Keswick Vacation Homes

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Keswick holiday homes

A two-story house with a porch and a garage, surrounded by a well-maintained lawn and trees.

1. Ranchito

Troy

HK$5,819 total

includes taxes & fees

3 Nov - 4 Nov

A living room with a black wood stove, a leather sofa, a wooden coffee table, and a television mounted on the wall.

2. Rugby Road Residential -RRR- near UVa and downtown

Barracks Rugby

Kate M.

HK$2,072 total

includes taxes & fees

3 Nov - 4 Nov

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

3. The Recycled House - Walk Downtown

North Downtown

Kim L.

A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

4. Visit Monticello, Wineries, UVA & More

Troy

Camryn S.

HK$3,790 total

includes taxes & fees

8 Nov - 9 Nov

A dining table with a wine bottle, two wine glasses, and a decorative bowl. A red refrigerator is in the background.

5. Historic Beauty and Walkable to Everywhere

Belmont

Alex G.

HK$3,050 total

includes taxes & fees

3 Nov - 4 Nov

A modern living room with a wooden dining table, two blue bar stools, a mounted TV, and a hanging plant.

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

Belmont

JOEL H.

HK$3,398 total

includes taxes & fees

13 Nov - 14 Nov

A cozy room with a brick wall, two sofas with blue pillows, a round wooden table with a vase and wine glasses, and large windows with blinds.

7. Walk to UVA & Stadium! Close to everything! Charming renovated house

Fry's Spring

Kristin B.

HK$3,396 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with white cabinets, a central island with bar stools, a flat-screen TV, and a balcony with a view of greenery.

8. Montrose Manor- In the heart of Belmont!

Belmont

Julie F.

HK$3,474 total

includes taxes & fees

3 Nov - 4 Nov

9. Walk to UVA, Hospital, 4 BDR, Game Room

Fifeville

Cristin R.

HK$3,816 total

includes taxes & fees

3 Nov - 4 Nov

10. Ranchito: Near Keswick Hall & Local Vineyards

Troy

HK$6,118 total

includes taxes & fees

3 Nov - 4 Nov

A house with a stone facade, a wooden front door, and a mailbox.

11. The 1st Street Bungalow

Ridge St.

HK$3,846 total

includes taxes & fees

3 Nov - 4 Nov

12. Visit Monticello, Wineries, UVA: Room for a Crowd

Troy

Lynn F.

HK$4,941 total

includes taxes & fees

8 Nov - 9 Nov

13. New Home, Between UVA & Downtown Mall, Wine Country

Fifeville

Cara H.

HK$3,559 total

includes taxes & fees

3 Nov - 4 Nov

A spacious living room with a staircase, two armchairs, a coffee table, and a chandelier.

14. The Pop Inn - Your Ultimate Getaway

Martha Jefferson

Marisa F.

HK$5,829 total

includes taxes & fees

3 Nov - 4 Nov

A fire pit surrounded by black Adirondack chairs in a forested outdoor area.

15. Pine and Vine: 8 Acres + Winery & Family Retreat

Gordonsville

Lisa

HK$7,265 total

includes taxes & fees

3 Dec - 4 Dec

A modern kitchen with a large island, bar stools, stainless steel appliances, and pendant lighting.

16. Beautiful New Townhome with Mountain Views. Close to downtown!

Charlottesville

Wendy J.

HK$3,351 total

includes taxes & fees

9 Nov - 10 Nov

Elegant dining for 8, 4 at the counter, additional dining in lovely backyard.

17. 4BR Walk2 Dtwn/UVA w/ Karaoke & Backyard Oasis

Fifeville

Adam F.

HK$5,642 total

includes taxes & fees

22 Nov - 23 Nov

18. The 1st Street Bungalow: Walk Downtown + Hot Tub

Ridge St.

HK$4,178 total

includes taxes & fees

3 Nov - 4 Nov

A neatly made bed with a white duvet and a brown throw blanket, flanked by two bedside lamps on wooden nightstands.

19. Spacious 4-bedroom building in wonderful Louisa with AC

Louisa

HK$4,889 total

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a stone facade, a front porch, and a well-maintained lawn.

20. Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

Stanardsville

Jason

HK$1,387 total

includes taxes & fees

3 Nov - 4 Nov

View all properties

Find holiday rentals that suit your style

Cabins

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Keswick Hotel Reviews

Comfort Inn & Suites Charlottesville Hollymead Town Center

10/10 Excellent

"The hotel,is located 5 minutes from Charlottesville airport. Looks to be a fairly new hotel. Very well maintained. Rooms were exceptionally clean. Really liked the place and if I’m in the area again I’ll stay there."

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

10/10 Excellent

"These kinds of hotels can be a bit cookie cutter, so when one exceeds the norm, it’s worth calling out. This hotel did. First, the breakfast was better than any I’ve had at one of these style hotels. They had fresh fruit and a better selection of everything. Second, the staff were exceptionally nice. Shout out to the very nice woman who staffed the breakfast for being warm and helpful. Third, the workout room was well appointed The front desk staff were as nice as can be. So, if you have a choice of this level of hotel, stay here."

Find out more about Keswick