Boscobel Holiday Rentals

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Holiday Rentals in Boscobel

Amish-Built Cabin in the Driftless Area

10.0 out of 10, Exceptional, (56)
"We loved everything about this log cabin! It was spacious, clean, comfortable and wonderfully decorated. And we loved the location as well! Our host was very responsive to my questions and so helpful. We would recommend this cabin to anyone looking for a peaceful and quiet getaway. "
Amish-Built Cabin in the Driftless Area

The Guest House

10.0 out of 10, Exceptional, (24)
"Great property and location. Easy access and comfortable hospitality."
The Guest House

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

10.0 out of 10, Exceptional, (436)
"Beautiful house and property, we enjoyed our stay here! The birdfeeder, fireplace and skylights were some of our favorites. The kitchen has everything you need - we utilized the grill and stove to make a few meals. The space worked well for 2 couples. I recommend this property if you’re looking for something in the area, and we would definitely choose to stay here again!"
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

Log Cabin next to the Mississippi River

9.6 out of 10, Exceptional, (70)
"Our Anniversary trip with our two dogs was so relaxing and just what we were needing. With our trip falling just after Halloween, it was so fun sit in front of the fireplace in the cozy cabin and watch a scary movie! We were able to cook up a yummy dinner as well! The area is beautiful and close to everything! Thanks for the great stay! "
Log Cabin next to the Mississippi River

Timber Ridge Lodge w/ hot tub & POOL!

8.4 out of 10, Very good, (6)
"Loved the cabin and location will recommend to others "
The price is AU$512
includes taxes & fees
1 Dec - 2 Dec
Timber Ridge Lodge w/ hot tub & POOL!

SereniTree Cabin - Modern Rustic Getaway tucked in the trees

10.0 out of 10, Exceptional, (75)
"Spent my 50th birthday with my family. Beautiful cabin, in a beautiful part of our state. Thank you for sharing your cabin with us. It was juar perfect!"
SereniTree Cabin - Modern Rustic Getaway tucked in the trees

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

9.6 out of 10, Exceptional, (54)
"Wonderful location, beautiful bathroom, relaxing. Definitely would visit again. "
The price is AU$277
includes taxes & fees
3 Dec - 4 Dec
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

Unique! A renovated old railroad depot turned into a cozy cottage.

10.0 out of 10, Exceptional, (106)
"We spent a week at the Depot while touring Wisconsin chasing the fall colours. We loved the decor of the cottage, the beds were comfortable & we enjoyed the country vibes. As the Depot is in quite an isolated position you need to consider bringing basic supplies with you. E.g milk etc. we only found out about the lack of onsite shopping when we arrived late at night. We found out where a supermarket was, once we arrived & read the information sheet. Richlands Center was a valuable resource...
Unique! A renovated old railroad depot turned into a cozy cottage.

Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway

10.0 out of 10, Exceptional, (114)
"My fiancée and I decided for our 5 year anniversary to do a cabin getaway. After searching through many different options and all of them blending together, we found Knutson properties which checked off every single box we had. The property was beautifully kept, quiet, modern, and they thought of every last design detail when putting this place together. All weekend we talked about when we could make time to take another trip to stay here. Cant recommend it enough! "
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway

Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower

10.0 out of 10, Exceptional, (66)
"Lovely property-quite removed from basically everything. The stars at night with all the lights off were a major highlight. Would definitely stay again!"
Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower

Wexford Hollow... 6 Bedroom Cabin w/ Pool & Hot Tub

9.0 out of 10, Wonderful, (6)
"It was a nice getaway! The host was super nice and it was a lovely home. We loved the hot tub and fire pit. "
The price is AU$489
includes taxes & fees
1 Dec - 2 Dec
Wexford Hollow... 6 Bedroom Cabin w/ Pool & Hot Tub

Copper Roof Cottage

10.0 out of 10, Exceptional, (38)
"Very clean, excellent amenities "
Copper Roof Cottage

