Holiday rentals with a kayak in Sawyer County

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!

Value · Location · Cleanliness

The House on Round-Summer & Fall Color Space Open!

Enjoy lake life on a quiet bay of one of Hayward's premier lakes. The bay is home to loons, bald eagles, owls, deer, otters, ducks, and frogs as well as an occasional bear. Beyond the bay, Round Lake is renowned for boating, fishing, and swimming at the sandbars. Take one of our provided kayaks (there's 2 of them) and make your way to the nearby sandbar or just around the bay to take in the wildlife. If you enjoy winter sports like skiing or snowmobiling, the house makes an excellent home base

Location · Outdoor spaces · Bathroom

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.

Value · Outdoor spaces · Barbecue

Cabin on Ham Lake Canoe, Kayaks, Paddle-boards

This private 3 bedroom, 2 bath log cabin allows guests to enjoy personal space and still gather within the great room. Stay cozy with a gas fireplace or explore the great outdoors. With swimming off your back deck, kayaks to explore the lake, and bonfires there is something for everyone. The Chequamegon-Nicolet National Forest is a short drive, hosting 1.5 million acres of Wisconsin Northwoods, including the best cross country skiing trails. Hope you come, have a blast, and get some rest.

Outdoor spaces · Value · Layout

Cheerful Cabin on Lake Chetac

Bring your whole family to the lake where this cozy cottage awaits you. This newer home boasts 3 bedrooms and 2 full bathrooms. It is an open concept home located on Lake Chetac that covers over 2,000 acres. With a depth of up to 35 feet, you can fish for bluegill, crappie, perch, bass, & walleye. We have a private dock available where you can dock your boat and a public boat launch right around the corner. ** Dock goes in the water at the end of April and is pulled out mid September **

Outdoor spaces · Location · Checkout

Douglas Lakeside Retreat - Pet Friendly & Kayaks!

Escape to the serenity of the Northwoods at this cozy family cabin located on a private lake. Swim and play in the sand at beachfront, relax at the firepit, enjoy lake views listening to loons. Near popular ATV/hiking/snowmobiling/skiing trails! We offer kayaks, paddleboards, canoe, yard games, WiFi, laundry, gas fireplace, A/C and smores! Family friendly, pet friendly! Whether you are looking for an exciting family getaway or a peaceful relaxing retreat, we would love to host you!

Location · Amenities · View

Kayak/SUP/Fish at Hemlock Lodge on Spider Lake!

Experience quiet peacefulness at Hemlock Lodge on the shore of Spider Lake! 25 minutes out of Hayward, this property offers the best of all worlds. If you want the feel of a true Northwoods getaway, you can get it here! Bring your snow shoes or XC Skis to enjoy the world class American Birkebiener trails or your road or mountain bike to enjoy the CAMBA trails, or quiet meandering roads. Snowmobile friendly! With room for trailers, you can access the lake from the driveway.

Outdoor spaces · Value · Indoor spaces

Cozy A-frame on sandy beachfront

Welcome to Hearth and Pine A-frame on Sand Lake. Our comfortable and cozy year-round retreat is on sandy beachfront nestled among pines and oaks in Northern Wisconsin, and it is perfect for families, couples, outdoor enthusiasts, or girl’s getaway weekends – dog-friendly too! The spaces have been significantly updated, designed to retain the cool cabin vibe but adding comfort and convenience with some fun built in. Whatever “cabin” means to you, we’ve got it.

Location · Outdoor spaces · Cleanliness

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!

Location · Outdoor spaces · Cleanliness

Northwoods Lily Pad

Cozy, modern Northwoods house on Lake Hayward. Just minutes from downtown you will be in close proximity to the Lumberjack Village, as well as the Birkebeiner trail. The house was built in 2021, and features modern Northwoods décor from Hayward and local surrounding areas. It is an open concept 2 BR, 2 BA home, and sleeps six. Amazing sunsets (weather permitting)

Location · Outdoor spaces · Amenities

Secluded Riverfront Cabin | Hot Tub + Starlink

Secluded riverfront cabin on 10 private acres in Wisconsin's Northwoods. Kayak from your backyard, soak in the hot tub, and unwind by the double-sided fireplace. Starlink WIFI, full coffee bar, Pac-Man console, and a family-friendly layout that sleeps 7. The most unplugged, unhurried getaway you'll find on the Chippewa River.

Location · Value · Layout

Cabin in Hayward / Kagon Kabin

Escape to Kagon Kabin, a brand-new riverfront retreat on the Namekagon River, where private river access, complimentary kayaks, a screened porch with a fire table, an outdoor fire pit with firewood provided, and direct access to year-round Northwoods adventures create the perfect Hayward getaway.

Outdoor spaces · Location · River