Holiday rentals in Ruckersville

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Top-rated holiday rentals in Ruckersville

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

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Guest favourite

Guest house in Orange

5 out of 5 average rating, 222 reviews

Taj Garage Guesthouse

Newly constructed (2021) above garage guesthouse with private, self check-in entrance, off-street parking, located among historic homes just 4 blocks to restaurants, shops, park and art galleries in downtown Orange. Guesthouse includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Handcrafted heart pine furniture. Level 2 EV Charger. Kitchen includes refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites.

Guest favourite

Home in Stanardsville

5 out of 5 average rating, 314 reviews

Sister's View

A refurbished 1950's country cottage, adjacent to 80 beautiful acres, overlooks the Blue Ridge Mountains. The house has high-speed internet. Enjoy an amazing sunrise while sitting on your bedroom deck sipping coffee. View sunsets from the front porch with a glass of wine purchased from local vineyards. Whether visiting UVa, hiking in the Blue Ridge Mountains, touring the local wineries, craft breweries, or attending an event at the Barn at Edgewood - Sister's View will make your visit complete.

Guest favourite

Guest house in Ruckersville

4.99 out of 5 average rating, 268 reviews

Mountain Guesthouse*Hot Tub*WiFi*Firepit*Grill*SNP

Stay in a modern 1-bedroom guesthouse with hot tub access, queen bed, deck, grill, firepit, electric fireplace, TV/WiFi and pastoral mountain views. Situated on a 42 acre forest preserve with hiking/walking paths to expore yet close to services (3 miles), historic areas (Montpelier, Gordonsville), wineries/breweries (Stone Mountain, Montifalco, Patch, Bald Top), hiking (SNP, Preddy Creek), and venues (Lydia, Barn at Edgewood) and 15-30 miles from Charlottesville, Massanutten, and Harrisonburg.

Guest favourite

Guest house in Earlysville

4.98 out of 5 average rating, 332 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.

Guest favourite

Home in Ruckersville

4.89 out of 5 average rating, 256 reviews

Modern Cottage on 2 Acres - 10 Mins to Cville

Relax in our newly renovated modern cottage set on 2 beautiful acres! Our cottage is set in the country surrounded by trees, pasture, and a small farm across the street but is just 5 miles North of Charlottesville. Bringing you right outside of some of the most famous wineries and amenities of our area while surrounded by peaceful and beautiful nature. We live on the neighboring property in a renovated barn on our own private 3 acres. You will have complete privacy unless you need us!

Guest favourite

Cottage in Orange

4.95 out of 5 average rating, 402 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

2BR Hen and Hound Cottage is located just outside Orange, VA and has a private fenced yard for pets and walk-in access to adjacent James Madison's Montpelier and its many walking trails. In addition, we are minutes away from all of the popular wedding venues in Orange and a short drive to Shenandoah National Park. Our house on Whistle Stop Farm (so named for the train that passes by) is next to the cottage if you need us. Otherwise, the place is yours. Come enjoy some time in country!

Guest favourite

Rental unit in Gordonsville

4.98 out of 5 average rating, 414 reviews

A private apartment with Self Check-in.

This newly renovated one bedroom apartment is in the heart of historic downtown Gordonsville. No box stores here, just quaint shops and restaurants. The apartment is right on Main Street nestled in the middle of boutique shops and brick sidewalks with Monticello, Montpelier, the University of Virginia, Shenandoah National Park, local vineyards and many historic sites near by. This is a private second story apartment above a local business with a separate entrance and key-less entry.

Guest favourite

Cottage in Gordonsville

5 out of 5 average rating, 147 reviews

Merry View Cottage

Our newly renovated farm cottage sits at the edge of a grove of giant hardwoods. Enjoy year round mountain views, including Merry Mountain. Ease into the morning while watching wildlife from a front porch rocker. Visit local wineries, breweries, restaurants, museums, shops, hiking trails or wedding venues. Unwind in the hammock or practice yoga on the back deck. Prepare dinner in our full size kitchen. Then, star gaze around the fire-pit after dark. This peaceful oasis awaits you.

Guest favourite

Guest suite in Charlottesville

4.92 out of 5 average rating, 130 reviews

The Brothers Great Room

Your private guest suite is located in Northern Albemarle County Virginia. We are just off of Route 29 with easy access to local venues. The suite is on the 2nd floor, up one flight of stairs. Albemarle County is central to the University of Virginia, Monticello, Montpelier, and nearby Shenandoah National park. There are many wineries, craft beer breweries, and wedding venues in the area. Your four legged friends may run the open areas. Please clean up after your pet.

Guest favourite

Guest suite in Ruckersville

4.97 out of 5 average rating, 150 reviews

Serenity Lakeview Cottage

Renovated lakefront apartment, downstairs from the main home. It is located on beautiful Greene Mountain Lake with year-round lake and mountain views. Wildlife on the lake includes geese, herons, ducks, osprey, eagles, turtles, and beavers. The setting is serene and peaceful. You will have a private entrance and a covered porch. Kayaks are available for your use on the lake. Unit approved with a Special Use Permit for Tourist Lodging by Greene County.

Guest favourite

Farm stay in Barboursville

4.98 out of 5 average rating, 195 reviews

Moonfire Farm cozy Shenandoah Region Getaway

Experience charm and nature at Moonfire Farm! Our finished basement on a 5-acre hobby farm offers delightful animal encounters with chickens, ducks, alpacas, and hilarious goats. Our active family of three, including our 7-year-old daughter Piper, welcomes you. High-speed Internet and nearby wineries, breweries, hiking trails, and pick-your-own fruit locations await you. Explore our guidebook for recommendations. Book now for a memorable farm getaway!

Guest favourite

Cottage in Ruckersville

4.9 out of 5 average rating, 290 reviews

Lake Haven Cottage

Make yourself at home at our peaceful 1-bedroom cottage that has everything you need for your trip to the Blue Ridge Mountains. The cottage comes with heating, AC, Washer+Dryer and DIRECTV. During your stay, you can also enjoy using a convenient private bathroom, kitchen, and living room. Our Airbnb is within driving distance to UVA, the Skyline Drive & Shenandoah National Park, local wineries, craft breweries and much more!