Gordonsville holiday lettings

We found 174 holiday rentals — enter your dates for availability
Discover a selection of 24 homes, 11 cabins and other holiday rentals in Gordonsville that are perfect for your trip. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Gordonsville

Showing deals for:18 Dec - 25 Dec

Fully equipped kitchen of Pond House.
The Pond House
Great views from the Party Patio
Interior. Den is through that doorway.
Exceptional
(88 reviews)

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

Gordonsville

17% off
£1,299
for 7 nights, 1 cottage
£186 per night
includes taxes & fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Property grounds
Terrace/patio
Living area
Interior
Exceptional
(62 reviews)

The Cabin at the Lake

Madison

8% off
£1,178
for 7 nights, 1 cabin
£168 per night
includes taxes & fees
The Cabin at the Lake
Training Ring.
Exterior detail
Dining Room (seats 10, Table in Kitchen seats 6)
The James Room
Exceptional
(48 reviews)

1856 Manor House on 600-Acre Working Horse/Cattle Estate

Gordonsville

17% off
£2,702
for 7 nights, 1 home
£386 per night
includes taxes & fees
1856 Manor House on 600-Acre Working Horse/Cattle Estate
Living area
Property grounds
Dining
Interior
Exceptional
(45 reviews)

Newly renovated entire guest suite in Orange County.

Orange

17% off
£626
for 7 nights, 1 home
£89 per night
includes taxes & fees
Newly renovated entire guest suite in Orange County.
Interior
You can count on homegrown, seasonal flower arrangements. We love our guests.
Modern stainless appliances are surrounded by Taj Mahal countertops
Rich character, high ceilings, original oak floors, wooden doors, glass knobs.
Exceptional
(33 reviews)

Classic Circa 1929 Estate by Montpelier, Wineries, Charlottesville, Pet Friendly

Somerset

8% off
£2,187
for 7 nights, 1 home
£312 per night
includes taxes & fees
Classic Circa 1929 Estate by Montpelier, Wineries, Charlottesville, Pet Friendly
Capacious front porch with swing
Dining
Front door
Main entrance
Exceptional
(22 reviews)

Large Country House Near Monticello, UVA, Wineries

Louisa

13% off
£2,426
for 7 nights, 1 home
£347 per night
includes taxes & fees
Large Country House Near Monticello, UVA, Wineries
Interior
Front
Private kitchen
Interior
Exceptional
(10 reviews)

Relaxing cottage in the woods just minutes from wineries,hiking,restaurants.

Barboursville

12% off
£1,263
for 7 nights, 1 cottage
£180 per night
includes taxes & fees
Relaxing cottage in the woods just minutes from wineries,hiking,restaurants.
Large Living Room with Fireplace
Living area
Fully Equipped Kitchen; Laundry Room.
Party patio, with corn hole, firepit, picnic tables, other games. Great views.
Exceptional
(39 reviews)

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

Gordonsville

17% off
£1,225
for 7 nights, 1 home
£175 per night
includes taxes & fees
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Dining
Private kitchen
Room
Living area
Exceptional
(12 reviews)

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

Ruckersville

7% off
£1,539
for 7 nights, 1 home
£220 per night
includes taxes & fees
Charming 3-bdrm house in Ruckersville offering great location for your vacation
Room
Exterior
Private kitchen
Living area
Exceptional
(10 reviews)

Tatum's Mtn View Retreat- SAUNA-Hiking- Unit A

Madison

8% off
£1,137
for 7 nights, 1 home
£162 per night
includes taxes & fees
Tatum's Mtn View Retreat- SAUNA-Hiking- Unit A
Master Bedroom has King Sized Bed and Electric Fireplace
Den with fireplace (we provide the wood) and 50" TV.
Views of our little mountains from farm complex.
Exterior
Exceptional
(35 reviews)

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

Gordonsville

17% off
£2,160
for 7 nights, 1 home
£309 per night
includes taxes & fees
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Queen-Sized Bed; Hand-Sawn Ceiling Boards from 1856 are a foot wide.
Property grounds
Dining Area, Inside.
Exterior
Exceptional
(143 reviews)

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Gordonsville

17% off
£857
for 7 nights, 1 cottage
£122 per night
includes taxes & fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Exterior
Terrace/patio
Living area
Interior
Exceptional
(22 reviews)

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

Madison

8% off
£1,150
for 7 nights, 1 cottage
£164 per night
includes taxes & fees
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Room
Full Kitchen
Entrance to Barn Apartment
Plenty of Space
Exceptional
(45 reviews)

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

Gordonsville

17% off
£899
for 7 nights, 1 home
£128 per night
includes taxes & fees
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The relaxing area of Gordonsville awaits your stay

Enjoy the wineries and other features of Gordonsville. Travellers to this relaxing city praise the horse riding, lake and golfing. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Gordonsville

Are you hoping to find attractions to see in the area? Travellers enjoy fun activities like horse riding and golfing. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Gordonsville a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Barboursville Vineyards (5.1 mi / 8.2 km)
  • Keswick Vineyards and Winery (6.8 mi / 11 km)
  • Early Mountain Vineyards (16.1 mi / 25.9 km)
  • Jefferson Vineyards (17.2 mi / 27.7 km)
  • Trump Winery (21.7 mi / 34.9 km)
  • Blenheim Vineyards (22.1 mi / 35.6 km)

Exploring the natural landscape of Gordonsville

Whether you're an adventurous traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Gordonsville. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah National Park (29.6 mi / 47.6 km)
  • Carter Mountain Orchard (18.5 mi / 29.7 km)
  • Lake Anna State Park (20.3 mi / 32.7 km)
  • Lake Anna Marina (22.5 mi / 36.1 km)
  • Lake Anna (25.7 mi / 41.4 km)
  • Rapidan River (10.3 mi / 16.5 km)

