Villa holiday rentals in Massanutten

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Top-rated villa rentals in Massanutten

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Guest favourite

Villa in Orange

5 out of 5 average rating, 52 reviews

Luxurious Stay for 2 at Historic Estate

Nestled on 13.6 acres of exquisitely landscaped gardens & grounds, Boxwood Villa (circa 1891) is a hidden gem for a couple’s retreat. Named for its stunning boxwood bushes encircling the property, this historic home was thoughtfully renovated by Leslie Gregg, the founder of The Market at Grelen. Her keen eye for contemporary comfort & preservation of historic design breathes new life into this historic manor. *Please note we only accept bookings for couples 30 days out from the requested dates.*

Guest favourite

Villa in Somerset

4.95 out of 5 average rating, 20 reviews

MapleCrest1929: Elegant+Pet-Friendly+Near Wineries

A fully renovated gem with eat-in kitchen, quartz countertops and new appliances. High-speed FiberOptic Internet!! 1st Floor: Half bath, living room, fireplace, sunroom. Upstairs: 3 bedrooms, 2 baths, clawfoot tub + shower, walk-in shower suite. Sunsets to the front, sunrises to the back. Perfect crocket lawns. Fenced yard for Fido! Veggie gardens, sounds of crickets, occasional trains (surprisingly exciting!), within minutes of historic sites + wineries. You'll enjoy your stay at Maple Crest.

Superhost

Villa in Orange

4.7 out of 5 average rating, 10 reviews

Historic Estate with Enchanting Gardens

Nestled on 13.6 acres of beautifully landscaped gardens and grounds, Boxwood Villa exudes an old-world charm that will transport you to a bygone era of elegance and sophistication. This garden wedding venue and historic lodging property is named after the stunning boxwood bushes that encircle it, creating a magical and romantic atmosphere. One of the most homes in Virginia, Boxwood Villa was originally built in 1891 and is located just outside the town of Orange, Virginia. Sleeps 10; 5 bedrooms

Guest favourite

Villa in Gordonsville

4.98 out of 5 average rating, 40 reviews

Restored Historic Stone Greenhouse

Romance, nature and unique architecture come alive here. This completely restored stone guest home is perched near the top of a ridge on the 1st mountain range west of the Atlantic. With a wall of windows to enjoy the spectacular views to the east, south and west, the Green House is a special experience unto itself. The interior features magnificent, ancient stone walls, flying wooden beams, live-edge wood counters with natural carvings. a leaded glass door and more. Free Raspberry picking!

Guest favourite

Villa in Shenandoah

5 out of 5 average rating, 107 reviews

Sleeps 7: Hot Tub, Game Room, Fire Pit, BBQ & Pets

Experience the charm of this Shenandoah retreat, complete with a hot tub, pizza oven, and fire pit in a stunning fenced backyard oasis. Perfectly situated near Shenandoah National Park for premier hiking and river activities. This cozy, modern home includes a fully-equipped kitchen and comfortable bedrooms ideal for families and groups; pets are welcome! Enjoy local vineyards, diverse dining options, and vibrant festivals. Embrace your ultimate getaway close to nature's beauty. Book today!

Superhost

Villa in Massanutten

Regal Vistas Massanutten Luxury 2BR/2BA

Luxury and comfort! Garages, gated with private gym and pool for Regal Vista guests, BBQ grill on patio/deck, large vaulted ceilings, full kitchen, sleeps 6, closest to water park, quiet. Two units can be combined for entire house (4/4) with two garages. Each unit 2 fireplaces, large floor-to-ceiling windows. 4-Season Resort with skiing, mountain biking, golf, numerous heated indoor pools and outdoor pools (seasonal), gyms, children's activities, hiking, close to Shenandoah National Park.

Superhost

Villa in Luray

New place to stay

Indoor Pool~WiFi~ Arcade~Pets~Grill~ Fire Pit~View

Nestled in a serene location, this retreat offers a perfect blend of comfort and tranquility. The pool house features spacious and tastefully decorated interiors, providing ample space for relaxation and enjoyment. With its private pool, you and your family can indulge in refreshing swims and soak up the sun in complete privacy. Whether you're seeking a rejuvenating getaway or quality time with your friends our pool house rental is the perfect choice for a memorable and enjoyable vacation.

Villa in McGaheysville

4.6 out of 5 average rating, 25 reviews

Vintage Massanutten Resort Villa w/ Deck!

Boasting high ceilings, an open floor plan, and vintage decor, this McGaheysville villa seeks to exceed your expectations. Nested in the Massanutten resort, this getaway lets you ski, bike, golf, kayak, go horseback riding, and more all in one place; there are also lots of hiking trails and wineries to enjoy near this 3-bedroom, 2-bathroom vacation rental. Relax on the wraparound deck, curl up by the fireplace, or play some foosball for a nice evening of unwinding with the family.

Guest favourite

Villa in Bentonville

4.89 out of 5 average rating, 27 reviews

Shenandoah Valley Secluded Chateau -Hot Tub-River

Escape to this hidden gem nestled in the mountains of the Shenandoah Valley, completely surrounded by George Washington National Forest. Our serene Chateau Solace offers an unparalleled experience with its complete seclusion and access to thousands of acres of wilderness, steps from this modern treetop gem. Immerse yourself in the tranquility of nature while enjoying modern comforts like a private hot tub, high speed internet and an interior-designed for ease and relaxation.

Villa in Luray

4.7 out of 5 average rating, 33 reviews

Westcott House- Privacy, amenities and space all i

Escape the ordinary and elevate your vacation experience at our magnificent Lodge-style house nestled in the heart of the breathtaking mountains. This spectacular vacation rental offers an expansive 11,000 square feet of pure luxury, accommodating up to 48 guests comfortably. With 8 bedrooms and 5 bathrooms, this mountain oasis is the perfect destination for family reunions, corporate retreats, or any occasion worth celebrating.

Superhost

Private room in Dyke

4.88 out of 5 average rating, 120 reviews

Rm202SingingSprings, (WaterfrontHotTubPrivSetting)

If you are looking for lodging nestled amongst the beautiful Shenandoah Mountains a few doors from the Blue Ridge School for boys in St. George, VA. Singing Springs offers the peace and tranquility you are searching for in a "Bed 'n Nightcap". From the gently flowing waters of the river that flows through it, to the majestic mountain peaks that surround you, this Villa will settle your soul.

Guest favourite

Private room in Dyke

4.99 out of 5 average rating, 142 reviews

Rm201 SingingSprings (Waterfront,Hottub,PrivBath)

Nestled amongst the beautiful Shenandoah Mountains a few doors from the Blue Ridge School for Boys in St. George, VA. Singing Springs offers the peace and tranquility you are searching for as a "Bed 'n Nightcap". From the gently flowing waters of the river that flows through it, to the majestic mountain peaks that surround you, this Villa will settle your soul.