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 offers stunning 360-degree views from multiple 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.

Beautiful, newly renovated log lakefront home

Escape to our beautifully updated 3BR, 2BA lakefront log home on LITTLE OXBOW LAKE —perfect for families or friends. 3.6 miles from downtown Presque Isle WI! Enjoy stunning lake views, sunsets, private dock, kayaks, fire pit, fully stocked kitchen, large bedrooms, 2 living rooms, fast Wi-Fi. Relax on the deck, fish, swim, or explore nearby hiking and bike trails and quaint towns with amazing restaurants and shopping. Pontoon rentals available from local marina. Your perfect Northwoods place!!

Lands End at Edge Loft-Trees, Trails & Tranquility

Zenny, cozy, QUIET retreat in WI Northwoods near NHAL forest wilderness. Private screened-in deck in trees. Birdwatch, swing, just BE. Gas grill, firetable.WIFI, adjustable Qn bed, elect FP, full fridge, kitch. 2 kayaks. 15min to 52mi Heart of Vilas paved bike trl! Mtn bike Lumberjack St Trl & logging roads, kayak/paddleboard no motors Lost Canoe Lake, fish 10 lakes-all just 5 min away! Semi-secluded yet 8mi to Boulder Junction for bike rental on the trail, coffee, ice cream, restaurants, music!

2Bed/1bath/WI River/Fireplace/Trailer Parking

Located on a peaceful stretch of the Wisconsin River (Below dam). 2 BR/1 bath TVs in BR’s & living room Firewood Jon boat & 2 Kayaks available for use (summer) Mud Creek Boat Landing on Eagle River Chain - 5 min away Eagle River Speedway - less than 1 mile away Note: River can be accessed on the property. There are stairs built in the side of the hill to a narrow path (path redone in Oct 2024 - pictured). New dock in 2026. Path may be difficult to navigate/inaccessible during winter months.

Charming Cabin on Upper Buckatabon – Adventure & R

Escape to this cozy lakefront cabin on Upper Buckatabon Lake, surrounded by towering pines and tranquility. Perfect for couples or small families, it offers direct lake access for swimming, kayaking, and fishing, plus a lakeside fire pit for relaxing. Inside, enjoy a bright, open space, fully equipped kitchen, and a three-season porch with sunset views. Convenient access to ATV and snowmobile trails makes it a year-round getaway. Just minutes from dining, shops, and endless outdoor adventures.

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.

Eagle’s Wings Cabin

Charming full log cabin nestled on 6 wooded acres with full recreation, private lake access. This beautiful property comes with 2 bedroom, one bath with a shower, fully stocked kitchen. Baseboard heat and pellet stove. Outside there is a wrap around deck, a gas grill, a fishing boat, canoe, 2 kayaks, and a fire pit. Supper clubs, grocery store, gas station, bowling alley, pub/restaurant only 3 miles away. Many trails, UTV, snowmobile, hiking near by. Snowmobiling trails are is top notch!

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.

Luxury Lakefront - 4 BDR | 10 Beds | 4 Bath

Welcome to the Northwoods Experience lakeside luxury at our designer-built property, nestled in the stunning 377-acre Anvil Lake, surrounded by the pristine Chequamegon-Nicolet National Forest. Located 10 miles east of downtown Eagle River. Enjoy evenings by the wood-burning fireplace, or unwind on the large deck with BBQ, fire pit, and breathtaking views. Adventures await with boating, fishing, hiking, and winter sports right at your doorstep! We can't wait to share this place with you!

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!

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.