Vacation rentals in Monterey

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Top-rated vacation rentals in Monterey

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

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Top guest favourite
The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.
Vacation home in Lovingston
4.97 out of 5 average rating, 259 reviews

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Top guest favourite
Cabin in Dayton
4.99 out of 5 average rating, 503 reviews

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.

Top guest favourite
Home in Afton
4.99 out of 5 average rating, 102 reviews

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

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
4.95 out of 5 average rating, 258 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 private hot tub is positioned on a spacious wooden deck, surrounded by lush greenery and trees. Two lounge chairs provide a comfortable seating area. The bright blue sky is dotted with fluffy white clouds, creating a serene outdoor environment with expansive mountain views in the background.
Home in Franklin
4.98 out of 5 average rating, 246 reviews

Pine Ridge Manor • A+ Privacy • Pool • BBQ • Games

Mountain Views ✔ Wildlife ✔ Stargazing ✔ Hot Tub ✔ ★ "The pictures don’t do this wonderful place enough justice!" ✣ Game room w/ pool table ✣ Backyard w/ fire pit + wood ✣ Deck w/ hot tub + sun loungers ✣ Fully equipped + stocked kitchen ✣ Parking → garage (2) + driveway (2 cars) ✣ Gas BBQ grill + outdoor dining ✣ Workspace + 260 Mbps wifi ✣ Onsite washer + dryer 10 mins → Sweetwater Farm Trail Center 20 mins → DT Franklin (cafes, dining, shopping) 30mins → Reddish Knob (360 view)

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
4.96 out of 5 average rating, 291 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, 544 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
Cabin in Vesuvius
4.99 out of 5 average rating, 372 reviews

The Sanctuary

Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

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
5 out of 5 average rating, 100 reviews

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

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, 430 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.

Guest favourite
A cozy living area features a light-colored sofa with complimentary cushions, positioned on a geometric patterned rug. A wood coffee table adds warmth, while a large window invites natural light and offers views of the greenery outside.
Farm stay in Raphine
4.98 out of 5 average rating, 490 reviews

The Bread Barn

Welcome to Seasons' Yield Farm! Your retreat sits atop a working bakery amidst a family farm in the beautiful Shenandoah Valley. Minutes off highway 81, within 20 minutes of Lexington and Staunton. This getaway is perfect for the guest passing through or a family looking for a rural getaway. Enjoy the solitude of the country and the yield of a bakery! Custom made coffees delivered to your doorstep every morning! Check us out at Seasons' Yield Farm. Welcome!

Top guest favourite
A serene view of the retreat is captured amidst rolling green hills. The one-level home features a sloping green roof and is surrounded by tall trees. Soft clouds drift across a bright blue sky, enhancing the peaceful country landscape.
Home in Monterey
4.95 out of 5 average rating, 154 reviews

Welcome to Haven. "Where lodging is home."

Home is where the heart is and there’s a lot of heart at Haven. Located in the scenic hills of Highland County Virginia and connected to hundreds of acres, this quiet one level retreat sleeps 8 with 3 bedrooms and two full baths. Our neighboring farm is home to a nice variety of animals. Enjoy beautiful views from the deck and take in the sunrise with your morning coffee or be captivated by thousands of stars at night.

Popular amenities for Monterey vacation rentals

Quick stats about vacation rentals in Monterey

  • Nightly prices starting at

    Monterey vacation rentals start at $154 CAD per night before taxes and fees

  • Verified guest reviews

    Over 200 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Monterey rentals

  • 5 Average rating

    Monterey stays are highly rated by guests—averaging 5 out of 5!

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