Holiday rentals in Cross Keys

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cross Keys

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

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Top guest favourite
Home in Mount Crawford
4.99 out of 5 average rating, 264 reviews

Wooded escape chalet, 5mi to JMU, 10mi to Massanut

Welcome to La Casa del Bosque (The House in the Woods)! Situated on 10 wooded acres and surrounded by farms on rolling hills in the heart of the Shenandoah Valley, our recently-updated 5-bedroom, 2.5 bath home is the perfect place for your getaway. We are just 15 minutes from JMU and downtown Harrisonburg, and 25 minutes from Massanutten. Take a walk on the trail, birdwatch, visit a neighboring vineyard, or chase sticks with your pup--- there are so many ways to unwind at La Casa del Bosque!

Top guest favourite
A welcoming exterior view of the property showcases a brick building surrounded by neatly trimmed bushes and a well-maintained lawn. Trees are situated in the background, and a gently sloping grassy area leads up to the entrance, indicating accessibility and inviting outdoor space.
Guest suite in Mount Crawford
4.98 out of 5 average rating, 242 reviews

"Country Star"- Suite at Cross Keys

Welcome to our private, cozy suite, Country Star. A sunny walkout basement apartment with patio and easy parking next to entrance makes coming and going a breeze. Country Star features a kitchenette, with table and chairs, one bedroom with queen bed and closet, and a full bath/shower. It provides comfortable space for two, with extra space for a pack-n-play or fold out lounge chair/bed for a third person. (See note in 'other'). Our space offers convenience and comfort, with self check-in.

Top guest favourite
Home in Afton
4.99 out of 5 average rating, 103 reviews

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

Top guest favourite
Home in Weyers Cave
4.99 out of 5 average rating, 201 reviews

Cozy Country Cottage

A cozy country cottage in the heart of the Shenandoah Valley with a million dollar view. To do? So much ,so close! Like antiques? Factory Antique Mall -8 miles Largest antique mall in America. Gotta golf? Lake View -11 miles Packsaddle- 18 miles To ski or not to ski! That's up to you. Massanutten Resort-20 miles. "Into" Caverns? Grand Caverns 5-miles. Oldest show cave in North America. Wine anyone? Cross Keys Vineyard and Bistro-7 miles Marceline Vineyards-5 miles. Or just chill out!

Top guest favourite
The dark wooden cabin, framed by lush greenery, sits at a hillside location with panoramic mountain views. A deck extends from the cabin, featuring a hanging basket chair. A warm sunset casts a golden hue across the sky, enhancing the serene atmosphere.
Cabin in Free Union
4.99 out of 5 average rating, 223 reviews

Shenandoah Stargazer with Sauna

Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

Top guest favourite
A light-filled living area features two modern yellow chairs, a colorful area rug, and a small round table. A staircase with wooden railings leads to the upper level. The kitchenette is visible in the background, accompanied by cozy decor elements.
Guest house in Harrisonburg
4.98 out of 5 average rating, 114 reviews

Modern Historic Springhouse w/ fire pit Near JMU

AirBnb is centrally located to Massanutten and JMU and situated on a historic 1850s property. Guests will enjoy amazing views of the Blue Ridge Mountains while watching the cows roam on the neighboring family-run farm. If your timing is right, you will experience the occasional farm smell at no additional charge. Relax outdoors by the fire pit or set off on an adventure to nearby wineries, breweries, hiking trails, "pick-your-own" farm, mountain biking, skiing, or civil war battlefield.

Top guest favourite
Home in Mount Crawford
4.94 out of 5 average rating, 376 reviews

House on River, HOT TUB, WIFI, Near Buc-ee’s &I81!

Come relax in the hot tub and enjoy this peaceful getaway right on North River. We are tucked away in the countryside but just 5 minutes from I81 as well as 10 min to Bridgewater College, 15 min to Blue Ridge Community College, 17 min to JMU, and 25 minutes to Massanutten Resort. There are plenty of exciting adventures here in the heart of the Shenandoah Valley including, hiking, wineries, shopping, and lots of good food! We are just minutes from Buc-cee’s Rockingham location!!

Top guest favourite
A welcoming living area features a large area rug with floral patterns. Two couches provide comfortable seating, and a flat-screen TV is mounted on the wall. The open layout allows views into the kitchen and dining space, enhancing the connection between areas.
Guest house in Mount Crawford
4.96 out of 5 average rating, 190 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

Welcome to your very own country cabin getaway! As soon as you enter our property and take in the views we promise you will feel the stress of travel melt away. You will enjoy the scenic views of the Blue Ridge Mountains while being conveniently located minutes from shopping, JMU and all that Harrisonburg, VA has to offer. We are: 10 min to JMU Campus 10 min to Downtown Harrisonburg 15 min to Massanutten Four Season Resort 25 min to Shenandoah National Park (Swift Run Gap Entrance)

Top guest favourite
Treehouse in Stanardsville
4.97 out of 5 average rating, 105 reviews

CloudPointe Retreat

Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.

Top guest favourite
Double doors framed by potted plants and embellished with decorative wreaths welcome guests into the home. The brick exterior and pathway provide a warm entryway, hinting at the charm within.
Guest suite in Penn Laird
5 out of 5 average rating, 161 reviews

On Cottonwood Pond

A beautiful country setting just minutes from Harrisonburg and JMU, winter snow sports (skiing/tubing/ice skating) at Massanutten Resort, Shenandoah National Park, hiking, other local universities and countless Shenandoah Valley attractions! You won't want to miss the new features in this home with a full kitchen, updated fixtures, plush accommodations and thoughtful touches throughout. Enjoy a quaint getaway in this meticulously designed home away from home!

Top guest favourite
A hot tub is positioned in the foreground, surrounded by rich soil and nestled amidst the trees. In the background, a large red house with a silver roof and white accents stands, complemented by a gazebo to the left and open space leading to a fenced area.
Home in Harrisonburg
4.99 out of 5 average rating, 202 reviews

School House | Views | Hot Tub | Firepit | EV Chgr

Welcome to The School House: one of the most unique homes in the Shenandoah Valley. Built in 1910, this landmark has served as a school, church, dance hall, and hay barn—now beautifully restored into a one-of-a-kind retreat. Spectacular panoramic views of the Blue Ridge Mountains form the backdrop to exceptional indoor and outdoor spaces. Feel secluded yet just 10 min to JMU, 14 min to Massanutten, plus wineries, breweries, and Downtown Harrisonburg.

Top guest favourite
The cottage is framed by tall trees and lush greenery. It features a welcoming front porch with wooden posts, surrounded by well-maintained grass. A glimpse of a rustic barn is visible in the background, adding to the serene farm setting.
Farm stay in Weyers Cave
4.99 out of 5 average rating, 444 reviews

FarmCottage: Hot Tub Sauna Massage ShenandoahViews

Welcome to the Cottage at Dices Spring Farm. This gem is nestled in the beautiful Shenandoah Valley. You will love the weather-sheltered hot tub building, relaxing greenhouse garden massage space and personal finely crafted sauna with a Sweden built cold shower dump bucket A custom bathroom double-headed shower, and reading nook in the loft are favorites to unwind and disconnect. Minutes away from JMU, Buc-ee's, Valley Pike Market & Vineyards.

Popular amenities for Cross Keys holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Rockingham County
  5. Cross Keys