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Skyland Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Skyland vacation rentals

Garden
Roadhaven1830

Apartment in Mount Jackson

Roadhaven1830
3.0 star property
9.6 out of 10, Exceptional, (38 reviews)
"Great place to stay! It’s clean cozy and quiet! I would definitely stay again in the future!"
United States
Carri
The price is ￥21,315
￥23,938 total
includes taxes & fees
Jan 13 - Jan 14
Roadhaven1830
Interior
The Depot Loft at Shenandoah

Apartment in Shenandoah

The Depot Loft at Shenandoah
10.0 out of 10, Exceptional, (22 reviews)
"We only stayed for one night but the rental was great"
United States
Mike B.
The price is ￥13,500
￥36,137 total
includes taxes & fees
Jan 18 - Jan 19
The Depot Loft at Shenandoah
Exterior
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Cabin in Stanardsville

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (60 reviews)
"Great Staff Great Getaway Great Everything "
United States
LaToya
The price is ￥15,631
￥24,866 total
includes taxes & fees
Jan 13 - Jan 14
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Smart TV, stereo
Cozy Retreat - Hot tub + Mountain Views + Pets

Cottage in Fort Valley

Cozy Retreat - Hot tub + Mountain Views + Pets
9.8 out of 10, Exceptional, (57 reviews)
"This house was super charming and perfect for our weekend getaway!"
United States
Beth S.
The price is ￥8,782
￥34,940 total
includes taxes & fees
Jan 14 - Jan 15
Cozy Retreat - Hot tub + Mountain Views + Pets
Property grounds
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE

Cottage in Stanley

NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
9.8 out of 10, Exceptional, (14 reviews)
"We enjoyed our two night stay. We had plenty of space for our family to relax. The location was perfect for exploring luray caverns and the town. "
United States
Chelsea F.
The price is ￥10,732
￥55,156 total
includes taxes & fees
Jan 21 - Jan 22
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
Smart TV, Hulu, streaming services
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Vacation Home in Luray

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
10.0 out of 10, Exceptional, (65 reviews)
"This property was very clean and conveniently located to everything we wanted to do. We enjoyed our stay"
United States
Cindy H.
The price is ￥11,368
￥32,404 total
includes taxes & fees
Jan 13 - Jan 14
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Terrace/patio
Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK

Cabin in Shenandoah

Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK
10.0 out of 10, Exceptional, (7 reviews)
"The experience was amazing. The cabin has everything you could need and the host has a great communication all the time."
United States
Abel A.
The price is ￥18,520
￥53,939 total
includes taxes & fees
Jan 13 - Jan 14
Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK
Terrace/patio
Elegant Retreat w/Vintage Charm & Modern Comforts

Apartment in Luray

Elegant Retreat w/Vintage Charm & Modern Comforts
9.8 out of 10, Exceptional, (6 reviews)
"Quaint house in a small town with a wonderdul trail right behind the residence."
United States
Amber K.
The price is ￥12,363
￥22,806 total
includes taxes & fees
Jan 13 - Jan 14
Elegant Retreat w/Vintage Charm & Modern Comforts
Iron/ironing board, free WiFi, bed sheets
New studio conveniently located in town of Luray.

Apartment in Luray

New studio conveniently located in town of Luray.
9.8 out of 10, Exceptional, (78 reviews)
"It's absolutely amazing will definitely come back again location was perfect"
United States
Warren R.
The price is ￥15,900
￥29,256 total
includes taxes & fees
Jan 13 - Jan 14
New studio conveniently located in town of Luray.
Outdoor spa tub
The Blue Pearl by Zen Living

Vacation Home in Luray

The Blue Pearl by Zen Living
10.0 out of 10, Exceptional, (11 reviews)
"What a great location to walk to downtown dining, coffee shop, bakery, brewery, meadery and lunch spot w/beer garden and live music! Also a short walk to the Hawksbill Greenway. The hot tub and fire pit were wonderful as was the shower with rain head. The bed was extremely comfortable - as was the entire house! We will definitely stay again."
United States
Andrea M.
The price is ￥15,418
￥45,086 total
includes taxes & fees
Jan 13 - Jan 14
The Blue Pearl by Zen Living
1 bedroom, iron/ironing board, WiFi, bed sheets
Conductor's Suite at the Depot in charming Shenandoah

Apartment in Shenandoah

Conductor's Suite at the Depot in charming Shenandoah
9.0 out of 10, Wonderful, (8 reviews)
"Super cute place in an amazing location. Everyone in town was very friendly and the scenery was incredible. I wish we had more time to explore the area."
United States
Jamison D.
The price is ￥9,473
￥25,486 total
includes taxes & fees
Jan 25 - Jan 26
Conductor's Suite at the Depot in charming Shenandoah
Exterior detail
Peaceful cottage in farmland - close to Luray, Shenandoah River & National Park

