Title: Hillsboro Vacation Home Rentals from CA $275: Search Top Private Vacation Homes for Rent | Expedia.ca

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![A hidden ravine with a small shallow stream flowing between rock walls in Devil's Lake State Park near Baraboo, Wisconsin, USA.](https://images.trvl-media.com/place/115380/b1d8c939-de37-41c1-94f8-ee18e9e90f72.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/115380/b1d8c939-de37-41c1-94f8-ee18e9e90f72.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=115380&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=115380&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=115380&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=115380&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Hillsboro vacation homes

![Smart TV, DVD player](https://images.trvl-media.com/lodging/83000000/82670000/82661600/82661574/bb7327cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/83000000/82670000/82661600/82661574/2809aba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82670000/82661600/82661574/6268233a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/83000000/82670000/82661600/82661574/w904h683x60y0-48af5af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hillsboro

[](https://www.expedia.ca/Hillsboro-Hotels-Hillsboro-Guesthouse-Is-Remodeled-Ready-For-You.h82661574.Hotel-Information)

10/10

Exceptional

(26 reviews)

"Stayed for a weeding at the brewery in town and this place was perfect. Had young kids that loved the big yard and park down the street. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matt B.

CA $174

CA $275 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Hillsboro-Hotels-Hillsboro-Guesthouse-Is-Remodeled-Ready-For-You.h82661574.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/96000000/95930000/95922400/95922330/w903h683x60y0-8787a888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95930000/95922400/95922330/w904h683x60y0-6435092b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95930000/95922400/95922330/w905h683x60y0-44b1cb89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/96000000/95930000/95922400/95922330/w510h683x257y0-8a97ac42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Westby

[](https://www.expedia.ca/Westby-Hotels-The-Honey-Haven.h95922330.Hotel-Information)

10/10

Exceptional

(47 reviews)

"Wonderful! Beautiful, serene place, clean environment, perfect!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen S.

CA $223

CA $351 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Westby-Hotels-The-Honey-Haven.h95922330.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/124000000/123420000/123416200/123416133/5e93d8e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123420000/123416200/123416133/0c1913e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123420000/123416200/123416133/4211e64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123420000/123416200/123416133/7d25f117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Reedsburg

[](https://www.expedia.ca/Reedsburg-Hotels-Perfectly-Located-3-Bedroom-House-Between-Reedsburg-And-Wisconsin-Dells.h123416133.Hotel-Information)

CA $278

CA $658 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Reedsburg-Hotels-Perfectly-Located-3-Bedroom-House-Between-Reedsburg-And-Wisconsin-Dells.h123416133.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109800000/109793600/109793588/16b0907f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109800000/109793600/109793588/e24bb6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109800000/109793600/109793588/dac97922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109800000/109793600/109793588/3631e766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Viola

[](https://www.expedia.ca/Viola-Hotels-Charming-2-Bedroom-Country-House-With-AC.h109793588.Hotel-Information)

9.6/10

Exceptional

(8 reviews)

"Beautiful place. We loved the access to the river. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

dwaterman21

CA $250

CA $435 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Viola-Hotels-Charming-2-Bedroom-Country-House-With-AC.h109793588.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977673/c1126375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977673/w905h683x59y0-b69b083d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977673/w908h683x59y0-21c34297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100980000/100977700/100977673/w906h683x58y0-ae65df55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wonewoc

[](https://www.expedia.ca/Wonewoc-Hotels-Colorful-Getaway-In-Friendly-Driftless-Village.h100977673.Hotel-Information)

10/10

Exceptional

(12 reviews)

"Beautiful house. We really enjoyed our stay. We highly recommend this location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric M.

CA $250

CA $335 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Wonewoc-Hotels-Colorful-Getaway-In-Friendly-Driftless-Village.h100977673.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/107000000/106470000/106468900/106468813/3be654ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106470000/106468900/106468813/w1150h1199x0y0-2feaa1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106470000/106468900/106468813/36f6ee41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106470000/106468900/106468813/c7f41e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cashton

[](https://www.expedia.ca/Cashton-Hotels-Charming-3-Bedroom-Townhome-With-WiFi.h106468813.Hotel-Information)

9.0/10

Wonderful

(2 reviews)

"Was in town for a wedding, it was a comfortable place. The master bedroom bed was comfortable and everything was very clean."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Catherine T.

