
Holiday houses in Castle Rock
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Castle Rock
Guests agree: these stays are highly rated for location, cleanliness and more.

Driftless Lodge Rustic Spacious Cabin
The Driftless Lodge is located in the beautiful Driftless area of WI on our working farm. It sleeps 9 people, 3 floors with 3 full bathrooms, large loft, deck w/charcoal grill, 2200 square feet of living area. Outside the cabin you will see our American Paint Horses, goats, 2 sheep, farm cats and beef cattle. We are located a few miles from Class 1 trout streams, Wisconsin River, & direct access from property to ATV/UTV routes , public land for hiking , snowmobile trails, and much more.

Driftless Cabin
Escape to this cozy cabin nestled among the trees on a classic driftless hillside. Our newly-renovated cabin comfortably accommodates up to four guests. Warm your feet by the real wood stove and roast marshmallows next to the fire pit (wood included!), hike the 200 foot elevation gain on the property, and watch the sunrise through the valley from our new, 4-person hot tub. You'll truly understand the Danish concept of "hygge" after a few nights snuggled up under the stars in this secluded cabin.

Century Old Charming Farmhouse Atop Rolling Hills
All Season fun! A place to get out in the fresh air, sit by the campfire, & gaze at the stars. Fish the many TROUT streams nearby. Hike, bike, and horseback trails at Ash Creek Forest. WI River-4 miles away. Wild Hills Winery - right next door! Richland Center offers a Drive-in, Pine River Trails & Kayaking, beautiful parks, aquatic center, 18 hole disc golf course, books, coffee shop. Eagle Cave is a fun,brief, tour -10 miles away. *NOTE: NO PETS, NO SMOKING! **WE ARE 1 Hour from the DELLS!

Larsen Rustic Secluded Log Cabin W/Outdoor Hot Tub
Secluded cabin hike the trails to the cave and ponds. Close to trout fishing stream or Mississippi for fishing. Bring you UTV and ride the private trails $30 per driver and 10 per passenger or rent an UTV 300.00 per day Approx 15 miles from Priarie Du Chein, close to canoe outposts for the Kickapoo, Wisconsin river. Has a gas ,charcoal grill,fire pit, pool table, fooseball, ping pong table. Smart TV Private UTV trails are closed Oct 15th thru mid Jan for hunting. Access to public UTV trails.

Eagle View Lodge - 1850's Log Cabin w/ Hot Tub
In the heart of the Driftless, atop the Mississippi , enjoy the tranquility of a centuries-old Appalachian cabin. Relax on the deck & take in dramatic sunsets, soaring eagles & glistening stars. Soak in the hot tub & gaze at the majestic Mississippi. Host unforgettable dinners in the screened deck & share stories by the fireplace. Only 30 mins from Viroqua & Prairie du Chien, experience the natural beauty of the driftless region - hiking, fishing, hunting, biking - whatever inspires you.

Driftless Region Cabin/ Stream and Sauna
Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.

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.

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!

Crooked Creek - Relaxation Cabin
Welcome to Crooked Creek – Your Peaceful Relaxation Cabin 🌿 Looking for a quiet place to unplug and breathe again? This quaint and cozy cabin sits in a serene valley bordered by tree-lined bluffs and a gentle creek—a favorite among guests seeking rest, reflection, and simplicity. Whether you're curled up by the gas fireplace, grilling dinner outside, or stargazing by your private fire pit, this cabin offers peace and privacy without distractions — exactly as described by our guests.

Hilltop Hideaway, Cabin in the Driftless Area
*New* Wi-Fi Available - Comfortable Amish built cabin located in the Driftless Area of Southwest Wisconsin, close to area towns but still in a private setting. We are close to many area attractions including the Wisconsin River, House on the Rock, Frank Lloyd Wright's Taliesin, The American Players Theater, Wisconsin Dells, and much more! The cabin is an ideal place to relax for both couples or families who would like to escape the city and spend some time in nature.

The Driftless A-Frame - pet friendly
A cozy cabin within 8 acres, Muscoda, Wisconsin Step into the magic of the Driftless region at this iconic A-frame cabin. Shaped like a tent, enjoy much of what camping has to offer with the amenities of: comfy bed, linens, paper products, hot showers and cold beverages; the perfect blend of rustic charm and modern comfort. Whether you're sipping morning coffee on the deck or roasting marshmallows under a sky full of stars, you'll feel a world away from it all.

Spacious Lodge on the Wisconsin River!
Our Wild River Lodge is a 4 bedroom, 3.5 bath lodge with a spacious patio overlooking the beautiful Wisconsin River. Located on 11 acres of secluded woods with 350 feet of shoreline, you can catch fish right from our shore. This is a perfect retreat for nature lovers! Located in the heart of the Driftless Region of Wisconsin, our lodge is 3.5 hours from Chicago, 4 hours from Minneapolis and 2.5 hours from Milwaukee. There's room for everyone by the river!
Popular amenities for Castle Rock holiday rentals
Other great holiday rentals in Castle Rock

Cozy A-Frame

Escape to Serenity at The Covered Bridge Hideaway

New Private Exceptional Ridge Top Cabin /House

Upstairs Mainstreet Apartment

Farm in the Driftless | Private + Family-Friendly

River Front Cottage

Wildwood Retreat

Secluded Driftless Cabin | Fall Views & Fireplace
Destinations to explore
- Chicago Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Downtown Chicago Holiday rentals
- Saint Paul Holiday rentals
- Duluth Holiday rentals
- Grand Rapids Holiday rentals
- Wisconsin Dells Holiday rentals
- Saugatuck Holiday rentals
- South Haven Holiday rentals
- Devil's Lake State Park
- House on the Rock
- Mirror Lake State Park
- Sundown Mountain Resort
- Wollersheim Winery & Distillery
- Wyalusing State Park
- Governor Dodge State Park
- Effigy Mounds National Monument
- National Mississippi River Museum & Aquarium
- US Grant Home State Historic Site
- American Players Theatre
- Field of Dreams Movie Site
- Tyrol Basin
- Cave Of The Mounds Lowest Point
- Ho-Chunk Gaming Wisconsin Dells
- Galena Cellars Vineyard
- Fenelon Place Elevator Company
- Parfrey's Glen State Natural Area
- Blue Mound State Park





