Holiday Rentals in Skyline Drive

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Holiday Rentals in Skyline Drive

Massanutten's Woodstone Meadows by Tripforth

4.0 star property
9.0 out of 10, Wonderful, (204)
"It was a great place to stay, super clean and homey! The only thing I would change is the bed, it was uncomfortable. But overrall it was great!!"
Massanutten's Woodstone Meadows by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 star property
9.0 out of 10, Wonderful, (292)
"Had nice time "
Mountainside Villas at Massanutten by Tripforth

Postcard Cabins Shenandoah

2.0 star property
10.0 out of 10, Exceptional, (3)
"It was so wonderful to enjoy the starry and silent night."
The price is €140
includes taxes & fees
2 Apr - 3 Apr
Postcard Cabins Shenandoah

Massanutten Resort by Tripforth

3.0 star property
7.8 out of 10, Good, (150)
"Massanutten itself is a great facility, but a bit dated in a lot of ways. They keep adding new things, but do not really keep what they have current or updated. "
Massanutten Resort by Tripforth

The Summit at Massanutten Resort by Tripforth

3.5 star property
9.2 out of 10, Wonderful, (55)
"Checkout at 10 am and having activities planned still at their property was a little skittish but otherwise love this place"
The Summit at Massanutten Resort by Tripforth

The Great Escape - Near everything yet off the beaten path

10.0 out of 10, Exceptional, (390)
"Place was clean and looked just like the pictures. Highly recommend! "
The Great Escape - Near everything yet off the beaten path

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (267)
"The date of my stay was Sun Feb 9 - Tues Feb 11, 2025. It was a great place to stay with beautiful views. Our stay was short. We were there for my son to participate in WASI- Wintergreen Alpine Special Invitational. Travel to the Mountain Inn for ski competition and celebration was easy. I really enjoyed having the full kitchen so we could make breakfast each day. The washer and dryer were helpful for keeping ski bibs clean and dry."
The price is €228
includes taxes & fees
16 Mar - 17 Mar
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (306)
"We had a wonderful time enjoying this peaceful setting. The house is just as described and everything worked well! "
Star view cabin-Riverfront

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

9.6 out of 10, Exceptional, (342)
"Amazing view, and very quiet. Exactly what i was looking for. "
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

Newly Renovated Vacation 4 bedroom Resort House in Massanutten VA!

9.2 out of 10, Wonderful, (30)
"Went to ski resort. Had a blast!"
Newly Renovated Vacation 4 bedroom Resort House in Massanutten VA!

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (296)
"Excellent"
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

10.0 out of 10, Exceptional, (322)
"This cabin fulfilled all my needs. Simple, clean, and efficient. The location was secluded and quiet, just what I needed. Will definitely return!"
The price is €321
includes taxes & fees
20 Mar - 21 Mar
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Falling Leaf Cabin With Winter River And Mountain View!

9.8 out of 10, Exceptional, (277)
"We really enjoyed our stay at the Falling Leaf Cabin. It was just what we were looking for. The cabin had a nice log cabin feel and the fire place and hot tub really made it all come together. "
Falling Leaf Cabin With Winter River And Mountain View!

Be Our Guest at Massanutten Resort

10.0 out of 10, Exceptional, (136)
"Loved this place. Perfect for a family. Will definitely book again"
Be Our Guest at Massanutten Resort

Massanutten Resort Mountain Top log home with slope views- Walk to amenities

9.8 out of 10, Exceptional, (75)
"The house was just what we were looking for. The location was perfect and enabled us to easily access all the area had to offer. We will definitely return! "
Massanutten Resort Mountain Top log home with slope views- Walk to amenities

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

9.8 out of 10, Exceptional, (281)
"My husband and i came out to the area to see the caverns and skyline drive. This cabin was such a great spot for both of those activities. The cabin was clean and in a perfect area. The view was amazing and the hot tub was so nice. "
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

Tree top home in Massanutten next to slopes

9.6 out of 10, Exceptional, (93)
"Check in was smooth, location was great! 5 minute drive to the ski lodge or a minute walk to the slope. House was clean. "
Tree top home in Massanutten next to slopes

Unique Massanutten Lodge, Hot Tub, Game Room w/foosball and Gorgeous Views!!

10.0 out of 10, Exceptional, (171)
"This is the second year staying at this house. It fists our family perfectly. Michelle has been a wonderful host, responds immediately, and has thought of everything we could possibly need to make our stay even more enjoyable."
Unique Massanutten Lodge, Hot Tub, Game Room w/foosball and Gorgeous Views!!

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (81)
"Overall rating & experience 4.5/5 Stars. Great owners who communicated very well and timely.This precious cabin is tucked in the Shenandoah mountains & is very quiet, clean and such a lovely place located by great local wineries and eateries with beautiful scenery & mountain views, The wood-burning stove was an added bonus. We all are very happy with our experience and time here(3 nights). This cabin is also very well furnished, new, very clean, and has all the necessities.We highly recommend it...
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (40)
"Just as we had hoped and very comfortable beds "
The price is €337
includes taxes & fees
16 Mar - 17 Mar
Ivy Rose Cottage nestled b/t Cville & Vineyards
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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Other types of properties in Skyline Drive you may be interested in

English Inn of Charlottesville

3.0 star property
9.2 out of 10, Wonderful, (2088)
"Wonderfully seated right in the middle of Charlottesville Virginia complete access to everything you could ever need the staff was amazing Scott is an amazing general manager there Great Staff as well and the breakfast was unmatched."
The price is €103
includes taxes & fees
1 Apr - 2 Apr
English Inn of Charlottesville

Massanutten Resort

2.5 star property
8.0 out of 10, Very good, (666)
"Loved the wildlife and the snow. Went on a lovely hike our last day there "
The price is €122
includes taxes & fees
1 Apr - 2 Apr
Massanutten Resort

Omni Charlottesville Hotel

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Beautiful and comfortable!"
The price is €184
includes taxes & fees
24 Mar - 25 Mar
Omni Charlottesville Hotel
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.