Holiday Homes in Hillsboro

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Featured Holiday Homes in Hillsboro

Beautiful house - safe & quiet - 4 BR 2.5 B - 6 Queen Beds

9.8 out of 10, Exceptional, (16)
"I'm 83 years old and found the steps to bit narrow and steep, but I finally figured it out. There was one hand towel that had been used, folded up and put back, but when my son opened it, it was filthy in the center. As a suggestion, you might plug in a multiple outlet socket in each bedroom for charging cell phones, laptops,watches, etc. Overall, we enjoyed the house."
The price is AU$474
includes taxes & fees
2 Dec - 3 Dec
Beautiful house - safe & quiet - 4 BR 2.5 B - 6 Queen Beds

Cozy and Comfortable Home in West County

10.0 out of 10, Exceptional, (45)
"Perfect for a brief visit with friends and attending a concert. "
Cozy and Comfortable Home in West County

Pet Friendly - Private Home - Fenced Yard

10.0 out of 10, Exceptional, (14)
"This was the perfect house for a quick getaway with my ten year old and her best friend. They loved having their own room to share. Decor was so cute and the place was spotless and had everything we needed. We especially loved the snacks that were left for us. "
Pet Friendly - Private Home - Fenced Yard

Cute spacious Ranch - very safe area - 4 BR 2B- big fenced yard -1800 sft

9.4 out of 10, Exceptional, (12)
"This house worked well for our family as it was about 20-25 minutes from Six Flags. Great that everyone could have their own beds for sleeping & two bathrooms helped a lot. Plenty of towels and we found extra blankets in the laundry room which some needed. We'd stay again for sleeping for sure! Kids loved the books and games. Only 4 chairs at the small dining table made meals a little bit cumbersome for a family of 6 people- but we worked it out fine. Couches are very nice looking but have...
The price is AU$476
includes taxes & fees
2 Dec - 3 Dec
Cute spacious Ranch - very safe area - 4 BR 2B- big fenced yard -1800 sft

Cute affordable little house -peaceful and safe

9.8 out of 10, Exceptional, (6)
"The house was in great condition, very clean and had all the amenities that were mentioned. Host was extremely quick to respond to all questions. Will stay here again!"
The price is AU$247
includes taxes & fees
2 Dec - 3 Dec
Cute affordable little house -peaceful and safe

Mid-Century Modern Estate in the heart of South County

Mid-Century Modern Estate in the heart of South County

Beautiful house 5 brm 4ba

10.0 out of 10, Exceptional, (51)
"We had perfect place for all of our wedding preparations for the whole family"
Beautiful house 5 brm 4ba

Lake Haven - Updated Mid Century Cabin Only 35 Mins from St. Louis

9.6 out of 10, Exceptional, (117)
"We came here for the weekend and had an absolute blast. The worst thing about it is that we were here in November and it was too cold to truly enjoy all this place had to offer. There were some doors that were fidirt and one that didn't close all the way, this didn't lock (master bedroom), so we hoped it was a safe place. It felt like it was, but that did concern my wife a little. We loved the eclectic design of the home, and there was plenty of space. It was a good location and we got to enjoy...
Lake Haven - Updated Mid Century Cabin Only 35 Mins from St. Louis

Setter Haus - Dog Friendly, near Purina Farms and WashMO

9.8 out of 10, Exceptional, (50)
"Super cute and spacious home. The favorite spot for our group was definitely the side porch. The area is clean and feels very safe. My only complaint, and I wouldn’t even call it a complaint really, was the cleanliness of the downstairs area was not great. The upper half of the house was fabulous. Decorated nicely and clean. Definitely would stay here again. "
The price is AU$786
includes taxes & fees
2 Dec - 3 Dec
Setter Haus - Dog Friendly, near Purina Farms and WashMO

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 AU$469
includes taxes & fees
2 Dec - 3 Dec
Tiny Houses of French Village

Nice big Ranch home in very safe area - 0.5 acre lot

9.4 out of 10, Exceptional, (6)
"Good property for our group of 11. Everyone had a bed. Enough space to spread out. Could use a little work on the outside to enjoy a nice day. Smelled a little musty and dusty when we got there. Other than that, we enjoyed it."
The price is AU$474
includes taxes & fees
1 Dec - 2 Dec
Nice big Ranch home in very safe area - 0.5 acre lot

'Lucky Dawg' Pet-Friendly Abode Near St Louis!

