Highland Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Highland holiday rentals

Smart TV, fireplace, books, stereo

Close to Local Opera House - On the main drag

Close to Local Opera House - On the main drag
Downtown Mineral Point
9.8 out of 10, Exceptional, (44 reviews)
"Super cute, spacious, convenient location. Excellent communication from host. The area has a lot to do & we wish we had stayed longer!"
United States
Amy '.
The price is HK$458
HK$1,329 total
includes taxes & fees
4 May - 5 May
Close to Local Opera House - On the main drag
TV, books

Crooked Creek - Serenity Cabin

Crooked Creek - Serenity Cabin
Boscobel
10.0 out of 10, Exceptional, (13 reviews)
"Everything from booking, cleanliness, amenities and checking out were excellent. The front porch was wonderful!"
United States
Susan M B.
The price is HK$837
HK$1,515 total
includes taxes & fees
3 May - 4 May
Crooked Creek - Serenity Cabin
Smart TV, fireplace

Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point
Mineral Point
10.0 out of 10, Exceptional, (117 reviews)
"Outstanding property, great location, will stay again."
United States
James S.
The price is HK$1,273
HK$1,856 total
includes taxes & fees
4 May - 5 May
Serenity Cottage at Mineral Point
Exterior

River Road Retreat

River Road Retreat
Muscoda
9.6 out of 10, Exceptional, (25 reviews)
"Will for sure stay again "
United States
Nicole
The price is HK$1,567
HK$1,876 total
includes taxes & fees
3 May - 4 May
River Road Retreat
TV

Crooked Creek - Rustic Cabin

Crooked Creek - Rustic Cabin
Boscobel
9.6 out of 10, Exceptional, (8 reviews)
"very nice and quiet place to hang your hat."
United States
reuben n.
The price is HK$768
HK$1,336 total
includes taxes & fees
3 May - 4 May
Crooked Creek - Rustic Cabin
Interior

A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (123 reviews)
"This little house is a treasure. We loved staying there, and even on a subzero night it was cozy."
United States
Susan M.
The price is HK$1,304
HK$1,943 total
includes taxes & fees
8 May - 9 May
A Comfy Cozy Cottage on Clowney
Property grounds

Crooked Creek - Relaxation Cabin

Crooked Creek - Relaxation Cabin
Boscobel
9.6 out of 10, Exceptional, (10 reviews)
"Nice location quiet and relaxing)."
United States
Nick N.
The price is HK$683
HK$1,201 total
includes taxes & fees
13 May - 14 May
Crooked Creek - Relaxation Cabin
Children’s area

River Road Getaway

River Road Getaway
Muscoda
9.6 out of 10, Exceptional, (30 reviews)
"Nice clean place to stay for weekend vacation:) would stay again if in the area"
United States
Anonymous traveller
The price is HK$1,567
HK$1,876 total
includes taxes & fees
3 May - 4 May
River Road Getaway
Fridge, microwave, oven, stovetop

Downtown Spring Green Oasis Steps to Park & Golf

Downtown Spring Green Oasis Steps to Park & Golf
Spring Green
9.8 out of 10, Exceptional, (21 reviews)
"Beautiful spacious home with many amenities! The hot tub was very relaxing. We loved walking around town and being close to unique attractions like House on the Rock and Governor Dodge State Park."
United States
Gabriella C.
The price is HK$1,722
HK$2,081 total
includes taxes & fees
20 May - 21 May
Downtown Spring Green Oasis Steps to Park & Golf
Interior

Charming 3-bedroom upstairs apartment in welcoming Fennimore.

Charming 3-bedroom upstairs apartment in welcoming Fennimore.
Fennimore
10.0 out of 10, Exceptional, (1 review)
"Apartment was big and clean. Check in was super easy! Bed was comfortable and rooms are very spacious. I would definitely stay again if I’m in the area."
United States
DeAnne V.
The price is HK$752
HK$1,124 total
includes taxes & fees
3 May - 4 May
Charming 3-bedroom upstairs apartment in welcoming Fennimore.
3 bedrooms, free WiFi, bed sheets

Relax with beautiful views overlooking the Wisconsin River

Relax with beautiful views overlooking the Wisconsin River
Blue River
10.0 out of 10, Exceptional, (56 reviews)
"Great place to relax and get away. "
United States
Debbie N.
The price is HK$2,546
HK$4,223 total
includes taxes & fees
24 May - 25 May
Relax with beautiful views overlooking the Wisconsin River
Living area

Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point

Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point
Mineral Point
The price is HK$2,009
HK$3,136 total
includes taxes & fees
3 May - 4 May
Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point
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

Don Q Inn

Don Q Inn

4/10 Poor
"Needs a lot of cleaning and maintenance"
Rick 2-night trip
Posted 2 hours ago
Don Q Inn

Find out more about Highland

Search for holiday rentals in Highland on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland using one of the methods below:

  • View our selection of featured holiday rentals in Highland
  • Use the map to find apartments and other holiday homes in the Highland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Highland while they last

Look no further and take a look at our great range of rental properties in Highland!

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 The House on the Rock 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.