CA $344

CA $581 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Cashton-Hotels-Charming-3-Bedroom-Townhome-With-WiFi.h106468813.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/116000000/115600000/115598200/115598167/bcb2657f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/116000000/115600000/115598200/115598167/e86bc249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/116000000/115600000/115598200/115598167/8bcad405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115600000/115598200/115598167/a1de419d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Reedsburg

[](https://www.expedia.ca/Reedsburg-Hotels-Charming-2-Bedroom-Home-In-Reedsburg-Home20min-From-Wisconsin-Dells.h115598167.Hotel-Information)

10/10

Exceptional

(1 review)

"I was in Reedsburg for work and this property was perfect. Had all the amenities that I needed and that were listed in the property details. I would definitely stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kerri M.

CA $142

CA $442 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Reedsburg-Hotels-Charming-2-Bedroom-Home-In-Reedsburg-Home20min-From-Wisconsin-Dells.h115598167.Hotel-Information)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/113000000/112590000/112581600/112581522/af3d558c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/113000000/112590000/112581600/112581522/b731b752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/113000000/112590000/112581600/112581522/cd27df1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112581600/112581522/f2d1f2ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Loganville

[](https://www.expedia.ca/Loganville-Hotels-Hot-TubKing-BedSnowmobile-Trail-The-Hemlock.h112581522.Hotel-Information)

10/10

Exceptional

(6 reviews)

"Perfect spot for a group to stay. Four large bedrooms and large open concept kitchen living room make for lots of space. A short walk to quaint downtown restaurants. Highly recommended!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynn A.

CA $421

CA $503 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Loganville-Hotels-Hot-TubKing-BedSnowmobile-Trail-The-Hemlock.h112581522.Hotel-Information)

![Smart TV, fireplace, DVD player, music library](https://images.trvl-media.com/lodging/43000000/42290000/42282000/42281948/e2399c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42290000/42282000/42281948/d7d58ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42290000/42282000/42281948/029fc541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/43000000/42290000/42282000/42281948/e5daec82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cashton

[](https://www.expedia.ca/Cashton-Hotels-Secluded-Rustic-Cabin.h42281948.Hotel-Information)

9.8/10

Exceptional

(54 reviews)

"So relaxing and an amazing house"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ann W.

CA $407

CA $680 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Cashton-Hotels-Secluded-Rustic-Cabin.h42281948.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74730000/74722300/74722208/d7087b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74730000/74722300/74722208/b5dad671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74730000/74722300/74722208/e91cbe7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74730000/74722300/74722208/ff42b891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Norwalk

[](https://www.expedia.ca/Norwalk-Hotels-New-Haven-Manor.h74722208.Hotel-Information)

9.6/10

Exceptional

(23 reviews)

"Twelve guys on our annual motorcycle trip. Excellent facilities, beautiful setting, and great riding in the area. Awesome porch with a gas grill and plenty of chairs. We were all impressed with this property and would absolutely book it again in the future."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jerry K.

CA $475

CA $991 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Norwalk-Hotels-New-Haven-Manor.h74722208.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/63000000/62610000/62602800/62602757/94d51f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/63000000/62610000/62602800/62602757/9aa562af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/63000000/62610000/62602800/62602757/2824e522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/63000000/62610000/62602800/62602757/be1af068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wilton

[](https://www.expedia.ca/6-Bedroom-Home-In-Gods-Country.h62602757.Hotel-Information)

9.8/10

Exceptional

(20 reviews)

"Super friendly and responsive owners. Went above and beyond to make sure our short stay was memorable. We biked during the day to Sparta and very easy access to the bike trail. Would highly recommend to anyone. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan K.

CA $751

CA $989 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/6-Bedroom-Home-In-Gods-Country.h62602757.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&regionId=115380&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Hillsboro%2C+Wisconsin%2C+United+States+of+America&regionId=115380&latLong=43.652195%2C-90.344017&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CABIN)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Hillsboro%2C+Wisconsin%2C+United+States+of+America&regionId=115380&latLong=43.652195%2C-90.344017&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Hillsboro%2C+Wisconsin%2C+United+States+of+America&regionId=115380&latLong=43.652195%2C-90.344017&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Hillsboro%2C+Wisconsin%2C+United+States+of+America&regionId=115380&latLong=43.652195%2C-90.344017&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=COTTAGE)

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## Top Hillsboro Hotel Reviews

![MIDWAY MOTEL](https://images.trvl-media.com/lodging/97000000/96670000/96663800/96663714/efa65445_y.jpg)

### MIDWAY MOTEL

10/10 Excellent

"The room was clean, the bed was comfortable and the ware in the shower was hot!"

