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 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.

Outdoor spaces · Value · Accuracy

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!!

Location · Air conditioning · Nearby

New Listing! Near Lakes & Trails, Hot Tub, Pets OK

Surrounded by forest and near some of the area’s beautiful lakes, Dawson’s Den blends rustic charm with the comforts of home. Whether you're exploring trails, relaxing in the hot tub, or unwinding in the cozy screen room, this cabin is the perfect escape. • Private hot tub • Outdoor firepit • Three-seasons screen room with cozy seating + helmet rack • Central A/C • Smart TVs + DVD library + Board games • Electric fireplace • Propane + Charcoal grill • Parking for two trailers • Kayaks included

Location · Outdoor spaces · Hot tub

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.

Outdoor spaces · Location · Family

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!

Location · Outdoor spaces · Nearby

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 now part of Bear Paw Vacations Homes, this cottage will build memories for years to come for your family.

Location · Value · View

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.

Value · Location · Bathroom

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.

Value · Location · Heating

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!

Location · Outdoor spaces · Decor

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 trail bike rental, coffee, ice cream, restaurants, music!

Outdoor spaces · Location · Barbecue

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.

Location · Outdoor spaces · Checkout

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!

Location · Outdoor spaces · Barbecue