDED STAYS NEGOTIABLE AND LIMITED TO 2 GUESTS

Cottage

Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$496.81

Discover the beauty of Charlottesville from this 3-bedroom renovated farmhouse. Guests will find two king beds, two cozy twin beds and a crib, perfect for a restful night. The farmhouse features two updated bathrooms with refreshing showers to start your day right, and updated kitchen, dining room with seating for 6, and a cozy living room. Step outside and soak in the serene surroundings that make this property truly special:brbr- brand new in-ground poolbr- small fully finished backyard work studio (with its own fiber internet)br- large semi-finished 1500 sqft backyard garage studio with flat screen TV, comfy seating, and multiple desk spaces (also has its own fiber internet line)br- large, flat sodded sports fieldbr- views of the Blue Ridge Mountainsbrbr5-30 minutes from award winning wineries and breweries! brbrKing Family Vineyards: 8 minbrPro Re Nata: 5 minbrBlue Mtn Brewery: 11 minbrHazy Mtn Vineyards: 14 minbrThe Brewing Tree: 15 minbrBold Rock Ciders and Devils Backbone Brewery: less than 30 minbrWintergreen Resort: 40 minbrUVA Hospital: 23 minbrBlue Ridge Parkway: 15 min

Country House

Modern Farmhouse with Pool and Creative Studio. Close to Breweries & Wineries!

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$260.65

Newly built addition to our home with private entrance, in a quiet and safe residential area, near UVa. Excellent walking neighborhood. Full kitchen with living area. Great for families- children 7 and older considered. Sleeps up to 4, with one double bed and one queen bed. The bedrooms open up to a balcony that overlooks the backyard.brbrConvenient, quiet and private apartment, with everything you need! Easy keyless check-in. Blazing wifi, 250 mps, more than ample speed to work from home, have multiple zoom meetings, or stream web content. Smart TV (for your Netflix/Amazon, etc). Note there is local broadcast channels only- NO cable. You can input signal from your laptop to the TV via an HDMI jack also. Bluetooth stereo- play your music from your phone.brbrCoffee, tea and food in the fridge or cupboards is for you to enjoy. Outdoor balcony outside of bedrooms, looks out into backyard. Plenty of overhead fans inside and out.brbrKitchen has a superfast induction stove and compatible cookware. High quality filtered tap water. New appliances.brbrGreat central location, close to most everything in town, including the University, without the noise. Many excellent restaurants nearby. Blocks away from Barracks Road Shopping Center (more restaurants, pharmacy, shopping) and Dairy Market. Easy driving distance to local breweries and wineries.brbrGarden courtyard- you can have some of our homegrown tomatoes, in season.brbrFeel free to let us know about any needs you have. We are happy to help with information or amenities.brbr*** Please note with winter weather that we will do our best with shoveling but cannot guarantee a completely clear walkway/driveway during your stay,brIf you do have concerns about slipping/falling you may not want to reserve as there are four outdoor stairs down, and one step up to the front stoop, although the walkway is close to your parking spot. ***brParking in driveway for 1 car; advance notice needed if you need parking for 2 cars in driveway which may not be available. Additional street parking always available. Bedrooms open up onto your own balcony, which is adjacent to our family patio. Please do not use the trampoline.brbrThis is a duplex; we live in the other half. Shared driveway, separate entrances. The units are acoustically separate, due to a large storage area in between the units. However, we are readily available to assist you!brbrPrice includes Charlottesville occupancy tax (9%) plus Virginia sales tax (5.3%).brbrThere are five cameras (video and audio) in the backyard, aimed at the chicken coop area. (About 6 hens are in a corner of the backyard.) None are aimed at the rental. It is conceivable that very loud audio from your back balcony could be picked up by these cameras. Cameras will be on and recording. There are none in the apartment.brbrAgain, please note that the TV has no cable (antenna only) and there is no smoking anywhere on the property. No parties or events, please. Also, wood stove is strictly off-limits to guests.

