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!

Lake Cabin w/Arcade, multi-level deck, kayaks

Escape to Callahan's Shore Thing, a rustic, modern, cozy cabin nestled on the water's edge of a gorgeous 2 acre lot with 100+ ft of lake frontage--minutes from downtown Hayward. You won't find a cabin this close to the water, we promise! Enjoy morning coffee on the spacious, multi-level deck, spend your days kayaking or fishing off our private pier, retreat to the seasonal bunkhouse to relax, or head out to our Musky Lounge to have a beer and play some cards with friends. This place has it all!

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.

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.

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.

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!

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.

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.

Little Sisu - Nordic Hideaway on Silverthorn Lake

Tucked beneath towering pines on a quiet, spring-fed lake, Little Sisu is a modern Nordic-inspired cabin designed for slowing down, reconnecting, and breathing a little deeper. Start your mornings with coffee on the deck overlooking the water. Spend your days paddling, swimming, or exploring miles of nearby trails. End the night by the fire, listening to loons echo across the lake. This isn’t just a cabin—it’s your private Northwoods reset.

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)

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.

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.