
Holiday houses in Little Round Lake
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Top-rated holiday rentals in Little Round Lake
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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!

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.

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.

Stumble Inn
The Stumble Inn motel suite resides in the quaint little town of Stone Lake, WI. Stroll around town to enjoy our local shops, restaurants and parks. A short drive in any direction leads you to one of our many area lakes for your boating and fishing pleasure. Hiking, biking, snowmobile and ATV trails are just outside our door! Large blacktop parking lot with plenty of room for trucks and trailers. Located just steps away from the 5-Star rated Red Schoolhouse Wines. The North woods at its best!

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!

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. 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

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.

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!

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

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.

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.

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.
Popular amenities for Little Round Lake holiday rentals
Other great holiday rentals in Little Round Lake

Retreat to the Northwoods *updates coming soon!*

Serene Lakefront Cabin: ATV Trail, dock, fishing

The Red Walleye: 22 beds on Big Fish Golf Course

NEW- Bear Cabin -NEW (Tainter Cabin)Hayward,WI

Slice of Paradise on Slim Lake

The Wolf Den - A Wooded Hideaway

White Tail Lodge; Near Hayward w/Resort Amenities!

Big Sisu - Nordic Hideaway on Silverthorn Lake
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