Vacation rentals in Boscobel

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Top-rated vacation rentals in Boscobel

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Guest favorite

Home in Muscoda

4.96 out of 5 average rating, 263 reviews

Century Old Charming Farmhouse Atop Rolling Hills

All Season fun! A place to get out in the fresh air, sit by the campfire, & gaze at the stars. Fish the many TROUT streams nearby. Hike, bike, and horseback trails at Ash Creek Forest. WI River-4 miles away. Wild Hills Winery - right next door! Drive-in theatre, Pine River Trails & Kayaking, beautiful parks, aquatic center, 18 hole disc golf course, coffee house, Ocooch Books & Libations, & FLW-A.D. German Warehouse, Richland Center- 6 miles. Eagle Cave is an awesome, brief, tour -10 miles away.

Dec 30 – Jan 6

G$21,073 GYD per night

Guest favorite

Cabin in Eastman

4.97 out of 5 average rating, 100 reviews

TranquiliTree Cabin- Secluded and Relaxing

Are you looking for a cozy, and quiet get-away spot to rest & relax? Our little Tree house Cabin is the perfect spot! Located between Prairie Du Chien, WI and Ferryville, WI- this little A-frame cabin gets you within 5 min. from the river, but allows you to be tucked in a quiet wooded area. It is 900 sq. ft of pure relaxation & nature! Enjoy your morning coffee in the outdoor room or relax nightly by the fire pit. Disconnect 2 Reconnect. TranquiliTree Cabin is a great place to escape and unwind.

Jan 7 – 14

G$32,278 GYD per night

Guest favorite

Bungalow in Richland Center

5.0 out of 5 average rating, 255 reviews

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.

Sep 17 – 24

G$27,240 GYD per night

Guest favorite

Farm stay in Viola

4.99 out of 5 average rating, 167 reviews

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.

Jun 15 – 22

G$21,794 GYD per night

Guest favorite

Cabin in Avoca

4.99 out of 5 average rating, 149 reviews

Cool quiet country cabin on boulders and 120 acres

Funky, tidy 23 year old country cabin on 120 acres of farmland & woods in a private, quiet rural setting. It's cozy, 950 sq ft, built with stone and wood. Open concept with a two story fireplace, porch fireplace, firepit, and open loft for sleeping (1 bed), with spiral stairs, lots of windows, walnut floors and trim, oak beams and pine kitchen tops. Shower is big and open, with doors opening to a back deck for outdoor showering. Beautiful covered porch overlooking rolling meadows and woods.

Dec 29 – Jan 5

G$47,219 GYD per night

Guest favorite

Cottage in Clayton

4.97 out of 5 average rating, 101 reviews

2-Bedroom Creekside Cottage Near the Mississippi

Get away and relax at this creekside cottage tucked away in the bluffs of the Mississippi. The cottage has a peaceful bubbling creek running beside it, sip your morning coffee on the screened in porch, enjoy nature and unwind. The Mighty Mississippi is .2 miles from the cottage. The tiny town of Clayton, Iowa has 2 restaurants that are open on the weekends. Nearby towns are filled with fun, unique shops. Many hiking trails and fishing spots are nearby! Pikes Peak is 8 miles from the cabin!

Apr 10 – 17

G$22,651 GYD per night

Guest favorite

Guesthouse in Mineral Point

4.94 out of 5 average rating, 180 reviews

Lumber Yard Cottage, a cozy retreat

The Lumber Yard Cottage is a cozy hidden retreat tucked away from the road. Within walking distance of all Mineral Point has to offer. Great restaurants on all sides of this property and wonderful shops are just up the road. The Cheese Trail and railroad museum are across the street. Enjoy the back porch with the wraparound stone wall or the lovely front porch and watch the world slowly drift by. There is a queen size bed, jacuzzi tub, gas fireplace, ac unit, full kitchenette, and wi-fi.

Feb 20 – 27

G$19,865 GYD per night

Guest favorite

Tiny home in Darlington

4.98 out of 5 average rating, 593 reviews

Arbor Crest Cottage- Peaceful farm stay getaway.

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. Our farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

Dec 26 – Jan 2

G$21,212 GYD per night

Guest favorite

Cabin in La Farge

4.97 out of 5 average rating, 172 reviews

Back Roads Cabin Retreat

Enjoy a weekend off the grid in our rustic cabin on 30 acres of wooded serenity. Watch the sunset on the covered porch, or relax around a campfire. Feel free to explore the woods taking a hike on the network of trails. Nearby you can visit winery's, Wildcat Mountain State Park, the Kickapoo Valley Reserve and more. The driftless region is known for great fishing, scenic drives through the hills and biking. Contact us about additional camp sites on the property for larger groups.

Sep 11 – 18

G$15,171 GYD per night

Guest favorite

Cabin in Potosi

4.98 out of 5 average rating, 168 reviews

Unplug and get back to nature

The log cabin was built as a place to unwind, relax, and truly unplug. Nestled among 15 acres of rolling hills, the cabin can serve as a place to hunker down and read three novels, or a home base for hiking, cycling and putting the nature back in your life. Be advised, there is NO television and that’s for good reason. Cook, drink, eat, play, relax and refresh yourself. Wake up to the songs of birds and listen to the owls at night while you’re warming yourself around a bonfire.

Aug 6 – 13

G$28,971 GYD per night

Guest favorite

Cabin in Lone Rock

4.98 out of 5 average rating, 111 reviews

✧Driftless Chalet✧ Secluded cabin on 5 acres

Welcome to Driftless Chalet! The wonders of the Driftless Area lie just outside your window. Located on 5 wooded acres just past Spring Green, make this cozy cabin (with fast wifi, heat and A/C!) your HQ as you explore American Players Theater, House on the Rock, Taliesin, state parks, the WI River, wineries and more. Watch for deer and birds while sipping coffee on the porch, roast marshmallows over the campfire, bust out the board games and make lifelong memories!

Sep 8 – 15

G$41,506 GYD per night

Guest favorite

Cottage in Muscoda

4.96 out of 5 average rating, 160 reviews

River's Edge Cabin, LLC

We welcome you to be our guest in our comfy, warm cabin nestled on the lower Wisconsin River. We are close to many area attractions including Frank Lloyd Wright's Taliesin, House on the Rock, American Players Theater, Wisconsin Dells, and much more! Activities include canoeing, fishing, hunting, shopping in quaint villages, or just relaxing watching the river... Our cabin is easy to get to and close to area villages but in a private setting.

Apr 19 – 26

G$32,119 GYD per night