[](https://expedia.ca/Viroqua-Hotels-MIDWAY-MOTEL.h96663714.Hotel-Information)

![Quality Inn Mauston I-90](https://images.trvl-media.com/lodging/1000000/20000/10900/10837/9b8ad7ec_y.jpg)

### Quality Inn Mauston I-90

10/10 Excellent

"Breakfast was great! "

[](https://expedia.ca/Wisconsin-Dells-Hotels-Quality-Inn.h10837.Hotel-Information)

![Voyageur Inn and Conference Center](https://images.trvl-media.com/lodging/2000000/1300000/1293400/1293341/2f5ba31e_y.jpg)

### Voyageur Inn and Conference Center

10/10 Excellent

"The only problem I really ever had was when the elevator would be out of service, but the staff would kindly reset"

[](https://expedia.ca/Wisconsin-Dells-Hotels-Voyageur-Inn-And-Conference-Center.h1293341.Hotel-Information)

![Ramada by Wyndham Richland Center](https://images.trvl-media.com/lodging/1000000/190000/183300/183280/ef304774_y.jpg)

### Ramada by Wyndham Richland Center

10/10 Excellent

"Everything is fantastic at this hotel. We will be back."

[](https://expedia.ca/Dodgeville-Hotels-Ramada-By-Wyndham-Richland-Center.h183280.Hotel-Information)

![Tanager cabin at Driftless Creek](https://images.trvl-media.com/lodging/46000000/45490000/45488600/45488517/b23f9458_y.jpg)

### Tanager cabin at Driftless Creek

10/10 Excellent

"Our stay at DriftlessCreek Cabins was wonderful! The owner, Rodney, did a great job with communication and getting us everything we needed. The cabin was clean and provided all of our needs. We highly recommend this place and we’ll be coming back! Jeff P "

[](https://expedia.ca/La-Crosse-Hotels-Vrbo-Property.h45488517.Hotel-Information)

![Holiday Inn Express & Suites Reedsburg - Dells Area by IHG](https://images.trvl-media.com/lodging/101000000/100600000/100596400/100596383/f3c1fa77_y.jpg)

### Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

10/10 Excellent

"The hotel was clean, fresh and so was the room, exceeded expectations we will stay here again"

[](https://expedia.ca/Reedsburg-Hotels-Holiday-Inn-Express-Reedsburg-Dells-Area.h100596383.Hotel-Information)

![Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!](https://images.trvl-media.com/lodging/101000000/100470000/100469400/100469384/9a9975e9_y.jpg)

### Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

10/10 Excellent

"Once again my family and I had an wonderful experience at this property. The cabin is an excellent get away tucked quietly in the countryside. The host was gracious and thought of everything to make our stay comfortable and entertaining. We will continue to book this property whenever we visit the Dells."

[](https://expedia.ca/Lyndon-Station-Hotels-Charming-Cabin-Getaway-In-The-Woods.h100469384.Hotel-Information)

![AmericInn by Wyndham Mauston](https://images.trvl-media.com/lodging/1000000/460000/459500/459416/b1d26c68_y.jpg)

### AmericInn by Wyndham Mauston

10/10 Excellent

"It was ok. "

[](https://expedia.ca/Wisconsin-Dells-Hotels-Super-8-By-Wyndham-Mauston.h459416.Hotel-Information)

![Super 8 by Wyndham Reedsburg](https://images.trvl-media.com/lodging/1000000/460000/460000/459993/7471495b_y.jpg)

### Super 8 by Wyndham Reedsburg

10/10 Excellent

"It was a very nice day it was quiet the breakfast was nice the hot tub room was amazing it was clean the staff was friendly thank you so much"

[](https://expedia.ca/Wisconsin-Dells-Hotels-Super-8-By-Wyndham-Reedsburg.h459993.Hotel-Information)

## Find out more about Hillsboro

## Hillsboro Vacation Homes information

| Number of reviews | 194               |
| ----------------- | ----------------- |
| Accommodation     | 76 Vacation Homes |
| Lowest Price      | CA $275           |
| Highest Price     | CA $991           |

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- [Book Vacation Homes in Hillsboro on Expedia.com ](https://www.expedia.com/Hillsboro-Private-Vacation-Homes.d115380-aaPrivateVacationHomes.Travel-Guide-Accommodation)