Holiday rentals in Round Lake

The Hideaway on Clear Lake Island

Discover The Hideaway on Clear Lake Island, a one-of-a-kind 2,600 sq ft retreat offering total seclusion and endless adventure! This 4-bedroom, 2-bath cabin sits on its own private island with 360-degree views of pristine Clear Lake, surrounded by lush trees. Enjoy your own private dock for fishing, swimming and kayaking; plus a firepit and BBQ for the perfect outdoor escape. Accessible by road yet feeling worlds away, it's ideal for families or friends seeking an unforgettable, private getaway!

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!

Cozy Trailside Nordic Forest 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.

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.

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

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.

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).

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

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

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.

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!

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.