Vacation rentals in Bosstown

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Top-rated vacation rentals in Bosstown

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Cabin in Richland Center
The Water Villa - NEW! @MillCreekCabinsWI
Overlooking a small pond and Mill Creek in the valley below, The Water Villa offers guests beautiful views of the countryside. Near the entrance of Mill Creek Cabins, The Water Villa is shielded by a large privacy fence. A sliding door opens up to reveal a pathway to the two-story cabin. The main floor features a king bed, balcony, small seating area, and fireplace. Reclaimed barn wood walls and large windows create a warm interior highlighting the outdoors. Downstairs there is a small kit
Dec 5 – 12
$155 per night
4.91 out of 5 average rating, 126 reviews
Guest favorite
Bungalow in Richland Center
GloryView Ridgetop Bungalow
Farmhouse Bungalow sits on top of a ridge in the Southwest WI driftless area, boasting spectacular views. A site that works for anyone from a relaxing retreat to a great spot for adventures. Fall photography dream, cyclists paradise, star gazing/campfire, hiking, kayaking, canoeing, fly fishing, Frank Lloyd Wright, WI Dells and other local attractions. The home was completely renovated with all the modern conveniences but the Farmhouse charm. A sleeping loft adds additional functionality.
Jun 25 – Jul 2
$113 per night
5.0 out of 5 average rating, 250 reviews
Guest favorite
Farm stay in Viola
Guesthouse at Griff Run - Tiny House, Sleeps 2
This former post office is a well-appointed tiny house (230 SF) and farmstay in the Driftless Region of SW Wisconsin. You'll appreciate amazing views of our century-old hobby farm from the Guesthouse. Nestled in a secluded valley on 13 acres, this property offers utmost privacy along with conveniences like fiber optic Wifi. Griff Run is 18 mins to Richland Center or 25 mins to Viroqua. Additional accommodations on the farm include the Farmhouse Suite at Griff Run and Eunice the Airstream.
Oct 9 – 16
$88 per night
4.99 out of 5 average rating, 163 reviews

Popular amenities for Bosstown vacation rentals

Other great vacation rentals in Bosstown

Guest favorite
Cabin in Readstown
River's Edge cabin LLC
Aug 5 – 12
$139 per night
4.93 out of 5 average rating, 227 reviews
Guest favorite
Home in Viola
TerraVista House in Driftless Wisconsin
Feb 17 – 24
$208 per night
4.98 out of 5 average rating, 109 reviews
Guest favorite
Cabin in Hill Point
Big R's Retreat Secluded and located in Nature
Aug 16 – 23
$183 per night
4.97 out of 5 average rating, 449 reviews
Guest favorite
Home in Muscoda
Century Old Charming Farmhouse Atop Rolling Hills
Mar 13 – 20
$89 per night
4.96 out of 5 average rating, 261 reviews
Guest favorite
Cabin in Richland Center
The Driftless Escape! Modern, large cabin/57 acres
Feb 17 – 24
$177 per night
4.9 out of 5 average rating, 130 reviews
Guest favorite
Cottage in Richland Center
Chickadee Cottage
Nov 29 – Dec 6
$154 per night
4.97 out of 5 average rating, 140 reviews
Guest favorite
Home in Soldiers Grove
Simply Creekside, LLC
Nov 13 – 20
$154 per night
4.89 out of 5 average rating, 207 reviews
Guest favorite
Guesthouse in Viroqua
stylish guesthouse minutes from viroqua
Aug 10 – 17
$131 per night
4.97 out of 5 average rating, 116 reviews
Guest favorite
Cabin in Lone Rock
✧Driftless Chalet✧ Secluded cabin on 5 acres
Oct 8 – 15
$169 per night
4.98 out of 5 average rating, 103 reviews
Guest favorite
Apartment in Viroqua
Sunny & Historic 1 Bedroom Haven- Main St, Viroqua
Jun 29 – Jul 6
$78 per night
4.94 out of 5 average rating, 318 reviews
Guest favorite
Cottage in Richland Center
Beautiful 1 Bedroom Cottage Tucked Away in the Hills of the Driftless Area
May 4 – 11
$149 per night
5.0 out of 5 average rating, 134 reviews
Guest favorite
Home in Richland Center
The Sweet Suite
Apr 29 – May 6
$44 per night
4.92 out of 5 average rating, 85 reviews

Destinations to explore

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  2. United States
  3. Wisconsin
  4. Richland County
  5. Bosstown