Holiday houses in Orfordville

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

Beautiful Craftsman Style Home w/ Fenced Yard

Enjoy your stay in this beautifully remodeled Craftsman Style Home. Rich with the character of an abundance of wood trim and paneled ceilings, this home is the perfect place for a relaxed, stress free, memorable stay. Complimentary coffee, tea, and bottled water are included. Other amenities include a bike path, private parking, a fenced yard, use of a grill and laundry. Less than a mile away from the revitalized city of Beloit WI, you will have many options for places to eat and things to do!

Spacious Executive 2BR Home Near Shopping & Dining

Professionally Managed by Kevin Bush, this rental is nestled in a safe and quiet neighborhood in a desired location that is convenient to Woodman’s Center, Janesville shopping and dining destinations. Enjoy the city’s hundreds of acres of tranquil parkland, miles of peaceful trails, and beautiful downtown riverwalk. Bonus: This location is an easy drive for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on Margate Drive for more dates. Kevin, Host

Secluded Log Cabin w/ Private Lake & Hiking Trails

Escape to a secluded 50-acre nature retreat featuring a private 3-acre lake, a winding creek, and miles of peaceful forest, prairie, and wetland trails. This cozy log cabin offers comfort, privacy, and space for up to six guests—perfect for families, couples, and nature-lovers alike. Each stay includes full access to our HappyGuest digital guide, featuring aerial maps, trail routes, local highlights, and everything you need to make the most of the house, property, and surrounding community.

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

Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

Retreat to Bass Creek 2 BR Apartment A Your Escape

This comfortable 2 bedroom upstairs apartment is two min away from the Peace Trail. You can enjoy many things here. A stroll on the path or biking, hiking the path, canoe or kayak. Big Hill park also. You will also be about15 minutes away from the City's of Beloit and Janesville. The apartment you'll be staying in has a spacious living area. I'm sure you will love your stay. Our bright 2-bed offers a private entrance, fast Wi-Fi and easy parking in the Parking Lot—perfect for work or play.

Whispering Woods Estate-relax, recharge, connect

Peaceful country home set of 12 wooded acres close to local wedding venues. The atmosphere is beautiful in this spacious country home. The floor plan is open so you can enjoy wonderful conversation and camaraderie with your family and friends. Enjoy grilling and eating on the deck surrounded by beautiful scenic woods. The house will sleep 10 people. It has a King and two queen bedrooms. In addition, there are two pull out couches with queen beds. Well-behaved pets are welcome.

Waterfront modern cabin w/ kayaks

VERY romantic getaway for 2! Enjoy your own private dock, welcome to tie off your own boat or rent locally. Complimentary use of 2 kayaks. Beautiful modern riverfront cabin near Lake Koshkonong's eateries and entertainment. Soak in the gorgeous Wisconsin summer with water activities at your fingertips. The rest of the year take in the pristine wonderland views in our enclosed balcony. Only 30 minutes from Madison's world class culinary experiences, performance arts, sports & festivals.

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

Fresh & Bright Apartment Getaway in New Glarus

We would like to welcome you to our bright newly built 2nd floor above garage apartment. Located in a family friendly neighborhood, just a 10 minute walk to downtown where you will find delicious dining, unique shops and historical sites everywhere you turn. Jarod and I with our kids live in the main house. We love giving our guest privacy but may run into you as we are enjoying the weather as often as we can with our kids running around enjoying their childhood.

Cozy Cabin on Decatur Lake

Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

The Dylin Hotel | Studio

● Size: 372 SQFT ● Guests: 2 Guests ● Bed: 1 Queen Bed Experience a thoughtfully designed fully furnished Studio Apartment featuring a fully equipped kitchen, in-unit laundry, Wi-Fi, smart TV and a cozy sleeping area. The Dylin is a modern aparthotel in Madison’s Cap East neighborhood, offering apartment-style comfort with hotel consistency. Perfect for travelers who want more room to relax and live like a local —ideal for short or extended stays.