Holiday houses in Overton

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Top-rated holiday rentals in Overton

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, 255 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.

3–10 Sep

$283 NZD per night

Guest favourite

Cottage in Palmyra

4.97 out of 5 average rating, 130 reviews

Bluebird Cottage B: Quiet, Firepit, Patio, Games

You’ll enjoy the simple charms of this home for up to 4 guests conveniently located near Lake Monticello, Charlottesville, the Rivanna River, and wineries. Relax in peace in a quiet neighborhood. Enjoy your private patio with outdoor dining table. Play board games, cornhole, and horseshoes. Make memories around the firepit. You’ll have everything you need, including fully equipped kitchen, washer-dryer, electric fireplace, fast Wi-Fi, 2 smart TVs for streaming services w/antenna for local fare.

24 Sep – 1 Oct

$282 NZD per night

Guest favourite

Guesthouse in Earlysville

4.98 out of 5 average rating, 314 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.

7–14 Dec

$185 NZD per night

Guest favourite

Guest suite in Charlottesville

4.99 out of 5 average rating, 155 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.

2–9 Jul

$214 NZD per night

Guest favourite

Guesthouse in Troy

4.99 out of 5 average rating, 113 reviews

Beaver Pond Farm - Near Charlottesville

Relax at this unique and tranquil getaway. Sit on the screened in porch and enjoy the sights and sounds of nature while you enjoy a beverage. Take a walk on miles of trails that are adjacent to the property. Visit the Downtown Mall, Monticello, a Winery, a Brewery, or UVA (20 min). Enjoy a dip in the pool (JUN-AUG) or relax by the firepit - perhaps joined by the horses for cocktails. Feel like staying in - SmartTVs and Gig-speed Internet await. Easy checkout. No cleaning fee.

15–22 Dec

$269 NZD per night

Guest favourite

Tiny home in Scottsville

4.99 out of 5 average rating, 342 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.

11–18 Dec

$229 NZD per night

Guest favourite

Tiny home in Charlottesville

4.94 out of 5 average rating, 668 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.

28 Oct – 4 Nov

$218 NZD per night

Guest favourite

Tiny home in Scottsville

4.9 out of 5 average rating, 192 reviews

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.

23–30 Jul

$181 NZD per night

Guest favourite

Guest suite in North Garden

4.97 out of 5 average rating, 286 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.

6–13 Sep

$202 NZD per night

Guest favourite

Farm stay in Esmont

4.92 out of 5 average rating, 137 reviews

Small cozy Cabin in the foothills! Dogs welcome!

Peace and tranquility is what you will find in this guest cabin for two nestled in the rolling hills of Esmont. The 60+ acre farm is teeming with wildlife. Spend your morning walking over two miles of private trails (when open) throughout the property and enjoy evenings sitting around the fire pit. Hate cleaning fees? Me too, so I've decided to eliminate it for my rental.....just please clean up after yourselves. Dog friendly with a $50 NON-REFUNDABLE deposit.

8–15 Sep

$220 NZD per night

Guest favourite

Apartment in Palmyra

5.0 out of 5 average rating, 104 reviews

The Cottage Next Door

Private and modern in a peaceful country setting near Charlottesville, Scottsville, Palmyra, Fork Union, Lake Monticello and historical attractions. The nearby James River offers rafting, floating and fishing. Scheier Natural Area, a local hiking trail, is just next door. Wineries and distilleries are a short drive away as well. While you can prepare full meals in the kitchen, there are several wonderful restaurants within a short drive, if you choose.

24 Nov – 1 Dec

$197 NZD per night

Guest favourite

Guest suite in Charlottesville

4.95 out of 5 average rating, 105 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 Feb – 6 Mar

$187 NZD per night