Vacation rentals in Town of Round Lake

A spacious lounge area features a large round table surrounded by leather bar stools, ideal for gatherings. A mounted TV is visible on one wall, along with a vintage arcade game. The designed space is brightened by natural light, highlighting its welcoming atmosphere.

5 out of 5 average rating, 19 reviews

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

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!

Two hanging chairs are suspended from a rustic wooden frame adorned with string lights, creating a warm glow. A fire pit made of stones is positioned below the chairs, surrounded by a wooded setting. A cabin can be seen in the background, softly illuminated through its window.

4.94 out of 5 average rating, 303 reviews

The Timberjack

Although it's a rustic homage to the lumberjacks and jills of yesteryear, this cabin includes many of the comforts we now enjoy including a queen bed, kitchenette with fridge, hot water, AC/heat, a Keurig coffeemaker, smart TV and charcoal grill. The Timberjack is surrounded by trees right on Lake Hayward and close to downtown Hayward. Launch your canoe just steps from the cabin, walk into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the ideal location!

The modern cabin features a covered deck with ample seating, including bright red Adirondack chairs positioned around a fire pit. Large windows display warm ambient lighting within, while smoke gently rises from the roof, blending with the surrounding woods.

4.99 out of 5 average rating, 220 reviews

Hayward Haus, Modern Design w/ Classic Experience

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind This cabin was built in 2021 and host is 13 year "superhost" This is a default "no pets" cabin, however exceptions can be made with permission and a fee. Inquire with host. NEMA 15-40R outlet provided for level 2 EV charging. You bring chord and adapter.

The A-frame cabin is nestled among trees, showcasing a vibrant wooden exterior and a sloped metal roof. Sunlight filters through the foliage, creating a serene and inviting setting. The surrounding area features large rocks and a gravel pathway, enhancing the peaceful atmosphere.

4.98 out of 5 average rating, 121 reviews

Seeley Oaks A-Frame | Couples Winter Getaway

This is a cabin-in-the-woods experience! The Seeley Oaks A-Frame is our slice of the peaceful Northwoods experience. It's on 40 private, tranquil acres (no neighbors!) with great access to all the Hayward-Cable area has to offer. It's small - intended for two adults, with the option of 2 addtl kids. It's a total of 700 sq ft, with a queen bed in the loft, in-floor heat, full kitchen, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

A multi-level wooden deck is surrounded by tall pine trees, leading up to a cabin nestled among the foliage. The structure features large windows, enhancing its connection with the natural environment.

4.91 out of 5 average rating, 32 reviews

Updated, tranquil retreat on Round Lake

Welcome to our tranquil retreat on the pristine shores of Round Lake in Hayward, Wisconsin -In addition to the 3 bedrooms, there is a sleeping loft above the living area -Newly renovated basement adds plenty of living space! -The cabin is a private cabin, with 2 decks and large private dock for great swimming and docking boat. It is part of a small association with shared amenities: pickleball, volleyball, fish cleaning area -Max 3 car parking spots, BOAT/SNOWMOBILE TRAILER PARKING OFFSITE.

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.

4.95 out of 5 average rating, 22 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.

Superhost

A window frame offers a view of a serene landscape, featuring lush green and vibrant autumn trees. Sunlight reflects off a body of water, enhancing the peaceful setting of the natural surroundings.

4.85 out of 5 average rating, 182 reviews

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!

4.93 out of 5 average rating, 238 reviews

The exterior of the guesthouse features vibrant orange siding complemented by blue trim and windows. A sturdy wooden staircase leads to the main entrance, flanked by lush green vegetation. The overall architecture showcases a blend of modern and rustic design elements, inviting guests to explore further.

Apartment in Hayward

THE SUNROOM SUITE @Loon Loon Lake Guesthouse

Only 10 minutes and a world away from Hayward, the stylishly appointed SUNROOM SUITE is part of Loon Lake Guesthouse. Take in the view of gardens, tall pines and glimmering Loon Lake through windows and skylights that overlook this picturesque setting. Summertime brings swimming, canoeing, bird watching and walking the loop. Venture out for some day tripping or work remotely with Starlink WiFi. And be sure to make time for luxuriating in the soaking tub. Life is sweet in The Sunroom.

