Hillsboro Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Hillsboro

Ambassador Inn And Suites
3.5 star property
6.2 out of 10, (195)
"My favorite hotel.."
The price is CA $76
CA $98 total
includes taxes & fees
Jun 23 - Jun 24
Ambassador Inn And Suites
Reel Simple LAKEFRONT Cabin Close to Hiking Trails, The Caverns and OHV Park!
10.0 out of 10, Exceptional, (40)
"This was the perfect place for my husband and I for our 13th anniversary!! It was quaint, quiet, peaceful and cozy! Just what we needed! Our lab and rescue LOVED exploring the grounds and the lake!!! The host was so accommodating!!"
The price is CA $170
CA $296 total
includes taxes & fees
Jun 23 - Jun 24
Reel Simple LAKEFRONT Cabin Close to Hiking Trails, The Caverns and OHV Park!
Lakefront property, spacious family retreat with private dock, hot tub & kayak
10.0 out of 10, Exceptional, (35)
"Cozy and comfortable family home tucked away in a quiet cove. Tons of fun games. Beautiful dock to watch the sunset."
Lakefront property, spacious family retreat with private dock, hot tub & kayak
Save an average of 15% on thousands of hotels when you're signed in
our very rusticbarn converted-unique cozy cabin
9.8 out of 10, Exceptional, (107)
"My wife and I really loved this spacious rustic cabin. Filled with lots of toys and appliances from bygone eras. You could stay there for days and still not see all of the unique little pieces that they’ve decorated with. Nearby market provides most of the necessities that you may need or you can travel to nearby Lynchburg, Tullahoma, or Winchester for restaurants. We found a beautiful, hiking trail just 30 minutes away with a waterfall we were able to walk and splash in To the Jack Daniels...
The price is CA $130
CA $218 total
includes taxes & fees
Jun 20 - Jun 21
our very rusticbarn converted-unique cozy cabin
Cozy Tiny House Cabin @ Trailhead Cabins. South Cumberland Plateau
9.8 out of 10, Exceptional, (17)
"The cabin was very affordable and convenient for going to the Caverns for a concert. It was also convenient to the park and several hiking trails."
The price is CA $108
CA $253 total
includes taxes & fees
Jun 10 - Jun 11
Cozy Tiny House Cabin @ Trailhead Cabins. South Cumberland Plateau
Private Multi Family Retreat on 5 Acres!
10.0 out of 10, Exceptional, (3)
"I wasn’t sure exactly what to expect. The online description is accurate but it does not describe how staying there makes you feel. Yes it is spacious, has a well equipped kitchen, a sauna, hot tub, plunge pool and is clean; but the thoughtful details given to create each space impart multiple surprise moments of joy and comfort. I will never forget the awe of waking up in the mornings, surrounded by lush green trees. A luxurious treehouse!"
The price is CA $518
CA $1,287 total
includes taxes & fees
Jun 6 - Jun 7
Private Multi Family Retreat on 5 Acres!
Luxurious Waterfront Oasis on Tims Ford Lake!
10.0 out of 10, Exceptional, (39)
"The house was beautifully decorated, extremely clean and very comfortable. Linda, our host, was amazing! She was quick to respond the two times I had questions and added special touches to our stay. Sitting outside in the evening, right next to the lake was so peaceful and relaxing. Downtown Winchester is just up the street. I highly recommend this property and hope to go back."
Luxurious Waterfront Oasis on Tims Ford Lake!
Family friendly lake front home with private dock in a cove
9.8 out of 10, Exceptional, (17)
"We had a short family vacation before my husband started chemo treatments. We had the best time! My brother in law brought his pontoon boat and having the dock at the house made it so convenient. We had plenty of room and enjoyed grilling and eating on the deck! The owner was great to respond to any needs that we had!"
Family friendly lake front home with private dock in a cove
Calming Cabin: Relaxing | Peaceful | Close to Area Activities
10.0 out of 10, Exceptional, (48)
"The cabin is conveniently located close to town and activities but is also in a quiet and private setting. The amenities include most everything you need for a cozy and relaxing getaway. The cabin is clean and convenient inside and out. It is truly a perfect place to relax and reset. The hosts were excellent with communication and made sure we had a great stay. We highly recommend and plan to come back to visit!"
The price is CA $128
CA $299 total
includes taxes & fees
Jun 11 - Jun 12
Calming Cabin: Relaxing | Peaceful | Close to Area Activities
Cottage at Tims Ford Lake next to /Marina/ and Restaurant
10.0 out of 10, Exceptional, (16)
"Kelly was very nice and made sure we had everything we needed upon arrival. She was also very responsive. The property was wonderful! It was very clean! My family felt comfortable and we enjoyed our stay!"
The price is CA $304
CA $691 total
includes taxes & fees
Jun 10 - Jun 11
Cottage at Tims Ford Lake next to /Marina/ and Restaurant
Million Dollar Views: Lakefront, Dock, Kayaks+More
10.0 out of 10, Exceptional, (32)
"Great property with a great location on the lake. Communication with the property managers was great. Would stay again."
The price is CA $477
CA $1,118 total
includes taxes & fees
Jun 20 - Jun 21
Million Dollar Views: Lakefront, Dock, Kayaks+More
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
10.0 out of 10, Exceptional, (16)
"We stayed here for a staff retreat and comfortably had 10 people stay. It's spacious, beautiful, and clean, and the layout is awesome. There's a grocery store nearby for quick runs and close to pickleball courts and hiking. It's right on the lake with an awesome back yard and deck to make mornings and evenings extra great."
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
The Sewanee House: Serene Oasis 5 minutes from Campus
10.0 out of 10, Exceptional, (21)
"10 of us headed to unknown terrirtory--stayed in Sewanee to attend a concert (Irish band "Altan") at The Caverns. We wanted a place we could all be together (ha, we travel in a herd) and wanted a place where we would not disturb anyone as we love our music, competitive games (ha). This place was PERFECT! Extra clean, plenty of room, clear on what we needed to do on arrival/departure. Kathryn, property manager, was an awesome communicator, and appreciated her efforts in finding places to eat--we...
The Sewanee House: Serene Oasis 5 minutes from Campus
Lakefront Home, With Hot Tub and Boat deck! Backyard is On the water!
10.0 out of 10, Exceptional, (24)
"House was very warm and inviting. Very well appointed. Yard was well maintained and had plenty of space. Enjoyed the boat deck for fishing. Neighborhood was a little bit tight towing a 27’ boat"
Lakefront Home, With Hot Tub and Boat deck! Backyard is On the water!
Exquisite Tranquil Lake View Prime Location, Community Dock, private boat slip
10.0 out of 10, Exceptional, (18)
"I can't espouse enough about how great this stay was! The property was fantastic, very clean and laid out great for 2 families with young ones. (The little side bedroom off the 2 masters were the selling point!) We had the boat in the water all weekend, super short drive to the winchester boat ramp and local marina. We fished off the dock and the kids had a blast catching bluegills. Will be staying again!"
Exquisite Tranquil Lake View Prime Location, Community Dock, private boat slip
Log Cabin on Spectacular Mountain Waterfall
9.8 out of 10, Exceptional, (122)
"My parents stayed here for a quiet getaway and had a wonderful relaxing time."
The price is CA $149
CA $254 total
includes taxes & fees
Jun 18 - Jun 19
Log Cabin on Spectacular Mountain Waterfall
Beersheba Lake Retreat #3
9.8 out of 10, Exceptional, (34)
"It was a beautiful setting to be in. The lake was amazing & hearing all the frogs at night was fun. The cottage itself was so cute & well designed it to maximize the space. The kitchen was the perfect size & the view out the back porch was refreshing. I really appreciated that this place was pet friendly so I was able to bring my two dogs. However, during the email notification process before checkin, saw there would be a $100 fine if dog hair was found in the sheets. I brought dog beds for my...
The price is CA $195
CA $392 total
includes taxes & fees
Jun 6 - Jun 7
Beersheba Lake Retreat #3
Hawk's Nest · Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc
9.4 out of 10, Exceptional, (6)
"We had a great time at the Hawks Nest! Wonderful house for family and couples gatherings. Kids loved fishing off the dock with Papa, we all enjoyed gathering around the big table for games and meals."
The price is CA $189
CA $679 total
includes taxes & fees
Jun 9 - Jun 10
Hawk's Nest · Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc
New Home, Dock, Home Theatre, Hot Tub, Fire Pit, Kayaks
10.0 out of 10, Exceptional, (23)
"Home and dock as described! More than well equipped for a fun family escape! Spacious, bright, well laid out! While we chose to walk the short distance between the home and dock, as great bonding /conversation time, if you have small children or others with ailments I would encourage renting the golf cart. We will definitely rent again."
New Home, Dock, Home Theatre, Hot Tub, Fire Pit, Kayaks
Heavensent Tiny Home @ The Retreat at Water's Edge - Lake Views!
10.0 out of 10, Exceptional, (33)
"Cute house! Perfect for 3 and wonderful location! Needs a good deep cleaning to clear spider webs, dust and scuff marks throughout. But those are very minor. Would definitely recommend and hope to rent it again!"
The price is CA $135
CA $362 total
includes taxes & fees
Jun 6 - Jun 7
Heavensent Tiny Home @ The Retreat at Water's Edge - Lake Views!
Don't see what you're looking for?
See all available properties in Hillsboro
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.

