Holiday rentals in Charlottesville

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Top-rated holiday rentals in Charlottesville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Charlottesville

4.95 out of 5 average rating, 258 reviews

Bluebird Bungalow in Frye Spring- 2 bed, 1 bath

Come escape at this newly remodeled, 2 bedroom, 1 bath home with accommodations for 4. Conveniently located within walking distance of Scott Stadium, this house is in an awesome location! (Just under 2 miles from exit 124 on I 64.)Everything you will want to unwind for a weekend away or enjoy an extended stay. Well equipped kitchen with full-sized fridge, dishwasher, and glass top range. Keurig coffee pot, cookware, dinnerware, and silverware are all included. Convenient to the Va Wine Trail.

21–28 Jul

$199 SGD per night

Superhost

Home in Charlottesville

4.86 out of 5 average rating, 181 reviews

Cozy furnished 1 BR in C-Ville! No cleaning fee!

This 1 Bedroom fully equipped duplex is located less then 1 mile from the historic Charlottesville downtown mall. It’s also about 100 yards away from the Rivanna river which offers miles of walking/biking trails. It comes with WiFi, cable, fenced in yard, hammock, picnic table, tiled shower, kitchenette and washer/dryer. An air mattress is in the closet if you need to sleep an extra person or two. This 100+ year old super clean, no smoking, pet friendly house is unique and has great furnishings!

22–29 Mar

$189 SGD per night

Guest favourite

Guest suite in Charlottesville

4.97 out of 5 average rating, 339 reviews

2 King Beds/1XL Twin, 2 BDRM Apt Close to Downtown

Basement apt in a quiet neighborhood 1 mile from UVA Hospital and Downtown Mall and 2 miles from UVA. Two bedrooms (2 memory foam King beds new in Spring '24, a Twin XL bed, & a toddler bed), a full kitchen, coffee/snacks, washer/dryer, bathroom, toiletries, a living area with a Roku TV & Netflix, free parking, & a private entrance with a patio. Our guests love the value, amenities, & cleanliness! No smoking of any kind. Please read note about the slope to the entrance and potential for noise.

$173 SGD per night

Guest favourite

Guest house in Charlottesville

4.98 out of 5 average rating, 247 reviews

Renew @ Coniferidge.

Constructed in 2017 “ Renew” offers a peaceful, clean and simple space furnished with a comfortable modern mix style. It is situated a short distance from the main home and offers just the privacy you are looking for. This property, located outside beautiful Charlottesville Va. is an easy drive to restaurants, shopping, art, culture, wineries, history, parks and the Uva . Flat Screen Smart TV (use your logins to access your favorite sites ) NO pets - out of consideration of future guests

23–30 Jul

$179 SGD per night

Guest favourite

Guest house in Earlysville

4.98 out of 5 average rating, 318 reviews

Cottage at Frog Jump- woodland privacy at its best

Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.

26 Dec – 2 Jan

$128 SGD per night

Guest favourite

Guest suite in Charlottesville

4.99 out of 5 average rating, 158 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. We are on the edge of UVa Grounds, three (3) blocks from the UVa Rotunda and “The Corner” restaurants and shopping. And we are walking distance to John Paul Jones Arena & Scott Stadium. The nearby free shuttle provides easy access to Downtown Mall restaurants, shopping, movie theater, etc.

20–27 Sep

$147 SGD per night

Guest favourite

Flat in Charlottesville

4.89 out of 5 average rating, 176 reviews

Charming St. Charles

A beautifully renovated basement apartment in a family friendly neighborhood. Two blocks from our neighborhood park, with a connector to the Rivanna Trail. A 30 minute walk downtown, a bus stop one block away, & bike & scooter rentals make it much faster! Easy access to 250 bypass make Downtown & 29 North equally convenient destinations! Perfect for a couple with a young baby or toddler! Guests must acknowledge that our 6 year-old and footsteps from our living area can be noisy!

20–27 Aug

$125 SGD per night

Guest favourite

Flat in Charlottesville

4.9 out of 5 average rating, 567 reviews

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

15–22 Aug

$176 SGD per night

Guest favourite

Tiny home in Scottsville

4.99 out of 5 average rating, 347 reviews

Rare Find: Private Animal Sanctuary & Tiny Cottage

Voted one of the coolest Airbnbs in Virginia by Trips to Discover! Voted one of the top 12 tiny houses in Virginia by Trip101! Peaceful, safe, and magical are just a few words guests use to describe our farm. It's the perfect retreat to relax and reconnect with yourself and nature. Enjoy exploring the farm, spending time with our animals, and stargazing by the firepit. We invite you to soak in all the richness the farm and animals have to offer. We’re also 420 friendly.

23 Feb – 2 Mar

$148 SGD per night

Guest favourite

Tiny home in Charlottesville

4.94 out of 5 average rating, 669 reviews

Oxford Cottage: Cville’s favorite tiny home!

This 350 sq ft cottage is a tiny home concept space, boasting an airy entry, living area, storage landing, kitchenette, bathroom and sleeping loft. Perfect for a romantic getaway, a work retreat, a stop through town on the way to another location, a small family, or a group of friends participating in the many events held in Charlottesville- weddings, concerts, triathlons. Accommodates 1-4 people looking for a relaxed, stylish, modern and comfortable place to stay.

15–22 Mar

$145 SGD per night

Guest favourite

Guest suite in Charlottesville

4.95 out of 5 average rating, 109 reviews

Cozy Private Floor Near Downtown

Enjoy a stylish experience at this centrally-located, completely fresh lower-level private apartment with private entrance. Whether you're looking for some cozy self-care in our spacious rainfall shower or to take things up a notch by watching the big game, this space provides the aesthetic with which to strip away the stress of everyday life and settle down to truly feel like you're home away from home. Did I mention there's coffee?

27 Apr – 4 May

$123 SGD per night

Superhost

Flat in Charlottesville

4.84 out of 5 average rating, 514 reviews

★1 BR Private Apartment in Downtown Cville★

Private entrance.Very large space that is a nice, beautiful walk to the Historic Downtown Mall near lots of restaurants and shopping. Quiet neighborhood. A large bedroom with a queen bed. It's your own apartment for your Charlottesville stay! Decorated throughout with the work of great, local artists. Fast WiFi, all kitchen necessities, and quiet.

26 Jul – 2 Aug

$127 SGD per night