
Holiday rentals in Rock City
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Top-rated holiday rentals in Rock City
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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

River Rail Retreats Deluxe Cabin at Palisades
Welcome to River Rail Retreats Deluxe Brown Cabin (formerly The Nest at Palisades) Down a private lane, nestled amidst 5 acres of woods, you'll find 3 Cabins available to rent. The Property & Cabins have undergone New Ownership and extensive remodeling, with brand new furnishings, appliances, & decorations. While located in a country setting, you are still close to Downtown Savanna, Mississippi River, & Palisades State Park. This is a perfect retreat for a blend of tranquility and rustic charm.

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.

Adults-only Red Room retreat with hot tub
Adults-only private getaway on the Rock River with a hot tub, patio, and one-of-a-kind Red Room experience. Perfect for couples wanting privacy, comfort, and something more adventurous than a typical stay. Relax with a scenic river view, enjoy the hot tub, then explore a playful adult-themed space with a St. Andrews Cross, swing, Sybian, and more. Designed for birthdays, anniversaries, date nights, or a private weekend that feels secluded, romantic, unforgettable, and anything but ordinary.

Bed and Breakfast with Horse Hotel at VRR
Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

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.

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

Sunset Cove LakeHouse-Paddle Boat-HotTub-Billiards
Enjoy the spacious lakefront retreat in Rockford designed for unforgettable family vacations, group getaways, and relaxing weekends on the water. Nestled on a stocked 10-acre lake, this home offers the perfect mix of comfort, entertainment, and outdoor fun-all just minutes from I-90 Whether you're fishing off the dock at sunset, soaking in the hot tub, grilling on the deck, or putzing in the paddle boat, Sunset Cove is the perfect place to relax, reconnect, and enjoy lake life together!

KC HOUSE Beautiful ranch in the country!
Relax with the whole family or friends at our peaceful ranch in the country. We have so much to offer. Whether you just need time with friends or a family vacation, we have you covered. You can seclude yourself to the unique ranch themed house or head in any direction and find yourself at a country bar or restaurant. We have stables for you to even bring your horse if you wished! In the winter, the snowmobile trail goes right through by our land. Come check us out!

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!

3BR Home Brand New Kitchen and Bath
There’s something special about finding a place that instantly feels like home. The Gilded Cottage is a beautifully updated three-bedroom mid-century retreat in Winnebago, Illinois. It is bright, peaceful, and designed for easy stays. Enjoy quality linens, inviting gathering spaces, and a dedicated kids’ play area. Close to Rockford attractions, wedding venues, and nature preserves, it’s a calm, comfortable home base for any visit.

Las Lomas Luxury Home.
Kick back relax and experience the best of two worlds, the luxury and comfort of a 5 star hotel and the warmth and peace of feeling right at home. This stylish space offers a variety of books to read and a wonderful jet tub to enjoy after a long trip or day at work; along with clean and cozy beds. Take advantage of our welcome coffee bar with a nice selection of teas and snacks exclusive for our guest.
Popular amenities for Rock City holiday rentals
Other great holiday rentals in Rock City

Cozy 3 bedroom with sunroom & fully fenced yard

Secluded Log Cabin w/ Private Lake & Hiking Trails

Whispering Woods Estate-relax, recharge, connect

Peaceful Cabin Escape • Stargazing & Nature

The Orchard House

Peaceful country getaway.

Charming Cottage!

Ann's Place
Destinations to explore
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- Wisconsin State Capitol
- Lake Kegonsa State Park
- Henry Vilas Zoo
- Camp Randall Stadium
- Tyrol Basin
- US Grant Home State Historic Site
- Chazen Museum of Art
- Overture Center For The Arts
- Rock Cut State Park
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Galena Cellars Vineyard
- Nicholas Conservatory And Gardens
- Discovery Center Museum
- Cave Of The Mounds Lowest Point
- Blue Mound State Park





