
Holiday houses in Grottoes
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Top-rated holiday rentals in Grottoes
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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.
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"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.
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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.
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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!
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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!
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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.
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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!!
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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
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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.
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The Laurel Hill Treehouse
Tucked away in the woods, this Scandinavian-inspired treehouse is a quiet, peaceful spot designed for a relaxed couples getaway. Surrounded by trees and overlooking beautiful woodland views, it’s an easy place to slow down and unwind. Spend your time on the wraparound porch, soak in the hot tub, cool off in the creek, or settle in by the fire at night. This is a serene, comfortable retreat where you can reset, enjoy all that nature has to offer, and simply be present.
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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.
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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.
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Popular amenities for Grottoes holiday rentals
Other great holiday rentals in Grottoes

The Oak Tree House-Hot Tub, Firepit, Mtn Views!
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Willow Grove-Hot Tub+Views-3.5 acres
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Barn Apartment at Stone House
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Natural Living in a Bell Tent
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Secluded cabin in Elkton
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Hot Tub*Near National Park & Massanutten*42 Acres
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School House | Views | Hot Tub | Firepit | EV Chgr
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Willow Ridge
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Destinations to explore
- Philadelphia Holiday rentals
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- Pittsburgh Holiday rentals
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- Cleveland Holiday rentals
- Raleigh Holiday rentals
- Virginia Beach Holiday rentals
- Wilmington Holiday rentals
- Baltimore Holiday rentals
- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- University of Virginia
- Early Mountain Winery
- Wintergreen Resort
- James Madison University
- Monticello
- Devils Backbone Brewing Co Basecamp
- Glass House Winery
- Blenheim Vineyards
- Virginia Horse Center
- Cardinal Point Winery
- Prince Michel Winery
- Shenandoah River Outfitters
- The Rotunda
- John Paul Jones Arena
- Frontier Culture Museum
- James Monroe's Highland
- Downtown Mall
- Shenandoah Caverns
- Grand Caverns
- White Oak Lavender Farm & The Purple WOLF Vineyard
- IX Art Park





