Find Cabins in Highland for Rent from CA $99

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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Highland Cabin Rentals

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
Experience the charm of a traditional cabin retreat with a balcony overlooking a serene forest and grassy slope.

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

10.0 out of 10, Exceptional, (146)
"Great cabin and solitude. Cabin is very nice and has everything. Really enjoyed the property."
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
Aunt Happy’s Hideaway: charming 2 bedroom cabin near Mineral Point
Relax on the deck with a serene view of lush greenery and trees.

Aunt Happy’s Hideaway: charming 2 bedroom cabin near Mineral Point

9.2 out of 10, Wonderful, (5)
The price is CA $305
CA $401 total
includes taxes & fees
Aug 17 - Aug 18
Aunt Happy’s Hideaway: charming 2 bedroom cabin near Mineral Point
Serenity cabin at Crooked Creek
Cozy cabin with a gabled roof and a small porch area, featuring a single window and a larger window on the upper level.

Serenity cabin at Crooked Creek

10.0 out of 10, Exceptional, (7)
"Came up to see mom. Me and my siblings wanted something other that the typical 3 motel rooms. Cabin was clean and quiet. Nice to be able to share a weekend together without the spouses. Cannot wait to rebook for family reunion or another getaway. "
The price is CA $117
CA $225 total
includes taxes & fees
Aug 19 - Aug 20
Serenity cabin at Crooked Creek
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
Cozy cabin with a sloped roof and porch, set amidst a serene natural landscape.

Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin

10.0 out of 10, Exceptional, (43)
"Was a wonderful Valentine’s Day weekend very quiet cozy stay will definitely be staying there again "
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
Amish-Built Cabin in the Driftless Area
Relax on the porch with a serene view of lush greenery.

Amish-Built Cabin in the Driftless Area

10.0 out of 10, Exceptional, (66)
"Beautiful, secluded location. Everything about the cabin fit our needs as a larger group of six"
Amish-Built Cabin in the Driftless Area
Rustic, small and primitive cabin - Riverview Cabin, LLC
Step into this charming cabin with a covered porch and enjoy the view from the window.

Rustic, small and primitive cabin - Riverview Cabin, LLC

9.8 out of 10, Exceptional, (52)
"Great place to stay. We work up in the area, and it's such a nice quiet place to unwind after work. Everything you need is right there. Beds are comfortable, place is well taken care of."
Rustic, small and primitive cabin - Riverview Cabin, LLC
Relaxation cabin at Crooked Creek
Exterior

Relaxation cabin at Crooked Creek

9.4 out of 10, Exceptional, (3)
"Everything smooth and the cabin was very good "
The price is CA $99
CA $199 total
includes taxes & fees
Aug 10 - Aug 11
Relaxation cabin at Crooked Creek
Cozy hillside retreat near trout stream, public forest and UTV trails.
Enjoy the peaceful atmosphere of this cabin's covered porch and deck area, surrounded by a lush lawn and wooded surroundings.

Cozy hillside retreat near trout stream, public forest and UTV trails.

10.0 out of 10, Exceptional, (6)
"Great cabin in a great location. So peaceful and relaxing. We loved our time there and are looking forward to returning!"
Cozy hillside retreat near trout stream, public forest and UTV trails.
River Road Retreat
Situated in a wooded area, this cabin offers a tranquil retreat with a spacious porch and upper deck.

River Road Retreat

9.4 out of 10, Exceptional, (14)
"Relaxing trip with family- lived the cabin and the kids loved the basement"
The price is CA $275
CA $328 total
includes taxes & fees
Aug 14 - Aug 15
River Road Retreat
Private Ridge top Cabin/House
Situated on a gentle slope, this two-story building offers a serene natural setting surrounded by trees and shrubs.

Private Ridge top Cabin/House

10.0 out of 10, Exceptional, (5)
"excellent experience with this property"
Private Ridge top Cabin/House
Rustic Cabin at Crooked Creek
Surrounded by lush greenery, this cabin offers a peaceful retreat.

Rustic Cabin at Crooked Creek

9.6 out of 10, Exceptional, (7)
"Very lovely location. Quiet and clean. We will stay again (already our 2nd stay)"
The price is CA $111
CA $212 total
includes taxes & fees
Aug 15 - Aug 16
Rustic Cabin at Crooked Creek
Cheese Wedge Cabin Idyllic Farm
Relax on the covered porch with Adirondack chairs, surrounded by a deck and trees.

Cheese Wedge Cabin Idyllic Farm

10.0 out of 10, Exceptional, (1)
"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...
Cheese Wedge Cabin Idyllic Farm
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

Elegant country retreat near Spring Green w expansive views of Driftless Region

Elegant country retreat near Spring Green w expansive views of Driftless Region

10/10 Excellent
"Beautiful setting, very peaceful and loved the sunsets on the deck. Couldn’t wait to come back there at the end of the day. Very well equipped. Loved our get away there!"
Jamie M. 2-night trip
Posted 1 day ago
Elegant country retreat near Spring Green w expansive views of Driftless Region