A modern kitchen area features light wood cabinetry and sleek black appliances, complemented by large windows that provide ample natural light. A cozy seating nook is visible, with a soft green sofa and a view of the outdoors. The open layout emphasizes a minimalist design.

4.93 out of 5 average rating, 74 reviews

Mysa: Modern Trailside Hike/Bike Nature Oasis

Welcome to the Mysa Meadow House: A modern, minimalist and serene nature cabin right on the Birkie Trail system with wide open meadow and forest views to enjoy wildlife. True to its name, Mysa is the Swedish word for “cozy up" and contentedness. This is a quiet nature escape perfect for outdoor enthusiasts who love to bike, ski and hike the vast trail system of Birkie Ridge right outside the front door. The cabin is on its own 3-acre plot surrounded by forest with a meadow view.

4.98 out of 5 average rating, 41 reviews

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.

4.87 out of 5 average rating, 291 reviews

The living area features large windows allowing ample natural light. A spacious sofa and a cozy armchair are arranged around a coffee table, while a dining table with chairs is visible in the background. Decorative accents include a lamp and artwork on the walls.

Apartment in Hayward

Sunset Lake View Apt Callahan Lake

You’ll love my place because of the outdoors space, the view, use of pier. Inside we have all the comforts of home, TV, dishwasher, refrigerator with ice-maker, fireplace (gas),there is also a queen size sofa bed in the living room. Sunset Apartment" has a north woods modern feel with large Sunny windows facing the lake. Enjoy sunset apartment stay on beautiful Callahan Lake with excellent fishing, amazing sunsets. Pets are very welcome,$15 per day per pet fee.

4.91 out of 5 average rating, 391 reviews

A rustic yurt is surrounded by trees, showcasing a wooden deck with railings. The exterior is covered in green fabric, and a wooden door with a window invites entry. Natural stones are positioned around the base, blending the structure with the forest environment.

Yurt in Cable

Cable Rustic Yurt

Explore thousands of acres of public forest land and enjoy endless miles of some of the best recreational trails Wisconsin has to offer. Step out of the yurt, located in the middle of Bayfield County Forest land, and right onto CAMBA mountain bike trails and the North End ski trails (which connect to the American Birkebeiner ski trails). This is a rustic, minimally maintained yurt so come prepared to relax, unwind and explore the wonders of the north woods.

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Other great vacation rentals in Town of Round Lake

5 out of 5 average rating, 11 reviews

The front of the home is framed by a covered porch, featuring two blue chairs set beside a small table with a decorative plant. A large lawn extends around the house, bordered by vibrant greenery, creating a peaceful and inviting outdoor space.

Home in Hayward

Timber Pines

5 out of 5 average rating, 26 reviews

A rustic bungalow is set amidst a forested area, featuring a large deck with a railing. A red umbrella is opened, providing shade on the deck, while tall trees surround the property, contributing to a sense of seclusion.

Bungalow in Hayward

Serene Northwoods Escape with Lake Views

The exterior of the Round House showcases a warm wooden facade with multiple levels and a wrap-around balcony. Stone steps lead to the entrance, surrounded by a landscaped area of trees and natural stones. Bright sunlight enhances the inviting atmosphere of the home.

4.88 out of 5 average rating, 25 reviews

Round House on Round Lake

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.

4.94 out of 5 average rating, 16 reviews

The Hideaway on Clear Lake Island

Home in Hayward

Spruce Haven

4.94 out of 5 average rating, 36 reviews

A front porch features two chairs and a small table, adorned with a decorative wreath illuminated by soft lights. Nearby, vibrant orange flowers are visible, enhancing the welcoming atmosphere of the space. The porch is partially shaded by a roll-down shade.

Home in Hayward

The Little House, walking distance to Main Street

A rustic cabin constructed from logs is surrounded by lush green trees. A spacious deck with wooden railings and steps leads up to the entrance. Multiple large windows reflect the natural light, enhancing the inviting exterior of the home.

4.99 out of 5 average rating, 77 reviews

*Beautiful Log Cabin with Sauna*

A charming cabin, surrounded by vibrant green grass and shaded by tall trees, is depicted. The cabin features a dark exterior complemented by large windows, allowing natural light to fill the interior. A spacious deck is visible, enhancing the outdoor living space.