Vacation rentals in Black Earth

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Top-rated vacation rentals in Black Earth

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Guest favorite

Guesthouse in Mount Horeb

4.97 out of 5 average rating, 544 reviews

Cool, Scenic Country Art Studio

Creative souls love my marvelous studio retreat, a delightful space that features tall ceilings and an open design--giving it a loft feel with 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 online reservation, must be leashed when outside, and kenneled in your absence.

Aug 17 – 24

G$24,313 GYD per night

Guest favorite

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.

Oct 7 – 14

G$26,766 GYD per night

Guest favorite

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.

Aug 29 – Sep 5

G$27,034 GYD per night

Guest favorite

Guest suite in Middleton

5.0 out of 5 average rating, 115 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.

Oct 8 – 15

G$18,529 GYD per night

Guest favorite

Guesthouse in Mineral Point

4.94 out of 5 average rating, 179 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.

Jun 20 – 27

G$25,021 GYD per night

Guest favorite

Guesthouse in Madison

4.92 out of 5 average rating, 245 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.

Sep 12 – 19

G$29,521 GYD per night

Guest favorite

Guest suite in Sun Prairie

4.89 out of 5 average rating, 247 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.

Feb 4 – 11

G$18,134 GYD per night

Guest favorite

Cabin in Fox Lake

4.95 out of 5 average rating, 122 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing by walking to the lake out your back door! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 fee/stay.

Dec 16 – 23

G$22,351 GYD per night

Guest favorite

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.

Oct 28 – Nov 4

G$22,342 GYD per night

Guest favorite

Cabin in Lone Rock

4.98 out of 5 average rating, 111 reviews

✧Driftless Chalet✧ Secluded cabin on 5 acres

Welcome to Driftless Chalet! The wonders of the Driftless Area lie just outside your window. Located on 5 wooded acres just past Spring Green, make this cozy cabin (with fast wifi, heat and A/C!) your HQ as you explore American Players Theater, House on the Rock, Taliesin, state parks, the WI River, wineries and more. Watch for deer and birds while sipping coffee on the porch, roast marshmallows over the campfire, bust out the board games and make lifelong memories!

Sep 6 – 13

G$37,266 GYD per night

Guest favorite

Tiny home in Darlington

4.98 out of 5 average rating, 246 reviews

The Bower- Peaceful farm stay getaway.

Thank you for checking out The Bower at Arbor Crest Acres! We would be happy to host you! This is our 5th year hosting and our 2nd tiny cottage. Our farmette is conveniently located 2 miles from town, set off the road, and through the woods. The Bower is just inside our property on the edge of the woods. 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.

Dec 31 – Jan 7

G$20,061 GYD per night

Guest favorite

Apartment in Spring Green

4.91 out of 5 average rating, 145 reviews

Suite in Heart of Downtown Spring Green

Quaint apartment in historic building in downtown Spring Green. Once a 1930's grocery, building houses a one bedroom suite with full kitchen, living area with sectional, one bedroom with queen bed, one bath. All in the immediate downtown area. Free wi-fi, streaming TV. Private entry at rear of building. Sleeps two, but could sleep additional person on sectional. The apartment is downtown with a business on each side and an apartment above, so expect some noises.

Dec 22 – 29

G$19,224 GYD per night