Holiday rentals in Pleasant Shade

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Top-rated holiday rentals in Pleasant Shade

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Top guest favourite
Treehouse in Franklin
4.99 out of 5 average rating, 165 reviews

Treetop Views *Trails, Fishing *No Cleaning Fee

Amazing two-story house nestled high up in the trees. A true treehouse! This treehouse sits amongst a forest of poplar trees and feels very secluded and private. It has spectacular views of Kentucky’s rolling hills as it looks out across the valley. This treehouse was hand built and handcrafted with love and attention to detail. Located just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) and Mammoth Cave (55 min).

Top guest favourite
A spacious screened-in porch features comfortable seating arrangements and a dining table, all surrounded by views of the lush greenery and Caney Fork River. Natural light filters through the rustic ceiling, enhancing the outdoor atmosphere for relaxation.
Cottage in Lancaster
4.99 out of 5 average rating, 250 reviews

Caney Cottage on the River

Caney Cottage studio style floor plan is the perfect couples getaway.Cottage boast the best & closest views of the Caney Fork w/floor to ceiling glass across the back that accesses a screened in covered porch.Step into the back yard & slip your kayak or fishing line in the water.Read a book by the river’s edge or enjoy the fire pit.Cottage offers something for everyone to enjoy & most importantly relax & unwind.Very unique & quaint w/ comfy queen bed & queen sofa bed. 3 mi to Center Hill Lake.

Top guest favourite
A cozy living area is highlighted by wooden walls and natural light. A dining table with chairs occupies one side, while a comfortable leather sofa with accent pillows faces a decorative fireplace. A chandelier hangs above, emphasizing the inviting ambiance.
Cabin in Moss
4.98 out of 5 average rating, 434 reviews

Tennessee Retreat Log Cabin Near Dale Hollow Lake

Tennessee Retreat Log Cabin, nestled in the hills of the Eastern Highland Rim, has everything you need to escape in style. Amenities (like WiFi and Cable TV) let you enjoy the serenity of the woods with casual or formal dining, antique or necessity shopping, water activities on Dale Hollow Lake - a 15 minute drive, wineries, historic & natural attractions & live entertainment. Perfect for business or pleasure trips, extended stay or hosting weddings or events on the extensive lawn. Welcome!

Guest favourite
A modern dome structure stands elevated on wooden stilts amidst lush greenery. The exterior features large geometric windows that reflect the surrounding trees, while warm outdoor lighting strings across the deck, enhancing the peaceful ambiance of the natural setting.
Dome in Smithville
4.97 out of 5 average rating, 109 reviews

Solace Sphere

Welcome to our modern sanctuary nestled in the serene woods of Smithville, just a stones throw away from the tranquil waters of Center Hill Lake. Solace Sphere offers a contemporary twist on the classic dome design, featuring a one bedroom layout with a loft, complemented by a rejuvenating waterfall shower and top-of-the-line appliances for your comfort and convenience. We are located 1-1/2 hours from Nashville and 3 miles from Pate’s Ford Marina Bar and Grill. We hope you find your Solace.

Top guest favourite
A spacious living area showcases a light-colored sectional sofa with decorative pillows, paired with a circular wooden coffee table. Two ceiling fans provide airflow, and wall art adds visual interest. Natural light floods the space through large windows, creating a bright and inviting atmosphere.
Flat in Smithville
4.97 out of 5 average rating, 115 reviews

Downtown's NEWEST AIRBNB "THE FIDDLE" !!!

Take a break and unwind at this peaceful oasis. This apartment is located in the quaint downtown Smithville, Tennessee with shopping and restaurants. You are also minutes away from the beautiful and pristine Center Hill Lake with all sorts of outdoor activities including boat rentals, canoeing and hiking trails. Please note that the TVs are available for streaming with your own streaming accounts and are also equipped with ROKU so you will have network television and free movies as well.

Top guest favourite
A tranquil sunset is reflected on the calm surface of the Cumberland River, with vibrant shades of orange, pink, and purple filling the sky. Silhouettes of trees frame the scene, contrasting against the colorful backdrop.
Guest house in Granville
4.96 out of 5 average rating, 131 reviews

The Hoot Camp, A Granville Home with a View

The Hoot Camp in located in historic Granville, TN, situated just a mile from the town center and only two miles from Wildwood Resort and Marina. There are plenty of things to do during your stay, including antiquing, wine tasting, hiking and water sports. With large decks and a hot tub for relaxing, the Hoot Camp is ideal for rejuvenating your soul and enjoying sweeping views of the Cumberland River. Two restaurants, music and additional water activities nearby. Come and Enjoy!

