
Vacation rentals in Arena
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Top-rated vacation rentals in Arena
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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.

YurtSimple
YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

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.

Cool, Roomy, Scenic Country Art Studio
Creative souls love my marvelous studio retreat, a delightful one-room loft-style space featuring tall ceilings, an entire wall of sliding glass doors, kitchenette, piano, and an expansive view of a picturesque barn, pasture, and wooded hills. This amazing, heated, spacious country getaway has no plumbing— it's just a few steps across the yard to the main house guest bathroom. Come create, relax, and renew here! Well-behaved dogs, included in your reservation, must be leashed when outside.

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.

Rustic Barn Loft at Oak Springs Farm
Unplug in our gorgeous barn loft above our working barn. Sleep to the sound of crickets and frogs in the pond, then wake up and pet the sheep, goats, rabbits, cats, ducks & chickens. Open floor plan, cathedral ceiling, farm decor, fire pole, sliding barn doors. Full kitchen, jetted tub, rain shower, laundry. Stone patio, fire pit. 2 bedrooms, sleeper sofa, air mattresses. Juice, coffee, and fresh eggs provided when the hens are laying. NO A/C. ABSOLUTELY NO PETS Facebook oakspringsfarmwi

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.

Custom Floating Suite-HOT TUB!
Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.

Private Baraboo Bluffs Cabin with Peacocks!
This is a beautiful getaway surrounded by nature. It’s on 180 acres with walking trails. The vibe is unbeatable. You will find your peace. Hike! Relax in nature! Way up in the Baraboo bluffs and right by some of Wisconsin's favorite attractions. Minutes away from Devil’s Lake, ski hills and great hiking. Relax by the fire surrounded by nature. Nature therapy! Forest, wildflowers, and peacocks right out your window. Dogs allowed with prior approval but no other pets

Real Christmas Tree Farm! Skiing nearby
Get lost in nature and stay where the magic grows on a real Christmas tree farm! Situated on rolling hills below the Baraboo bluffs, this 125 acre farm and nature preserve has several miles of hike/bike/ski trails, a private lake and two creeks. Modern home in a quiet rural neighborhood. Easy drive on beautiful country roads to the many attractions in the area--less than 10 minutes to Devil's Lake State Park, Lake Wisconsin as well as Devil's Head & Cascade ski areas.

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.

MCM Influenced Home- *Sauna*
Designed by a Frank Lloyd Wright apprentice and influenced by mid-century modern aesthetics, this one-of-a-kind home offers a harmonious blend of style, serenity, and functionality. Thoughtfully arranged with Feng Shui principles, the space features stunning woodwork accents, expansive windows that flood the interior with natural light, and a built-in sauna—perfect for unwinding after a day of exploring.
Popular amenities for Arena vacation rentals
Other great vacation rentals in Arena

Slope&Stable | Pickleball, Hot tub, Sauna, Arcade

Gypsy Coach Sanctuary

The Orchard House

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

New Secluded Cabin Quiet Getaway

Eagle View Lodge - 1850's Log Cabin w/ Hot Tub

Stone Farmhouse Stay

Historic guesthouse near UW
Destinations to explore
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- Devil's Lake State Park
- Glacier Canyon Lodge
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Cascade Mountain
- House on the Rock
- Henry Vilas Zoo
- Wollersheim Winery & Distillery
- Kohl Center
- Chazen Museum of Art
- Madison Childrens Museum
- Overture Center For The Arts
- Governor Dodge State Park
- Dane County Farmers' Market
- Camp Randall Stadium
- Monona Terrace Community And Convention Center
- American Players Theatre




