
Holiday rentals in Little Round Lake
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Top-rated holiday rentals in Little Round Lake
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Diamonds On The Water on Lac Courte Oreilles
If you’re looking for your next getaway this is it! You will be quite hard-pressed to find a place closer to the water! This gorgeous Northwoods property sits on almost a 1⁄2 acre lot on the beautiful Lac Courte Oreilles lake with 260 feet of frontage. Wake up to incredible lake views from your main living area and bedrooms. The four season home features hardwood floors, hickory cabinets, beautiful custom tiled shower and an amazing peninsula location! AND, it is right on ATV/Snowmobile trail!
4.94 out of 5 average rating, 140 reviews
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.
4.87 out of 5 average rating, 95 reviews
Private Round Lake Cabin w/ Dock
Enjoy 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 at the sandbars. Take one of our provided kayaks (there's 2 of them) and make your way to the nearby sandbar or just around the bay to take in the wildlife. If you enjoy winter sports like skiing or snowmobiling, the house makes an excellent home base
4.98 out of 5 average rating, 54 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.
4.98 out of 5 average rating, 246 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.
4.96 out of 5 average rating, 52 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 WATER VIEW. Bennington Pontoon included no depth finder (Seasonal for availability Memorial Day weekend to early October 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, is separated by French doors. Bedrooms in back of the Cabin. 2 full bathrooms
4.96 out of 5 average rating, 23 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
4.88 out of 5 average rating, 57 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. At 700sq ft, it's intended for two adults, with the option of 2 addtl kids. A queen bed in the loft, in-floor heat, full kitchen, gas fireplace, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks
4.99 out of 5 average rating, 158 reviews
Modern & Cozy Northwoods Cabin w Cedar Hot Tub
We fell in love with Hayward for the same reason so many people do: the lakes, the quiet, the slower pace, and how easy it is to feel connected to nature. The Cabin for Two sits at the end of a private road on a small wilderness lake, surrounded by county forest. Wildlife is part of daily life here. Loons call across the water, swans and other waterfowl pass through, and deer regularly move through the yard. In the warmer months, bears occasionally travel through the area.
5.0 out of 5 average rating, 47 reviews
Welcome to Bear's Den Lodge
Bear's Den Lodge has a great view from the dock of Osprey Lake. Which is located about 15 minutes from downtown Hayward. This amazing cabin is private, with a beautiful deck to enjoy the scenery. There is plenty of room for the whole family to enjoy your vacation to make special memories. You can enjoy fishing and kayaking on Osprey Lake. Great trails for Snowmobile/ATV access located within 2 miles of the property. Trails are well groomed for many miles of riding.
5.0 out of 5 average rating, 10 reviews
Glover Lake House
Sleeps 8 and Dog Friendly. On a small private lake (Glover Lake) with great swimming, fishing, canoeing/kayaking and only 1/4 mile from the Chippewa Flowage CC North Public Boat Landing which is a separate lake than Glover Lake. Near UTV/ATV and Snowmobile trails. Glover Lake House is a 3 Bedroom 2.5 Bath Home with huge yard (9.75 acres) to enjoy the outdoors! Separate Screen House, one (1) Aluminum Boat and two (2) Canoes makes this the perfect outdoor space.
5.0 out of 5 average rating, 43 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!
4.91 out of 5 average rating, 43 reviewsPopular amenities for Little Round Lake holiday rentals
Other great holiday rentals in Little Round Lake

Nordic-inspired Riverfront retreat|Birkie & CAMBA
5.0 out of 5 average rating, 33 reviews
Charming Cabin right on Round Lk in Richardson Bay
4.96 out of 5 average rating, 56 reviews
Kayak/SUP/Fish at Hemlock Lodge on Spider Lake!
4.99 out of 5 average rating, 98 reviews
Trail Access | Heated Floors | Fire Pit +Game Room
4.98 out of 5 average rating, 53 reviews
Cozy A-frame on sandy beachfront
4.96 out of 5 average rating, 45 reviews
Serene Lakefront Cabin: ATV Trail, dock, fishing
5.0 out of 5 average rating, 87 reviews
White Tail Lodge; Sandy Beach w/Resort Amenities!
4.95 out of 5 average rating, 124 reviews
Hygge House
4.94 out of 5 average rating, 371 reviewsDestinations to explore
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