Holiday rentals in Sherwood

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Top-rated holiday rentals in Sherwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A vast and open landscape is captured at sunset, showcasing rolling hills and a river winding below. A wooden fence lines the edge of the property, providing a clear view of dramatic clouds illuminated by the setting sun. Lush greenery frames the scene.
Cabin in Flat Rock
4.99 out of 5 average rating, 154 reviews

Cabin LeNora

Make memories at our little piece of heaven; a quiet, secluded cabin nestled on a bluff overlooking the Tennessee River. Cabin LeNora is conveniently located 60 minutes from Huntsville, AL and 45 minutes from Chattanooga, TN. If you’re a hunter, fisherman, or a wildlife lover or just want a quiet getaway to relax, come experience the peaceful bliss! The cabin is fully stocked and has top rated massage chair that is availableto use & has a generator for back-up power in case of inclement weather

Guest favourite
A rustic log cabin is set within a spacious green yard, surrounded by trees. A gravel path leads to the entrance, with stairs ascending to the front porch. Windows provide views of the natural landscape, reflecting a serene outdoor environment.
Home in South Pittsburg
4.89 out of 5 average rating, 482 reviews

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.

Top guest favourite
The treehouse exterior is framed by vibrant autumn leaves, showcasing a wooden structure with large windows and ornate details. A wooden walkway leads to a charming entrance, warmly lit by ambient lights that create a welcoming atmosphere at dusk.
Treehouse in Trenton
4.97 out of 5 average rating, 311 reviews

Whippoorwill Retreat Treehouse

“Come, Relax, & Write Your Own Story” **NO SERVICE FEES** Whippoorwill Retreat is a romantic, family-friendly real treehouse in the treetops 20 minutes from Chattanooga. This peaceful escape offers floor-to-ceiling views, a sunrise perch, outdoor fireplace, fire pit for lazy nights, and outdoor soaking tubs with Whippoorwill-scented salts, Alexa for music, and a chandelier. Sleep in a suspended bed or the Canopy Suite, a view of the stars awaits. Write your fairytale at Whippoorwill Retreat.

Top guest favourite
The exterior of the zome showcases a unique geometric design with a glass facade, surrounded by lush greenery. A wooden deck with steps leads to the entrance, while stacked wood adds a rustic touch to the natural setting.
Dome in Rising Fawn
4.98 out of 5 average rating, 122 reviews

The Laurel Zome - Wood Fired Japanese Hot Tub

Acres of nature surround and insulate your moment of rest here at the Laurel Zome. With intriguing geometry drawn directly from the architecture of mountain laurel blossoms, pangolin scales, and pinecones—the simplicity and focus of the zome allows a lofty experience. Wake to natural light spilling in from expansive faceted windows and skylights. Enjoy the ritual of stoking a fire to prime your body to slip into downy sheets for sleep, or into to the waters of your Koto Elements spa tub.

Guest favourite
An A-frame cabin is nestled among tall trees, showcasing a modern design with large glass windows. A wooden deck surrounds the entrance, featuring a seating area with chairs and a fire pit. The outdoor area is partially landscaped with natural ground cover.
Cabin in Monteagle
4.96 out of 5 average rating, 143 reviews

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.

Guest favourite
A yurt stands on a spacious deck, surrounded by trees and breathtaking mountain views. The structure features a rounded top with a domed skylight, and the clear sky enhances the natural scenery in the background.
Yurt in Rising Fawn
4.96 out of 5 average rating, 828 reviews

Maple Yurt Lookout Mountain Chattanooga Glamping

Take advantage of all the activities Lookout Mountain has to offer, from breathtaking hikes and scenic drives to a variety of local attractions. From the Rock City Gardens to the Incline Railway, you’ll find plenty of ways to explore and enjoy the natural beauty of the area. With our yurts, you can relax in comfort and style with all the comforts of home. Enjoy a romantic dinner on the deck overlooking the breathtaking view or just relax and make the most of your time together.

Top guest favourite
Home in Monteagle
4.98 out of 5 average rating, 200 reviews

Sisters Point Cabin

Sisters Point is a beautiful bluff front cabin perfect for getting away from it all. Situated on a very quiet tree lined street just 1 mile from Monteagle and 5 miles from Sewanee. Within a 15-30 min drive to numerous local attractions to include The Caverns, Bonnaroo Music Festival, Fiery Gizzard, University of the South, Dutch Maid Bakery, Greeter Falls and Stone Door, numerous arts and crafts fairs and music festivals throughout the year.

Top guest favourite
The exterior of a modern cabin is showcased at sunset, featuring a metal roof and large windows. The structure is surrounded by greenery and dramatic rock formations, with warm lights illuminating the porch area, creating a welcoming ambiance facing the Tennessee River and mountain views.
Home in Chattanooga
4.97 out of 5 average rating, 274 reviews

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH indoor/outdoor CATS*** This spiritual retreat is nestled between imposing ridgelines, abuts a state forest, and faces the powerful Tennessee river. Enjoy dramatic sun and moon rises. Luxuriate in the hot tub. Feast your eyes on the views. Only 15 minutes to downtown Chattanooga - with the peace of the country - have it all here.

Top guest favourite
A charming kitchen area features a rustic wooden cabinet filled with crafted dishes. Intricate blue-tiled archways frame a decorative alcove, highlighting a traditional cooking space. The adjacent stone fireplace, surrounded by warm, earthy tones, adds a cozy element to this inviting room.
Home in Chickamauga
4.98 out of 5 average rating, 123 reviews

Natsukashii Haus -Ghibli tribute

In Japanese Natsukashii means something akin to nostalgia, like a fond childhood memory. And for many of us, the Ghibli films that inspired this space are the embodiment of that feeling. From the moment you step through the door of this one of a kind space, you'll feel the love our artists put into it! Sleep in Howl’s bedroom or Totoro’s nook and relax in our authentic Japanese soaking tub! Come stay and let us spirit you away!

Top guest favourite
Cabin in Monteagle
5 out of 5 average rating, 154 reviews

The Sundowner

Come find serenity at The Sundowner where the view drops layers of stress, the sunsets connect you with wonder, and the deer, coyotes, owls, and other denizens reconnect you to nature. The kitchen is well stocked. Fiber internet. Grill, firepit, washer/dryer. 20 min to The Caverns & Fiery Gizzard Trl w Foster Falls; 15 min to Perimeter Trl, Sewanee; 5 to Monteagle. 3bd/2ba includes open master in loft. Toxin free.

Guest favourite
A modern treehouse sits elevated among the trees, featuring a large deck with wooden chairs and a hot tub. A grill is positioned on one side, with lush greenery surrounding the structure, providing a sense of privacy and seclusion in a serene environment.
Treehouse in Monteagle
4.85 out of 5 average rating, 651 reviews

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!

Top guest favourite
A gravel driveway leads to a green cabin nestled among tall trees and vibrant foliage. The surrounding landscape showcases natural greenery, enhancing the cabin's rustic charm. Sunlight filters through the leaves, creating dappled light on the ground.
Cabin in Sewanee
4.95 out of 5 average rating, 304 reviews

Cabin 111 - the best in location and comfort!

Cabin 111 has a queen bed, wifi, roku tv, small refrigerator, microwave, coffee maker, and full bath. A deck off the back gives additional space for relaxing. SUPER close to the campus of the University of the South and downtown Sewanee. Enjoy privacy while having access to most things within a short walk. Hiking trails, restaurants, campus! Or just enjoy the nature and deer from the side patio.

Popular amenities for Sherwood holiday rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Franklin County
  5. Sherwood