Vacation rentals in Old Rag Mountain

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Top-rated vacation rentals in Old Rag Mountain

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Guest favourite

Farm stay in Sperryville

4.98 out of 5 average rating, 121 reviews

The Roost at Upper Nonesuch

New for fall: Pickleball Court!. Located in the foothills of the Blue Ridge Mountains, Upper Nonesuch is the perfect place to get away and relax. Enjoy the serene view of the valley and rolling hills from the large screened-in porch and bedroom, the walking trails, the spring-fed pond on the adjacent farm. Take a short drive and enjoy hiking Old Rag and White Oak Canyon Falls. Explore Sperryville and Culpeper, the many orchards, wineries, breweries, all the Shenandoah Valley has to offer.

Dec. 4 – 11

$213 CAD per night

Guest favourite

Guesthouse in Syria

4.95 out of 5 average rating, 330 reviews

Little House on Strother Run

Nestled between Mount Tom and Double Top Mountain and at the edge of the Shenandoah National Forest, Little House is the perfect starting out and ending point for a peaceful and relaxing stay in the Appalachian Mountains. Little House is located at the edge of our 7 acre property. You'll enjoy the bucolic atmosphere of our farmette which includes use of our shared sitting area on Strother Run. The sitting area is shared with the main house which is rented or used by our family periodically.

Jul. 13 – 20

$167 CAD per night

Guest favourite

Guest suite in Culpeper

4.98 out of 5 average rating, 250 reviews

Spacious property-deluxe amenities; hot tub & more

Enjoy the beauty of nature in our beautiful private 2 room suite. Located in Culpeper County Virginia, you are minutes away from world class dining, wineries, great breweries while only 20 minutes from Shenandoah National Park. Retreat to the deck for an evening soak in the hot tub after a day of exploring the area. This space provides a queen bed, plenty of sitting space, full private bathroom, walk in closet, 50 inch smart TV, WIFI, mini fridge, ice maker, microwave, and coffee maker.

Nov. 18 – 25

$162 CAD per night

Guest favourite

Apartment in Culpeper

4.98 out of 5 average rating, 147 reviews

TreeTop at Mt Run Lake (Private Guest Apartment)

Spacious one bedroom guest apartment with SEPARATE ENTRANCE, private separate patio and reserved parking in this newly decorated full apartment, set on four acres with lakefront views situated in the foothills of the Blue Ridge Mountains. One flight of stairs up to a beautiful apartment with fantastic views of the lake and surrounding property. Private and secluded yet only 10 minutes from Historic downtown Culpeper with its many restaurants, local shops, grocery stores and pharmacies.

Oct. 14 – 21

$186 CAD per night

Guest favourite

Cottage in Syria

4.9 out of 5 average rating, 242 reviews

The Old Church Cottage~Old Rag,Kitchen,Grill, WiFi

Enjoy the Shenandoah Valley and Shenandoah National Park with us! Minutes from popular hiking trails, rivers and Graves Mountain Lodge, our Cottage is ideally situated to enjoy the local culture and festivals. If you're in the mood, DuCard Winery, Revalation Winery and Bald Top Brewery are nearby. When staying at The Old Church Cottage, you can relax in our hammock, grill in the back yard, fish in the nearby Rapidan or Rose Rivers or hike the Old Rag, White Oak and other close trails.

Jun. 24 – Jul. 1

$258 CAD per night

Guest favourite

Yurt in Etlan

4.95 out of 5 average rating, 192 reviews

Peaceful Secluded Old Rag Retreat

The spacious one bedroom yurt is located high on a forested hillside in the middle of 15+ acres. Come enjoy a natural and serene getaway with all the comforts of home- a full kitchen (ie, all utensils, setting for four), a bathroom with shower and laundry, a queen bedroom, and a queen foldout sofa in the living room by the wood burning stove. The windows roll up from the outside and have permanent screens inside. There is also a BBQ grill, a separate firepit, and WiFi via satellite.

Aug. 15 – 22

$202 CAD per night

Guest favourite

Guest suite in Syria

4.97 out of 5 average rating, 201 reviews

❤️Old Rag Mountain Views on 70 Acres near SNP!

Enjoy expansive mountain views of Old Rag and the Shenandoah National Park from the guest suite of this private, custom built octagonal cabin nestled in 70 acres on the side of beautiful Doubletop Mountain. Nearby activities include hiking, wineries & breweries, horseback riding, trout fishing, and antiquing. Visit nearby Old Rag Mountain, Shenandoah National Park, Luray Caverns, White Oak Canyon, Charlottesville and Culpeper. Just two hours from Washington, DC.

Sep. 4 – 11

$206 CAD per night

Guest favourite

Cabin in Lost River

4.96 out of 5 average rating, 112 reviews

Rustic and stylish mountain getaway

The Little Black Cabin is everything you've been dreaming about for your cozy mountain getaway! Take in sweeping views, curl up by the fireplace, or make s'mores at the fire pit. Whip up a gourmet meal in the small but well-appointed kitchen. Three dining areas offer options for dinner -- or a remote office, thanks to wifi. Sample nearby hiking, yoga, and farmers' market. We're a little rustic (no TV, AC, microwave, laundry or dishwasher) and a lot stylish!

Dec. 28 – Jan. 4

$160 CAD per night

Guest favourite

Guesthouse in Boston

4.98 out of 5 average rating, 148 reviews

The Bunkhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the bunkhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Aug. 23 – 30

$202 CAD per night

Guest favourite

Cottage in Etlan

4.98 out of 5 average rating, 160 reviews

Amy's Place

Time for a quiet retreat to the country. Spring is coming! The flowers are starting up. Time to hit the hiking trails. Here's a totally modern cottage for up to four people for whom camping and even our Hayloft Cottage may seem a bit too rustic. The back door opens up to a porch and a spacious 1.5 acres of fenced-in area (shared with Hayloft dog owners and our mutts), perfect for your four-footed friends (dogs only; limit 2).

Jun. 24 – Jul. 1

$225 CAD per night

Guest favourite

Cabin in Luray

4.95 out of 5 average rating, 168 reviews

Dreamy Couples Cabin in the Shenandoah Forrest

A hidden gem by all means, The Madeline Cabin invites you in with the warmest regards. You'll be hosted by Ritter Stays, a young family-run company that believes in the magic of hospitality and what it can offer to those who are traveling. We hope that upon your stay you will be reconnected to nature and to the ones you came with. Simplistic, beautiful, and serene, your dreamy getaway awaits. We are so happy to host you.

Feb. 3 – 10

$225 CAD per night

Guest favourite

Guesthouse in Elkton

4.99 out of 5 average rating, 162 reviews

Noná’s Nest

Noná’s Nest is a quaint one bedroom, one bathroom carriage house, tucked into the peaceful Shenandoah Valley. Centrally located 9.5 miles to the Swift Run Gap entrance of Shenandoah National Park, 12 miles to Massanutten Resort, and 22 miles to Harrisonburg. Enjoy the tranquil country setting and beautiful Blue Ridge Mountain views from the second story deck. Owners live adjacent to carriage house.

Oct. 15 – 22

$141 CAD per night