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Highland Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Highland vacation rentals

Smart TV, fireplace, books, stereo

1. 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, (45 reviews)
"Great spot in town. Very nice space."
United States
Rebecca S.
The price is ￥10,351
￥37,836 total
includes taxes & fees
Aug 19 - Aug 20
Close to Local Opera House - On the main drag
Property grounds

2. Crooked Creek - Relaxation Cabin

Crooked Creek - Relaxation Cabin
Boscobel
9.8 out of 10, Exceptional, (12 reviews)
"The owners were very responsive. The property was well kept and comfortable. Even with the owners living on site, there was no one bothering us. We didn’t do any outdoor activities on the property with all of the cabins being rather close together with no separation, but it was too hot to be outside anyway."
United States
Danielle
The price is ￥13,887
￥24,421 total
includes taxes & fees
Aug 19 - Aug 20
Crooked Creek - Relaxation Cabin
TV, fireplace, books

3. Crooked Creek - Serenity Cabin

Crooked Creek - Serenity Cabin
Boscobel
10.0 out of 10, Exceptional, (16 reviews)
"Worked well for our 2-day stay. "
United States
John V.
The price is ￥17,011
￥30,969 total
includes taxes & fees
Aug 12 - Aug 13
Crooked Creek - Serenity Cabin
TV

4. Crooked Creek - Rustic Cabin

Crooked Creek - Rustic Cabin
Boscobel
9.6 out of 10, Exceptional, (10 reviews)
"very nice and quiet place to hang your hat."
United States
reuben n.
The price is ￥15,622
￥27,336 total
includes taxes & fees
Aug 12 - Aug 13
Crooked Creek - Rustic Cabin
Exterior

5. River Road Retreat

River Road Retreat
Muscoda
9.6 out of 10, Exceptional, (30 reviews)
"Will for sure stay again "
United States
Nicole
The price is ￥31,850
￥38,475 total
includes taxes & fees
Aug 12 - Aug 13
River Road Retreat
Interior

6. Charming 3-bedroom upstairs apartment in welcoming Fennimore.

Charming 3-bedroom upstairs apartment in welcoming Fennimore.
Fennimore
9.0 out of 10, Wonderful, (4 reviews)
"The property was exactly as described. The decor was super cute and the beds were very comfortable! Highly recommend this property!"
United States
Christina
The price is ￥19,110
￥32,763 total
includes taxes & fees
Sep 7 - Sep 8
Charming 3-bedroom upstairs apartment in welcoming Fennimore.
Interior

7. A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (133 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 ￥26,267
￥39,137 total
includes taxes & fees
Aug 13 - Aug 14
A Comfy Cozy Cottage on Clowney
Children's area

8. River Road Getaway

River Road Getaway
Muscoda
9.4 out of 10, Exceptional, (33 reviews)
"Nice clean place to stay for weekend vacation:) would stay again if in the area"
United States
Anonymous traveler
The price is ￥31,850
￥38,475 total
includes taxes & fees
Aug 12 - Aug 13
River Road Getaway
Smart TV, fireplace

9. Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point
Mineral Point
10.0 out of 10, Exceptional, (120 reviews)
"Super cute and cozy place - perfect for our getaway. "
United States
Katie K.
The price is ￥26,977
￥40,096 total
includes taxes & fees
Sep 8 - Sep 9
Serenity Cottage at Mineral Point
Coffee/tea maker, fridge, microwave, oven

10. KwikStay: Downtown Oasis In Spring Green//Steps to Park & Golf

KwikStay: Downtown Oasis In Spring Green//Steps to Park & Golf
Spring Green
9.8 out of 10, Exceptional, (25 reviews)
"This was a nice stay for us. House is in a nice, quiet neighborhood."
United States
Gretchen P.
The price is ￥38,126
￥46,049 total
includes taxes & fees
Sep 3 - Sep 4
KwikStay: Downtown Oasis In Spring Green//Steps to Park & Golf
Smart TV

11. 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
9.2 out of 10, Wonderful, (5 reviews)
"Awesome views, clean and Perfect for our 3 couples!"
United States
Cathleen T.
The price is ￥42,424
￥65,592 total
includes taxes & fees
Sep 8 - Sep 9
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

The Round Barn Lodge

The Round Barn Lodge

10/10 Excellent
"The pool was a little cold but not over powering with chlorine so that was good it didnt burn your eyes. The front desk associates are very nice . The room is big and inviting. Beds are a softer mattress, so comforting."
diana 1-night trip
Posted 5 hours ago
The Round Barn Lodge

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:

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

Frequently asked questions

Can I find a vacation rental in Highland?

Yes, we have vacation rentals near well known local attractions in Highland, or you can go with a more secluded option if you want a relaxing place to stay. Highland is known for its parks.

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

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin: This vacation home near Highland is located on a river and has a fireplace, a patio, and a barbecue grill 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 vacation with amenities like 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 larger area.

What’s a vacation rental in Highland like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Highland. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.