Vacation rentals in Highland
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Top-rated vacation rentals in Highland
Guests agree: these stays are highly rated for location, cleanliness, and more.
Home in Muscoda
4.96 out of 5 average rating, 261 reviewsCentury Old Charming Farmhouse Atop Rolling Hills
Summertime fun! A place to get out in the fresh air, sit by the campfire, & gaze at the stars. Fish the many TROUT streams nearby. Hike, bike, and horseback trails at Ash Creek Forest. WI River-4 miles away. Wild Hills Winery - right next door! Drive-in theatre, Pine River Trails & Kayaking, beautiful parks, aquatic center, 18 hole disc golf course, coffee house, Ocooch Books & Libations, & FLW-A.D. German Warehouse, Richland Center- 6 miles. Eagle Cave is an awesome, brief, tour -10 miles away.
Dec 25 – Jan 1
Guest suite in Spring Green
4.9 out of 5 average rating, 112 reviewsSpring Green River Pines
Spend a few days in the beautiful countryside. A private entrance to the lower level of home (completely separate from our home) that includes a central room, 2 bedrooms with kitchenette, & 1 lg bath. WiFi >500 Mbps speed. Smart 60" TV, Bluetooth Airplay/stream compatible. Parking on sight. Great location 5 min from beautiful downtown Spring Green. Close to APT, Taliesin/Frank Lloyd Wrights Home/School, House on the Rock, WI River, Gov. Dodge State Park and 1/2 hr to Devils Lake State Park.
Oct 7 – 14
Cabin in Avoca
4.99 out of 5 average rating, 149 reviewsCool quiet country cabin on boulders and 120 acres
Funky, tidy 23 year old country cabin on 120 acres of farmland & woods in a private, quiet rural setting. It's cozy, 950 sq ft, built with stone and wood. Open concept with a two story fireplace, porch fireplace, firepit, and open loft for sleeping (1 bed), with spiral stairs, lots of windows, walnut floors and trim, oak beams and pine kitchen tops. Shower is big and open, with doors opening to a back deck for outdoor showering. Beautiful covered porch overlooking rolling meadows and woods.
Aug 21 – 28
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Highland vacation rentals
Other great vacation rentals in Highland
Cabin in Hill Point
4.96 out of 5 average rating, 455 reviewsBig R's Retreat Secluded and located in Nature
Mar 18 – 25
Home in Cuba City
4.95 out of 5 average rating, 187 reviewsRecharge your soul at “The Church”!
Apr 25 – May 2
Cabin in Readstown
4.86 out of 5 average rating, 214 reviewsRomantic Getaway in the Woods
Nov 30 – Dec 7
Farm stay in Viola
4.99 out of 5 average rating, 164 reviewsGuesthouse at Griff Run - Tiny House, Sleeps 2
Jun 6 – 13
Apartment in Spring Green
4.91 out of 5 average rating, 142 reviewsSuite in Heart of Downtown Spring Green
Nov 3 – 10
Cottage in Gays Mills
4.98 out of 5 average rating, 267 reviewsRemote Driftless Gem Stream and Sauna near Viroqua
Dec 26 – Jan 2
Apartment in Highland
5.0 out of 5 average rating, 3 reviewsHighland: Driftless Fun Awaits
Oct 25 – Nov 1
Cottage in Boscobel
4.88 out of 5 average rating, 33 reviewsUnwind in the spacious 1 bedroom Relaxation cabin
Jul 4 – 11
Apartment in Dodgeville
4.97 out of 5 average rating, 68 reviewsPrivate, and everything you need to feel at home.
Jun 25 – Jul 2
Guesthouse in Boscobel
5.0 out of 5 average rating, 34 reviewsThe Guest House
Aug 8 – 15
Cabin in Muscoda
4.97 out of 5 average rating, 36 reviewsRivers Edge Cabin
Apr 15 – 22
Cabin in Boscobel
5.0 out of 5 average rating, 13 reviewsNavy Cabin at Bailey Hollow
Aug 29 – Sep 5
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