Holiday houses in Castle Rock Lake

5 out of 5 average rating, 58 reviews

Cottage in New Lisbon

Sunset Shore:Lakefront/Beach/Arcade/HotTub/Massage

*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.

LocationFamilyCheck-in

4.99 out of 5 average rating, 152 reviews

The cabin is illuminated against the evening sky, reflecting warmly in the calm pond below. Its wooden structure features a gabled roof and expansive windows, creating a welcoming ambiance. Surrounding trees enhance the secluded feel of this tranquil retreat.

Cabin in Necedah

Little Cabin in the Big Woods - Cabin #2

Our cabin on 3 acres was built for entertainment, enjoyment, and memories. When you walk in the great room that overlooks the shared pond, you will see character, craft and you will find your little cabin in the woods. You won’t be able to escape the quality conversations around the large island lit with the mason jar ambiance. There's a detached garage with a full game room. Necedah is located between Castle Rock and Petenwell Lakes. We have trails, history, and recreation at your fingertips.

LocationValueAmenities

5 out of 5 average rating, 6 reviews

Home in Mauston

*NEW*Peaceful Retreat-Firepit-WI Dells-Castle Rock

Hosted by S1nergy Stays, welcome to Driftwood Pines Retreat, a newly renovated and designed getaway in the peaceful countryside of Mauston, WI. This cozy three-bedroom retreat offers a quiet, nature-filled escape perfect for slowing down. The property gives you that "away from it all" feeling while still being a short drive from popular destinations like Castle Rock Lake, Buckhorn State Park, and Wisconsin Dells. Perfect for family getaways, small group retreats, or a peaceful weekend escape.

LocationFamilyQuiet

4.99 out of 5 average rating, 67 reviews

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

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!

LocationValueNearby

4.93 out of 5 average rating, 193 reviews

A cozy living area is presented with two gray sofas adorned with patterned throw pillows. A wooden coffee table sits on a decorative area rug, creating a comfortable space. Light streams in through a window, complemented by wooden panel walls and a small air conditioning unit.

Cabin in Necedah

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.

LocationFamilyCleanliness

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.

4.97 out of 5 average rating, 145 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!

ValueFamilyCheck-in

4.94 out of 5 average rating, 110 reviews

A private cottage is surrounded by a large wooden deck, providing easy access through steps and a ramp. The deck features multiple seating arrangements, offering a space for relaxation. Lush greenery and tall trees add to the natural setting of the property.

Cottage in New Lisbon

Sunny Lane Cottage - Walk to Castle Rock Lake!

Located on 1.5 acres this private cottage is just over a block from Castle Rock Lake & walking distance to popular bars/restaurants, boat rental/launch & many outdoor activities close. The home is perfect for couples, solo adventurers, business travelers, hunters, friends & families. Furry friends welcome with a pet fee. Bring your boat, kayaks, canoes & fishing poles for excellent fishing/recreation & your ATVs & snowmobiles to explore the area & enjoy the trails!

FamilyLocationSleep quality

4.94 out of 5 average rating, 35 reviews

The living area features comfortable plaid sofas and a wooden coffee table, complemented by a plush area rug. A ceiling fan provides ventilation. The open space extends into the dining area, where wooden chairs surround a large table, and the kitchen is visible in the background.

Condo in Arkdale

Gorgeous Lakeview Balcony 4 Bedrooms next to pool

HERE IT IS! Northern Bay Condo overlooking the beach on Castle Rock Lake and just steps to pool/playground. 4 bedrooms, 2 baths, fireplace, tile flooring, walkout to deck from living room & master bedroom. Beautifully decorated and in excellent condition. Onsite Bar/Restaurant, Tiki Bar, boat launch and a professional golf course. A short drive to Wisconsin Dells. Directly on ATV & snowmobile trails, free parking, heated outdoor pool, hot tub, and tennis courts.

ValueLocationCheckout

Superhost

A lakeside cottage is surrounded by greenery, showcasing a wooden deck equipped with outdoor seating and an umbrella. A well-kept yard leads to the pier, while a stack of firewood is neatly arranged beside the entrance, adding to the inviting outdoor space.

