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Find Vacation Homes in Highland County, VA from $114

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Vacation Homes in Highland County

The Firefly Springhouse

9.8 out of 10, Exceptional, (37)
"What a great place to stay! It is such a cute space, and the owners were wonderful! If you love a farm there are plenty of chickens, goats and even a couple of peacocks! We will definitely be back! It was a perfect for our last minute quick getaway! "
$103 nightly
The price is $114
Oct 6 - Oct 7
Total with taxes and fees
The Firefly Springhouse

Ski-in and out with private HOT TUB in 5 bedroom house with game/theatre room!

9.6 out of 10, Exceptional, (33)
"We had 8 adults and 6 young children under the age of 3 and had an excellent time. Great location, can literally walk out the back door and throw your skis on and hop on Upper Flume. "
Ski-in and out with private HOT TUB in 5 bedroom house with game/theatre room!

Ski-In/Ski Out Townhome w/ Beautiful View w/Hot Tub.

9.8 out of 10, Exceptional, (21)
"Great property, definitely would stay again."
Ski-In/Ski Out Townhome w/ Beautiful View w/Hot Tub.

WALK TO SLOPES. Make memories at Deerwoods, a traditional Mountain Lodge.

2.0 star property
9.6 out of 10, Exceptional, (8)
"Diane was very accommodating, we really enjoyed our stay and hope to rebook next year! Thank you again! "
WALK TO SLOPES. Make memories at Deerwoods, a traditional Mountain Lodge.

Lakeside Log Home on Picturesque Private Farm

9.8 out of 10, Exceptional, (69)
"We had a great weekend staying in the Scotland Farms cabins once again! Beautiful farm and the cabins are very nice. The stars at night are incredible!"
Lakeside Log Home on Picturesque Private Farm

Architectural marvel w/firepit, hot tub, prime location, lounge & bar rooms!

10.0 out of 10, Exceptional, (27)
"Great stay at the Dome home in Snowshoe. Very spacious with amazing views. Lots to do and a short walk to the village. "
Architectural marvel w/firepit, hot tub, prime location, lounge & bar rooms!

Luxury Home w/ Mtn Views, 1 Mile to the Homestead!

10.0 out of 10, Exceptional, (3)
"We thoroughly enjoyed our stay in your beautiful home. One drawback is it is a bit challenging for seniors with mobility issues."
Luxury Home w/ Mtn Views, 1 Mile to the Homestead!

Historic 1850s Home at the Base of Jump Mountain

8.8 out of 10, Excellent, (33)
"My fourth or fifth time here and always great! Thanks !"
Historic 1850s Home at the Base of Jump Mountain

The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!

10.0 out of 10, Exceptional, (24)
"We had a wonderful stay! The house is cozy and well appointed, the neighborhood is good and so convenient to Gypsy Hill Park. "
The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!

Ski In/Out @ Loggers 16 - Private Hot Tub, 3 Kings, PS5, 85" TV, Rec+Gear Rms

10.0 out of 10, Exceptional, (21)
"Three families with teens and tweens had a wonderful time this weekend. We were steps from the slopes and had everything for a comfortable and fun weekend. The three teen boys loved the bunk/gameroom. The hot tub was a great place to warm up after skiing. We will absolutely be back."
Ski In/Out @ Loggers 16 - Private Hot Tub, 3 Kings, PS5, 85" TV, Rec+Gear Rms

Stemwinder 5 - Spacious townhome Short Distance to Powder Monkey Lift!

10.0 out of 10, Exceptional, (16)
"You can't beat the location, directly on the slope, near the Powder Monkey lift. Property was great for 2 families, loved the wood burning fireplace and ski storage at the front."
Stemwinder 5 - Spacious townhome Short Distance to Powder Monkey Lift!

Boards & Bikes—Secluded Luxury Next to the Village (Treetop 29)

10.0 out of 10, Exceptional, (57)
"This place was comfortable and had everything we needed! Owner was quick to answer any question. We really enjoyed our stay!"
Boards & Bikes—Secluded Luxury Next to the Village (Treetop 29)

Shamrock 74 - Ski-In/Out Townhome!

9.4 out of 10, Exceptional, (12)
"perfect ski in and out location for our stay, quick walk to the trail. the accommodations were as listed, well stocked with all the necessary items needed. parking was perfect, right in front of the rental. "
Shamrock 74 - Ski-In/Out Townhome!

Stunning Snowshoe Home | Hot Tub | Pool Table

10.0 out of 10, Exceptional, (4)
"Fantastic property, had everything we needed and more. Will definitely be booking again."
Stunning Snowshoe Home | Hot Tub | Pool Table

Solitude on 172 private acres in Highland County.

10.0 out of 10, Exceptional, (8)
"If you enjoy disconnecting this is the perfect place for it."
Solitude on 172 private acres in Highland County.

Hot Tub | Game Room | Bunk Room | No Cleaning Fee

9.4 out of 10, Exceptional, (20)
"My Girl Scout Troop LOVED the bunk room! This was the perfect place for a large group! The kitchen table was huge too and we could have family style meals. Totally recommend! "
Hot Tub | Game Room | Bunk Room | No Cleaning Fee

South Westridge Road 44 - Spectacular 4 Br Home Walk To Shay's Revenge

8.6 out of 10, Excellent, (25)
"It was a great place to stay. The amenities were everything we needed. Being a first time customer the parking situation needed to be explained. I would definitely book again. "
South Westridge Road 44 - Spectacular 4 Br Home Walk To Shay's Revenge

Come see the Fall colors and hike or bike. Enjoy in-outdoor fireplaces & hot tub

10.0 out of 10, Exceptional, (27)
"House was in a perfect location! Shuttle was quick and driver was friendly! Views were amazing! "
Come see the Fall colors and hike or bike. Enjoy in-outdoor fireplaces & hot tub

3br\2ba Powder Monkey ski in\out - Pet Friendly

2.0 star property
10.0 out of 10, Exceptional, (6)
"Fantastic condo right on the slopes. Very well equipped unit. "
$377 nightly
The price is $405
Oct 6 - Oct 7
Total with taxes and fees
3br\2ba Powder Monkey ski in\out - Pet Friendly

Lands End 4 BR Condo: 5 mins walk to the Village

Lands End 4 BR Condo: 5 mins walk to the Village
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 Highland County Hotel Reviews

Find out more about Highland County

Find out more about Highland County

Booking Tips to Find the Best Highland County Vacation Homes


How much does it cost to rent a vacation home in Highland County?

You can find incredible Highland County vacation homes for all types of budgets: between $114 and $405 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Highland County?

If you are looking for a great deal on your vacation home in Highland County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Highland County?

There are 312 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Highland County?

Begin by entering your trip dates to see what type of Highland County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Highland County?

Booking Highland County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Highland County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Highland County along with your vacation property, into a Highland County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Highland County Vacation Homes information

Number of reviews
443
Accommodation
312 Vacation Homes
Lowest Price
$114
Highest Price
$405

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Explore a world of travel with Expedia