Vacation Home in Luray

Peaceful cottage in farmland - close to Luray, Shenandoah River & National Park
2.0 star property
10.0 out of 10, Exceptional, (12 reviews)
"Great stay- only one night for a friends wedding in Shenandoah. Nice place to stay, no issues! "
United States
Jacquelin S.
The price is ￥22,894
￥44,602 total
includes taxes & fees
Jan 14 - Jan 15
Peaceful cottage in farmland - close to Luray, Shenandoah River & National Park
2 bedrooms, desk, WiFi, bed sheets
Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub

Vacation Home in Luray

Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"The Dream Dome was such a great experience. Had everything we needed and very close to Shenandoah NP"
United States
Barbara B.
The price is ￥45,591
￥55,518 total
includes taxes & fees
Jan 15 - Jan 16
Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub
Property grounds
Dreamcatcher - Rm. 207

Vacation Home in Stanardsville

Dreamcatcher - Rm. 207
10.0 out of 10, Exceptional, (18 reviews)
"Had a very relaxed weekend stay at Lydia, great room with a nice view of the mountains."
United States
Kendall F.
The price is ￥19,736
￥31,530 total
includes taxes & fees
Jan 13 - Jan 14
Dreamcatcher - Rm. 207
Terrace/patio
The Cabin at the Lake

Cabin in Madison

The Cabin at the Lake
9.8 out of 10, Exceptional, (45 reviews)
"Such a lovely and peaceful location. The proximity to Early Mountain Winery was perfect."
United States
Randy D.
The price is ￥24,868
￥45,717 total
includes taxes & fees
Jan 13 - Jan 14
The Cabin at the Lake
Dining
New/MountainViews/Rustic/HotTub

Cabin in Stanley

New/MountainViews/Rustic/HotTub
10.0 out of 10, Exceptional, (4 reviews)
"Lovely cabin in the foothills which was perfect for my sons and I. The hot tub was a hit. "
United States
PaulAbby L.
The price is ￥17,368
￥47,812 total
includes taxes & fees
Jan 14 - Jan 15
New/MountainViews/Rustic/HotTub
Property grounds
Lydia Schoolhouse Rm. 112

Vacation Home in Stanardsville

Lydia Schoolhouse Rm. 112
10.0 out of 10, Exceptional, (19 reviews)
"Love staying at this lodge when I hike the shanandoah mountains."
United States
Patricia S.
The price is ￥19,736
￥31,530 total
includes taxes & fees
Jan 14 - Jan 15
Lydia Schoolhouse Rm. 112
Exterior
Fully Furnished 1 Bedroom Flat in Historic Downtown New Market

Apartment in New Market

Fully Furnished 1 Bedroom Flat in Historic Downtown New Market
10.0 out of 10, Exceptional, (8 reviews)
"The place was clean, tidy, and spacious. Everything was well-maintained, making it a comfortable and pleasant stay."
United States
Magali B.
The price is ￥13,215
￥18,387 total
includes taxes & fees
Jan 20 - Jan 21
Fully Furnished 1 Bedroom Flat in Historic Downtown New Market
Fridge, microwave, oven, stovetop
Lovely home, wonderful location.

Vacation Home in Luray

Lovely home, wonderful location.
9.8 out of 10, Exceptional, (81 reviews)
"We really enjoyed our stay! Great and clean space! "
United States
Emily S.
The price is ￥20,526
￥43,510 total
includes taxes & fees
Jan 13 - Jan 14
Lovely home, wonderful location.
Dining
Historic Madison Eagle Inn

Vacation Home in Madison

Historic Madison Eagle Inn
10.0 out of 10, Exceptional, (12 reviews)
"The place was great! It was clean and comfortable - a great jumping off point for a weekend of hiking in Shenandoah. Would definitely stay again. "
United States
Anonymous traveler
The price is ￥22,105
￥39,928 total
includes taxes & fees
Jan 18 - Jan 19
Historic Madison Eagle Inn
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 Skyland Hotel Reviews

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Great Staff Great Getaway Great Everything "
LaToya 2-night trip
Posted 4 days ago
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Find out more about Skyland

Search for holiday rentals in Skyland on Expedia! You can easily find your home rentals, villas, holiday apartments in Skyland using one of the methods below:

  • View our selection of featured holiday rentals in Skyland
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  • Enter your travel dates to view the best deals on holiday rentals in Skyland while they last

Look no further and take a look at our great range of rental properties in Skyland!

Frequently asked questions

Are there vacation rentals in Skyland?

Yes, we give you a choice of vacation rentals close to well known sights in Skyland, or you can select a secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and mountain landscape in Skyland. Make sure you allow time to enjoy the parks during your vacation.

What are some of the best vacation rentals in Skyland?

Hot Tub, Scenic Views, Pet Friendly!: Visitors like this Skyland vacation home rental. It is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with an arcade game room and a hot tub.

What can I see and do in Skyland?

While exploring the area, visit family-friendly sights like Yogi Bear's Jellystone Park, or get outside and enjoy nature at Old Rag Mountain. In the larger area, you’ll find Dark Hollow Falls and Thorton Gap Entrance Shenandoah.

What are vacation rentals like in Skyland?

Vacation rentals are privately owned properties you can book for several days or longer in Skyland. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips.