
Holiday rentals with a kayak in Sawyer County
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Sawyer County
Guests agree: these holiday homes with a 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; 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

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!

Lake Front Cabin with Arcade, Connects with Trails
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!

New Four Season Cabin on Nelson Lake Hayward, WI
Welcome to Blue Haven Hideaway! Relax with family at this peaceful newly remodeled four bed, two bath, four season cabin located on Nelson Lake, just 8 miles from downtown Hayward. Remodeled with snowmobilers in mind! Easy access to ATV, snowmobile and mountain biking trails as well as thousands of acres of public hunting land. Snowmobile trail #4 runs right through the middle of Nelson Lake creating access to 100s of miles of beautiful trails. Outstanding ice fishing right outside your door!

Hemlock Haven Resort 2
Our small resort is reminiscent of the gems that are largely gone in the Northwoods. A quiet, peaceful cabin on the shore of a sportsmen's lake. Barker Lake is a 240 acre lake set in the National Forest. Wildlife is more plentiful than people. Just 25 min southeast of Hayward gets you to the tourist action if you want it. A 14' rowboat comes with the cabin and motor can be rented. The lake is a class A musky lake with smallmouth and various panfish. Kayaks are available free of charge.

Luxurious Lakehouse | Snowmobiler's Paradise
** New listing on Airbnb..see photos for other reviews** * Spacious Modern Northwoods Cottage * Snowmobile and ATV directly from the house! * Flexible cancellation if no snow for snowmobiling * Unobstructed lake views * Swim | Fish | Lounge from the large Dock * Comfortable Beds & linens * Free Kayaks & Lily Pad * New outdoor firepit patio & gas fire table on deck * Nearby resorts for boat rentals, food & drink Please MESSAGE host for inquiries NOT Request to book

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).

Avail Christmas, fresh snow-Hot Tub, WIFI, King
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).

Bayside Birch Cottage on Nelson Lake
Welcome to the Bayside Birch Cottage in the Northwoods of Hayward, Wisconsin! Our beautiful, cozy spot on Nelson Lake offers a perfect blend of year-round, family-friendly relaxation and adventure - there's truly something for everyone! We’re only 7 minutes from downtown Hayward, so you can also explore shops, restaurants, recreation rentals and trails, and even the giant Muskie statue!
Popular amenities for Sawyer County kayak rentals
Holiday House Rentals with a Kayak

The Lakeside: Hot Tub Ice Fishing Snowmobile Trail

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

On snowmobile trail 33, level lake access!

Private Lake Sissabagama house retreat

Hayward Retreat on the Chippewa Flowage w/ Dock!

Grindstone Haven

The Blue Musky - Hayward, WI

Cabin on Pine Cone Pond
Cabin rentals with a kayak

Level Lake Access. ATV Trail Nature Nelson Lake

Retreat to the Northwoods *updates coming soon!*

The Hideaway on Clear Lake Island

Luxury Lakefront Lodge with amazing views

Newly constructed home on a private lake

1 Bedroom Lakeside Cabin on Teal Lake. YellowBirch

Lakefront Cabin with Cascading Rapids, Pool Table

The Hideaway on Highland
Other holiday rentals with a kayak

Hayward Log cabin retreat

Pinecone Cottage on Lake of the Pines

Wilderness Retreat

Big Chip Island View

*Beautiful Log Cabin with Sauna*

Northwoods Lakefront Retreat

The Cabin

Someday on Siss
Destinations to explore
- Pet-friendly rentals Sawyer County
- Beachfront rentals Sawyer County
- Rentals with lake access Sawyer County
- Rentals with outdoor seating Sawyer County
- Cabin rentals Sawyer County
- Family-friendly rentals Sawyer County
- Rentals with a fireplace Sawyer County
- Rentals with a fire pit Sawyer County
- Rentals with a kayak Wisconsin
- Rentals with a kayak United States




