Hollandale Holiday Rentals

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Holiday Rentals in Hollandale

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

10.0 out of 10, Exceptional, (39)
"This place is absolutely beautiful ! The property you stay on is an amazing farm. Trees everywhere, a pond, hills, cliffs. The home you rent is so homey, extremely clean,and these people have thought of everything to make it great for their guests. Tons of things to do during bad weather. The place is equiped with art supplies, games, movies - whatever you may like. The owner/property manager is the sweetest person ever, and always great to deal with. This has become our new favorite...
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

10.0 out of 10, Exceptional, (11)
"This was a perfect spot for our small family wedding. Our entire group loved this place. We were a little concerned if the traffic noise would be a problem, but we didn't even notice it. There were so many entertainment amenities, no one was without something to do during our stay."
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

Legacy Guest House , Mount Horeb WI

10.0 out of 10, Exceptional, (51)
"The property was as advertised. It was cute and made good use of the space available. Not overly spacious but we were comfortable with four adults. The “rules” were very clearly posted and were more than reasonable. The only feedback I would give is that it didn’t appear to have the floors well swept and countertops wiped, nor the toilets cleaned. However, they weren’t filthy by any means. Just needed to have a quick cleanup. The linens were all nice and easily accessible. We would stay again. "
Legacy Guest House , Mount Horeb WI

Enjoy Nature with Full Comfort!

9.8 out of 10, Exceptional, (22)
"Very comfortable bed. The host had nice little touches to ensure guests are comfortable. Check in and check out was easy. We felt safe and secure. The ride into Madison was not bad at all. We would stay again. "
The price is AU$214
includes taxes & fees
2 Dec - 3 Dec
Enjoy Nature with Full Comfort!

Serenity Cottage at Mineral Point

10.0 out of 10, Exceptional, (74)
"Nice spacious home with large kitchen. Very clean and close to downtown. "
The price is AU$266
includes taxes & fees
8 Dec - 9 Dec
Serenity Cottage at Mineral Point

Enjoy peaceful surroundings

10.0 out of 10, Exceptional, (31)
"We had a wonderful stay at this lovely home, which was not only clean but also incredibly spacious, providing us with plenty of room to relax and unwind. The thoughtful details throughout the house made it feel welcoming and comfortable, and it was fully equipped with everything we could possibly need during our visit. The surroundings were absolutely picturesque, with beautiful scenery that enhanced our overall experience. We truly enjoyed exploring the area and appreciate the thoughtfulness...
Enjoy peaceful surroundings

Suite in the heart of the center of spring green

9.8 out of 10, Exceptional, (76)
"We were riding a motorcycle and visiting Spring Green. Great location, cute, clean and convenient. More restaurants open Wednesday thru Saturday "
Suite in the heart of the center of spring green

Spacious, Pet Friendly Apartment in the Heart of Downtown

9.8 out of 10, Exceptional, (10)
"It was right in the heart of downtown. "
The price is AU$434
includes taxes & fees
17 Dec - 18 Dec
Spacious, Pet Friendly Apartment in the Heart of Downtown

A Comfy Cozy Cottage on Clowney

9.8 out of 10, Exceptional, (87)
"Really enjoyed staying in this historic home, very cozy, and we especially enjoyed the fire ring out back as well as the quiet neighborhood and close proximity to shops and restaurants…"
The price is AU$352
includes taxes & fees
5 Dec - 6 Dec
A Comfy Cozy Cottage on Clowney

Serene Views: Quiet Farmhouse Cabin in Wisconsin!

10.0 out of 10, Exceptional, (49)
"Wonderful cabin. Calming views. Just what we needed. Clean, well stocked with EVERYTHING. Special treats where a lovely surprise! Will be back. "
Serene Views: Quiet Farmhouse Cabin in Wisconsin!

