
Vacation rentals in Simmons Gap
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Top-rated vacation rentals in Simmons Gap
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Hot Tub*Near National Park & Massanutten*42 Acres
Seven Springs is a private, tranquil retreat on 42+ acres bordering Shenandoah National Park. Newly remodeled with modern comforts including a private hot tub, fireplace, Wi-Fi, and TVs in each bedroom and living room. Enjoy direct access to hiking, abundant wildlife, a screened porch, 12’ deep pond for fishing, and Elk Creek frontage. Just 15 minutes to Massanutten Resort for skiing and the indoor waterpark, 5 minutes to Shenandoah River access, and 15 minutes to the Swift Run Gap park entrance
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Whippoorwill Way Cabin with Mountain Views
5 star host of Rabbit Hollow cabin, presents this completely renovated mountain cabin, secluded retreat for couples or families. Walking distance to Shenandoah National Park, spectacular mountain views from spacious deck. State of the art kitchen , granite counter tops, master suite with king bed, and bathroom with charming mural. Warm up by wood burning stove. Lower level holds second bedroom with brand new queen bed, bathroom and living area with trundle bed sleeps two and electric fireplace.
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Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.
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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
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Living Water Farm, Blue Ridge
Iconic home and Farm in Dyke, Virginia, circa 1891. Situated on the Roach River with views of the Blue Ridge mountains and pastures. Relax on one of the double porches or under on of the shade trees. The stone fireplace warms the heart and soul on a cool evening. Minutes from the Shenandoah National Parkway, the Blue Ridge School and several beautiful wineries. Approx. 12 miles from CHO airport, 20 min from Blue ridge Parkway, 10 min. to Standardsville and 20 miles to Charlottesville.
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Shenandoah Getaway Cabin on 5 Acres w/ *Hot Tub*
Our Log Cabin has EVERYTHING you need for your mountain vacation! Miles of gorgeous mountain views off the large wrap around porch. *Outdoor Hot Tub *Indoor Wood Burning Fire Place *15 minutes from Shenandoah National Park *30+ Local Wineries!! *Outdoor Firepit *1GB WIFI and Huge TVs! *Close to UVA/ Charlottesville *Full Kitchen *Large, Private Deck with Mountain Views *Propane Grill *Outdoor Heater *Plenty of Space to Park Cars *Hiking *Maybelle's General Store less than a mile away
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Shenandoah Stargazer with Sauna
Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!
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One-of-a-kind cabin, hot-tub, near National Park
This is a year-round, stunning creekside oasis on 6 acres bordering the Shenandoah National Park & traversed by Hawksbill creek. Luxury & design meet chalet-style charm. This cabin is unlike any other! In summer, enjoy tubing on the Shenandoah river, hiking SNP, or wandering the 6-acre property bordering parkland. Visit the quaint town of Elkton and its wineries, breweries & antique stores. Experience nearby Massanutten Resort with its skiing, adventure park, etc. If you know, you know!
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Little Forest Tiny Cottages in Free Union
Enjoy the breathtaking views of the Blue Ridge Mountains on this 26 acre Olde English Babydoll Sheep farm right from your window. Our farm is a haven of peace and serenity in a secluded but centrally located area just 18 miles northwest of Charlottesville. Wake up to delicious farm fresh breakfast from our eco-friendly farm. Take pictures of fluffy sheep and angora rabbits grazing on rolling hills. Hike our private trail. Breathe in the fresh mountain airs. Sleep in. Slow down. Relax.
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Captivating Cabin in Shenandoah
This stunning 5+ acre, creekside cabin is nestled between two sides of National Parkland, opening to a breathtaking view of a stone bluff and the rambling Hawksbill Creek. Enjoy the view from the hot-tub! A central location: 15 min drive to the SNP Swift Gap Run entrance, 15 min to Massanutten 4 season resort, 30 min to historic Harrisonburg. The quaint town of Elkton has excellent cafes and adorable antique shops, and the area is rife with wineries and breweries, often with live music!
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Hightop Hideaway – Cozy Secluded Mountain Retreat
Soak up all that Mother Nature has to offer surrounded by the trees of Shenandoah National Park, in our farmhouse nestled on 4 acres of private land in the foothills of the Blue Ridge Mountains. This spacious, child and dog friendly home is a perfect place to escape and reconnect. Hike, explore the nearby vineyards, gaze at the stars, tell stories around the fire, or just relax on the porch. It also makes a great remote work getaway with fast 100 mbps internet throughout the house.
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Fall Foliage & Endless Blue Ridge Views. Fast Wifi
Fall in love with this cabin through one of the most awe-inspiring sites in the US: an endless blue-green mountain majesty. With unimpeded views of the Blue Ridge Mountains from 3300 feet of elevation, you'll be able to escape from any daily stresses. The fall foliage provides a wonderful leaf peeping experience. Waking up and to breathe in the fresh mountain air, cozy up near the indoor fireplace with a cup of coffee. That is just a small slice of our paradise on the mountain.
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Popular amenities for Simmons Gap vacation rentals
Other great vacation rentals in Simmons Gap

Massanutten/Shenandoa Park/Hiking Trails/Wine/UVA
LocationFamilyView

Wooded escape chalet, 5mi to JMU, 10mi to Massanut
ValueFamilySleep quality

Hawksbill Hideaway
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Luxury Spacious Family Home, 5 B/R Suites - Solar!
ValueFamilySkiing

33-acre Blue Ridge getaway for 16 w/ hot-tub!
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Cozy Cabin w/ Hot Tub & EV Charger near Shenandoah
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Peaceful Cattle Farm Escape near Massanutten
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Riverfront | 3 Hole Golf Course | Hot Tub | Sauna
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- Shenandoah National Park
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- James Madison University
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- The Rotunda
- Downtown Mall
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