Holiday houses in Round Lake

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Top-rated holiday rentals in Round Lake

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Guest favourite
A spacious living area features vaulted wooden ceilings and warm lighting. A stone fireplace is centered against the back wall, surrounded by rustic decor. Comfortable seating includes a large sofa and two armchairs arranged on an area rug, with a dining table nearby and framed artwork adorning the walls.
Cabin in Hayward
4.95 out of 5 average rating, 19 reviews

Northwoods Rustic Lodge Round Lake with Pontoon

Relax with your family at this single level, Four-bedroom Lodge in Richardson Bay on 3,000 acre beautiful Round Lake with lake view . Bennington Pontoon included (Seasonal for availability Memorial Day weekend to early October and subject to change depending on weather. Prices do reflect if pontoon included in stay) sleeps up to 14. 4Queen beds and 3Twin bunk beds. 900 squarGreat room. 365 sft kitchen, which is separated by French doors. Bedrooms located in back of the Cabin. Two full bathrooms

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
The cabin is surrounded by vibrant autumn foliage, showcasing a rich brown exterior and a gabled roof. A large tree stands prominently in the foreground, casting gentle shadows on the ground, which is covered with fallen leaves.
Holiday home in Hayward
5 out of 5 average rating, 53 reviews

The Wolf Den - A Wooded Hideaway

Nestled in 5+ wooded acres on a private road, the Wolf Den is a secluded cabin just 13 miles from Hayward. 2500 sq ft with 3 Bedrooms and 2 full baths. Main Level has fully equipped Kitchen, Dining Room, Living Room, 2 Bedrooms, Full Bath, and 4 season Sun Porch. Upper Level features Master Bedroom /Bath and large Loft Area for games and entertainment. The Lower Level has Wash/Dry plus Game Room with Pool and Foosball and Electronic Dart Board. 3 car garage with opener- 2 stalls for your use.

Top Guest favourite
Cabin in Hayward
4.99 out of 5 average rating, 139 reviews

Seeley Oaks A-Frame | Secluded Retreat on 40 Acres

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
Home in Hayward
5 out of 5 average rating, 22 reviews

Cabin on Pine Cone Pond

Welcome to our Cabin, your year-round Northwoods retreat! Relax with the whole family in this newly built cabin that is nestled within a peaceful & private wooded community; a tranquil pond surrounded by 28 acres of woodlands. Minutes from Hayward, with convenient access to fishing, ski trails, & biking, hiking, ATV, & snowmobiling trails. Designed with guest comfort in mind, the cabin features a perfect blend of boho-chic furnishings creating a tranquil, cozy & natural yet stylish retreat.

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, 107 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

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
A stone fire pit area is surrounded by Adirondack chairs and bordered by lush greenery. The view overlooks Spider Lake, with gentle ripples reflecting the trees lining the shore. Steps lead down from a wooden deck, enhancing the connection to the natural setting.
Home in Hayward
4.99 out of 5 average rating, 92 reviews

Kayak/SUP/Fish at Hemlock Lodge on Spider Lake!

Experience quiet peacefulness at Hemlock Lodge on the shore of Spider Lake! 25 minutes out of Hayward, this property offers the best of all worlds. If you want the feel of a true Northwoods getaway, you can get it here! Bring your snow shoes or XC Skis to enjoy the world class American Birkebiener trails or your road or mountain bike to enjoy the CAMBA trails, or quiet meandering roads. Snowmobile friendly! With room for trailers, you can access the lake from the driveway.

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 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 room features a stone fireplace as the focal point, surrounded by large windows that provide ample natural light. Comfortable seating includes a sectional sofa and armchairs, arranged to encourage conversation. Wooden beams and high ceilings add warmth to the inviting atmosphere.
Home in Hayward
4.95 out of 5 average rating, 21 reviews

Swim, Hike, Relax: Lakefront Hayward Home w/ Deck!

4,000 Sq Ft | Great for Families | BBQ Ready | Sunset Views Experience a mix of serenity and outdoor fun when you stay at this 3-bedroom, 3.5-bath vacation rental in Hayward! Ideal for groups and families, ‘ Island Time’ boasts 4,000 square feet, a private dock, and a prime location near the countless waterfront activities. Spend your days kayaking, fishing, skiing, and mountain biking before heading back to watch the sunset as you cozy up by the fire pit.

Popular amenities for Round Lake holiday rentals

When is the best time to visit Round Lake?

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Avg. price$514 NZD$540 NZD$428 NZD$470 NZD$461 NZD$504 NZD$540 NZD$560 NZD$470 NZD$492 NZD$495 NZD$470 NZD
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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 house rentals in Round Lake?

    Experience the best of Round Lake with our house rentals, starting at about $150 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 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 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.

  • 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 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.

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 $171 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Round Lake holiday rentals include Wi-Fi 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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  2. United States
  3. Wisconsin
  4. Sawyer County
  5. Round Lake