Holiday rentals in Monterey

Bunkroom at Fiat Farm

Tuck yourself into this cozy bunkroom attached to a custom-built log home. Situated on the site of a hundred-year-old homestead, this 67-acre property is now a regenerative farm. 10 minutes from Lilly Bluff overlook with hiking and rock climbing. A short drive to many Obed trailheads. Only 30 minutes to Frozen Head State Park. This space will be the basecamp for all your adventures. Or just enjoy the solitude as you explore the property and visit our farm animals. Welcome to Fiat Farm.

Little Cabin in the Woods -(Biker & Pet Friendly)

Come enjoy the Mtn air in the comfort of our 768-sf cabin on 5 wooded acres with a private Lake. Listen to the coyote's howl, campfires burn bright, and night sky's brindle with the twinkle of distant stars and fireflies. Daytime, pull on your hiking boots and enjoy the many nearby state parks, lakes, and waterfalls. Just 3.5 miles off I-40, easy to bounce in town or down the mtn for the perfect meal. Zipline, paddleboat, campfires & memories abound! Hosts avail 24/7.

The 872 House Getaway Peaceful Mountaintop Home

Welcome to the mountain! It's been in the family for five generations and is a relaxing, private getaway seven miles from town or short drive to many natural areas. The comfortable and spacious 4BD/2BA retreat is a pleasant walk to panoramic mountain views with stunning sunsets and sunrises. The home is set at the edge of the woods with great porch sittin' and a large front yard and fishing pond. Enjoy sitting around a campfire or snuggle up by a the cozy wood burning stove.

Spacious Cottage: King Suite, Dog OK, Ten to Town

Minutes to restaurants, local shopping, wineries, breweries, waterfalls, and hiking, the Cottage has the comforts of home in a beautiful park-like setting near Cookeville at exit 290 on Interstate 40. Perfect for remote work (high speed WI-FI) and adventures galore, the Cottage is a great value with features like a new king bed in a cozy bedroom with blackout - perfect for sleeping, plus a full kitchen, fresh coffee, and private walking trails.

Sheep’s Meadow Cottage

1 king bed, 1 queen fold-out couch, dedicated workspace. Take it easy at this tranquil and cozy getaway surrounded by a sheep meadow, just 2 miles from I-40. Fishing pond available upon request. We are located just 15 minutes from the charming small town of Cookeville, TN. We are also near beautiful natural attractions, such as waterfalls and lakes. Cookeville is centrally located between Nashville, Knoxville, and Chattanooga.

Creekside Cabin at Shady Grove Farm

Nestled on a beautiful Tennessee hillside, this rustic cabin is a great place to relax from the busyness of life. With all the necessary amenities it is perfect whether you’re staying just a night or a week. It is settled on Shady Grove Farm and tucked between a rolling pasture and tranquil woods. The cabin is just minutes away from Lilly Bluff Overlook and 14 miles from Frozen Head State park. The Obed River is also nearby.

Cabin-Inspired Studio

Keep it simple at this peaceful and centrally-located home. Studio floor plan offers a wide open spatial experience in a quiet suburban setting. We are only 3 mins from downtown shopping, attractions, and historical landmarks. Lake access is only a short drive away. Great location and dwelling for a short stay while travelling or longer vacation plans! Come enjoy Overton County with us!!!

Rustic Chic Mini House With Personality!

This 560 sq ft rustic chic guesthouse is an open-concept that accommodates 1-2 adult people comfortably. Sleeping arrangements available are Queen, Twin bed & a Sofa. Fully-equipped kitchen with stocked pantry staples. No washer/dryer but an outside clothesline is available. Enjoy our firepits & Arbor. Private entrance & asphalt parking.

The Woodside Cottage-Close to Downtown!

A cute, quiet, relaxing retreat located 3 miles from the Livingston. Watch the wildlife graze right in front of your eyes and enjoy a man made lake off of a large deck. This cottage is a beautiful getaway for you! Enjoy an outdoor grill, fire pit and relax. We are located 20 minutes from Dale Hollow Lake and Cummins Falls.