Hillsboro Holiday Rentals

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Holiday Rentals in Hillsboro

Holiday Inn Club Vacations Timber Creek Resort at De Soto, an IHG Hotel
3.5 star property
9.4 out of 10, Exceptional, 127 reviews
"When we walked in the lodge it was spotless. Very homey and clean. The staff was so kind. We will definitely be back."
The price is NZ$325
includes taxes & fees
19 Jun - 20 Jun
Holiday Inn Club Vacations Timber Creek Resort at De Soto, an IHG Hotel
Remodeled Kirkwood Guest house
10.0 out of 10, Exceptional, 56 reviews
"My wife and I were looking to get away and relax for a few days and we found the perfect place. Our host was incredibly accommodating, the town is amazing and only a short and delightful walk away. My only regret is that we didn’t stay longer. We will definitely be back."
Remodeled Kirkwood Guest house
Cute spacious Ranch - very safe area - 4 BR 2B- big fenced yard -1800 sft
9.6 out of 10, Exceptional, 7 reviews
"Nice property. Excellent host. Very accommodating"
The price is NZ$504
includes taxes & fees
10 Jun - 11 Jun
Cute spacious Ranch - very safe area - 4 BR 2B- big fenced yard -1800 sft
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Hagood farms and trails
9.4 out of 10, Exceptional, 6 reviews
"Don't get me wrong, the couple was very nice. Let us check out their animals, go to the spring on their property, gave us a dozen eggs... However, I was under the impression there were beds, not air mattresses in the tent, air mattresses do not hold heat and are a poor choice when it gets cold becausethey also deflate with cold weather. The blankets provided were unacceptably thin. If I had not brought blankets from home we would have frozen to death. I finally gave up and everyone slept in the...
The price is NZ$178
includes taxes & fees
6 Jun - 7 Jun
Hagood farms and trails
Beautiful house 5 brm 4ba
10.0 out of 10, Exceptional, 42 reviews
"great home and property"
Beautiful house 5 brm 4ba
Walk To Town From Peaceful Countryside Log Cabin 25 Minutes To St. Louis
10.0 out of 10, Exceptional, 98 reviews
"Excellent location. Very quiet"
Walk To Town From Peaceful Countryside Log Cabin 25 Minutes To St. Louis
Large Villa Ste A, 1 Mile to Six Flags & Hidden Valley!
9.2 out of 10, Wonderful, 28 reviews
"It was just what we needed, a clean, well stocked place with comfortable beds. It was close to Six Flags and still quite."
The price is NZ$672
includes taxes & fees
6 Jun - 7 Jun
Large Villa Ste A, 1 Mile to Six Flags & Hidden Valley!
Stewart Acres..."Big City Close, w/ Big Country Charm"
9.6 out of 10, Exceptional, 28 reviews
"A secure and cozy spot in lovely hill country"
Stewart Acres..."Big City Close, w/ Big Country Charm"
Beautiful Villa Close to All St. Louis Attractions!
9.0 out of 10, Wonderful, 48 reviews
"Warm and cozy setting."
The price is NZ$487
includes taxes & fees
6 Jun - 7 Jun
Beautiful Villa Close to All St. Louis Attractions!
Lake Haven - Updated Mid Century Cabin Only 35 Mins from St. Louis
9.6 out of 10, Exceptional, 108 reviews
"We thought the house was amazing, beautiful scenery and surroundings, the location was great for our trip to gray summit"
Lake Haven - Updated Mid Century Cabin Only 35 Mins from St. Louis
Beautiful house - safe & quiet - 4 BR 2.5 B - 6 Queen Beds
10.0 out of 10, Exceptional, 12 reviews
"We enjoyed our stay! The house is well equipped, especially the kitchen. One note for others- it is a split-level house, so there are a few (steep) stairs to navigate. A very quiet neighborhood, just the birds chirping in the surrounding trees."
The price is NZ$507
includes taxes & fees
6 Jun - 7 Jun
Beautiful house - safe & quiet - 4 BR 2.5 B - 6 Queen Beds
Cozy town house - 3 Queen beds
10.0 out of 10, Exceptional, 2 reviews
"We only used our stay to sleep and get ready. We gathered with our family so we only needed a place to stay. We would stay again if we were back in the area. The host were available when we called and they are very nice Hosts."
The price is NZ$279
includes taxes & fees
6 Jun - 7 Jun
Cozy town house - 3 Queen beds
Serenity Log Inn -Log out and Log Inn to Serenity
10.0 out of 10, Exceptional, 12 reviews
"The property was quiet and away from the noise and hurry scurry. it was relaxing and spacious. "
The price is NZ$339
includes taxes & fees
17 Jun - 18 Jun
Serenity Log Inn -Log out and Log Inn to Serenity
Homestead Hideaway + Hot Tub
9.8 out of 10, Exceptional, 15 reviews
"Homestead Hideaway was perfect for our girls party! The bedrooms were comfy as was the living room. The living room was perfect for hanging out and relaxing, best couch ever! The host's communication was great, she was very easy to contact. Totally recommend it, it met and exceeded our expectations!"
The price is NZ$357
includes taxes & fees
30 Jun - 1 Jul
Homestead Hideaway + Hot Tub
Tiny Houses of French Village
2.5 star property
10.0 out of 10, Exceptional, 2 reviews
"Charming property with a space for everything and everything in its place. Would not hesitate to recommend or stay again."
The price is NZ$493
includes taxes & fees
6 Jun - 7 Jun
Tiny Houses of French Village
2 bed Home Private 5 min from I-55
10.0 out of 10, Exceptional, 4 reviews
"Very peaceful and quiet. "
The price is NZ$363
includes taxes & fees
10 Jun - 11 Jun
2 bed Home Private 5 min from I-55
Newly renovated 5 bedroom w Golf room
9.4 out of 10, Exceptional, 18 reviews
"Stayed here with our family for a wedding in the area. Very nice and large space—nice neighborhood and easy to the highway to get to the wedding venue/Church. We had our two young granddaughters with us so it was a little bit of a challenge having 3 stories in the house—but the kitchen, living and dining area were very spacious and comfortable. I think our daughter would have been more comfortable with a door leading to the bathtub and shower area in the master bedroom. We had a lot of family...
Newly renovated 5 bedroom w Golf room
South County ranch house walking distance to Grant Trail
10.0 out of 10, Exceptional, 7 reviews
"This home was the perfect place for our extended family gathering: Clean, spacious, comfortable home with a fenced-in back yard, in a quiet, pleasant neighborhood. Grants Trail was really close for a morning walk."
South County ranch house walking distance to Grant Trail
Secluded cabin on private property
10.0 out of 10, Exceptional, 31 reviews
"Great cabin in an excellent location for a private get away. The listing does not do justice to the luxury of the cabin in the woods. We will be back again."
Secluded cabin on private property
Peter Ray House
10.0 out of 10, Exceptional, 48 reviews
"This lovely home had everything that one would need to enjoy a quiet weekend. Plenty of room to relax and enjoy quality time with the family. Two lounging areas, 2 bedrooms and 2 full baths (one upstairs), plus a large dining room table. I loved the historic feel of the home, imagining life of the past tenants... 150 plus years ago. Before and after pictures of the renovation were provided. The house fits right in to the historical feel of the town. We took a short walk to the main stree to a...
The price is NZ$380
includes taxes & fees
6 Jun - 7 Jun
Peter Ray House
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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.

