Family-friendly holiday rentals in Castle Rock Lake

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

Lake Arrowhead Brown Bear Lodge in Rome WI. 2 HOA golf courses + Sand Valley Golf resort 1.5 miles away. Enjoy all lake Arrowhead offers including Heated private pools (seasonal), 4 private beaches, 2 club houses. Ski Chalet & winter activities. ATV friendly area with miles and miles of trails. This home is also on the Snowmobile trail! Wood burning fire place, lower level wet bar with slate pool table, hardwood floors, new appliances and furnishings. 4 Tvs, wifi and beautiful north woods view!

(#1)Pine Forest Cabins

*Brand New Development* Pine Forest Cabins are the perfect getaway for friends and family. Forest view, away from the main road. Fully furnished with private hot tub, gas grill, a fire pit and more! The guests also have access to a community game room with a theatre room upstairs. The place is located within 5 minutes of Castle Rock Lake, 10 minutes from Buckhorn State Park, 30 minutes from Sand Valley Golf and 40 minutes away from Wisconsin Dells, where you'll find something to do for everyone!

Black sheep cabin with barrel sauna. New build!

Discover peace and style in this brand-new cabin tucked away in the woods—just minutes from the Dells. Modern aesthetic and thoughtful details, this secluded retreat blends natural beauty with upscale comfort. Wake up to birdsong, sip coffee on the private patio, and unwind in a space that feels serene & sophisticated. Whether you're seeking a romantic getaway, a quiet workcation, or a base for Dells adventures, this peaceful woodland hideaway offers the perfect balance of privacy and proximity

Driftless Glamping on a Bluff

Rustic camping in the Driftless Region on the top of a bluff in a 20ft Bell Tent ,extra tent with queen air mattress. Relax without having to pack, set up , tear down and put away when you get home, more time to do things you enjoy. Go trout fishing, walk or ride the Omaha Trail Tunnel, Elroy- Sparta Trail, or the 400 Trail. Necedah Wildlife Refuge, Buckhorn, Castle Rock, Wisconsin Dells, Amish scenic drive, and Wildcat State Park with canoeing down the Kickapoo River are all within 30 minutes.

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.

Beach House on Lake w/ Game Room, WI Dells 30 min

Features a Game Room, Beach, Indoor and outdoor Fireplaces, and a Screened-in Patio. Sandcastle Cottage is the perfect spacious family getaway with a beachfront on Beach Lake, a private lake great for swimming, kayaking, paddle boarding, or playing in the sand. Features large indoor game room with poker table, shuffleboard table, and arcade machines. Located near Buckhorn State Park, Castle Rock Lake, and only a 30 minute drive from the Wisconsin Dells and 40 minutes from Cascade Mountain.

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.

Beautiful remodeled private cabin in the woods

Adventure into the Wisconsin wilderness at this newly remodeled cabin! One mile to Castle Rock Lake boat launch & beach, or 20 miles to WI Dells. At this 3 bedroom 2 bath cabin, you can enjoy a full kitchen, open-concept living area, large screen porch, new metal roof,vand yard with grills and fire pit. Enjoy the Juneau County Fair, Necedah Wildlife Refuge, Buckhorn State Park, or explore the forest from the trails in your backyard! Great area for hiking, fishing, boating or kayaking.

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

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!

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!

Secluded Patio! Game Room! Fire Pit! Hot Tub!

Unwind, reconnect and play. Secluded in the country on 5 acres, yet minutes from great skiing at Cascade and Devil's Head. Stacked with a game room, cozy 4 season room w/fireplace and a traditional family room. Whether you’re planning a family getaway, friends’ reunion, or weekend adventure near the Dells, this cabin delivers the perfect blend of comfort, fun, and tranquility. Ready to make memories? Book now and experience for yourself!