Rugby Road Residential -RRR- near UVa and downtown

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$472.06

Discover the beauty of Charlottesville from this lovely 2-bedroom house. With a king bed, a queen bed, and 3 bathrooms featuring a bathtub and shower, guests will feel right at home. The living room with a sofa bed provides additional space for relaxation. Kickback, relax, and enjoy everything Charlottesville this house has to offer. The property also has two full pickleball courts (additional charge) and a bocce ball court next to a quite large swimming pool.

Charming Charlottesville 2 bedroom house with Pickleball, Pool & Bocce Ball

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$252.62

Wandering Bear’s Cottage is a private, newly built 2-bedroom cottage located on the same wooded property as Wandering Bear’s Den, while offering its own larger separate space, parking, entrance, and privacy. Set ½ mile off the main road, the cottage provides a peaceful, comfortable retreat surrounded by nature.brbrThe cottage is thoughtfully designed to accommodate families or small groups and includes two private bedrooms, a full bathroom, a comfortable living area, a laundry room, and a kitchen. The kitchen has a large dining table, a refrigerator, convection oven and Keurig coffee maker, sink, stove, and microwave. All essentials are provided, including utensils, pots, cups, mugs, wine glasses, and bottle and can openers. Ample parking is available, and guests enjoy private entry with self check-in.brbrHigh-speed Wi-Fi is available throughout the cottage, making it well suited for both short and extended stays.brbrThe location mirrors that of Wandering Bear’s Den—just 6 miles from both Charlottesville and Crozet, with easy access to UVA (11 miles) and Downtown Charlottesville (13 miles). Many popular Central Virginia destinations are within a 20-minute drive, including Star Hill Brewery, Blue Mountain Brewery, King Family Vineyards, Monticello, Carter Mountain, Afton Tunnel, and Chiles Orchard & Farmers Market.brbrOutdoor lovers will appreciate convenient access to the Blue Ridge Parkway, Shenandoah National Park, Skyline Drive, and the Appalachian Trail.brbrWandering Bear’s Cottage is ideal for families, two couples, or guests planning longer stays who want a quiet, wooded setting close to Charlottesville’s wineries, outdoor adventures, and cultural attractions.brbrSafety & Property NotesbrThe property has a security camera monitoring incoming and outgoing traffic onlybrNo cameras inside the cottagebrPrivate entrance and self check-in

Cottage

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom

Charlottesville, Virginia, United States

Bed

Bath

4

Sleeps

$333.62

Recently listed w/ VRBO. Superhost on AirB&B - 5 Star Rating after 185 Reviews. Beautiful views on 14 acres offer the closest proximity to Monticello (4 minutes away). Jefferson Vineyard (1 min), Ash Lawn (3 min), Carter's Mountain & Michie Tavern (5 min), Downtown Open-Air Mall (14 min). Relax with a cold drink on the front porch or enjoy views of the mountains and pond from the back deck. There is plenty of space to breathe here. Feel free to snack on whatever we have. Great views & country feeling but close to everything. Relax & make yourself at home! Note that the 4th bed (queen) is located in the sitting room off the master bedroom. This home has full kitchen & laundry facilities.

