Hillsboro Vacation Rentals

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Vacation 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)
"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 $179
$201 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Club Vacations Timber Creek Resort at De Soto, an IHG Hotel
Remodeled Kirkwood Guest house
10.0 out of 10, Exceptional, (56)
"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)
"Nice property. Excellent host. Very accommodating"
The price is $135
$312 total
includes taxes & fees
Jun 10 - Jun 11
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)
"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 $75
$110 total
includes taxes & fees
Jun 6 - Jun 7
Hagood farms and trails
Beautiful house 5 brm 4ba
10.0 out of 10, Exceptional, (42)
"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)
"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)
"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 $250
$416 total
includes taxes & fees
Jun 6 - Jun 7
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)
"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)
"Warm and cozy setting."
The price is $175
$301 total
includes taxes & fees
Jun 6 - Jun 7
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)
"We had a family wedding to attend at Westwood Hills. We were 10 minutes from the venue. My boys enjoyed getting in the kayaks, fishing. We had a beautiful day hanging on the deck. Nice family oriented cabin."
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)
"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 $136
$314 total
includes taxes & fees
Jun 6 - Jun 7
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)
"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 $91
$173 total
includes taxes & fees
Jun 6 - Jun 7
Cozy town house - 3 Queen beds
Serenity Log Inn -Log out and Log Inn to Serenity
10.0 out of 10, Exceptional, (12)
"The property was quiet and away from the noise and hurry scurry. it was relaxing and spacious. "
The price is $115
$210 total
includes taxes & fees
Jun 17 - Jun 18
Serenity Log Inn -Log out and Log Inn to Serenity
Homestead Hideaway + Hot Tub
9.8 out of 10, Exceptional, (15)
"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 $120
$226 total
includes taxes & fees
Jun 12 - Jun 13
Homestead Hideaway + Hot Tub
Tiny Houses of French Village
2.5 star property
10.0 out of 10, Exceptional, (2)
"Charming property with a space for everything and everything in its place. Would not hesitate to recommend or stay again."
The price is $190
$306 total
includes taxes & fees
Jun 6 - Jun 7
Tiny Houses of French Village
2 bed Home Private 5 min from I-55
10.0 out of 10, Exceptional, (4)
"Very peaceful and quiet. "
The price is $119
$223 total
includes taxes & fees
Jun 9 - Jun 10
2 bed Home Private 5 min from I-55
Newly renovated 5 bedroom w Golf room
9.4 out of 10, Exceptional, (18)
"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)
"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)
"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)
"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 $150
$235 total
includes taxes & fees
Jun 6 - Jun 7
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, (1012)
"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 $117
$136 total
includes taxes & fees
Jun 30 - Jul 1
Best Western St. Louis-Kirkwood Route 66
River City Casino & Hotel
4.0 star property
8.8 out of 10, Excellent, (1004)
"very posh, excellent service and comfortable stay."
The price is $99
$126 total
includes taxes & fees
Jul 2 - Jul 3
River City Casino & Hotel
The Wildwood Hotel
3.5 star property
8.8 out of 10, Excellent, (1291)
"Beautiful property "
The price is $100
$121 total
includes taxes & fees
Jun 16 - Jun 17
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.

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 $75 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

Can I find vacation rentals in Hillsboro?

Yes, we have vacation rentals close to top sights in Hillsboro, or you can select a secluded option if you're looking for a relaxing stay. Hillsboro is known for its parks and monuments.

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 vacation rental in Hillsboro like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Hillsboro. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.

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