Vacation rentals in Overton

4.98 out of 5 average rating, 191 reviews

A well-organized kitchen countertop features a variety of snack packets displayed on a white cake stand. A set of knives, scissors, and utensils are neatly arranged on a magnetic strip on the wall, complementing the granite surface and white appliances.

Apartment in Belmont

Belmont BnB ~ 2BR/1BA ~ Comfort & Convenience

Welcome to our well-appointed, centrally located 2 BR/1BA apartment! This cozy spot, with comfy queen beds, full kitchen, and cottage garden is a perfect homebase to relax in after a day of exploring. Set out on foot to: • Belmont Park (2 blocks) • Belmont Restaurants (15 min) • The Rivanna Trail (5 min) • The Downtown Mall (20 min) Short drives to Monticello (< 4 mi), grocery stores (1-2 mi), and UVA (2 mi). Your hosts are readily available in the above apartment should you need anything!

Farm stay in Charlottesville

A spacious farm apartment is set among rolling hills, with lush greenery and various plants surrounding the property. Natural light floods the scene, highlighting the well-maintained garden and a nearby vehicle parked in the driveway, all beneath a clear blue sky.

4.88 out of 5 average rating, 236 reviews

Green Willow Farm apartment near Monticello

*Winter update: Jan/mid-March. Our fairly long flat gravel driveway is hard to navigate in snow. AWD, or heavier cars, are helpful. We will shovel some, allow sun to melt the remaining. FYI when booking. Spacious farm apartment(walkout apt below our living space) in the rolling hills of Virginia. Galley kitchen. Large fireplace. Private entrance. Stone patio. Close to downtown Charlottesville and UVA(+/- 8 miles). A few miles from Monticello, Many vineyards, and Carter's Mountain Orchard.

Guest suite in Charlottesville

A bright bathroom features a glass shower enclosure and a modern toilet. White towels are neatly stacked on a shelf, while a full-length mirror reflects the light from the window. Additional storage is provided by cabinetry and a radiator.

4.99 out of 5 average rating, 216 reviews

Private Cozy Twin in Historic Home on edge of UVA

Lise and I are excited to offer the beauty and convenience of our historic home to guests coming to Charlottesville. This has been our family home for more than 25 years and we welcome you into it. Our location is ideal to walk to UVa grounds : * JPJ Arena (0.5m/15min) * UVa Rotunda (0.6m/14min) * “the Corner” restaurants/shopping (0.6m/14min) * Scott Stadium (1.1m/27min). The nearby free shuttle provides easy access to Downtown Mall restaurants, shopping, music venues, etc.

4.9 out of 5 average rating, 651 reviews

A doorway opens to a small hallway leading to a wooden ladder positioned against a wall. The space features light gray walls and warm wooden flooring, enhancing a sense of simplicity and functionality.

Apartment in Belmont

BELMONT DESIGNER APARTMENT- CVILLE CHARM

Renovated luxury apartment with private entrance. Gourmet kitchen for entertaining or having a relaxing weekend away! We are steps away from Belmont with some of the best rated restaurants in Cville. Also, you are a 5-10 minute walk to The Historic Downtown Mall. Great OPEN space to come back relax with private porch. The space: - Designer/Luxury Apartment - Quiet neighborhood - Parking - Walking distance to DTM - Sleeps 4 - Great for cooking - Soundproofed - Washer & Dryer

Guesthouse in Charlottesville

The outdoor tasting area features several large wooden tables with purple umbrellas, providing shade for guests. Rolling barrels are placed nearby, contributing to the winery's rustic charm. The building's modern design is surrounded by tall, lush trees, creating a natural backdrop.

4.91 out of 5 average rating, 148 reviews

The Cottage at Eastwood Farm and Winery

The Winery Cottage at Eastwood Farm and Winery is located on the historic Woodland estate, built and owned by Jefferson builder, John Dunkum in 1810. Our 78 Cville acres include our family’s winery with indoor (year round) and outdoor (Apr-Nov.) tasting rooms, extensive wooded trails, incredible mountain views and apple orchard. Nestled on the same ridge as Monticello, Carter's Mtn, Jefferson Vineyards, Blenheim and Trump Vineyards. Five minutes to Belmont and Downtown Mall.

4.97 out of 5 average rating, 103 reviews

An aerial view of a grand historical building is surrounded by lush greenery. The structure features a distinctive architectural design, with a circular entrance and multiple columns. Rolling hills and a serene landscape are visible in the background, highlighting the natural beauty of the location.

