Vacation rentals in Arena

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Top-rated vacation rentals in Arena

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

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Top guest favorite
A rustic cabin is surrounded by lush greenery, showcasing a spacious front porch with multiple wooden chairs and a swing. An outdoor fire pit is surrounded by seating, creating an inviting space for gatherings. A shaded gazebo adds to the outdoor comforts.
Cabin in Hill Point
4.97 out of 5 average rating, 631 reviews

Big R's Retreat Secluded and located in Nature

Welcome to our home: where we have found peace and relaxation for over 20 years. A German native, Big R fell in love with the open land and rolling hills of Wisconsin, becoming a US citizen in the 80s. He met Curly, a Chicago city girl, who brought a little city to his country life. They enjoy raising buffalo and spending warmer days on their porch enjoying the fresh air and beautiful views (with no mosquitos!). Now they want to share their idyllic and peaceful home with you. Drive down a dead-end road and pull up to a rustic cabin filled with high-tech and cozy amenities. We have something for everyone with a gas fireplace, tv (complete with dish, Cinemax, HBO and a Bluetooth sound system), board games and a full kitchen. Take a drink outside to soak in the hot tub or sit around the campfire. When the day is done, you will fall asleep instantly on the memory foam bed, either in the loft or the bedroom, and wake up to a beautiful sunrise looking out over your little getaway.

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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
4.92 out of 5 average rating, 192 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.

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Top guest favorite
The dome structure glimmers in the moonlight, surrounded by tall trees that create a serene ambiance. A warm glow from a nearby fire pit reflects off the dome's surface, enhancing its unique design. The wooden platform adds a cozy touch to the natural setting.
Dome in Wisconsin Dells
4.97 out of 5 average rating, 190 reviews

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

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Top guest favorite
A cozy cabin is perched on large boulders, surrounded by lush greenery. It features a spacious deck with railing and multiple seating areas, offering a serene view of the wooded area. The stone chimney adds character to the rustic design of the cabin.
Cabin in Avoca
5.0 out of 5 average rating, 247 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.

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Guest favorite
Home in Wisconsin Dells
4.97 out of 5 average rating, 102 reviews

16ppl | Sauna. Hot tub. Theater. Games on 5 acres

Sleeps 16. Set 8 minutes from downtown Wisconsin Dells on 5 acres with towering pines, it is a majestic escape in nature but close to it all! Relax in the infrared sauna with loungers while the children play the arcade games steps away from the private in home movie theater where you can stream your favorite movies or sports game! There are trails throughout the back of the property and a wonderful fire pit off of the back deck! Spacious and comfortable for the entire family or group!

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Top guest favorite
A spacious bedroom features a peaked wooden ceiling and is illuminated by natural light from two windows. A cozy striped blanket covers the bed. A nightstand with a lamp and a seating area with a chair and a sofa bed are also present.
Home in Dodgeville
4.99 out of 5 average rating, 102 reviews

Two Private Floors in Secluded Home

Exclusive use of top 2 floors of home in a scenic location. Host will reside solely in basement apartment during your stay. Location is perfect as a base for exploration. 5 minutes from Governor Dodge State Park. 8 minutes to The House On The Rock. Also close to Taliesin, American Players Theater, Spring Green and Mineral Point. Or, you can just get away from it all by enjoying this scenic location at the end of a long private driveway. If you enjoy solitude, this is the place for you!

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Top guest favorite
A cozy guest suite is bathed in warm, natural light from large windows. A wooden bed is adorned with layered blankets, complemented by floral curtains. A wooden dresser and bookshelf, filled with books, complete the space, enhancing a comfortable atmosphere.
Earthen home in Spring Green
4.97 out of 5 average rating, 107 reviews

Forest Retreat in Earth Home 10 Min from APT

Welcome to the guest suite of our energy-efficient earth home surrounded by forest and hills of the gorgeous Driftless region. Enjoy access to trails across 45 acres of private woods, with a trailhead outside your door. Observe dozens of species of birds outside your window while sipping coffee from bed. Our guest suite offers the wonder of a nature-escape while remaining only a 5-minute drive from downtown Spring Green, and 12 minutes from both American Players Theatre and Taliesin.

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Top guest favorite
An open living area showcases a leather sofa facing a mounted television. A dining table with wooden chairs is visible in the background, alongside a kitchen featuring warm wood cabinetry and modern appliances. Soft lighting enhances the inviting ambiance.
Home in Barneveld
4.98 out of 5 average rating, 52 reviews

Brigham View

Catch up with friends and family at a home away from home. Brigham View is located within minutes of Madison, Blue Mounds State Park, the House on the Rock, and historic Mineral Point. The area communities are full of locally owned restaurants, boutiques, breweries, bars, and wineries. Step out the door to bike, run, walk, or catch an utv route. The house is equipped with beds for large groups and appliances for real cooking. The views are incredible at anytime of day or any season.

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Top guest favorite
The historic stone house is nestled among lush greenery, featuring a unique combination of a metal roof and stone facade. A connector wing is visible, showing a modern addition. Surrounding trees add to the secluded atmosphere, while a winding path leads to the nearby wooded area.
Home in Arena
5.0 out of 5 average rating, 44 reviews

Brisbane House: Restored Historic Country House

Twice-awarded and the only house like it in Wisconsin! Built in 1868 by an abolitionist from South Carolina, this gem of a historic stone home has been lovingly restored. Brisbane is all about inclusivity, great comfort, and extraordinary style. Set on 18 wooded acres, you can hike the surrounding area, play croquet, build an outdoor fire. New kitchen and bath, and great wifi, too. Close to APT and Taliesin in Spring Green. Your stay contributes to this important restoration!

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Top guest favorite
Cabin in Lodi
4.99 out of 5 average rating, 67 reviews

Private Resort Cabin | Pool • Hot Tub • Sauna

Escape to your own private resort in the Wisconsin countryside. Set on 8.43 peaceful acres, Wanderlust Cabin brings together the warmth of a true log home with everything you need for an unforgettable getaway—private heated pool, 8-person hot tub, outdoor sauna, firepit, fireplace and beautiful spaces to gather. Secluded enough to truly unwind, yet just minutes from Lake Wisconsin, hiking trails and downtown Lodi, with skiing, wineries, dining and plenty to explore nearby.

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Guest favorite
Cabin in Merrimac
4.92 out of 5 average rating, 282 reviews

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

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Top guest favorite
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, 161 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.

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Popular amenities for Arena vacation rentals