Country House

Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland

Charlottesville, Virginia, United States

3

Bed

Bath

8

Sleeps

$120.75

Bright, Quiet Cottage | Walk to UVA Hospital | Ideal for Mid-Term StaysbrbrSet in a safe, quiet residential neighborhood just steps from UVA, this light-filled private cottage is designed for comfort, convenience, and extended stays—perfect for travel nurses, physicians, and professionals on assignment at UVA Hospital or Fontaine Research Park.brbrThe studio cottage features vaulted ceilings and oversized windows, creating an airy, sun-filled space that feels open and relaxing after a long day. Thoughtfully designed and furnished for longer stays, you’ll find everything you need to feel at home from day one.brbrWhat you’ll love:brbrWalkable location to UVA Hospital, UVA Grounds, Fontaine Research Park, Scott Stadium, and the Corner. Approximately 15 minute walk to grounds and the hospital or very short bike ride. brbrFully equipped kitchen with modern, high-end finishes—ideal for cooking at home.brbrComfortable queen bed and sitting areabrbr Walk-in closet with built-in shelving for easy unpacking.brbrWasher & dryer in unit—a must for extended stays.brbrTV with streaming brbrFast and reliable fiber optic internetbrbrSpacious front porch with partial mountain views—perfect for morning coffee or evening unwindingbrbrDespite being close to restaurants, coffee shops, and nightlife, the cottage remains peaceful and private, offering the best of both worlds: easy access to UVA and a calm place to recharge.brbrWhether you’re here for a 4-week contract or a multi-month assignment, this cottage provides a comfortable, walkable, and stress-free home base in Charlottesville.

Cottage

Cavalier Cottage - Walk to UVA Grounds and Hospital!

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$180.61

Summary:brbrLocated on the Ground Level of the Historic Main House 3-story BuildingbrbrbrbrThe Space:brbrExperience Historic Elegance & Modern Comfort in Downtown Charlottesville!brbrbrbrRoom #3 - Main Building ground levelbrbrbrbrStep back in time at this beautifully restored historic estate, The 200 South Street, offering a truly unique self-guided stay. Just steps from the vibrant Downtown Mall, you'll find a private king bedroom perfect for couples or solo travelers seeking a peaceful retreat with all the amenities of a home, and the freedom to explore Charlottesville at your own pace.brbrbrbrUnique Features & Why You'll Love It Here:brbrbrbrSelf-Guided Stay: Enjoy ultimate privacy and independence with easy self-check-in and no front desk staff, allowing you to relax on your terms.brbrPrime Downtown Location: Walk out your door and you're just steps from the shops, restaurants, and entertainment of the famous Downtown Mall.brbrOutdoor Pool: Unwind after a day of exploring by taking a refreshing dip in our beautiful 10x20 ft outdoor pool.brbrHigh-Speed WiFi: Blazing-fast 250+ Mbps WiFi ensures you can work remotely, stream movies, and stay connected with ease.brbrThe SpacebrbrYour private King Room is located on the ground level of the main building. The room features a plush King bed with luxury linens and a smart TV for your entertainment. The private ensuite bathroom is equipped with a shower and a hairdryer for your convenience. Fireplace is not for guest use, decorative onlybrbrbrbrGuests have full access to the common areas of the main house, which are designed for comfort and connection. The chef-designed kitchen is a highlight, equipped with modern appliances, a Keurig coffee maker with KCups provided, a blender, and a full-size dining room. The cozy living rooms offer ample seating for relaxing, and the laundry facilities and ice machine are available in the cottage.brbrbrbrLocation & Nearby AttractionsbrbrbrbrNestled in the heart of Charlottesville's historic downtown, The 200 South Street is a gateway to the city's best attractions. The Downtown Mall is a pedestrian's paradise, home to a mix of eclectic antique shops, boutiques, bookstores, and cinemas. A short drive away, you can visit Thomas Jefferson's iconic Monticello or explore the prestigious University of Virginia.brbrbrbrLocal Gems & Insider TipsbrbrbrbrThe Jefferson Theater: Catch a show at this historic live music venue on the Downtown Mall.brbrThe C&O Restaurant: A local favorite for fine dining and a romantic atmosphere, located a few blocks away from the property.brbrSaunders-Monticello Trail: Take a peaceful hike or bike ride on this beautiful trail with stunning views of the surrounding area.brbrGuest AccessbrbrGuests have private access to their individual King Room and full, shared access to the main building's common areas, including the kitchen, dining room, living rooms, and laundry facilities. The patio and outdoor pool area are also available for all guests to enjoy.brbrbrbrGuest Experience & Your HostsbrbrbrbrWe've designed The 200 South Street to be a tranquil, self-guided experience. Although there are no on-site staff, our dedicated team is available 24/7 by phone to answer any questions or provide assistance. The phone number will be provided with your check-in instructions. We're committed to ensuring your stay is seamless and memorable.brbrbrbrOther things to notebrbrbrbrThe historic C&O Railroad passes just behind the pool and parking areas.brbrOn-site parking for 13 vehicles is available on a first-come, first-served basis, including multiple EV chargers.brbrThe property has multiple stairs, please note this if you have mobility concerns.brbrProfessionally cleaned with enhanced cleaning protocols between each guest stay.brbrGetting AroundbrbrThis property is highly walkable, with the entire Downtown Mall just steps away. For longer trips, Uber/Lyft are readily available. On-site parking makes it convenient if you plan to explore the surrounding area by car.brbrbrbrBook your historic Charlottesville getaway today!

