Search Vacation Homes in Highland

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 37 Vacation Homes in Highland with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (444)
"Loved being able to get away, even work, with big open windows and nature syaring back at me!"
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!
Exterior

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

Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!
Serenity Cottage at Mineral Point
Exterior detail

Serenity Cottage at Mineral Point

9.8 out of 10, Exceptional, (80)
"We came to town to see a show at the Opera house. This Cottage was wonderful. Great location, very clean and spacious. Had everything we needed and then some. Bev was super helpful and communicative. Would definitely recommend. And we look forward to coming back again"
The price is SAR 600
SAR 775 total
includes taxes & fees
20 Feb - 21 Feb
Serenity Cottage at Mineral Point
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly
Property grounds

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
Serenity awaits at this secluded riverfront property
Property grounds

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
River Road Getaway
Exterior detail

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 750
SAR 890 total
includes taxes & fees
20 Feb - 21 Feb
River Road Getaway
Private Ridge top Cabin/House
Living area

Private Ridge top Cabin/House

10.0 out of 10, Exceptional, (4)
"excellent experience with this property"
Private Ridge top Cabin/House
Picturesque Golf Course Home Near American Players Theatre, Taliesin & WI River
Secluded Taliesin designed ranch on the 12th fairway of The Springs Golf Course.

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
Pale Blue Dot
Interior

Pale Blue Dot

10.0 out of 10, Exceptional, (2)
"Went back home for a class reunion and enjoyed staying in this little home versus a hotel."
Pale Blue Dot
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
Property grounds

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

10.0 out of 10, Exceptional, (16)
"We had a lovely time at the barn house with all of the amenities for the kids and adults too. Beds were comfortable, house was clean and loved the multiple areas people could choose to spend time. Sleeping was an issue since it was difficult to regulate heat upstairs and floors and interior doors were very noisy"
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
Elegant country retreat near Spring Green w expansive views of Driftless Region
Exterior

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

10.0 out of 10, Exceptional, (31)
"We had a fantastic time relaxing around the house and enjoying strolls through the prairie to the tea house to watch sunsets. This is a repeat visit for us and never disappoints. Thanks again."
Elegant country retreat near Spring Green w expansive views of Driftless Region
Relax with beautiful views overlooking the Wisconsin River
Firepit overlooking the river

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
Hot Tub/Golfing/King Bed @ The Hemlock
Exterior

Hot Tub/Golfing/King Bed @ The Hemlock

9.8 out of 10, Exceptional, (10)
"Great place, beautiful, everything you could want and ask for in a place. Andrew was very helpful during the whole time. Would definitely book again "
The price is SAR 788
SAR 1,147 total
includes taxes & fees
20 Feb - 21 Feb
Hot Tub/Golfing/King Bed @ The Hemlock
Spacious Cabin on the Wisconsin River!
Outdoor dining

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

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
Historic Wisconsin Retreat on 26-Acre Property!
Plain Vacation Rental | 4BR | 2BA | Stairs Required | 4,000 Sq Ft

Historic Wisconsin Retreat on 26-Acre Property!

9.2 out of 10, Wonderful, (5)
"The house is large and is a great place to go with a larger group. Check in was very easy and the host was responsive when we had questions. We all loved the pool of course, and there are a bunch of toys and floats already there. Having a washer and dryer on the property was also a nice bonus. The beds were all very comfortable. There is only a Keurig machine, so if you need actual coffee, bring a coffee maker. But there was a large variety of k-cups provided. Overall, the house the was perfect...
Historic Wisconsin Retreat on 26-Acre Property!
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 property in the middle of a farm field. We had 4 adults and 4 kids. Plenty of space. The fist thing the kids said was “this place is amazing!!” The kids room was indeed amazing - very large and a cool hang out for them. With bunk beds plus 3 other large beds. Large 8-person dining table we all fit at for eating and doing activities like cookie decorating, manicures, and painting/arts & crafts. The kitchen had everything. Such a cozy way to spend time playing games and watching...
Silver Birch Retreat. Spacious, pet friendly country home
The Yellow Farm
Exterior

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
Charming Historic Getaway: Unwind in Lancaster's Timeless Elegance
Exterior

Charming Historic Getaway: Unwind in Lancaster's Timeless Elegance

10.0 out of 10, Exceptional, (5)
"This property was amazing. The house was so homey and roomy. It was decorated so cute, and had plenty of space for everyone. It has an amazing seating area outside with a water fountain. We will definitely stay here again! "
Charming Historic Getaway: Unwind in Lancaster's Timeless Elegance
Historic Stone House & Adjoining "Summer Kitchen" Bedrooms
Twice-awarded Brisbane House! Stellar restoration, modern comforts, fine art.

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
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.
Don't see what you're looking for?
See all available properties in Highland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Highland

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

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

10.0 out of 10, Exceptional, (31)
"We had a fantastic time relaxing around the house and enjoying strolls through the prairie to the tea house to watch sunsets. This is a repeat visit for us and never disappoints. Thanks again."
Elegant country retreat near Spring Green w expansive views of Driftless Region
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
Dining

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

10.0 out of 10, Exceptional, (444)
"Loved being able to get away, even work, with big open windows and nature syaring back at me!"
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!
Exterior

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

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