
Condo vacation rentals in Shenandoah
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Top-rated condo rentals in Shenandoah
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Shenandoah condo rentals
Weekly condo rentals

2 br/2 b condo; skiing; hiking; wineries; pool
This was a getaway to see our kids, and it was perfect. Amanda went out of her way to accommodate our needs, and her place is a great refuge. What really stands out is how communicative she was in every step from booking, to questions, checkin, and checkout. Everything went super smoothly and we enjoyed our stay.

Massanutten Woodstone or Summit 4BR, 4BA
Daniel was great and our family of six really enjoyed our stay! It was a great deal and a great time!

Wintergreen Resort King bed, Fire place, 2 Bd/2 Br
The place was super nice, honestly better than the pictures! Our group had a great time and all loved the place. Everything was super clean and organized. There was also a binder with local recommendations and we visited some of those restaurants and they were fantastic. I would definitely stay here again and recommend it to anyone.

Beautiful waterfront condo w/private boat slip
The best vacation spot with a beautify condo! Had a blast at this place and will definitely be coming back for sure. The house the view the furniture, everything about the trip was amazing!!

Massanutten Woodstone 2-BR, 2 Bath
Andy was very responsive and gave clear instructions. We had been at this resort a few times in the past and the unit we received was very nicely appointed and updated. We had all amenities and were super close to the indoor pool and gym. Comfortable.

Cozy condo at Bryce Resort
We were here for a brief weekend getaway to go snowboarding with the family. It was exactly what we were looking for. It was ski in/out with only a 5-6 minute walk to the bunny slope and lifts. The bed was very comfortable.

Beautiful Mountain Getaway - Walk to Everything!
Beautiful and well stocked condo. Perfect location, we could walk to everything on our ski trip. Wonderful and hospitable hosts!

Wintergreen condo near Nature Foundation & Spa
We've stayed in a lot of condos in Wintergreen over the years, and this may be one of my favorites. This was a very comfortable two bedroom / two bathroom. It was a perfect size for our group of 2 adults and 2 teens. The furnishings were very nice. It is easy to get into (first floor). The view is of the woods behind the condo and quiet. Also, we appreciate how responsive the host was! She quickly returned our call in the evening when we had a little trouble getting into the lock code. Her instructions had been perfect; we just made a mistake with the code. We should have brought a little dishwashing detergent. There was one pod there. I'd stay there again.
Pet-friendly condo rentals

Mtn/Firework Views from Private Deck ~ King Suite
My fiance, our dog, and I had a wonderful stay at Susie's! The condo was well stocked with anything you may need during your stay. The dog bowls and towels were a thoughtful addition right as you walked in. The bed was comfortable and we loved having the TV up there to unwind after a day of hiking around nearby trails. We ended up having to reschedule the days that we were coming, and Susie made that process very easy. We will definitely be staying here again next time we come to the area!

1720 High Ridge at Wintergreen Resort
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)

Tips Up: Cozy Slopeside Retreat w/ Fireplace
It was a great stay here! It’s in the Wintergreen Resort which was great for hikes with the pups, restaurants within walking distance at the resort, and not too far of a drive to wineries & breweries. Would definitely stay again!

Best View in the Blue Ridge from Biscuit's Porch
View is even more beautiful in person! We loved the balcony. Kitchen had everything we needed to make meals at home. Our pup loved the place too!

Ski-in/Ski-out Wintergreen Highlands Condo -Views!
Lindsay’s place was perfect for our family’s ski weekend. The condo was spacious and had everything we needed. The views were amazing! Lindsay was a great communicator and very responsive host. Highly recommend!

Cozy, clean, quiet mountain condo- King bed
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.

Mountain views, peaceful & relaxing, pet friendly
We had such a lovely stay at this cute mountainside condo! The space was clean, cozy, and had everything we needed for a comfortable and relaxing trip. Doug’s recommendations for local food spots and hiking trails were so helpful!

Best Panoramic Views with 2 Floors
Owners great to work with and very responsive. Place is cozy with beautiful views, ideally located within Wintergreen. Highly recommend!
Condo rentals with a pool

Pepper's Mountain Pad
An amazing host that was quick to respond and had great communication. The place was neat and easy and super close to Wintergreen Resort! Would book again!

Recently updated - view of the Blue Ridge Mtns
This condo was perfect for a long ski weekend for our family of 4. Located close to slopes, clean and with a spectacular view! Would definitely stay again!

2BR @ Chalet High - Basye, VA
The owners of this fine property, have gone the extra mile, to provide an above and beyond resort experience. The ideal location, abundance of amenities and. extras. depending on the season that you choose, this a place you could call home. Waiting for your vacation memories, this chalet is cozy, comfortable, and the perfect mental floss.

Lovely 2 bed 2 bathroom condo close to UVA
What a charming apartment in a fantastic location. We were close to everything we wanted to do. The apartment itself was so charming, clean, and full of amenities. It was the perfect spot for four moms getting a weekend away! We loved it!

Happy hour on the 18th Hole
The place was perfect, we had a group of 4 and it fit us all very comfortably, and it was so nice being very close to the mountain. This is an absolutely fantastic option for those looking to ski/snowboard at Wintergreen and I heavily recommend it.

Bryce Resort - Large Studio with Sleeping Divider
Lovely place, nice stay!

The Perch in Wintergreen Laurelwood
We had a wonderful stay at Ashley’s place! The location was perfect for skiing. Ashley was very responsive - we would definitely stay here again!

Pool Tennis Golf Hiking Dogs OK Deck Pack ’n Play
Nice condo. Well stocked kitchen. Location is great for both the beginner skier and the more advanced skier. Easy walk to the beginner slope.
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- Massanutten Resort
- Bryce Resort
- Luray Caverns
- Ash Lawn-Highland
- Chisholm Vineyards at Adventure Farm
- Prince Michel Winery
- Spring Creek Golf Club
- Shenandoah Valley Golf Club
- Early Mountain Winery
- Wintergreen Resort
- Massanutten Ski Resort
- Sly Fox Golf Club
- Frontier Culture Museum
- Bowling Green Country Club
- The Plunge Snow Tubing Park
- Car and Carriage Caravan Museum
- Dinosaur Land
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