Vacation rentals in Castle Rock

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Top-rated vacation rentals in Castle Rock

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
The bedroom features a queen size bed adorned with a patterned blanket and several decorative pillows. A bedside lamp sits on a nightstand, providing soft lighting. A dresser is visible, complementing the warm tones of the room.
Apartment in Dodgeville
4.97 out of 5 average rating, 118 reviews

Private, and everything you need to feel at home.

Welcome, with this unique key-less entry, you have privacy. Walk into the fully loaded kitchen and living room. The living room has a desk to work at or watch TV. The bathroom has a walk in shower; use the fan or heat lamp. The Bedroom has a queen size bed, a dresser, night stand with lamp. Along with a spacious closet, it includes a washer and dryer. Feel free to do your laundry and hang your items up. Working, relaxing, and living. Our space have all the essentials you need for your stay.

Top guest favourite
A remodeled country farmhouse is situated on a spacious lawn surrounded by greenery. The building features a pitched roof and a large deck extending from one side, inviting outdoor relaxation. Bright blue skies with wispy clouds create a picturesque backdrop.
Home in Muscoda
4.95 out of 5 average rating, 326 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! 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!

Top guest favourite
The cozy cabin features a log exterior with a welcoming deck surrounded by nature. The structure is set on a slight incline, decorated with stone landscaping and a few pumpkins. Trees frame the background, contributing to the serene atmosphere.
Cabin in Boscobel
4.95 out of 5 average rating, 132 reviews

Cozy creekside Driftless Log Cabin on beaver pond!

Peeping frogs, singing birds, rustling trees, hooting owls, gurgling creek, howling coyotes: these sounds will surround you during a week here! Cabin is cozy, with an aesthetic we're calling (coining?:) supper-club-chic. The perfect place to read, relax, reconnect. Nestled in the heart of Wisconsin's Driftless area, a remote, lovely, nearly-wild kingdom, easy driving distance from Chicago and Madison. 45 minutes to Taliesin, 10 minutes to the Wisconsin River, epic bike rides out the front door.

Top guest favourite
An inviting sleeping area features a spacious bed with neutral bedding, complemented by a light-colored sofa nearby. Natural light filters through the window, illuminating the room's sleek design. A decorative wall piece adds a touch of character, enhancing the overall ambiance.
Cabin in Gays Mills
4.98 out of 5 average rating, 363 reviews

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.

Top guest favourite
An open-plan living and dining area features a glass dining table surrounded by black chairs. A gray sofa is positioned against the wall, and a modern kitchen with white cabinets and appliances is visible. Natural light enters through windows, illuminating the space.
Apartment in Downtown Dubuque
4.94 out of 5 average rating, 250 reviews

1157#5 / Walkable Downtown Retreat near Millwork

This is one of the best locations to be in downtown Dubuque. Few blocks access to Highway 61, Highway151 and Highway 20. Right on the farmers market (May through October). Five Flag Center, Art museum, Millwork district, Restaurants, Breweries and Coffee house all with in walking distance. You’ll have: - premium pillows - Memory foam queen mattress. - Smart TV. High speed Internet - Keurig Coffee maker - Regular & decaf coffee and tea - One off street parking You’ll absolutely love it here.

Top guest favourite
A cozy cabin is perched on large boulders, surrounded by lush greenery. It features a spacious deck with railing and multiple seating areas, offering a serene view of the wooded area. The stone chimney adds character to the rustic design of the cabin.
Cabin in Avoca
5 out of 5 average rating, 221 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.

Guest favourite
Home in Richland Center
4.89 out of 5 average rating, 130 reviews

The Sweet Suite

The Sweet Suite is an upper duplex unit. We are located in the middle of the Driftless Area known for its scenic beauty and charm. A comfortable country atmosphere ideal for relaxation. We welcome traveling nurses! Feel free to inquire about a longer stay. The distance is: 8 miles to Richland Hospital in Richland Center 19 miles to Muscoda Health Center in Muscoda 24 miles to Gundersen St Joseph's Hospital in Hillsboro The location is also ideal for hunters and other sports enthusiasts.

Top guest favourite
A recently renovated cabin is surrounded by a serene snow-covered landscape, featuring natural wood siding and large windows. In the foreground, a hot tub bubbles gently, while tall pine trees provide a wooded backdrop.
Cabin in Muscoda
4.99 out of 5 average rating, 108 reviews

Unwind at Driftless Pines Cabin

Kick back and relax in this calm, stylish, and recently renovated space. Driftless Pines was completely updated (including a brand new hot tub) with one thing in mind, to create an amazing cabin experience with all the proper luxuries & amenities our guests could want or need. Spend a day on the breathtaking Wisconsin River (just down the road), visit a local favorite in Vickie's Cafe or partake in a wine tasting session at the gorgeous & scenic nearby Wild Hills Winery.

Guest favourite
The fully equipped kitchen features wooden cabinetry and a double sink, with gray countertops providing ample workspace. A stainless steel refrigerator stands adjacent to the microwave. In the background, the inviting living area is visible, showcasing comfortable seating and ambient lighting.
Loft in Richland Center
4.93 out of 5 average rating, 121 reviews

Downtown Loft

This lovely, fully furnished loft is downtown Richland Center. The perfect place for a professional to live when in southwest Wisconsin on a 1-12 month business assignment. It's furnishings include a quiet patio outback with an outdoor dining area, queen sized bed in bedroom, plenty of closet space, fully functioning kitchen, washer/dryer, clean, updated, and just a short walk to the espresso shop, Occooch Books & libations, as well as other shopping and restaurants.

Top guest favourite
The cabin's exterior features a striking A-frame design, constructed from log wood. Freshly fallen snow blankets the steps and surrounding landscape, while snowflakes gently cascade from the sky. A welcoming red door and two red chairs on the porch invite relaxation amidst the tranquil winter setting.
Cabin in Lone Rock
4.97 out of 5 average rating, 209 reviews

✧Driftless Chalet✧ Secluded cabin on 5 acres

Welcome to Driftless Chalet! The wonders of the Driftless Area lie just outside your window. Located on 5 wooded acres just past Spring Green, make this cozy cabin (with fast wifi, heat and A/C!) your HQ as you explore American Players Theater, House on the Rock, Taliesin, state parks, the WI River, wineries and more. Watch for deer and birds while sipping coffee on the porch, roast marshmallows over the campfire, bust out the board games and make lifelong memories!

Top guest favourite
The cabin is constructed of log and features a welcoming porch with a wooden railing. An American flag is displayed prominently. Flowerbeds with blooming flowers are seen in the foreground, surrounded by well-kept grass, immersed in a lush, wooded setting.
Cabin in Boscobel
4.95 out of 5 average rating, 173 reviews

Hilltop Hideaway, Cabin in the Driftless Area

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.

Guest favourite
The cabin's front porch is framed by vibrant hanging flower baskets and seasonal plants. A set of wooden steps leads up to the entrance, inviting guests to enjoy the surrounding greenery and rustic design.
Cabin in Muscoda
4.95 out of 5 average rating, 139 reviews

Riverview Cabin, LLC

Welcome to our rustic, small cabin overlooking the lower Wisconsin River. We are close to many area attractions including Frank Lloyd Wright's Taliesin, House on the Rock, American Players Theater, Wisconsin Dells, and much more! Activities include canoeing, kayaking, hunting, fishing, shopping in quaint villages, or just relaxing watching the river... Our cabin is easy to get to and close to area villages.

Popular amenities for Castle Rock vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Grant County
  5. Castle Rock