
Holiday rentals in Monterey
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Top-rated holiday rentals in Monterey
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The Hogshead Cabin
Peaceful retreat nestled on a 118 acre farm! Authentic 1850's log cabin reconstructed with modern amenities (fiber internet!) for a dream vacation spot. Completed fall of 2023 - brand new elegance with rustic charm. Enjoy hiking/fishing nearby, visit charming towns of McDowell/Monterey or take a short ride to Snowshoe or The Homestead. Enjoy fires in the fire pit or fireplace, sunsets over Bear Mountain, and panaromic views. Escape regular life and relax! Owners nearby for anything you need.
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Malcolm Place
Leave the day-to-day behind & enjoy the beautiful view, the wildlife and all the fun of Highland County! Malcolm Place offers a quaint retreat with three bedrooms and one and half bathrooms, situated along a serene mountain range. Experience the joy of fly fishing, hiking, and relaxation all available right in beautiful Highland County. Pet friendly. Check Out out FB and IG 20 mins to downtown Monterey 55 mins to Stanton 1 hour to Omni Homestead Resort and Spa 15 mins to Sounding Knob Fire Tower
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Serenity by the Stream
Cabin in the Shenandoah Mountain surrounded by National Forest on 3 sides. Inside cozy atmosphere with warm lighting and local landscape art throughout. Bright and cheery in the bedrooms best suited for 2-4 adults or family with children. Wonderful sound of the river throughout the property. Step outside to hundreds of miles of biking and hiking trails, and stocked lakes and streams. Well maintained paved state road to cabin driveway. The house is 20 minutes West of Harrisonburg VA and JMU.
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River House: A Cozy Mountain Getaway
On the banks of The Greenbrier River at the base of Cheat Mountain in the old rail town of Durbin, is River House. A rustic, riverfront getaway just downstream from a WVDNR Trout Stock Point, beside the Mountain Rail WV Durbin Station, & 30 miles from Snowshoe. Nestled between WV's highest peaks & within minutes of our country’s best fishing, hiking, horseback riding, kayaking, biking, skiing, hunting, Civil War Sites, & historic trains, River House is a perfect base for all WV has to offer.
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Retreat to entire home,hot tub, sauna, fish, hike
Bring the whole family to this entire home with lots of room for everyone. Outdoor ping pong, hot tub, and view of creek in the back yard. There is 155 acres for hiking. Stay connected still with Wi-Fi . Full kitchen, washer and dryer, large grill on deck. Cozy fire place inside and pool table. The master bath has large soaking tub and dry sauna. Home is 20 minutes from Monterey. Home is 42 miles from snow shoe ski resort and 32 miles from cass scenic railroad. Recreational area 17 miles.
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Brent's Cabin
Enjoy our cozy and comfortable cabin situated on 20 private wooded acres near several trout streams, George Washington National Forest, Virginia Game Commission, hiking trails, and caves. Brent's Cabin sleeps four, including a double bed and two twin beds in the loft. For skiing we are 1 hour and 30 minutes from snowshoe and 30 minutes from The Homestead. For fishing we are 5 minutes away from the Bullpasture, 10 minutes from the Cowpasture, and 25 minutes from the Jackson River.
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Best views in Highland County !
Located in the pristine Mill Gap Valley. At night you can reach out and touch the stars. National Forrest is close by too. Enjoy the peace and tranquility that can only be offered in Highland county. The farm along with our Maple Syrup is certified Organic. From our apple trees to our hay and pastures. We are Organic! If you would like a tour of our farm or maple operation, let us know! By September 2020, there will be a new outdoor living area with a hot tub and dining.
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Ebenezer Cabin - Hot Tub - Private - BBQ - Views
Disconnect, reset & recharge in this countryside cabin escape with hot tub & bird watching. ★ "Clean, stylish, private, and authentic cabin experience." ☞ Backyard w/ fire pit + wood ☞ Front porch w/ rocking chairs ☞ Patio w/ BBQ + outdoor dining ☞ Fully equipped + stocked kitchen ☞ Parking → driveway (4 cars) ☞ Books + board games ☞ La-Z-Boy loveseat ☞ 250 Mbps wifi 20 mins → DT Franklin (cafes, dining, shopping) 48 mins → Nelson Rocks 30 mins → Reddish Knob (360 view)
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Headwaters Hideaway
Escape to this cozy retreat nestled on 5 peaceful acres in Headwaters, Virginia. This charming two-bedroom home comfortably sleeps up to three guests. Enjoy all the comforts of home with a fully equipped kitchen, living spaces, and hot tub on the back deck—the perfect place to unwind beneath the stars or to cast a line in nearby Bull Pasture River, exploring scenic mountain trails, or enjoying seasonal hunting in the nearby George Washington National Forest.
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Little Cabin in the Woods is quiet and secluded!
Enjoy our rustic, cozy, historic log cabin in the woods on 21 acres with two streams and a little meadow. The logs, from the 1800's, were reconfigured 17 years ago combining a rich history with high speed internet and modern amenities. Sink into the luscious bed with totally organic sheets, mattress topper, and pillows. Take a walk on the original wagon train road down to a stream or bath your senses in the majestic view of Jump Mountain from the meadow.
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Blue Grass Chestnut Cottage
Blue Grass Chestnut Cottage offers one bedroom, living room, fully equipped kitchen, full bath with laundry facilities. Also, a twin-size hideaway bed is available. The living room has a gas log heater. The cottage has an open floor plan, no steps, and easy access from the private driveway. Linens and towels are provided. WiFi is available. Chromecast and Amazon Firestick are installed for guest connectivity. A DVD player is also provided.
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Historical 1800s Cottage
Historical cozy cottage built in the mid 1800s conveniently located near the Green Bank Observatory, Snowshoe Mountain Resort, the National Forest and loads of hiking and biking trails. From the back yard, you can access hiking trails which connect to the Observatory's many hiking and biking trails. Cass Scenic Railroad and the Greenbrier River are only 6 miles away.
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Popular amenities for Monterey holiday rentals
Other great holiday rentals in Monterey

Tuckerman Retreat
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The Mountain Valley Retreat Offers Extended Stays
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Seneca Rocks Getaway | Hot Tub & Mountain Views
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The LOFT on Highland - 45 minutes to Snowshoe
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Big Run Bungalow
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Lit’l Tiny Haven
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Thorn Creek Cottage
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Quiet A-Frame in Appalachians!
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Destinations to explore
- Philadelphia Holiday rentals
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- Timberline Mountain
- Blackwater Falls State Park
- Canaan Valley Resort & Conference Center
- Wintergreen Resort
- Canaan Valley Ski Resort
- White Grass
- Snowshoe Mountain Resort
- Virginia Horse Center
- Frontier Culture Museum
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Grand Caverns
- James Madison University
- Cass Scenic Railroad State Park
- Allegheny Springs
- Massanutten Indoor WaterPark
- The Plunge Snow Tubing Park
- Silver Creek
- Douthat State Park
- Gypsy Hill Park
- Family Adventure Park
- Smoke Hole Caverns





