Holiday rentals in Sherando

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Top-rated holiday rentals in Sherando

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Home in McGaheysville

4.84 out of 5 average rating, 121 reviews

Spring Escape Near Massanutten Adventures & Trails

Breathe the mountain air of the Shenandoah Valley! Relax in our lovely home and enjoy the Massanutten Resort and Shenandoah Park. Our prime location is 5 min from hiking, adventure park, water park, horseback riding, golf course, mini golf, skiing and tubing, spa, and bumper cars. 15 min to Skyline Drive, 15 min to Shenandoah River Enjoy nearby wineries, farms, caverns. *High-speed internet, streaming services, fully equipped kitchens, and comfortable bedding. **Driveway is very steep**

Guest favourite

Home in Elkton

4.95 out of 5 average rating, 184 reviews

Hottub 5 acres, Great hiking,The best views around

Stony Creek Lookout is a one-of-a-kind luxury retreat perched in the serene seclusion of the mountains.Brand new complete renovation, modern amenities, hot tub, sizable elevated deck, video/board games, theatre room, kayaks and high quality furnishings !This extraordinary stay adjoins the Shenandoah NatlPark with the best views in the Shenandoah Valley, hike out your back door. Pet friendly, 5 min from Massanutten 4 season resort, Shenandoah River & much more. Great Wifi & cell service! 5 TVs

Superhost

Flat in McGaheysville

4.84 out of 5 average rating, 251 reviews

Massanutten Cozy Condo with Hot Tub & Jacuzzi

Luxury Apartment ideal for families with little kids in Massanutten. There is a huge deck with private 5-person Hot Tub and small playground on it. It is located only 5 minutes away from the ski lodge, go karts, bumping cars, Mini Golf.The Campfire Grill Restaurant is only 2 minutes away. The indoor and outdoor Water park is 8 minutes away. A gorgeous and spacious retreat in the best location for skiing/snowboarding, exploring the resort, hiking, relaxing, and enjoying the fresh mountain air.

Superhost

Cabin in Crozet

4.86 out of 5 average rating, 101 reviews

#4 Cabin Near Wineries, Breweries, UVA, & Hiking

The #4 Loblolly Cottage is an eco-friendly cabin overlooking a lake. Small 450 sq ft, cottage has a queen size bed in the primary bedroom, bunk beds in the second bedroom and a full size futon in living room. Kitchenette equipped with modern appliances and breakfast table. Bathroom and shower. Wi-Fi. Private porch. Pets are welcome for an additional fee. Hike, canoe, fish and bike onsite on a 129 acres. Close by wineries, 15 min to Shenandoah National Park. This cabin is ideal for families!

Superhost

Cabin in Shenandoah

4.79 out of 5 average rating, 464 reviews

Shenandoah Sunsets~Breathtaking Views~ New Hot Tub

*Weekends fill fast, but we have great weekday rates! --Breathtaking mountain top cabin with private river access • 180 degree sunset views from 4 decks • Minutes from downtown Luray & Massanutten Resort • Backs to 400 acres of private woodlands • Fully equipped & stocked kitchen • Gas Fireplace • Grill • Onsite washer & dryer • Queen sofa bed • Foosball table • Satellite internet • Smart TVs • Paved driveway • Extensive DVD collection + games • Come feel the amazing mountain top breezes

Superhost

Home in McGaheysville

4.5 out of 5 average rating, 10 reviews

Magnolia Getaway at Massanutten

Welcome to Massanutten Resort! This 3-bedroom, 3-bathroom rental is perfect for your mountain getaway. Featuring a main floor with fully kitchen, master suite, two additional bedrooms, three smart TVs, and a spacious deck with gas grill and firepit. Savor views of the Shenandoah National Park from panoramic windows in the open living space. Downstairs is a finished basement, private office, full bathroom, 3 arcade games, classic Nintendo console, a 62” smart tv, and a foosball table.

Guest favourite

Cottage in Shenandoah

4.96 out of 5 average rating, 184 reviews

Cozy Cottage Retreat: SNP, Luray Caverns, River

Clean & cozy cottage conveniently located in the town of Shenandoah. Guest love the central location to Shenandoah National Park via Elkton Swift Run (12 miles) or Luray Thornton Gap (28 miles), Luray Caverns (15 mi), Massanutten Resort (9 mi), and a short drive to local colleges like JMU, EMU, and Bridgewater College. Walking distance to Shenandoah River, a public boat landing, local stores and small parks. Please check out our reviews to see what guest have to say.

Guest favourite

Home in Wintergreen Resort

4.93 out of 5 average rating, 61 reviews

Hot Tub Mntn Views Pool Tennis Golf Hiking 52"HDTV

Impressive 3-story mountain estate. Ideal for family retreats and adventurous getaways. Features HOT TUB. Wineries, breweries, farmers market, and walk to hiking trails. 4min dive to slopes! ★Comfortably sleeps 10: K, K, Full, Twin bunk beds, Sleeper sofa in loft ★Great room with stone fireplace ★Dining table for 8 ★FAST Wi-Fi ★Two 52" HDTVs ★Wrap around decks ★Fire Pit ★Hot Tub ★Plenty of parking Seasonal outdoor pool/tennis access. Resort access not included.

Top guest favourite

Place to stay in Lexington

5 out of 5 average rating, 12 reviews

Sunset Farm - Rent the Whole House! WLU VMI VAHC

Sunset Farm is a beautifully restored feed store built in 1900s that's just minutes from downtown Lexington. Here, you'll be close to local shops, the Virginia Horse Center, restaurants, W&L, and VMI. Since it's also close to local wineries, breweries, and several wedding venues, Sunset Farm is a must stay! Whether you want a romantic weekend away, a trip to the mountains with your friends, or you just need to a little getaway, Sunset Farm is the perfect spot.

Guest favourite

Cabin in New Market

4.91 out of 5 average rating, 163 reviews

Sunset Views! Hot Tub! Fireplace! Mountain Escape

Experience the ultimate mountain retreat in Newmarket, VA!! Enjoy spectacular views of the valley from the deck's hot tub or relax on the beautiful screened porch. The interior has been completely remodeled, featuring a wood-burning stove and high-speed internet. Surrounded by the George Washington National Forest on three sides, adventure awaits just steps away. Book your stay today and immerse yourself in the tranquility of the mountains. 4WD/AWD required.

Guest favourite

Cabin in Stanley

4.88 out of 5 average rating, 88 reviews

Mountain Retreat with Large Hot Tub & Great WI-FI

Enjoy this beautiful and spacious, family oriented mountain cabin near Luray Caverns, with great views and 2,400 square feet of living space! The cabin has 3 bedrooms (1 king and 2 queen beds, 1 full hide-a-bed sofa) , Two and a half baths, and a LARGE HOT TUB, Pool Table, Firepit, TVs with Blu-ray players (42 inch upstairs, 65 inch smart TV downstairs), and excellent wifi. Book 7 nights and receive a 5% discount! ACTIVE DUTY DISCOUNT 5%!

Guest favourite

Chalet in Brightwood

4.96 out of 5 average rating, 141 reviews

Charming Chalet in Blue Ridge Wine Country

NEW! PICKLEBALL/BASKETBALL COURT PUTT PUTT GOLF Sunset Ridge is in the heart of all you want to do! Newlyweds to families, everyone will love it here! The peace and quiet of the country, or the excitement of exploring new and different places, all await you! Check out our guidebook for local attractions, restaurants, nightlife, and sightseeing. Enjoy the serenity of the country! Follow us: @sunsetridgechalet