A sunset over a calm lake with a silhouette of trees and a cloudy sky.

Holiday Homes in Gordonsville

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Gordonsville holiday homes

A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

1. Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Gordonsville
9.6 out of 10, Exceptional, (47 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is NZ$309
includes taxes & fees
2 Nov - 3 Nov
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
A wicker basket with brochures on a glass table, a white vase with white flowers, and a white chair in a room with a window.

2. Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Charming 3-Bed Cottage on Main Street in Historic Gordonsville
Gordonsville
9.8 out of 10, Exceptional, (21 reviews)
"This was the cutest house! Our favorite of our weeklong roadtrip. Perfect for our 6 adults. Close to town, which was adorable also. Would love to come back and stay again!"
United States
Cheryl G.
The price is NZ$633
includes taxes & fees
28 Oct - 29 Oct
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
An outdoor patio area with two wicker chairs and a small table, surrounded by a stone wall and a white fence.

3. “The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Gordonsville
10.0 out of 10, Exceptional, (38 reviews)
"Absolutely lovely place to stay. Stunning views and conveniently located to so many of the local attractions. Will definitely come back someday."
United States
Kirby R.
The price is NZ$559
includes taxes & fees
28 Oct - 29 Oct
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
A modern kitchen with wooden cabinets, a dining area with stools, a flat-screen TV mounted on the wall, and a cozy seating area with a patterned rug.

4. The Ranch at Wine Country - Complimentary Bottle!

The Ranch at Wine Country - Complimentary Bottle!
Gordonsville
10.0 out of 10, Exceptional, (53 reviews)
"Had a great stay! In a perfect location close to all the wineries and downtown of Gordonsville. House was very clean and had everything we needed. "
United States
Marisa G.
The price is NZ$767
includes taxes & fees
28 Oct - 29 Oct
The Ranch at Wine Country - Complimentary Bottle!
A living room with a dark-colored sofa, a glass coffee table, a floor lamp, and a TV mounted on the wall.

5. Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Gordonsville
9.4 out of 10, Exceptional, (39 reviews)
"Beautiful place"
United States
Berhan S.
The price is NZ$417
includes taxes & fees
1 Nov - 2 Nov
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
A fire pit surrounded by black Adirondack chairs in a forested outdoor area.

6. Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is NZ$1,501
includes taxes & fees
28 Oct - 29 Oct
Pine and Vine
A living room with a stone fireplace, black leather sofa, and a flat-screen TV mounted on the wall.

7. Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Gordonsville
9.6 out of 10, Exceptional, (35 reviews)
"The home was great, lots of space and sleeping areas. The farm itself was amazing. Would definitely stay again. Having a golf cart was a so fun."
United States
B S.
The price is NZ$761
includes taxes & fees
28 Oct - 29 Oct
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
A covered patio with two sofas, a table with food and drinks, and a view of a vineyard.

8. Fern Cottage Summary:

Fern Cottage Summary:
Gordonsville
10.0 out of 10, Exceptional, (23 reviews)
"We had a great stay. The house was clean and well furnished. Recommend for anyone staying in the area."
United States
Gary W.
The price is NZ$1,342
includes taxes & fees
16 Nov - 17 Nov
Fern Cottage Summary:
A fire pit surrounded by black Adirondack chairs in a forested outdoor area.

9. 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$1,664
includes taxes & fees
1 Nov - 2 Nov
Pine and Vine: 8 Acres + Winery & Family Retreat
A house with a brick chimney, a small window, and a wooden deck.

10. Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (45 reviews)
"The stay was great. Very close to all the nearby attractions and 30 minutes to skyline drive"
United States
vishal k.
The price is NZ$289
includes taxes & fees
28 Oct - 29 Oct
Newly renovated entire guest suite in Orange County.
A two-story house with a stone facade, a front porch, and a well-maintained lawn.

11. 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$389
includes taxes & fees
28 Oct - 29 Oct
Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
A living room with a fireplace, a chandelier, and a sofa.

12. The Pembroke Room in the historic Holladay House

The Pembroke Room in the historic Holladay House
Orange
9.4 out of 10, Exceptional, (3 reviews)
"The property is in the perfect location for a visit to Montpelier! Great restaurants and events are nearby. Very cozy! Great host! Expect what you would expect from a historic home. We will return."
United States
Robert
The price is NZ$501
includes taxes & fees
29 Oct - 30 Oct
The Pembroke Room in the historic Holladay House
A modern kitchen with a central island, stainless steel appliances, wooden cabinets, and a cat sitting by the counter.

13. Charming 3-bdrm house in Ruckersville offering great location for your vacation

Charming 3-bdrm house in Ruckersville offering great location for your vacation
Ruckersville
9.8 out of 10, Exceptional, (18 reviews)
"Nice home, we enjoyed our stay. "
United States
Carol T.
The price is NZ$796
includes taxes & fees
28 Oct - 29 Oct
Charming 3-bdrm house in Ruckersville offering great location for your vacation
A two-story house with a porch and a garage, surrounded by a well-maintained lawn and trees.

14. Ranchito

Ranchito
2.0 star property
Troy
The price is NZ$1,302
includes taxes & fees
29 Oct - 30 Oct
Ranchito
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

15. 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$879
includes taxes & fees
1 Nov - 2 Nov
Visit Monticello, Wineries, UVA & More
A hallway with a wooden bench, a red door, and a framed picture on the wall.

16. Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Great place - clean and very easy parking. The bed was comfortable too!"
United States
Tracy
The price is NZ$440
includes taxes & fees
2 Nov - 3 Nov
Historic Madison Eagle Inn
Living area

17. 5BR Lake Anna, Boat Slip + Kayaks, Dog Friendly

5BR Lake Anna, Boat Slip + Kayaks, Dog Friendly
Louisa
10.0 out of 10, Exceptional, (30 reviews)
"Our vacation was great! We really enjoyed everything about this property. Our interaction with our host was amazing!!!We definitely would recommend this property!"
United States
Gloria W.
The price is NZ$1,188
includes taxes & fees
28 Oct - 29 Oct
5BR Lake Anna, Boat Slip + Kayaks, Dog Friendly
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

18. 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$1,124
includes taxes & fees
1 Nov - 2 Nov
Visit Monticello, Wineries, UVA: Room for a Crowd
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

19. Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (4 reviews)
"The home met all our family’s needs during a weekend stay for a party at nearby farm. The layout and outdoor spaces were a bonus. In fact, the view of Hawksbill Mountain from the porch while enjoying our morning coffee: priceless. And importantly easy access to Rt 29 and the town but yet secluded and bucolic."
United States
B D.
The price is NZ$796
includes taxes & fees
28 Oct - 29 Oct
Charming 4-bedroom house in Madison centrally located!
A kitchen with wooden cabinets, a countertop, and a dining area with chairs and a table.

20. Beavers Bungalow-Hot-tub/WIFI

Beavers Bungalow-Hot-tub/WIFI
Mineral
9.0 out of 10, Wonderful, (31 reviews)
"The bungalow was so nice and peaceful for a quick getaway for me and my husband!! "
United States
Nicole D.
The price is NZ$597
includes taxes & fees
16 Nov - 17 Nov
Beavers Bungalow-Hot-tub/WIFI
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 Gordonsville Hotel Reviews

Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

8/10 Good
"s"
Jeremy 2-night trip
Posted 3 hours ago
Virginia Guesthouse Hotel

Find out more about Gordonsville

Gordonsville Holiday Homes information

Number of reviews
435
Accommodation
627 Holiday Homes
Lowest Price
NZ$289
Highest Price
NZ$1,664