Top guest favourite
An open living area features exposed brick walls and wooden rafters, complemented by contemporary furniture. A round dining table with four light blue chairs sits on a patterned rug, near a fully equipped kitchen with wooden cabinetry and modern appliances. Natural light streams through large windows.
Loft in Carthage
4.99 out of 5 average rating, 108 reviews

Cozy in Carthage

Come stay at this beautiful and luxurious loft apartment overlooking historic downtown Carthage Tennessee. Downtown Carthage with an amazing view of the Cumberland River offers a small town variety of restaurants and retail stores. Whether one enjoys the sounds of historic church bells ringing or the convenience of a bar within walking distance, the quiet friendly small town charm is sure to rub off on you. Large retail stores are within 2 miles of downtown Carthage.

Top guest favourite
A serene country road is flanked by vibrant autumn trees showcasing orange and gold leaves. A quaint cottage with a green roof is partially visible, nestled among the foliage and softly illuminated by natural light.
Cottage in Hickman
4.95 out of 5 average rating, 807 reviews

Gibbs Farm Cottage; Kids and Pets Welcome

Our motto is: Clean, convenient, comfortable and affordable. High speed fiber optic Internet/WIFI. Pet/kid friendly. Plenty of parking, five miles off I-40. Located on a 68-acre working farm, the cottage sits in a peaceful valley surrounded by rolling hills, pastures and woods. Relax and enjoy the tranquility of the country. Get a taste of farm life. Or enjoy outdoor activities available in the area. Come enjoy our little piece of heaven!

Top guest favourite
The exterior of a single-story house is shown, featuring a stone façade with wood accents. A metal roof caps the structure, and large windows allow natural light to enter. A stone pathway leads to the front door, which is framed by landscaped grass and decorative shrubs.
Home in Cookeville
5 out of 5 average rating, 217 reviews

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.

Top guest favourite
A cozy living area features a dark gray sofa with bright yellow accents and a coffee table adorned with greenery. A flat-screen television is mounted on the wall opposite the sofa. Doorways lead to additional rooms, enhancing the space's openness.
Cottage in Carthage
4.98 out of 5 average rating, 310 reviews

The Farmhouse...One Mile from Caney Fork Boat Ramp

Welcome to the Farm House!! This beautifully updated 1BD/1BA cottage is located approximately one mile from the Caney Fork boat ramp in Gordonsville and 10 minutes from Interstate I-40. Surrounded by acres of mature trees, foliage, and the sounds of the Caney Fork River, you will relax in the epitome of country living. PLEASE NOTE: Uber and Lyft services are NOT available in the area. Please plan accordingly.

Top guest favourite
A wooden cabin is set amidst lush greenery, featuring large windows that allow natural light to fill the interior. A spacious deck, surrounded by trees, invites outdoor relaxation. Stairs lead down to the cabin entrance, blending harmoniously with the surrounding forest.
Cabin in Jackson County
4.98 out of 5 average rating, 320 reviews

Brae Cabin - Nature Surrounded and Tech Connected

Relaxation, Romance, and Nature. Brae Cabin is a beacon that matches your wants and needs. The outdoor night is transformed by the Enchanted Forest light show. Secluded in nature with just the right amount of technology to be interesting. The trails start at the entrance of Brae Cabin. Walk to Mt. Cameron or the Outpost (the cabin with an outhouse). An experience awaits. Hugh and Nancy welcome you!

Guest favourite
A cozy tiny cabin is set amid a gravel area, surrounded by trees. A hammock is gently draped between posts, while wooden chairs are placed nearby. The cabin features a porch with a railing and string lights, extending a welcoming atmosphere.
Tiny home in Celina
4.97 out of 5 average rating, 115 reviews

Sunset Ridge Cabin- Snow Hill Farm

Our cozy tiny cabin is the perfect get away for your vacation. Come relax just 10 minutes from beautiful Dale Hollow Lake in our peaceful location here in Celina, TN. Our goal is to allow you to unwind and put a pause on the craziness of everyday life. Enjoy your cup of coffee with a view of our rolling hills pasture and farm animals. *All natural cleaning supplies used. Yay for a chemical free vacation!*

Popular amenities for Pleasant Shade holiday rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Smith County
  5. Pleasant Shade