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Vacation rentals in Town of Round Lake

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Top-rated vacation rentals in Town of Round Lake

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A dining area is shown with a wooden table and chairs. Large windows provide a view of Lost Land Lake, framed by natural wood. The serene landscape includes a distant tree line and a glimpse of the deck outside, enhancing the connection to the peaceful surroundings.

Cabin in Hayward

5 out of 5 average rating, 8 reviews

The Deer Stop

Summer Season search tip! - Sunday to Sunday stays Named for the regular visitors, you will love this nicely equipped cabin just steps away from Lost Land Lake. Enjoy the Quiet Lakes of Wisconsin. The Deer Stop is right on the snowmobile trail, has access to multiple docks and is on a wonderful fishery-Lost Land Lake which connects to Teal Lake. Lost Land is 1,300 acres and Teal is just over 1,000. Have a bigger group? Head North LLC owns the Deer Stop along with Edgewater on one side a

A cabin is nestled among trees, featuring a rustic design and a welcoming facade. Warm light emanates from the windows, suggesting comfort inside. Surrounding flora includes tall grasses and wildflowers, contributing to the natural setting.

Cabin in Hayward

4.85 out of 5 average rating, 80 reviews

Lakeside Cabin Retreat on Quiet Peninsula

Avoid crowded resorts and immerse yourself in nature at this private, secluded and peaceful lake cabin. Osprey Lake is quiet and clear and known for great fishing all year. This location offers the option to simply relax and watch for loons, otters, hummingbirds, and the occasional black bear, or to be adventurous and paddle through a beautiful channel to Little Round Lake and Round Lake. Nearby amenities include a variety of trails, restaurants, a casino, and all the charm Hayward has to offer.

The cabin features a modern design with a contrasting black and wood exterior, nestled among tall trees. Large windows allow natural light to brighten the space, while a stone pathway leads to outdoor seating, showcasing the serene forest surroundings.

Cabin in Hayward

4.95 out of 5 average rating, 82 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.

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, 300 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 favorite

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, 218 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 favorite

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.

Cabin in Hayward

4.98 out of 5 average rating, 118 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.

Cabin in Hayward

4.9 out of 5 average rating, 30 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.

Cabin in Hayward

4.95 out of 5 average rating, 44 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!

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.

Cabin in Hayward

4.95 out of 5 average rating, 21 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.

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, 289 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.

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, 33 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!

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.

Cabin in Hayward

4.96 out of 5 average rating, 51 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!

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Popular amenities for Town of Round Lake vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Town of Round Lake

A rustic log cabin is surrounded by lush greenery, showcasing a vibrant red exterior with white trim. A welcoming front door is centered under a triangular gable, with large windows flanking each side. A stone pathway leads to the entrance, enhancing the cabin's inviting appearance.

Cabin in Hayward

4.74 out of 5 average rating, 19 reviews

6 Bedroom Lodge on Teal lake

Top guest favorite

A single-story cabin features a light blue exterior complemented by a red roof. Large windows provide natural light, and the front deck invites outdoor enjoyment. Surrounding greenery and autumn foliage add a touch of color, enhancing the tranquil lakeside setting.

Cabin in Hayward

4.98 out of 5 average rating, 86 reviews

Amy’s Cozy Lakeside Cottage

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.

Cabin in Hayward

4.93 out of 5 average rating, 15 reviews

The Hideaway on Clear Lake Island

A charming log cabin is nestled among greenery, showcasing a wooden exterior and a traditional gabled roof. The front porch features seating, inviting relaxation. Large windows allow natural light to flood the interior, while a stone pathway leads through the surrounding foliage.

Cabin in Hayward

4.9 out of 5 average rating, 10 reviews

Muskie Ridge

A bright red cabin is nestled among trees, showcasing large windows that provide views of the natural surroundings. A wooden dock leads to the water, with a boat moored alongside. Sunlight filters through the foliage, enhancing the peaceful setting.

Cabin in Hayward

4.88 out of 5 average rating, 17 reviews

1 Bedroom Lakeside Cabin on Teal Lake. YellowBirch

A serene lakeside view showcases the sun setting over the water, creating a golden reflection. Tall trees frame the scene, and a wooden dock extends into the lake's tranquil surface. Vibrant fall foliage adds color to the foreground, enhancing the natural beauty.

Cabin in Hayward

4.96 out of 5 average rating, 27 reviews

Stunning Sunrises from Three Lights Lodge!

The exterior of the log cabin is shown, featuring a combination of natural wood and modern elements. Large windows allow natural light to enter, while the surrounding trees provide a feeling of seclusion. An air conditioning unit is visible on the lower wall.

Home in Hayward

4.8 out of 5 average rating, 5 reviews

The Log Haus on Round Lake

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.

Cabin in Hayward

4.99 out of 5 average rating, 75 reviews

*Beautiful Log Cabin with Sauna*

Quick stats about vacation rentals in Town of Round Lake

Total rentals
80 properties
Nightly prices starting at
G$4,182 GYD before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

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 house rentals in Round Lake have wifi?
Absolutely! We offer over 10 house rentals with wifi in Round Lake. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Round Lake?
Yes! Work meets play with ease at over 20 vacation rentals in Round Lake featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Round Lake have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Round Lake. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Round Lake have free parking?
Absolutely! We offer over 10 house rentals with free parking in Round Lake. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Round Lake have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Round Lake. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Round Lake?
Four-legged friends are welcome in Round Lake. Choose from more than 30 vacation 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 40 homes with air conditioning, over 50 homes with free parking, over 50 homes with wifi, over 50 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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