Highland Vacation Rentals

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Check prices for these dates

Tonight
Oct 27 - Oct 28
Tomorrow
Oct 28 - Oct 29
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Vacation Rentals in Highland

TV
Highland: Driftless Fun Awaits
Highland: Driftless Fun Awaits
10.0 out of 10, Exceptional, (1)
"Great property. Had everything we needed. Highly recommend. "
United States
Joshua
The price is ￥21,248
￥39,045 total
includes taxes & fees
Nov 17 - Nov 18
Highland: Driftless Fun Awaits
Interior
Suite in the heart of the center of spring green
Suite in the heart of the center of spring green
9.8 out of 10, Exceptional, (93)
"Wonderful place to stay! Clean, welcoming, comfortable--the perfect place to overnight when seeing plays at American Players Theatre."
United States
Jessica L.
The price is ￥11,694
￥19,595 total
includes taxes & fees
Oct 28 - Oct 29
Suite in the heart of the center of spring green
Exterior
Rustic Cabin at Crooked Creek
Rustic Cabin at Crooked Creek
9.6 out of 10, Exceptional, (8)
"The beautiful remote location was perfect for our weekend getaway. "
United States
Mindy B.
The price is ￥13,757
￥24,997 total
includes taxes & fees
Nov 11 - Nov 12
Rustic Cabin at Crooked Creek
Outdoor dining
A Comfy Cozy Cottage on Clowney
A Comfy Cozy Cottage on Clowney
9.6 out of 10, Exceptional, (117)
"Comfortable, easy stay for a weekend. "
United States
Kelly
The price is ￥20,636
￥31,757 total
includes taxes & fees
Oct 28 - Oct 29
A Comfy Cozy Cottage on Clowney
Exterior
Serenity cabin at Crooked Creek
Serenity cabin at Crooked Creek
10.0 out of 10, Exceptional, (10)
"the place was peacefull and cozy, had everything we needed for our short stay, we enjoyed the outdoor fire pit a lot, seating outside in the porch with a morning coffee and enjoying the scenery was my highlight."
United States
Monica R.
The price is ￥14,522
￥26,610 total
includes taxes & fees
Nov 12 - Nov 13
Serenity cabin at Crooked Creek
Fridge, microwave, oven, stovetop
Relaxation cabin at Crooked Creek
Relaxation cabin at Crooked Creek
9.8 out of 10, Exceptional, (7)
"Everything smooth and the cabin was very good "
United States
david h.
The price is ￥12,382
￥23,545 total
includes taxes & fees
Oct 28 - Oct 29
Relaxation cabin at Crooked Creek
Smart TV, fireplace, books, stereo
Close to Local Opera House - On the main drag
Close to Local Opera House - On the main drag
9.8 out of 10, Exceptional, (39)
"Short stay, but nice place."
United States
Kirstin S.
The price is ￥9,936
￥27,026 total
includes taxes & fees
Oct 28 - Oct 29
Close to Local Opera House - On the main drag
Interior
River Road Retreat
River Road Retreat
9.6 out of 10, Exceptional, (18)
"Relaxing trip with family- lived the cabin and the kids loved the basement"
United States
Nora M.
The price is ￥30,572
￥36,446 total
includes taxes & fees
Oct 28 - Oct 29
River Road Retreat
Private kitchen
Quaint & Quiet 2 bed 1 bath
Quaint & Quiet 2 bed 1 bath
10.0 out of 10, Exceptional, (1)
"the location was convinience for us considering my brother lives one block away.They were very nice to accommodate a very late check in."
United States
Monica R.
The price is ￥19,108
￥23,385 total
includes taxes & fees
Oct 28 - Oct 29
Quaint & Quiet 2 bed 1 bath
Outdoor dining
Serenity Cottage at Mineral Point
Serenity Cottage at Mineral Point
10.0 out of 10, Exceptional, (98)
"What a wonderful place to stay. So much better than a hotel."
United States
Sharon L R.
The price is ￥22,700
￥29,646 total
includes taxes & fees
Oct 30 - Oct 31
Serenity Cottage at Mineral Point
Outdoor dining
River Road Getaway
River Road Getaway
9.6 out of 10, Exceptional, (27)
"Property just as advertised nice place to stay. "
United States
Alison S.
The price is ￥30,572
￥36,446 total
includes taxes & fees
Oct 28 - Oct 29
River Road Getaway
Fireplace
Historic District, Charming Cottage, Sleeps 10
Historic District, Charming Cottage, Sleeps 10
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is ￥34,394
￥52,785 total
includes taxes & fees
Oct 28 - Oct 29
Historic District, Charming Cottage, Sleeps 10
Fridge, microwave, oven, stovetop
Hot Tub/Golfing/King Bed @ The Hemlock
Hot Tub/Golfing/King Bed @ The Hemlock
9.8 out of 10, Exceptional, (20)
"The Hemlock was perfect for our family. We were visiting Spring Green for a family wedding and enjoyed all the clean space and fully equipped kitchen. We also had fun riding the electric bikes. Will definitely stay here on our next visit!"
United States
Charla S.
The price is ￥40,777
￥57,213 total
includes taxes & fees
Oct 28 - Oct 29
Hot Tub/Golfing/King Bed @ The Hemlock
Fridge, microwave, oven, stovetop
Relax with beautiful views overlooking the Wisconsin River
Relax with beautiful views overlooking the Wisconsin River
10.0 out of 10, Exceptional, (53)
"The house was great, we had a very relaxing and fun vacation!"
United States
Wendy B.
The price is ￥45,552
￥73,377 total
includes taxes & fees
Nov 24 - Nov 25
Relax with beautiful views overlooking 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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Top Highland Hotel Reviews

The Round Barn Lodge

The Round Barn Lodge

10/10 Excellent
"Welcomed and treated well. Clean and quiet."
Patrick 1-night trip
Posted 2 days ago
The Round Barn Lodge

Find out more about Highland

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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 rental near Highland is located on a river and has a patio, a barbecue grill, and air-conditioning 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?

Beach at Black Hawk Lake Recreation Area and Blackhawk Lake Recreation Area are a couple of lovely local spots to get outside and enjoy nature. Spurgeon Vineyards & Winery and Whispering Winds Winery 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.