Vacation rentals in Town of Round Lake

A rustic cabin is framed by lush greenery and vibrant foliage, with a winding path leading to the lake. Soft clouds drift across the sky, reflecting warm hues of sunset, creating a serene backdrop within a natural setting.

4.95 out of 5 average rating, 122 reviews

Glamping Cabin at Loon Lake Guesthouse

Rustic Elegance + Northwoods Flare + Island View Panorama + Fully Electric + Front Porch 10 minutes from Hayward, The Glamping Cabin's spacious semi-open floor-plan has 2 beds, full kitchen, dishes, utensils and a thoughtfully designed camp-style water system. Winter days are warm+cozy with the Row-0-Flames heater. Showers are outdoors when temperatures are above 32 degrees or next door at Loon Lake Guesthouse when its cold out. Your "toilet" is a colorful outdoor privy. Fully electric with WiFi

Superhost

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, 132 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 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, 11 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, 294 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, 212 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 features a distinct triangular shape with large windows that reflect the surrounding trees. A wooden deck is visible in the foreground, accompanied by a small table and chairs, creating a serene outdoor space for relaxation.

4.98 out of 5 average rating, 108 reviews

Seeley Oaks A-Frame | Quiet, 40 Acres, Near Trails

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.

4.88 out of 5 average rating, 26 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 sandy area along the lake features a fire pit surrounded by several white Adirondack chairs. Tall trees provide a natural border, and a bench is positioned nearby, offering a scenic view of the calm water and lush greenery in the distance.

4.95 out of 5 average rating, 40 reviews

Osprey Hideaway: Near Hayward, Kayaks and Beach!

Osprey Hideaway: Relax with the whole family at this peaceful place to stay.... imagine enjoying the amazing view of the lake while cooking meals in the well supplied Kitchen or playing games at the spacious Dining table! There are so many fun things to do there, it's difficult to decide! From kayaking and paddle boarding, swimming from the Sandy Beach, hiking/skiing on the long driveway, to the amazing fishing there; Osprey Hideaway is a special place where families make wonderful memories!

4.94 out of 5 average rating, 47 reviews

A spacious great room features large windows with stained glass accents, allowing natural light to illuminate the area. Comfortable seating includes a leather sofa and various chairs, complemented by a wooden coffee table. A decorative rug enhances the inviting atmosphere.

Home in Hayward

2 Bedroom Lake front home, patio, dock, “Restabit”

Take it easy at this unique and tranquil getaway. Sit on the patio and watch the lake, loons and geese. Bring your boat or rent one and go fishing, or just fish from the dock. We have excellent restaurants near, or grill something on the gas grill. We have some puzzles and games for those rainy days, and lots of books. We have starlink and a cell phone booster to keep you connected if needed. If you want to explore downtown Hayward with its unique shops, it is a short drive (18 minutes).

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.

4.86 out of 5 average rating, 171 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 dock and contemplate your day's adventure; paddle over to the Namakagon River from the dock? 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!

4.87 out of 5 average rating, 284 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.

Superhost

The exterior of the lodge is framed by lush greenery, highlighting its charming wooden facade. A spacious porch and multiple windows provide a welcoming entrance. The surrounding yard features a manicured lawn, creating an inviting outdoor space for gatherings and activities.

4.92 out of 5 average rating, 26 reviews

Luxury Lakefront Lodge with amazing views

Welcome to paradise! A charming 100 year old lodge with sandy swimming on crystal clear Round Lake! The cabin is very large and great for groups or families. Enjoy free parking, a sandy shoreline, and plenty of room for yard games. A lakeside screen porch and new deck provide commanding lake views. The brand new kitchen is fully equipped. The property is wooded and private, but you’re just minutes away from bars, restaurants, shops, and of course the casino!

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Other great vacation rentals in Town of Round Lake

4.97 out of 5 average rating, 69 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

5 out of 5 average rating, 23 reviews

Bungalow in Hayward

Serene Northwoods Escape with Lake Views

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.

5 out of 5 average rating, 10 reviews

The Hideaway on Clear Lake Island

A lakeside cabin is depicted, featuring light-colored siding and a stone foundation. A spacious deck is visible with ample seating, surrounded by greenery. The large window allows natural light to fill the interior, while the roofline shows a modern architectural style.

4.9 out of 5 average rating, 30 reviews

Lakefront Cabin on LCO - Pontoon available to rent

A Nordic-style cabin sits on a grassy lot by Silverthorn Lake, framed by towering pine trees. A private dock features two red Adirondack chairs, while a canoe rests on the water, reflecting the serene surroundings under a partly cloudy sky.

4.94 out of 5 average rating, 47 reviews

Little Sisu - Nordic Hideaway on Silverthorn Lake

5 out of 5 average rating, 22 reviews

A warm living space featuring large windows that frame views of the surrounding woods. A stone fireplace is positioned centrally, complemented by a wooden beam ceiling. Cozy seating is arranged on a rustic rug, with a coffee table and decorative accents enhancing the inviting atmosphere.

Home in Hayward

Fernwood Forest MTB/Nordic Retreat, Sauna & EV CHG

5 out of 5 average rating, 51 reviews

A dining area is shown with a black table surrounded by four black chairs. Large windows provide an unobstructed view of the lake and trees, allowing natural light to fill the space.

Home in Hayward

Renovated Lakefront Cabin on LCO

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.