Holiday Homes in Hollandale

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Featured Holiday Homes in Hollandale

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

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

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

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

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

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

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

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (7)
"Close to a great walking path with easy highway access into Madison. The hosts were quick in communication and responsive which was very much appreciated given our short-notice booking and request. "
Paoli Den - Newly Remodeled!

Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

3.4 out of 10, (9)
"Fished the Madison chain while we stayed here. 20 minutes to the ramp. Plenty of places to eat in neighborhood easy gas stops on easy to ramp. Plenty of room to move around in house for the four of us. Driveway and street parking were available for two bass boats and trucks. Electric hook up was great for charging batteries."
The price is AU$375
includes taxes & fees
13 Dec - 14 Dec
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

Historic farmhouse with WiFi, dog-friendly, close to rec trails

2.0 star property
9.6 out of 10, Exceptional, (8)
"its perfect place for spend good time from city "
Historic farmhouse with WiFi, dog-friendly, close to rec trails

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

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

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

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

10.0 out of 10, Exceptional, (9)
"My friend and I have known each other since we were 17 years old. We're now senior citizens and meet up at least once a year. We had a delightful weekend!"
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more

9.8 out of 10, Exceptional, (7)
"Property was perfect. We were there for a bachelor party and the house was big and clean. Perfect balconies overlooking the front yard and pool area. Pool was perfect! A lot of brush surrounding. The sauna may have been the best part of this house! Be sure to use quiet hours at 10, although, you do not have any direct sight of any houses. Would recommend for larger groups!"
Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more

Countainer House near Wisconsin River

9.8 out of 10, Exceptional, (86)
"You'd never guess you're staying in shipping containers! Very cute decor and extremely clean. This property is perfect for two couples with two identical bed/bath combos. It's very close to downtown Spring Green-quick and easy to get everywhere in the area. My husband and I walked along the DNR trails on the land right next to the property. Just a great place to stay!"
Countainer House near Wisconsin River
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 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
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

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