Vacation rentals in Boscobel

Driftless Lodge Rustic Spacious Cabin

The Driftless Lodge is located in the beautiful Driftless area of WI on our working farm. It sleeps 9 people, 3 floors with 3 full bathrooms, large loft, deck w/charcoal grill, 2200 square feet of living area. Outside the cabin you will see our American Paint Horses, goats, 2 sheep, farm cats and beef cattle. We are located a few miles from Class 1 trout streams, Wisconsin River, & direct access from property to ATV/UTV routes , public land for hiking , snowmobile trails, and much more.

Tree Bear Cabin, on a 67 acre Tree Farm

Step away from the demands of life into this hidden gem. Tree Bear Cabin is a 100% real wood log cabin above the bustle of town, nestled among a 67-acre tree farm. Enjoy the quiet of the forest, and the cozy cabin interior. Play games on the wide lawn, explore the trails throughout the property, and make the most of your trip with our noon check-in time and 4 pm check-out times! Activities close by include fishing, kayaking, hiking, wine tasting, UTV Tours, and visiting local shops & Orchards!

Driftless Region Cabin/ Stream and Sauna

Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.

Larsen Rustic Secluded Log Cabin W/Outdoor Hot Tub

Secluded cabin hike the trails to the cave and ponds. Close to trout fishing stream or Mississippi for fishing. Bring you UTV and ride the private trails $30 per driver and 10 per passenger or rent an UTV 300.00 per day Approx 15 miles from Priarie Du Chein, close to canoe outposts for the Kickapoo, Wisconsin river. Has a gas ,charcoal grill,fire pit, pool table, fooseball, ping pong table. Smart TV Private UTV trails are closed Oct 15th thru mid Jan for hunting. Access to public UTV trails.

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.

Peaceful Driftless A-Frame

Nestled among two acres in the rolling hills and lush greenery of the Driftless Area, this A-frame cabin stands as a serene retreat, blending harmoniously with its natural surroundings. The decor is a blend of modern comforts and rustic elements, with comfortable furnishings. Seated in the heart of the Kickapoo valley, there's no shortage of class 1 trout streams near by, public hunting easements, UTV trails, hiking, canoeing and easy access to all of the wonderful amenities the area offers.

Wildwood Retreat

This 3-bedroom house is perfect for your escape to Boscobel. With 1 queen bed, 2 bunk bed with a queen on the bottom and a full on the top bunk, this tranquil retreat offers a soothing atmosphere for guests. Enjoy the convenience of amenities like a washing machine and dryer, WiFi, and heating. The 2 bathrooms are equipped with a shower and hair dryer. Experience the magic of Boscobel at our house. Enjoy the sunsets overlooking the field bordering the back of the house.

Hilltop Hideaway, Cabin in the Driftless Area

*New* Wi-Fi Available - Comfortable Amish built cabin located in the Driftless Area of Southwest Wisconsin, close to area towns but still in a private setting. We are close to many area attractions including the Wisconsin River, House on the Rock, Frank Lloyd Wright's Taliesin, The American Players Theater, Wisconsin Dells, and much more! The cabin is an ideal place to relax for both couples or families who would like to escape the city and spend some time in nature.

Secluded cabin,cedar sauna & hot tub,outdoorshower

360 views in the middle of 75 organic acres, no neighbors in site. Outdoor Cedar hot tub & infrared sauna, heated outdoor shower, two king loft bedrooms, full kitchen, back deck with custom hibachi grill to watch sunrise and front covered deck to watch sunset. Indoor/ outdoor fire places. Wildflower fields.We try to give our couples priority booking when they rent our wedding venue 2 miles down the hill (Chapters on the Horizon) that is why we do not instant book.

The Driftless A-Frame - pet friendly

A cozy cabin within 8 acres, Muscoda, Wisconsin Step into the magic of the Driftless region at this iconic A-frame cabin. Shaped like a tent, enjoy much of what camping has to offer with the amenities of: comfy bed, linens, paper products, hot showers and cold beverages; the perfect blend of rustic charm and modern comfort. Whether you're sipping morning coffee on the deck or roasting marshmallows under a sky full of stars, you'll feel a world away from it all.

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region.

The River Retreat @ Port Andrew

Nestled in the heart of the Driftless region, The River Retreat at Port Andrew provides you with beautiful Wisconsin River views. This fully renovated 3 bedroom, 2.5 bath home is perfect for your next getaway. Sitting on a large lot with 150 feet of river frontage, our home boasts a relaxing outdoor space and wide open living area. Our home makes for a ideal space for families, couples and outdoor lovers alike.