Hillsboro Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Hillsboro holiday rentals

A living room with a television, a coffee table, a sofa, and a dining area in the background.

1. Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro Driftless Guesthouse is cozy and ready for you!
Hillsboro
10.0 out of 10, Exceptional, (33 reviews)
"The property is very well maintained, house was very cozy and relaxing. The host was great to communicate with."
United States
Tammy
The price is HK$1,058
HK$1,588 total
includes taxes & fees
17 Nov - 18 Nov
Hillsboro Driftless Guesthouse is cozy and ready for you!
A single-story house with a gabled roof, a front porch, and a small front yard with mulch and plants.

2. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (16 reviews)
"This is a cozy house with an excellent location, as we were biking and this is walking distance from the bike trail. We were a party of four and werenicely satisfied. We were very happy with communications!"
United States
Denise L.
The price is HK$1,568
HK$1,960 total
includes taxes & fees
10 Nov - 11 Nov
Colorful getaway in friendly Driftless village
A riverside park with a wooden bench, trees, and a grassy area.

3. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (50 reviews)
"A quiet spot w excellent scenery along the Kickapoo River. Great communication w host & easy check-in/out process."
United States
Rebecca B.
The price is HK$706
HK$1,199 total
includes taxes & fees
10 Nov - 11 Nov
Blakley Hobbit Large Cabin
Two dogs sitting on a grassy field with a pond and trees in the background.

4. Blakley Hobbit Campground-RV spot #4

Blakley Hobbit Campground-RV spot #4
Viola
10.0 out of 10, Exceptional, (3 reviews)
"Amazing location"
United States
Paul K.
The price is HK$392
HK$430 total
includes taxes & fees
10 Nov - 11 Nov
Blakley Hobbit Campground-RV spot #4
A rustic cabin with a wooden deck, a small wooden structure, and a fire pit area surrounded by rocks and fallen leaves.

5. Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.6 out of 10, Good, (58 reviews)
"fishing cabin."
United States
joe
The price is HK$510
HK$885 total
includes taxes & fees
19 Nov - 20 Nov
Blakley Hobbit Small Cabin
A modern living room with a sectional sofa, a wooden coffee table, and a dining area with a white table and chairs.

6. 2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC

2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC
Reedsburg
8.0 out of 10, Very good, (2 reviews)
"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
Kerri M.
The price is HK$787
HK$2,267 total
includes taxes & fees
10 Dec - 11 Dec
2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC
A spacious kitchen with wooden cabinets, a central island with stools, a dining area with a round table and chairs, and a ceiling fan.

7. 6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
9.8 out of 10, Exceptional, (27 reviews)
"It’s the good house and all the bed rooms have attached bathroom. Suggest to the homeowner is that keeping the bath shower and moisturizer at each room"
United States
Rambabu
The price is HK$4,233
HK$5,302 total
includes taxes & fees
10 Nov - 11 Nov
6 Bedroom Home in Gods Country
Two white hammocks hanging on a wooden porch with a view of a garden.

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

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Lyndon Station
10.0 out of 10, Exceptional, (91 reviews)
"Beautiful property, secluded, and very well maintained."
United States
Eukesha
The price is HK$1,108
HK$2,286 total
includes taxes & fees
15 Nov - 16 Nov
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
A cozy cabin interior with wooden walls, a stone fireplace, a dining area, and a kitchen with a large island.

9. Soothing cabin 1 out of 7 in New Lisbon

Soothing cabin 1 out of 7 in New Lisbon
New Lisbon
9.2 out of 10, Wonderful, (7 reviews)
"Great location. Met our needs perfectly"
United States
Tricia C.
The price is HK$1,207
HK$2,729 total
includes taxes & fees
10 Nov - 11 Nov
Soothing cabin 1 out of 7 in New Lisbon
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a television.

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

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Viola
9.2 out of 10, Wonderful, (21 reviews)
"Property fit our needs perfectly and check in and check out was easy!"
United States
Scott C.
The price is HK$1,411
HK$2,233 total
includes taxes & fees
10 Nov - 11 Nov
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Two dogs sitting on a grassy field with a pond and trees in the background.

