Vacation rentals in Grottoes

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Top-rated vacation rentals in Grottoes

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Top guest favorite

A charming house is nestled among vibrant greenery. The exterior features a prominent deck with a red umbrella, providing a pop of color. Tall trees surround the property, enhancing the secluded atmosphere of this wooded setting.

Home in Mount Crawford

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!

4.99 out of 5 average rating, 275 reviews

Top guest favorite

Home in Waynesboro

Willow Grove-Hot Tub+Views-3.5 acres

Relax at Willow Grove Home, a peaceful retreat on 3.5 private acres with mountain views, stunning sunsets, and a hot tub. Enjoy the fire pit with complimentary firewood, bistro-lit patio, outdoor dining and games. Features include fiber optic internet, TVs in every bedroom, a 65" surround-sound TV, comfortable Sleep Number and Nectar beds, a well-stocked kitchen, and dining space and dinnerware for up to 18 guests. Convenient to wineries, breweries, hiking, caverns, wedding venues, JMU, and UVA.

4.98 out of 5 average rating, 100 reviews

Top guest favorite

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

"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.

4.98 out of 5 average rating, 252 reviews

Top guest favorite

Home in Weyers Cave

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!

4.99 out of 5 average rating, 212 reviews

Top guest favorite

A spacious, two-story house with white siding and large porches is featured. Lush green grass surrounds the structure, and the landscape includes open pastures and trees. The setting is serene, with plenty of natural light illuminating the exterior.

Home in Dyke

Living Water Farm, Blue Ridge

Iconic home and Farm in Dyke, Virginia, circa 1891. Situated on the Roach River with views of the Blue Ridge mountains and pastures. Relax on one of the double porches or under on of the shade trees. The stone fireplace warms the heart and soul on a cool evening. Minutes from the Shenandoah National Parkway, the Blue Ridge School and several beautiful wineries. Approx. 12 miles from CHO airport, 20 min from Blue ridge Parkway, 10 min. to Standardsville and 20 miles to Charlottesville.

4.96 out of 5 average rating, 359 reviews

Top guest favorite

Cabin in Verona

Magical Cabin Nestled by Creeks, Shenandoah Valley

Enchanting Log Cabin on peaceful wooded lot. Features a private backyard bordered by 3 natural spring-fed creeks with footbridges. Relax on the wrap-around porch, stargaze from the deck, or enjoy the stocked fire pit. Perfect for a pet-friendly getaway: Pets stay FREE! Sleeps 8 across 4 BRs (Queen, bunks, 3 futons, cot) with 2 full baths. 🌟Bonus: Fast Wi-Fi, easy lockbox self check-in, fully equipped kitchen, & outdoor grill. Everything you need for the perfect nature retreat—book today!

4.97 out of 5 average rating, 426 reviews

Top guest favorite

Home in Mount Crawford

River views, HOT TUB, firepit, 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!!

4.94 out of 5 average rating, 404 reviews

Top guest favorite

Home in Grottoes

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

4.9 out of 5 average rating, 192 reviews

Top guest favorite

Cottage in Grottoes

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.

4.97 out of 5 average rating, 138 reviews

Top guest favorite

Home in Grottoes

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.

5.0 out of 5 average rating, 220 reviews

Top guest favorite

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

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.

4.99 out of 5 average rating, 210 reviews

Top guest favorite

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

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.

4.99 out of 5 average rating, 460 reviews