Holiday rentals with a kayak in Town of Round Lake

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, 126 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!

4.98 out of 5 average rating, 118 reviews

A field stone fireplace serves as a central feature against walls constructed with natural birch logs. A stone mantel provides a surface for decorative items and creates a cozy focal point. Soft lighting from above enhances the inviting atmosphere of the room.

Cottage in Rice Lake

Stonehaven - The Birchview Suite Lower Level

The Birchview Suite lower level duplex is totally closed off from guests in upper level. It features two french doors that lead out to the large flagstone patio area, which is the main entrance. There's a full kitchen for you to prepare meals. We have a private dock 1/4 mile from the cottage and offer complementary use of kayaks, row boats, and canoes! We also have a pontoon for rent. Plenty of hiking and biking opportunities can be found on and off the resort. State Trails are also nearby.

The custom-built log lodge is visible on a grassy hillside overlooking Windigo Lake. Surrounded by trees, the lodge features a spacious deck and multiple windows. In the foreground, a dock with seating and a boat is positioned along the calm lake's edge.

4.95 out of 5 average rating, 118 reviews

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

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.

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!

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.

4.92 out of 5 average rating, 26 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.

4.76 out of 5 average rating, 147 reviews

A tranquil lake scene is captured at twilight, reflecting soft colors of the sky. A dock with multiple boat slips extends into the water amidst lush trees lining the shore. The stillness of the water enhances the serene atmosphere.

Cabin in Iron River

Iron River, WI. Deer Trail Cabin #2 (Lake Delta)

Enjoy the peace and quiet of northern Wisconsin in this cute, comfortable cabin overlooking beautiful Lake Delta near Iron River Wi. Nice deck with a picnic table, charcoal grill, lawn chairs, and a view of the lake. Enjoy the evening in front of the fire pit telling stories , enjoying a beverage, or roasting marshmallows with the kids. Perfect for families, atv riders, snowmobilers, fisherman and hunters. This is an old resort with 10 cabins, it can be busy during the peak summer season.

4.97 out of 5 average rating, 160 reviews

The yurt's exterior is surrounded by snow-covered ground and tall trees, with the sun setting in the background. A wooden deck leads to the entrance, offering views of the lake. A tranquil atmosphere is created by the soft light filtering through the trees.

Yurt in Cable

Private Lakefront & Woodstove | Perry Pines Yurt

The Perry Pines Yurt is a 4-season yurt on Perry Lake less than 2 miles from Cable. With quick access to CAMBA mountain bike trails (4 miles to the North End Trailhead), the Birkie Start Area (5 miles), and on an ATV route, it's a great basecamp for your outdoor activities. Sit on the deck and listen to the loons in the summer or warm up next to the woodstove or in the barrel sauna in the winter. Enjoy a full kitchen, bathroom w/shower, lake views, and a fun little unique cabin option!

4.96 out of 5 average rating, 105 reviews

A modern lake house is nestled among tall pine trees, featuring large windows that invite natural light. A pair of outdoor chairs is positioned on a gravel area, offering a tranquil setting surrounded by lush greenery.

Home in Gordon

Modern Lake House | Water, Woods, Relaxation

Scandi-style lake house is all set for your private relaxation. Completely painted and refreshed - now open for summer lakeside bookings! Nestled in bucolic, expansive woods and waters just 3 hrs from Twin Cities/4 from Madison. Barnes, Wis., swim off our dock (390 of private water frontage), boat on beautiful Middle Eau Claire Lake, wander the country lanes, relax in modern comfort. Bike the miles of trails. Blazing fast wifi (500+ Mbps). Modern, hygge space. 2.4 acres all yours.

4.9 out of 5 average rating, 105 reviews

A snowy dock extends into a calm lake, surrounded by trees displaying hints of autumn foliage. The still waters reflect the serene landscape under a soft, overcast sky, offering a tranquil view of the peaceful lakeside setting.

