Holiday rentals in Monterey

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Top-rated holiday rentals in Monterey

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Top guest favourite
An aerial view captures a vibrant ski in/out complex at dusk, with lights illuminating the slopes and buildings. The lower section showcases a cozy studio featuring a bunk bed and seating area, complemented by a spacious counter and scenic window.
Apartment in Snowshoe
4.97 out of 5 average rating, 153 reviews

Renovated Ski in/out, pool/hot tub, slps 6, #1105

Renovated Ski In/Out Poolside/View This studio has been re-designed to maximize space. LVP flooring, granite counters, and lots of storage innovations. Queens size bed has drawers & extra stg., a Queen Sleepr & a bunk. Ideal for 2-4 adults or 2 adults & 2-4 kids. Silver Creek has day/night skiing, pool, & tubing. Your season pass is good for ALL slopes at Snowshoe, Western Territory(all black diamonds), & Silvercreek. Take the free shuttle to the Village & Western Territory (little over 2 miles)

Top guest favourite
The kitchen space features gray cabinetry with ample natural light streaming through the window. A dark dining table is set with a table runner and is surrounded by four chairs. Appliances include a microwave, refrigerator, and coffee maker, creating a functional area for cooking and dining.
Home in Dunmore
4.95 out of 5 average rating, 226 reviews

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

Top guest favourite
A circle of four blue adirondack chairs surrounds a stone fire pit, set against a backdrop of rolling green hills and colorful autumn foliage. Trees provide partial shade, while the soft light of sunset enhances the serene outdoor space.
Cabin in Arbovale
4.95 out of 5 average rating, 116 reviews

Almost Heaven Hideaway

Relax with the whole family at this peaceful mountain retreat. Take in the mountain views while enjoying each other's companionship. Explore some of the local attractions such as: Snowshoe resort, Green Bank Observatory, Cass Railroad, the Allegheny Trail, the Green Brier River, Seneca Rocks, Seneca Caverns, Smoke Hole Caverns, several Civil War Battlefields, and much more. Engage in horseback riding, hiking, canoeing, kayaking, biking, skiing, fishing or just kick off your shoes and relax.

Guest favourite
Farm stay in Doe Hill
4.95 out of 5 average rating, 257 reviews

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.

Top guest favourite
A large sign identifying the Mitchelltown Complex stands prominently at the entrance. The sign is surrounded by vibrant hanging flower baskets, adding color to the exterior. The building's architecture features a combination of wooden beams and a covered walkway, creating an inviting first impression.
Flat in Hot Springs
4.97 out of 5 average rating, 145 reviews

Mitchelltown Apartments-Stay and Vacation

The apartment has a living space featuring a couch and tv for relaxing after a long day of hiking nearby trails and a desk for tidying up some loose ends (wifi included) before your big meeting. 1 queen, 1 full bed. Enjoy your stay here with all the amenities of home as this apartment has a full kitchen and bath along with a washer and dryer combo. Within walking distance to some of Virginia's best outdoor activities. Gym access available upon request. Two night minimum stay required.

Guest favourite
Cabin in West Augusta
4.91 out of 5 average rating, 101 reviews

Olin’s Ridge

Quaint and charming Olin’s Ridge in nestled quietly in the foothills of Augusta County. This cabin is perfectly suited for a couple or small family seeking a quiet escape. A simplistic experience, with an Alexa, Wi-Fi and personally controlled heating/air throughout. Outdoors you can sit under string lights by the fire pit, enjoy a peaceful dip in the hot tub, or a swing on the front porch. With a short walk, you will find two ponds with spectacular views of the blue ridge mountains.

Top guest favourite
A private hot tub is situated on a wooden deck, surrounded by a scenic view of distant mountains and trees. The bubbling water invites relaxation under a clear blue sky, creating a serene outdoor space.
Cabin in Sugar Grove
4.97 out of 5 average rating, 290 reviews

Ebenezer Cabin | Hot Tub | Fire Pit | BBQ | Views

Bird Watching ✔ Wildlife ✔ Stargazing ✔ Hot Tub ✔ ★ "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 5 mins → Sweetwater Farm Trail Center 20 mins → DT Franklin (cafes, dining, shopping) 30mins → Reddish Knob (360 view, off-roading) 45 mins → Spruce Knob

Top 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
4.97 out of 5 average rating, 287 reviews

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.

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
4.99 out of 5 average rating, 528 reviews

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.

Top guest favourite
The cottage is adorned with colorful lights, creating a vibrant display against the night sky. Icicle lights hang from the eaves, while illuminated window decorations add a festive touch. An outdoor area is visible, featuring a charcoal grill on the side and a well-maintained lawn.
Cottage in Green Bank
4.98 out of 5 average rating, 110 reviews

The Redwood Retreat

Relax with the whole family at this peaceful location. Nestled in the heart of beautiful Green Bank, this creekside cottage provides close access to the Green Bank Observatory, Cass Scenic Railroad and Snowshoe. Child and pet-friendly home features 2 bedrooms, living room with dining area, and full kitchen. WiFi, Smart TV, and family-friendly games. Plenty of parking and large yard. Note: There is NO cell service in the Green Bank area. We do have WiFi with WiFi calling.

Top guest favourite
The outdoor firepit area is surrounded by wooden seating and log stump tables. Two wooden structures flank the space, providing a unique aesthetic. The treehouse sits elevated in the background, with trees displaying autumn foliage creating a vibrant backdrop.
Treehouse in Verona
4.99 out of 5 average rating, 234 reviews

The Laurel Hill Treehouse

Tucked away in the woods, this Scandinavian-inspired treehouse is a quiet, peaceful spot designed for a relaxed couples getaway. Surrounded by trees and overlooking beautiful woodland views, it’s an easy place to slow down and unwind. Spend your time on the wraparound porch, soak in the hot tub, cool off in the creek, or settle in by the fire at night. This is a serene, comfortable retreat where you can reset, enjoy all that nature has to offer, and simply be present.

Top guest favourite
A rustic log cabin is nestled among lush trees, showcasing its stone chimney and a welcoming porch. The natural setting offers a serene atmosphere, with dappled light filtering through the leaves, highlighting the cabin's historic log structure.
Cabin in Rockbridge Baths
4.98 out of 5 average rating, 409 reviews

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.

Popular amenities for Monterey holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Highland County
  5. Monterey