Holiday houses in Town of Round Lake

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Top-rated holiday rentals in Town of Round Lake

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Top Guest favourite
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.
Cabin in Hayward
4.95 out of 5 average rating, 128 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

Top Guest favourite
The cabin exterior features a modern design with wooden paneling and large windows, allowing natural light to flood the interior. Snow blankets the ground, contrasting with the rich tones of the wood. The surrounding trees provide a serene backdrop, enhancing the cabin's secluded atmosphere.
Cabin in Hayward
4.96 out of 5 average rating, 92 reviews

Cozy Trailside Hike/Bike Nordic Nature Cottage

Welcome to the Trailside Gökotta Forest Cottage: a modern, minimalist and serene nature cabin on the Birkie Trail system. Gökotta means 'to get up early to listen to sounds of birds and the forest'. Located right on Birkie Ridge Trailhead with close access to vast CAMBA trails, this is a nature escape for outdoor enthusiasts who love to bike, ski, hike, and bird watch. Enjoy ski-in ski-out to groomed trails, bike-in bike-out right onto trails, then cozy up by the woodstove or fire-pit at night.

Top Guest favourite
The outdoor space features a cozy fire pit surrounded by four chairs, with a wood-fired sauna nearby. Soft lighting from string lights enhances the ambiance, illuminating the wooden chalet in the background. A stack of firewood is conveniently placed nearby for easy access.
Cabin in Hayward
5 out of 5 average rating, 46 reviews

The Seeley Hills Chalet near iconic "OO" Trailhead

A Nordic-meets-Northwoods trail sports chalet on 3 wooded acres, just off the main path between Hayward + Cable in Seeley, WI. Only 2 miles from the iconic “OO” Trailhead with quick access to the Birkie ski trails, mountain and fat bike trails, gravel roads, UTV trails, & more. This charming chalet - with a wood-fired sauna, large game room, firepit & more - puts you among the pristine woods, water, and all the iconic events, restaurants, shopping, & nightlife of two key Northwoods communities.

Top Guest favourite
Cabin in Hayward
5 out of 5 average rating, 22 reviews

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!

Guest favourite
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.
Cabin in Hayward
4.94 out of 5 average rating, 316 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!

Top Guest favourite
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.
Cabin in Hayward
4.99 out of 5 average rating, 226 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.

Top Guest favourite
Cabin in Hayward
4.98 out of 5 average rating, 127 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

Top Guest favourite
A cozy cabin, adorned in rich red, is set against a backdrop of snow-covered trees. The surrounding area is blanketed in white, with a tranquil layer of snow covering the ground and a serene lake reflecting the winter landscape.
Cabin in Hayward
4.96 out of 5 average rating, 50 reviews

Osprey Hideaway: Near Hayward, Close to Trails!

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!

Guest favourite
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.
Cabin in Hayward
4.92 out of 5 average rating, 39 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 - Close to trails. Great fishing! -Newly renovated basement adds living space and a sauna. -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. -Max 3 car parking spots, BOAT/SNOWMOBILE TRAILER PARKING OFFSIT

Top Guest favourite
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
4.87 out of 5 average rating, 295 reviews

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.

Guest favourite
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.
Cabin in Hayward
4.91 out of 5 average rating, 34 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!

Superhost
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
4.9 out of 5 average rating, 397 reviews

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.

Popular amenities for Town of Round Lake holiday rentals

When is the best time to visit Town of Round Lake?

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Avg. price$517 NZD$543 NZD$431 NZD$472 NZD$464 NZD$507 NZD$543 NZD$563 NZD$472 NZD$517 NZD$477 NZD$515 NZD
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Frequently Asked Questions

  • What types of vacation rentals are available in Round Lake?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Round Lake. From over 50 cabin rentals to over 10 house rentals, we've got you covered.

  • Are there family-friendly cabin rentals in Round Lake?

    Round Lake has more than 40 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cabin rentals in Round Lake?

    Experience the best of Round Lake with our cabin rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cabin rentals in Round Lake have wifi?

    Absolutely! We offer over 50 cabin rentals with wifi in Round Lake. Enjoy a tailored experience with all the comforts you desire.

  • Are there cabin rentals with a dedicated workspace in Round Lake?

    Yes! Work meets play with ease at over 10 cabin rentals in Round Lake featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do cabin rentals in Round Lake have air conditioning?

    Absolutely! We offer over 40 cabin rentals with air conditioning in Round Lake. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Round Lake have free parking?

    Absolutely! We offer over 50 cabin rentals with free parking in Round Lake. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Round Lake have a kitchen?

    Absolutely! We offer over 50 cabin rentals with a kitchen in Round Lake. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly cabin rentals in Round Lake?

    Four-legged friends are welcome in Round Lake. Choose from more than 10 cabin rentals for guests traveling with pets.

  • What are the most popular amenities for Cabin Rentals in Round Lake?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 50 homes with a kitchen, over 50 homes with free parking, over 40 homes with air conditioning, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Town of Round Lake

  • Total holiday rentals

    Explore 70 holiday rentals in Town of Round Lake

  • Nightly prices starting at

    Town of Round Lake holiday rentals start at $138 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Town of Round Lake holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Town of Round Lake rentals

  • 4.9 Average rating

    Town of Round Lake stays are highly rated by guests—averaging 4.9 out of 5!