Holiday houses in Castle Rock Lake

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Top-rated holiday rentals in Castle Rock Lake

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Top Guest favourite
A rustic cabin is surrounded by lush greenery, showcasing a spacious front porch with multiple wooden chairs and a swing. An outdoor fire pit is surrounded by seating, creating an inviting space for gatherings. A shaded gazebo adds to the outdoor comforts.
Cabin in Hill Point
4.97 out of 5 average rating, 597 reviews

Big R's Retreat Secluded and located in Nature

Welcome to our home: where we have found peace and relaxation for over 20 years. A German native, Big R fell in love with the open land and rolling hills of Wisconsin, becoming a US citizen in the 80s. He met Curly, a Chicago city girl, who brought a little city to his country life. They enjoy raising buffalo and spending warmer days on their porch enjoying the fresh air and beautiful views (with no mosquitos!). Now they want to share their idyllic and peaceful home with you. Drive down a dead-end road and pull up to a rustic cabin filled with high-tech and cozy amenities. We have something for everyone with a gas fireplace, tv (complete with dish, Cinemax, HBO and a Bluetooth sound system), board games and a full kitchen. Take a drink outside to soak in the hot tub or sit around the campfire. When the day is done, you will fall asleep instantly on the memory foam bed, either in the loft or the bedroom, and wake up to a beautiful sunrise looking out over your little getaway.

Top Guest favourite
An A-frame home is featured, showcasing large glass windows that allow natural light to fill the interior. An outdoor deck is furnished with a cozy seating area and a fire pit. A hot tub is positioned nearby, surrounded by trees on the spacious property.
Home in Hancock
5 out of 5 average rating, 75 reviews

10 mi to SV | Sauna | Hot & Cold Tub | 7 acres

Welcome to Cedar Sands, our A-Frame resort style oasis 10 miles (13 min drive) to Sand Valley Golf Club on 7 acres of forest. Our year-round outdoor sauna, ice bath, hot tub, and firepit are the perfect amenities to create a wellness spa atmosphere after a long day on the course, trails, or lake. The property nestles up to a trout stream you can fish at the back of the lot. Inside, enjoy our hardwood floors, electric fireplace, coffee bar, and more to make your time away as relaxing as possible.

Top Guest favourite
Cottage in New Lisbon
5 out of 5 average rating, 43 reviews

Sunset Shore: Lakefront/Beach/Arcade/Massage Chair

*Limited time discounts ★ Lakeside 💦 ★ Near WI Dells Water Parks 🌊 ★ Near Skiing Destinations ⛷ ★ Private Beach ⛱️ ★ 10 Steps to Beach ★ Garage Hangout: Heated/Cooled ★ Pool Table 🎱 Darts 🎯 Arcade 🎮 75” TV ★ Sleeps 16 🛏 ★ 2 King Beds 👑★11 Beds Total ★ 3 Full Baths ★ Large 4K TVs 📺 ★ Premium Massage Chair ★ ✨ Stargazing Fire Pit 🔥 ★ Serene Pine Tree view 🌲 ★ FREE EV Charger ★ Professionally Cleaned 🧼 *Booking guest must be age 25 or older. This is required by our HOA local rules.

Top Guest favourite
An inviting dining area features a large grey concrete table surrounded by black chairs. The vaulted ceiling showcases natural wood beams, and the kitchen, visible in the background, includes rich wooden cabinets and modern appliances. Greenery is seen through the windows.
Cabin in Necedah
5 out of 5 average rating, 117 reviews

Firepit | Patio+Deck | Games | Whirlpools | Trails

Escape to Narrow Waters, a luxury vacation cabin. Conveniently located between Castle Rock and Petenwell Lakes, unwind amidst the enchanting evergreen forests that grace the scenic Wisconsin River straits. After a day in the Wisconsin Dells, immerse in one of the 2 jetted tubs, then gather around the cozy firepit or massive 75" 4K TV. Fall asleep on the premium pillowtop King bed wrapped in 1,000 thread-count cotton sheets. Or choose one of the 4 Queen bedrooms that best suits your style.

Guest favourite
The exterior of a two-story house is highlighted at dusk, showcasing a spacious covered outdoor area adorned with string lights. Comfortable seating is arranged for relaxation, with a staircase leading to the upper deck. Lush green grass surrounds the outdoor space.
Home in Friendship
5 out of 5 average rating, 57 reviews

Lakefront-HotTub-FirePit-Kayaks

Off season: Reach out for early check in/late check out Welcome to The Good House, perfect for weekend getaways, vacations & everything in between! There is private pier (May-Oct) great for fishing & swimming, fire pit for s’mores & hot tub. Outdoor dining area w/ Weber grill & propane. Inside you’ll find 5 bdrm, 3 bth, ping pong, board games & a well stocked kitchen. Take in the beautiful lake views & make the best memories! As your host, I am happy to assist during your planning & stay!

