Holiday rentals in Mount Sidney

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Top-rated holiday rentals in Mount Sidney

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Top guest favourite
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
4.99 out of 5 average rating, 274 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 wooden chair sits beside a flowing stream, surrounded by lush green trees and foliage. The cabin is visible in the background, partially obscured by the wooded area. Leaves are scattered on the chair and ground, highlighting the natural setting.
Cabin in Dayton
4.99 out of 5 average rating, 527 reviews

Serenity by the Stream

Cabin in the Shenandoah Mountain surrounded by National Forest on 3 sides. Inside cozy atmosphere with warm lighting and local landscape art throughout. Bright and cheery in the bedrooms best suited for 2-4 adults or family with children. Wonderful sound of the river throughout the property. Step outside to hundreds of miles of biking and hiking trails, and stocked lakes and streams. Well maintained paved state road to cabin driveway. The house is 20 minutes West of Harrisonburg VA and JMU.

Top guest favourite
A bright living area is highlighted by a sunny yellow couch, positioned next to a cozy dining space. A small round table is accompanied by four sleek chairs. Natural light fills the room through large windows, while a decorative rug adds warmth to the wooden floor.
Flat in Staunton
4.95 out of 5 average rating, 302 reviews

Bee & Key—Staunton downtown

This bright and stylish apartment is on the second floor of a grand 1885 home on East Beverley St. in downtown Staunton. 2BR/1BA can sleep up to 6 if you don’t mind being cozy! • king bed in main bedroom (2) • day bed with trundle in small adjoining bedroom (2) • sofa bed in living room (1) • good air mattress (1) Bee & Key is a few steps from the restaurants and shops of our vibrant downtown, plus Blackfriar’s Playhouse, Woodrow Wilson Museum, Mary Baldwin University and the Amtrak station.

Top guest favourite
Home in Weyers Cave
4.99 out of 5 average rating, 212 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
Cabin in Verona
4.97 out of 5 average rating, 424 reviews

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!

Top guest favourite
Home in Mount Crawford
4.94 out of 5 average rating, 402 reviews

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!!

Top guest favourite
Home in Verona
4.99 out of 5 average rating, 173 reviews

Mountain Views, Hot Tub, Treehouse & Game Room

Escape to Serenity Ridge, your secluded Shenandoah Valley oasis in the country. With ample outdoor spaces for relaxation, reflection, and unwinding. Surrounded by mountain veiws and abundant wildlife, enjoy hot tub relaxation," "treehouse adventures," and "game room fun. Whether you're a couple seeking a private getaway or multiple families looking for a perfect meeting place, Serenity Ridge has everything you need. Top Attractions: Shenandoah National Park Staunton JMU Buc-ee's

Top guest favourite
Home in Grottoes
4.9 out of 5 average rating, 192 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
4.97 out of 5 average rating, 137 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 Verona
4.99 out of 5 average rating, 281 reviews

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.

Top guest favourite
Home in Grottoes
5.0 out of 5 average rating, 220 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
Two kayaks are seen navigating along the calm waters of the North River, framed by lush green trees. A sandy area is visible along the shoreline, adorned with vibrant yellow flowers and well-maintained grass, enhancing the natural beauty of the setting.
Cabin in Mount Crawford
4.96 out of 5 average rating, 193 reviews

The Cottage at Rivers Edge

Enjoy the tranquility of a one of a kind property located on the North River where the river meets with Naked Creek, allowing our guests to experience spectacular views of cascading babbling brooks. When you rent with us you will be awarded the opportunity to experience all that the Shenandoah Valley has to offer. We are located in close proximity to Massanutten, Skyline Drive, James Madison University, local wineries, breweries and so much more.

Popular amenities for Mount Sidney holiday rentals