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Highland County Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Top Cities in Highland County

Vacation HomesVacation Homes

Monterey

Monterey

Featured Vacation Homes in Highland County

2 Miles to Snowshoe Secluded 3BR Log Cabin on 9 acres Hot Tub Waterfall WIFI
Cozy cabin with a high ceiling, L-shaped sofa, and wooden coffee table, offering a view of the surrounding forest from the upper level balcony.

2 Miles to Snowshoe Secluded 3BR Log Cabin on 9 acres Hot Tub Waterfall WIFI

9.6 out of 10, Exceptional, (152)
"Nice and clean. Plenty of trash bags, paper towels, toilet paper which is always nice. Good easy distance to Snowshoe. If they get snow before/during your trip I would recommend 4WD. Great stay thank you!"
2 Miles to Snowshoe Secluded 3BR Log Cabin on 9 acres Hot Tub Waterfall WIFI
The Firefly Springhouse
Access the upper level or storage area via the wooden staircase.

The Firefly Springhouse

10.0 out of 10, Exceptional, (30)
"The cottage was cute and the host was very friendly and helpful. The perfect place to stay for a couple nights."
The price is CA $114
CA $157 total
includes taxes & fees
Aug 13 - Aug 14
The Firefly Springhouse
Come STAR GAZE at Seldom Seen Farm on 172 acres in Highland County.
Escape to a peaceful winter wonderland surrounded by serene landscapes and a cozy cabin.

Come STAR GAZE at Seldom Seen Farm on 172 acres in Highland County.

10.0 out of 10, Exceptional, (5)
Come STAR GAZE at Seldom Seen Farm on 172 acres in Highland County.
The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and sink.

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

10.0 out of 10, Exceptional, (19)
"Such a great property and the owners are great! The house is super close to everything and the neighborhood is great. We can’t wait to book again! "
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
Smart TV, fireplace, video games, books

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
Charming Cottage in the Village of Warm Springs with Warm Thermal Spring
Enjoy outdoor dining or relaxation on the deck with a table and chairs, surrounded by a serene grassy landscape and trees.

Charming Cottage in the Village of Warm Springs with Warm Thermal Spring

10.0 out of 10, Exceptional, (42)
"Perfect location, everything we needed for a weekend away. "
Charming Cottage in the Village of Warm Springs with Warm Thermal Spring
Summer 2025 book 3 nights and get the 4th free!! Dogs welcome!
Enjoy a peaceful meal with a view of the surrounding mountains from the dining table, where you can write and unwind.

Summer 2025 book 3 nights and get the 4th free!! Dogs welcome!

9.8 out of 10, Exceptional, (39)
"Views were breathtaking and the cabin was clean and comfortable! Loved every minute of our stay. Thank you for allowing us to stay in your cabin."
Summer 2025 book 3 nights and get the 4th free!! Dogs welcome!
Shamrock 74 - Ski-In/Out Townhome!
Enjoy cooking in this well-equipped kitchen with modern appliances, a refrigerator, oven, microwave, and sink.

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. "
The price is CA $106
CA $486 total
includes taxes & fees
Aug 13 - Aug 14
Shamrock 74 - Ski-In/Out Townhome!
Bellview Cottage - MOUNTAIN HOUSE VACATION RENTAL
Enjoy cooking in this well-organized kitchen with sleek cabinetry, a stainless steel stove, and ample storage.

Bellview Cottage - MOUNTAIN HOUSE VACATION RENTAL

10.0 out of 10, Exceptional, (17)
"Great little Bungalow! We will definitely rent this again!"
Bellview Cottage - MOUNTAIN HOUSE VACATION RENTAL
Walk to the Greenbrier River and bike trails. Close to Snowshoe resort!
Stroll up to this charming two-story home, surrounded by lush trees and a welcoming porch.

Walk to the Greenbrier River and bike trails. Close to Snowshoe resort!

2.0 star property
9.8 out of 10, Exceptional, (10)
"My first time using Vrbo and it was wonderful. The house was prefect to stay in while skiing at Snowshoe. We got snowed in and could not leave on our scheduled date and the host was super cool about it. They were more concerned about our safety. I can't wait to go back, summer or winter. "
Walk to the Greenbrier River and bike trails. Close to Snowshoe resort!
Pine Ridge Manor-Private Hot Tub, beautiful Hilltop with views
Relax in the hot tub on the outdoor deck, overlooking a serene forested hillside.

