Vacation rentals in Sherwood

Twin Oaks tiny house at The Retreat at Waters Edge

Nestled among the oak trees on Monteagle mountain with amazing views of the Fiery Gizzard reservoir, Twin Oaks tiny house is the perfect getaway! Explore the outdoors on hiking trails that lead to waterfalls, see concerts and enjoy eateries, and it's all so easy to get to! Lots of glass that brings the outdoors in if you just want to relax. Each season brings its own unique perspective. Twin Oaks is truly a one-of-a-kind experience. Stay one night or stay a month, you'll love your time here!

Stayframe: designer getaway w/ private lake access

Welcome to our custom-built Aframe in the woods just 90 minutes from Nashville. This quiet retreat perched on the Cumberland Plateau gives you access to the hikes and waterfalls the area is known for, while offering an elevated guest experience. Enjoy the soaking tub, gas fireplace, fast wifi, Smart TV, well-appointed kitchen, and bluff views. Sewanee University, Cumberland Caverns, Fiery Gizzard, and Sweetens Cove are all within a short drive. Sorry, no parties, events, or photoshoots.

The Coalmont Cove - Romantic Lakefront Escape

The Coalmont is a 4 acre waterfront retreat on top of the South Cumberland Mountains of Tennessee, between Nashville and Chattanooga. The Coalmont Cove is a tiny home that sits in the cove of a private lake. The definition of relaxation with adventure only minutes away, you'll find elevated decor, an inviting outdoor space, and beautiful scenery. The perfect retreat if you’re looking for a romantic getaway or a quiet place to disconnect or work remotely (1 GB fiber optic internet).

The Wool Attic at Summer Fields

This farm stay is in half of a renovated garage on our working sheep farm. Enjoy the sheep, livestock guardian dogs, and slower pace, while still being close to area attractions. It has an open downstairs with a full kitchen, bathroom, dining area, pool table, and porch. Sleeping areas, upstairs in the attic, or in our sleeping loft are too short for standing but otherwise cozy for sleeping. Farm workers will be doing chores and interacting with the animals during your stay.

The Milk Barn Cottage

Built in the late 1940's as a working milk barn, the Milk Barn Cottage is 800 sq. ft of cozy comfort. The cottage is near the foot of Monteagle Mountain in the beautiful Pelham Valley. We are half-way between Nashville and Chattanooga, about 2 miles off exit 127 on I-24. The Caverns is about an 8 minute drive away. Pelham has quaint restaurants to visit plus all of the natural beauty in our area. We are also just 13 miles from Sewanee and the University of the South.

"Farmview" private 2-bedro/2-full bath w/EV charg

2 bedroom, 2 full bathrooms, totally remodeled home with a large fenced back yard and fully equipped modern kitchen. Easy drive less than 7-mi to Sewanee, and just 10-miles/ 10-12 min to The Caverns. The "Farm View" house offers country views with privacy. A serene place to relax, unwind and retreat while enjoying pastures and country views. "EV/Tesla wall charger", Starlink internet w/ YouTube TV and streaming tv. Only 3.5 miles off 1-24 exit 127, Pelham, Winchester.

Airstream #97 at The Grove

Sleep in a vintage 1997 Airstream! Fully updated with modern comforts, #97 is nestled in our forest campground, the perfect spot for your laid back Mountain getaway. The Grove at Natural Bridge features 3 vintage Airstreams, a shared well appointed bathhouse and restrooms. Located just a short drive (2.2 miles) from The University of the South and walking distance to Natural Bridge State Park.

Studio Apartment Sewanee

Great location! Relax in this peaceful studio apartment centrally-located in Sewanee. This cozy, single-room space has a queen bed, wi-fi, streaming television, desk, full bath, and kitchenette equipped with oven, microwave, refrigerator, and dining area. Ideally situated within walking distance to the Sewanee Village, the University of the South, and numerous hiking trails.

Starry Night on Monteagle-Retreat @ Water’s Edge

This luxurious and ritzy tiny home in Water’s Edge provides everything you could ever imagine! Luxurious king-size beds dressed with fine sheets and down bedding 
•Fully-equipped modern kitchens with countertop bar Two fire places and out door fire pit 75 inch TV for movie nights . The mountains are calling you to come look at the stars as they melt away your stress.