
Family-friendly holiday rentals in Town of Round Lake
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Top-rated family-friendly rentals in Town of Round Lake
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Honey Bear Hideaway-cabin in the heart of Hayward
Surrounded by trees, settled right on Lake Hayward sits this charming & cozy cabin in a little cabin community less than half a mile from downtown Hayward. Launch your canoe just steps from the cabin's entrance, bike into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the perfect location! This is a studio size cabin with one queen bed and a bunk bed with 2 twin mattresses, bathroom, kitchenette with a fridge, microwave, Keurig coffeemaker & outdoor grill.

Cozy Cabin on Beautiful Grindstone Lake
Cozy cabin on Grindstone Lake with access to Lac Courte Oreilles lake as well. Both are considered pristine for musky and walleye. Sevenwinds Casino and Big Fish Golf Course are minutes away. Downtown Hayward is only 15 minutes. You have access to the community dock and shared frontage to crystal clear Grindstone Lake. The Snowmobile trail runs immediately in front of the cabin. Ice fishing right off our shore produces walleye, crappie and perch. We have a fisherman’s haven just waiting for you!

Hayward Haus, Modern Design w/ Classic Experience
Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind This cabin was built in 2021 and host is 13 year "superhost" This is a default "no pets" cabin, however exceptions can be made with permission and a fee. Inquire with host. NEMA 15-40R outlet provided for level 2 EV charging. You bring chord and adapter.

Start Line Inn on Bike & XC Trails Powered by Sun
Silent Sport & outdoor enthusiasts. Rejuvenate in nature. Powered by Solar Energy. Couples getaway or fun with family/friends. Ski, Bike & Hike in/out. Trails for XC, mountain & fat biking & hiking. Scenic routes for road cyclists. 20% OFF at Start Line Services Bike & XC Shop, on property. Water access nearby. Located at American Birkebeiner Start. Cabin charm with modern comforts. Business grade WiFi Work & Play! Wish to reserve more than 6 months ahead? Please send message.

Seeley Oaks A-Frame | Couples Winter Getaway
This is a cabin-in-the-woods experience! The Seeley Oaks A-Frame is our slice of the peaceful Northwoods experience. It's on 40 private, tranquil acres (no neighbors!) with great access to all the Hayward-Cable area has to offer. It's small - intended for two adults, with the option of 2 addtl kids. It's a total of 700 sq ft, with a queen bed in the loft, in-floor heat, full kitchen, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

Northern Lights Cabin
A rustic experience in the middle of the Northwoods awaits! This cabin is a unique opportunity to truly unplug and unwind. Situated on Pacwawong Springs, you can sit on the attached deck and contemplate your day's adventure; paddle over to the Namakagon River? Ride the CAMBA bike trails? Ski the famous American Birkebeiner ski trail? Visit attractions in the Chequamegon-Nicolet National forest? All these are within minutes. At days' end, unwind on the deck and soak in the night stars!

THE SUNROOM SUITE @Loon Loon Lake Guesthouse
Only 10 minutes and a world away from Hayward, the stylishly appointed SUNROOM SUITE is part of Loon Lake Guesthouse. Take in the view of gardens, tall pines and glimmering Loon Lake through windows and skylights that overlook this picturesque setting. Summertime brings swimming, canoeing, bird watching and walking the loop. Venture out for some day tripping or work remotely with Starlink WiFi. And be sure to make time for luxuriating in the soaking tub. Life is sweet in The Sunroom.

Sunset Lake View Apt Callahan Lake
You’ll love my place because of the outdoors space, the view, use of pier. Inside we have all the comforts of home, TV, dishwasher, refrigerator with ice-maker, fireplace (gas),there is also a queen size sofa bed in the living room. Sunset Apartment" has a north woods modern feel with large Sunny windows facing the lake. Enjoy sunset apartment stay on beautiful Callahan Lake with excellent fishing, amazing sunsets. Pets are very welcome,$15 per day per pet fee.

Cable Rustic Yurt
Explore thousands of acres of public forest land and enjoy endless miles of some of the best recreational trails Wisconsin has to offer. Step out of the yurt, located in the middle of Bayfield County Forest land, and right onto CAMBA mountain bike trails and the North End ski trails (which connect to the American Birkebeiner ski trails). This is a rustic, minimally maintained yurt so come prepared to relax, unwind and explore the wonders of the north woods.

The Bear Den
The Bear Den is a beige/green trim home with a perfect location for all your outdoor ventures, located on the corner of Hwy 63 and Leonard School Rd between Seeley and Cable, WI. This 2- bedroom, 1 1/2 bath unit features Northwoods decor. Relax in private backyard with firepit, free firewood, a gas grill and outdoor furniture. Convenience cooking only with restaurants, gas and grocery shopping nearby Cable, WI, or Seeley, WI.

Bayside Birch Cottage on Nelson Lake
Welcome to the Bayside Birch Cottage in the Northwoods of Hayward, Wisconsin! Our beautiful, cozy spot on Nelson Lake offers a perfect blend of year-round, family-friendly relaxation and adventure - there's truly something for everyone! We’re only 7 minutes from downtown Hayward, so you can also explore shops, restaurants, recreation rentals and trails, and even the giant Muskie statue!

Serene Retreat In The Woods of Hayward
Escape to the Northwoods of Wisconsin. This is a quiet, peaceful place to stay. The house is set in the woods with deer strolling through the property. There is access to snowmobile trails 9 and 15 and plenty of truck and trailer parking. Round Lake and other area lakes are nearby for ice fishing. We are about 5 miles from the Birkie trail parking and access.
Popular amenities for Town of Round Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Private Modern Cabin w/Hottub on 11 acres!

NEW Spacious Goose Lake Chalet+Hot Tub

* New, Luxury* The Powerhouse Loft

Luxury Cabin on Big McKenzie - Hot Tub & Serenity

Nordic Lake Cabin : Sauna/Hot Tub/Pontoon Rental

Piece of Paradise/Hot Tub/ATV trail/Kayaks

Cabin on Sawyer Creek Rd.

Lakefront Sunset Cabin w/Boats, Spa, FirePit & BBQ
Family- and pet-friendly home rentals

Loons Nest Cabin on Private Lake

"Bakery Bungalow" -Sweet Accommodations & Nature !

Pets Welcome - RV/EV Friendly - Minong Flowage

Lakeside Northwoods Retreat

Great outdoor retreat in the North Woods.

Sölveig Stay: Shipping Container with Nordic SAUNA

Lakefront cabin, pet friendly!

Black Dog Woodland Suite
Family-friendly home rentals with a pool

Ski Chalet of Whitecap Mountain

Tall Moon Cabin

Private Chalet, 3 Queen beds on Trails in Voyager

Voyager Cabin: Sauna, Game Room, Golf & Lakes

Hangar House-Near the Clubhouse and Airstrip

Great Bear Getaway

Schoolhouse Lake: Poolside and free guest boats!

Exclusive beachfront, pool & jacuzzi. VIP.
Quick stats about holiday rentals that are family-friendly in Town of Round Lake
Total rentals
70 properties
Nightly prices starting at
$104 SGD before taxes and fees
Total number of reviews
1.8K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
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