Guesthouse vacation rentals in Shenandoah Valley

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Top-rated guesthouse rentals in Shenandoah Valley

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Guest favorite

Guesthouse in Hinton

4.96 out of 5 average rating, 634 reviews

StreamSide Guesthouse in Mountains/National Forest

Stream-side guest house with charming views in lovely mountain setting; just steps from trailhead into GW National Forest. Peaceful, private and all to yourself, this 720 sq ft loft is a stylish, comfy retreat. During the day go hiking, wading, or just relax on the deck overlooking the stream. At night let sounds of rushing water and the gentle voices of nature lull you to sleep. Only 11 miles to Harrisonburg. Fast wifi with Prime/Netflix. A meditative retreat from which to explore the valley.

Sep 14 – 21

ﺩ.ﺇ524 per night

Guest favorite

Guesthouse in Mount Jackson

4.98 out of 5 average rating, 383 reviews

The Hay Loft

The Hay Loft sits in the middle of 43 beautiful acres, overlooking our working hay farm with stunning views of the Shenandoah Mountains. We are conveniently located near restaurants, vineyards, antiquing, battlefields, golf resorts, ski resorts and caverns. Spacious rustic/luxe suite w/gas fireplace; king bed and bathroom with tiled shower, Keurig coffee maker, microwave, toaster oven, small refrigerator, no freezer, dishes and and outdoor gas grill and indoor gas fireplace. Outdoor firepit.

Feb 5 – 12

ﺩ.ﺇ550 per night

Guest favorite

Guesthouse in Syria

4.95 out of 5 average rating, 333 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.

Apr 19 – 26

ﺩ.ﺇ355 per night

Guest favorite

Guesthouse in Hinton

4.93 out of 5 average rating, 288 reviews

Adorable Tiny House in Rawley Springs

Enjoy a stay at our efficient 10’x14’ tiny guest house on our “hobby farm” in Rawley Springs. If you’re looking to experience tiny living and for a nice place to rest after a day of hiking or exploring the beautiful Shenandoah Valley, we welcome you to our tiny house. It’s fully equipped with a comfortable and stylish pull out trundle bed, A/C, refrigerator with freezer, keurig, microwave, hot plate, and outdoor grill. WiFi and streaming services complimentary. Farm fresh eggs provided.

Jul 20 – 27

ﺩ.ﺇ415 per night

Guest favorite

Guesthouse in Earlysville

4.98 out of 5 average rating, 318 reviews

Cottage at Frog Jump- woodland privacy at its best

Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.

Nov 20 – 27

ﺩ.ﺇ348 per night

Guest favorite

Guesthouse in Lexington

4.95 out of 5 average rating, 223 reviews

Entire Country Cottage guesthouse / Very Private

Gloriously private without feeling secluded, this charming guesthouse was totally updated in 2019. Enjoy the peace and quiet. Go for a walk or bike ride on the 28 plus acres or pretty rural lanes. 2 miles away is Lake Robertson for activities . Sit on the porch too! On a snowy night, enjoy the wd-burning fireplace . (We will leave fireplace prepared to light. Gas heating also). Get cozy with the full kitchen, washer/dryer, games and books. DirecTv in the living room and bedroom. too!

Dec 14 – 21

ﺩ.ﺇ348 per night

Guest favorite

Guesthouse in Mount Crawford

4.96 out of 5 average rating, 112 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

Welcome to your very own country cabin getaway! As soon as you enter our property and take in the views we promise you will feel the stress of travel melt away. You will enjoy the scenic views of the Blue Ridge Mountains while being conveniently located minutes from shopping, JMU and all that Harrisonburg, VA has to offer. We are: 10 min to JMU Campus 10 min to Downtown Harrisonburg 15 min to Massanutten Four Season Resort 25 min to Shenandoah National Park (Swift Run Gap Entrance)

Nov 27 – Dec 4

ﺩ.ﺇ457 per night

Guest favorite

Guesthouse in New Market

4.99 out of 5 average rating, 186 reviews

Stay in a piece of history! Private Entire Cottage

Built in 1797, this cottage sits next to the historic William Rupp House, and is #17 on the self-guided walking tour! Although you are staying in a piece of history, you still get the privacy you need to comfortably explore all Shenandoah Valley has to offer. 19.6 miles away from JMU, 5.2 miles away from Endless Caverns, right off Interstate 81, and within walking distance of local stores, coffee shops, and restaurants... buckle in for a load of fun with this convenient location.

Sep 16 – 23

ﺩ.ﺇ360 per night

Guest favorite

Guesthouse in Maurertown

4.97 out of 5 average rating, 375 reviews

Guest Suite at Little Ridge

Enjoy your own private suite on our newly established farmstay and taphouse, out in the beautiful Shenandoah Valley! Plenty of space to hang out on the farm with some beautiful views. The tap room and cafe' are open Friday 5-9pm, Sat 12-9pm & Sun 12-6pm. We are just minutes from historic downtown Woodstock. The Valley is know for her spectacular hiking trails and caverns. After a long day exploring, you will be sure to enjoy a relaxing and entertaining evening with us.

Sep 2 – 9

ﺩ.ﺇ439 per night

Guest favorite

Guesthouse in Warrenton

4.98 out of 5 average rating, 256 reviews

The Alton Cottage -a luxury country retreat

The Alton Cottage is a charming, newly refurbished 1820s guest house- formerly a summer kitchen to the original farm house. Views are of rolling fields and their bovine occupants. We are within 30 minutes of almost 20 wineries and another 20 breweries, 5 min to Airlie, and only 5 mi to Old Town Warrenton. We are also close to several antique stores, farmers markets and Shenandoah National Park. We strive to make every guests stay special.

Jul 7 – 14

ﺩ.ﺇ547 per night

Guest favorite

Guesthouse in Elkton

4.99 out of 5 average rating, 117 reviews

Carriage House private, 10 min to Shen. Nat'l Park

Private, well-appointed studio apartment. On same small farm property as main house, but separated with private entrance. Queen bed. View of the Massanutten Mountain range, grazing sheep, and beautiful sunsets. Centrally located just outside Elkton--15 minutes to Shenandoah National Park; 5 minutes to Massanutten Resort. Local restaurants, coffee shop, brewery, and town parks nearby. No smoking or pets.

Nov 16 – 23

ﺩ.ﺇ474 per night

Guest favorite

Guesthouse in Elkton

4.98 out of 5 average rating, 165 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

ﺩ.ﺇ351 per night