Vacation rentals in Steuben

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Top-rated vacation rentals in Steuben

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

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Top guest favourite
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, 380 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.

Guest favourite
Cabin in Gays Mills
4.98 out of 5 average rating, 45 reviews

Dwelling Place - Selah Cabin w/private hot tub

Relax in this peaceful Amish-built cabin in Wisconsin’s Driftless Region. Whether you seek quiet rest, local adventure, or a romantic escape, The Selah Cabin is your perfect year-round spa-like oasis! What You’ll Love: • Private hot tub under the stars w/ robes! • Peaceful porch swing for morning coffee or tea • Wood stove w/ wood included • Walking trails & pond on our 83 acres • Minutes from Apple Orchards Private Outdoor Spa coming soon! Sauna, cold plunge, landscaping & fire pit upgrade!

Top guest favourite
A serene view of the Mighty Mississippi River is captured during sunset. Soft hues of orange and purple fill the sky, while the landscape is framed by lush green trees and gentle mists rising from the water, creating a tranquil atmosphere.
Home in Lynxville
4.86 out of 5 average rating, 274 reviews

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If you’re looking for peace & quiet, beautiful sunsets, watching wildlife or barges cruise this is your place. Only 20 minutes from Wyalusing or pikes peak state park, The Effigy Mounds (Indian Burial Grounds)and Historic Villa Louis. This beautiful cabin centers you 30 miles from amazing hiking, fishing, hunting and nature for a weekend of disconnecting from busy life.

Top guest favourite
The A-frame cabin is surrounded by tall pine trees, showcasing a red exterior with large windows. A spacious porch, furnished with chairs, extends across the front, inviting relaxation in the natural setting. The lawn is lush and well-maintained, enhancing the cabin's serene atmosphere.
Cabin in Steuben
4.97 out of 5 average rating, 61 reviews

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.

Guest favourite
A spacious living area features light blue walls and a plush carpet. A wooden entertainment center stands against one wall, filled with books and decor. A cozy couch with patterned cushions faces the room, providing a comfortable spot for relaxation.
Guest suite in Eastman
4.96 out of 5 average rating, 47 reviews

Adorable lower level apartment

Relax with loved ones at this peaceful place to stay in the beautiful Coulees of Wisconsin just 3 miles from the Mississippi River. Immediate access to UTV & snowmobile trails. Lower level apartment with walkout deck, fire pit, private parking. Small hobby farm with friendly critters. Living room couch is a hide-a-bed. Camping allowed. Boat & trailer parking near road too. We prefer no pets as we have our own, yet we are willing to make exceptions. Fuel, food, hardware store within 2 miles.

Superhost
A single-story farmhouse is set against a backdrop of greenery, showcasing a combination of stone and wooden exterior. The well-maintained lawn is complemented by surrounding trees, with a pathway leading towards the entrance. A spacious deck is visible to the side, enhancing the outdoor appeal.
Farm stay in Wauzeka
4.81 out of 5 average rating, 316 reviews

Larsen Farm Secluded Farmhouse with Hotub

Secluded farmhouse with glass hot tub room 600 acres of private trails to hike and explore the cave. Bring your UTV and ride the trails for $30 per driver and $10 per passenger or rent a UTV for $300. Close to trout fishing stream or Mississippi for fishing. Approx 15 miles from Prairie Du Chein, close to canoeing for the Kickapoo, Wisconsin river. Has a gas & charcoal grill, pool table, firepit, Smart TV. Private trails closed Oct 15th thru mid Feb There is Access to public UTV trails.

Top guest favourite
The cozy cabin features a log exterior with a welcoming deck surrounded by nature. The structure is set on a slight incline, decorated with stone landscaping and a few pumpkins. Trees frame the background, contributing to the serene atmosphere.
Cabin in Boscobel
4.95 out of 5 average rating, 134 reviews

Cozy creekside Driftless Log Cabin on beaver pond!

Peeping frogs, singing birds, rustling trees, hooting owls, gurgling creek, howling coyotes: these sounds will surround you during a week here! Cabin is cozy, with an aesthetic we're calling supper-club-chic. The perfect place to read, relax, reconnect. Nestled in the heart of Wisconsin's Driftless area, a remote, lovely, nearly-wild kingdom, easy driving distance from Chicago and Madison. As of 2025, a resident beaver family are redesigning the creek/yard: you'll have a front row seat.

Top guest favourite
A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.
Cabin in De Soto
4.96 out of 5 average rating, 141 reviews

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.

Top guest favourite
A spacious living area is highlighted by natural wood beams and a high ceiling. Two comfortable seating areas, featuring a dark sofa and two red chairs, surround a round coffee table. Large windows provide ample natural light, offering views of the surrounding landscape.
Farm stay in Gays Mills
4.96 out of 5 average rating, 76 reviews

Kickapoo River Farmhouse

Come and unplug at a farmhouse on the Kickapoo river! Enjoy the driftless beauty of rolling hills, river views and wildlife from the back porch. Bring your whole family- the house sleeps 5-6 comfortably, has a full kitchen, dining room, living room and plenty of reading nooks to cozy up to a good book. Enjoy listening to records, playing board games, puzzles, yard games, lounging by a campfire, along with everything the driftless region has to offer.

Top guest favourite
The exterior of a stone cottage is presented, featuring a front porch with a wooden overhang supported by triangular beams. Lush greenery surrounds the entrance, complemented by colorful flower boxes and well-maintained landscaping. The warm tones of the stone create a rustic and inviting appearance.
Cottage in Woodman
5 out of 5 average rating, 121 reviews

The Cottage at Streamwalk

Located off the beaten path in a beautiful pristine valley, this 1 bed, 1 ½ bath cottage offers high end furnishings with a vintage flair modeled after a true english stone cottage. The cottage offers miles of private walking trails on 100 private acres along the renowned Big Green trout stream. Our small highland cow herd roams the pastures, making it feel like you truly are in the Scottish Highlands.

Guest favourite
Cabin in Boscobel
4.84 out of 5 average rating, 95 reviews

Crooked Creek - Rustic Cabin

Rustic Cabin – Driftless Wisconsin Getaway 🏞️🔥 Discover a charming Amish-style cabin tucked into a quiet valley of Wisconsin’s scenic Driftless Region. Surrounded by tree-lined bluffs, a meandering creek, and open green spaces, this cabin is perfect for couples seeking a romantic escape or outdoor adventurers looking for a comfortable base for hiking, kayaking, fishing, or scenic motorcycling.

Top guest favourite
A covered porch features two gray rocking chairs with red cushions, positioned beside a small wooden table. A potted plant and a bottle of wine are displayed on the table. The porch provides access to views of the surrounding nature through the large windows.
Cabin in Readstown
4.95 out of 5 average rating, 315 reviews

River's Edge cabin LLC

River's Edge cabin is nestled on the hillside amongst the trees and wildlife. Across the quiet road is a path to the beautiful Kickapoo river. Guests can enjoy over 300' of river frontage to fish, canoe, kayak and sight see. Located on the snowmobile trail as well.

Popular amenities for Steuben vacation rentals

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  4. Crawford County
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