Home in Charlottesville

Unit 1_Expansive Luxury Suite for up to 4 Persons

Take a journey to Albemarle County and experience historical sites and luxurious accommodations. Sonsak is uniquely situated on the Thomas Jefferson Parkway; nears area's most celebrated landmarks, including Monticello - Home of Thomas Jefferson, directly across Michie Tavern and near Ash Lawn - Home of James Monroe, Carter Mountain Orchard and numerous Vineyards. Embark on a 'Journey Through Hallowed Ground', an unforgettable experience that's packed with history and beauty.

4.99 out of 5 average rating, 428 reviews

A person is seen holding a large turkey close, with a backdrop of grassy fields and a fence. A few goats can be spotted grazing in the background, completing the serene farm setting.

Tiny home in Scottsville

Rare Find: Private Animal Sanctuary & Tiny Cottage

For animal lovers seeking an exclusive and unique getaway, this boutique Airbnb in Scottsville offers a tranquil escape where guests can unwind in nature and connect with the sanctuary’s resident animals. Recognized by Northern Virginia Magazine, Trips 101, and Trips to Discover as one of Virginia’s most distinctive stays, this thoughtfully curated retreat features cozy furnishings, charming handcrafted details, and an expansive window that showcases views of the animals.

Cottage in Charlottesville

A modern gray sofa is positioned against a wall, adorned with two bright yellow pillows and a patterned black and white cushion. A potted plant adds a touch of greenery, while a glimpse of the bedroom is visible through wooden accents separating the spaces.

5 out of 5 average rating, 147 reviews

Honey B (Honey House 2) Newly renovated near UVA

Recently renovated, clean and comfortable with many amenities. Honey B has a lofty feel with the footprint of a small house. High ceilings and several skylights allow for light and privacy in the quiet neighborhood of Sherwood Farms. Located on the southwest side of Charlottesville, just 7 minutes to Scott Stadium, UVA campus, and restaurants, 10 minutes minus plus to historic downtown mall, Thomas Jefferson’s Monticello and central to many major wineries and breweries.

Guest suite in North Garden

A lush green landscape stretches across the image, showing grassy areas and a mix of trees in various shades of green. Rolling hills are visible in the background under a partly cloudy sky, contributing to a sense of openness and natural beauty.

4.97 out of 5 average rating, 315 reviews

Private & Spacious Apt Near Cville in Wine Country

Private apartment (for up to 4) in gorgeous southern Albemarle County - 1 mile from Pippin Hill & great launching spot for countless other wineries, breweries, cideries, hiking and everything else Cville has to offer! 750 sq ft with separate keyed entry for complete privacy includes large bedroom with king bed; living room with 60" TV, futon (sleeps 2), eating area, mini-fridge, Keurig & microwave; and large bathroom with two sinks. 15 minutes from downtown Cville.

4.92 out of 5 average rating, 244 reviews

A vibrant blue butterfly rests on a cluster of pink and green flowers. The delicate details of the butterfly's wings are visible, contrasting with the lush greenery and the various shades of foliage surrounding it.

Tiny home in Scottsville

Convenient Rustic Cabin near Wineries

I’m located 6 miles from Scottsville, 15 miles from Charlottesville, 25-30 minute drive. A pasture of cattle is not too far away you can hear the mooing at times and see sightings of deer quite often. It’s a private and quiet location. Two large rivers, James and Rivanna offer recreational activities. Rustic cabin, country located. Clean and cozy with a well stocked kitchen with all your cooking needs. If not, leave suggestions on what is missed. Thank you.

4.99 out of 5 average rating, 841 reviews

A charming cottage is nestled among trees, showcasing a sloped roof and large windows that reflect a warm glow from interior lighting. A wooden deck features seating and a grill, providing a welcoming entrance to the serene wooded setting.

Home in Keswick

Charming Cottage at Golden Hill

Enjoy our lovely handcrafted cottage in its wooded, peaceful setting with its new keyhole-style herb garden. Just a mile off the Keswick exit of I-64 near Charlottesville, UVA, Monticello, many wineries and historic sites, this conveniently located property includes walking trails, hilarious chickens, beautiful gardens and a new playset for children. High speed internet is an added bonus.

Superhost

A light blue bedroom is highlighted by a queen bed adorned with floral bedding and decorative pillows. An inviting armchair is positioned beside a floor lamp. Natural light filters through a window and a nearby door, contributing to a bright ambiance.

Guest suite in Charlottesville

4.81 out of 5 average rating, 1,140 reviews

Suite w/Pvt. Entrance+Screen Porch.

