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Highland Holiday Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Highland holiday rentals

Interior

A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (125 reviews)
"An beautiful home with an interesting history right by the lovely downtown. We thoroughly enjoyed our stay, as we felt welcome and comfortable."
United States
Tashia N.
The price is HK$1,304
HK$1,935 total
includes taxes & fees
23 Jun - 24 Jun
A Comfy Cozy Cottage on Clowney
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
21 Jun - 22 Jun
River Road Retreat
Children’s area

River Road Getaway

River Road Getaway
Muscoda
9.6 out of 10, Exceptional, (32 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
18 Jun - 19 Jun
River Road Getaway
Interior

Charming 3-bedroom upstairs apartment in welcoming Fennimore.

Charming 3-bedroom upstairs apartment in welcoming Fennimore.
Fennimore
8.8 out of 10, Excellent, (3 reviews)
"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
18 Jun - 19 Jun
Charming 3-bedroom upstairs apartment in welcoming Fennimore.
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$769
HK$1,337 total
includes taxes & fees
22 Jun - 23 Jun
Crooked Creek - Rustic Cabin
Smart TV

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
10.0 out of 10, Exceptional, (2 reviews)
"Awesome views, clean and Perfect for our 3 couples!"
United States
Cathleen T.
The price is HK$1,692
HK$2,752 total
includes taxes & fees
20 Jun - 21 Jun
Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point
Property grounds

Crooked Creek - Relaxation Cabin

Crooked Creek - Relaxation Cabin
Boscobel
9.8 out of 10, Exceptional, (11 reviews)
"Very cute cabin in a peaceful setting. Cozy place to lay your head after a long day. Much to do and see in the area. Host was very responsive to any issues that arise, and quick to fix any problems. Will be recommending to family and friends!"
United States
Rosebrad
The price is HK$683
HK$1,201 total
includes taxes & fees
23 Jun - 24 Jun
Crooked Creek - Relaxation Cabin
TV, books

Crooked Creek - Serenity Cabin

Crooked Creek - Serenity Cabin
Boscobel
10.0 out of 10, Exceptional, (14 reviews)
"The space was amazing! Very clean and cozy. We got some much needed r & r. "
United States
Virginia W.
The price is HK$837
HK$1,507 total
includes taxes & fees
21 Jun - 22 Jun
Crooked Creek - Serenity Cabin
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

Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center

10/10 Excellent
"clean and cute little hotel."
Scott 2-night trip
Posted 3 hours ago
Ramada by Wyndham Richland Center

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?

Blackhawk Lake Recreation Area and Beach at Black Hawk 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.