Holiday Rentals in Highland

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Holiday Rentals in Highland

Highland: Driftless Fun Awaits

Highland
10.0 out of 10, Exceptional, (1)
"Great property. Had everything we needed. Highly recommend. "
United States
Joshua
The price is €207
includes taxes & fees
18 Nov - 19 Nov
Highland: Driftless Fun Awaits

Rustic Cabin at Crooked Creek

Boscobel
9.6 out of 10, Exceptional, (8)
"It was a beautiful, solidly built, cozy cabin in a very pretty location. Perfect getaway spot. Very kind and helpful host! "
United States
Lindsay W.
The price is €145
includes taxes & fees
17 Nov - 18 Nov
Rustic Cabin at Crooked Creek

Serenity cabin at Crooked Creek

Boscobel
10.0 out of 10, Exceptional, (11)
"This cabin was everything I was looking for in a 3 day fishing trip. Located in a quiet hollow with lots of wildlife and only 15 minutes from great trout streams. It was quaint, but we did not spend much time inside. Check in/out was a breeze. I’ll be keeping this cabin in mind if I return to the Wisconsin Driftless. "
United States
Will C.
The price is €146
includes taxes & fees
18 Nov - 19 Nov
Serenity cabin at Crooked Creek

Relaxation cabin at Crooked Creek

Boscobel
9.8 out of 10, Exceptional, (7)
"We really enjoyed the small cabin, just right for 2. In a quiet out of the way location. Got locked out after a late night of fishing. Hostess came and let us in. She was awesome. I would recommend this location to anyone. Thank you "
United States
Mona R.
The price is €137
includes taxes & fees
16 Nov - 17 Nov
Relaxation cabin at Crooked Creek

A Comfy Cozy Cottage on Clowney

Mineral Point
9.6 out of 10, Exceptional, (117)
"Comfortable, easy stay for a weekend. "
United States
Kelly
The price is €185
includes taxes & fees
13 Nov - 14 Nov
A Comfy Cozy Cottage on Clowney

Close to Local Opera House - On the main drag

Downtown Mineral Point
9.8 out of 10, Exceptional, (39)
"We had an amazing time during our stay. This location was absolutely perfect close to everything, very quiet and cozy."
United States
Charles A.
The price is €157
includes taxes & fees
10 Nov - 11 Nov
Close to Local Opera House - On the main drag

Serenity Cottage at Mineral Point

Mineral Point
10.0 out of 10, Exceptional, (99)
"Cozy home with good beds and kitchen"
United States
Claudia W.
The price is €172
includes taxes & fees
10 Nov - 11 Nov
Serenity Cottage at Mineral Point

Quaint & Quiet 2 bed 1 bath

Fennimore
10.0 out of 10, Exceptional, (1)
"the location was convinience for us considering my brother lives one block away.They were very nice to accommodate a very late check in."
United States
Monica R.
The price is €136
includes taxes & fees
10 Nov - 11 Nov
Quaint & Quiet 2 bed 1 bath

River Road Retreat

Muscoda
9.6 out of 10, Exceptional, (21)
"Loved the place. Very clean & cozy. We go back to stay "
United States
Christy G.
The price is €211
includes taxes & fees
10 Nov - 11 Nov
River Road Retreat

River Road Getaway

Muscoda
9.6 out of 10, Exceptional, (27)
"Nice clean place to stay for weekend vacation:) would stay again if in the area"
United States
Anonymous traveller
The price is €211
includes taxes & fees
19 Nov - 20 Nov
River Road Getaway

Historic District, Charming Cottage, Sleeps 10

2.0 star property
Mineral Point
10.0 out of 10, Exceptional, (1)
The price is €309
includes taxes & fees
10 Nov - 11 Nov
Historic District, Charming Cottage, Sleeps 10

Hot Tub/Golfing/King Bed @ The Hemlock

Spring Green
9.8 out of 10, Exceptional, (20)
"We had a nice time staying here - lots of space, clean, and nice neighborhood."
United States
Lori V.
Hot Tub/Golfing/King Bed @ The Hemlock

Relax with beautiful views overlooking the Wisconsin River

Blue River
10.0 out of 10, Exceptional, (53)
"The house was great, we had a very relaxing and fun vacation!"
United States
Wendy B.
The price is €349
includes taxes & fees
1 Dec - 2 Dec
Relax with beautiful views overlooking the 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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Top Highland Hotel Reviews

Find out more about Highland

Everything you need to know about Highland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Highland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Highland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Highland holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland holiday rentals we have selected for you start as low as €136 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Highland rentals

At Expedia, we put the best Highland holiday 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 Highland 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 Highland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland. 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

Can I find a holiday rental in Highland?

Yes, there are holiday rentals close to the most popular sights in Highland, or you can select a more secluded option if you're looking for a relaxing stay. Highland is known for its parks.

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

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin: This holiday home rental outside of Highland is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in Highland?

Beach at Black Hawk Lake Recreation Area and Blackhawk Lake Recreation Area are a couple of lovely local spots to get outside and enjoy nature. Spurgeon Vineyards & Winery and Whispering Winds Winery are a couple of places you'll find in the wider area.

What’s a holiday rental in Highland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Highland. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.