Hotel

Historic Downtown Boutique Hotel with King Bed

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$204.57

Sleeps 4 up to 5 people (Max 5 adults)brbr• Indoor pool + whirlpool br• Breakfast Buffet (Complimentary)br• Evening Socials: (Complimentary)br• Laptop-friendly spacebr• Air-conditionedbr• Flatscreen TV / DVD playerbr• Wi-Fi (Complimentary)br• Fitness Center: 24-hourbr• Business center: 24-hourbr• Parking (Complimentary)br• On-site guest service teambr• On-site washer and dryer (Self-serve)br• On-site dry-cleaning servicebrbrA studio in Charlottesville! The home of Edgar Allan Poe or Thomas Jefferson. Pick fresh, crisp apples at Carter Mountain Orchard, or take a tour of the Virginia Discovery Museum, or the Walton’s Mountain Museum based on the hit TV show! Local horse race at Foxfield Racing Associates. Playing 18 holes of championship golf with ACC golfers at Meadowcreek and Birdwood golf courses.brbrBedding Configuration:brbr• Studio with 2 Queen bedsbr• Pull-out bedbrbrKitchen:brbr• Stovebr• Microwavebr• Dishwasherbr• Refrigeratorbr• Cooking utensilsbr• DishesbrbrBathroom:brbr• 1 Bathroombr• Hairdryerbr• Towelsbr• Complimentary toiletriesbrbrOTHER THINGS TO NOTE:brUpon arrival:brbr• A damage deposit will be processed as a pre-authorization on your credit card and will be released after your departure provided there is no damage, items missing, or extra cleaning requiredbrbrImportant Notesbrbr• Access to all amenities depends on the current situation and government instructionsbr• Indoor pool + whirlpool: Shared (Public), Heated: Open | 8AM - 10PMbr• The Evening Social is offered Monday-Wednesday from 5:30pm-7:00pm to include a light bites, beer, wine and soft drinks depending on availabilitybr• A light housekeeping service is provided from Monday to Friday and a full cleaning is provided every 7 daysbr• A number of these units are available, and each is individually decorated. The images shown are a representation of the unit you will receive. At check-in, you will receive a unit of the same type as shown in this listing, complete with the advertised size and number of rooms, but the actual decor in the unit, view, and furniture layout may differbr• By booking this property in Staybridge Charlottesville Airport you agree to our house rules, health & safety and cancellation policiesbr• You will receive a copy of an Arrival Information after confirming your reservationbr

