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Highland Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Highland vacation rentals

1 bedroom, iron/ironing board, bed sheets

1. 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 941 total
includes taxes & fees
27 Sep - 28 Sep
Cheese Wedge Cabin Idyllic Farm
Exterior

2. River Road Retreat

River Road Retreat
Muscoda
9.8 out of 10, Exceptional, (32 reviews)
"We had a great stay"
United States
Robert S.
The price is AED 661
AED 775 total
includes taxes & fees
27 Sep - 28 Sep
River Road Retreat
Children's area

3. River Road Getaway

River Road Getaway
Muscoda
9.6 out of 10, Exceptional, (36 reviews)
"Nice clean place to stay for weekend vacation:) would stay again if in the area"
United States
Anonymous traveler
The price is AED 661
AED 775 total
includes taxes & fees
27 Sep - 28 Sep
River Road Getaway
TV, fireplace, books

4. Crooked Creek - Serenity Cabin

Crooked Creek - Serenity Cabin
Boscobel
10.0 out of 10, Exceptional, (16 reviews)
"Worked well for our 2-day stay. "
United States
John V.
The price is AED 392
AED 703 total
includes taxes & fees
28 Sep - 29 Sep
Crooked Creek - Serenity Cabin
Property grounds

5. Crooked Creek - Relaxation Cabin

Crooked Creek - Relaxation Cabin
Boscobel
9.8 out of 10, Exceptional, (13 reviews)
"Nice location quiet and relaxing)."
United States
Nick N.
The price is AED 320
AED 563 total
includes taxes & fees
28 Sep - 29 Sep
Crooked Creek - Relaxation Cabin
Interior

6. A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.8 out of 10, Exceptional, (138 reviews)
"The cottage was very quaint and comfortable. Great location for exploring downtown Mineral Point on foot. Had a fun stay."
United States
Rick C.
The price is AED 612
AED 879 total
includes taxes & fees
27 Sep - 28 Sep
A Comfy Cozy Cottage on Clowney
Smart TV, fireplace

7. Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point
Mineral Point
10.0 out of 10, Exceptional, (123 reviews)
"Super cute and cozy place - perfect for our getaway. "
United States
Katie K.
The price is AED 565
AED 828 total
includes taxes & fees
28 Sep - 29 Sep
Serenity Cottage at Mineral Point
TV

8. Crooked Creek - Rustic Cabin

Crooked Creek - Rustic Cabin
Boscobel
9.6 out of 10, Exceptional, (11 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
7 Oct - 8 Oct
Crooked Creek - Rustic Cabin
Interior

9. Charming 3-bedroom upstairs apartment in welcoming Fennimore.

Charming 3-bedroom upstairs apartment in welcoming Fennimore.
Fennimore
9.2 out of 10, Wonderful, (5 reviews)
"The property was exactly as described. The decor was super cute and the beds were very comfortable! Highly recommend this property!"
United States
Christina
The price is AED 353
AED 643 total
includes taxes & fees
28 Sep - 29 Sep
Charming 3-bedroom upstairs apartment in welcoming Fennimore.
Smart TV, fireplace, books, stereo

10. Close to Local Opera House - On the main drag

Close to Local Opera House - On the main drag
Downtown Mineral Point
9.8 out of 10, Exceptional, (45 reviews)
"Great spot in town. Very nice space."
United States
Rebecca S.
The price is AED 239
AED 848 total
includes taxes & fees
11 Oct - 12 Oct
Close to Local Opera House - On the main drag
Smart TV

11. 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
9.6 out of 10, Exceptional, (7 reviews)
"Awesome views, clean and Perfect for our 3 couples!"
United States
Cathleen T.
The price is AED 929
AED 1,371 total
includes taxes & fees
26 Oct - 27 Oct
Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point
Iron/ironing board, WiFi, bed sheets

12. Cozy 1-bedroom apartment in peaceful Boscobel with AC

Cozy 1-bedroom apartment in peaceful Boscobel with AC
Boscobel
The price is AED 307
AED 421 total
includes taxes & fees
29 Sep - 30 Sep
Cozy 1-bedroom apartment in peaceful Boscobel with AC
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

Don Q Inn

Don Q Inn

10/10 Excellent
"There is some history to this place and had a good conversation with the guy behind the desk. Sorry I forgot his name."
Barbara 2-night trip
Posted less than an hour ago
Don Q Inn

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?

Elegant country retreat near Spring Green w expansive views of Driftless Region: This vacation home rental 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. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.