Other types of properties in Hillsboro you may be interested in

Best Western St. Louis-Kirkwood Route 66
2.5 star property
8.8 out of 10, Excellent, 1,012 reviews
"I was surprised that daily housekeeping service had to be requested and was not routinely provided. I had to go to the front desk to request clean towels and toilet paper and to dispose of my own trash. "
The price is NZ$219
includes taxes & fees
10 Jun - 11 Jun
Best Western St. Louis-Kirkwood Route 66
River City Casino & Hotel
4.0 star property
8.8 out of 10, Excellent, 1,003 reviews
"Probably one of the best hotel and casino for the money wife is already looking for another road trip just to stop "
The price is NZ$215
includes taxes & fees
2 Jul - 3 Jul
River City Casino & Hotel
The Wildwood Hotel
3.5 star property
8.8 out of 10, Excellent, 1,291 reviews
"Beautiful property "
The price is NZ$195
includes taxes & fees
16 Jun - 17 Jun
The Wildwood Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hillsboro holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hillsboro. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hillsboro. Seeing all the best attractions is bound to make you fall in love with Hillsboro. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hillsboro short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Hillsboro?

Yes, there are holiday rentals close to the most popular sights in Hillsboro, or you can select a more secluded option if you're looking for a relaxing stay. Hillsboro is known for its parks and monuments.

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

Top Of Castlewood: This holiday home rental outside Hillsboro is located on a river, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Hillsboro?

Big River and Sunridge Park are a couple of lovely local spots to get outside and enjoy nature. Villa Antonio Winery and Sandy Creek Covered Bridge State Historic Site are other places to visit while you're in town.

What’s a holiday rental in Hillsboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillsboro. Holiday rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a small group gathering.

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