Apartment

Near University of Virginia + CHO

Charlottesville, Virginia, United States

Bath

5

Sleeps

$493.06

Nestled down a half mile gravel road you will find a peaceful serene home surrounded by the great outdoors without another house in sight. Conveniently located only 6.8 miles from downtown Charlottesville this charming 3 BR / 3.5 Bath country retreat comes with all the amenities of modern life. There are four wineries within 6.5 miles of the house as well as historic sites such as Monticello & Ash Lawn which are each about 5 minutes away. The house is bright and airy, features all hardwood flooring throughout, a large kitchen, screened in porch and separate outdoor seating area by a babbling fish/frog pond. Below the house is a fire pit surrounded by 8 Adirondack chairs as well as directly accessible walking and horse trails through bordering land which is under conservation easement. brbrUpstairs there are three bedrooms. The master is very spacious and bright with a king bed, large, padded headboard and its own full bathroom and tub and 65 inch Smart TV mounted on the wall. brThe second bedroom features a queen bed and is very bright and airy surrounded by windows. The third bedroom features two twins and both of these bedrooms share a full bath which features fully tiled and glass enclosed shower. brbrFinally, in the walk out basement there queen-size pull-out sofa bed, gaming/poker table, 65-inch Smart TV, dart board and complete with its own full bathroom with glass enclosed tiled shower. All bathrooms are supplied with salon grade shampoo, conditioner, hand soap, towels and washcloths.brbrOn the main floor there is a 65-inch smart TV and sitting room with a large bay window looking over the yard to the woods. Also in the room is a piano and wood burning fireplace with two cozy wingback chairs. brbrThe kitchen is bright and large and well equipped with a large sink, dishwasher, disposal, gas range and an assortment of high quality cookware/knives. For coffee lovers there is Keurig Machine (several K-cups provided) or a 12 cup Cuisinart drip Coffeemaker. Also provided are a large variety of spices and basic cooking necessities such as sugar, flour, salt, pepper, cooking oils, vinegars, etc. The kitchen has its own breakfast seating area or you can wander out the back door and relax in the screened in porch. The dining room, visible from the kitchen, comfortably seats six, although you could squeeze eight. brbrMuch of the nearby land behind the house is all under conservation easement and you may enjoy taking one of the many walking/horse trails which are quite extensive. There is a full vegetable garden and small orchard on property which I maintain. You can relax in the outdoor seating area by the fish pond to the sounds of babbling water in the background or lounge in comfortable Adirondack chairs under the tall surrounding oak trees while enjoying the fire pit. This is truly a ‘get away’ retreat and you will leave feeling relaxed and recharged!brbrCheck in time is 4pm and checkout is 11am, although special arrangements can be made if the schedule allows for it.brbrNearby Attractions include:brJefferson Vineyards - 1.3 milesbrJefferson's Historic Monticello - 2.6 milesbrJames Monroe's Ash Lawn - 2.6 milesbrMichie Tavern - 3.9 milesbrClifton Inn - 4 milesbrCarters Mountain Orchard - 5.5 milesbrGabriele Rausse Winery - 5.6 milesbrDowntown Charlottesville - 6.8 milesbrTrump Winery - 6.5 milesbrBlenheim Winery - 6.5 milesbrKeswick Vineyards - 12.8 milesbrbrNotes to mention: brA complimentary local bottle of wine is included with each booking!Maximum of 8 adults (No parties or events permitted without authorization of owner)brFresh Bed Linens/Pillows/Towels are all provided. brShampoo, conditioner, soap are provided in each bathroombrFirewood is split and stacked outside the doors during the winter for use.brThe 1/2 mile gravel road leading to the house is private and therefore not plowed in the winter. The road is flat but I would recommend a 4x4 in the event of winter weather.

Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$329.56

Experience Charlottesville like a local in this fully renovated 5,000 sq. ft. building. Original structure built in the same year (1805) that British Admiral Horatio Nelson led the British fleet against the French navy at Trafalgar. Guests have private, secure access to the top floor, a fully equipped unit with additional 'getaway' loft room for another bed or reading or secluded office space .... or ..... The booked space (the entire second floor) offers 1 queen bed and 1 'full size' futon, plus 2 single cots if necessary perfect for a single, couple or small family. Enjoy the peaceful atmosphere and brilliant decor throughout. With 2 bathrooms (one full and one half with a third half bath available) and an additional office space with a single bed, this rental provides all the comforts you need. Feel free to reach out during your stay - happy to suggest local spots to check out. Owner is 45 year resident and knows all the stories; house has the history (original builder, John Jordan, built this house before finishing the construction of Thomas Jefferson's Monticello).brEntrance is off the free parking on West side of building; you enter through a 'mini museum' featuring a look at the original features of a grand house built in the time of Jefferson and Madison.brManagement is on site and available at a moment's notice.brPlease contact Owner to ensure this unique property has what you are looking for.

