Vacation 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.

Cottage on High Lake

Dog-Friendly Lakefront Cottage w/ Dock, Kayaks, Canoe, and Snowshoes Experience everything the Boulder Junction area has to offer at this cottage located on beautiful High Lake in Land O’ Lakes. This rental is ideally situated at the gateway to year-round outdoor adventures, whether you're looking to get out on the water, explore the woods, or race through the snow. This home features lakefront access with level fisherman frontage and a private dock. At night, enjoy the wood-burning fireplace.

Lakeside Cozy Cabin! 2 Bedroom/2 Bathroom

Nestled within the beautiful Wisconsin forest, 4 miles north of the popular town of Boulder Junction, you will find comfortable, accommodations perfect for winding down after a full day of outdoor activity that the surround area has to offer. Open year round. The cabin is set amid a beautiful wilderness backdrop, making it an ideal spot for journeying through the all seasons for enjoyable outdoor fun. Local Snowmobile, Bike and UTV/ATV Trails. Bld Jct Winter Park. Iook Your Getaway Today! .

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.

Lands End at Edge Loft - Stars, Sauna, Silence

Cozy zenny QUIET retreat in WI Northwoods next to NHAL forest wilderness. Private screened-in deck in trees: birdwatch, swing, just BE. Rustic SAUNA in steps. Gas grill, firetable. WIFI, elect FP, full fridge, kitch. 2 kayaks. 15min to 52mi Heart of Vilas paved bike trl. 10lakes 5min. Logging/rustic rds to bike in minutes; mtnbike/hike Lumberjack, kayak Lost Canoe. Semi-secluded yet 8mi to BJ! NOTE: UNIQUE CIRCUMSTANCES FOR ANY STAY 5/1-6/21-INQUIRE TO LEARN MORE/RECEIVE -$50 OFF REZ COSTS.

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!

Fern and Moss A-frame Lakefront Hot Tub

Fern & Moss – Modern Northwoods Retreat Escape to this stunning A-frame on Moss Lake with panoramic lake views, 2 bedrooms, a bunk room, and 3 full baths. Enjoy 100+ ft of fisherman's frontage, a private dock, hot tub, fire pit, and stylish interiors with vaulted ceilings, a full kitchen, and smart TV. Located near Minocqua with year-round access to outdoor adventures. A perfect blend of modern comfort and lakeside serenity. ✨ Book your getaway today!

*BoBoen/Awassa Snowmobile Trail* Cozy Lake Cottage

Welcome to The Birch- your Northwoods escape on Big St. Germain Lake. This 2BR, 1BA lakefront cottage features 191' of frontage, a sandy-bottom beach, private pier, and kayaks. Wake up to panoramic water views, sip coffee on the screened-in porch, and end your day around the fire pit. Sleeps 5. As a top-rated host, I’m adding thoughtful updates—photos will be refreshed as improvements are made. A rare gem on one of Wisconsin’s most beloved lakes.