Vacation rentals with a kayak in Sawyer County

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Top-rated kayak rentals in Sawyer County

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Top guest favorite
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, 128 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 favorite
A custom-built log lodge is nestled among snow-covered trees, with a sloped roof and large windows. The surrounding landscape is blanketed in fresh snow, creating a serene winter scene. Tall evergreen trees stand majestically, enhancing the tranquil setting.
Cabin in Hayward
4.95 out of 5 average rating, 121 reviews

White Tail Lodge; Near Hayward and Snowy Trails!

White Tail Lodge is a custom-built log Lodge on the pristine shores of Windigo Lake. Located only 6 miles from all the activities in Hayward, WI, the Lodge was built for fun family adventures in mind; near ATV trails; with water toys, a golf cart (to get less mobile persons down to the lake), a shuffle board court, pickle ball court, basketball hoop, a pool table and a fire ring area *In the summer, turnover days are FRIDAYS; click on the BOLD Friday date to see availability.* Nice Winter skiing

Guest favorite
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
4.89 out of 5 average rating, 140 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 favorite
Cabin in Hayward
5 out of 5 average rating, 22 reviews

Lake Cabin w/Arcade, Kayaks, Multi-level Deck

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!

Top guest favorite
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, 92 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 favorite
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
4.96 out of 5 average rating, 55 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 favorite
Cabin in Ojibwa
4.94 out of 5 average rating, 111 reviews

Secluded River Cabin w/Hot Tub, WIFI, 2 Kings

Escape to Chippewa River Cabin, a stylish Scandinavian retreat in the heart of Wisconsin's Northwoods. With 3 bedrooms, full coffee bar, a Pacman game console and a cozy double-sided fireplace, this chic cabin offers a perfect blend of comfort and luxury. Unwind in the open layout, surrounded by breathtaking views of the river and 10 acres of private property. Whether you're seeking peace and solitude or adventure and excitement, this place is for you!

Guest favorite
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, 131 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 favorite
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, 71 reviews

Nordic Hideaway on Silverthorn Lake - Little Sisu

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 favorite
A large blue house is set against a cloudy sky, with multiple flags displayed along the front deck railing. The home features large windows and a spacious deck underneath, providing a welcoming entryway. A lawn stretches out in front of the house.
Home in Hayward
4.97 out of 5 average rating, 59 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.

Guest favorite
Cabin in Hayward
4.83 out of 5 average rating, 12 reviews

Retreat to the Northwoods *updates coming soon!*

*Exciting updates coming - stay tuned* Enjoy a quiet, relaxing stay in the Northwoods! This 3 bedroom/1 bath cabin sleeps 6 comfortably. Cabin is single level, located on Lake Placid with direct access. Open concept kitchen, dining, and living area allows for casual conversation. Relax in front of the fireplace for a cozy evening. Cabin includes outdoor fire pit on a stone patio for warm fire under the stars.

Top guest favorite
The peaceful cabin is nestled on a spacious lawn surrounded by trees displaying autumn colors. A covered patio with seating options faces the yard, and a charcoal grill is visible nearby. The structure features a simple, rustic design under a clear blue sky.
Cabin in Winter
5 out of 5 average rating, 33 reviews

Reelaxation Cabin on Lake Winter

Reelax with the whole family at this peaceful reelaxation cabin on Lake Winter. Reel in the 'big one' fishing off the private dock, kayak, paddle board, canoe, or rowboat the lake, and then reelax on the patio with a fire watching the mystic Lake Winter. Reelaxation cabin is a two-bedroom one large bath cozy cabin in Northern Wisconsin with an open floor plan all on one level with no steps.

Popular amenities for Sawyer County kayak rentals