Hillsboro Vacation Rental Travel Info

Other types of properties in Hillsboro you may be interested in

The Smokehouse Lodge and Cabins
3.0 star property
8.2 out of 10, Very good, (1004)
"We always love staying at the Smokehouse. "
The price is CA $76
CA $88 total
includes taxes & fees
Jun 18 - Jun 19
The Smokehouse Lodge and Cabins
Microtel Inn & Suites by Wyndham Manchester
2.0 star property
8.6 out of 10, Excellent, (351)
"Convenient but a/c struggled to cool"
The price is CA $96
CA $114 total
includes taxes & fees
Jul 4 - Jul 5
Microtel Inn & Suites by Wyndham Manchester
Sleep Inn And Suites Manchester
2.5 star property
9.0 out of 10, Wonderful, (1009)
"Garbage can overflowing at breakfest. Waffle maker out of batter. Unable to make waffles. Eggs looked like they had been sitting for hours. A hotel employee occasionally stiring the eggs and checking everything would have helped."
The price is CA $138
CA $164 total
includes taxes & fees
Jul 4 - Jul 5
Sleep Inn And Suites Manchester
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.

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsboro vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsboro vacation rentals we have selected for you start as low as CA $76 per night. Entering your travel dates in the search wizard 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?

Lakefront property, spacious family retreat with private dock, hot tub & kayak: This vacation home rental outside of Hillsboro is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation.

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 Rutledge Falls.

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.

Recent reviews of Hillsboro properties
Expedia verified reviews