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.

COZY BEAR-Beachside cabin, pvte dock, UTV/Snowmo.

Relax with the whole family at this peaceful getaway. Directly on the lake and UTV/snowmobile trails! Boat, snowmobile/UTV right from this 2 bed (Sleeps 4), 1 bath cabin on the full recreational Little St. Germain Lake. Formerly Black Bear Lodge. Steps away from the beach and your own dock space. Conveniently included in your stay: basic kitchenware, bed & bath linens, free wireless internet, 2 kayaks with life vests, boat ramp. Located close to many restaurants, grocery store and shopping

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.

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.

North Woods Pristine Lake Paradise!

** Note - This wonderful northwoods cabin rents for a minimum of 3 consecutive nights. ** Your own private guest cabin on 6 private acres overlooking crystal clear Big Portage Lake. Sand beach, canoes, kayak, great lake views! Refrig, coffee maker, microwave and toaster, but no kitchen (great restaurants nearby). Come and go as you please. Host is usually on property, residing in main house. Kids over 8 years welcome. NO pets, jet-skis, ATVs, fireworks, loud music or powerboats, please.

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 B 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.

Sauna, Snowshoe, Silence at Lands End at Edge Loft

Cozy zenny QUIET retreat in Wisconsin's Northwoods. Deck overlooks NHAL wilderness. Rustic SAUNA steps away. Hide away at the Loft: birdwatch, listen to howling wolves, watch snow fall. Gas grill, firetable. WIFI, elect FP, full fridge, kitchenette.Lost Canoe Lake for ice fishing 5min. Glide ice skate ribbon: 10. Fern Ridge groomed snowshoe: 20. Winman Trls groomed Xcountry ski, snowshoe, fat tire: 30. Our 5mi private snowshoe trl out your door! Semi-seclud yet 8mi to BJ restaurants!

14 acres of seclusion, private lake, 5 kayaks

Relax with the whole family at this peaceful, secluded cabin right off the trails on 14 wooded acres with frontage on private Deer Lake. BBQ or grill out on the massive wooden deck and take a short hike down the sandy hill and through the wooded path to the clear, shallow lakefront, perfect for swimming or kayaking on Deer Lake. We have 4 adult kayaks and 1 youth kayak. Build a fire right by the house OR down at the lakefront in either of the two firepits, wood provided!

*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.