Vacation rentals in Chief 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!

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 Hideaway on Clear Lake Island

Discover The Hideaway on Clear Lake Island, a one-of-a-kind 2,600 sq ft retreat offering total seclusion and endless adventure! This 4-bedroom, 2-bath cabin sits on its own private island with 360-degree views of pristine Clear Lake, surrounded by lush trees. Enjoy your own private dock for fishing, swimming and kayaking; plus a firepit and BBQ for the perfect outdoor escape. Accessible by road yet feeling worlds away, it's ideal for families or friends seeking an unforgettable, private getaway!

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.

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.

Northwoods Rustic Lodge Round Lake with Pontoon

Relax with your family at this single level, Four-bedroom Lodge in Richardson Bay on 3,000 acre beautiful Round Lake with WATER VIEW. Bennington Pontoon included no depth finder (Seasonal for availability Memorial Day weekend to early October subject to change depending on weather. Prices do reflect if pontoon included in stay) sleeps up to 14. 4Queen beds and 3Twin bunk beds. 900 squarGreat room. 365 sft kitchen, is separated by French doors. Bedrooms in back of the Cabin. 2 full bathrooms

Updated, tranquil retreat on Round Lake

Welcome to our tranquil retreat on the pristine shores of Round Lake in Hayward, Wisconsin -In addition to the 3 bedrooms, there is a sleeping loft above the living area - Close to trails. Great fishing! -Newly renovated basement adds living space and a sauna. -The cabin is a private cabin, with 2 decks and large private dock for great swimming and docking boat. It is part of a small association with shared amenities. -Max 3 car parking spots, BOAT/SNOWMOBILE TRAILER PARKING OFFSIT

Lovely Lake House with flat lot & beach! Sleeps 12

Beautifully renovated lakefront cabin on Lac Courte Oreilles! 4-bedroom, 2.5-bath lakefront cabin is perfect for family groups. Fully equipped with lake toys: dock, 2 canoes, 3 kayaks, paddle boat. Sunset views. Firepit. Corn hole provided! Occupancy: The County has implemented occupancy limits which impact all short-term rentals based on septic system size. My limit is now 12 overnight guests. Many other properties in the county are now limited to 8 guests.

Glover Lake House

Sleeps 8 and Dog Friendly. On a small private lake (Glover Lake) with great swimming, fishing, canoeing/kayaking and only 1/4 mile from the Chippewa Flowage CC North Public Boat Landing which is a separate lake than Glover Lake. Near UTV/ATV and Snowmobile trails. Glover Lake House is a 3 Bedroom 2.5 Bath Home with huge yard (9.75 acres) to enjoy the outdoors! Separate Screen House, one (1) Aluminum Boat and two (2) Canoes makes this the perfect outdoor space.

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!

Charming Cabin right on Round Lk in Richardson Bay

Rustic, cozy cabin in Richardson Bay on 3,000 acre Round Lake. The cabin porch is about 50 feet from the lake! 2016 21' Bennington 90 HP pontoon included with all summer rentals. Three bedrooms with three queen beds. Two story loft, two bath with Jacuzzi tub in loft, two gas fireplaces, fully furnished 3 season porch, and central air/heating. This cabin lacks nothing for supplies! Just bring your clothes and fun! It is completely furnished!

Lakefront Cabin with Private Beach

Sandy’s Lakeside Cottage is a cozy, remodeled lakefront getaway on beautiful Lac Courte Oreilles, just minutes from Hayward. Enjoy a private sandy shoreline, dock, lakeside fire pit, and stunning views from the home. Perfect for families and small groups, this four-season cabin offers boating, fishing, swimming, and sandbar fun in summer, plus direct snowmobile access in winter. Dog-friendly with approval and professionally managed.