10.0 out of 10, Exceptional, (25)
"2 of us stayed there with 3 dogs for almost a week for a dog show. Very cute and comfy with everything you need. Fenced in back yard made life easier since we didn’t have to take dogs out on a leash. Very clean. Would be a very quiet neighborhood if it wasn’t for the trains going by but that didn’t really bother me."
'Lucky Dawg' Pet-Friendly Abode Near St Louis!

Charming entire ranch home - 3 bedrooms , 1-restroom ❤️ Free drive way parking ❤️

10.0 out of 10, Exceptional, (7)
"Stayed here for one week. It was perfect! "
Charming entire ranch home - 3 bedrooms , 1-restroom ❤️ Free drive way parking ❤️

Fox Haus near Purina, WashMo, I-44, Dog Friendly

9.8 out of 10, Exceptional, (37)
"Nice night to rest before we hit the road again. Thank you from us and our fur babies"
The price is AU$402
includes taxes & fees
2 Dec - 3 Dec
Fox Haus near Purina, WashMo, I-44, Dog Friendly

Cozy home with great outdoor space to relax, bbq or play with your fur baby.

10.0 out of 10, Exceptional, (12)
"Clean and comfortable little house perfect for the two of us and our rescue dog. Lots of sweet touches provided by our host.host. T"
Cozy home with great outdoor space to relax, bbq or play with your fur baby.

Missouri Retreat w/ Deck, Grill & Shuffleboard!

9.6 out of 10, Exceptional, (5)
"Beautiful property and great owners! My family felt right at home. Everything was just perfect!"
Missouri Retreat w/ Deck, Grill & Shuffleboard!

Fenton Oasis - private pool and garden

Fenton Oasis - private pool and garden

Cute house in a very quiet safe area -3 br 1 b

9.4 out of 10, Exceptional, (10)
"Worked perfect for our weekend getaway for my brother’s wedding!"
The price is AU$309
includes taxes & fees
1 Dec - 2 Dec
Cute house in a very quiet safe area -3 br 1 b

Kimmswick Porch Haven: Hot Tub, Cozy Fire Pit, & Fenced Yard!

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a lovely stay at the Kimmswick Porch Haven! First of all, if you have never visited Kimmswick, it is a must! Such a cute little town full of shops and cafes. We highly recommend the Blue Owl restaurant. Quite an experience! This property was perfect for our visit and even larger than it looked online. We had 10 family members staying together, 6 adults & 4 kids ages 12, 15, 15, & 21. Everyone had a marvelous time. My stepmom has mobility issues, so we were looking for a property with...
Kimmswick Porch Haven: Hot Tub, Cozy Fire Pit, & Fenced Yard!

Peter Ray House

10.0 out of 10, Exceptional, (58)
"Was so happy staying here - satisfied in every way. The house was just as described (even better than I expected), clean, and comfortable. Communication with Joyce was excellent - she was always available, and very descriptive with the overall checkin/checkout process. I would stay here again in a heartbeat. (:"
The price is AU$368
includes taxes & fees
30 Dec - 31 Dec
Peter Ray House
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.
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Other property types 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, (136)
"Staff friendly. Unit was spotless "
The price is AU$211
includes taxes & fees
19 Dec - 20 Dec
Holiday Inn Club Vacations Timber Creek Resort at De Soto, an IHG Hotel

Remodeled Kirkwood Guest house

10.0 out of 10, Exceptional, (67)
"Nice family neighborhood, very quiet, rental is immaculate clean and looks new. We will be back. "
Remodeled Kirkwood Guest house

Beautiful house - safe & quiet - 4 BR 2.5 B - 6 Queen Beds

9.8 out of 10, Exceptional, (16)
"I'm 83 years old and found the steps to bit narrow and steep, but I finally figured it out. There was one hand towel that had been used, folded up and put back, but when my son opened it, it was filthy in the center. As a suggestion, you might plug in a multiple outlet socket in each bedroom for charging cell phones, laptops,watches, etc. Overall, we enjoyed the house."
The price is AU$474
includes taxes & fees
2 Dec - 3 Dec
Beautiful house - safe & quiet - 4 BR 2.5 B - 6 Queen Beds
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.