Holiday houses in Little Round Lake

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Top-rated holiday rentals in Little Round Lake

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Top Guest favourite
Cabin in Hayward
4.94 out of 5 average rating, 129 reviews

Diamonds On The Water on Lac Courte Oreilles

If you’re looking for your next getaway this is it! You will be quite hard-pressed to find a place closer to the water! This gorgeous Northwoods property sits on almost a 1⁄2 acre lot on the beautiful Lac Courte Oreilles lake with 260 feet of frontage. Wake up to incredible lake views from your main living area and bedrooms. The four season home features hardwood floors, hickory cabinets, beautiful custom tiled shower and an amazing peninsula location! AND, it is right on ATV/Snowmobile trail!

Guest favourite
Cabin in Hayward
4.87 out of 5 average rating, 89 reviews

Lakeside Cabin Retreat on Quiet Peninsula

Avoid crowded resorts and immerse yourself in nature at this private, secluded and peaceful lake cabin. Osprey Lake is quiet and clear and known for great fishing all year. This location offers the option to simply relax and watch for loons, otters, hummingbirds, and the occasional black bear, or to be adventurous and paddle through a beautiful channel to Little Round Lake and Round Lake. Nearby amenities include a variety of trails, restaurants, a casino, and all the charm Hayward has to offer.

Top Guest favourite
Cabin in Hayward
4.96 out of 5 average rating, 102 reviews

Cozy Trailside Nordic Forest Cottage

Welcome to the Trailside Gökotta Forest Cottage: a modern, minimalist and serene nature cabin on the Birkie Trail system. Gökotta means 'to get up early to listen to sounds of birds and the forest'. Located right on Birkie Ridge Trailhead with close access to vast CAMBA trails, this is a nature escape for outdoor enthusiasts who love to bike, ski, hike, and bird watch. Enjoy ski-in ski-out to groomed trails, bike-in bike-out right onto trails, then cozy up by the woodstove or fire-pit at night.

Guest favourite
Cabin in Hayward
4.94 out of 5 average rating, 335 reviews

The Timberjack

Although it's a rustic homage to the lumberjacks and jills of yesteryear, this cabin includes many of the comforts we now enjoy including a queen bed, kitchenette with fridge, hot water, AC/heat, a Keurig coffeemaker, smart TV and charcoal grill. The Timberjack is surrounded by trees right on Lake Hayward and close to downtown Hayward. Launch your canoe just steps from the cabin, walk into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the ideal location!

Top Guest favourite
Cabin in Hayward
4.98 out of 5 average rating, 238 reviews

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.

Guest favourite
A spacious living room features a sectional and additional seating arranged around a glass coffee table. Natural light enters through large windows, highlighting wooden walls and ceiling. A flat-screen TV is mounted on the wall, and decorative curtains frame the windows.
Home in Hayward
4.93 out of 5 average rating, 138 reviews

Hayward House | Trailers Ok, King Bed, 1mi to Town

The Hayward House is your comfortable home retreat close to downtown Hayward on 2+acres with a spacious living room. ATV right from the house! Plenty of parking for anything - boats, snowmobile & atv trailers. 1 mile to Downtown Hayward. 5 miles from Hatchery Creek for the CAMBA singletrack and Birkie Trail. Less than 1 mile from the start of the Chequamegon 40 and the Birkie Finish Line! Wifi, Smart TV (YouTubeTV, Netflix, Disney+, Amazon), washer & dryer. New heating and central a/c system.

Top Guest favourite
Home in Hayward
5 out of 5 average rating, 26 reviews

Cabin on Pine Cone Pond

Welcome to our Cabin, your year-round Northwoods retreat! Relax with the whole family in this newly built cabin that is nestled within a peaceful & private wooded community; a tranquil pond surrounded by 28 acres of woodlands. Minutes from Hayward, with convenient access to fishing, ski trails, & biking, hiking, ATV, & snowmobiling trails. Designed with guest comfort in mind, the cabin features a perfect blend of boho-chic furnishings creating a tranquil, cozy & natural yet stylish retreat.

Top Guest favourite
A two-story cabin features a warm wood exterior and a welcoming entrance. Large windows allow natural light to fill the interior. Surrounded by lush greenery, the property provides a serene retreat in a wooded setting.
Home in Hayward
5 out of 5 average rating, 57 reviews

Haakon House

Relax with family and friends at a Northwoods retreat. The cabin is a newer build at the end of a quiet road near the start line for the Prince Haakon cross country ski race. It can accommodate large groups with as many as 12 in the cabin on beds and pull out furniture (plus a bunkhouse). Connect to CAMBA mountain bike and American Birkebeiner Nordic ski trails from the front door, through private trails and the Mosquito Brook trailhead. Enjoy the screen porch and comfortable accommodations!

Top Guest favourite
The cabin's exterior features a wooden deck with a sturdy railing, leading to a set of stairs. Surrounding tall trees provide a natural backdrop, and the earthy ground is scattered with rocks and pine needles, creating a secluded ambiance.
Cabin in Hayward
4.97 out of 5 average rating, 222 reviews

Cozy 2 bedroom cabin on the water - must see!!

Enjoy a quiet, relaxing week in the north woods of Hayward, WI! Our 2 bedroom, 2 bath cabin sleeps six comfortably (2 queen beds and a futon). Cabin is two levels and 1500 square ft. The cabin is located on the Namekagon River with direct access to Hayward Lake and the public boat launch just a few hundred feet away. You really get the best of both worlds here as the cabin is tucked away in a private, wooded area but is also walking distance to downtown Hayward and other attractions!!

Guest favourite
A cozy living room features wooden walls illuminated by natural light streaming through large windows. A comfortable leather sofa is positioned against the wall, accompanied by a side lamp. A woven area rug adds texture, while a small plaid stool sits nearby.
Home in Hayward
4.89 out of 5 average rating, 9 reviews

Fern Cottage

Escape to a serene woodland retreat where history meets modern comfort! Welcome to our delightful vintage cottage, nestled among the trees, where every corner tells a story. As soon as you step inside, you'll be enveloped by warmth and coziness, While enjoying updated amenities. Making this the perfect getaway. Please note this property does not have Lake access. We are conveniently located less than a half a mile from the boat landing. This is a smoke-free pet free cottage.

Top Guest favourite
Cabin in Hayward
5 out of 5 average rating, 24 reviews

Modern & Cozy Northwoods Cabin w Cedar Hot Tub

We fell in love with Hayward for the same reason so many people do: the lakes, the quiet, the slower pace, and how easy it is to feel connected to nature. The Cabin for Two sits at the end of a private road on a small wilderness lake, surrounded by county forest. Wildlife is part of daily life here. Loons call across the water, swans and other waterfowl pass through, and deer regularly move through the yard. In the warmer months, bears occasionally travel through the area.

Guest favourite
A set of stone steps leads through lush greenery towards the cabin, framed by trees. The cabin features a deck with seating visible at the top, inviting guests to enjoy the natural surroundings.
Cabin in Stone Lake
4.92 out of 5 average rating, 100 reviews

Slice of Paradise on Slim Lake

This cozy cabin in Stone Lake provides a true sense of the tranquil life in the Northwoods and is the perfect spot for your getaway! The cabin faces West on the charming and spring fed Slim Lake (great for swimming, recreation, and fishing). You can enjoy a morning coffee on either the deck or beautiful three season porch overlooking the water. It is a perfect spot for families and friends to make great memories at any time of the year!

Popular amenities for Little Round Lake holiday rentals