Vacation rentals in Boscobel

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Top-rated vacation rentals in Boscobel

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A well-maintained home exterior is surrounded by a lush garden, featuring a variety of plants and shrubs. The entrance is framed by a decorative archway, and a large tree provides shade. An inviting walkway leads up to the front door, enhancing the overall charm of the property.
Guest suite in Spring Green
4.91 out of 5 average rating, 172 reviews

Spring Green River Pines

Spend a few days in the beautiful countryside. A private entrance to the lower level of home (completely separate from our home) that includes a central room, 2 bedrooms with kitchenette, & 1 lg bath. WiFi >500 Mbps speed. Smart 60" TV, Bluetooth Airplay/stream compatible. Parking on sight. Great location 5 min from beautiful downtown Spring Green. Close to APT, Taliesin/Frank Lloyd Wrights Home/School, House on the Rock, WI River, Gov. Dodge State Park and 1/2 hr to Devils Lake State Park.

Top guest favorite
The bedroom features a queen size bed adorned with a patterned blanket and several decorative pillows. A bedside lamp sits on a nightstand, providing soft lighting. A dresser is visible, complementing the warm tones of the room.
Apartment in Dodgeville
4.97 out of 5 average rating, 119 reviews

Private, and everything you need to feel at home.

Welcome, with this unique key-less entry, you have privacy. Walk into the fully loaded kitchen and living room. The living room has a desk to work at or watch TV. The bathroom has a walk in shower; use the fan or heat lamp. The Bedroom has a queen size bed, a dresser, night stand with lamp. Along with a spacious closet, it includes a washer and dryer. Feel free to do your laundry and hang your items up. Working, relaxing, and living. Our space have all the essentials you need for your stay.

Top guest favorite
A charming farmhouse is nestled among lush greenery, surrounded by tall trees. The two-story structure features a gabled roof and a covered front porch. Natural landscaping, including shrubs and grass, frames the house, creating a serene and private atmosphere amidst the forested hills.
Cabin in Gays Mills
4.98 out of 5 average rating, 368 reviews

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.

Top guest favorite
A covered porch features comfortable seating with a dark wicker sofa and a matching armchair. A gas grill is positioned nearby, with lush greenery and shrubs creating a natural border around the space. The wooden deck offers a peaceful view of the surrounding fields.
Cottage in Viroqua
4.99 out of 5 average rating, 139 reviews

Lovely Country Cottage Near Viroqua.

Located at the end of a quiet, paved country road, The Garden Cottage is just six miles west of Viroqua, Wisconsin. You'll find everything you need for a comfortable stay, all on one level, including a king-sized bed, nice kitchen, gas grill, large bathroom, walk-in tile shower, a flat-screen TV with a DVD player, Roku, movies, good cell phone reception and high-speed fiber optic internet. All linens, soaps, coffee, tea, and kitchen utensils are provided. The songbirds and views are amazing.

Guest favorite
Home in Richland Center
4.89 out of 5 average rating, 131 reviews

The Sweet Suite

The Sweet Suite is an upper duplex unit. We are located in the middle of the Driftless Area known for its scenic beauty and charm. A comfortable country atmosphere ideal for relaxation. We welcome traveling nurses! Feel free to inquire about a longer stay. The distance is: 8 miles to Richland Hospital in Richland Center 19 miles to Muscoda Health Center in Muscoda 24 miles to Gundersen St Joseph's Hospital in Hillsboro The location is also ideal for hunters and other sports enthusiasts.

Top guest favorite
The exterior of Hidden Hollow House features a two-story white farmhouse surrounded by lush greenery and colorful flowerbeds. A wooden sign reading 'Hidden Hollow' is positioned prominently at the front. A small deck with seating invites relaxation amidst the peaceful surroundings.
Home in Hillsboro
4.92 out of 5 average rating, 100 reviews

Driftless Area Hidden Hollow House

We are excited to offer you the opportunity to visit Hidden Hollow House! Secluded among the rolling hills and rock outcroppings of the Driftless Area it offers the peace and quiet you have been looking for yet centrally located between small towns and outdoor recreational areas. Come and enjoy a restful and quiet stay while exploring the beautiful and friendly Driftless Area. You will have a sense of peace knowing you have found a place to return to and re-energize whenever you need it!

