Holiday houses in Pleasant Shade

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Top-rated holiday rentals in Pleasant Shade

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

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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).

Guest favourite
An A-frame house is nestled among tall trees, featuring an inviting wrap-around deck illuminated by warm lights. Large windows allow for ample natural light, providing views of the surrounding forest and outside seating areas. The rustic exterior complements the serene natural environment.
Cabin in Baxter
4.96 out of 5 average rating, 158 reviews

The Owl's Nest on Center Hill Lake

The Owl's Nest will be your next home away from home! Tucked away at the end of a dead-end gravel road, you'll find our perfectly secluded A-frame with all the amenities you'll need for a little R&R. Enjoy an evening with friends/family by the fire pit, or a daytime adventure down to the lake by way of walking trail and take the kayaks out on the water. We hope you'll enjoy our home, and the sounds of nature (and an occasional hoot from the resident owls) that come with it, as much as we do.

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 welcoming farmhouse is set against a colorful sky at sunset. Rocking chairs are positioned on the front porch, while a well-maintained yard features lush green grass. The exterior displays light-colored siding and multiple windows, capturing the serene countryside ambiance.
Farm stay in Lascassas
4.99 out of 5 average rating, 158 reviews

Guest House on Century Rockworth Farms

Lovingly renovated farmhouse nestled on a 160-acre farm in Lascassas, TN. 12 minutes from Murfreesboro, 45-50 minutes to Nashville, 30 minutes to Lebanon. Your hosts, Pat and Dave are Tennessee natives who are dedicated to making your stay peaceful and enjoyable. We live in the main house nearby on the farm with flocks of sheep, horses, and dogs. This farmhouse displays the work of our talented artist son, and if you love his work, you can purchase one of the framed prints on display.

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.
Guesthouse in Granville
4.96 out of 5 average rating, 132 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 bedroom features a patterned quilt draped over a spacious bed set against a white-paneled wall. A light fixture contributes to the warm ambiance. Nearby, a rocking chair and dresser provide additional seating and storage options.
Guesthouse in Watertown
5 out of 5 average rating, 140 reviews

The Fluffy Butt Hut

Unwind at this peaceful country getaway! Our FULLY furnished 900 sq ft apartment combines cozy comfort with charming farmhouse accents. Enjoy: 🛏️ 2 bedrooms (upstairs - sleep 4) 🚿 1 full bathroom with a stand-up shower (upstairs) 🧴 Complimentary toiletries 🐾 Pet-friendly with a large dog crate & pee pad included Perfect for couples, small families, or remote work stays. Come relax and make yourself at home!

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
The log cabin features a welcoming front porch with wooden railings and a light brown door. American flags adorn the structure, while well-maintained landscaping includes shrubs and a gravel path leading to the entrance. A mix of greenery and trees surrounds the cabin.
Cabin in Lebanon
4.99 out of 5 average rating, 147 reviews

Billy Goat Hill/Hot Tub No Cleaning fee or Chores

Romantic cabin with a hot tub under a private cabana. No cleaning fee or chore list. Enjoy our barn for music and games, organic garden, fresh eggs from our chickens, and friendly pygmy goats. Just 45 min to Nashville and 30 min to the airport, with access to Old Hickory Lake for hiking, kayaking, and fishing. Small pets under 15 lbs allowed with approval and fee. No commercial filming without owner consent.

Popular amenities for Pleasant Shade holiday rentals

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