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Compare 46 Vacation Homes in Highland with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (41)
"Serene beautiful location Close to everything we wanted to do in area Perfect short stay"
Elegant country retreat near Spring Green w expansive views of Driftless Region

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

10.0 out of 10, Exceptional, (460)
"we love ours stays at this cabin so much - it is lovely, well appointed, and so peaceful. can’t recommend enough!"
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

River Road Getaway

9.4 out of 10, Exceptional, (16)
"Good property & great location. Barb was a pleasure to work with & answered all my questions whether thru VRBO or over the phone. "
The price is AED 735
AED 876 total
includes taxes & fees
31 May - 1 Jun
River Road Getaway

Entire 3 Bedroom House + Huge Wooded Yard

9.4 out of 10, Exceptional, (3)
"We had a very nice stay in Mineral Point! The house was clean and roomy for the 4 of us and when I had trouble with the VRBO app, the owner answered my call right away."
Entire 3 Bedroom House + Huge Wooded Yard

Serenity Cottage at Mineral Point

10.0 out of 10, Exceptional, (84)
"Cozy, well-appointed home. Great location with easy access to town. Will stay again for sure. "
The price is AED 606
AED 791 total
includes taxes & fees
1 Jun - 2 Jun
Serenity Cottage at Mineral Point

The Yellow Farm

9.4 out of 10, Exceptional, (14)
"We enjoyed our stay at the Farm House. It was clean and very comfortable to stay at. The location was perfect for us, attractions and restaurants within 20 minute drive."
The Yellow Farm

Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly

10.0 out of 10, Exceptional, (22)
"We were delighted to be surrounded by nature and a comfortable and nicely equipped cottage."
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly

150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI

9.8 out of 10, Exceptional, (76)
"Four gals taking a weekend getaway found some peace and lots of laughter at this historic home. We loved exploring the home and all of the relics within it. The shed, the firepit and walking trail were lovely additions. We even saw a fox that lives nearby! Would definitely stay again. "
150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI

Downtown's Best View at Howdle's Retreat

10.0 out of 10, Exceptional, (1)
"Beautiful, clean. Adequate parking nearby, quiet neighborhood. Walking to food, shopping, beverages, entertainment. It was so perfect for us. Hope to return!"
Downtown's Best View at Howdle's Retreat

MCM Influenced Home-*Sauna*

10.0 out of 10, Exceptional, (26)
"Very nice home in great location. "
MCM Influenced Home-*Sauna*

Relax with beautiful views overlooking the Wisconsin River

10.0 out of 10, Exceptional, (41)
"This was the easiest stay I have had with a vacation rental. The house was beautiful, just like the photos, and stocked with anything you may need! Amazingexperience."
Relax with beautiful views overlooking the Wisconsin River

Silver Birch Retreat. Spacious, pet friendly country home

10.0 out of 10, Exceptional, (11)
"It was a perfect house to have the family for thanksgiving"
Silver Birch Retreat. Spacious, pet friendly country home

Stunning Wisconsin Retreat on Active Farm!

10.0 out of 10, Exceptional, (19)
"Home was as described. Terrific location and no issues. Would highly recommend!"
Stunning Wisconsin Retreat on Active Farm!

Brigham View

10.0 out of 10, Exceptional, (8)
"Group of friends stayed for the weekend. Awesome house, beautiful views. Beds were very comfy!"
Brigham View

Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

9.8 out of 10, Exceptional, (18)
"Barn was beautiful, clean & fun amenities."
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

9.4 out of 10, Exceptional, (3)
"Perfect spot for a family getaway"
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

Historic District, Charming Cottage, Sleeps 10

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AED 716
AED 1,150 total
includes taxes & fees
1 Jun - 2 Jun
Historic District, Charming Cottage, Sleeps 10

Charming Historic Getaway: Unwind in Lancaster's Timeless Elegance

10.0 out of 10, Exceptional, (6)
"Thank you for the wonderful stay. Will definitely stay again!"
Charming Historic Getaway: Unwind in Lancaster's Timeless Elegance

Private Ridge top Cabin/House

10.0 out of 10, Exceptional, (5)
"excellent experience with this property"
Private Ridge top Cabin/House

Spacious Cabin on the Wisconsin River!

9.6 out of 10, Exceptional, (25)
"We had all the room we needed and more for our family time at this rental. Lovely views of the river and a great outdoor space. Would recommend for a larger family/group for sure. "
Spacious Cabin on the Wisconsin River!
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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