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.

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Top guest favourite
A tranquil lake scene features a long wooden dock extending into calm waters, reflecting the clear blue sky. Surrounding greenery and a sandy edge are visible, creating a serene atmosphere. The distant shoreline is edged with trees, highlighting the property's natural beauty.
Cabin in Hayward
4.94 out of 5 average rating, 135 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!

Guest favourite
A large fish is held by a person sitting on a boat. The fish features distinctive patterns and colors, showcasing its length. The background reveals a calm lake, with gentle waves and a soft sky, indicating an early evening atmosphere.
Cabin in Hayward
4.88 out of 5 average rating, 146 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!

Top guest favourite
Home in Hayward
4.95 out of 5 average rating, 38 reviews

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.

Top guest favourite
A charming cabin with a wooden exterior is set among trees, featuring a front porch with two relaxed chairs. Upper windows are visible, welcoming natural light. The surrounding landscape includes a low wooden fence and a gentle slope leading to the entrance.
Cabin in Hayward
4.94 out of 5 average rating, 31 reviews

Cozy Hayward Moose Lake Getaway

Escape to this serene cabin on the water, offering great amenities all year round! It is perfect for families, friends, or anyone who wants a weekend getaway. Enjoy a cup of coffee on the patio with breathtaking views of Moose Lake, and the natural beauty of Chequamegon National Forest. This cozy cabin offers quiet settings, great fishing, hunting, hiking, and easy access to ATV and Snowmobile trails for every season. The lake drains 4' starting Oct.15th. and our dock becomes inaccessible.

Top guest favourite
A cozy cottage is nestled among trees, with a well-maintained lawn leading up to the home. A driveway is visible, offering access to a nearby garage. The serene lake can be seen in the background, framed by the natural beauty of the surroundings.
Home in Birchwood
5 out of 5 average rating, 40 reviews

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 **

Top guest favourite
Cabin in Birchwood
5 out of 5 average rating, 10 reviews

Douglas Lakeside Retreat - Paddleboards & 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!

Top guest favourite
A stone fire pit area is surrounded by Adirondack chairs and bordered by lush greenery. The view overlooks Spider Lake, with gentle ripples reflecting the trees lining the shore. Steps lead down from a wooden deck, enhancing the connection to the natural setting.
Home in Hayward
4.99 out of 5 average rating, 93 reviews

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.

Top guest favourite
A cozy living area is highlighted by a stone fireplace with a wooden mantle, complemented by rustic wood paneling and a vaulted ceiling. Comfortable seating options, including a plush sofa and chairs, surround a wooden coffee table, inviting relaxation.
Cabin in Winter
4.97 out of 5 average rating, 62 reviews

Bobbers Cabin on Private Lake

This cozy cabin is tucked away in the woods and offers an easy approach and spectacular lake views of Perch Lake in Winter, Wisconsin. It is a modern renovation of a summer fishing cabin, with its wood-clad walls, exposed beams, and large windows that deliver amazing sunrises. While it maintains the original footprint and some of the rustic charm, it offers many modern comforts and amenities. Cabin sleeps 4. Children and dogs are welcome (limit 2 dogs - $25 per dog).

Guest favourite
A spacious chalet is nestled among lush trees, featuring a wooden exterior and a sloped roof. The wraparound deck offers direct access to the scenery. A gravel path leads to the entrance, which is surrounded by natural greenery, creating a serene and private environment.
Chalet in Birchwood
4.94 out of 5 average rating, 135 reviews

Mia's Black Dog Lodge on beautiful Big Lake Chetac

Book a wonderful vacation Up North! Large, welcoming chalet is perched on a wooded hillside overlooking Lake Chetac. Stunning lake views, abundant wildlife & great fishing. Fish house w/water (warm months), electricity, counter, double sink, a freezer and propane heat. Sandy lake bottom at shoreline. Private dock has room for 2 boats. Direct ATV and snowmobile trail access. Please note: must use steps to reach lakeside area of property (see photos).

Top guest favourite
A Nordic-style cabin sits on a grassy lot by Silverthorn Lake, framed by towering pine trees. A private dock features two red Adirondack chairs, while a canoe rests on the water, reflecting the serene surroundings under a partly cloudy sky.
Cabin in Hayward
4.96 out of 5 average rating, 83 reviews

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.

Top guest favourite
Home in Hayward
4.97 out of 5 average rating, 61 reviews

The Blue Musky - Hayward, WI

Escape to the heart of Wisconsin’s Northwoods at this spacious 4-bedroom, 3-bath home in Hayward, perfectly located directly on ATV and snowmobile trails and overlooking the Big Fish Golf Course. Whether you’re here for trail riding, lake adventures, or downtown fun, this home puts you close to it all—just minutes from multiple lakes including the Chippewa Flowage and the shops, dining, and events of downtown Hayward.

Top guest favourite
Cabin in Hayward
5 out of 5 average rating, 24 reviews

Cabin in Hayward / Kagon Kabin

Welcome to Kagon Kabin - a brand new, modern cabin with serene nature & Namekagon river frontage & access. Located just minutes from downtown Hayward, easy access to ATV, hiking, biking & skiing trails. Very private and secluded, yet only minutes from all that Hayward has to offer! Enjoy Kagon Kabin with friends, family, pets, or for a solo getaway.

Popular amenities for kayak rentals in Sawyer County