
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!

White Tail Lodge; Sandy Beach, Resort Amenities!
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

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.

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!

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 **

Northern Lights Cabin
A rustic experience in the middle of the Northwoods awaits! This cabin is a unique opportunity to truly unplug and unwind. Situated on Pacwawong Springs, you can sit on the attached deck and contemplate your day's adventure; paddle over to the Namakagon River? Ride the CAMBA bike trails? Ski the famous American Birkebeiner ski trail? Visit attractions in the Chequamegon-Nicolet National forest? All these are within minutes. At days' end, unwind on the deck and soak in the night stars!

The House on Round - Book for the Fall Colors Now!
Enjoy summer lake life on a quiet bay of one of Hayward's premier lakes. The bay is home to loons, bald eagles, owls, deer, otters, ducks, and frogs as well as an occasional bear. Beyond the bay, Round Lake is renowned for boating, fishing, and swimming (NOTE: The shoreline in front of the house is not good for swimming). Take one of our provided kayaks (there's 2 of them) and make your way to the nearby sandbar or across the lake to the island to swim, picnic, and play.

The Lakeside: Hot Tub Pontoon Rental Trail Acces
Discover "The Lakeside" on Lake Winter! Perfect for 8 guests across 4 bedrooms, this retreat is your ideal escape. Unwind in the hot tub, fish from the dock, or lounge on the wrap-around deck. With direct access to the Tuscobia Trail, it's a haven for outdoor enthusiasts. Pontoon rental available for exploring the waters. Spacious interiors and ample parking ensure a comfortable stay for families and friends. Book now for an unforgettable lakeside getaway in Wisconsin!

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).

Swim, Hike, Relax: Lakefront Hayward Home w/ Deck!
4,000 Sq Ft | Great for Families | BBQ Ready | Sunset Views Experience a mix of serenity and outdoor fun when you stay at this 3-bedroom, 3.5-bath vacation rental in Hayward! Ideal for groups and families, ‘ Island Time’ boasts 4,000 square feet, a private dock, and a prime location near the countless waterfront activities. Spend your days kayaking, fishing, skiing, and mountain biking before heading back to watch the sunset as you cozy up by the fire pit.

Hot Tub, WIFI, 2 Kings-Peak Fall Color Now!
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!

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

Three Little Birds Cabin

Kayak/SUP/Fish at Hemlock Lodge on Spider Lake!

Blueberry Lakefront! Sandy Beach, Dock, Trails

Private Lake Sissabagama house retreat

Luxurious Lakehouse | Snowmobiler's Paradise

Hayward Retreat on the Chippewa Flowage w/ Dock!

Grindstone Haven

Northwoods Tranquility awaits on Blaisdell Lake
Cabin rentals with a kayak

Hemlock Haven Resort 2

Bluegill Lake Rustic Cabin

Pet-Friendly Lakeside Cabin with Kayaks and Canoe!

Newly constructed home on a private lake

Lake Front, Arcade, Kayaks-Callahan's Shore Thing

Little Sisu - Nordic Hideaway on Silverthorn Lake

Cozy A-frame on sandy beachfront

The Hideaway on Highland
Other holiday rentals with a kayak

The Hideaway on Clear Lake Island

Cabin #2, Musky Joe's Resort, Hayward, WI

Luxury Log Cabin on Lake Winter

2 bedroom on the lake.

Lakeside cabin, 3 minutes from downtown Hayward

Cozy cabin on Tigercat Flowage

Updated Nelson Lake Private dock/kayaks/fire pit

*Beautiful Log Cabin with Sauna*
Destinations to explore
- Beachfront rentals Sawyer County
- Rentals with a firepit Sawyer County
- Pet-friendly rentals Sawyer County
- Rentals with a fireplace Sawyer County
- Rentals with lake access Sawyer County
- Rentals with outdoor seating Sawyer County
- Cabin rentals Sawyer County
- Rentals with a kayak Wisconsin
- Rentals with a kayak United States