
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.
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Top guest favorite

Cabin in Richland Center
5 out of 5 average rating, 53 reviewsAsh Creek Retreat
JasonRating, 5 stars3 weeks ago
The cabin was awesome and comfortable. The porch overlooking the hills was really relaxing and we spent most of our time there. The fire pit was terrific and we loved all the accessories (fire starter, grate for cooking). Perfect location too, just outside of Richland Center and a short drive to stores if needed. If you are in the area , I would definitely recommend staying at this cozy cabin! Jason
Superhost

Cabin in Readstown
4.78 out of 5 average rating, 46 reviewsDriftless Dreams Cabin
EllieRating, 5 stars1 week ago
Glory was a great host and we really enjoyed the house! It has everything you could possibly need!
Top guest favorite

Home in Richland Center
5 out of 5 average rating, 60 reviews4 bedroom, 3 bath home with amazing ridgetop views
BobbieRating, 5 stars2 months ago
Our stay at Therese's was spectacular - everything we expected + more! The moment we walked in, it was fresh, clean & spacious. We always appreciate a clean home that while still comfortable and inviting - it is not crowded or cluttered. All the rooms were super clean and tidy and the kitchen was well-equipped. The surrounding areas are intensely beautiful if you're looking for pure nature and peaceful surroundings. We would definitely stay here again and heartily recommend this property to anyone looking for a respite from large communities, noise and congestion. Peace & beauty are here.
Top guest favorite

Farm stay in Gays Mills
5 out of 5 average rating, 29 reviewsHistoric Seldom Seen Farmhouse
CathleenRating, 5 stars2 weeks ago
Our group of nature-loving friends was excited to find the farmhouse Ben Logan wrote about so lovingly was actually available to rent. We enjoyed seeing/being in the places he describes. We came for that reason, but will be back for the absolute peace and quiet and the beauty of the land. To be in a place where all you hear is birds, wind, leaves and grasses rustling, insects buzzing is a rare joy in this increasingly urbanized world - so restful. Re the house itself you can tell that this is a place that's been loved for many decades, first by the Logans and now Donna and family. Exceeded expectations in every way - thank you!
Top guest favorite

Home in Soldiers Grove
5 out of 5 average rating, 70 reviewsRock's Rental House
NicoleRating, 5 stars1 month ago
Beautiful area to spend time with family.
Top guest favorite

Cabin in Boscobel
4.98 out of 5 average rating, 63 reviewsDriftless Cabin
MakenzieRating, 5 stars1 week ago
The perfect weekend getaway! They set the cabin up with everything you would need to be entertained or find adventures around the area! The cabin was extremely clean, and the property was beautiful! The hosts were responsive to questions! Will definitely be back.
Top guest favorite

Home in Richland Center
5 out of 5 average rating, 97 reviewsTwin Pines Ridgetop Home
JamieRating, 5 stars1 week ago
What an amazing stay at Twin Pines! As Wyoming natives now living in the Chicagoland area, we’ve seen a lot—but nothing could’ve prepared us for Shelia’s next-level hospitality. The farmhouse was cozy, full of charm, and stocked with every comfort (and craving!) you could possibly imagine. If it could be eaten, sipped, or savored, Shelia had it covered! THANK YOU!! We spent our days exploring parks, fishing like pros (or trying to), and cruising scenic drives while asking ourselves, Are we really still in Wisconsin? Thank you, Shelia, for making us feel so welcome and for thinking of everything before we even knew we needed it. We'll be talking about this stay for a long time, and yes, we’re already planning our return! 🫶🏻🥰
Guest favorite

Cabin in Readstown
4.97 out of 5 average rating, 36 reviewsDriftless Log Cabin w/ Kickapoo Valley View
OwenRating, 5 stars3 weeks ago
We had a great stay here! Beautiful area and very quiet. The house and whole set up was very comfortable. We'd definitely stay again. Also, Stacy proactively reached out with ideas of what to do and things going on in Viroqua, which was so helpful!
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