Vacation rentals in Stokesville

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Guest Favorites in Stokesville

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Top guest favorite

The front of the home features a classic porch with white railings, flanked by decorative plants and pumpkins. A welcoming doorway is surrounded by seasonal decorations, with a sloped roof and chimney visible above. The yard includes manicured grass and low shrubs.

Guest suite in Waynesboro

4.98 out of 5 average rating, 285 reviews

The LoriAnn, A Boutique Stay New Sleep Number Bed

This beautifully restored 1940’s home is located in the City of Waynesboro just a short drive from the Blue Ridge Parkway. Modern amenities, complimentary breakfast items and assurance of comfort awaits! Enjoy one of a kind Autographed Movie and TV Memorabilia. The spacious front porch is all yours including a 100 yr old porch swing that belonged to my Great Grandmother. Along with the Parkway & Skyline Drive, enjoy Restaurants, Breweries, Vineyards, movie theaters and exploring Route 151.

Guest favorite

A hot tub is positioned in the foreground, showcasing bubbling water. In the background, a vibrant pink tree stands against a clear blue sky, surrounded by green grass and blooming shrubs. String lights are suspended above, enhancing the outdoor space.

Barn in North Garden

4.88 out of 5 average rating, 195 reviews

Barn Suite, Mountain View's & Hot tub! Pets OK

Beautiful views just off Route 29, only 10 minutes from UVA, and tucked near the area’s finest wineries and top attractions. This intimate, luxury barn suite offers a private setting with 1 king bedroom, 1 bathroom, and an open-concept living room and kitchen featuring a cozy fireplace, queen pullout sofa bed, and single cot for extra guests. Unwind and relax on the back patio with breathtaking sunsets, hot tub, grill and a firepit — all fully yours to enjoy during your stay.

Top guest favorite

Cottage in New Market

4.98 out of 5 average rating, 131 reviews

Amazing coffee bar, lake, fish, swim, relax!

PET FRIENDLY Come experience Reel and Relax!! Hike, explore the trails, fish, float, go rafting, read, enjoy a fire, grill, shop/eat in super cute country towns... Whether its the river, the rolling mountains, the whispering breeze or the cozy cottage, this property offers all of the feels you are searching for without ever leaving! Every season is magical and offers its own reason to visit!!! "This place is amazing; you have literally thought of EVERYTHING! -past guest.

Top guest favorite

Home in Charlottesville

4.99 out of 5 average rating, 153 reviews

The Pop Inn | Perfect for your group getaway

Welcome to The Pop Inn! This renovated Victorian has been designed for fun with guests in mind. Located in a desirable residential neighborhood, you can safely walk to the historic downtown area or use the house as your jumping off point for vineyard/brewery tours. Whether you're visiting the area for a bachelorette party, wedding, couples' getaway, or family retreat, The Pop Inn is the perfect place to stay to experience the beautiful Charlottesville (aka C'ville) area!