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Compare 40 Vacation Homes in Boscobel with updated reviews, rates, and availability.

Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!

10.0 out of 10, Exceptional, (29)
"Everything was very nice! We will be back. "
The price is SAR 357
SAR 456 total
includes taxes & fees
25 Dec - 26 Dec
Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!

Serenity awaits at this secluded riverfront property

10.0 out of 10, Exceptional, (44)
"3 of us stayed for 2 nights at this great house. For us it is all about the views and these were lovely. Very private and quiet. House had everything we needed and was cute, comfortable and very clean. Would stay there again."
Serenity awaits at this secluded riverfront property

Wisconsin's Driftless Region Retreat

9.6 out of 10, Exceptional, (65)
"Wonderful again Thank you "
Wisconsin's Driftless Region Retreat

Prairie du Chien Home w/ Yard: 3 Mi to River!

10.0 out of 10, Exceptional, (3)
"The perfect house in a quiet rural neighborhood with great hosts!"
Prairie du Chien Home w/ Yard: 3 Mi to River!

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

10.0 out of 10, Exceptional, (439)
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Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

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

Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

9.2 out of 10, Wonderful, (20)
"My husband and I had a great weekend. We wish we could stayed longer! Ed was so nice and accommodating."
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

Copper Roof Cottage

10.0 out of 10, Exceptional, (41)
"We visited prairie to attend a party across the street at the eagle club. Location was perfect and walking distance to downtown area. House was comfortable for our people. "
The price is SAR 710
SAR 1,499 total
includes taxes & fees
25 Dec - 26 Dec
Copper Roof Cottage

Ohio Street Retreat-hot tub, massage chair, pool

10.0 out of 10, Exceptional, (44)
"Everything was great, beautiful little home! "
The price is SAR 445
SAR 740 total
includes taxes & fees
26 Dec - 27 Dec
Ohio Street Retreat-hot tub, massage chair, pool

Nice Cape Cod home near the Mississippi River (Scenic River Inn)

9.8 out of 10, Exceptional, (119)
"Nice place would book again"
Nice Cape Cod home near the Mississippi River (Scenic River Inn)

Private Ridge top Cabin/House

10.0 out of 10, Exceptional, (4)
"excellent experience with this property"
Private Ridge top Cabin/House

Luxurious home with hot tub, electric fireplace, and stunning views

2.0 star property
10.0 out of 10, Exceptional, (9)
"Great place for fall getaway. One of the nicest places we’ve ever stayed, thanks for wonderful time!"
Luxurious home with hot tub, electric fireplace, and stunning views

River Road Getaway

9.6 out of 10, Exceptional, (12)
"The house was easy to get to and close to the river. There is beauty all around. Its also a great house if you want to stop to see House on the Rock. It also had everything we needed to cook meals and hang out and relax."
The price is SAR 751
SAR 900 total
includes taxes & fees
26 Dec - 27 Dec
River Road Getaway

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 SAR 451
SAR 761 total
includes taxes & fees
3 Jan - 4 January 2025
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

Beautiful Riverfront Home on the Mississippi!

10.0 out of 10, Exceptional, (1)
"Awesome little place on the river. Fishing was good, quiet and really enjoyed the fire pit. Located next to train tracks and trains rolled through a couple times in the early morning, didn’t really bother us though as we knew the tracks were there when we booked it. Overall, great place!"
Beautiful Riverfront Home on the Mississippi!

Newly updated historical home

9.8 out of 10, Exceptional, (47)
"Splendid return visit to the Copper Roof. We will be back"
Newly updated historical home

150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI

9.8 out of 10, Exceptional, (74)
"Don’t plan on walking into town for shopping or lunch,etc. Driving to any destination is required. That issue was fine with our group. sitting on the deck with our morning coffee , or cocktail hour was great. Amazing antiques throughout the house "
150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI

Upper Place Vacation Cottage

9.6 out of 10, Exceptional, (31)
"We had an absolutely wonderful weekend at the cabin and enjoyed hiking the property. Luke's hill is a butt buster! We loved the fact that we could bring our dog and that there was no cell service or internet. Just family time and quietness. "
Upper Place Vacation Cottage

Enjoy peaceful surroundings

10.0 out of 10, Exceptional, (32)
"Family friendly home! Highly recommend! "
Enjoy peaceful surroundings

Silver Birch Retreat. Spacious, pet friendly country home

9.8 out of 10, Exceptional, (7)
"It was a perfect house to have the family for thanksgiving"
Silver Birch Retreat. Spacious, pet friendly country home
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 property types in Boscobel

The Guest House

10.0 out of 10, Exceptional, (25)
"Everything was great and the hosts were very accommodating. We will be back every year!!!"
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

Romantic Cabin, Woods, seclusion Hot tub and privacy in the Driftless region

10.0 out of 10, Exceptional, (26)
"Beautiful, quiet, private property! Cabin was lovely and had everything we could have needed during our stay. Loved seeing/hearing wildlife and nature, especially while enjoying the hot tub in the evenings! "
Romantic Cabin, Woods, seclusion Hot tub and privacy in the Driftless region
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.