Hillsboro Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Hillsboro vacation rentals

2.0 star property
10.0 out of 10, Exceptional, (1)
"The house was spotless and we are very pleased with our stay"
United States
Dennis
$208 nightly
The price is $208
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cumberland Forest Cottage - Quiet & Sizable Back Yard!
10.0 out of 10, Exceptional, (2)
"Great Tiny home. We enjoyed the hike to Seer Lick Falls and the home was perfect. Thanks so much "
United States
Kristy C.
$171 nightly
The price is $171
Jan 5 - Jan 6, 2026
Total with taxes and fees
Tiny Home in Deer Lick Falls Community

Vacation Home in Monteagle

Hiker's Hangout Monteagle
2.0 star property
8.8 out of 10, Excellent, (6)
"This property was just what we were looking for. Super clean and host was very timely in responses. "
United States
Anna S.
$170 nightly
The price is $170
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hiker's Hangout Monteagle
9.8 out of 10, Exceptional, (11)
"Just like home. Loved my stay there."
United States
Deborah
$214 nightly
The price is $214
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sunset Acres- Close to Coalmont OHV - Space for multiple OHV Trailers to Park!
2.0 star property
10.0 out of 10, Exceptional, (2)
"The house was very clean and welcoming. Perfect for a last minute trip. Even our fur baby loves the place and the large back yard. It had everything we needed close to coalmont off road park. "
United States
Jennifer D.
$189 nightly
The price is $189
Jan 4 - Jan 5, 2026
Total with taxes and fees
Battle Cry Cabin – A Civil War Retreat

Cabin in Tracy City

The Cabin in Tracy City
9.6 out of 10, Exceptional, (15)
"Well made cabin, very cute and cozy! Would definitely stay again"
United States
Laura
$175 nightly
The price is $175
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Cabin in Tracy City

Cottage in Beersheba

Greeter Falls Lodge Cottage #6
10.0 out of 10, Exceptional, (37)
"Great location, very clean. "
United States
Anonymous traveler
$130 nightly
The price is $130
Jan 5 - Jan 6, 2026
Total with taxes and fees
Greeter Falls Lodge Cottage #6
9.8 out of 10, Exceptional, (6)
"The cabin was the perfect location to see a band at the Caverns. I had a little trouble with getting the initial check-in instructions but after that everything was fine! Beatiful setting and plenty of room! "
United States
Erin P.
$232 nightly
The price is $232
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lydia's Lodge in Pelham

Apartment in Winchester

Oasis on the Square
9.8 out of 10, Exceptional, (11)
"Great accommodations in downtown Winchester! "
United States
LeBron F.
$151 nightly
The price is $162
Jan 4 - Jan 5, 2026
Total with taxes and fees
Oasis on the Square
10.0 out of 10, Exceptional, (42)
"Lovely stay here. The cottage is so cute, and we enjoyed our stay very much!"
United States
Lorraine D.
$130 nightly
The price is $130
Jan 5 - Jan 6, 2026
Total with taxes and fees
Greeter Falls Lodge Cottage #7
9.4 out of 10, Exceptional, (3)
"Everything was great for our stay except for controlling the thermostat. It was set in some kind of hold and we could not get the heat to work on the first night. And of course it was the coldest night of the season- it even snowed. They did send a maintenance guy out to help. He was great. But we could never adjust the temperature in the tiny home our entire time. If there were instructions on the thermostat in the cabin or sent to us it would have been an excellent cabin."
United States
Donna
$171 nightly
The price is $171
Jan 5 - Jan 6, 2026
Total with taxes and fees
Magnolia Veil Overlooking the Lake
2.0 star property
9.8 out of 10, Exceptional, (16)
"Great cabin and location for those interested in hiking and resting in a quiet, peaceful location!"
United States
Elizabeth T.
$205 nightly
The price is $205
Jan 4 - Jan 5, 2026
Total with taxes and fees
Flat Branch Lodge - Tracy City, TN
10.0 out of 10, Exceptional, (12)
"Lovely and very clean tiny home with a beautiful porch in a quiet location."
United States
Kristin A.
$281 nightly
The price is $329
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lulu's Place - A Lakeside Tiny Home in Tennessee
9.4 out of 10, Exceptional, (12)
"Perfect house! Two real bedrooms and two real baths, with dining area with full size table, convenient kitchen and great screened porch. Bonus area is full, upright walking size. Beautifully decorated, loved watching the deer stroll through the yard, woodpeckers on the trees, cool breeze and quiet! You can live in this one any day."
United States
Candy J.
$340 nightly
The price is $382
Dec 30 - Dec 31
Total with taxes and fees
Wild Woodside Retreat at The Retreat at Sunset Bluff
9.2 out of 10, Wonderful, (9)
"We had a nicely refurbished room with a small kitchen in a quiet area. Would definitely stay again when we're back in the area."
United States
Carey D.
$135 nightly
The price is $135
Dec 30 - Dec 31
Total with taxes and fees
Newly Remodled Suite in Monteagle TN!

Vacation Home in Downtown Monteagle

Shea's Chalet - Cozy home in Monteagle, TN
2.0 star property
9.8 out of 10, Exceptional, (15)
"Good location "
United States
Matt I.
$279 nightly
The price is $279
Dec 30 - Dec 31
Total with taxes and fees
Shea's Chalet - Cozy home in Monteagle, TN
10.0 out of 10, Exceptional, (17)
"The property was well maintained. We had a very relaxing and peaceful stay. Will make plans to stay here again."
United States
Danny D.
$237 nightly
The price is $267
Jan 9 - Jan 10, 2026
Total with taxes and fees
Cozy Cottage at The Retreat at Deer Lick Falls
8.8 out of 10, Excellent, (6)
"Loved staying here. The staff, the cabin, the atmosphere were perfect for this weary traveler! It was great having the consistentcy of the cabin to stay at while seeking my forevervhome in Nashville! I am so grateful"
United States
Beth L.
$156 nightly
The price is $169
Jan 4 - Jan 5, 2026
Total with taxes and fees
Story-time Stay at Our Rupert Cottage!
9.6 out of 10, Exceptional, (11)
"Amy is an amazing host. She really goes above and beyond to ensure a wonderful experience at a gorgeous ranch. The cabin was spotless and perfect for a cold winter night. We were snug and comfortable our whole stay. Amy was very responsive and overall the experience was fantastic!!"
United States
Camry P.
$224 nightly
The price is $260
Jan 5 - Jan 6, 2026
Total with taxes and fees
Rustic bunkhouse on authentic working ranch in the beautiful Tennessee mountains
10.0 out of 10, Exceptional, (14)
"Great way to get away from everything. Great stay, everything we needed, and even a dog fix!"
United States
Sean R.
$145 nightly
The price is $145
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hemlock Cabin at Ranger Creek - Near Coalmont OHV Park!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Hillsboro Hotel Reviews

Find out more about Hillsboro

Everything you need to know about Hillsboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hillsboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Hillsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $66 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hillsboro rentals

At Expedia, we put the best Hillsboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hillsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Hillsboro?

Yes, there are vacation rentals near well known local attractions in Hillsboro, or you can choose a secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Hillsboro has to offer?

Enjoy the lake & mountain retreat at The Water & Woods Tiny Home: This vacation home rental outside of Hillsboro is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Hillsboro?

While exploring the area, visit family-friendly sights like Short Springs Natural Area, or get outside and enjoy nature at Elk River. In the larger area, you’ll find Great Stage Park and Old Stone Fort State Archaeological Park.

What are vacation rentals like in Hillsboro?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Hillsboro. Vacation rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.