Pine Ridge Manor-Private Hot Tub, beautiful Hilltop with views

10.0 out of 10, Exceptional, (13)
"Everything was amazing about this place and the owners ty for everything "
Pine Ridge Manor-Private Hot Tub, beautiful Hilltop with views
PET FRIENDLY COTTAGE 3.5 MILES FROM LAKE MOOMAW!
Enjoy meals in this kitchen with a dining table, plates, cutlery, and glasses.

PET FRIENDLY COTTAGE 3.5 MILES FROM LAKE MOOMAW!

9.6 out of 10, Exceptional, (25)
"Great place, would stay there again"
PET FRIENDLY COTTAGE 3.5 MILES FROM LAKE MOOMAW!
South Westridge Road 44 - Spectacular 4 Br Home Walk To Shay's Revenge
Guests can dine in comfort with a view of the surrounding forest from this dining area, featuring a large table and comfortable seating for three.

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

8.6 out of 10, Excellent, (25)
"Great location for skiing Western Territory. House needs some updating. Driveway with snow is not manageable without 4x4. "
South Westridge Road 44 - Spectacular 4 Br Home Walk To Shay's Revenge
Secluded 3 bedroom home with creek in the back yard
Relax in the serene outdoor patio area with a hot tub and comfortable seating under a covered space.

Secluded 3 bedroom home with creek in the back yard

10.0 out of 10, Exceptional, (48)
"Beautiful property, saw maybe 3 cars go by all weekend. No cell service but wifi took care of all those kinds of needs. Excellent stay, highly recommend."
Secluded 3 bedroom home with creek in the back yard
The Manse at Warm Springs - 5 bdrm, pet friendly, 1 mi from Warm Springs Pools
Enjoy cooking in this well-equipped kitchen with a gas stove, dishwasher, and stainless steel sink.

The Manse at Warm Springs - 5 bdrm, pet friendly, 1 mi from Warm Springs Pools

10.0 out of 10, Exceptional, (65)
"We had a marvelous stay at The Manse. Its spacious & cozy, has a well stocked kitchen, great board games and comfortable beds. We enjoyed the heat from the pellet stove and the ease of the location. Highly recommend and will return in the warmer months!"
The Manse at Warm Springs - 5 bdrm, pet friendly, 1 mi from Warm Springs Pools
Cabin on 2 acres River access, Fire Pit, & Hot tub
Relax in this spacious living area with a high ceiling, featuring a comfortable sofa, flat-screen TV, and wooden staircase.

Cabin on 2 acres River access, Fire Pit, & Hot tub

10.0 out of 10, Exceptional, (6)
"Stayed with friends for a W&L reunion. Great property."
Cabin on 2 acres River access, Fire Pit, & Hot tub
Drennen Ridge Farm Guest House
Relax in a serene garden setting surrounded by lush greenery and vibrant flowers.

Drennen Ridge Farm Guest House

10.0 out of 10, Exceptional, (18)
"Property was quiet and cozy ... with horses! And the hosts were very helpful. We would 100% stay here again"
Drennen Ridge Farm Guest House
Shamrock 73 - 2br/2ba - Pet Friendly - Fully Renovated!
Fridge, stovetop

Shamrock 73 - 2br/2ba - Pet Friendly - Fully Renovated!

10.0 out of 10, Exceptional, (6)
"Great place to stay! Cozy and close to everything. Pet friendly was a plus!!Will definitely be booking again!"
Shamrock 73 - 2br/2ba - Pet Friendly - Fully Renovated!
Haven is a quiet retreat located in the scenic hills of Monterey, Virginia.
Enjoy cooking in this well-equipped kitchen with a central island, appliances, and ample cabinetry.

Haven is a quiet retreat located in the scenic hills of Monterey, Virginia.

10.0 out of 10, Exceptional, (69)
"House is located in a beautiful"
Haven is a quiet retreat located in the scenic hills of Monterey, Virginia.
Boards & Bikes—Secluded Luxury Next to the Village (Treetop 29)
Relax in this inviting living space with a sofa set, coffee table, and shaggy rug.

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

10.0 out of 10, Exceptional, (56)
"This place was comfortable and had everything we needed! Owner was quick to answer any question. We really enjoyed our stay!"
The price is CA $444
CA $814 total
includes taxes & fees
Aug 22 - Aug 23
Boards & Bikes—Secluded Luxury Next to the Village (Treetop 29)
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

JP's Waterfront Yurt with Heating, Cooling & Wifi / Glamping on the River

JP's Waterfront Yurt with Heating, Cooling & Wifi / Glamping on the River

10/10 Excellent
"Nice accommodations. Clean, pretty and comfortable. Had everything we needed! "
Sara B. 2-night trip
Posted 1 day ago
JP's Waterfront Yurt with Heating, Cooling & Wifi / Glamping on the River