Cheery suite with private entrance, consisting of bedroom, attached private screen porch & private full bathroom. Attached to house, but entirely separate from rest of house. 1.6 mi. from downtown. Fridge, electric kettle, all-organic breakfast (coffee, hot donuts, fruit) included. Access to walking trails along Rivanna River just a few blocks away.

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Popular amenities for Overton vacation rentals

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Other great vacation rentals in Overton

An open kitchen and dining area is highlighted by wooden walls and a staircase leading to the upper level. A large table sits at the center, complemented by bar stools at the kitchen counter. Natural light pours in through multiple windows, enhancing the welcoming space.

Cabin in Charlottesville

4.86 out of 5 average rating, 7 reviews

The Cottage at Deer Ridge Farm

StaceyRating, 5 stars2 weeks ago

Great home in a very private and peaceful setting for a small family. It seemed very new and loved the wood. The beds were very comfortable. The added outside shower and patio was a bonus. The house had all the necessities to cook and clean up. Host was very informative and attentive. Very pet friendly with a dog bed as well. Loved taking walks in the property to the ponds. Would highly recommend.

4.83 out of 5 average rating, 663 reviews

A serene sleeping area features a spacious bed dressed in white bedding, flanked by two bedside lamps. Above the bed, natural light filters through two small windows, illuminating a shelf displaying houseplants and decorative items, set against a calming blue wall.

Private room in Belmont

Guest suite w/own entrance in garden cottage

KellyRating, 5 stars1 week ago

Liz's place is my favorite stay when I visit Charlottesville! It is pleasant, clean, and cozy. And most importantly to me, it is in a quiet neighborhood just a quick drive to Grounds.

A cozy seating area features a round marble table surrounded by light-colored chairs. A microwave is present on a shelf, while sliding glass doors provide access to a screened-in porch, showcasing comfortable seating with blue accents.

5 out of 5 average rating, 39 reviews

Porchside Retreat - Private Entrance - 1 King Bed

TravisRating, 5 stars5 days ago

This is a top-tier option. I do hope to return. This is a great part of town to stay--residential but convenient enough to the "busy" areas. Thanks for a comfortable, relaxing space!

Superhost

A hallway is illuminated by a ceiling light, highlighting walls adorned with vibrant indigenous Shipibo art illuminated under black light. Various textiles and artworks create a colorful atmosphere along the walls, leading to a closed white door at the end of the corridor.

4.73 out of 5 average rating, 15 reviews

Peruvian art exhibit room 3

BarbaraRating, 5 stars1 week ago

Staying at Kevin's place was a joy!! Decorated with such interesting art and kitchen privileges provided all that was needed and then some... Would highly recommend this host and his accommodations. Will be back when in C'ville again... Thanks Kevin. Barbara Grove

A shared bathroom is presented, featuring a bathtub with a shower curtain and a circular mirror above a sink with a vanity. Gray towels and toiletries are neatly arranged, and the floor is covered with a patterned rug, contributing to a functional and clean space.

4.85 out of 5 average rating, 68 reviews

10 Minute Walk to UVA Campus & UVA Hospital Room E

RachnaRating, 5 stars2 weeks ago

Had a great stay! The place was clean, comfortable, and exactly as described. The host was responsive and made check-in super easy. Would definitely recommend and stay again!

Place to stay in Charlottesville

A covered porch features two white adirondack chairs and a green rocking chair, overlooking a grassy area with lush trees and a pond in the distance. The natural landscape creates a peaceful setting for relaxation.

4.99 out of 5 average rating, 305 reviews

Charlottesville Cottage-2 king beds

TravisRating, 5 stars3 weeks ago

This is a lovely place to stay, with a really nice balcony overlooking a peaceful little hill and lake. Kara was super responsive too, and the whole trip was smooth. Looking forward to coming back and staying there again!

A spacious living area features a dark sofa accented with orange cushions. A wooden coffee table is surrounded by various magazines and decorative items. Lush green plants are positioned around the room, and a large window allows natural light to illuminate the space.

4.88 out of 5 average rating, 81 reviews

Blue room with queen bed-Walk to Downtown

YuejiRating, 5 stars1 month ago

I had a wonderful stay in Raven's house. Beautiful, clean and cozy house. Very peaceful and quiet. I had a good sleep there. Very good Location, easy to park, close to all the places I want to go. And I love the necklace I bought from there. Highly recommended!

A wooden bench is positioned by a serene river, surrounded by lush greenery. Sunlight filters through the trees, casting gentle shadows on the water's surface. The tranquil scene invites peaceful contemplation amidst nature.