House holiday rentals in Highland County

Find and book unique houses on Airbnb

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Popular amenities for Highland County house rentals

House rentals with a pool

Guest favourite
Home in Roseland
5 out of 5 average rating, 18 reviews

Hot Tub! Wintergreen Resort!

MalenaRating, 5 stars2 days ago
Camille's place at Wintergreen was perfectly situated for our weekend at Devil's Backbone. The house was clean and tidy, it was easy to find, and her directions and instructions for getting there and getting in the house were spot on. it's an adorable little place and has plenty of room with the three bedrooms. We would love to come back and rent again. Our dog loved it too!!
Top Guest favourite
Home in Wintergreen Resort
4.88 out of 5 average rating, 136 reviews

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

KatieRating, 5 stars3 months ago
We had the absolute best time staying here. We had two families staying together, 10 total. With more than enough space! The location was perfect. The space was clean and cozy. We had the best time and made some amazing memories with our friends. Also we slept at night on the third floor with a window opened and it was so quiet outside! Thank you for opening your home to us!
Guest favourite
Home in Wintergreen Resort
4.96 out of 5 average rating, 106 reviews

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

NikiRating, 5 stars2 months ago
Our family of four needed a quiet get away, and we enjoyed the beautiful days and evenings, inside and on the deck! Hikes nearby, spa nearby, restaurants, grocery, gas also nearby. Great resort year round! Lots of activities if you want them, and lots of peaceful nature if you want. Great!
Guest favourite
Home in Wintergreen Resort
4.97 out of 5 average rating, 115 reviews

Bear's Mountain Escape

LauraRating, 5 stars1 week ago
Great stay! Perfect location and space was great. A tad smaller than what it looked like in the photos, but overall, great! The kitchen did not have any pantry space, but we made do with a shelf above the microwave and bins on top of the fridge. A day prior to check-in, I received an email stating the pool in the complex was closed for repairs. A bit disappointed at first, but it ended up working out really well. We had access to the SPA indoor and outdoor pools and the outdoors ended up being too cold to swim in. The indoor pool was no problem at all and they were very accommodating with lettings us have access throughout our stay. We would stay here again for sure!
Guest favourite
Home in Snowshoe
4.86 out of 5 average rating, 21 reviews

1ST FLOOR! Snowshoe Getaway! Ski IN & OUT

Catherine Rating, 5 stars3 months ago
It was a very nice stay. Great location. Great little ski area. Perfect for me. Can’t wait to bring my grand children here!
Guest favourite
Home in Wintergreen Resort
5 out of 5 average rating, 23 reviews

Amazing Views | Hot Tub | Mins to Breweries

SarahRating, 5 stars1 month ago
We very much enjoyed our stay, the view from the porch was amazing! Michael was very responsive. The house was well appointed and we loved that there was a Pack n’ Play available for our little one so we didn’t have to pack ours.
Guest favourite
Home in Wintergreen Resort
4.97 out of 5 average rating, 197 reviews

Hottub Ski In/Ski Out Renovated Chalet Lower Tyro

AshleighRating, 5 stars3 weeks ago
Joes property was absolutely beautiful! The views are amazing from the cozy hot tub on the back porch. Everything was super clean and the beds were super comfortable! This airbnb would be great for a family stay or a friends getaway. It was everything we needed and more! Joe was quickly responsive when i had questions. This air bnb is stocked with EVERYTHING you may need. Beautiful spot, 10/10!
Guest favourite
Home in Nellysford
4.95 out of 5 average rating, 75 reviews

Mountain Bauhaus | Sleeps 8 | Large Deck

GarrettRating, 5 stars3 days ago
Great house! We really enjoyed our stay for a weekend golf trip! Dinner at The Edge was close by and tasty, and the house was exactly as described!

Weekly house rentals

Top Guest favourite
Home in Monterey
5 out of 5 average rating, 16 reviews

Blue View Lodge

CodiRating, 5 stars4 weeks ago
Blue View was everything we hoped—serene, well-appointed, close to town, and they aren’t lying about the gorgeous view! Sunrise over the mountains was spectacular, the coffee setup was great, and we had a fantastic time just hanging out together on the back porch. We also really enjoyed playing cornhole and watching the bluebirds in the backyard! Felt like the best kind of step out of time. We sincerely hope we will get the chance to visit again.
Guest favourite
Home in Monterey
4.97 out of 5 average rating, 58 reviews

The Wilson House, a charming vacation home

LauraRating, 5 stars3 months ago
Great old house with interesting historical structures out back. The view is beautiful. Comfortable living room and kitchen works well for cooking. Dining room was great for meals and board games. With two full bathrooms and four bedrooms, we had more than enough space for 4 adults. The wind was howling at night but earplugs help cut down the noise. Check out the weather before your trip, this is at a high elevation and can be windy and colder than you might expect in march. We went into McDowell and Monterey for the Maple Festival. Got the trout at Highs restaurant. Oh, also really enjoyed the walking trail behind the house. Highly likely we’d like to return some time, thank you!
Top Guest favourite
Home in Pendleton County
5 out of 5 average rating, 15 reviews

The Cozy Cottage

ElisabethRating, 5 stars3 weeks ago
We were looking for a peaceful, private getaway with amazing views for our cycling trip, and this location exceeded our expectations. The cottage was beautiful and cozy, with all the amenities we could possibly need. Our host checked in with us shortly after our arrival and was very responsive to any questions we had. We will definitely be back!
Guest favourite
Home in Durbin
4.88 out of 5 average rating, 179 reviews

