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!

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!

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!

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.

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 **

Douglas Lakeside Retreat - Kayaks/SUP/Firepit/Pets

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.

Pinecone Cottage on Lake of the Pines

Pets welcome! Cozy, clean, well-equipped fully furnished, 2 bedroom cottage on Lake of the Pines in the heart of the Flambeau River State Forest in Winter, WI. Direct access to ATV/snowmobile trails. Hunt, fish, hike, bike, x-country ski, swim, boat, ATV/snowmobile, or just relax, unplug, and unwind. You can do it all at Pinecone Cottage. "Into the forest, I go to lose my mind and find my soul." John Muir. This is a very remote location and cell phone coverage is unreliable.

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.

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.

Lac Courte Orielles Cottage with Private Dock

Step into our family cottage full of northwoods charm! The cabin is nestled on the vast Lac Courte Oreilles with crystal clear water and endless year round opportunities. Excellent waterfront views from the deck and lakeside fire pit, perfect for your morning coffee and picturesque sunrise views.