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

Guesthouse in Hickman

4.93 out of 5 average rating, 410 reviews

The Piccolo @ Tuscany Inn Relax/hot tub on Piazza

The Piccolo is a small cozy hillside room @ Tuscany Inn vineyard views,&access to a saltwater hot tub on the Piazza/fire pit/and lounge area under gazebo. Ideal for couples seeking a peaceful country getaway. Enjoy chef-made breakfasts, dinners, & artisanal pizza on-site (no food on Tues. &Wed. Pets welcome. (Add $15/per day/per pet on Airbnb site) Located near Center Hill Lake, Burgess & Cummins Falls&more! 5 mi from I-40. Need more space? Check out our “The Grande” or “The Combo” listing

Top Guest favourite

Cabin in Moss

4.98 out of 5 average rating, 407 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

Apartment in Lebanon

4.87 out of 5 average rating, 161 reviews

11 - Starfire 11 A-Frame Glamper B & B!

Closest to Restroom/Shower Building, Barn & Kitchen! THE STARFIRE 11 A-Frame Glamper has 2 queen size & 1 full size memory foam beds, WIFI, big screen smart TV, clean linens, window AC, wood burning stove, fridge, hammock, patio grill, picnic table, fire pit & other amenities. 32 mi to downtown Nashville! Complimentary Country Breakfast 7:00-11 a.m. at Jay Bob's Country Kitchen! Perfect for 4 to 6 peeps and a pet! Please list the correct number of guests when booking! Thanks!

Top Guest favourite

Guesthouse in Granville

4.97 out of 5 average rating, 119 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!

Guest favourite

Cottage in Gainesboro

4.93 out of 5 average rating, 295 reviews

A vintage cottage in historic downtown Gainesboro

The Cottage is a private space conveniently located one block from the Gainesboro square in picturesque Jackson county. Close by are many outdoor activities such as fishing the Cumberland River or canoeing/kayaking on the Roaring River, where there is a boat ramp, a swim area & playground. Just 12 miles to Cummins Falls State Park & 25 minutes to Cookeville. If you’re a history buff, make sure to visit the incredible Jackson County Archives & Veterans Hall at 104 Short St.

Top Guest favourite

Loft in Watertown

4.98 out of 5 average rating, 117 reviews

The Cedar Loft

The Cedar Loft is a beautiful space in the country nestled on 40 acres with a fantastic view. Conveniently close to I-40 with a driving time of 35 min. to the Nashville airport or 45 min. downtown Nashville. This brand new above garage loft has a private entrance. Kitchen offers granite counters, fridge, microwave, oven, and dishwasher. For laundry there is a washer/dryer combo. We offer wifi, have good cellular reception and offer an assortment of DVDs and board games.

Guest favourite

Guesthouse in Pleasant Shade

4.83 out of 5 average rating, 259 reviews

“Alice's Cottage”

Come experience the Magic of Wonderland! You’re going to love this one of a kind, full room service, spa bath house style cottage tucked deep within the mountains of Tennessee. Escape reality in our Alice in Wonderland themed Retreat! We offer a full Menu of affordable relaxing services including breakfast, lunch, dinner, and desserts. Spoil yourselves this getaway with the Royal treatment. Get ready to relax, unwind and be pampered like the King & Queen of Hearts!

Top Guest favourite

Cottage in Hickman

4.96 out of 5 average rating, 753 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

Home in Cookeville

5 out of 5 average rating, 169 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

Cottage in Carthage

4.98 out of 5 average rating, 289 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

Cabin in Jackson County

4.98 out of 5 average rating, 308 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

Tiny home in Celina

4.97 out of 5 average rating, 108 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!*