Cabin in Spooner

Quiet Family-Friendly Cabin – Island Lake Spooner

Escape to our modern lakefront cabin on peaceful Island Lake near Spooner, WI—just east of the Twin Cities. Enjoy fishing, paddling to the island, listening to loons, or simply relaxing with beautiful sunrises and stunning views. This family friendly, year-round home offers all the amenities for a comfortable stay, whether a summer getaway or cozy winter retreat. Private dock and optional pontoon rental available onsite—perfect for exploring the lake. Your lake life escape awaits!

Tiny home in Lake Nebagamon

A charming cabin with wooden siding is surrounded by colorful autumn foliage. The exterior features large green windows and a decorative quilt pattern on the front wall, indicating a welcoming atmosphere. A slight lawn leads towards the porch, offering a view of the nearby lakeside.

4.96 out of 5 average rating, 436 reviews

Berrywood Acres Cabin

Berrywood Acres is located on the eastern shores of Lake Nebagamon. We are known for beautiful sunsets with quiet surroundings and located minutes from the famous Brule River, great hiking trails nearby and a 35 minute drive from Duluth/Superior or a bit further east to the Bayfield/Ashland area. The cabin is simple with all you need for a little RnR. Come relax on the porch and enjoy the view. We look forward to welcoming you to Berrywood Acres Cabin!

4.93 out of 5 average rating, 106 reviews

The exterior of a charming cabin is surrounded by lush greenery, featuring large windows that reflect the evening sky. A hot tub is positioned on a paved area, with a grassy lawn extending toward a playground and the woods in the background.

Cabin in Ojibwa

Seclusion, Avail Christmas-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!

4.94 out of 5 average rating, 128 reviews

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

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 Town of Round Lake kayak rentals

Kitchen

Wi-Fi

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.88 out of 5 average rating, 26 reviews

Home in Winter

The Lakeside: Hot Tub Pontoon Rental Trail Acces

4.99 out of 5 average rating, 89 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!

4.91 out of 5 average rating, 78 reviews

A fire pit is surrounded by smooth stones, with two Adirondack chairs positioned nearby, facing a serene lake at sunset. The sky displays a gradient of warm colors, reflecting off the water's surface, while fallen leaves create a natural backdrop.

Home in Lake Nebagamon

Sunset Sands on Lake Nebagamon

4.96 out of 5 average rating, 79 reviews

A hammock is suspended between trees, offering a serene view of the lake. Soft natural light filters through the leaves, reflecting on the water's surface. A neutral-colored cushion rests on the hammock, inviting relaxation amidst the tranquil wooded surroundings.

Home in Solon Springs

Secluded lake cabin in Barnes on 38 acres

4.91 out of 5 average rating, 85 reviews

The back view of the home features a spacious deck and multiple entry points. Lush greenery surrounds the property, providing a natural backdrop. A stone wall defines the yard, which is complemented by a grassy area ideal for outdoor activities.

Home in Spooner

Your Great Escape Lake Home- Pet Friendly!

5 out of 5 average rating, 3 reviews

A serene lakeside view features a wooden dock extending into calm waters, with a pontoon boat anchored nearby. Lush trees frame the scene while reflections of the surrounding greenery can be seen in the water, creating a peaceful atmosphere.

Home in Hayward

Luxurious Lakehouse | Snowmobiler's Paradise

5 out of 5 average rating, 18 reviews

A wooden dock extends into a serene lake, with the cabin visible in the background. The cabin is constructed of wood and features large windows and a sloped roof. Lush green trees surround the area, indicating a peaceful natural setting.

Home in Birchwood

Comfy Cabin with "Barndo Den" - ATV, FISH, PLAY !

4.96 out of 5 average rating, 23 reviews

A charming exterior view of the property is illuminated by string lights, creating a warm ambiance at night. The outdoor seating area features multiple wooden chairs arranged on a grassy lawn, inviting gatherings. The building is subtly lit, showcasing a welcoming and accessible space.

Home in Park Falls

A True Northwoods Escape!

Cottages with a kayak

4.96 out of 5 average rating, 73 reviews

A wooden cottage is set amongst lush greenery, featuring a spacious wrap-around porch and a covered entrance. The structure is elevated with a flight of stairs leading to the porch, and a gravel driveway provides accessible parking beside it.

