Holiday rentals in Chief Lake

4.95 out of 5 average rating, 118 reviews

Glamping Cabin at Loon Lake Guesthouse

Rustic Elegance + Northwoods Flare + Island View Panorama + Fully Electric + Front Porch 10 minutes from Hayward, The Glamping Cabin's spacious semi-open floor-plan has 2 beds, full kitchen, dishes, utensils and a thoughtfully designed camp-style water system. Winter days are warm+cozy with the Row-0-Flames heater. Showers are outdoors when temperatures are above 32 degrees or next door at Loon Lake Guesthouse when its cold out. Your "toilet" is a colorful outdoor privy. Fully electric with WiFi

4.94 out of 5 average rating, 109 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!

5 out of 5 average rating, 44 reviews

Home in Hayward

Renovated Lakefront Cabin on LCO

Enjoy this recently renovated cabin on the highly desired Lac Courte Oreilles. An ideal location regardless of the season with a private dock and 120 feet of shoreline. Minutes from all the winter trails you desire. This 2 bedroom cabin has all the high end finishes and kitchen updates you need. From inside, enjoy the fabulous lake views as you drink your wine or cup of coffee. Washer/dryer are in unit. Outdoors, whether it's relaxing, grilling, or enjoying a fire at night...this place has it!

4.84 out of 5 average rating, 77 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.

4.88 out of 5 average rating, 128 reviews

Cozy Cabin on Beautiful Grindstone Lake

Cozy cabin on Grindstone Lake with access to Lac Courte Oreilles lake as well. Both are considered pristine for musky and walleye. Sevenwinds Casino and Big Fish Golf Course are minutes away. Downtown Hayward is only 15 minutes. You have access to the community dock and shared frontage to crystal clear Grindstone Lake. The Snowmobile trail runs immediately in front of the cabin. Ice fishing right off our shore produces walleye, crappie and perch. We have a fisherman’s haven just waiting for you!

Guest suite in Stone Lake

4.96 out of 5 average rating, 112 reviews

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!

4.94 out of 5 average rating, 284 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!

4.99 out of 5 average rating, 208 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.

5 out of 5 average rating, 16 reviews

Flat in Hayward

The Mill Pond Apartment - Walk to Musky Fest!

Newly remodeled & spacious studio apartment located .5 mile from Main Street. Enjoy walking to downtown restaurants and shops of downtown, while being a short distance to ski & bike trails. The Mill Pond is conveniently located so you can walk to the Musky Festival, American Birkebeiner, Lumberjack World Championships, and the Cheq 40. Includes a full kitchen with new appliances, queen size bed, full bathroom, private work area with desk & views of Hayward, WiFi, smart TV and private entrance.

4.99 out of 5 average rating, 103 reviews

Seeley Oaks A-Frame | Quiet, 40 Acres, Near Trails

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

4.87 out of 5 average rating, 164 reviews

Northern Lights Cabin

A rustic experience in the middle of the Northwoods awaits! This cabin is a unique opportunity to truly unplug and unwind. Situated on Pacwawong Springs, you can sit on the dock and contemplate your day's adventure; paddle over to the Namakagon River from the dock? Ride the CAMBA bike trails? Ski the famous American Birkebeiner ski trail? Visit attractions in the Chequamegon-Nicolet National forest? All these are within minutes. At days' end, unwind on the deck and soak in the night stars!

4.87 out of 5 average rating, 282 reviews

Flat in Hayward

Sunset Lake View Apt Callahan Lake

You’ll love my place because of the outdoors space, the view, use of pier. Inside we have all the comforts of home, TV, dishwasher, refrigerator with ice-maker, fireplace (gas),there is also a queen size sofa bed in the living room. Sunset Apartment" has a north woods modern feel with large Sunny windows facing the lake. Enjoy sunset apartment stay on beautiful Callahan Lake with excellent fishing, amazing sunsets. Pets are very welcome,$15 per day per pet fee.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Chief Lake holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Chief Lake

4.86 out of 5 average rating, 7 reviews

Retreat to the Northwoods

AmyRating, 5 stars3 months ago

We loved staying at Alana’s spot in Hayward for a weekend skiing the Birkie! The beds were comfy, the view was beautiful and we especially loved the fireplace. We would definitely stay there again!

4.89 out of 5 average rating, 44 reviews

Cabin in Springbrook

New Cozy Cabin on a Lake for the Perfect Getaway!

BarrettRating, 5 stars3 weeks ago

Jennifer was very flexible and was quick to respond. The cabin was clean and very comfortable.

4.97 out of 5 average rating, 62 reviews

Guest house in Ojibwa

Quaint 2 bedroom cottage with access to ATV trails

VeronicaRating, 5 stars4 days ago

Great guest house on a beautiful property. Very private, cottage was well-stocked for my week stay. Eric was super responsive and gave lots of recommendations on local hikes. Highly recommend!

4.93 out of 5 average rating, 41 reviews

Little Sisu - Nordic Hideaway on Silverthorn Lake

KerryRating, 5 stars2 weeks ago

Little Sisu was exactly what we expected! Peaceful, comfy, beautiful surroundings! Jesse was very responsive to any questions and concerns. The cabin had everything we needed and more. We will definitely be back, hopefully in the fall once the sauna is finished!

5 out of 5 average rating, 9 reviews

Home in Hayward

Gratitude Up North On Round Lake

JanRating, 5 stars3 months ago

Clean and very nice. Met our expectations. Host was very receptive. Enjoyed our stay. Would stay again.

4.98 out of 5 average rating, 189 reviews

Vintage 1940's Hayward Cabin!

ShelleyRating, 5 stars20 months ago

Truly an amazing stay in an adorable cabin that has everything that you need. Decorated so cute and it is spotless. Kara even stopped by when we arrived to introduce herself and see if we needed anything and to offer some of her favorite places in the area. We will return for sure!

4.87 out of 5 average rating, 15 reviews

Lovely Lake House with flat lot & beach! Sleeps 16

BrianRating, 5 stars8 months ago

The lovely lake home was a beautiful place to stay for fall break. The fall colors were amazing and the home is nestled in the woods by the lake. The home is very comfortable and open kitchen is equipped with new cooking gear. It was great to have coffee in the morning while looking at the lake and also beverages at sunset on the deck. The beds were comfortable and everything was new/nicely decorated. There is a bedroom, great room, and bathroom upstairs that is very spacious. Kristi was great to work with and we appreciated her responsiveness.