Holiday rentals with a kayak in Vilas County

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Located on one of Vilas County's highest points, this cabin provides stunning 360-degree views from various levels overlooking Manuel Lake and 9.4 acres of land. Beyond its striking design, Wanderloft is defined by its profound sense of peace and quiet - where natural beauty and thoughtful architecture create space for rest, creativity, inspiration, and renewal.

Pet Friendly! Crystal CLEAR Private Lake Cabin

The Musky Cottage Welcome to the new year-round lakefront Musky Cottage at Timberlane Resort in Eagle River, WI. A private enclave of luxury lakefront cottages set on pristine crystal-clear Meta Lake. For generations, guests return year after year to savor our impeccable setting, timeless beauty, and spectacular sunsets. Our goal is to provide first class luxury accommodations, outstanding service, and amenities, all in an extraordinary setting that personifies the beauty of the Northwood’s.

Four Pines on Dam Lake

Located just 65 feet from the shoreline of Dam Lake on the Sugar Camp Chain, this cottage boasts a perfect sunrise view looking east. Your pier is only steps away and your boat is welcome, or just enjoy the 400 feet of sandy shoreline and the surrounding Northern Highland-American Legion State Forest just minutes south of St Germain and Eagle River, WI! Formerly part of the 3D's Resort and currently in Bear Paw Vacations Homes, this cottage will build memories for years to come for your family.

Cozy Cabin 2br Catfish Lake Eagle River Chain

Make some memories at this unique and family-friendly place. The Morey Cabin at the historic Everett located on Catfish Lake of the Eagle River Chain (the world's largest chain of freshwater lakes). This 2 bedroom 1 bath cabin is so cute in newly updated with all modern amenities is just the place for lakeside getaway. Facing west the grounds offer stunning sunsets, private beach, plenty of dock space for boats and fishing right from piers for many species incl panfish, walleye or even a musky.

Red Pine Point

Scenically situated on the grounds of the Discovery Center in a stand of pines overlooking Statehouse Lake, this beautiful home is the perfect Northwoods getaway! Just a short walk out the front door, you'll find a private dock that gives you access to Statehouse Lake, kayaks and canoes available for you to use, and easy walking access to Rest Lake. Explore the Discovery Center's 12-mile trail system or go fishing. Access to the snowmobile trail is available via the Discovery Center driveway.

Carter Northwoods Escape Cabin

Super Quiet place in the Northwoods!This rustic cabin built in the 1950’s has it owns quirks and charm. The cabin is nestled on a private lake is exactly what you’re looking for. Privacy around cabin;untouched nature, bald eagles, deer, loons and hummingbirds. Complimentary row-boat, kayak, canoe, paddle boat and stand up paddle board for use. These 2 acres, surrounded only by trees, boasts a perfect experience of Northern Wisconsin vibes. Very quick access to the Heart of Vilas bike path.

Sandy Bear Chalet with pontoon available for rent

Come and enjoy everything the Northwoods has to offer at The Sandy Bear Chalet. This cozy 2 bedroom, 1 bath waterfront property is just steps from the beach! Located in the heart of the former Black Bear Lodge on Little St. Germain lake. Spend your days relaxing on the beach, swimming in clear, sandy water, or park your boat on the dedicated slip to enjoy one of the best recreational lakes in the area. Wind your evenings down enjoying the sunset at the fire pit, or watching the stars!

Paddlers Point - Private Waterfront Cabin

Welcome to Paddlers Point, your private waterfront getaway in beautiful northern Wisconsin. This two-bedroom, one-bath cabin is the perfect spot for nature lovers and adventure enthusiasts seeking a relaxing escape. Enjoy the convenience of having a paddleboat, canoe, and kayaks onsite. Launch right from the dock for a day of fishing and exploring. As evening descends, gather around the fire pit under a star-filled sky. Minutes from the attractions of Eagle River and surrounding area.

The Eagles Nest Cabin on Island Lake

Newly Renovated Galley Kitchen (small, but has all the essentials). located on Island Lake, part of the desired 10 Lake Manitowish Chain. Huge fire pit behind the cabin on the ridge overlooking the lake, pier, and gas grill. Near biking trails, restaurants and shopping. It’s private yet easy to get to right off of Hwy 51. Enjoy beautiful summer sun sets and amazing wild life. My place is good for couples, solo adventurers, and small families. Weekly rentals only mid June to mid August!

Retreat C on Little Spider Lake (Towering Pines)

Our property offers a Peaceful Getaway in a Resort Setting on a Quiet Lake. "Great Location", "Amazing Views", "Clean", "Cozy", "Perfect", "Peaceful", "Comfortable", and "Relaxing" are what we repeatedly hear from our guests after their stay. The Heart of Vilas County Bike Trails and numerous Hiking trails are just minutes away. The #5 Snowmobile/ATV trail runs across the front of the property along Hwy 51 and we are surrounded by many area lakes and the Northern Highland State Forest.

Lakefront, near downtown and trails! Dog-approved

Our Breakfast at Tiffany House sits on Yellow Birch, has dock/water access for your toys, is a short walk from downtown shopping and events. You'll find everything you need, including tons of extras to make you feel at home, with lake home themes and pops of Tiffany Blue throughout. Room for parking trailers, close to snowmobile/ATV trails and snowmobile/boat rentals! We supply 2 adult kayaks, 1 children’s kayak, 2 inflatable paddle boards, and life jackets. Come Getaway With Us!

Your three-season romantic escape

Escape to The Croquet Cabin—a cozy 1-bed, 1-bath retreat nestled in Wisconsin’s Northwoods. Perfect for couples, this charming cabin features heated floors, a fireplace, full kitchen, Wi-Fi, and outdoor space for grilling or enjoying lake life. Just minutes from Trail 51 and local lakes, it’s ideal for year-round adventures or romantic getaways. Relax, recharge, and enjoy rustic charm with modern comforts. (Owners live on premise)