A vineyard with rows of grapevines and a pond.

Holiday Homes in Keswick

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Our top choices for Keswick holiday homes

1. Ranchito

Ranchito
2.0 star property
Troy
The price is NZ$1,317
includes taxes & fees
4 Nov - 5 Nov
Ranchito

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

Rugby Road Residential -RRR- near UVa and downtown
Barracks Rugby
10.0 out of 10, Exceptional, (60 reviews)
"Spacious, quiet and very near to everything Charlottesville has to offer!"
United States
Kate M.
The price is NZ$465
includes taxes & fees
3 Nov - 4 Nov
Rugby Road Residential -RRR- near UVa and downtown

3. The Recycled House - Walk Downtown

The Recycled House - Walk Downtown
North Downtown
10.0 out of 10, Exceptional, (192 reviews)
"We loved our stay! Beautiful, tranquil, relaxing space. Great vibe. Debra was a responsive host as well."
United States
Kim L.
The Recycled House - Walk Downtown

4. Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA & More
Troy
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay! Only a 25 min ride from Charlottesville!"
United States
Camryn S.
The price is NZ$852
includes taxes & fees
8 Nov - 9 Nov
Visit Monticello, Wineries, UVA & More

5. Historic Beauty and Walkable to Everywhere

Historic Beauty and Walkable to Everywhere
Belmont
10.0 out of 10, Exceptional, (67 reviews)
"The place was as pictured and described, very clean, and in a convenient location. We had a great stay."
United States
Alex G.
The price is NZ$676
includes taxes & fees
3 Nov - 4 Nov
Historic Beauty and Walkable to Everywhere

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

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Belmont
9.8 out of 10, Exceptional, (66 reviews)
"Cozy house, close to the downtown mall."
United States
JOEL H.
The price is NZ$735
includes taxes & fees
13 Nov - 14 Nov
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

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

Walk to UVA & Stadium! Close to everything! Charming renovated house
Fry's Spring
10.0 out of 10, Exceptional, (4 reviews)
"Very cute house and convenient location! We enjoyed our stay!"
United States
Kristin B.
The price is NZ$752
includes taxes & fees
16 Nov - 17 Nov
Walk to UVA & Stadium! Close to everything! Charming renovated house

8. Montrose Manor- In the heart of Belmont!

Montrose Manor- In the heart of Belmont!
Belmont
9.6 out of 10, Exceptional, (8 reviews)
"Nice stay. Well appointed finishes."
United States
Julie F.
The price is NZ$772
includes taxes & fees
3 Nov - 4 Nov
Montrose Manor- In the heart of Belmont!

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

Walk to UVA, Hospital, 4 BDR, Game Room
Fifeville
10.0 out of 10, Exceptional, (3 reviews)
"Just as described!"
United States
Cristin R.
The price is NZ$845
includes taxes & fees
3 Nov - 4 Nov
Walk to UVA, Hospital, 4 BDR, Game Room

10. Ranchito: Near Keswick Hall & Local Vineyards

Ranchito: Near Keswick Hall & Local Vineyards
Troy
The price is NZ$1,369
includes taxes & fees
3 Nov - 4 Nov
Ranchito: Near Keswick Hall & Local Vineyards

11. The 1st Street Bungalow

The 1st Street Bungalow
2.0 star property
Ridge St.
The price is NZ$871
includes taxes & fees
3 Nov - 4 Nov
The 1st Street Bungalow

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

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.4 out of 10, Exceptional, (25 reviews)
"Great place for us, comfortable and well-equipped."
United States
Lynn F.
The price is NZ$1,103
includes taxes & fees
8 Nov - 9 Nov
Visit Monticello, Wineries, UVA: Room for a Crowd

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

New Home, Between UVA & Downtown Mall, Wine Country
Fifeville
10.0 out of 10, Exceptional, (8 reviews)
"The gold star of VRBO stays - seriously, an amazing home and seamless process. Book this place and stay here! I stayed here with my three little kids, and we loved it, felt comfortable, and had everything we needed. Just wow - very clean and well done home!"
United States
Cara H.
The price is NZ$789
includes taxes & fees
3 Nov - 4 Nov
New Home, Between UVA & Downtown Mall, Wine Country

14. The Pop Inn - Your Ultimate Getaway

The Pop Inn - Your Ultimate Getaway
Martha Jefferson
10.0 out of 10, Exceptional, (19 reviews)
"Great place for a weekend getaway to visit the wineries! The house has everything you need for a good time!"
United States
Marisa F.
The price is NZ$1,303
includes taxes & fees
3 Nov - 4 Nov
The Pop Inn - Your Ultimate Getaway

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

Pine and Vine: 8 Acres + Winery & Family Retreat
Gordonsville
10.0 out of 10, Exceptional, (3 reviews)
"This house is fantastic and meant for small groups. The floor plan is open and the rooms are simply perfect."
United States
Lisa
The price is NZ$1,617
includes taxes & fees
3 Nov - 4 Nov
Pine and Vine: 8 Acres + Winery & Family Retreat

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

Beautiful New Townhome with Mountain Views. Close to downtown!
Charlottesville
9.0 out of 10, Wonderful, (24 reviews)
"Great host! Excellent location and a well appointed home."
United States
Wendy J.
Beautiful New Townhome with Mountain Views. Close to downtown!

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

4BR Walk2 Dtwn/UVA w/ Karaoke & Backyard Oasis
Fifeville
10.0 out of 10, Exceptional, (6 reviews)
"Great house for family stay."
United States
Adam F.
The price is NZ$1,255
includes taxes & fees
22 Nov - 23 Nov
4BR Walk2 Dtwn/UVA w/ Karaoke & Backyard Oasis

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

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

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

Spacious 4-bedroom building in wonderful Louisa with AC
Louisa
The price is NZ$1,085
includes taxes & fees
8 Nov - 9 Nov
Spacious 4-bedroom building in wonderful Louisa with AC

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

Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (35 reviews)
"Stayed here for a weekend while hiking Old Rag in Shenandoah. Cozy little place that was well equipped with all the amenities we needed! It's conveniently located close to Shenandoah as well as plenty of vineyards. Would not hesitate to stay here again the next time we're in the area!"
United States
Jason
The price is NZ$314
includes taxes & fees
3 Nov - 4 Nov
Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
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

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Keswick Holiday Homes information

Number of reviews
531
Accommodation
251 Holiday Homes
Lowest Price
NZ$314
Highest Price
NZ$1,617