Holiday rentals with a kayak in Vilas County

Lakefront Chalet w/Pontoon

Perfect year-round family getaway! Luxurious 3-story chalet sits on 15+ acres with 770’ of lake frontage on Lucy Lake. 2 kitchens to accommodate large families, dog run/kennel, private walking trails, sandy lake bottom ideal for wading, private dock for fishing, basketball hoop, swimming & kayaking. In winter there's snow shoeing, ice fishing, and sledding (bring your own equipment) on property. Close to cross country skiing/skijoring trails & snow mobile trails. EV Charging Station (NEMA 14-50)

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.

Lands End at Edge Loft - Stars, Sauna, Silence

Cozy zenny QUIET retreat in WI Northwoods overlooking NHAL state forest wilderness. Rustic SAUNA steps away. Hide away at the Loft: birdwatch, listen to wolves howl, swing, just BE. Gas grill, firetable. WIFI, elect FP, full fridge, kitchenette. 2 kayaks. 15min to 52mi Heart of Vilas paved bike trl. Logging & rustic roads to bike in minutes. 10 lakes in 5 min! Lumberjack St Trl (mtnbike/hike) & Lost Canoe Lake (no motors) just down the road. Semi-secluded yet 8mi to BJ restaurants! Find peace..

Lured Den - Private Lake Cottage - HOT TUB

Relax and unwind at our quintessential Northwoods lake cottage just outside of Eagle River. Lured Den is a classic 1950s cabin that has been completely renovated with all the modern necessities while staying true to its vintage Northwoods charm. Enjoy a peaceful and private vacation nestled in the pines with over 100' of lake frontage and crystal clear water on 430 acre Pioneer Lake. Make use of our pier, fire pit, 4 kayaks, covered porch and more. All this just a short drive from Eagle River.

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.

Ultimate Northwoods Log Home! Cabin 14, POV Resort

TONS OF AWESOME ALL-INCLUSIVE RESORT AMENITIES | 15% OFF 3+ NITES | Loon's Landing #14 is lovely, large, loved 3-bdrm historic Northwoods waterfront log cabin w/screen porch. Lrg beautiful stone fireplace & gorgeous wood paneling throughout. 2 dining areas & 2 lrg bthrms. 2 queen bdrms. 3rd bdrm - 2 bunk bed sets. 2 full-size futons in amazing bar/game family room. Short walk to resort's lakefront/beach w/complimentary kayaks/canoes, tons of yard games/sports, rec bldg, etc. No pets allowed.

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)