Vacation rentals in Pleasant Shade

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.

#3 Talley's Cabins by Dale Hollow Lake

Welcome to Talley’s Cabins near beautiful Dale Hollow Lake nestled in the Upper Cumberland area of TN. A quiet, peaceful and clean stay in the beautiful hilltops. With 47 acres to enjoy including hiking trails, scenic grounds to snap a picture, your own hot tub and fire pit. We are also just a short drive to some great attractions such as: Cummins Falls State Park, Standing Stone State Park, and numerous marinas surrounding the beautiful No. 1 Houseboat Lake on the Continent, Dale Hollow.

Luxury Lakefront Cabin

Stay in our newly remodeled and beautifully furnished lakefront property. Enjoy family time, relaxing or playing in our huge backyard with comfy outdoor seating. There's a fully equipped kitchen for dining in, a Keurig coffee machine with organic pods, W/D and all the amenities of a 5 star hotel. We provide toiletries and large flat screens throughout the home. We do not offer water craft, yet rentals are nearby. DT Nashville is a 45 minute ride. The Perfect getaway to make special memories!

Cozy Home with No Cleaning Fee in heart of Lebanon

You will never be far from all that Lebanon has to offer staying in this cozy two bedroom home. Located just 1.4 miles from Lebanon Town Square, 1 mile from Cumberland University and 3 miles from the Wilson County Fairgrounds you are just minutes from everything you need. And if you are looking for the sights and sounds of Nashville you are a quick 30 minute drive. This fully remodeled home has all new appliances, comfortable beds and a fun retro bathroom. Come enjoy this peaceful getaway.

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!

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.

Romantic Treehouse w/ Sauna, Hot Tub, & Fire Pits!

Unplug at The Treehouse at Hideout Hotels! Perched 15 feet above the forest floor, The Treehouse offers a private, romantic retreat to relax & immerse yourself in a serene forest escape. We’re located 1 hour from Nashville, TN, & 15 minutes from Cookeville, TN. Shared Property Amenities - 8-Person Barrel Sauna - Cold Plunge - Outdoor Kitchen w/ Grill & Pizza Maker - Golf Chipping & Putting Green - Pickleball & Basketball Court - Shasta Camper Library & Store - Outdoor Shower - Gas Fire Pit

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!

Superhost Gem: 8 min to Beach, Near Waterfalls

Featured in Nashville Voyager! Our 4-year Superhost sanctuary is the ultimate summer hub. Just 8 mins to the beach & marina! Skip the packing—our "Adventure Wall" includes backpacks, beach toys, towels & fishing poles for your use. Enjoy stunning Cumberland River views, 4 plush memory foam beds, and a cozy 4K movie lounge with a plush, deep sofa. Perfectly located for hiking Bearwaller Gap, exploring waterfalls, or visiting the State Fair. Book Carthage’s top-rated nature retreat!

The Upper Room

**We are still cleaning up debris from 2026 Snowmageddon! 😆 Be patient! Welcome to the Upper Room, a studio apartment above our detached garage with one bedroom/one bath, and small kitchen. Smart TVs w/ Roku. Conveniently located on Hwy 52 between Westmoreland and Lafayette, with a short drive of 5-10 minutes to either. If you are in town for a wedding, revival, hiking or funeral, give us a try. Winding Stairs is five minutes away and Dollar General is 4 minutes down the road.

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.

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.