Vacation rentals in Chief Lake

A tranquil lake scene features a long wooden dock extending into calm waters, reflecting the clear blue sky. Surrounding greenery and a sandy edge are visible, creating a serene atmosphere. The distant shoreline is edged with trees, highlighting the property's natural beauty.

4.94 out of 5 average rating, 140 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!

4.87 out of 5 average rating, 95 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.

The modern cabin features a covered deck with ample seating, including bright red Adirondack chairs positioned around a fire pit. Large windows display warm ambient lighting within, while smoke gently rises from the roof, blending with the surrounding woods.

4.98 out of 5 average rating, 246 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.

4.96 out of 5 average rating, 52 reviews

Home in Hayward

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.

A multi-level wooden deck is surrounded by tall pine trees, leading up to a cabin nestled among the foliage. The structure features large windows, enhancing its connection with the natural environment.

4.88 out of 5 average rating, 57 reviews

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

4.94 out of 5 average rating, 17 reviews

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

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.

5.0 out of 5 average rating, 47 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.

Superhost

A tranquil view of Lac Courte Oreilles is framed by tall trees. A clear path leads to the water's edge, where a dock is visible surrounded by Adirondack chairs. A seating area with benches faces the lake, offering a serene lakeside environment.

4.83 out of 5 average rating, 24 reviews

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.

5.0 out of 5 average rating, 43 reviews

The exterior of a single-story home is shown, surrounded by a spacious yard with lush greenery. Tall trees provide shade, and a clear sky features scattered clouds. A set of steps leads to a welcoming front entrance with a porch.

Home in Hayward

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.

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.

4.91 out of 5 average rating, 43 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!

Superhost

4.64 out of 5 average rating, 39 reviews

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.