Holiday rentals in Grottoes

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Top-rated holiday rentals in Grottoes

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Guest favourite
A charming cottage exterior showcases a green facade with textured wood siding, complemented by a welcoming porch. Outdoor seating is provided by rustic chairs around a fire pit on the lawn. A table nearby offers an inviting spot for dining, set against a backdrop of distant mountains.
Cottage in Crozet
4.9 out of 5 average rating, 246 reviews

Idyllic Cottage Retreat

⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

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
4.97 out of 5 average rating, 239 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 Weyers Cave
4.99 out of 5 average rating, 200 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, 221 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 charming log cabin with a dark metal roof features a welcoming front porch adorned with potted flowers and decorative pumpkins. The rustic wooden door adds character, while the surrounding grassy area and trees provide a natural setting against a backdrop of distant mountains.
Cabin in Stanardsville
4.99 out of 5 average rating, 259 reviews

Cabin at Rabbit Hollow

Charming log cabin nestled in a glen by the Shenandoah National Park is an ideal retreat for a romantic get-a-way. The first floor contains a beautiful kitchen, dining area, full bathroom featuring a whirlpool tub, and cozy living room with a wood burning fire place. The second level holds the bedroom with a comfortable king size bed and a half bathroom. There are two porches where guests can relax with their morning coffee or evening cocktails while enjoying the wooded and mountain views.

Guest favourite
The exterior of the building features a modern farmhouse design with white siding and stone accents at the base. Two large windows are framed symmetrically on either side of the front entrance, which is highlighted by tall, white columns. A neutral driveway leads to the entryway.
Home in Grottoes
4.89 out of 5 average rating, 181 reviews

New modern ranch house in adorable small town

Welcome to La Posada! The quaint town of Grottoes takes center stage in its close proximity to I81, neighboring the cities of Harrisonburg Waynesboro and Staunton and the towns of Elkton, Mount Crawford and Weyers Cave and with just a hop, you’re in Charlottesville via route 340 to I64. Grottoes residents take great pride in this close knit community. Grand Caverns is our Gem, a National Landmark known for being the oldest show cave! Please use 205 A sixth st when using GPS

Top guest favourite
Cottage in Grottoes
4.98 out of 5 average rating, 126 reviews

Cheerful 3 bedroom cottage on secluded horse farm

Relax with the whole family at this peaceful place to stay. Conveniently located just 7 miles from I-81. Easy drive to many locations such as Harrisonburg, Staunton and Charlottesville. With many nearby colleges, wineries, breweries and caverns to explore. Tucked away against the North River on a horse farm. Enjoy the peace and quiet. Enjoy all of the animals the farm has to offer. Book a riding lesson or trail ride. Or, a relaxing float or fishing on the river.

Top guest favourite
Treehouse in Stanardsville
4.97 out of 5 average rating, 104 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
Home in Grottoes
5 out of 5 average rating, 216 reviews

Karen's Home Place - Come Away, Relax and Unwind

This cozy home is located in the small town of Grottoes, Virginia nestled between the shade of an old Oak tree, Maple tree, and Pine Trees. It sits on approximately three acres with a large field behind the house where kids can run and play. In the Spring and Summer, you will have the opportunity to enjoy the rose garden in the back yard. Karen's Home Place is a perfect location for those who want to get away, relax and unwind from the busyness of life.

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, 201 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, 442 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.

Guest favourite
A modern white house with a sloped grassy yard is positioned against a pastel sky. The deck features multiple chairs, and a blue canopy provides shade. Large windows enhance the exterior appeal, indicating a welcoming outdoor space.
Guest suite in Mount Crawford
4.87 out of 5 average rating, 217 reviews

The Daughter of the Stars.

A spacious and modern open-concept basement studio apartment with a private entrance. Enjoy a kitchenette (featuring a mini fridge, convection toaster oven, microwave, and dishwasher, induction plate. WiFi, Direct TV, and Chromecast. The dining area opens to a beautiful outdoor patio with an grill and breathtaking mountain views. Ask host if you want to use wood stove. Please read hard copy of information. Host occupy the first floor.

Popular amenities for Grottoes holiday rentals

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