Hillsboro Vacation Rentals

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Vacation Rentals in Hillsboro

Our top choices for Hillsboro vacation rentals

Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

10.0 out of 10, Exceptional, (20)
"Absolutely awesome place. Absolutely everything was perfect including the host. I love this place. "
The price is CA $179
CA $218 total
includes taxes & fees
Sep 2 - Sep 3
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

Blakley Hobbit Large Cabin

8.4 out of 10, Very good, (37)
"We loved this spot and will definitely be booking it again. The cabin has everythinf you need for a quick easy vacation. "
The price is CA $124
CA $233 total
includes taxes & fees
Aug 31 - Sep 1
Blakley Hobbit Large Cabin

Blakley Hobbit Small Cabin

7.8 out of 10, Good, (45)
"Very nice place. 10/10 would stay again"
The price is CA $90
CA $167 total
includes taxes & fees
Sep 3 - Sep 4
Blakley Hobbit Small Cabin

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

9.2 out of 10, Wonderful, (5)
"Nice place across from a campground. "
The price is CA $248
CA $432 total
includes taxes & fees
Sep 2 - Sep 3
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Private vacation house for larger groups near the Dells with heated game room.

9.8 out of 10, Exceptional, (75)
"The stay was fantastic! The fire pit and game room are nice touches. It's close to both the Dells and Reedsburg, but also far enough away to where there is no "Dells traffic." Excellent stay overall. Will definitely be coming back"
Private vacation house for larger groups near the Dells with heated game room.

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

10.0 out of 10, Exceptional, (148)
"Great cabin and solitude. Cabin is very nice and has everything. Really enjoyed the property."
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

Place of Peace - the Artist's Refuge

10.0 out of 10, Exceptional, (7)
"What a beautiful location! We went hiking and enjoyed the scenery. Loved the baby cows across the road. Thank you for sharing with us!"
The price is CA $180
CA $341 total
includes taxes & fees
Aug 29 - Aug 30
Place of Peace - the Artist's Refuge

Upper Place Vacation Cottage

9.6 out of 10, Exceptional, (35)
"Great host and communication. Everything went as planned and the Driftless area never disappoints. "
Upper Place Vacation Cottage

Dog-friendly log cabin on the river with deck & firepit - near Wisconsin Dells

8.2 out of 10, Very good, (25)
"The cabin was clean, cozy and beautiful. We really enjoyed our stay."
Dog-friendly log cabin on the river with deck & firepit - near Wisconsin Dells

Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

10.0 out of 10, Exceptional, (78)
"Always enjoy my time here."
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

9.8 out of 10, Exceptional, (141)
"Great spot for trout fishing and a great place to stay and relax on the porch after a full day exploring the many trout streams."
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

Westby Hideaway: Charming & Cozy 2-Bedroom Cabin on a Peaceful Dead-End Road.

9.8 out of 10, Exceptional, (7)
"Was such a charming property. We were made to feel very welcome. I’d like to go back and stay again."
Westby Hideaway: Charming & Cozy 2-Bedroom Cabin on a Peaceful Dead-End Road.

Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

10.0 out of 10, Exceptional, (256)
"We had a wonderful stay. Great hosts and a perfect cabin."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

Wagonwheel Ranch

2.0 star property
9.8 out of 10, Exceptional, (12)
"Beautiful place in a beautiful area"
Wagonwheel Ranch

Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing

10.0 out of 10, Exceptional, (179)
"This is the third time staying at this very quaint, super clean VRBO. I would highly recommend this well cared for place. "
Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing

3 BdrHomew/HotTub+FREE Firewood,sleeps10in Mauston,closeto WI Dells/Attractions

9.4 out of 10, Exceptional, (14)
"This was a great stay for the long weekend. Host was very responsive and neighbors were also very friendly! We will stay here again if we are in the area"
3 BdrHomew/HotTub+FREE Firewood,sleeps10in Mauston,closeto WI Dells/Attractions

Lakeside Ranch Cabin.

8.8 out of 10, Excellent, (75)
"This place is such a beautiful little gem. We needed to get out of Chicago for a few days and this was the perfect spot to do that! I highly recommend! "
Lakeside Ranch Cabin.

Unique! A renovated old railroad depot turned into a cozy cottage.

10.0 out of 10, Exceptional, (118)
"This is a cozy, delightful little spot in the middle of Wisconsin. We had a nice 3 day stay with no issues at all. The Depot was always nice and warm and welcoming. "
Unique! A renovated old railroad depot turned into a cozy cottage.

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

10.0 out of 10, Exceptional, (52)
"Very quiet and well kept property! "
The price is CA $151
CA $406 total
includes taxes & fees
Sep 17 - Sep 18
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Tanager cabin at Driftless Creek

10.0 out of 10, Exceptional, (101)
"It was wonderful! We loved it, the dogs loved it- a much needed winter retreat!"
Tanager cabin at Driftless Creek
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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Top Hillsboro Hotel Reviews

Find out more about Hillsboro

Find out more about Hillsboro

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 $90 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

Can I find vacation rentals in Hillsboro?

Yes, we have vacation rentals close to well known points of interest in Hillsboro, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Hillsboro has to offer?

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola: This vacation home rental near Hillsboro offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a pool table.

What can I see and do in Hillsboro?

While exploring the area, visit family-friendly sights like The Red Geranium Framing and Gifts, or get outside and enjoy nature at Lake Redstone. In the larger area, you’ll find Wildcat Mountain State Park and Kickapoo Valley Reserve.

What’s a vacation rental in Hillsboro like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Hillsboro. Vacation rentals offer extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.