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Highland Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Highland vacation rentals

1 bedroom, iron/ironing board, bed sheets

Cheese Wedge Cabin Idyllic Farm

Cheese Wedge Cabin Idyllic Farm
Highland
10.0 out of 10, Exceptional, (1 review)
"If you are looking for a unconventional place to unplug and unwind, the Cheese Wedge Cabin is a charming getway. Etienne is a lovely host who made us feel welcome and comfortable on her farm. We got up close and personal with the sheep, chickens, and Phoenix the sheepdog (who is the gentlest giant and steadfast companion). We had plenty of privacy in the cabin while still being close enough to get anything we needed from the private guest kitchen & bath connected to the main house. Another...
United States
Annie
The price is AED 808
AED 995 total
includes taxes & fees
20 Jul - 21 Jul
Cheese Wedge Cabin Idyllic Farm
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 AED 320
AED 563 total
includes taxes & fees
30 Jun - 1 Jul
Crooked Creek - Relaxation Cabin
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 AED 360
AED 627 total
includes taxes & fees
30 Jun - 1 Jul
Crooked Creek - Rustic Cabin
TV, books

Crooked Creek - Serenity Cabin

Crooked Creek - Serenity Cabin
Boscobel
10.0 out of 10, Exceptional, (15 reviews)
"The space was amazing! Very clean and cozy. We got some much needed r & r. "
United States
Virginia W.
The price is AED 392
AED 714 total
includes taxes & fees
6 Jul - 7 Jul
Crooked Creek - Serenity Cabin
Interior

A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (127 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 AED 612
AED 911 total
includes taxes & fees
28 Jun - 29 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 AED 735
AED 884 total
includes taxes & fees
26 Jun - 27 Jun
River Road Retreat
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 AED 353
AED 527 total
includes taxes & fees
29 Jun - 30 Jun
Charming 3-bedroom upstairs apartment in welcoming Fennimore.
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 traveler
The price is AED 735
AED 884 total
includes taxes & fees
28 Jun - 29 Jun
River Road Getaway
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 AED 859
AED 1,368 total
includes taxes & fees
6 Jul - 7 Jul
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

Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville

8/10 Good
"The man who checked us in didnt have great customer service skills, but we didnt have any issues upon check in. The room was fine. Not large but we were just staying 1 night. The woman at breakfast was wonderful, however! We were there during a very low guest ratio and she offered to make us omelets since they didn't have any join food available. She was very friendly and breakfast was definitely adequate!"
Evann 1-night trip
Posted 15 hours ago
Sleep Inn & Suites Lancaster-Platteville

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.