Castle Rock vacation rentals

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Top-rated vacation rentals in Castle Rock

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Guest favorite

Home in Muscoda

4.96 out of 5 average rating, 263 reviews

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! Drive-in theatre, Pine River Trails & Kayaking, beautiful parks, aquatic center, 18 hole disc golf course, coffee house, Ocooch Books & Libations, & FLW-A.D. German Warehouse, Richland Center- 6 miles. Eagle Cave is an awesome, brief, tour -10 miles away.

Dec 30 – Jan 6

R1,983 ZAR per night

Guest favorite

Guest suite in Spring Green

4.9 out of 5 average rating, 112 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.

Oct 7 – 14

R2,519 ZAR per night

Guest favorite

Cabin in Avoca

4.99 out of 5 average rating, 149 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.

Dec 29 – Jan 5

R4,447 ZAR per night

Guest favorite

Bungalow in Richland Center

5.0 out of 5 average rating, 255 reviews

GloryView Ridgetop Bungalow

Farmhouse Bungalow sits on top of a ridge in the Southwest WI driftless area, boasting spectacular views. A site that works for anyone from a relaxing retreat to a great spot for adventures. Fall photography dream, cyclists paradise, star gazing/campfire, hiking, kayaking, canoeing, fly fishing, Frank Lloyd Wright, WI Dells and other local attractions. The home was completely renovated with all the modern conveniences but the Farmhouse charm. A sleeping loft adds additional functionality.

Sep 17 – 24

R2,563 ZAR per night

Guest favorite

Farm stay in Viola

4.99 out of 5 average rating, 167 reviews

Guesthouse at Griff Run - Tiny House, Sleeps 2

This former post office is a well-appointed tiny house (230 SF) and farmstay in the Driftless Region of SW Wisconsin. You'll appreciate amazing views of our century-old hobby farm from the Guesthouse. Nestled in a secluded valley on 13 acres, this property offers utmost privacy along with conveniences like fiber optic Wifi. Griff Run is 18 mins to Richland Center or 25 mins to Viroqua. Additional accommodations on the farm include the Farmhouse Suite at Griff Run and Eunice the Airstream.

Mar 26 – Apr 2

R2,055 ZAR per night

Guest favorite

Cabin in Durango

5.0 out of 5 average rating, 239 reviews

Cozy Cabin by the Pond

Quiet, private country location to relax and unwind. 9 miles west of Dubuque, close to Wineries, Heritage Trail, Sundown Mountain Resort. Cozy cabin and quarter acre pond. Sun yourself on the patio, or nap in the shade of the covered porch. We're sure you will love this space as much as we do. Not suitable for children under 12, we strictly enforce no children and no pets. Outdoor relaxing space, gas grill. Fully stocked cabin, with the essentials such as coffee, tea, spices and condiments.

Aug 4 – 11

R2,866 ZAR per night

Guest favorite

Cabin in Muscoda

4.97 out of 5 average rating, 203 reviews

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 or launch your boat from our landing. 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!

Mar 4 – 11

R13,210 ZAR per night

Guest favorite

Cottage in Clayton

4.97 out of 5 average rating, 101 reviews

2-Bedroom Creekside Cottage Near the Mississippi

Get away and relax at this creekside cottage tucked away in the bluffs of the Mississippi. The cottage has a peaceful bubbling creek running beside it, sip your morning coffee on the screened in porch, enjoy nature and unwind. The Mighty Mississippi is .2 miles from the cottage. The tiny town of Clayton, Iowa has 2 restaurants that are open on the weekends. Nearby towns are filled with fun, unique shops. Many hiking trails and fishing spots are nearby! Pikes Peak is 8 miles from the cabin!

Apr 10 – 17

R2,134 ZAR per night

Guest favorite

Guesthouse in Mineral Point

4.94 out of 5 average rating, 180 reviews

Lumber Yard Cottage, a cozy retreat

The Lumber Yard Cottage is a cozy hidden retreat tucked away from the road. Within walking distance of all Mineral Point has to offer. Great restaurants on all sides of this property and wonderful shops are just up the road. The Cheese Trail and railroad museum are across the street. Enjoy the back porch with the wraparound stone wall or the lovely front porch and watch the world slowly drift by. There is a queen size bed, jacuzzi tub, gas fireplace, ac unit, full kitchenette, and wi-fi.

Feb 20 – 27

R1,871 ZAR per night

Guest favorite

Tiny home in Darlington

4.98 out of 5 average rating, 593 reviews

Arbor Crest Cottage- Peaceful farm stay getaway.

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. Our farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

Dec 26 – Jan 2

R1,997 ZAR per night

Guest favorite

Home in Richland Center

4.94 out of 5 average rating, 214 reviews

Gramps Getaway

Gramps Getaway is a spacious 3 bedroom 2 Bath home five minutes from Richland Center, Featuring a new Amish made kitchen and lots of open spaces. Located on a quiet Lane, enjoy hiking, bicycling, or simply enjoy the quietness of country life. Gramps Getaway is a family friendly, all on one level home, You will enjoy the comfy gas fireplace in the Sun Room We have a gas grill on the back deck, lots of yard to roam and a life size Checker board and fire pit area for your enjoyment!

Sep 18 – 25

R2,342 ZAR per night

Guest favorite

Cabin in Potosi

4.98 out of 5 average rating, 168 reviews

Unplug and get back to nature

The log cabin was built as a place to unwind, relax, and truly unplug. Nestled among 15 acres of rolling hills, the cabin can serve as a place to hunker down and read three novels, or a home base for hiking, cycling and putting the nature back in your life. Be advised, there is NO television and that’s for good reason. Cook, drink, eat, play, relax and refresh yourself. Wake up to the songs of birds and listen to the owls at night while you’re warming yourself around a bonfire.

Apr 8 – 15

R2,732 ZAR per night