Holiday rentals in Cross Plains

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Top-rated holiday rentals in Cross Plains

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Guest favourite

Guest suite in Spring Green

4.9 out of 5 average rating, 112 reviews

Spring 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.

Guest favourite

Flat in New Glarus

5.0 out of 5 average rating, 343 reviews

The Hideout In Downtown New Glarus

Modern 1 bedroom apt. with a spacious outdoor deck on the second floor of the historic Citizen's Bank building built in 1910 and located in the heart of downtown New Glarus. You will be steps away from restaurants, pubs, shops, park, bike path, community pool, and annual festivals. This newly remodeled apartment has beautiful quartz countertop & island, and original wood floors. Newly installed large windows allow for ample natural light. Check out The Hideaway if you need a 2 bedroom rental.

Guest favourite

Guest house in Mount Horeb

4.97 out of 5 average rating, 548 reviews

Cool, Scenic Country Art Studio

Creative souls love my marvelous studio retreat, a delightful one-room loft-style space featuring tall ceilings, an entire wall of sliding glass doors, kitchenette, piano, and an expansive view of a picturesque barn, pasture, and wooded hills. This amazing, heated, spacious country getaway has no plumbing— it's just a few steps across the yard to the main house guest bathroom. Come create, relax, and renew here! Well-behaved dogs, included in your reservation, must be leashed when outside.

Guest favourite

Cottage in Arena

4.91 out of 5 average rating, 263 reviews

Sugarland Cottage

The Sugarland cottage is designed to accommodate up to 8 guests. It has a full kitchen, bathroom with shower, two bedrooms, one with a queen bed and the other with a double and 2 twin beds. Downstairs is a pull out queen sized Murphy bed. Situated in a major southern Wisconsin tourism area, Sugarland cottage is close to the Wisconsin River and only 30 minutes from Madison and 10 minutes from Spring Green home of Frank Lloyd Wright’s Taliesin, American Player’s Theater, and House on the Rock.

Guest favourite

Guest suite in Middleton

5.0 out of 5 average rating, 121 reviews

Quiet sunlit studio near vibrant downtown

This architect-designed studio is bathed in natural light, with two skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house but has its own outdoor entrance and is soundproofed for privacy. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

Guest favourite

Guest house in Mineral Point

4.94 out of 5 average rating, 186 reviews

Lumber Yard Cottage, a cozy retreat

The Lumber Yard Cottage is a cozy hidden retreat tucked away from the road. Within walking distance of all Mineral Point has to offer. Great restaurants on all sides of this property and wonderful shops are just up the road. The Cheese Trail and railroad museum are across the street. Enjoy the back porch with the wraparound stone wall or the lovely front porch and watch the world slowly drift by. There is a queen size bed, jacuzzi tub, gas fireplace, ac unit, full kitchenette, and wi-fi.

Guest favourite

Guest suite in Sun Prairie

4.89 out of 5 average rating, 253 reviews

Entire Countryside Garden Suite, Peaceful Retreat

Welcome to our home! We have upgraded our Garden Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Guest favourite

Guest house in Madison

4.92 out of 5 average rating, 246 reviews

Historic guesthouse near downtown, hospital and UW

Featured on the National Register of Historic Places, this unique 1916 “granny cottage" stands behind our home in the gorgeous Village of Shorewood Hills. Centrally located, we are just a few walkable blocks from UW Hospital and Picnic Point, and walking/biking distance from UW, the Capitol, Hilldale Shopping Mall, Whole Foods and plenty of restaurants. Because we are in a quiet neighborhood, we have a 3 guest maximum. This is a place to retreat and relax and enjoy the best of Madison.

Guest favourite

Tiny home in Darlington

4.98 out of 5 average rating, 601 reviews

Arbor Crest Cottage- Peaceful farm stay getaway.

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

Guest favourite

Flat in Verona

4.97 out of 5 average rating, 219 reviews

Spacious Basement Apartment near Epic and Madison

We first used AirBnB when we traveled to Paris and Barcelona in 2015. We were happy with our stay but thought there was room for improvements. When we purchased our home in Verona we saw the potential for using part of it for AirBnB. From our experiences, we designed and decorated our space with a simple focus – what would we want in a nightly rental. The result was a spacious, clutter-free, and cheerful place where guests could feel comfortable while away from their own homes.

Guest favourite

Guest suite in Mount Horeb

4.89 out of 5 average rating, 141 reviews

Nestled Valley

This private suite nestled in a valley is convenient to many outdoor activities and the downtown center of Mount Horeb. It is close to Military Ridge State Trail, Popular Cyclist Routes, Governor Dodge State Park, Blue Mounds State Park, House on the Rock, and Epic. Nearby are options for activities in every season: hiking, biking, skiing, or leisurely strolls on the trails or through one of the charming towns in Southwestern WI. This location is great for a quiet get away.

Guest favourite

Guest suite in Oregon

4.98 out of 5 average rating, 134 reviews

Historic Home -Private Apartment

Oregon is a short drive to Madison, Wisconsin’s capital city. Oregon has a budding downtown business district 2 blocks away. Our lower level private apartment is great for couples, friends, families, and business or healthcare travelers. We created the apartment when we built a new addition onto our home in 2014. The apartment has a separate secure private exterior entrance and secure private interior entrance. There is a Ring camera that overlooks the parking area.