Holiday houses in Hillsboro

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Top-rated holiday rentals in Hillsboro

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Superhost
An air hockey table is positioned beneath large windows, allowing natural light to fill the room. The view through the windows features trees with changing foliage, adding a touch of nature to the interior. The wall is painted a deep blue, creating contrast.
Home in Manchester
4.8 out of 5 average rating, 106 reviews

Remodeled Cottage with Sunroom

3 Bedroom, two bathroom fully remodeled home with very fast internet, big screen 4k smart TV, a fully outfitted kitchen, and a great sitting room on the back of the house. Features: - High-Speed Internet (1000Mb up/down) - 65" 4K Roku TV - Sun Room - Air Hockey - Sound Machines - Luggage Racks - Ironing board & Iron - Games - Dishwasher - Master Bedroom with Private Bathroom - Full Kitchen - Drip & Keurig Coffee Maker Nearby Attractions: - Bonnaroo (6 Miles) - Old Stone Fort Park (8 miles) - R

Top Guest favourite
The exterior of the property features a unique sloped roof with a combination of stone and wood materials. Surrounded by greenery, the entrance is approached via a paved path that leads to a welcoming entrance area. Outdoor seating is visible on the balcony, nestled among the trees.
Home in Manchester
4.94 out of 5 average rating, 210 reviews

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.

Top Guest favourite
An aerial view of Twin Oaks reveals the tiny house surrounded by a winding pathway lined with warm outdoor lights. A cozy fire pit area is set with stone seating, inviting relaxation in the tranquil wooded setting.
Tiny home in Tracy City
4.97 out of 5 average rating, 181 reviews

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!

Top Guest favourite
A charming house is set in a lush green yard, featuring a covered front porch with two rocking chairs. The exterior is adorned with light-colored siding and wooden shutters, complemented by a well-maintained lawn and trees providing shade.
Home in Morrison
4.98 out of 5 average rating, 181 reviews

Entire home in Morrison/Viola

Relax with the whole family in a 130 yr old newly renovated home located at the foothills of the Cumberland Plateau, tucked away in the small, quiet town of Viola. Enjoy the small-town feel with close proximity to Bersheba Springs, Fall Creek Falls, Isha Yoga, & South Cumberland State Park. Less than an hr to Jack Daniel's & George Dickel distillery. The home has -2 separate bedrooms, located on the main floor. Loft with trundle. Full bathroom. Washer/dryer. Full kitchen with dining room.

Top Guest favourite
The tiny home sits nestled by the waterfront, surrounded by trees. A large deck features two lounge chairs and a hot tub, with string lights illuminating the area. A fire pit and seating are positioned near the water, enhancing the serene outdoor environment.
Tiny home in Coalmont
4.98 out of 5 average rating, 152 reviews

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).

Top Guest favourite
A light-filled living area is depicted, featuring a spacious white sofa, a wooden coffee table, and a modern entertainment unit with a large screen. Two hanging chairs are visible, accompanied by a lush greenery plant. Large windows provide views of the surrounding trees.
Tiny home in Tracy City
4.98 out of 5 average rating, 158 reviews

the tiny bungalow @ waters edge | tiny house

welcome to our favorite little bungalow. located in tracy city, tn @ the waters edge tiny house community. cozied in the woods, we love to host our guest not just with a retreat but an experience. we have deigned our place to have what you need, so you can show up and rest. our tiny bungalow is perfectly designed for that romantic getaway, a writers retreat, an escape for friends to connect over an open fire, or a family adventure hiking the trails + paddling out on the lake.

Top Guest favourite
The cottage exterior displays a charming entrance with a light blue door framed by a wreath. A cozy seating area is present with two chairs and a small table. A wooden fence adds privacy, and flowering plants are planted along the stone pathway.
Cottage in Village of Pelham
5 out of 5 average rating, 526 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
Home in Decherd
4.99 out of 5 average rating, 122 reviews

"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.

Guest favourite
A cabin is elevated on a platform amid lush greenery, featuring a red door that complements the surroundings. Two black chairs are positioned near a stone fire pit, offering a tranquil setting for outdoor gatherings. Sunlight filters through the trees, creating a serene atmosphere.
Tiny home in Coalmont
4.85 out of 5 average rating, 123 reviews

Hemlock Cabin at Ranger Creek - Near Coalmont OHV

Room for trailer parking! Tranquility is defined...at The Cabins at Ranger Creek! The cabins are designed to be a cozy and comfortable retreat from the hustle of everyday life. Queen loft bedroom, modern bath, outfitted kitchen, and all you need to feel right at home. **There is a couch in the living room that can pull out, however we do not advise this as a sleeping arrangement for adults, as it is not the most comfortable option. (Just fine for the kids tho!)

Guest favourite
A hot tub is positioned on a spacious deck, surrounded by trees and offering expansive views of the valley below. The sky is painted with hues of purple and orange, creating a serene backdrop for relaxation.
Cabin in Monteagle
4.95 out of 5 average rating, 173 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

Top Guest favourite
The exterior of a renovated house is shown, featuring a light blue facade with black shutters. Lush green grass surrounds the pathway leading to the entrance. A screened-in porch is visible on one side, and flowering bushes add a touch of color to the landscape.
Home in Hillsboro
5 out of 5 average rating, 104 reviews

Nanny’s House

Located in a country setting on a quiet road, this fully renovated 1800+ sq ft house comes with a 1 acre yard, screened-in porch, and patio with view of the mountains. Local attractions include The Caverns (9.3 miles), South Cumberland State Park (13 miles), Tim’s Ford Lake (15 miles), Old Stone Fort State Park (20 miles). Located halfway between Nashville and Chattanooga about 2 miles from I-24, exit 127.

Guest favourite
The image captures a serene landscape at sunrise, featuring soft hues of orange and yellow illuminating the sky. Silhouettes of trees line the horizon, while the gentle rise of distant hills is visible against the morning light.
Farm stay in Morrison
4.96 out of 5 average rating, 327 reviews

Phelps Pharm Bunkhouse

Farm bunkhouse with stall boarding availability for our guests with horses. Our bunkhouse and location is great for individuals/couples and can accommodate a family of 4. Please visit our website at Phelpspharm.farm for more information, our story and pictures. There is a link on the website that will take you back to AirBnB to continue your reservation. Thank You.

Popular amenities for Hillsboro holiday rentals

  1. Airbnb
  2. United States
  3. Tennessee
  4. Coffee County
  5. Hillsboro