Holiday houses in Hillsboro

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Top-rated holiday rentals in Hillsboro

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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
4.74 out of 5 average rating, 113 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
Chalet in Dunlap
4.99 out of 5 average rating, 190 reviews

The Window Rock A-Frame - Chalet with Hot Tub

Additional info, photos and videos are on our website (thewindowrock com) and social media (IG: @windowrock_escapes). We highly recommend you check these out before booking! This lux a-frame sits on a private 5-acre lot with mountain-bluff views overlooking the beautiful Sequatchie Valley. Features include: -One of the best views you'll ever see -Top 1% on Airbnb -XL cedar hot tub -Fireplace and fire pit -Numerous hiking trails and waterfalls 15-30 minutes away -Chattanooga @35 minutes away

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, 221 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
A charming cabin with a green metal roof is situated on a grassy hillside. Surrounding trees frame the view, while steps lead from the driveway to the entrance. The cabin overlooks the valley, providing a scenic backdrop of rolling hills in the distance.
Cabin in Altamont
4.97 out of 5 average rating, 602 reviews

Sunrise Mountain Cabin

Welcome to Sunrise Mt. Cabin is located on top of the Cumberland Plateau with a great view of the valley check out our 2 other cabins Patriot's Retreat & Sunrise Mtn Treeshouse. The cabin has approximately 1400 square feet and is fully furnished with full kitchen and more. Hiking trails and fishing pond only a short walk away. Several major state parks with hikes within a few miles of the cabin. The cabin has fiber optic WiFi which is not shared. Pet cats not allowed; we are allergic.

Guest favourite
The tiny cabin features a rustic wooden exterior and a welcoming porch. Four gray chairs are arranged around a fire pit, with flames flickering in the center. A grassy area surrounds the cabin, providing a natural setting for outdoor relaxation.
Cabin in Village of Pelham
4.93 out of 5 average rating, 174 reviews

THE KNOTTY PINE TINY CABIN 7 MIN WALK TO CAVERNS!

This unique tiny cabin that we have called the knotty pine is located in the valley of Pelham, TN on Payne Cove Road. Enjoy a scenic view from the porch, stay cozy by the fire pit, or relax by streaming your favorite series on Netflix, Hulu, or Disney plus! The cabin is a 7 minute walk to the entrance of the Caverns if you're here to enjoy a show or to go on a cave tour. We are 6 miles from I-24 off exit 127. 1 hour to Nashville or Chattanooga and 10 miles to Sewanee or Monteagle.

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, 160 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
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, 534 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, 123 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/ streaming tv. Only 3.5 miles off 1-24 exit 127, Pelham, Winchester.

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, 106 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
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, 299 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
A modern treehouse-style cabin is surrounded by autumn foliage, with large windows reflecting the warm hues of the setting sun. Nearby, a dark picnic table made of wood is partially covered with fallen leaves, creating a serene outdoor dining area amidst nature.
Cabin in Altamont
4.92 out of 5 average rating, 123 reviews

Cliffside Treehouse • Epic Views • Sleeps 7

Remember as a child playing pretend in your tree house. Come in an adult version of a tree loft to escape life and get lost in the woods. Stone Door Loft is your perfect spot for a unique and tranquil getaway! Stone Door Lofts is one of four cabins on 550 acres overlooking Beersheba Springs. This cabin was designed with a relaxing stay in mind. More on IG at @treelofts_tn

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, 329 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