Guest favourite
Cabin in Necedah
4.93 out of 5 average rating, 182 reviews

Castle Rock Hideaway

This quaint cabin in the woods is the perfect getaway from your busy life. On the doorsteps of Castle Rock Lake, Petenwell Lake, and Wisconsin River; making it a utopia for outdoor adventures. From hiking, fishing, and boating in the summer to snowmobiling, snowshoeing, skiing, and ice fishing in the winter there is always plenty to do. The cabin is fully furnished and comfortably accommodates all guests. Only a short drive from Wisconsin Dells and other festivals occurring year-round.

Guest favourite
The collage highlights Wild Peak Cottage, featuring the A-frame exterior surrounded by greenery, a relaxing hot tub lit by string lights, a cozy bedroom with a plush bed, and a dog-friendly ambiance, inviting guests and their furry friends to enjoy the serene environment.
Cabin in Friendship
4.93 out of 5 average rating, 137 reviews

Oasis, NEW Hot Tub, Fire-pit lounge and Coffee Bar

Wild Peak Cottage a newly renovated A-Frame, just a hop, skip, and a jump from Castle Rock Lake, less than 1 mile! Brand NEW hot tub as of 2/18/2026!! Gather around the fire pit, swing on hammocks, roast marshmallows, and create lasting memories. Relax in our large hot tub, under the stars surrounded by pine trees Walking distance (less than 1 mile) to Castle Rock Lake, 25 minutes to Wisconsin Dells, and a short distance to hiking, fishing, wineries, and so much more!

Guest favourite
The exterior of the cabin features a wide deck with two chairs and a decorative wreath on the front door. A stack of firewood is neatly arranged beside the entrance. Lush greenery and colorful landscaping enhance the inviting appearance, framed by gentle forest surroundings.
Cabin in New Lisbon
4.96 out of 5 average rating, 28 reviews

Cozy Midcentury Cabin near Dells & Castlerock Lake

Located 35 minutes north of the Wisconsin Dells, this beautifully maintained midcentury cabin offers a unique and cozy getaway among the pines. The main level features a living area with wood-burning fireplace on a stone hearth and large windows for ample natural light. The thoughtfully updated kitchen opens up to a deck with forest views. A short walk from Castle Rock Lake, with a spacious yard and firepit area. Peaceful and private, a place to relax and make memories

Guest favourite
Home in Friendship
4.94 out of 5 average rating, 142 reviews

Sunset Cottage

Quaint quiet two bedroom house with a full kitchen, spacious living room, hot tub, fire pit, gas grill along with a nice view of Castle Rock Lake. Relax with the whole family playing games at this peaceful place. This house is a no smoking , no pets. When using the hot tub, food and glass containers are not allowed.We have added a washer and dryer, electric fireplaces and a work space that is at the table in the rec room. The Wi-Fi is wireless.

Top Guest favourite
Cottage in Friendship
5 out of 5 average rating, 55 reviews

Cozy Cabin w/HOT TUB & King Bed•Trails•Lakes•Golfs

Welcome to DeerFox Cottage, a cozy escape surrounded by open fields, fresh air, trees, deer, foxes, and wandering turkeys. Located close to trails, lakes, golf courses, and fishing spots. Spending a day in the Dells? Come back to unwind in the quiet of nature. Listen to the woods, soak in the hot tub, or relax by the fire—whether you're recharging solo or spending quality time with family or friends, your peaceful escape awaits here year-round.

Guest favourite
The cabin's exterior is characterized by a warm wood finish, complemented by well-maintained landscaping featuring lush greenery and red mulch. A welcoming entryway is visible, with a screen door providing access. An American flag subtly waves, adding a touch of charm to the setting.
Cabin in Arkdale
4.93 out of 5 average rating, 148 reviews

Castle Rock Lake, Sand Valley Golf, Northern Bay

Our cozy, cute cabin has two bedrooms. One with queen, the other with full. There is also a hide-a-bed in the great room. Relax in great room with a warm fire or the deck with a fire table. There is a gas grill on site as well as a full service kitchen. Bring your boat or water craft to use on Castle Rock Lake, 1/2 mile away OR enjoy a day at the many parks in the area. Airbnb rated "Super Hosts" for 8-1/2+ consecutive years!

Top Guest favourite
A path lined with glowing string lights leads to a charming lodge nestled among trees. The structure features large windows and a welcoming entrance, surrounded by natural landscaping and gravel. Two outdoor chairs are positioned for relaxation amidst the serene woodland setting.
Tiny home in Elroy
4.99 out of 5 average rating, 112 reviews

Opal Little Lodge - Panoramic Tree Top View

Check out Emerald Little Lodge also! Opal is nestled into the trees overlooking a peaceful woodland valley and giving the illusion of being in a tree house. Designed and built by Wisconsin Tiny Homes, Opal showcases a light and airy blend of modern and traditional design and is thoughtfully and luxuriously appointed. Immerse yourself in nature and enjoy a restful getaway alone or with a companion! Dedicated 500Mbps fiber optic WiFi.

Popular amenities for Castle Rock Lake holiday rentals