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Holiday Homes in Keswick

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Featured Holiday Homes in Keswick

Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger

10.0 out of 10, Exceptional, (24)
"Excellent decor. Very comfortable bed. Would stay again."
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger

Pet-Friendly Lake Monticello Home w/ Perks!

Pet-Friendly Lake Monticello Home w/ Perks!

The House in the Holla at the foot of Shenandoah National Park

9.6 out of 10, Exceptional, (60)
"We enjoyed our stay. The home was well stocked and cozy. "
The price is AU$382
includes taxes & fees
27 Aug - 28 Aug
The House in the Holla at the foot of Shenandoah National Park

Newly renovated entire guest suite in Orange County.

10.0 out of 10, Exceptional, (43)
"Myla was such a wonderful hostess. She shared cucumbers from her garden with us. This place was like a home away from home. Cozy and had everything you need. We stayed here 5 nights. My dog loved trying to hunt the squirrels. And the flowers smelled amazing when you stepped outside every morning. I highly recommend staying here. "
Newly renovated entire guest suite in Orange County.

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

9.8 out of 10, Exceptional, (47)
"This was a perfect spot for exploring Charlottesville for a few days. Loved being so close to the downtown mall, an easy walk to explore shops and restaurants there, and also the great restaurants in the Belmont neighborhood. "
The price is AU$416
includes taxes & fees
2 Sept - 3 Sept
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Pryor-Haynes House | 4 Bed, 4.5 Bath

9.6 out of 10, Exceptional, (110)
"We had a friend reunion and stayed at the house. Everyone loved it! We love the decor! "
Pryor-Haynes House | 4 Bed, 4.5 Bath

Charming Family Getaway Near Wineries & Skyline Drive; Sleeps 4; Short Stays OK

9.8 out of 10, Exceptional, (14)
"Easy check in and great description. Good location near Shenandoah National Park."
The price is AU$302
includes taxes & fees
4 Sept - 5 Sept
Charming Family Getaway Near Wineries & Skyline Drive; Sleeps 4; Short Stays OK

5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

10.0 out of 10, Exceptional, (12)
"Perfect home for our yearly Christmas gathering. Would definitely book again and highly recommend this property. "
The price is AU$858
includes taxes & fees
24 Aug - 25 Aug
5 BDRM Dog Friendly, Lake Access Getaway w/Playground, Fire Pit & more

Charming Updated 3 Bedroom Home Near Downtown

9.8 out of 10, Exceptional, (57)
"Super accommodating host and very nice property— clean and comfortable. "
The price is AU$693
includes taxes & fees
24 Aug - 25 Aug
Charming Updated 3 Bedroom Home Near Downtown

Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C

9.8 out of 10, Exceptional, (29)
"Everything was perfect for our stay! Very accurate description, clean, and tidy. Great location! Quick drive into town"
The price is AU$2,741
includes taxes & fees
5 Sept - 6 Sept
Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C

Cottage at Deer Ridge Farm

10.0 out of 10, Exceptional, (1)
"as advertised"
Cottage at Deer Ridge Farm

Stadium Hill House

9.6 out of 10, Exceptional, (22)
"A wonderful home with plenty of outdoor space to hang with friends. "
Stadium Hill House

Yellow House| 2 BR Cottage Dtwn Cville/Belmont

10.0 out of 10, Exceptional, (59)
"This was a great location, wonderful for the kids. Everything was clean, comfortable, and welcoming. Easy for the family to stay and everything we needed. Will definitely stay again "
Yellow House| 2 BR Cottage Dtwn Cville/Belmont

RiverFront Country Home with Blue Mountain Views

9.8 out of 10, Exceptional, (24)
"This property is adorable and is a clean and comfy stay! Owner was great to deal with."
RiverFront Country Home with Blue Mountain Views

Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.

10.0 out of 10, Exceptional, (81)
"We have stayed here several times and always had a great time!"
Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

9.8 out of 10, Exceptional, (157)
"My sister and I hubbed out of Charlottesville for three days as we traveled around Western VA visiting family. The cottage is quiet, in a safe little neighborhood a block from West Main St, where we found lots of great dining and shopping options. It was a perfect little base from which to explore the nearby mountains and countryside. "
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

Peaceful mountain farmhouse, close to Shenandoah NP, wineries and more

10.0 out of 10, Exceptional, (39)
"Our family of 4 stayed at the house. Everything was as described, and we appreciated the owners' attention to detail. We enjoyed being in the woods and would stay again!"
Peaceful mountain farmhouse, close to Shenandoah NP, wineries and more

Family-friendly single home/Walking distance to shopping center and restaurants

9.6 out of 10, Exceptional, (29)
"Perfect location close to UVA and other points of interest. Happy with the stay."
Family-friendly single home/Walking distance to shopping center and restaurants

Secluded Zen River Retreat

9.6 out of 10, Exceptional, (31)
"Loved the stay, was a great getaway with everything we needed. Would stay again for sure"
The price is AU$433
includes taxes & fees
24 Aug - 25 Aug
Secluded Zen River Retreat

Walkable to UVA, and Fontaine Research park, Newly Renovated Home.

8.2 out of 10, Very good, (27)
"Friends were happy to have a cozy place to sleep and gather in the mornings and evenings before and after the conference we attended. "
Walkable to UVA, and Fontaine Research park, Newly Renovated Home.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Keswick Hotel Reviews