Comfy 2-bedroom plus loft historic building renovated, convenient to everything

Charlottesville, Virginia, United States

Bed

Bath

4

Sleeps

$154.14

Enjoy your stay at this peaceful and centrally-located home. Experience comfort and convenience at our charming detached home in Locust Grove, perfect for your next getaway. Just a mile away from downtown Charlottesville, and a short drive the University of Virginia, entertainment, and other fan activities like wineries, breweries, wedding venues, hikes, and sightseeing.

Charming 3-bedroom house in Locust Grove Neighborhood of Charlottesville

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$601.71

This charming 1940s home embodies the essence of Virginia, adorned in classical furnishings and located in the desirable Rugby neighborhood close to the University of Virginia. Comfort and style are the core of GreenLeaf, which features a fireplace and lovely backyard, located less than 2 miles to UVA, Barracks, and downtown Charlottesville. The home's flexible design with three queen beds and a separate twin annex is perfect for families, alumni, and wedding guests. brbrThe front door opens to reveal original parquet wood floors and a welcoming foyer. To the right is the updated kitchen that has everything one needs to prepare a full meal plus a designated wine refrigerator and bar seating. The dining table has space for 4 plus two soul-warming club chairs that you could read a whole book in. In the living room, you'll find plenty of seating and a large smart TV. The primary Queen bedroom is located on the main level as is the main full bath of the home - note the main bath is a bit narrow due to the older design of the home. Upstairs features a second private bedroom with a Queen bed, plus an open loft with a cozy third Queen bed and a couch.brbrOutside the living room, the large bricked patio and backyard are perfect for gathering. The outdoor space features a gas grill, dining table, umbrella, and grassy area. Just off the patio is the detached annex with a twin bed and a second small bathroom with a shower. Parking is available in the driveway with room for 3 vehicles. Greenleaf Park is just around the corner, perfect for some extra space to play.brbrUp to one well behaved, house trained dog is allowed with a $150 pet fee. Prior approval is required.brbrHosted by Guesthouses

GreenLeaf | Close to UVA and Downtown, Sleeps 7 with Yard!

Charlottesville, Virginia, United States

3

Bed

Bath

7

Sleeps

$799.42

Relax with the whole family at this peaceful place to stay in Charlottesville. The House Located 1 mile away from Charlottesville Albemarle Airport, 8 miles to UVA Hospital and 8 miles from The University of Virginia. We've selected great mattresses, bedding, new Kitchen wares. br We have 1 car parking garage and an additional 1 parking infront of the House.

The Newly Built Townhouse

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$253.79

This is our newest and second vrbo on our property. This barn studio, the Milton View, sits on a 5-acre parcel that once was included in the adjacent 64-acre farm. It is located about 100 yards from our main house and also houses our other vrbo, the Hidden Gem, which is located on the other side. It's a great place to enjoy a peaceful morning sunrise with a cup of coffee on your private covered porch or a glass of wine in the evenings watching the sun go down. Although you will feel like you are in the country, we are only a short 15 minute drive to city center. We are two minutes from the renowned Clifton Inn, a popular wedding destination and 5-star restaurant. Thomas Jefferson’s Monticello is a 7 minute drive and wineries are all around the area. The Milton View boasts a custom tiled walk in shower, king size bed and polished concrete floors. I pride myself on providing a clean, comfy space. I grind my own favorite local coffee been from Greenberry’s prior to each arrival for my guests to enjoy. In season, enjoy our own private swimming pool while taking in the mountainous view. All guests have access to use the pool. Please let us know if you will be using the pool past 6:30 pm as we like to swim laps then and can adjust. Pool is seasonal usually opens late April and closes end of September. Inquire for exact dates as weather can change these schedule. brAlso, Liability Waiver:brbrYou understand that swimming in the pool is at your own risk and that special risks may be involved with swimming. You accept full responsibility for any bodily harm arising from swimming and hold the owner harmless. You agree to use only plastic cups (provided) when drinking liquid in the pool area.brYou agree to be fully and solely responsible for any accidents you may incur. You understand the risk put forth above and agree that you will assume all responsibility. You agree to waive any claim whatsoever against the owner for accidents or claims arising from swimming. In booking this all guests agree to this Liability Waiver.

