Hollandale Vacation Rentals

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Jul 27 - Jul 28
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Aug 8 - Aug 10

Vacation Rentals in Hollandale

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
Step up to a cozy living area with a comfortable sofa and matching bench, surrounded by a dining space and large window.

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

10.0 out of 10, Exceptional, (49)
"A beautiful cabin, on a wonderful property, in a great part of the Driftless—not sure what more you could ask for... Highly recommended!"
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
Elegant country retreat near Spring Green w expansive views of Driftless Region
Relax in a warm and inviting space with a high ceiling and comfortable seating area.

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

10.0 out of 10, Exceptional, (47)
"The four of us enjoyed staying at this home. We were really wowed by the beauty of the home, and the property was private and spacious. We had fun walking around enjoying nature. "
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
Stunning two-story home with a central entrance, flanked by windows, and a charming balcony above.

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

10.0 out of 10, Exceptional, (146)
"We enjoyed our stay, peaceful, clean and everything we needed. "
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Relax in this serene room with a high ceiling, ceiling fan, and large window offering a view of the backyard and deck.

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

9.6 out of 10, Exceptional, (61)
"The property was beautiful and our group of 8 had tons of space. It was beautiful and we wish we could’ve stayed longer. We would definitely stay there again. "
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Hotel Royal Apartment 2
Enjoy cooking in this kitchen with a central island, stainless steel appliances, and ample cabinetry.

Hotel Royal Apartment 2

2.0 star property
9.4 out of 10, Exceptional, (6)
"I love everything about the apartment"
The price is ￥14,031
￥25,297 total
includes taxes & fees
Jul 31 - Aug 1
Hotel Royal Apartment 2
A Comfy Cozy Cottage on Clowney
Relax in a serene outdoor space with a fire pit, wooden bench, and picnic table.

A Comfy Cozy Cottage on Clowney

9.8 out of 10, Exceptional, (104)
"Was a wonderful place to stay"
The price is ￥19,938
￥30,682 total
includes taxes & fees
Jul 31 - Aug 1
A Comfy Cozy Cottage on Clowney
Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.
Cozy cabin-style room with a high ceiling and exposed beams, featuring a comfortable seating area and a large window.

Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.

10.0 out of 10, Exceptional, (351)
"Very beautiful property. My family can't wait to come back here!"
Nature Lover's Pardise In The Driftless Area Of Southern Wisconsin, USA.
Enjoy Nature with Full Comfort!
Relax in a serene outdoor space with a sofa, chairs, and hammock, surrounded by a pool and lush greenery.

Enjoy Nature with Full Comfort!

9.6 out of 10, Exceptional, (28)
"Great location, beautiful, clean, and friendly host"
The price is ￥11,963
￥18,854 total
includes taxes & fees
Aug 5 - Aug 6
Enjoy Nature with Full Comfort!
Beautifully updated home close to downtown New Glarus
Relax on the inviting front porch with Adirondack chairs, surrounded by a serene garden and a tranquil water feature.

Beautifully updated home close to downtown New Glarus

10.0 out of 10, Exceptional, (57)
"It was so good to come back to a clean and cozy house each evening after spending the day at the World Dairy Expo."
Beautifully updated home close to downtown New Glarus
The Yellow Farm
Compact kitchen with stainless steel appliances, white cabinetry, and a tiled backsplash.

The Yellow Farm

9.6 out of 10, Exceptional, (17)
"Great place and location to stay close to house on the rock and cave of the mounds."
The Yellow Farm
Destination Driftless- A Trailside Retreat
Traditional interior with a white cabinet, glass table, and dining area.

Destination Driftless- A Trailside Retreat

9.4 out of 10, Exceptional, (28)
"Perfect place to stay when visiting the Cheese trail, will definitely return to this property! "
Destination Driftless- A Trailside Retreat
Paoli Den - Newly Remodeled!
Enjoy cooking in this well-equipped kitchen with a microwave, coffee maker, and kettle.

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (21)
"We were in town for a wedding, and this was the perfect place for us and our two young children. The space was very clean and had everything we needed for our stay. The host was extremely friendly and helpful and was quick to respond to any messages. We would definitely recommend! "
Paoli Den - Newly Remodeled!
NEW Stunning views atop in the Driftless! 5 bedroom house on 4+ ac in Dodgeville
Kitchen features a central island with bar stools, microwave, stove, sink, and refrigerator.

NEW Stunning views atop in the Driftless! 5 bedroom house on 4+ ac in Dodgeville

10.0 out of 10, Exceptional, (1)
"The location was handy and the property was exceptional. Beds were comfortable and the living room is a great space to gather for games, movies or relax with a book. The kitchen had everything we needed and there is ample dining space for larger groups, inside or on the deck. We made use of the fire pit and very clean grill and watched the fireflies at night. It’s very quiet, private and clean. Towels and linens provided were high quality. The host was very thoughtful and communicative. Our...
NEW Stunning views atop in the Driftless! 5 bedroom house on 4+ ac in Dodgeville
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Two-story house with a garage on the ground floor, surrounded by a well-maintained lawn and stone wall.

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

10.0 out of 10, Exceptional, (12)
"I had the pleasure of spending a short weekend at The Earthhouse BnB in Mt. Horeb, and it was absolutely wonderful! The property is tucked away in a serene, peaceful location that provided the perfect escape from the hustle and bustle of everyday life. The BnB itself is charming and cozy, with unique touches that made it feel like a true home away from home."
The price is ￥15,212
￥27,581 total
includes taxes & fees
Aug 3 - Aug 4
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Clean and charming home in great location near Epic and downtown Verona!
Enjoy cooking in this well-equipped kitchen with a dishwasher, stove, microwave, and refrigerator.

Clean and charming home in great location near Epic and downtown Verona!

10.0 out of 10, Exceptional, (23)
"Very nice, comfy and clean!"
Clean and charming home in great location near Epic and downtown Verona!
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.
Exterior

The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.
Cabin on 35-Acre Farm in Blanchardville w/ Trails!
Cozy cabin-style accommodation with a wooden staircase, storage cabinet, and a comfortable bed.

Cabin on 35-Acre Farm in Blanchardville w/ Trails!

10.0 out of 10, Exceptional, (28)
"Relaxing quiet and great host "
Cabin on 35-Acre Farm in Blanchardville w/ Trails!
Pecatonica River Cabin ~ 9 Mi to Yellowstone Lake
Kitchen features a refrigerator, microwave, and sink with granite countertop, plus a flat-screen TV above the sink.

Pecatonica River Cabin ~ 9 Mi to Yellowstone Lake

9.6 out of 10, Exceptional, (9)
"The property was clean and cozy"
Pecatonica River Cabin ~ 9 Mi to Yellowstone Lake
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.
Enjoy al fresco dining in a serene natural setting surrounded by tall trees.

Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.

9.8 out of 10, Exceptional, (23)
"Had a great stay for a few days while our son played in Madison. The home was clean, easy to get to and the hosts were amazing!!"
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!
Swim surrounded by breathtaking views of the surrounding landscape from this pool area.

Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

9.6 out of 10, Exceptional, (4)
"Lots of beds and endless amenities to keep our large group busy and having fun all weekend. Would definitely stay here again. "
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!
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 Hollandale Hotel Reviews

Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

10/10 Excellent
"Excellent for family and business"
Prashant 1-night trip
Posted 1 day ago
Tru by Hilton Madison West, WI

Frequently asked questions

Are there vacation rentals in Hollandale?

Yes, you can find vacation rentals close to well known sights in Hollandale, or you can go with a secluded option if you're looking for relaxation.

What's the top vacation rental in Hollandale?

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly: Visitors like this Hollandale vacation home rental. It is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection 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 Swissland Miniature Golf, or get out into nature at a spot like Yellowstone Lake State Park. Nick Engelbert's Grandview and Blue Mound State Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Hollandale like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hollandale. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.