Holiday rentals with a kayak in Sawyer County

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.

4.94 out of 5 average rating, 139 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!

Outdoor spacesValueHiking

A large chalet-style cabin constructed from logs is set amidst lush trees, featuring expansive windows that provide ample natural light. The balcony is visible, offering access to outdoor spaces. The surrounding greenery contributes to the cabin's sense of seclusion and connection to nature.

4.93 out of 5 average rating, 27 reviews

The Hideaway on Clear Lake Island

Discover The Hideaway on Clear Lake Island, a one-of-a-kind 2,600 sq ft retreat offering total seclusion and endless adventure! This 4-bedroom, 2-bath cabin sits on its own private island with 360-degree views of pristine Clear Lake, surrounded by lush trees. Enjoy your own private dock for fishing, swimming and kayaking; plus a firepit and BBQ for the perfect outdoor escape. Accessible by road yet feeling worlds away, it's ideal for families or friends seeking an unforgettable, private getaway!

Outdoor spacesLocationFamily

4.98 out of 5 average rating, 54 reviews

Private Round Lake Cabin w/ Dock

Enjoy 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 at the sandbars. Take one of our provided kayaks (there's 2 of them) and make your way to the nearby sandbar or just around the bay to take in the wildlife. If you enjoy winter sports like skiing or snowmobiling, the house makes an excellent home base

LocationOutdoor spacesAccess

4.96 out of 5 average rating, 52 reviews

Home in Hayward

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.

ValueOutdoor spacesParking

4.97 out of 5 average rating, 107 reviews

The cabin exterior features a striking A-frame design with large glass windows that reflect natural light. Surrounded by greenery, the wooden structure is complemented by a welcoming front deck adorned with flower planters, offering a peaceful connection to the outdoors.

Cabin in Stone Lake

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.

LocationOutdoor spacesIndoor spaces

4.99 out of 5 average rating, 98 reviews

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

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.

Outdoor spacesValueAir conditioning

4.85 out of 5 average rating, 26 reviews

A spacious wooden deck is illuminated with string lights, surrounded by lush trees. Two green chairs are positioned on the deck, with a built-in bench providing additional seating. In the background, large glass doors lead into the cottage, offering a glimpse of the inviting interior.

Cottage in Hayward

15min to trailhead, King Bed, PacMan

Located on quiet McClain Lake 15 minutes outside of Hayward, this newly renovated cottage is perfect for your next family or a couple's getaway. Take in gorgeous pink sunsets and lake views right from the living room, kitchen, and second bedroom, or sit lakeside and listen to the loons' call. Our king-sized mattress and full coffee bar offer the comforts of home, while fast starlink satellite WIFI (170+MBPS) allows you to stream your favorite shows on the smart Roku TV!

LocationOutdoor spacesKitchen

4.96 out of 5 average rating, 45 reviews

A sandy beachfront is lined with bright red Adirondack chairs, offering a cozy gathering spot. A wooden dock extends into the calm lake waters, leading towards a shaded cabin framed by lush trees. The deck and outdoor area are visible in the background.

Cabin in Stone Lake

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.

LocationOutdoor spacesLayout

A spacious living area features a high, wood-paneled ceiling and stone fireplace, creating a rustic charm. Comfortable leather sofas are arranged around a wooden coffee table, while warm lighting from table lamps enhances the inviting atmosphere. The open layout connects to a well-equipped kitchen area.

4.96 out of 5 average rating, 56 reviews

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!

ValueLocationCheck-in

4.98 out of 5 average rating, 93 reviews

A modern Northwoods house features a combination of red and gray siding, with large glass doors providing views of the outdoor seating area. Surrounding landscaping includes a grassy yard and tall trees, complementing the natural setting.

Cottage in Hayward

Northwoods Lily Pad

Cozy, modern Northwoods house on Lake Hayward. Just minutes from downtown you will be in close proximity to the Lumberjack Village, as well as the Birkebeiner trail. The house was built in 2021, and features modern Northwoods décor from Hayward and local surrounding areas. It is an open concept 2 BR, 2 BA home, and sleeps six. Amazing sunsets (weather permitting)

LocationValueAir conditioning

4.94 out of 5 average rating, 121 reviews

Cabin in Town of Ojibwa

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.

LocationValueGrill