
Holiday rentals in Sherwood
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Top-rated holiday rentals in Sherwood
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Relax & Unwind in Cozy Farm Stay 7 mins from I-24
Come enjoy a cozy getaway in Sewanee! You’ll love this space because of the location, amenities, and cleanliness. This home is best suited for couples, small families and those traveling with pets. This mobile home has an open layout. It’s 700 square feet and sits near the woods, off a back road, bordering a horse pasture and trees. It has a spacious fenced-in yard. Located 7 minutes off I-24 for those driving thru, and a short walk or drive from Mountain Goat Trail if you want to walk or jog.

Martin Springs Cabin.
This country cabin is a great base for exploring the nearby South Cumberland Park and surrounding area. Convenient to Sweetons Cove Gulf, The Caverns, Adventure Offroad Park, Sewanee, Monteagle, South Pittsburg/Cornbread Festival, Jasper Highlands. right next to I-24. You can't see any other homes from the cabin and adjacent meadow. Year round creek in the property. Meadow trail. New Hot Tub and all new Tuft & Needle mattresses for 2022! Basic amenities provided. Includes Wi-Fi and DVD player.

Chalet 638 - state park, golf & The Caverns
Short walk to a state park with golfing. This first floor living space has a kitchen, walk-in closet, large wood fireplace, workout equipment, washer/dryer, grill, fire pit and lots of space. Old Stone Fort Archeological Park with multiple hiking trails, fishing, canoeing and a $9 a round golf course are seconds away. Close to I-24 this centrally located Tennessee property gives equal access from Nashville to Chattanooga. Explore parks, vineyards, distilleries and Tennessee history from here.

Cozy Tiny Home w/large deck, hot tub and firepit
The Trail House is perfectly placed among the trees with many tall windows to take advantage of the gorgeous views. The large 2-tiered deck has two separate sitting areas. Hike, rock climb, bike, cave, kayak, fish, swim at the base of the waterfalls or sit and relax. Do it all, do absolutely nothing, or a little of both here at the Trail House. There is a second larger home on the same property that can be rented separately listed as New Tiny Home in the Mountains. Shown in last photo.

Modern Monteagle A-frame with Hot Tub
Welcome to Camp Mae, a Scandinavian inspired A-Frame stay in Monteagle, TN. Minimalist designed yet elegant, offering the perfect escape- minutes from the Fiery Gizzard hiking trail and Monteagle. Relax in the hot tub or gather around the fire pit. For eco-conscious travelers, we provide an electric car charger. Experience seclusion of the mountains while only minutes from world class hiking, local restaurants and shops. This retreat harmonizes luxury with nature in a serene setting.

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).

Fireside Cabin on the Bluff
Welcome to your private off-grid cabin on a picturesque bluff in Sequatchie, TN. If you’re looking for solitude, stunning views, and a rustic but comfortable escape, this is the spot. The cabin offers a simple “glamping” experience—cozy, peaceful, and close to nature. It’s best suited for guests comfortable with outdoor-style stays who don’t need hotel-level amenities like a TV or indoor shower. If you prefer a more modern setup, please explore our other listings on the property.

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.

"Near Caverns and Sewanee 2-bedro/2-bath w/EV char
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.

Owl’s Nest Treehouse Getaway w/ Hot Tub & Fire Pit
Reconnect with nature at this unforgettable treehouse escape. One of the few treehouse cabins in Tracy City, located on 2 acres of beautiful wooded land. We are less than 1 mile from South Cumberland State Park with access to hiking trails, creeks, and Mountain views. Enjoy the sounds of the woods on our elevated deck, or relax in the private hot tub down below. The newly renovated outdoor space includes a grill, fire pit, pond & hanging egg chairs.

CABIN w/ AMAZING VIEWS, HOT TUB, FIRE PIT
Welcome to Monteagle Cabin! Relax, unwind and enjoy the view! Monteagle Cabin has three bedrooms and loft all featuring queen beds, two full bathrooms, kitchen with seating for 10, a fire pit, large deck, a hot tub, and best of all- amazing views! 10 Minutes to South Cumberland State Park 14 Minutes to The University of the South 20 Minutes to The Caverns 30 Minutes to Sweetens Cove Golf Club 50 Minutes to Chattanooga 90 Minutes to Nashville

Scandinavian Treetop Bliss @ Terralodge
Soar into our Scandinavian treehouse on Monteagle’s "bio-gem"! Luxuriate in king beds, a hot tub, and smokeless firepit. Swim or fish in the shared pond, hike to our cave, or play lawn games. With fiber WiFi, 4K TV, and full kitchen, it’s perfect for work or play. Near Monteagle (7 min), Sewanee (15), The Caverns (25), plus epic hikes and lakes. Chattanooga (45 min), Nashville (90). Book this luxe treetop escape!
Popular amenities for Sherwood holiday rentals
Other great holiday rentals in Sherwood

The Hangout on Heath Lane

Cozy Bluff View Cabin w/ Hot tub in Monteagle

Forest Retreat: Poolside Bliss Close to Campus

Lake Retreat w/Marina, Golf Cart, Game Room, Pool

Cliffside Luxe Retreat w/Pool, Hot Tub, Views

Beautiful Mountain View over looking creek!!

5 Acres! Cozy Nature Retreat

Fully remodeled cabin, next to Walls of Jericho
Destinations to explore
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- Cloudland Canyon State Park
- Tennessee Aquarium
- Monte Sano State Park
- Sweetens Cove Golf Club
- Lake Winnepesaukah Amusement Park
- Black Creek Club
- The Ledges
- Coolidge Park
- Chattanooga Golf and Country Club
- Chattanooga Choo Choo
- Cloudmont Ski & Golf Resort
- The Honors Course
- Hunter Museum of American Art
- Creative Discovery Museum
- National Medal of Honor Heritage Center
- Sir Goony's Family Fun Center