Newly updated historical home

9.8 out of 10, Exceptional, (46)
"Our stay at this recently updated historical home in PdC was very enjoyable! This home was conveniently located to the activities we did, and you can walk to many places. Communication from the owner was also fabulous. We choose VRBO over hotels for the extra space and privacy, and this historic home did not disappoint."
Newly updated historical home

Enjoy peaceful surroundings

10.0 out of 10, Exceptional, (31)
"We had a wonderful stay at this lovely home, which was not only clean but also incredibly spacious, providing us with plenty of room to relax and unwind. The thoughtful details throughout the house made it feel welcoming and comfortable, and it was fully equipped with everything we could possibly need during our visit. The surroundings were absolutely picturesque, with beautiful scenery that enhanced our overall experience. We truly enjoyed exploring the area and appreciate the thoughtfulness...
Enjoy peaceful surroundings

Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.

10.0 out of 10, Exceptional, (27)
"We stayed here for our anniversary getaway and it was perfection! Beautiful cabin nestled in the woods. The HOT TUB was the best! The cabin is perfection, we even enjoyed just lounging on the pull out sofa. Communicating with the host was great. They always responded, and were able to let us enjoy an early check-in.We would definitely suggest this property to anyone that is looking for a perfect relaxing getaway. The scenery is gorgeous at the cabin, and all around. We would definitely recommend...
Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.

Romantic or a couple's getaway, seclusion and privacy in the Driftless region

10.0 out of 10, Exceptional, (25)
"Amazing cabin to get away and reset. The hot tub was wonderful. And whole cabin was warm and the perfect amount of space. "
Romantic or a couple's getaway, seclusion and privacy in the Driftless region

Rural Cabin in the Woods

9.0 out of 10, Wonderful, (35)
"Very nice property and cabin. "
Rural Cabin in the Woods

The Sun Set River Cabin, Luxury, private, amazing views of River with Hot Tub

10.0 out of 10, Exceptional, (120)
"Relaxing fall getaway to enjoy the color. We had a great time and the colors were incredible! Great views and location was so convenient to so many things to do. Will stay again. "
The Sun Set River Cabin, Luxury, private, amazing views of River with Hot Tub

Relax with beautiful views overlooking the Wisconsin River

10.0 out of 10, Exceptional, (39)
"Awesome stay. The property is beautiful. The house is very clean up to date. The four season porch room is awesome for morning coffee. Having a fire riverside was nice too. There is road noise as the house is close to the highway. But we will definitely stay again sometime."
Relax with beautiful views overlooking the Wisconsin River

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

9.8 out of 10, Exceptional, (135)
"The cabin was clean, comfortable and cozy with beautiful views of the fall foliage! We enjoyed the hiking trails nearby and even did a little fishing. We would definitely stay again!"
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Boscobel you may be interested in

AmericInn by Wyndham Boscobel

2.5 star property
8.8 out of 10, Excellent, (392)
"Good "
The price is AU$141
includes taxes & fees
10 Dec - 11 Dec
AmericInn by Wyndham Boscobel

The Guest House

10.0 out of 10, Exceptional, (24)
"Great property and location. Easy access and comfortable hospitality."
The Guest House

Amish-Built Cabin in the Driftless Area

10.0 out of 10, Exceptional, (56)
"We loved everything about this log cabin! It was spacious, clean, comfortable and wonderfully decorated. And we loved the location as well! Our host was very responsive to my questions and so helpful. We would recommend this cabin to anyone looking for a peaceful and quiet getaway. "
Amish-Built Cabin in the Driftless Area
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Boscobel?

Yes, there are holiday rentals in Boscobel close to WI River Outings, or you can select a more secluded option if you're looking for a relaxing stay. Boscobel is known for its restaurants.

What are some of the best holiday rentals that Boscobel has to offer?

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin: This holiday home rental outside of Boscobel is located on a river, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What can I see and do in Boscobel?

Family-friendly attractions include WI River Outings, whereas Wisconsin River is a spot to enjoy the outdoors. Kickapoo River and Eagle Cave are a couple of places you'll find in the wider area.

What are holiday rentals like in Boscobel?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Boscobel. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip.