Vacation rentals in Cunningham

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Top-rated vacation rentals in Cunningham

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Superhost

A bright living area features large windows allowing natural light to illuminate the space. A stone fireplace serves as a focal point, complemented by a combination of seating options, including a blue armchair and a modern couch. Decorative elements and a light-toned area rug enhance the room's comfort.

Home in McGaheysville

4.84 out of 5 average rating, 121 reviews

Spring Escape Near Massanutten Adventures & Trails

Breathe the mountain air of the Shenandoah Valley! Relax in our lovely home and enjoy the Massanutten Resort and Shenandoah Park. Our prime location is 5 min from hiking, adventure park, water park, horseback riding, golf course, mini golf, skiing and tubing, spa, and bumper cars. 15 min to Skyline Drive, 15 min to Shenandoah River Enjoy nearby wineries, farms, caverns. *High-speed internet, streaming services, fully equipped kitchens, and comfortable bedding. **Driveway is very steep**

Guest favorite

The property is illuminated by warm string lights, highlighting the expansive deck and cozy seating area. A fire pit sits in the foreground, surrounded by chairs. The home’s large windows glow softly, showcasing the inviting atmosphere of the retreat nestled in the trees.

Home in Elkton

4.95 out of 5 average rating, 184 reviews

Hottub 5 acres, Great hiking,The best views around

Stony Creek Lookout is a one-of-a-kind luxury retreat perched in the serene seclusion of the mountains.Brand new complete renovation, modern amenities, hot tub, sizable elevated deck, video/board games, theatre room, kayaks and high quality furnishings !This extraordinary stay adjoins the Shenandoah NatlPark with the best views in the Shenandoah Valley, hike out your back door. Pet friendly, 5 min from Massanutten 4 season resort, Shenandoah River & much more. Great Wifi & cell service! 5 TVs

Guest favorite

Home in Roseland

5 out of 5 average rating, 13 reviews

Hot Tub! Wintergreen Resort!

Check out our 5 star reviews on VRBO and "cozy cabin at wintergreen dot com". Prepare to escape and relax at our three bedroom, two bath cabin, nestled atop the Blue Ridge mountains, a short walk (5 Houses) to the Devils Knob Overlook. This luxury resort retreat is perfect for couples getaway, wedding, family vacation or girls weekend. Spend the day brewery hopping down the famous Route 151, where you have over twelve wineries and breweries to visit. Or enjoy hiking, skiing, spa & golfing.

Superhost

Apartment in McGaheysville

4.84 out of 5 average rating, 251 reviews

Massanutten Cozy Condo with Hot Tub & Jacuzzi

Luxury Apartment ideal for families with little kids in Massanutten. There is a huge deck with private 5-person Hot Tub and small playground on it. It is located only 5 minutes away from the ski lodge, go karts, bumping cars, Mini Golf.The Campfire Grill Restaurant is only 2 minutes away. The indoor and outdoor Water park is 8 minutes away. A gorgeous and spacious retreat in the best location for skiing/snowboarding, exploring the resort, hiking, relaxing, and enjoying the fresh mountain air.

Superhost

A private porch is shown with wooden flooring and a rustic wooden ceiling. Several outdoor chairs are arranged around a small table. Trees are visible in the background, providing a natural setting.

Cabin in Crozet

4.86 out of 5 average rating, 101 reviews

#4 Cabin Near Wineries, Breweries, UVA, & Hiking

The #4 Loblolly Cottage is an eco-friendly cabin overlooking a lake. Small 450 sq ft, cottage has a queen size bed in the primary bedroom, bunk beds in the second bedroom and a full size futon in living room. Kitchenette equipped with modern appliances and breakfast table. Bathroom and shower. Wi-Fi. Private porch. Pets are welcome for an additional fee. Hike, canoe, fish and bike onsite on a 129 acres. Close by wineries, 15 min to Shenandoah National Park. This cabin is ideal for families!

Superhost

Home in McGaheysville

4.5 out of 5 average rating, 10 reviews

Magnolia Getaway at Massanutten

Welcome to Massanutten Resort! This 3-bedroom, 3-bathroom rental is perfect for your mountain getaway. Featuring a main floor with fully kitchen, master suite, two additional bedrooms, three smart TVs, and a spacious deck with gas grill and firepit. Savor views of the Shenandoah National Park from panoramic windows in the open living space. Downstairs is a finished basement, private office, full bathroom, 3 arcade games, classic Nintendo console, a 62” smart tv, and a foosball table.

Guest favorite

A captivating display of natural formations is featured, showcasing intricate stalactites hanging from the cave ceiling. The formations exhibit a range of textures in muted tones, highlighted by the warm lighting that casts gentle shadows across the stone surfaces.

Cottage in Shenandoah

4.96 out of 5 average rating, 184 reviews

Cozy Cottage Retreat: SNP, Luray Caverns, River

Clean & cozy cottage conveniently located in the town of Shenandoah. Guest love the central location to Shenandoah National Park via Elkton Swift Run (12 miles) or Luray Thornton Gap (28 miles), Luray Caverns (15 mi), Massanutten Resort (9 mi), and a short drive to local colleges like JMU, EMU, and Bridgewater College. Walking distance to Shenandoah River, a public boat landing, local stores and small parks. Please check out our reviews to see what guest have to say.

Guest favorite

Home in Wintergreen Resort

4.93 out of 5 average rating, 61 reviews

Hot Tub Mntn Views Pool Tennis Golf Hiking 52"HDTV

Impressive 3-story mountain estate. Ideal for family retreats and adventurous getaways. Features HOT TUB. Wineries, breweries, farmers market, and walk to hiking trails. 4min dive to slopes! ★Comfortably sleeps 10: K, K, Full, Twin bunk beds, Sleeper sofa in loft ★Great room with stone fireplace ★Dining table for 8 ★FAST Wi-Fi ★Two 52" HDTVs ★Wrap around decks ★Fire Pit ★Hot Tub ★Plenty of parking Seasonal outdoor pool/tennis access. Resort access not included.

Guest favorite

The Woodstone Meadows Recreation Center is depicted with its distinctive green exterior. Features include a playground area with slides and climbing structures, surrounded by fencing. Holiday wreaths adorn the building, complementing the bright blue sky in the background.

Condo in Massanutten

4.93 out of 5 average rating, 44 reviews

Massanutten Regal Vistas 2BR, 2BA

I have Feb 12 to 15. I do NOT have a Feb 11 start date. There are many types of timeshare units at Massanutten and this one is the newest and highest quality unit. These are five star, gold crown rated units. Feel free to check reviews from other websites. Availability is limited so please ask me about dates BEFORE attempting to make a reservation. In addition to the AirBNB fee, there is a $14.00 daily resort fee.

Guest favorite

A scenic driveway lined with a wooden fence leads to a rustic red house in a serene setting. Lush green fields and trees frame the scene, with distant hills visible under a clear blue sky.

Chalet in Brightwood

4.96 out of 5 average rating, 141 reviews

Charming Chalet in Blue Ridge Wine Country

NEW! PICKLEBALL/BASKETBALL COURT PUTT PUTT GOLF Sunset Ridge is in the heart of all you want to do! Newlyweds to families, everyone will love it here! The peace and quiet of the country, or the excitement of exploring new and different places, all await you! Check out our guidebook for local attractions, restaurants, nightlife, and sightseeing. Enjoy the serenity of the country! Follow us: @sunsetridgechalet

Superhost

Home in Mineral

4.89 out of 5 average rating, 28 reviews

Perfect Day/HotTub/Beach Access/Boat Slip

Your family will be close to everything when you stay at Perfect Day! We are minutes from all of the wonderful things that make Lake Anna great! While the home is not water front, all guests have access to the private community beach and common areas less than one mile from the house as well as an assigned boat slip. The house offers a year around hot tub, fire pit, gas grill, jacuzzi tub and indoor fireplace.

Guest favorite

A cozy lake house is nestled among green trees, featuring a screened porch and a spacious yard. Surrounding a fire pit, several adirondack chairs are arranged on a gravel path, providing a welcoming gathering space for guests to enjoy the outdoors.

Home in Mineral

4.84 out of 5 average rating, 197 reviews

Lake Getaway ( no cleaning fee)

Relax, hike, boat and fish on the perfect getaway to Lake Anna, only an hour from Washington, DC. Our private lake oasis is the perfect space for couples, families, or friends to de-stress for the weekend. Located in a gated community, you will feel safe and have tons of privacy. Our cozy lake hideaway is only a five-minute walk from beach access and is designed with a beautiful front deck for kicking back.