Holiday houses 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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Guest favourite

Home in South Pittsburg

4.89 out of 5 average rating, 453 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

Tent in Altamont

5 out of 5 average rating, 109 reviews

Luxury Tent • Mountain Views • Private Hot Tub

Perched above a quiet valley, this beautifully crafted safari tent offers a private, serene escape with stunning mountain views. Relax in your hot tub under the stars, stretch out on a king bed, and gather around the cozy fire feature as the sun dips behind the hills. Guests love the peaceful setting, vivid sunrises and sunsets, and nearby hiking trails and waterfalls. Remote, refined, and surrounded by nature—this is glamping reimagined. Slow down, unplug, and savor the stillness.

Guest favourite

Yurt in Rising Fawn

4.97 out of 5 average rating, 770 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.

Guest favourite

Cabin in Coalmont

4.98 out of 5 average rating, 295 reviews

The Coalmont Cabin – Romantic Lakefront Escape

The Coalmont is a 4 acre waterfront retreat on top of the South Cumberland Mountains of Tennessee, between Nashville and Chattanooga. This 460 sq ft "tiny" cabin sleeps up to 4. Amenities abound with boats, hot tub, fishing, zip line, lawn games, large decks for gathering, fire pit, and beautiful scenery. Perfect retreat for couples looking for a romantic getaway, families wanting to unplug and reconnect with quality time, or anyone looking for a quiet place to work remotely.

Top Guest favourite

Cottage in Village of Pelham

5 out of 5 average rating, 481 reviews

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.

Top Guest favourite

Cabin in Monteagle

4.97 out of 5 average rating, 146 reviews

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

Guest favourite

Home in Chattanooga

4.98 out of 5 average rating, 183 reviews

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH CATS and WITHOUT TV!*** 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.

Guest favourite

Cabin in Sewanee

4.95 out of 5 average rating, 254 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.

Guest favourite

Campervan/RV in Sewanee

4.93 out of 5 average rating, 197 reviews

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.

Top Guest favourite

Guesthouse in Sewanee

5 out of 5 average rating, 119 reviews

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.

Top Guest favourite

Apartment in Hillsboro

4.94 out of 5 average rating, 252 reviews

The Wright Place Apartment

Precious, cozy efficiency apartment with a queen size Serta mattress and a full size 8” foam loft bed. Full kitchen with large bar for eating. All dishes and pots and pans supplied. Nice big shower. Private entrance with pergola, grill and fire pit. One hour from Chattanooga and one hour from Nashville, with hiking and nature sites within 20-30 minutes.

Guest favourite

Home in Sewanee

4.91 out of 5 average rating, 184 reviews

Return Guest House and Writers’ Retreat

Welcome to our custom built home on the Cumberland Plateau near Sewanee. This house has been loved by all who visit. The forest setting and the many uniques spaces in the house make it an unforgettable accommodation. Michael shares the property, downstairs on the garden level, unobtrusively. So a host is readily available if you need something.

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Other great holiday rentals in Sherwood

Top Guest favourite

Cabin in Flat Rock

5 out of 5 average rating, 50 reviews

Cabin LeNora

Chad MichaelRating, 5 stars1 day ago

The place was amazing. View was spectacular. Unforgettable experience for first time staying in a Airbnb and also being in Alabama. Would recommend this cabin to anybody enjoying activities around the place or even as a place for a view with a commute to other big adventures. Loved the atmosphere it brought to our vacation.

Superhost

Home in Sewanee

4.86 out of 5 average rating, 22 reviews

Summer Sewanee Lake House

RayvinRating, 5 stars1 month ago

This location is very private and quiet. Exactly what I was seeking. The home provides a cozy yet pleasing respite from City, Enviromental and Human distractions. The is a GEM and you will be blessed if you are called to experience the stillness of this unique space and place. I look forward to returning.

Top Guest favourite

Dome in Rising Fawn

4.98 out of 5 average rating, 62 reviews

The Laurel Zome

StephenRating, 5 stars3 weeks ago

This place is so cool. Attention to detail was great. The property is so quiet and peaceful. The wood burning jacuzzi is pretty awesome. Experienced a little rain and the sound of the rain on the glacé was so relaxing. Definitely a great place to relax and reconnect with your significant other.

Guest favourite

Cabin in Sequatchie

4.96 out of 5 average rating, 72 reviews

Fireside Cabin on the Bluff

EllaRating, 5 stars2 weeks ago

Wonderful spot tucked away in the woods. Feels like the ritz if you’re used to backcountry backpacking and comfortable if you’ve never been camping before. 10/10 will be returning on our next climbing trip.

Top Guest favourite

Cottage in Monteagle

5 out of 5 average rating, 66 reviews

Monteagle/Sewanee forest cottage with amenities

AndreaRating, 5 stars1 month ago

Teresa and Dan were amazing!! They left special touches everywhere to make sure my family felt at home! Without a doubt the cleanest AirBnB we have ever stayed in! We have spent a ton of time on the mountain and this was by far our favorite place! We would use Teresa and Dan again in a heartbeat!!

Superhost

Home in Sewanee

4.79 out of 5 average rating, 19 reviews

Forest Retreat: Poolside Bliss Close to Campus

SamanthaRating, 5 stars1 month ago

A lovely stay, beautiful, peaceful, perfect

Top Guest favourite

Cabin in Monteagle

4.96 out of 5 average rating, 76 reviews

Modern Monteagle A-frame with Hot Tub

WendyRating, 5 stars3 weeks ago

Loved this place I definitely recommend! It was private but also had other homes nearby so you weren’t completely alone in the woods haha. They recommended amazing hiking spots that my husband and I went to see and it was so fun. We’re from Illinois so it’s mostly corn fields so hiking through mountains and seeing the waterfalls was just an amazing experience. Overall this home was lovely and our hosts were friendly/great people. Must see.

Guest favourite