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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

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

Elegant country retreat near Spring Green w expansive views of Driftless Region
Smart TV, DVD player, books

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

10.0 out of 10, Exceptional, (34)
"Great location for seeing wildlife. We were even lucky enough to see a bobcat. Property was well off the road and seemed like you were living on "Little House on the Prairie." House was exactly as described, and we couldn't have asked for a better location to see House on the Rock and Cave of the Mounds. Enjoyed are family time together and will definitely be back."
Elegant country retreat near Spring Green w expansive views of Driftless Region
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
TV, DVD player, books, video library

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

10.0 out of 10, Exceptional, (451)
"Excellent "
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly
Outdoor dining

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

9.8 out of 10, Exceptional, (19)
"The cabin was exactly what my husband and I were looking for. It was well appointed, clean, beautifully decorated, and located on a beautiful, serene lake. There was plenty of room for our two dogs to run and explore the property. We look forward to staying again!"
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly
Beautiful home located in the heart of Spring Green, close to area attractions
Interior

Beautiful home located in the heart of Spring Green, close to area attractions

10.0 out of 10, Exceptional, (11)
"The property felt like home as soon as we stepped through the front door. Fully appointed with everything one would need. Decor was very tasteful and warm. Our son loved the gym and the cool shower in the basement area. Highly recommend and should we be back in the area to visit family, we would definitely rent this beautiful property again!"
Beautiful home located in the heart of Spring Green, close to area attractions
The Yellow Farm
Fridge, microwave, oven, stovetop

The Yellow Farm

9.4 out of 10, Exceptional, (13)
"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
Serenity Cottage at Mineral Point
Outdoor dining

Serenity Cottage at Mineral Point

10.0 out of 10, Exceptional, (82)
"What a wonderful place to stay. So much better than a hotel."
The price is SAR 619
SAR 809 total
includes taxes & fees
9 Apr - 10 Apr
Serenity Cottage at Mineral Point
Historic Stone House & Adjoining "Summer Kitchen" Bedrooms
Exterior

Historic Stone House & Adjoining "Summer Kitchen" Bedrooms

9.8 out of 10, Exceptional, (10)
"Brisbane house was the perfect setting for my husband, myself, our 4 children and their partners plus 2 furry friends for our Christmas and New Years celebrations! Beautifully decorated for the holidays along with amazing artwork throughout the house. The layout of the house was perfect for us and the summer kitchen bedroom was bright and beautiful. Excellent communication from the host and beautiful walking/hiking trails throughout the property. Highly recommend!"
Historic Stone House & Adjoining "Summer Kitchen" Bedrooms
150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI
Outdoor dining

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

9.8 out of 10, Exceptional, (75)
"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
Hot Tub/Golfing/King Bed @ The Hemlock
Fridge, microwave, oven, stovetop

Hot Tub/Golfing/King Bed @ The Hemlock

10.0 out of 10, Exceptional, (13)
"My siblings and I do an annual overnight. This place fit the bill. We will make it our annual location."
The price is SAR 1,084
SAR 1,511 total
includes taxes & fees
27 Apr - 28 Apr
Hot Tub/Golfing/King Bed @ The Hemlock
Relax with beautiful views overlooking the Wisconsin River
Fridge, microwave, oven, stovetop

Relax with beautiful views overlooking the Wisconsin River

10.0 out of 10, Exceptional, (40)
"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
Serenity awaits at this secluded riverfront property
Outdoor dining

Serenity awaits at this secluded riverfront property

10.0 out of 10, Exceptional, (44)
"3 of us stayed for 2 nights at this great house. For us it is all about the views and these were lovely. Very private and quiet. House had everything we needed and was cute, comfortable and very clean. Would stay there again."
Serenity awaits at this secluded riverfront property
Escape to Serenity at The Covered Bridge Hideaway-The Perfect Vacation Rental!
Exterior

Escape to Serenity at The Covered Bridge Hideaway-The Perfect Vacation Rental!

10.0 out of 10, Exceptional, (98)
"We had a restful, wonderful time. Thank you. Everything we needed "
Escape to Serenity at The Covered Bridge Hideaway-The Perfect Vacation Rental!
Historic District, Charming Cottage, Sleeps 10
Fireplace

Historic District, Charming Cottage, Sleeps 10

2.0 star property
The price is SAR 732
SAR 1,176 total
includes taxes & fees
9 Apr - 10 Apr
Historic District, Charming Cottage, Sleeps 10
Private Ridge top Cabin/House
Miscellaneous

Private Ridge top Cabin/House

10.0 out of 10, Exceptional, (4)
"excellent experience with this property"
Private Ridge top Cabin/House
Stunning Wisconsin Retreat on Active Farm!
Fridge, microwave, stovetop, dishwasher

Stunning Wisconsin Retreat on Active Farm!

10.0 out of 10, Exceptional, (18)
"Home was as described. Terrific location and no issues. Would highly recommend!"
Stunning Wisconsin Retreat on Active Farm!
Picturesque Golf Course Home Near American Players Theatre, Taliesin & WI River
Outdoor dining

Picturesque Golf Course Home Near American Players Theatre, Taliesin & WI River

10.0 out of 10, Exceptional, (98)
"This is a fantastic rental. The location site is absolutely beautiful backing up to the golf course fairway and is well maintained. The house is in great condition and the interior is even better than the pictures. It’s a short drive to the village of Spring Green and several great eating establishments. It’s also very close to Taliesin and House on the Rock. The owner is very good to work with and we had good communication. We thoroughly enjoyed this trip!"
Picturesque Golf Course Home Near American Players Theatre, Taliesin & WI River
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
Dining

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

10.0 out of 10, Exceptional, (17)
"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!
Indoor pool, a heated pool

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

10.0 out of 10, Exceptional, (1)
"Perfect spot for a family getaway"
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!
River Road Getaway
Outdoor dining

River Road Getaway

9.4 out of 10, Exceptional, (14)
"The house was great for our 1 night. Open floor plan worked well for the kids and our lab. House was clean and in good repair, but bathroom could use some updating. Neighborhood was quiet and park and river were across the street. Would be nice for a summer stay also."
The price is SAR 751
SAR 895 total
includes taxes & fees
9 Apr - 10 Apr
River Road Getaway
Silver Birch Retreat. Spacious, pet friendly country home
Property grounds

Silver Birch Retreat. Spacious, pet friendly country home

9.8 out of 10, Exceptional, (8)
"Great place to stay! Very Clean and lots of room. "
Silver Birch Retreat. Spacious, pet friendly country home
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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Other property types in Highland

Highland: Driftless Fun Awaits
TV

Highland: Driftless Fun Awaits

The price is SAR 285
SAR 668 total
includes taxes & fees
9 Apr - 10 Apr
Highland: Driftless Fun Awaits
Cheese Wedge Cabin Idyllic Farm
Miscellaneous

Cheese Wedge Cabin Idyllic Farm

The price is SAR 826
SAR 1,013 total
includes taxes & fees
1 May - 2 May
Cheese Wedge Cabin Idyllic Farm
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
TV, DVD player, books, video library

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

10.0 out of 10, Exceptional, (451)
"Excellent "
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
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.