Holiday rentals in Round Lake

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Top-rated holiday rentals in Round Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, huge deck, Fish from the pier

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 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, 59 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
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, 102 reviews

Cozy Nordic Ski Cottage on Birkie Trails

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 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
4.98 out of 5 average rating, 237 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
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, 23 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).

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.

Guest favourite
The living area features rich wood paneling and exposed beams. A stone fireplace serves as the focal point, surrounded by comfortable leather seating. Natural light filters through wooden blinds, and rustic decor adds warmth to the inviting atmosphere. A warm color palette enhances the cozy feel of the space.
Cabin in Hayward
4.96 out of 5 average rating, 27 reviews

Rustic, Cozy, Modern Cabin on Round Lake!

Rustic, cozy cabin in Richardson Bay on 3,000 acre famous Round Lake. Cabin newly renovated in 2021! 21' Premier Pontoon included in all summer rentals. Single level, 3 bedrooms/3 queen bed, 2 full baths, central air conditioning/heating, living area with stone mason gas fireplace, local crafted furnishings throughout the cabin, fully stocked kitchen, and the great outdoors that await you, this cabin and it's surroundings lack for nothing! Just bring your clothes and fun!

Popular amenities for Round Lake holiday rentals

When is the best time to visit Round Lake?

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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 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 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 € 86 per night before taxes and fees

  • Verified guest reviews

    Over 1,990 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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