Holiday rentals in Round Lake

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Top-rated holiday rentals in Round Lake

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

Lake Cabin w/Arcade, Kayaks, Multi-level Deck

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!

Top 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, 329 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
A serene view from a window frames lush greenery, including tall trees and well-maintained grassy areas. In the distance, the shimmering lake is visible, with boats and a dock situated along the shoreline, inviting an atmosphere of tranquility.
Cabin in Hayward
5 out of 5 average rating, 23 reviews

The Sunset Cabin

1950’s resort cabin brought back to life! The beautiful screened in porch looks to the west for some of the most gorgeous sunsets you’ll see anywhere. All is new and was completely remodeled in 2024. One bedroom has queen bed and the other has a full bed with a twin bed bunk. You’ll have your own dock for fishing, plus access to the shared lake toys:kayaks, floaties, fishing rods and tackle, row boats and a canoe. You’ll also have shared access to the sandy swimming beach and swimming raft.

Top guest favourite
Home in Hayward
4.93 out of 5 average rating, 57 reviews

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).

Top guest favourite
An outdoor seating area showcases comfortable green adirondack chairs arranged around a stone firepit, with a fire actively burning. A wooden structure is visible in the background, surrounded by lush greenery and tall trees, creating a serene natural setting.
Chalet in Hayward
4.96 out of 5 average rating, 106 reviews

Sylvan Chalet, Modern, Lakefront, Close to Trails

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. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

Top guest favourite
A modern kitchen space features a large island with bar seating for four. Stainless steel appliances are complemented by pendant lighting above the island, while light mosaic tile enhances the backsplash. Natural light streams in through the nearby windows, creating a bright atmosphere.
Holiday home in Hayward
4.99 out of 5 average rating, 68 reviews

Mosquito Brook Getaway - Perfect for fun!

About the Mosquito Brook Getaway The Mosquito Brook Getaway is situated in the gateway to Northwoods fun. Located just 5 miles north of Hayward, on the iconic Mosquito Brook Rd, outdoor fun can be had in every direction. If you enjoy motorized recreation on your ATV, UTV, or snowmobile, trail access and ample parking for your party can be had. If you enjoy silent sports, you will likely recognize the Mosquito Brook access point as one of the milestones road crossings of your events.

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
4.93 out of 5 average rating, 44 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 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
5 out of 5 average rating, 15 reviews

Timber Pines

Located near the beautiful Chippewa Flowage, it offers easy access to fishing, boating, and stunning Northwoods scenery. Snowmobile and UTV trails are accessible directly from the property, making it an excellent choice for adventure seekers year-round. The home provides a comfortable and spacious setting to relax after a day on the trails or the water. Whether you're planning a weekend retreat or a longer stay! Plenty of room for parking your boat, UTV and snowmobiles.

Guest favourite
The living area features warm wooden walls and a cozy seating arrangement. A TV is mounted on the wall opposite a coffee table, with a soft lamp illuminating a nearby chair. A doorway leads to the kitchen and dining area, enhancing the cabin's inviting layout.
Cabin in Cable
4.95 out of 5 average rating, 214 reviews

Parking, Walk to Town, King Bed - The Cable Cabin

Locally owned and managed. Our cabin is tucked behind pines right on Highway 63 in Cable. Full off street, private parking w/ room for trailers and toys, plus full locked gear room in basement. Easy walking distance to everything in Cable. It can sleep 5-6, but makes a great space for 2-4. 3 mi from the Birkie start, 2.5 mi from the North End Cabin. ATV & Snowmobile right from the driveway. Full furnace for heat and central air conditioning for those hot summer days!

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, 35 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!

Guest favourite
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, 53 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!

Top guest favourite
Cabin in Cable
5 out of 5 average rating, 15 reviews

Trapper Lake Cabin

Experience the magic of northern Wisconsin at our cozy family cabin on Trapper Lake - a quiet, peaceful, 80-acre lake just north of Lake Namekagon. Our spot is 15 miles from the ski and mountain bike trails at Mt. Telemark Village, seven miles from the CAMBA Namekagon cluster of mountain bike trails and 30 miles from Lake Superior. Find ample opportunities for adventure or just a chill spot to soak up lake life.

Popular amenities for Round Lake holiday rentals

When is the best time to visit Round Lake?

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Avg. price$384 SGD$404 SGD$320 SGD$351 SGD$345 SGD$377 SGD$404 SGD$419 SGD$351 SGD$368 SGD$370 SGD$351 SGD
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Frequently Asked Questions

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

    Round Lake has more than 70 family-friendly stays. 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.

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

    Four-legged friends are welcome in Round Lake. Choose from more than 20 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 30 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 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.

  • 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.

  • 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.

Quick stats about holiday rentals in Round Lake

  • Total holiday rentals

    Explore 80 holiday rentals in Round Lake

  • Nightly prices starting at

    Round Lake holiday rentals start at $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,250 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Round Lake holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Round Lake rentals

  • 4.9 Average rating

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

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