
Holiday rentals with a kayak in Sawyer County
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Top-rated rentals with kayak in Sawyer County
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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.

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 & Pet Friendly!
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.

Charming Cabin right on Round Lk in Richardson Bay
Rustic, cozy cabin in Richardson Bay on 3,000 acre Round Lake. The cabin porch is about 50 feet from the lake! 2016 21' Bennington 90 HP pontoon included with all summer rentals. Three bedrooms with three queen beds. Two story loft, two bath with Jacuzzi tub in loft, two gas fireplaces, fully furnished 3 season porch, and central air/heating. This cabin lacks nothing for supplies! Just bring your clothes and fun! It is completely furnished!

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.
Popular amenities for kayak rentals in Sawyer County
House rentals with a kayak

Luxurious Lakehouse | Snowmobiler's Paradise

The Blue Musky Golf, UTV & Snowmobile Escape

Gratitude Up North On Round Lake

The Lakeside

4-Season Fun! Sandy Beach | Snowmobile Trails

Beach & Bear Bungalows (2) on Lac Courte Oreilles

Swim, Hike, Relax: Lakefront Hayward Home w/ Deck!

Black Dan Retreat
Cottage rentals with a kayak

Northwoods Lily Pad

15min to trailhead, King Bed, PacMan

Bayside Birch Cottage on Nelson Lake

Big Chip Island View- Open Year Round Washer/Dryer

Sandy Shore Cottage | Swim, Fish & Private Dock
Cabin rentals with a kayak

Cozy Cabin on Beautiful Grindstone Lake

The Hideaway on Clear Lake Island

Private Round Lake Cabin w/ Dock

Pinecone Cottage on Lake of the Pines

New Four Season Cabin on Nelson Lake Hayward, WI

Luxury Lakefront Lodge with amazing views

Little Sisu - Nordic Hideaway on Silverthorn Lake

The Hideaway on Highland





