Holiday houses in Little Round Lake

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Top-rated holiday rentals in Little Round Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Cabin in Hayward
4.96 out of 5 average rating, 105 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
4.87 out of 5 average rating, 93 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.

Guest favourite
A cozy fire pit area is surrounded by four adirondack chairs on a gravel surface. String lights illuminate the space, creating a welcoming ambiance. In the background, the cabin features large windows, and a hammock is hung nearby among the trees.
Cabin in Hayward
4.98 out of 5 average rating, 49 reviews

Evergreen Escape - cozy cabin near Grindstone Lake

Welcome to Evergreen Escape! Located between Grindstone Lake and Lac Courte Oreilles, our cabin is the perfect base for your Hayward getaway. Enjoy fishing, boating, and swimming on nearby lakes, or hit the CAMBA trails, ATV/snowmobile routes, and golf courses like Big Fish and Hayward Golf Club. Try your luck at Sevenwinds Casino or explore the town’s shops, breweries, and the famous Fishing Hall of Fame. Whether you’re after outdoor adventure or cozy cabin vibes, Hayward has something for you.

Guest favourite
Two hanging chairs are suspended from a rustic wooden frame adorned with string lights, creating a warm glow. A fire pit made of stones is positioned below the chairs, surrounded by a wooded setting. A cabin can be seen in the background, softly illuminated through its window.
Cabin in Hayward
4.94 out of 5 average rating, 342 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
Home in Hayward
4.95 out of 5 average rating, 43 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.

Guest favourite
An outdoor seating area showcases comfortable green adirondack chairs arranged around a stone firepit, with a fire actively burning. A wooden structure is visible in the background, surrounded by lush greenery and tall trees, creating a serene natural setting.
Chalet in Hayward
4.96 out of 5 average rating, 118 reviews

Sylvan Chalet, Modern, Lakefront, Close to Trails

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. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

Superhost
Home in Hayward
5.0 out of 5 average rating, 4 reviews

BRAND NEW Luxury Riverfront Home-5 min to downtown

Escape to Knotty by Nature, a luxury Northwoods riverside retreat nestled along the scenic Namekagon River. This spacious three-bedroom, two-bath home offers the perfect blend of rustic charm and modern comfort, creating an unforgettable getaway. Wake up to peaceful river views, spend your days exploring the crystal-clear waters of the Namekagon and relax around the fire table under the stars. Some places just feel like a getaway the moment you arrive—and Knotty by Nature is one of them.

Top Guest favourite
The A-frame cabin is nestled among trees, showcasing a vibrant wooden exterior and a sloped metal roof. Sunlight filters through the foliage, creating a serene and inviting setting. The surrounding area features large rocks and a gravel pathway, enhancing the peaceful atmosphere.
Cabin in Hayward
4.99 out of 5 average rating, 150 reviews

Seeley Oaks A-Frame | Secluded Retreat on 40 Acres

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. At 700sq ft, it's intended for two adults, with the option of 2 addtl kids. A queen bed in the loft, in-floor heat, full kitchen, gas fireplace, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

Guest favourite
Home in Hayward
5.0 out of 5 average rating, 9 reviews

Welcome to Bear's Den Lodge

Bear's Den Lodge has a great view from the dock of Osprey Lake. Which is located about 15 minutes from downtown Hayward. This amazing cabin is private, with a beautiful deck to enjoy the scenery. There is plenty of room for the whole family to enjoy your vacation to make special memories. You can enjoy fishing and kayaking on Osprey Lake. Great trails for Snowmobile/ATV access located within 2 miles of the property. Trails are well groomed for many miles of riding.

Guest favourite
The exterior of the lodge is framed by lush greenery, highlighting its charming wooden facade. A spacious porch and multiple windows provide a welcoming entrance. The surrounding yard features a manicured lawn, creating an inviting outdoor space for gatherings and activities.
Cabin in Hayward
4.92 out of 5 average rating, 38 reviews

Luxury Lakefront Lodge with amazing views

Welcome to paradise! A charming 100 year old lodge with sandy swimming on crystal clear Round Lake! The cabin is very large and great for groups or families. Enjoy free parking, a sandy shoreline, and plenty of room for yard games. A lakeside screen porch and new deck provide commanding lake views. The brand new kitchen is fully equipped. The property is wooded and private, but you’re just minutes away from bars, restaurants, shops, and of course the casino!

Top Guest favourite
Home in Hayward
4.97 out of 5 average rating, 64 reviews

The Blue Musky Golf, UTV & Snowmobile Escape

Escape to the heart of Wisconsin’s Northwoods at this spacious 4-bedroom, 3-bath home in Hayward, perfectly located directly on ATV and snowmobile trails and overlooking the Big Fish Golf Course. Whether you’re here for trail riding, lake adventures, or downtown fun, this home puts you close to it all—just minutes from multiple lakes including the Chippewa Flowage and the shops, dining, and events of downtown Hayward.

Top Guest favourite
Cabin in Hayward
5.0 out of 5 average rating, 25 reviews

Cabin in Hayward / Kagon Kabin

Escape to Kagon Kabin, a brand-new riverfront retreat on the Namekagon River, where private river access, complimentary kayaks, a screened porch with a fire table, an outdoor fire pit with firewood provided, and direct access to year-round Northwoods adventures create the perfect Hayward getaway.

Popular amenities for Little Round Lake holiday rentals