Cottage in Mauston

5 out of 5 average rating, 3 reviews

Cozy Cottage @ Shipwreck

Welcome to your perfect lakeside escape! This charming 2-bedroom, 1-bathroom waterfront cottage is located directly on the shores of Castle Rock Lake and sits right next door to the popular Shipwreck Bar & Grill. Whether you're here for adventure on the water or peaceful evenings by the fire, this cozy retreat offers a comfortable stay with direct water access, stunning views, and modern amenities making it the perfect backdrop for your next memorable stay!

LocationComfortNearby

5 out of 5 average rating, 69 reviews

Cottage in Friendship

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.

ValueFamilyKitchen

4.88 out of 5 average rating, 50 reviews

Castle Rock Lake Waterfront Cabin + Massive Dock

Escape with the family to this peaceful canal cabin featuring 100 ft of private dock. Relax on the large deck, patio, or by the fire pit after a day on the water. You’re less than a minute from a free public boat launch and ATV/snowmobile trails. Enjoy immediate access to the Little Yellow River for kayaking, paddleboarding, or boating straight out to Castle Rock Lake. Best of all, enjoy amazing fishing right out your back door!

LocationFamilyKitchen

The exterior of a rustic modern cabin is captured from an aerial view. The wood-clad structure features a covered porch, a welcoming entrance with steps, and a spacious driveway. The surrounding forest of pine trees creates a tranquil woodland setting, with patches of open ground visible.

4.97 out of 5 average rating, 38 reviews

August Inn Friendship, WI

Escape to this charming rustic yet modern cabin in Friendship, WI, just minutes from Castle Rock Lake! Enjoy the cozy wood interiors with stylish modern touches, a full kitchen, comfy beds, hot tub, recreation room, and a fire pit for starlit nights. Perfect for relaxing getaways or outdoor adventures—boating, fishing, hiking, and more await nearby. Unplug, unwind, and make memories in this serene woodland retreat!

LocationFamilyComfort

Popular amenities for Castle Rock Lake holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Castle Rock Lake

4.88 out of 5 average rating, 8 reviews

Cabin in Wisconsin Dells

The Pines at Oak & Ember Luxury Micro Resort

FamilyLocationKitchen

5 out of 5 average rating, 9 reviews

Lake Front | Pontoon | Arcade | Beach | hot tub #2

LocationFamilyHospitality

5 out of 5 average rating, 6 reviews

A-Frame, Fire-pit, E-Bikes, Near Park/Launch

LocationFamilyAir conditioning

4.92 out of 5 average rating, 78 reviews

An outdoor kitchen area is showcased, featuring a built-in grill and preparation space. Stone countertops, illuminated by recessed lighting, complement seating with four high-backed chairs. A serene view of the channel and surrounding greenery is visible in the background under a soft, colorful sunset sky.

Home in Mauston

Sunny 3BR | Hot Tub | Castle Rock Lake

FamilyLocationSleep quality

An aerial view captures a newly renovated house surrounded by a dense forest of tall trees, with a clear path leading to the road. The proximity to water is highlighted by the expansive landscape visible in the distance.

5 out of 5 average rating, 37 reviews

Beautiful 3 Bedroom Home near Lake and Nightlife!

FamilyLocationKitchen

A log cabin is nestled among tall pine trees, with sunlight filtering through the branches. A spacious deck extends from the front, accompanied by outdoor seating. The surrounding area is covered in dry foliage, creating a serene natural setting.

4.95 out of 5 average rating, 38 reviews

Castle Rock Lake-Games-Bar-Fireplaces & Fire Pits

LocationFamilyNearby

The cabin features a spacious exterior with a landscaped yard and a multi-level seating area around a fire pit. Upper and lower decks offer seating options, while large windows enhance the structure's natural light. The surrounding landscape provides a serene backdrop.

5 out of 5 average rating, 13 reviews

Kokomo Cabin: Campfires, Family Fun & Lake Views

FamilyLocationNearby