Guest favorite
A seating area is furnished with two modern, rounded armchairs in warm tones. A bed with an abstract headboard is visible in the background, complemented by artistic wall decorations. A large mirror reflects the space, highlighting the wooden ceiling and textured walls.
Apartment in Spring Green
4.91 out of 5 average rating, 270 reviews

TB2 Apartment

Welcome to TB2, a beautifully updated two-bedroom apartment located on the lower level of the Steampunk Manor B & B. While housed in the same building, this apartment is completely separate from the bed and breakfast, offering guests privacy, comfort, and a space all their own—including a private entrance. Throughout the apartment, vibrant colors, unique artwork, and creative details complement the spacious open-concept living and stylish bedrooms designed for comfort and relaxation.

Top guest favorite
The log cabin exterior is surrounded by lush greenery and tall grasses. A welcoming porch is highlighted by a wooden rocking chair. Natural light accentuates the cabin's rustic wooden finish, and a roof overhang provides shade to the entryway.
Cabin in Potosi
4.98 out of 5 average rating, 225 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.

Top guest favorite
A recently renovated cabin is surrounded by a serene snow-covered landscape, featuring natural wood siding and large windows. In the foreground, a hot tub bubbles gently, while tall pine trees provide a wooded backdrop.
Cabin in Muscoda
4.99 out of 5 average rating, 109 reviews

Unwind at Driftless Pines Cabin

Kick back and relax in this calm, stylish, and recently renovated space. Driftless Pines was completely updated (including a brand new hot tub) with one thing in mind, to create an amazing cabin experience with all the proper luxuries & amenities our guests could want or need. Spend a day on the breathtaking Wisconsin River (just down the road), visit a local favorite in Vickie's Cafe or partake in a wine tasting session at the gorgeous & scenic nearby Wild Hills Winery.

Top guest favorite
The inviting interior features warm wood paneling and vaulted ceilings. A cozy seating area with a dark leather sectional is complemented by a dining table, while a sleek refrigerator is positioned in the kitchen space. Natural light filters through multiple windows.
Cabin in Lone Rock
4.97 out of 5 average rating, 212 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!

Top guest favorite
A warm living space features a wood-burning stove with flames flickering inside, surrounded by a natural wood interior. A plush sofa and a coffee table are set on a vibrant area rug. Large windows bring in natural light, overlooking a wooden deck.
Cabin in Ferryville
4.98 out of 5 average rating, 201 reviews

Walnut Creek Cabin: Modern + rustic luxury getaway

Experience nature and simple living without forgoing modern amenities at this secluded cabin tucked in the heart of the Wisconsin Driftless area. The details of the original log cabin have been preserved and reimagined to create an attractive modern + rustic design. The 10-acre property features a private stream, rolling hills and wildlife viewing opportunities. Explore the serene landscape with nature walks, or enjoy the view from the comfort of the hot tub.

Top guest favorite
A cabin exterior is showcased, featuring dark wood siding and a steeply pitched roof. A spacious deck with chairs and potted plants invites relaxation. Large windows allow for natural light, and a balcony is visible above the entrance, enhancing the overall charm of the space.
Cabin in Viola
5 out of 5 average rating, 141 reviews

River Valley Cabin

Very private on-the-grid cabin overlooking the Kickapoo River. Kitchen & bath, dining room, one bedroom and futon in the large living room. TV and internet, laundry and cooking. Bring your own phone. Two additional cots provided. Stunning views for every season, a unique and colorful experience in nature any day of the year. The best hunting and fishing, canoeing and horse riding, nature trails, morels and foraging.

Popular amenities for Boscobel vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Grant County
  5. Boscobel