Family-friendly vacation rentals in Highland County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Highland County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Snowshoe
4.84 out of 5 average rating, 101 reviews

Secluded 3BR Log Cabin! Hot Tub! Waterfall! WIFI!

TylerRating, 5 stars1 month ago
Awesome place, very cozy and private! Very roomy and spacious would highly recommend to anyone that is looking to stay in the area!
Condo in Snowshoe
5 out of 5 average rating, 17 reviews

Soaring Eagle #404: 3 BR 2 Bath

MeyonRating, 5 stars4 months ago
Perfect location - condo was beautiful
Superhost
Condo in Dunmore
4.91 out of 5 average rating, 111 reviews

Luxurious 2 Bdrm Family Style - Soaring Eagle 106

ScottRating, 5 stars1 month ago
Great location and a perfect place for our family!
Home in Roseland
4.86 out of 5 average rating, 14 reviews

Wilhelm's House- Mountain escape in VA

JaimeRating, 5 stars57 months ago
We visited for the weekend and had a wonderful stay. Peaceful, unique, clean - first words that come to mind when thinking of the Fenton Inn. Recommend making reservations in advance (when needed) for local dining as some of the breweries have limited seating availability due to COVID. Recommend Bold Rock for great food, views, and outdoor dining. We drove to Crabtree Falls for the day, great hike and drive along the Blue Ridge parkway which is just minutes from this location. Excited to see a couple black bear cubs!
Condo in Snowshoe
4.42 out of 5 average rating, 31 reviews

NO Guest Fee! Rimfire Fantastic Village studio

BaileyRating, 5 stars2 months ago
Amazing location in the village, best hot tub of any building! This makes it all worth it! The unit itself was very small and old, could use quite a bit of updates. The bed was nice and soft. You are definitely timely paying for location and amenities with this one, but still worth it in my eyes.
Townhouse in Snowshoe
4.79 out of 5 average rating, 14 reviews

Shays Landing #6: 4 BR, 4.5 Bath: Slope Side

AngelaRating, 5 stars28 months ago
We always visit Snowshoe the weekend before Christmas and have stayed at Summit. Our family has grown and we needed a bigger space. We booked this property and we all loved it. Lots of room to spread out, large kitchen for preparing meals and the location was perfect. We were able to walk to the village with a 2 year old toddler and had no problem. Powder monkey lift was out the front door. We will definitely book again for next year! Angela B
Condo in Snowshoe
4.86 out of 5 average rating, 14 reviews

Soaring Eagle #201: 3 BR, 2 Bath: Slope Side

Jack TRating, 5 stars2 months ago
We thoroughly enjoyed our stay. The weather could have been better but that’s out of your control. There was plenty of room for the family to sit and relax and ample of room at the table for dinner.
Condo in Snowshoe
4.96 out of 5 average rating, 23 reviews

Highest Elevation on the mountain!~RENOVATED

ScottRating, 5 stars2 months ago
What a great stay and host!! Phyllis was amazing and the condo was gorgeous! Great location and parking in Snowshoe!

Family- and pet-friendly home rentals

Apartment in Roseland
4.82 out of 5 average rating, 235 reviews

Spacious 2 bedroom, 2 bath condo w/ full kitchen

SusanRating, 5 stars4 months ago
Great stay. Not updated, but extremely comfortable. Bed was great! We really enjoyed the fireplace. Everything we needed for a short stay. Small suggestion… get rid of the cable and tv and buy a smart tv for streaming. Thanks for a great stay and for allowing us a later checkout. Much appreciated.
Guest favorite
Cottage in Blue Grass
4.88 out of 5 average rating, 42 reviews

Eagle Annie's Cottage in Relaxing Highland County

LizzieRating, 5 stars1 month ago
We were staying the weekend for the Maple festival and Patti’s cottage was absolutely perfect for the weekend! Soon after arriving I got a migraine and Patti was so accommodating and let us check in a few hours early so I could rest, an absolute life saver! She provided everything we could have needed and more! Definitely will be returning!
Farm stay in Raphine
4.91 out of 5 average rating, 152 reviews

Peaceful 3 bdrm, a meadow, creek running through.

DuffyRating, 5 stars19 months ago
From the first glimpse of the rolling farm hills and quietly grazing cows we knew we had a good place to get away from our ordinary lives. Brendan met us when we arrived at the quaint location: rambling farm home and adjacent out-buildings close to a lovely stream with weeping willows, wild flowers. Brendan helped us with our luggage and showed us around so we could get the most from our stay. We took walks along the farm roads and enjoyed our time in and out of the house. The outdoor shower was fun and I loved the deep claw foot tub.
Superhost
Cabin in Hot Springs
4.81 out of 5 average rating, 427 reviews

Warm Springs Mountain Cabin w/ Modern Style

MichaelRating, 5 stars3 months ago
Fantastic spot…we shall return.
Guest favorite
Condo in Wintergreen Resort
4.88 out of 5 average rating, 113 reviews

1720 High Ridge at Wintergreen Resort

HuntRating, 5 stars1 month ago
Beautiful location with the daily sunrise over the blue ridge mountains is captivating. Kimberly who manages the property is the provides the best customer service I've ever had at Air B&B . (Got well over 100 nights in withAirB&B)
Guest favorite
Condo in Wintergreen Resort
4.97 out of 5 average rating, 37 reviews

