Vacation rentals in Little Round Lake

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!

White Tail Lodge; Near Hayward and Snowy Trails!

White Tail Lodge is a custom-built log Lodge on the pristine shores of Windigo Lake. Located only 6 miles from all the activities in Hayward, WI, the Lodge was built for fun family adventures in mind; near ATV trails; with water toys, a golf cart (to get less mobile persons down to the lake), a shuffle board court, pickle ball court, basketball hoop, a pool table and a fire ring area *In the summer, turnover days are FRIDAYS; click on the BOLD Friday date to see availability.* Nice Winter skiing

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.

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!

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.

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.

Great outdoor retreat in the North Woods.

Valhalla Townhouse is just a few miles outside the cute town of Cable Wisconsin. This property sits adjacent to an old ski hill and walking distance from the American Birkebeiner Trail head. Miles of trails are just out your door for cross country skiing, mountain biking, snowmobiling, hiking and ATV's. There are also numerous lakes in the area and the beautiful Namekagon river for fishing or canoeing. There is something for everyone here at Valhalla! We hope you enjoy your stay!

Amy’s Cozy Lakeside Cottage

Relax with the whole family in this cozy lakeside cabin located on Nelson Lake in Hayward, WI. Just 7 minutes from town and the famous Main Street shops, and centrally located to all of the lakes' restaurants & bars. This is a space you can truly call a home away from home. Enjoy nightly bonfires, fishing, swimming, and backyard BBQs. Other amenities include: -Electric fireplace -Flat screen TV -WIFI -Fully stocked kitchen -Luxurious bedding & towels -Stereo -Private dock

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.

Backyard trails and Lake Hayward!

Stay in one of the oldest structures in Sawyer County with private Lake Hayward frontage in your front yard and the Birkie trail, atv and snowmobile trails in the backyard! You can hike, bike, ski, or ride the trails directly from our yard. Plenty of parking-driveway is a loop. Cabin was completely renovated top to bottom in spring of 2021. Enjoy serenity and country feel but also close proximity to Hayward. (2 miles to main street)