Family-friendly holiday rentals in Rockingham County

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Top-rated family-friendly rentals in Rockingham County

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Guest favourite
The charming cottage is nestled on a grassy area, framed by trees. A welcoming front porch and steps lead to the entrance. Two outdoor firepits can be seen nearby, providing cozy spots for gatherings under the evening sky.
Cottage in Mount Jackson
4.92 out of 5 average rating, 113 reviews

Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!

The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer

Top Guest favourite
A cozy living area features a stone fireplace with an electric insert, providing warmth and ambiance. A large TV is mounted on the wall, and the space is furnished with two white leather chairs, a footrest, and a small desk next to a window with natural light.
Guest suite in McGaheysville
4.98 out of 5 average rating, 495 reviews

Cozy 'For-Rest Retreat' by Nat'l Park, Resort, JMU

Solo travelers, couples, or two adults will love our homey (NOT chic, sleek or spare), lower-level private suite set in the 4-season Massanutten Resort in lovely Shenandoah Valley. We are 3-8 mins to fun seasonal activities (WaterPark, trail rides, slopes, golf, go-karts, etc.); 15 mins to Shenandoah Nat'l Park's Swift Run Gap entry; 18-20 mins to JMU; 5-60+ mins to restaurants, wineries, antiquing, breweries, caves, hiking, biking, history sites, river sports, Amish markets, country drives+++!

Guest favourite
The living area features a modern sofa opposite a wall-mounted smart TV. A small dining table is placed beside the door, set for two with dishes and wine. A textured area rug and decorative throw enhance the space, while natural light enters through the windows.
Tiny home in Harrisonburg
4.92 out of 5 average rating, 117 reviews

The Bluestone Lodge

This tiny home in Rockingham County has a lot to offer. Cram-packed with amenities, it has everything you need for a weekend retreat or week-long getaway. It includes a full kitchen, bathroom with tile shower, sleeper sofa that turns into a queen bed and smart TV. In the living room, there is a custom fold-down table for eating or playing cards. Outside, enjoy the fire pit and views of the country. Close, easy access to I-81, JMU, downtown Harrisonburg, Skyline Drive and several National Parks.

Top Guest favourite
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
4.97 out of 5 average rating, 228 reviews

"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.

Top Guest favourite
A rustic white cottage is featured alongside a glass greenhouse, both set under a blue sky with scattered clouds. Lush greenery surrounds the buildings, and a stone birdbath is visible in the garden area, enhancing the natural charm of the setting.
Cottage in New Market
4.99 out of 5 average rating, 130 reviews

The Cottage at B and M Journey Farm

Take it easy at this unique and tranquil getaway. The Cottage at B and M Journey Farm is rustic and cozy and placed on a working farmette. Enjoy evening walks through pollinator spaces and the vineyard. Rise with the sunrise over New Market Gap and settle in at the fire pit overlooking the vineyard. In cooler months enjoy the cabin’s gas fireplace (if you wish). Hiking trails are nearby on New Market Mountain or the Shenandoah National Park. Food and wineries may be found within a short drive.

Top Guest favourite
Tiny home in Quicksburg
4.98 out of 5 average rating, 330 reviews

Finn's Frolic-The place- relax, stay, or explore!

Finn's Frolic is our charming, country tiny home. Less than 2 hours DC, Charlottesville. Beautiful farm, mountain views, deck, fire pit, charcoal grill, much more. Landscaping is in the works ! Kitchen is fully equipped, vintage & new dinner wear. Living room has an electric fireplace, huge picture window, comfy love seat. The bedroom is up traditional stairs: loft bedroom, 7 foot sloped ceiling. Great place to relax, base for visits to local wineries, attractions! Perfectly imperfect!

