Holiday rentals with a patio in Town of Round Lake

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.

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.

Lake Front, Arcade, Kayaks-Callahan's Shore Thing

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!

Spacious 20 Acre Retreat! Central Locale&Lakeview!

Welcome to The Cottage at Miller’s Hill! This 20-acre property is the PERFECT staging area for small or large groups here to experience the Northland together! Our spacious home has bed-space for 14, but room for more! Centrally located to all the region’s biggest highlights--quick & easy access to boating, fishing, atv’ing, snowmobiling, tubing, hunting, golfing, festivals, & so much more! 15 minutes from Spooner, 20 minutes from Hayward, and 10 minutes from the Wild Rivers Trail circuit.

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

The House on Round - Book for the Fall Colors Now!

Enjoy summer lake life on a quiet bay of one of Hayward's premier lakes. The bay is home to loons, bald eagles, owls, deer, otters, ducks, and frogs as well as an occasional bear. Beyond the bay, Round Lake is renowned for boating, fishing, and swimming (NOTE: The shoreline in front of the house is not good for swimming). Take one of our provided kayaks (there's 2 of them) and make your way to the nearby sandbar or across the lake to the island to swim, picnic, and play.

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!

Lakefront Sunset Cabin w/Boats, Spa, FirePit & BBQ

Extraordinary lakefront home, private lake access! Bring your own boat, or use one of ours! Relax on the screened-in patio while watching lake wildlife. BBQ on our charcoal grill, then enjoy a game of cornhole or SpikeBall near the lakeside firepit. Cast a line for great fishing right out front, or push the boats in the water and explore Birch Lake. After a full day, wind down in the hot tub - which is available for you to enjoy year round!

Luxury Cottage 3 BR 1 BA, w/ King Bed, Wifi, & AC

Visualize yourself nestled in nature, laughing with friends and family, and roasting marshmallows by the fire. This experience will transport you into another time and place when you were carefree. Once inside, have a glass of Pinot Noir and savor who is sitting next to you. Prepare to leave bits of your heart at Conley Cottage. That is ok; we will keep it safe and warm for your next return.