Breathtaking Views from The Ledges

LoganRating, 5 stars2 months ago
house was very well stocked for an Airbnb (games, kitchen stuff, household items, etc), having an onsite firewood supply was amazing as was being within walking distance of some of the slopes. Vivian's instructions were very clear on the check in/check out procedure and everything was described accurately. Would stay here again!
Home in Wintergreen Resort
4.9 out of 5 average rating, 183 reviews

Wintergreen Resort: Weeping Rock Retreat

JanaRating, 5 stars2 months ago
We had a fantastic weekend at Wintergreen. Amber’s home was perfect for 2 families, the location is great for accessing the ski resort. We only wish we could have stayed longer! We will be back!
Guest favorite
Home in Lyndhurst
4.94 out of 5 average rating, 50 reviews

Cozy Creekside 2-bedroom home.

Laura AshleyRating, 5 stars3 months ago
The place was very clean and perfect for us — 2 couples and a couple of small dogs. We came to town to enjoy some skiing at wintergreen and found the location convenient for access to the resort at a very fair price. It was a very cold weekend so we didn’t get much opportunity to enjoy the outdoor patio or fire pit but we enjoyed the view of the beautiful creek.

Family-friendly home rentals with a pool

Guest favorite
Loft in Bridgewater
4.93 out of 5 average rating, 548 reviews

Private Studio Apt Retreat

Jonathan and PatriciaRating, 5 stars2 days ago
Nice and cozy finished studio apartment above a garage. Nice amenities, clean place and quiet location. Stayed one night this time; stayed several nights a year ago. Would recommend this place for anyone needing a short stay in thr area.
Guest favorite
Apartment in Wintergreen Resort
4.85 out of 5 average rating, 123 reviews

Walk to Market/Slopes!

JosephRating, 5 stars1 month ago
As advertised. Good location. Easy check-in
Top guest favorite
Home in Wintergreen Resort
4.89 out of 5 average rating, 54 reviews

Luxury House/Mountain Golf Course: Near Ski Slopes

EdwardRating, 5 stars2 months ago
TDLR version: If you have a big group (more than 5) for a ski trip at Wintergreen, and are looking at places to stay, you better book this place fast because it won’t be there later. 100% worth it. No complaints at all. Longer review: This place had everything we expected and more. Big living room area for gatherings, pristine kitchen with huge counter and dining table. Appliances looked brand new as well. There’s a mudroom with a separate entrance to put all your board/ski gear in to keep the house clean. The back deck is very spacious, and the gazebo has a light under it for late nights outside. Internet worked great the whole stay as well. All in all, it felt like we were staying at resort lodging, while having a private host on speed dial. Gina was an amazing host, being very responsive, giving detailed yet not overly complicated instructions and rules for the house, and being understanding when problems arose. 12/10 would stay again.
Guest favorite
Cabin in Wintergreen Resort
4.8 out of 5 average rating, 102 reviews

Gorgeous Rustic Mountain Cabin - Green Oak Cabin

LoreleiRating, 5 stars14 months ago
My husband had a great time hosting a Bachelors weekend for one of his good friends. The guys loved the stay at the cabin and loved that it was so close to skiing. They would definitely stay again and maybe next time I can go!
Superhost
Chalet in Roseland
5 out of 5 average rating, 4 reviews

Wintergreen Retreat

HannahRating, 5 stars1 month ago
The house is amazing! The space is beautiful, clean, and luxurious. It is probably the nicest airbnb we’ve ever stayed in! The location is peaceful and has great hiking spots and wineries close by. This was a perfect spot for a getaway weekend with a group of friends!
Superhost
Cabin in Greenville
4.95 out of 5 average rating, 74 reviews

Cabin on Penmerryl Farm - (2-Night Minimum Stay)

AngelaRating, 5 stars9 months ago
We had a wonderful stay at Deanie’s place. It was beautiful. It was comfortable. Everything was clean and neat. The kitchen was fully stocked. The beds and linens were super comfortable. We also enjoyed the pool, the view and the people! Everyone was just wonderful. I highly recommend!!!!! Also, don’t forget to get on the list for breakfast. We were only there two mornings, but the food was very good and my family is still talking about it. I hope to return there again in the near future.
Top guest favorite
Condo in Wintergreen Resort
4.94 out of 5 average rating, 246 reviews

Cozy, clean, quiet mountain condo- King bed

ChristieRating, 5 stars1 week ago
Ritta's condo is clean, spacious and comfortable, situated in a woodland sanctuary of peace and quiet. Loved each morning and evening of spacious solitude.
Superhost
Home in Wintergreen Resort
4.79 out of 5 average rating, 100 reviews

Mntn View Hot Tub Pool Table Pool Tennis Golf

RobinRating, 5 stars2 months ago
We loved staying here! It's a beautiful home with a great view. Communication was great. We would definitely stay here again. - It was a 4-5 min drive to the parking area (skiing) or you can park at the spa and take the shuttle. - The top floor is a large bedroom and bathroom, then two bedrooms on the main floor (with two separate bathrooms) and the bottom floor is large with the pool table / another living area, and hot tub outside. The bottom floor has 3 BRs but only one bathroom FYI. Not a problem for us but something to keep in mind when splitting up the spaces.

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