Gordonsville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Gordonsville vacation rentals

A kitchen with a wooden ceiling, white brick walls, and a dining area with a table and chairs.

1. The Ranch at Wine Country - Complimentary Bottle!

The Ranch at Wine Country - Complimentary Bottle!
Gordonsville
10.0 out of 10, Exceptional, (54 reviews)
"This wonderful Wine Country retreat was terrific for my family. We really enjoyed our stay. Comfortable, clean, safe, quiet, nicely remodeled, and well equipped (kitchen/dining; bathrooms; linens). Complimentary bottle of wine was a nice touch.And T's (Trevor's) thoughtful and professional communication and coordination of the rental process was much appreciated.If you are looking for a place to stay around Gordonsville or Charlottesville, we highly recommend T's Wine Country retreat."
United States
Jeffrey W.
The price is CA $378
CA $615 total
includes taxes & fees
Nov 17 - Nov 18
The Ranch at Wine Country - Complimentary Bottle!
A grassy field with four wooden Adirondack chairs arranged in a semi-circle.

2. Elegant Chalet on a 600-Acre Horse and Cattle Ranch

Elegant Chalet on a 600-Acre Horse and Cattle Ranch
Gordonsville
9.8 out of 10, Exceptional, (159 reviews)
"Great secluded property on a beautiful setting. "
United States
Todd R.
The price is CA $282
CA $363 total
includes taxes & fees
Nov 17 - Nov 18
Elegant Chalet on a 600-Acre Horse and Cattle Ranch
A grassy field with a wooden fence, trees, and a distant building.

3. Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (143 reviews)
"The cottage had everything you need."
United States
William J.
The price is CA $193
CA $250 total
includes taxes & fees
Nov 17 - Nov 18
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A porch with white railings, a rocking chair, a potted plant, and a sign that reads "SAGE COTTAGE".

4. 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)
"Wonderful home, great location. "
United States
Jeanna S.
The price is CA $291
CA $498 total
includes taxes & fees
Nov 17 - Nov 18
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.

5. “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 CA $320
CA $439 total
includes taxes & fees
Nov 15 - Nov 16
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
A grassy field with a wooden fence and trees.

6. 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 CA $514
CA $571 total
includes taxes & fees
Nov 18 - Nov 19
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
A grassy field with a wooden fence and trees.

7. 'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (90 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is CA $302
CA $385 total
includes taxes & fees
Nov 17 - Nov 18
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
A covered patio area with a wooden deck, a picnic table, benches, and a fire pit.

8. 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, (48 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is CA $205
CA $240 total
includes taxes & fees
Nov 15 - Nov 16
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
A covered patio area with a wooden deck, a picnic table, benches, and a fire pit.

9. 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 CA $282
CA $326 total
includes taxes & fees
Nov 15 - Nov 16
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
A covered outdoor seating area with wicker chairs and a table, overlooking a fenced pasture.

10. Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville

Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
Gordonsville
The price is CA $386
CA $451 total
includes taxes & fees
Nov 15 - Nov 16
Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
A rural landscape with a dirt path, trees, and a distant mountain range partially obscured by fog.

11. Spacious Modular Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia

Spacious Modular Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
10.0 out of 10, Exceptional, (1 review)
"Very homey spacious place. The horses loved to say hi!"
United States
Stephen M.
The price is CA $702
CA $817 total
includes taxes & fees
Nov 15 - Nov 16
Spacious Modular Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
A fire pit surrounded by black Adirondack chairs in a forested outdoor area.

12. Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is CA $549
CA $1,217 total
includes taxes & fees
Dec 2 - Dec 3
Pine and Vine
A covered patio with two sofas, a table with food and drinks, and a view of a vineyard.

13. 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 CA $357
CA $775 total
includes taxes & fees
Dec 2 - Dec 3
Fern Cottage Summary:
A grassy field with three wooden Adirondack chairs and a wooden table.

14. Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia

Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
The price is CA $263
CA $304 total
includes taxes & fees
Nov 15 - Nov 16
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
A rural landscape with barns and a green field.

15. Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville

Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
Gordonsville
The price is CA $386
CA $451 total
includes taxes & fees
Nov 15 - Nov 16
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
A grassy field with a wooden fence, trees, and a distant hill.

16. 1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia

1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
The price is CA $807
CA $941 total
includes taxes & fees
Nov 15 - Nov 16
1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
A fire pit surrounded by black Adirondack chairs in a forested outdoor area.

17. 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 CA $549
CA $1,321 total
includes taxes & fees
Dec 2 - Dec 3
Pine and Vine: 8 Acres + Winery & Family Retreat
A brick planter box with various potted plants and flowers.

18. 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 CA $154
CA $222 total
includes taxes & fees
Nov 16 - Nov 17
Newly renovated entire guest suite in Orange County.
A row of boats docked at a marina with a forested hill in the background.

19. Boardwalk Hotel on Lake Anna by Kasa

Boardwalk Hotel on Lake Anna by Kasa
4.0 star property
Louisa
9.2 out of 10, Wonderful, (159 reviews)
"Excellent hotel. Very clean, comfortable, and great view of the water. Will definitely stay again"
United States
Josh
The price is CA $160
CA $180 total
includes taxes & fees
Dec 8 - Dec 9
Boardwalk Hotel on Lake Anna by Kasa
Two Adirondack chairs facing a fire pit with a glass of wine, set against a backdrop of a forested landscape and a distant mountain range.

20. Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!

Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
Keswick
9.8 out of 10, Exceptional, (54 reviews)
"Nice cabin in a beautiful spot, location is great -- easy access to VA wine country!"
United States
Ethan W.
The price is CA $599
CA $817 total
includes taxes & fees
Nov 20 - Nov 21
Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
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

A view of a green field and a tree with white flowers, with a metal roof in the foreground.
Round Hill Inn

Round Hill Inn

Round Hill Inn
Orange

10/10 Excellent

Great location for what we needed. Clean and the staff were very friendly
Canada
Sarah
Reviewed September 17, 2025
Round Hill Inn

Find out more about Gordonsville

Everything you need to know about Gordonsville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gordonsville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gordonsville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gordonsville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gordonsville. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gordonsville vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gordonsville vacation rentals we have selected for you start as low as CA $154 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gordonsville rentals

At Expedia, we put the best Gordonsville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Gordonsville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gordonsville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gordonsville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Gordonsville?

Yes, you can find vacation rentals close to top attractions in Gordonsville, or you can go with a more remote option if you'd like a relaxing place to stay. Visitors to Gordonsville speak positively about the lakeside and wineries in this destination. Make sure you have time to check out the golf courses and shopping during your trip.

What are some of the best vacation rentals that Gordonsville has to offer?

Waterfront Retreat Lakefront Game Room Dock: You might want to consider this vacation home rental near Gordonsville, which is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Gordonsville?

With 24 Expedia vacation rentals, you're sure to find just the right place for your Gordonsville stay.

What can I see and do in Gordonsville?

Cultural attractions include Graves Fine Art Gallery and Barboursville Gift Gallery, whereas Merry Mountain is one spot to enjoy nature. Other places in town to visit include Honah Lee Vineyard and Spring Creek Golf Club.

What are vacation rentals like in Gordonsville?

Vacation rentals are private accommodations you can book for a couple days or more in Gordonsville. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for families.