River House: A Cozy Mountain Getaway

NicholasRating, 5 stars2 days ago
Great as always. That porch is the place to be! Can’t wait for next year.
Top Guest favourite
Home in Monterey
4.98 out of 5 average rating, 96 reviews

Lodging on Main

DavidRating, 5 stars1 month ago
This was the best, most comfortable and cleanest rental we have ever been in, the most at home feeling. Even the pictures on the walls were well thought out and chosen. The beds were most comfortable and warm. I can go on and on but the bottom line is that we confidently want to go back and enjoy a wee bit more time.
Top Guest favourite
Home in Franklin
4.97 out of 5 average rating, 188 reviews

Pine Ridge Manor-Private Hot Tub, Secluded Hilltop

NathashaRating, 5 stars2 weeks ago
Airbnb is great and so is Bradley and Lynette for responding quick. We enjoy every view we had from this place.
Top Guest favourite
Home in Arbovale
5 out of 5 average rating, 20 reviews

The Boyer Camp House

WhitneyRating, 5 stars3 months ago
We had a GREAT weekend - the house was exactly what we needed for the weekend! My kids said it was a super cozy house and they liked it a lot!!! 10 out of 10 Recommended The host are super friendly and helpful!! Thank you Mike and Karen!!!
Top Guest favourite
Home in Pendleton County
5 out of 5 average rating, 19 reviews

Secluded and quiet mountain home with a hot tub.

BethRating, 5 stars8 months ago
Our whole group enjoyed our stay at the farmhouse. The house was fully stocked with everything you could need and more. We found the place to be very neat and tidy. The mountain view was very nice and we could check out the fall colors. Make sure you walk the "Loop" trail on the property! The directions to the house were easy to understand and the check in was simple. We would definitely stay here again!

Private house rentals

Top Guest favourite
Home in Monterey
5 out of 5 average rating, 16 reviews

Blue View Lodge

CodiRating, 5 stars4 weeks ago
Blue View was everything we hoped—serene, well-appointed, close to town, and they aren’t lying about the gorgeous view! Sunrise over the mountains was spectacular, the coffee setup was great, and we had a fantastic time just hanging out together on the back porch. We also really enjoyed playing cornhole and watching the bluebirds in the backyard! Felt like the best kind of step out of time. We sincerely hope we will get the chance to visit again.
Guest favourite
Home in Monterey
4.97 out of 5 average rating, 58 reviews

The Wilson House, a charming vacation home

LauraRating, 5 stars3 months ago
Great old house with interesting historical structures out back. The view is beautiful. Comfortable living room and kitchen works well for cooking. Dining room was great for meals and board games. With two full bathrooms and four bedrooms, we had more than enough space for 4 adults. The wind was howling at night but earplugs help cut down the noise. Check out the weather before your trip, this is at a high elevation and can be windy and colder than you might expect in march. We went into McDowell and Monterey for the Maple Festival. Got the trout at Highs restaurant. Oh, also really enjoyed the walking trail behind the house. Highly likely we’d like to return some time, thank you!
Top Guest favourite
Home in Pendleton County
5 out of 5 average rating, 15 reviews

The Cozy Cottage

ElisabethRating, 5 stars3 weeks ago
We were looking for a peaceful, private getaway with amazing views for our cycling trip, and this location exceeded our expectations. The cottage was beautiful and cozy, with all the amenities we could possibly need. Our host checked in with us shortly after our arrival and was very responsive to any questions we had. We will definitely be back!
Guest favourite
Home in Durbin
4.88 out of 5 average rating, 179 reviews

River House: A Cozy Mountain Getaway

NicholasRating, 5 stars2 days ago
Great as always. That porch is the place to be! Can’t wait for next year.
Top Guest favourite
Home in Monterey
4.98 out of 5 average rating, 96 reviews

Lodging on Main

DavidRating, 5 stars1 month ago
This was the best, most comfortable and cleanest rental we have ever been in, the most at home feeling. Even the pictures on the walls were well thought out and chosen. The beds were most comfortable and warm. I can go on and on but the bottom line is that we confidently want to go back and enjoy a wee bit more time.
Top Guest favourite
Home in Franklin
4.97 out of 5 average rating, 188 reviews

Pine Ridge Manor-Private Hot Tub, Secluded Hilltop

NathashaRating, 5 stars2 weeks ago
Airbnb is great and so is Bradley and Lynette for responding quick. We enjoy every view we had from this place.
Top Guest favourite
Home in Arbovale
5 out of 5 average rating, 20 reviews

The Boyer Camp House

WhitneyRating, 5 stars3 months ago
We had a GREAT weekend - the house was exactly what we needed for the weekend! My kids said it was a super cozy house and they liked it a lot!!! 10 out of 10 Recommended The host are super friendly and helpful!! Thank you Mike and Karen!!!
Top Guest favourite
Home in Pendleton County
5 out of 5 average rating, 19 reviews

Secluded and quiet mountain home with a hot tub.

BethRating, 5 stars8 months ago
Our whole group enjoyed our stay at the farmhouse. The house was fully stocked with everything you could need and more. We found the place to be very neat and tidy. The mountain view was very nice and we could check out the fall colors. Make sure you walk the "Loop" trail on the property! The directions to the house were easy to understand and the check in was simple. We would definitely stay here again!

Destinations to explore