Apartment

Barn Studio in country setting but close to town

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$250.82

Welcome to our historic home in the Court Square District of downtown Charlottesville.brPerfectly positioned for exploring the city on foot, this home places you just steps from Charlottesville’s most loved destinations:brbr-3-minute walk to the Downtown Mall, a vibrant pedestrian corridor filled with restaurants, cafés, live music, theaters, and local shopsbrbr-Short drive or ride to the University of Virginia, UVA Hospital, and area sports venues—ideal for game days, graduations, and campus visitsbrbr-Easy access to the Monticello Wine Trail and the scenic Blue Ridge MountainsbrbrInside, you’ll find 12-foot ceilings, off-street parking, and a thoughtfully updated interior that blends historic character with modern comfort.brbrThis classic Charlottesville architectural gem features two spacious bedrooms (King + Twins), abundant natural light, and original detailing throughout. Enjoy a brand-new, fully remodeled kitchen and a charming indoor sunporch, perfect for morning coffee or unwinding after a day downtown. Experience the best of downtown C’ville living in a home that feels both timeless and welcoming.

Condo

Historic Court Square Walkable 2-bedroom Condo in Downtown Charlottesville

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$681.04

brbrWelcome to your Home Away From Home centrally located in Charlottesville. This fabulous property is just a short walk to UVa's medical and academic campuses, the historic downtown mall, and cute shops and restaurants in between. It boasts 4 bedrooms, including 1 king bed, 2 queen beds, and 1 twin bed. There are three full bathrooms all equipped with amenities such as a : shower - bath tub combination, hair dryer, make -up wipes, shampoo, conditioner, body wash, and hand soap. br brUpon arrival, guests will receive their access code for the duration of the reservation.

Your Centrally Located C-Ville Home Away From Home Vacation Rental

Charlottesville, Virginia, United States

Bed

Bath

Sleeps

$733.43

Welcome to Rivanna Estates—A Historic Country Retreat on 42 AcresbrbrNestled in the heart of Virginia wine country and surrounded by sweeping views of the Blue Ridge Mountains, this historic 42-acre estate offers a serene escape just minutes from Charlottesville. brbrThis spacious and charming home features 4 bedrooms: two with queen beds, one with two twin beds—all located on the main floor—and a private queen bedroom upstairs. The second floor also includes a fully equipped kitchen, a cozy living room, and a dining area perfect for gathering.brbrThe lower level is designed for both relaxation and fun, offering a private yoga studio, game room, and walkout patio with outdoor seating and a charcoal grill.brbrEstate Amenities:brPool (seasonal)brTwo pickleball courts (fee based)brBocce ball and cornholebrYoga studio and game roombrExpansive mountain viewsbrbrLicensed & Safety-InspectedbrWe are fully licensed by Albemarle County and undergo annual fire inspections. The home is equipped with:brSmoke detectors, fire extinguishers, fire laddersbrEvacuation maps and emergency contact infobrFirst aid kits and fire blanketsbrAED (Automated External Defibrillator) on-sitebrbrWhether you’re planning a family getaway, retreat, or special event, Rivanna Estate offers the perfect blend of privacy, comfort, and country charm.

Country Estate with Pickleball & Views, 4-bedroom house in Charlottesville

Charlottesville, Virginia, United States

4

Bed