Transport to and around Gordonsville

Fly into Charlottesville, VA (CHO-Charlottesville-Albemarle), the closest airport, located 13.9 mi (22.4 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Gordonsville?
Prices for holiday rentals in Gordonsville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Gordonsville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Gordonsville holiday house rentals?
You can find great discounts on house rentals in Gordonsville on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Gordonsville?
In Gordonsville, holiday houses are the most popular type of holiday rental, with approximately 51 available throughout the area. These properties are often situated in picturesque settings, providing ample space for families or groups. Most holiday houses come with fully equipped kitchens, spacious living areas, and outdoor decks or patios for enjoying the serene Virginia countryside. Additionally, there are about 30 cottages which offer a charming and cosy atmosphere, superb for those seeking a quaint escape. Cottages typically feature rustic decor, kitchen facilities, and often some outdoor space. For those preferring a more modern style, around 15 condos can be found, offering amenities like shared pools or fitness centres. Finally, there are about 12 cabins that provide a rustic retreat experience, often located in wooded areas, complete with fireplaces and outdoor spaces for relaxation.
Are there any family house rentals in Gordonsville?
In Gordonsville, Virginia, there are numerous family-friendly holiday rentals available—specifically around 28 options throughout the area. This charming town is known for its historic architecture and proximity to stunning landscapes, making it an appealing destination for families. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to enjoy. Visitors can also expect amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay.The locale is situated near attractions like the Civil War Museum and the picturesque wineries of the Monticello Wine Trail, providing fantastic opportunities for exploration and relaxation.
Can I rent a holiday home with a pool or hot tub in Gordonsville?
In Gordonsville, Virginia, there are several holiday homes available for rent that feature pools and hot tubs, with around 15 options to choose from. This charming town, located in the heart of Virginia's wine country, offers a serene setting for relaxation. Many of the properties come equipped with private pools, soothing hot tubs, and spacious outdoor areas great for gatherings or family fun.Travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and often scenic views of the surrounding countryside, making these rentals ideal for both leisure and entertaining.
Can I find long-stay holiday rentals in Gordonsville?
A long-stay holiday rental in Gordonsville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Gordonsville?
In Gordonsville, there are several pet-friendly house rentals available, offering a range of amenities to ensure a comfortable stay for both travellers and their furry companions. Many of these properties feature spacious living areas, fully equipped kitchens, and outdoor spaces such as patios or gardens, where pets can enjoy the fresh air.The town itself is charming, with a quaint downtown area that includes local shops and restaurants, making it easy to explore while accommodating pets. Additionally, the surrounding countryside provides ample opportunities for outdoor activities, including walking and hiking trails that are pet-friendly, allowing guests to fully appreciate the natural beauty of Virginia.
Are there any remote work holiday rentals in Gordonsville?
In Gordonsville, Virginia, there are a significant number of remote work-friendly holiday rentals available, with around 102 options to choose from. Many of these properties are equipped with dedicated workspaces, including desks and comfortable chairs, making them ideal for those who need to blend work and leisure. High-speed Wi-Fi is commonly provided, ensuring that guests can stay connected throughout their stay.The town itself offers a quaint, historic atmosphere with charming shops and local eateries, adding to the appeal of a working holiday. Additionally, the surrounding countryside features beautiful landscapes, superb for unwinding after a productive day. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Gordonsville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Gordonsville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Gordonsville?
In Gordonsville, popular rental amenities include kitchens, allowing guests to prepare their own meals during their stay. Many properties also permit pets, making it a great destination for travellers with furry companions. Additionally, visitors can expect to find fireplaces, which add a cozy touch to the accommodations. Onsite parking is commonly available, providing convenience for those travelling by car. Many rentals also feature decks or patios, offering guests a lovely outdoor space to relax and enjoy the surrounding scenery.
When is the best time to visit Gordonsville for a holiday rental?
The peak season for visiting Gordonsville is from May to July, with July being the most popular month. During this vibrant period, travellers flock to the area to enjoy the warm summer weather and partake in various outdoor activities, including exploring the charming historic district and sampling local cuisine at the many farm-to-table restaurants.With temperatures typically ranging from the mid-teens to low 30s Celsius, July offers the great climate for enjoying the picturesque landscapes of Virginia's countryside. Visitors often relish the opportunity to embark on hiking trails that showcase the natural beauty of the region or visit nearby wineries for tastings.For those seeking a more budget-friendly experience, consider planning your trip in November. This quieter month allows for a more relaxed pace, where you can appreciate the beautiful autumn foliage while enjoying the local sights without the crowds. Plus, it's an excellent time to discover seasonal events and cosy gatherings that reflect the charm of Gordonsville.Ultimately, the best time for you to book a holiday rental in Gordonsville hinges on your interests.
How early should I book a Gordonsville holiday rental?
Book your Gordonsville holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Gordonsville?
In Gordonsville, visitors can explore a charming array of attractions that reflect the town's rich history and scenic beauty. The town is known for its historic downtown area, where you'll find quaint shops and eateries, providing a lovely atmosphere for leisurely strolls. The Gordonsville Historic District features several well-preserved buildings that highlight the architectural heritage of the region.Nearby, the Civil War Museum offers insights into the area's role during the conflict, while the scenic landscapes surrounding Gordonsville are superb for outdoor enthusiasts. The town is situated near Lake Anna, which is ideal for fishing, boating, and picnicking, making it a popular spot for those looking to enjoy nature.
Can I change or cancel my Gordonsville home rental booking on Vrbo?
To find Gordonsville holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Gordonsville holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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