Elegant country retreat near Spring Green w expansive views of Driftless Region

10.0 out of 10, Exceptional, (27)
"Spring Green was a great halfway point for meeting up with friends. Three couples shared this beautiful house for a low key weekend. This unique property had everything we were looking for. The house is well-maintained, was fully stocked (especially the kitchen), and offers a spacious layout. The setting is beautiful. Barbara was a wonderful host."
Elegant country retreat near Spring Green w expansive views of Driftless Region

Picturesque Golf Course Home Near American Players Theatre, Taliesin & WI River

10.0 out of 10, Exceptional, (97)
"The house was awesome! We had so much fun hanging out at the house. We enjoyed checking out cave of the mounds and then a birthday celebration for my 6 year old at the house. We fed the birds, took a walk, watched football, and drank plenty of apple cider. My sister from S.C. stayed with us and we enjoyed all the Frank loyd Wright books, area architecture. It was perfect!"
Picturesque Golf Course Home Near American Players Theatre, Taliesin & WI River

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

10.0 out of 10, Exceptional, (135)
" This home sits on a hill looking west. The home is spacious with a nice back yard and firepit. Close to New Glarus. The rooms are big and very clean. The kitchen has everything you need. Communication with the owner was awesome. Would definitely stay again."
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

MCM Influenced Home-*Sauna*

10.0 out of 10, Exceptional, (25)
"Hannah’s house was perfect for our stay. The beds were comfy, the living room just right for conversation and the outside view through the expansive glass windows so restful. We can hardly wait to revisit this sweet home! Thank you Hannah! "
MCM Influenced Home-*Sauna*

Destination Driftless- A Trailside Retreat

9.4 out of 10, Exceptional, (24)
"We have stayed here 2 previous times. We love the location. Thanks for sharing your home with us."
Destination Driftless- A Trailside Retreat

Social Distance in Our Gorgeous, Private Retreat in the Woods

9.4 out of 10, Exceptional, (54)
"Unique rustic cabin. We enjoyed the space, solitude, and beautiful countryside."
Social Distance in Our Gorgeous, Private Retreat in the Woods

The Hemlock/Hot Tub/Private Backyard/Golfing

9.8 out of 10, Exceptional, (9)
"Great location and wonderful home! Very convenient and comfortable!"
The price is AU$503
includes taxes & fees
4 Dec - 5 Dec
The Hemlock/Hot Tub/Private Backyard/Golfing

Double Full Room at The Little Village

9.6 out of 10, Exceptional, (15)
"Our stay was quite pleasant. There was an issue with our thermostat when we first arrived. We texted the number provided and within thirty minutes someone had arrived to resolve the issue. Very happy with the service. "
The price is AU$185
includes taxes & fees
5 Dec - 6 Dec
Double Full Room at The Little Village

Riverfront Cabin Rental ~ 9 Mi to Yellowstone Lake

10.0 out of 10, Exceptional, (2)
Riverfront Cabin Rental ~ 9 Mi to Yellowstone Lake

Beautifully updated home close to downtown New Glarus

10.0 out of 10, Exceptional, (55)
"Everything was wonderful! Super clean and super easy communications. Thanks for a wonderful weekend!"
Beautifully updated home close to downtown New Glarus
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 types of properties in Hollandale you may be interested in

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

10.0 out of 10, Exceptional, (39)
"This place is absolutely beautiful ! The property you stay on is an amazing farm. Trees everywhere, a pond, hills, cliffs. The home you rent is so homey, extremely clean,and these people have thought of everything to make it great for their guests. Tons of things to do during bad weather. The place is equiped with art supplies, games, movies - whatever you may like. The owner/property manager is the sweetest person ever, and always great to deal with. This has become our new favorite...
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

Tru by Hilton Madison West, WI

2.5 star property
9.4 out of 10, Exceptional, (1012)
"Clean and simple"
The price is AU$112
includes taxes & fees
29 Dec - 30 Dec
Tru by Hilton Madison West, WI

Homewood Suites by Hilton Madison West

3.0 star property
9.4 out of 10, Exceptional, (763)
"Front desk check in and out was professional, friendly and helpful. Breakfast staff were super friendly. Room was great and clean. No complaints. "
The price is AU$141
includes taxes & fees
2 Dec - 3 Dec
Homewood Suites by Hilton Madison West
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.

Frequently asked questions

Are there holiday rentals in Hollandale?

Yes, there are holiday rentals close to the most popular sights in Hollandale, 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 Hollandale has to offer?

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly: This highly rated holiday home rental in Hollandale is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Hollandale?

Explore the area and family-friendly sights such as Mineral Point Railroad Museum, or get out into nature at a spot like Yellowstone Lake State Park. Nick Engelbert's Grandview and Botham Vineyards are a couple of places you'll find in the wider area.

What’s a holiday rental in Hollandale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hollandale. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip.