Hollandale Vacation Rentals

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Vacation Rentals in Hollandale

Our top choices for Hollandale vacation rentals

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

10.0 out of 10, Exceptional, (53)
"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

A Comfy Cozy Cottage on Clowney

9.6 out of 10, Exceptional, (108)
"Comfortable, easy stay for a weekend. "
$189 nightly
The price is $209
Sep 1 - Sep 2
Total with taxes and fees
A Comfy Cozy Cottage on Clowney

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

10.0 out of 10, Exceptional, (56)
"The property and house are breathtaking. We particularly loved the Tea House. Gorgeous, clean and the host was wonderful and responsive. A great place to stay!"
Elegant country retreat near Spring Green w expansive views of Driftless Region

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

10.0 out of 10, Exceptional, (359)
"Great host, super clean, beautiful!"
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (24)
"Prefect"
Paoli Den - Newly Remodeled!

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

8.8 out of 10, Excellent, (3)
"Quiet and peaceful. Close to Apple River Canyon and Yellowstone State Park. My wife and I had a wonderful time. Our dog had a blast too. We are planning on returning."
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

Serenity Cottage at Mineral Point

10.0 out of 10, Exceptional, (89)
"What a wonderful place to stay. So much better than a hotel."
$160 nightly
The price is $177
Sep 1 - Sep 2
Total with taxes and fees
Serenity Cottage at Mineral Point

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

10.0 out of 10, Exceptional, (15)
"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."
$168 nightly
The price is $186
Sep 1 - Sep 2
Total with taxes and fees
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

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

10.0 out of 10, Exceptional, (21)
"Barn was beautiful, clean & fun amenities."
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

Destination Driftless- A Trailside Retreat

9.4 out of 10, Exceptional, (28)
"Great place to stay. We werent at the house much. Just to sleep and get ready. House decor is very cute."
Destination Driftless- A Trailside Retreat

Beautifully updated home close to downtown New Glarus

10.0 out of 10, Exceptional, (59)
"Nice home, good neighborhood. Host easy to reach and very helpful."
Beautifully updated home close to downtown New Glarus

Suite in the heart of the center of spring green

9.8 out of 10, Exceptional, (86)
"Very nice and cozy, we will be renting again if available."
$122 nightly
The price is $128
Sep 1 - Sep 2
Total with taxes and fees
Suite in the heart of the center of spring green

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

9.6 out of 10, Exceptional, (64)
"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

Hamilton Goebel House 816 E Louisa St Darlington Wi

9.8 out of 10, Exceptional, (42)
"Will definitely stay again!"
$207 nightly
The price is $227
Sep 1 - Sep 2
Total with taxes and fees
Hamilton Goebel House 816 E Louisa St Darlington Wi

99.00 Fall Special in beautiful New Glarus

10.0 out of 10, Exceptional, (3)
"LOVELY PLACE! 3 comfy beds, nice bathrooms, living toom & large dining table easily accommodated our group. The kitchen was well stocked for us to prepare our meals. Great location, easy walking around the fun town!!"
$534 nightly
The price is $590
Sep 1 - Sep 2
Total with taxes and fees
99.00 Fall Special in beautiful New Glarus

Beautifully remodeled 2 bed 104 Berkley Verona #6

9.6 out of 10, Exceptional, (24)
"The apartment is well maintained and Joel was helpful. We’d stay again if we need a place to stay in Verona"
Beautifully remodeled 2 bed 104 Berkley Verona #6

Luxury Retreat in Prime Downtown Spring Green Location

10.0 out of 10, Exceptional, (54)
"We stayed here for our wedding weekend, and it was absolutely perfect. They gave us a bottle of champagne and flowers, and let us check out late the day after the wedding. Wonderful hosts, beautiful apartment. The best VRBO we’ve ever stayed in! "
Luxury Retreat in Prime Downtown Spring Green Location

Charming 1-bedroom apartment in the historic Hotel Royal.

Charming 1-bedroom apartment in the historic Hotel Royal.

Enjoy Nature with Full Comfort!

9.4 out of 10, Exceptional, (30)
"Great location, beautiful, clean, and friendly host"
$121 nightly
The price is $128
Sep 1 - Sep 2
Total with taxes and fees
Enjoy Nature with Full Comfort!

Less than one mile from the ATV Trail with a hot tub on deck to end your day!

10.0 out of 10, Exceptional, (4)
"Awesome place to stay, very clean and roomy"
Less than one mile from the ATV Trail with a hot tub on deck to end your day!
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

Find out more about Hollandale

Find out more about Hollandale

Everything you need to know about Hollandale 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 Hollandale vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Hollandale vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hollandale vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hollandale. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Hollandale in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hollandale rentals

At Expedia, we put the best Hollandale 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 Hollandale 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 Hollandale 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 Hollandale. 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

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.