
Holiday houses in Rewey
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Top-rated holiday rentals in Rewey
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Chestnut Cottage
Built in 1890, Chestnut Cottage is located in the heart of the historic district within easy walking distance of shops, galleries, restaurants and historic sites. The Cottage features a comfortable living room, bright dining room, country kitchen, first floor bathroom and two upstairs bedrooms with one queen bed and one twin bed. Chestnut Cottage features artwork by prominent local artists. Wi-Fi, cable TV, DVD/CD players are included. Complimentary coffee/tea service. Minimum two night stay.
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Pale Blue Dot
Live your best life at this colorful oasis. the Pale Blue Dot (aka Earth) that's here -- that's home -- that's us. The world is not just a place you live in, but a playground ready for you to conquer. Treat yourself, kids, pets, to nearby biking/walking trails, new Platteville Inclusive Playground or meander downtown to a quaint coffee shop. We welcome UW-Platteville sports enthusiasts, scholars, parents and friends. "The World is Yours" you ask? It's not just a catchphrase, it's a lifestyle.
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Deer Trail Cabin
🌿 Cozy cabin nestled in the peaceful Wisconsin woods—your perfect getaway. Relax in the outdoor hot tub under the stars, explore private forest trails, gather around the fire pit, and enjoy watching our free-range goats, ducks and chickens. note that our home is across the driveway, so you may occasionally see us caring for the animals, but your cabin and outdoor space are all your own and we respect the privacy of all our guests. Our goal is to provide a comfortable relaxing stay for you!🌿
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Cozy Cabin by the Pond
Primary guest must be 21+ Quiet country location to relax & enjoy. Just 9 miles west of Dubuque, near Wineries, Heritage Trail, Sundown Mountain Resort. Primary guest must be 21+ to book. Cozy cabin & 1/4 acre pond. We're sure you’ll love this space as much as we do. Not suitable for children under 12, we strictly enforce no children or pets, and must be 21+ to book. Outdoor space, gas grill, gas fire pit. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.
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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.
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Silver Birch Retreat
Relax with the family at this peaceful retreat OR grab your friends for an adventurous getaway. Silver Birch is located just outside the charming Village of Livingston in the beautiful Driftless region of Southwest Wisconsin. Float in your kayak at Blackhawk Lake, go fishing at Governor Dodge, or maybe you want to bring your bicycle to hop on the Military Ridge Trail. Let Silver Birch welcome you home from your adventure or just sit on the deck and watch the windmills turn. *No Cleaning Fees*
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Retro themed floating river cabin with a HOT TUB!
Our unique floating cabin features retro vibes and beautiful views of the Mississippi River backwaters. This cabin sits DIRECTLY in the water and has amazing views of the water You can even fish right off your deck! Enjoy the nature around you while sitting on your private floating deck, or snuggle up inside in front of the electric fireplace and Smart TV. This cabin features 2 bedrooms with queen beds, and a pull out couch in the living room. Our rental is located at Millennium Marina.
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The Young Cottage
You will have this entire cozy, Pet Free 2 bedroom home for up to 4 guests with 2 queen beds. A fully equipped kitchen & outside grill allows you to fix your own meals. Use the home and comfortable Deck as a base to simply relax in the quiet neighborhood or take a short walk to downtown or short drive to enjoy the beauty of Gov Dodge State Park, House on the Rock & Driftless Area. There is a desk with high speed WiFi for you working needs. Winter and long term discounts now available.
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Tiny House @ Red Barn Farm - Private, Free Parking
Rustica Retreat is a unique tiny house, designed by my husband and I, that maximizes the limited space we have. At 256 square feet, Rustica sounds small, but feels spacious. With 10-foot high vaulted ceiling, as well as six windows that bring the outside, in. Rustica fits her name, with a country chic feel to her. The inside has clean lines, white shiplap walls, wood accented ceiling and counters, and metal accents. Located at Red Barn Farm, a micro fresh cut flower farm in SW WI.
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Home away from home right off the trail
Discover the beauty of Southwest Wisconsin from this 2-bedroom country house located right off the Cheese County Trail located on trail accessible roads. This newly updated property features 2 queen beds and charging nightstands, 2 bathrooms, and a cozy living room with 2 futons. Along with a finished basement perfect for hanging out with a good game of euchre or kicking up your feet after a good day on the trail. In the peaceful spacious backyard, enjoy a night around the campfire.
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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.
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Charming 4th Street turn-of-the-century studio
Welcome to our turn-of-the-century home, built in 1905. It hosts two apartments upstairs including this private access charming studio with a gorgeous sitting area and kitchenette. Located less than half a mile from Platteville’s Historic Second Street, about a half mile to the nearest Roundtree Branch Trail access, and less than a mile from UW-Platteville, we are within walking distance of most of Platteville’s main attractions!
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Popular amenities for Rewey holiday rentals
Other great holiday rentals in Rewey

Arbor Crest Cottage with friendly farm animals
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The Driftless A-Frame - pet friendly
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Pleasant View School
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Crooked Creek - Relaxation Cabin
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Driftless Prairie Hideaway
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Pool Table + Ping Pong | Fireplaces | Hot Tub
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Farm in the Driftless | Private + Family-Friendly
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Rural WI Country Cottage house
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Destinations to explore
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- House on the Rock
- Wollersheim Winery & Distillery
- Sundown Mountain Resort
- Wyalusing State Park
- Governor Dodge State Park
- Effigy Mounds National Monument
- National Mississippi River Museum & Aquarium
- American Players Theatre
- US Grant Home State Historic Site
- Tyrol Basin
- Field of Dreams Movie Site
- Cave Of The Mounds Lowest Point
- Mississippi Palisades State Park
- Galena Cellars Vineyard
- Fenelon Place Elevator Company
- Blue Mound State Park
- Diamond Jo Casino