11. #4 Blakley Hobbit Campground-Tent spot

#4 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (2 reviews)
"A great spot for a getaway weekend. 20 minutes to viroqua"
United States
Luke S.
The price is HK$157
HK$174 total
includes taxes & fees
10 Nov - 11 Nov
#4 Blakley Hobbit Campground-Tent spot
A cabin with a wooden interior, a fireplace, a sofa, a kitchen area, and large windows.

12. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (35 reviews)
"A great place to get away and relax."
United States
Betsy D.
The price is HK$1,317
HK$1,514 total
includes taxes & fees
18 Nov - 19 Nov
Your adventure begins the second you arrive!
Two dogs sitting on a grassy field with a pond and trees in the background.

13. #10 Blakley Hobbit Campground-Tent spot

#10 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (3 reviews)
"Great location"
United States
Huan B.
The price is HK$157
HK$174 total
includes taxes & fees
10 Nov - 11 Nov
#10 Blakley Hobbit Campground-Tent spot
Two dogs sitting on a grassy field with a pond and trees in the background.

14. Blakley Hobbit Campground-RV spot #1

Blakley Hobbit Campground-RV spot #1
Viola
9.0 out of 10, Wonderful, (4 reviews)
"Come up several times a year to this location nice mowed grass and close to river."
United States
Paul K.
The price is HK$392
HK$430 total
includes taxes & fees
10 Nov - 11 Nov
Blakley Hobbit Campground-RV spot #1
A covered deck with outdoor furniture, a small table, and a grill.

15. Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Norwalk
9.6 out of 10, Exceptional, (36 reviews)
"Great location for our family outing. Plenty of room for everyone and a nice deck for relaxing outside. Easy ride to the Kickapoo River as well as surrounding towns for a little bumming."
United States
Dawn C.
The price is HK$3,912
HK$6,724 total
includes taxes & fees
24 Nov - 25 Nov
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Two dogs sitting on a grassy field with a pond and trees in the background.

16. #3 Blakley Hobbit Campground-Tent spot

#3 Blakley Hobbit Campground-Tent spot
Viola
The price is HK$157
HK$174 total
includes taxes & fees
10 Nov - 11 Nov
#3 Blakley Hobbit Campground-Tent spot
A wooden cabin surrounded by snow-covered trees.

17. Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.6 out of 10, Exceptional, (55 reviews)
"This is a beautiful place to spend a couple of relaxing days. "
United States
Sujhey B.
The price is HK$1,080
HK$2,099 total
includes taxes & fees
17 Nov - 18 Nov
Cabin on the Kickapoo
Two dogs sitting on a grassy field with a pond and trees in the background.

18. #9 Blakley Hobbit Campground-Tent spot

#9 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (1 review)
The price is HK$157
HK$174 total
includes taxes & fees
10 Nov - 11 Nov
#9 Blakley Hobbit Campground-Tent spot
Two dogs sitting on a grassy field with a pond and trees in the background.

19. #8 Blakley Hobbit Campground-Tent spot

#8 Blakley Hobbit Campground-Tent spot
Viola
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed the campground very much. A little lacking in facilities but location makes up for it in spades!"
United States
Nicholas B.
The price is HK$157
HK$174 total
includes taxes & fees
10 Nov - 11 Nov
#8 Blakley Hobbit Campground-Tent spot
A large, multi-story house with a spacious driveway and a well-maintained lawn.

20. Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+

Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+
Camp Douglas
The price is HK$16,590
HK$18,495 total
includes taxes & fees
11 Nov - 12 Nov
Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+
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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Find out more about Hillsboro

Search for holiday rentals in Hillsboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Hillsboro using one of the methods below:

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Look no further and take a look at our great range of rental properties in Hillsboro!

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.

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

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes: This holiday home rental outside of Hillsboro is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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 wider area, you’ll find Wildcat Mountain State Park and Kickapoo Valley Reserve.

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 feature extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.