Vacation rentals in Keswick

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Top-rated vacation rentals in Keswick

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Guest favorite

Cabin in Gordonsville

4.86 out of 5 average rating, 322 reviews

18th Century Charming Bungalow #127 Pool & Spa

Escape & unwind from city life on a beautiful historic, 250 acre estate 20 minutes from Charlottesville! Our historic bungalow is perfect for those who want to take a step back in history and enjoy the wonder nature has to offer! Steep stairs access the upstairs bedroom, 2 can sleep downstairs. We are only 20 min away from Jefferson's "Monticello" & from James Madison's " Montpelier". Treat yourself to an onsite certified massage with a wellness therapist.Please book online at Spagreensprings.

Guest favorite

Guest suite in Charlottesville

4.98 out of 5 average rating, 364 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.

Guest favorite

Guesthouse in Troy

4.99 out of 5 average rating, 157 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.

Guest favorite

Rental unit in Gordonsville

4.98 out of 5 average rating, 423 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 favorite

Cottage in Gordonsville

5 out of 5 average rating, 154 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 favorite

Home in Keswick

4.99 out of 5 average rating, 180 reviews

Country Living - 18 min to Downtown C'Ville

Located on a dead-end road with only local traffic, enjoy the peace and tranquility our home has to offer with an easy drive to Charlottesville or Richmond as well as DC. With approximately 2100 square feet, you will be able to spread out comfortably! Three bedrooms, 2.5 bathrooms await your stay! We are an easy 20-21 minutes to UVA Grounds/"The Corner" and 18 minutes to Downtown Charlottesville. Please reach out to me with any questions! We look forward to hosting you.

Guest favorite

Rental unit in Charlottesville

4.89 out of 5 average rating, 208 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 footsteps and sound from our living area can be noisy!

Guest favorite

Tiny home in Scottsville

4.91 out of 5 average rating, 220 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.

Guest favorite

Cottage in Charlottesville

4.95 out of 5 average rating, 621 reviews

Tranquil Cottage in C'ville, sleeps 5

An adorable home with breathtaking sunset and Blue Ridge mountain views unlike anywhere in the Charlottesville area. We are 5 miles from downtown and minutes to some of the best vineyards and restaurants in the Piedmont. Enjoy comfortable beds, a fire pit and Adirondack chairs. Walk our country roads, feed the horses, enjoy the views of the mountains. We welcome all people, base price is for 2 people so sorry no pets or children under 10 for safety.

Guest favorite

Barn in Charlottesville

4.98 out of 5 average rating, 516 reviews

The Loft at Minor Mill - Private loft apartment.

Our place is a newly constructed barn loft in our 1960's barn. Enjoy beautiful views of the surrounding countryside from large windows and a private balcony. The barn is surrounded by our horse pastures and neighboring fields. Self check in with the key lockbox. This loft is separate from the main house where we live. Private parking and entrance for our guests directly outside of barn loft (this is separate from the main house driveway).

Guest favorite

Rental unit in Troy

4.9 out of 5 average rating, 107 reviews

Black Cat Retreat

Private entrance. upstairs, Lots of light, Wrap around deck! Full private bath in room. Queen size bed. Large room with refrigerator, microwave and coffeemaker. Banana Nut Bread, fruit & filtered water. We provide all cotton sheets on the bed (plus for the full size air mattress in room in case you have extra folks.) Cotton towels, shampoo, blow dryer, iron and ironing board, I try to think of everything.

Guest favorite

Home in Keswick

4.99 out of 5 average rating, 801 reviews

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.