Top Guest favourite
An open living area is seen, featuring a gray sofa and a small blue chair. A light wood dining table with white chairs is positioned beside the kitchen, where essential appliances are visible. A ceiling fan hangs above, and natural light filters through nearby curtains.
Apartment in Harrisonburg
4.98 out of 5 average rating, 267 reviews

Spacious and bright 1 bedroom apartment near EMU

Spacious, 1 BR, walk-out basement apt on the lower level of our home. Private entrance and driveway. Located in the quiet Park View neighborhood north of Eastern Mennonite University, and just a few miles from JMU, a 15 minute drive to Bridgewater College, and a 30 minute drive to Shenandoah National Park. It features an open living/dining/kitchen (stocked with essentials), large bedroom, and full bath with washer and dryer. Guest use of the covered patio is encouraged. *no cleaning fee!

Top Guest favourite
The exterior view of the cottage features a walkway leading to a white door, flanked by climbing roses and hanging flower pots. A small outdoor table and chairs are set on the gravel, inviting guests to enjoy the pleasant surroundings.
Guesthouse in New Market
4.98 out of 5 average rating, 455 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.

Top Guest favourite
An aerial view captures the two-story cabin adjacent to a serene pond, surrounded by vast green fields. A picnic table and swing set are visible on the property, while a dock extends into the water, providing access to the tranquil surroundings.
Cabin in Singers Glen
4.97 out of 5 average rating, 365 reviews

Pondside Paradise

Welcome to our family’s little getaway. Our 12x20 ft cabin sits beside a 2.5 acre pond. Savor the evening beside a campfire listening to the nightfall on our Valley or from the porch swing. The tiny house/cabin is 2 story with a small but full kitchen (complete with refrigerator, stove, microwave, & coffee maker) and the sleeping area upstairs. Please note that if you have mobility issues our place might not be right for you. Relax and enjoy being unplugged (no TV or Wi-Fi)

Top Guest favourite
Farm stay in Broadway
4.97 out of 5 average rating, 410 reviews

Historic Springhouse Cottage @ Janney Family Farm.

Farm Stay, escape to the country. Updated historic cottage is in a quiet country setting in the heart of the Shenandoah Valley, rural yet not remote. Enjoy a time of peaceful renewal. Relax overlooking the pastures and beautiful garden common space in the backyard retreat including a hot tub. Studio apartment with queen bed and additional futon sofa. Kitchenette is equipped with refrigerator, microwave, coffeemaker and dishes. Breakfast includes muffins, granola, and coffee.

Top Guest favourite
The historic gristmill is illuminated at dusk, reflecting warmly in the creek. The multi-level structure features wooden accents and is surrounded by greenery. A sense of tranquility is enhanced by the soft lights that decorate the exterior, highlighting the mill's charm.
Place to stay in Quicksburg
4.99 out of 5 average rating, 498 reviews

Grist Mill Cabin - Hot tub! Waterwheel! Creek!

Hot tub AND the waterwheel turns! Cozy romantic couple's getaway repurposed from an historic 18th century gristmill. Great for college parents weekend. Perfect for a honeymoon or babymoon! Covered deck overlooks the picturesque mill, providing relaxing sounds from the creek and waterwheel. The "ghost village" of Moore's Store is now surrounded by orchards and farms. Private yet convenient to wineries, breweries, ski resorts, hiking, caverns and rope adventures.

Top Guest favourite
A white, two-story barn with a distinctive gabled roof stands against a clear blue sky. Two chairs are placed on the gravel patio in front of the entrance, with green grass and a silos visible nearby, surrounded by autumn foliage in the distance.
Barn in Elkton
5 out of 5 average rating, 308 reviews

Elkton Dairy Barn near Shenandoah National Park

Were you raised in a barn? No! Neither were we, but now you can stay in our cozy, converted dairy barn—ideal for a romantic getaway. Less than 7 miles from the Swift Run Gap Entrance to Shenandoah National Park, and nestled near Massanutten Resort, it offers stunning Blue Ridge Mountain views from the lofted bedroom and breathtaking foliage views from the screened porch. Perfect for a small gathering or peaceful retreat.

Popular amenities for Rockingham County family-friendly rentals

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