Vacation rentals in Pleasant Shade

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Top-rated vacation rentals in Pleasant Shade

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Top guest favorite

Treehouse in Franklin

4.99 out of 5 average rating, 104 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 favorite

Guesthouse in Hickman

4.93 out of 5 average rating, 409 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 favorite

Cottage in Lancaster

4.99 out of 5 average rating, 229 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 favorite

Cabin in Moss

4.98 out of 5 average rating, 401 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!

Top guest favorite

Guesthouse in Granville

4.97 out of 5 average rating, 116 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 favorite

Cottage in Gainesboro

4.93 out of 5 average rating, 291 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 favorite

Cottage in Hickman

4.96 out of 5 average rating, 740 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!

Guest favorite

Farm stay in Lebanon

4.79 out of 5 average rating, 286 reviews

A-Frame 6 Western Star

THE WESTERN STAR A-Frame Glamper includes a locking door, 2 comfy queen size & 1 full size memory foam beds, WIFI, big screen, smart TV, clean linens, a window AC, a real wood burning stove, fridge, hammock, patio, grill, picnic table, fire pit & other amenities. Full bathrooms/showers located within 100 yards. 35 mi to downtown Nashville! Country Breakfast 7:00-10:30! (Please provide correct number of guests including pets.) Thanks!

Guest favorite

Guesthouse in Pleasant Shade

4.83 out of 5 average rating, 257 reviews

“Alice's Cottage”

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 favorite

Home in Cookeville

5 out of 5 average rating, 152 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 favorite

Cottage in Carthage

4.98 out of 5 average rating, 281 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 favorite

Cabin in Jackson County

4.98 out of 5 average rating, 306 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!