Boscobel Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Boscobel

Fridge, microwave, oven, stovetop
Amish-Built Cabin in the Driftless Area
10.0 out of 10, Exceptional, (47)
"Had a great time in SW Wisconsin!"
Amish-Built Cabin in the Driftless Area
Exterior
The Guest House
10.0 out of 10, Exceptional, (21)
"We found the property clean and perfect for our needs. The host was gracious and the loft was well supplied. They sell farm fresh beef and eggs. We had the eggs for breakfast each morning, what a treat. We would recommend Hollow Rule to anyone staying in the area."
The price is NZ$225
includes taxes & fees
27 May - 28 May
The Guest House
Exterior
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
9.6 out of 10, Exceptional, (44)
"Absolutely beautiful, quiet farm location. Lodgings are scrupulously clean and beautifully decorated. The bathroom was bigger than my bedroom! Lovely host gave us a quick tour of the property, and we met a 2-week old filly. We will stay here again!"
The price is NZ$334
includes taxes & fees
27 May - 28 May
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
Save an average of 15% on thousands of hotels when you're signed in
Fridge, microwave, oven, stovetop
The Harwood House
10.0 out of 10, Exceptional, (28)
"We had a wonderful stay at the Harwood House. It was clean, cozy and comfortable. We appreciated all of the extra touches that the hosts provided. The kitchen was well-stocked and we enjoyed the 3-season room. We would definitely stay here again."
The Harwood House
Interior
Cozy Log Cabin next to the Mississippi River
9.6 out of 10, Exceptional, (61)
"This cabin and property were a perfect choice for our fishing getaway. We were a little concerned about the available space for 4 large adults in the cabin as well as two boats and two trucks, but everything turned out great. Cabin ended up being perfect. Location to the boat ramp was really good and we were able to fit our boats and trucks at the location. We would have preferred a bit more space for parking, but the road wasnt very busy and it all worked out just fine. Cabin is stocked with...
Cozy Log Cabin next to the Mississippi River
Interior
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
10.0 out of 10, Exceptional, (402)
"Our third visit to this serene place did not disappoint. Lounged on the beautiful deck in the treetops, played fetch with our pup on the lawn, woke to a chorus of birdsong and enjoyed the sounds of frogs in the pond at nice. Rejuvenating and peaceful spot, always. We love it here."
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
Private kitchen
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway
10.0 out of 10, Exceptional, (102)
"The cabin was awesome! Just what we needed. It has everything one would need and we had a great time. We will be back!"
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway
Fridge, microwave, oven, stovetop
Copper Roof Cottage
10.0 out of 10, Exceptional, (27)
"Perfect place to stay for a weekend getaway in Prairie du Chein!"
Copper Roof Cottage
Fridge, microwave, stovetop, coffee/tea maker
Newly updated historical home
9.8 out of 10, Exceptional, (32)
"Loved the rental! Super clean and modern! Great location and hosts!"
Newly updated historical home
Interior
Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.
10.0 out of 10, Exceptional, (16)
"My wife and I were looking for a relaxing cabin and this place was the exact place we were looking for. Great location. The cabin was comfortable and clean. The hot tub was the icing on the cake. We look forward to another visit."
Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.
Outdoor dining
150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI
9.8 out of 10, Exceptional, (59)
"Really cool property with amazing vintage details and antiques"
150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI
Property grounds
Rustic, small and primitive cabin - Riverview Cabin, LLC
9.8 out of 10, Exceptional, (34)
"Sandy is a great host, checks in to make sure everything is good. Place is beautiful and perfect place to unwind. We will definitely be staying again! Thanks Sandy!"
Rustic, small and primitive cabin - Riverview Cabin, LLC
Property grounds
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
10.0 out of 10, Exceptional, (61)
"Super good time! Great cabin! The deck was amazing! We had loads of fun just hanging out, talking, and laughing! Thank you for a great weekend!"
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
Private kitchen
Romantic or a couple's getaway, seclusion and privacy in the Driftless region
10.0 out of 10, Exceptional, (16)
"Wonderful property, exactly what we were looking for in a quiet, relaxing weekend away!"
Romantic or a couple's getaway, seclusion and privacy in the Driftless region
Balcony
Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower
10.0 out of 10, Exceptional, (60)
"I come every spring and it never disappoints."
Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower
Fridge, microwave, oven, stovetop
Relax with beautiful views overlooking the Wisconsin River
10.0 out of 10, Exceptional, (29)
"What a charming home! It was just as beautiful as the pictures, loved the view of the river, close to our daughter, loved cooking meals in the spacious kitchen & we loved ordering our food from The Port which was just up the road. The host (Holly) was very responsive and helpful. Hope to come back again!"
Relax with beautiful views overlooking the Wisconsin River
Property grounds
Mississippi River Getaway Spirit Mound, now with high speed internet!
9.8 out of 10, Exceptional, (85)
"We had 5 people aged from 6-84! The cabin was cozy and perfect. We went to PDC for the day and had a great time. The cabin had all we needed for the stay! We do wish it was less windy so we could have had a fire outside!"
Mississippi River Getaway Spirit Mound, now with high speed internet!
Property grounds
Rural Cabin in the Woods
9.2 out of 10, Wonderful, (24)
"My family and I thoroughly enjoyed our stay at this peaceful little cabin. It was a great spot to relax and give our kids and dogs some room to run around for the weekend with plenty of recreational options a short drive away."
The price is NZ$337
includes taxes & fees
25 May - 26 May
Rural Cabin in the Woods
Outdoor dining
Full house in PdC w/ large deck - only blocks from downtown & the Mississippi!
10.0 out of 10, Exceptional, (40)
"We have stayed at this property now 3 years in a row. We love the house and the location. Tyler is always prompt with responses and the house has everything we need. Hoping that next year will finally be the year it is nice enough for us to enjoy the large deck and back yard!"
Full house in PdC w/ large deck - only blocks from downtown & the Mississippi!
Outdoor spa tub
Wexford Hollow... 6 Bedroom Cabin w/ Pool & Hot Tub
The price is NZ$470
includes taxes & fees
28 May - 29 May
Wexford Hollow... 6 Bedroom Cabin w/ Pool & Hot Tub
Don't see what you're looking for?
See all available properties in Boscobel
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.

Other types of properties in Boscobel you may be interested in

Reception
AmericInn by Wyndham Boscobel
2.5 star property
8.8 out of 10, Excellent, (348)
"Very clean, comfortable. Very friendly staff. Accommodated our need for a first floor room due to a physical requirement."
The price is NZ$152
includes taxes & fees
30 May - 31 May
AmericInn by Wyndham Boscobel
Exterior
The Guest House
10.0 out of 10, Exceptional, (21)
"We found the property clean and perfect for our needs. The host was gracious and the loft was well supplied. They sell farm fresh beef and eggs. We had the eggs for breakfast each morning, what a treat. We would recommend Hollow Rule to anyone staying in the area."
The price is NZ$225
includes taxes & fees
27 May - 28 May
The Guest House
Fridge, microwave, oven, stovetop
Amish-Built Cabin in the Driftless Area
10.0 out of 10, Exceptional, (47)
"Had a great time in SW Wisconsin!"
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Boscobel holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Boscobel. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Boscobel. Seeing all the best attractions is bound to make you fall in love with Boscobel. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Boscobel short-term rentals, that won’t be hard to do.

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?

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!: This holiday home rental outside of Boscobel is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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.

Recent reviews of Boscobel properties
Expedia verified reviews