Holiday rentals in Monterey

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Top-rated holiday rentals in Monterey

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A rustic log cabin, reconstructed from the 1850s, showcases a stone chimney and a welcoming front porch. Brightly colored flowers in planters line the entrance, adding charm to the serene, wooded surroundings.
Cabin in McDowell

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.

LocationFamilyCondition

5.0 out of 5 average rating, 77 reviews
Superhost
Home in McDowell

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

FamilyLocationCondition

5.0 out of 5 average rating, 10 reviews
Top guest favourite
A wooden chair sits beside a flowing stream, surrounded by lush green trees and foliage. The cabin is visible in the background, partially obscured by the wooded area. Leaves are scattered on the chair and ground, highlighting the natural setting.
Cabin in Dayton

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.

LocationValueWalkability

4.99 out of 5 average rating, 532 reviews
Top guest favourite
A two-story cottage is presented in a tranquil setting, surrounded by green foliage. A sign labeled 'Blue View' is positioned in front, indicating the property's name. A gravel path leads up to the house, enhancing the inviting landscape.
Home in Monterey

Blue View Lodge

Terrific mountain view with a short walk to the middle of town. Relax, refresh, explore the mountains, or, if you must, work in this town and country cottage with good fiber internet, WiFi, cell service. 3 bedrooms-- 1 w queen bed, 1 w double, and 1 w bunk bed w 2 doubles. Updated kitchen, 2 full baths one new with tub, one updated with large walk in shower. Bonus sunroom Roku TV; BluRay DVD Nearby hiking, fishing, hunting. 10 minute walk or 1 minute drive to shops and restaurants.

ValueFamilyAmenities

5.0 out of 5 average rating, 33 reviews
Top guest favourite
A comfortable living area is presented with two sofas covered in dark fabric, accentuated by striped and solid cushions. Light streams through patterned curtains, and a decorative mirror is mounted on a wooden wall. A small side table holds a potted plant, adding a touch of greenery.
Home in Dunmore

Lit'l Country Comfort

Come enjoy a relaxing & peaceful stay in a fully furnished renovated mobile home. This cozy retreat has everything you need for a enjoyable visit. •Fully stocked kitchen •Full bathroom•Washer and dryer•Desk/workspace•Two bedrooms, each with a queen mattress•Additional fold-up twin mattress available for floor use •Outdoor fire pit with wood provided. Coffee, tea, hot chocolate, snacks, toiletries, laundry detergent, paper towels are provided. •No smoking (outside only) •No parties •No pets

LocationFamilyLong stay

4.95 out of 5 average rating, 253 reviews
Top guest favourite
A single-story home sits blanketed in fresh snow, surrounded by a serene winter landscape. Trees with light snow accumulation frame the property, while a gentle path leads to the entrance. A gazebo and a signpost are visible in the front yard, contributing to the tranquil setting.
Home in Monterey

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.

FamilyValuePool

4.89 out of 5 average rating, 72 reviews
Superhost
A red cottage with a steeply pitched roof is situated amidst lush greenery. A wooden porch with railings provides accessibility, complemented by stone gravel pathways. The surrounding area is framed by trees, contributing to a serene and natural environment.
Home in Monterey

Rose Tree Cottage

Make memories at our family friendly cozy cottage that is built into a hillside that makes a perfect getaway and grounding spot to explore Highland County and surrounding areas in the Allegheny Mountains on the western side of the Shenandoah Valley. Unwind and relax inside or outside, try your hand at horseshoes and go on a scavenger hunt for the friendly gnomes and garden creatures. Other activities - hiking, biking, fishing and exploring the nearby towns and local festivals and events.

FamilyLocationSleep quality

4.57 out of 5 average rating, 7 reviews
Guest favourite
The exterior of a classic early 20th-century farmhouse is presented, showcasing a white facade with a covered front porch. Lush green grass surrounds the house, and mature bushes frame the steps leading to the entrance. In the background, rolling hills are visible under a clear blue sky.
Farm stay in Doe Hill

Doe Hill Escape

Read this entire listing as Doe Hill is a very remote location. Please note this is an old farm house: No A/C, No Wifi, No Cell Service! Our home is one of 4 current family houses on an active working farm that has been in operation since the late 18th century. The home is rich in history but recent renovations make it quite comfortable. The large patio is perfect for watching the sunset over Jack Mountain or the moon rise over the Bullpasture. Clear nights are great for stargazing.

LocationFamilyAccess

4.95 out of 5 average rating, 261 reviews
Guest favourite
A rustic log cabin is nestled among trees, showcasing a green roof and a welcoming porch. The natural wood exterior is complemented by a stone pathway, and logs are stacked near the entrance, emphasizing the cabin's connection with the surrounding woodland.
Cabin in Williamsville

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.

ValueLocationAmenities

4.96 out of 5 average rating, 294 reviews
Top guest favourite
A serene night sky filled with countless stars is captured above a cozy cottage. The Milky Way is visible, accompanied by bright planets and streaks of light from passing satellites. The silhouette of the cottage and chimney adds a touch of warmth to the expansive, starry backdrop.
Farm stay in Monterey

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.

FamilyLocationHospitality

4.99 out of 5 average rating, 564 reviews
Top guest favourite
The rustic cabin is set against a backdrop of lush greenery, featuring a red metal roof that complements the wooden exterior. A covered porch with seating invites relaxation, while flower boxes add a touch of charm to the landscape.
Cabin in Millboro

Cloverdale Cabin, a mtn gateway to your getaway

Come step into serenity in this beautifully antique furnished cabin. The warm welcoming environment allows you to be fully WiFi connected and a smart TV… Hike in the National Forest using the National Forest Access road. Bring a book & games. The patio is a great place to relax & enjoy nature. The closest grocery stores are in Churchville, Staunton or Lexington for our fully furnished kitchen. Day trip to the nearby historical towns nearby. No pets. No drones

ValueLocationBiking

5.0 out of 5 average rating, 103 reviews
Top guest favourite
A modern kitchen features dark green cabinetry paired with a wood countertop and stainless steel appliances. A unique accent wall showcases textured white tiles, while open shelving displays select dishware. Countertop space is available for meal preparation and serving.
Cottage in Durbin

Craftsman Cottage - 45 minutes to Snowshoe

A century-old home in the small town of Durbin WV, the Craftsman Cottage is fully renovated with authentic bourbon barrel staves and stylish features throughout. You'll find the location of our house to be the perfect launchpad for every adventure around. Pocahontas County is well known for its hiking, biking, skiing, fishing, kayaking, history, train rides, and more.

ValueFamilyCondition

5.0 out of 5 average rating, 140 reviews

Popular amenities for Monterey holiday rentals