Cottage in Upson

Stunning 3 bed, 2 bath private lake front cottage.

4.98 out of 5 average rating, 81 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

4.96 out of 5 average rating, 28 reviews

A cozy cottage exterior features warm light glowing from the windows, surrounded by mature trees. A brick chimney is visible alongside a wooden porch leading to the entrance. Two outdoor chairs are positioned on the grassy area, creating an inviting space. String lights adorn the porch.

Cottage in Spooner

Pine Harbor #3 on the lake

4.82 out of 5 average rating, 22 reviews

A newly renovated cottage is depicted, surrounded by softly falling snow. A warm glow emanates from the windows, highlighting a large deck furnished with wooden seating. The tranquil setting is enhanced by the tall trees blanketed in snow, creating a peaceful winter atmosphere.

Cottage in Hayward

Available Labor Day-King Bed, Pacman, EV

5 out of 5 average rating, 17 reviews

The spacious living room features wood-paneled walls and hardwood floors. A large TV is mounted above a propane fireplace, with two blue chairs positioned nearby. A brown leather chair and a gray sofa provide ample seating. A coffee table rests on a patterned area rug.

Cottage in Drummond

Cozy Lumberjack Cottage

4.88 out of 5 average rating, 17 reviews

A comfortable living area features a stone fireplace with a wooden mantel. Two reclining chairs and a plush sofa are positioned around a decorative area rug. A television is mounted above the fireplace, providing a cozy focal point for the space.

Cottage in Rice Lake

Stonehaven - Birchview Suite Upper Level

4.88 out of 5 average rating, 66 reviews

Cottage in Birchwood

Serene Lake Cottage | with Kayaks, on ATV Trail.

Cabin rentals with a kayak

4.91 out of 5 average rating, 47 reviews

A wooden dock extends over still waters, providing access to the cabin set against a background of lush trees. Stairs lead up to the cabin, where a picnic table can be seen nearby, surrounded by greenery.

Cabin in Winter

Hemlock Haven Resort 2

5 out of 5 average rating, 16 reviews

A spacious great room is featured with high ceilings and large windows, allowing natural light to illuminate the interior. A canoe is displayed overhead, while a dining table accommodates multiple guests. Comfortable seating options are arranged near a fireplace and television.

Cabin in Ladysmith

The Chippewa River House

Large chalet windows fill the living space with natural light, showcasing winter landscapes and snow-covered trees outside. A modern kitchen counter is visible alongside a cozy seating area, creating an inviting space for relaxation and gathering.

4.92 out of 5 average rating, 66 reviews

Newly constructed home on a private lake

A cabin with rustic wooden exterior is surrounded by greenery. A deck with a vibrant orange umbrella is visible, along with several kayaks stored underneath. Large windows allow natural light to enter, and the structure is partially shaded by surrounding trees.

4.86 out of 5 average rating, 72 reviews

Lakeside cabin, 3 minutes from downtown Hayward

4.94 out of 5 average rating, 18 reviews

The cabin exterior is surrounded by lush green grass and tall trees, featuring a spacious deck with large windows that reflect the natural surroundings. A fire pit with seating is positioned on the lawn, creating a welcoming outdoor space for gatherings.

Cabin in Clam Lake

Lakefront Cabin with Cascading Rapids, Pool Table

4.97 out of 5 average rating, 34 reviews

A serene view of a cabin situated by a private lake, as seen from a pontoon dock. The cabin is framed by trees, with large windows reflecting the natural surroundings. A bright blue canopy covers the pontoon, providing shade, while kayaks rest by the shoreline.

Cabin in Birchwood

Nice Lake Escape Hot Tub Pontoon

4.98 out of 5 average rating, 103 reviews

The newly remodeled cabin is set among tall trees, featuring a welcoming entryway with a wooden deck and stairs. Windows hint at views of the nearby lake, framed by lush greenery. The natural landscape enhances the serene environment of the cabin.

Cabin in Birchwood

The Bunk House Lakefront Cabin in Birchwood, Wi