Holiday rentals with a kayak in Watersmeet Township

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.

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.

Beautiful house on Brule Lake!

Located 15 minutes west of Iron River, Michigan is a rustic getaway sure to appeal to any vacationer. Sitting in a serene setting is a beautiful home located on Brule Lake with a breathtaking view! There is a boat landing located only .5 miles down the road. This is the perfect getaway spot for you and your family to unplug, relax, and unwind. *2 Kayaks and 2 paddleboards will be available for use when staying at the property! *Fishing boat & motor boat available for rent! Msg for more info!

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!

SH Lake Escape w/Kayaks, Canoe, Firepit, Fishing

Sandy Hollow is a 2-BR lakefront on Sandy Lake, in a peaceful cove just off the main lake. Perfect for families or couples, it offers sunsets, swimming, and four-season adventure right outside your door. Amenities 2 BR/4 beds Fire pit Grill & outdoor dining Pet friendly w/ dog lead Full kitchen, dishwasher, Keurig Wi-Fi & streaming TV Washer/dryer 3 kayaks, paddleboat, canoe Ride to snowmobile & ATV trails Enjoy fishing, kayaking, and sunset views—true lake life in the Western UP.

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.

Cozy lake front cottage, escape with amenities

Relax and play at this adorable cottage, on the water or on the trails. The Lake Effect on Lower Post Lake gives all the feels. It takes place before you arrive, the nature, the trees, the “up north” vibe. This beautiful lake home greets you with wonderful pine throughout. You can see the lake from the first steps in the door. It's modern and bright. The property sits higher up from the lake giving you an eye-level view of the peaceful surroundings. Plenty to do or not do, it's your call.

National Forest Lakeside Retreat

Escape to this beautiful cabin nestled in the woods on a serene lake. With its cozy layout and large windows, you'll feel right at home surrounded by nature's beauty. Enjoy breathtaking views of the dark sky at night and wake up to the peaceful sounds of the National Forest. Explore endless adventures with hiking, ATV, and snowmobile trails just steps away. Unwind on the deck and take in the tranquility of this hidden gem. Book your getaway now and experience the ultimate retreat.

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!

La Vita e Bella (Life is Good) Dogs welcome

View of N Twin Lake, walking distance to bar/restaurant & convenience store. Around the corner from boat landing with small swimmable beach with picnic table & bench. Bring your boat, fishing poles, kayaks or snowmobiles for year round fun. N Twin Lake is famous for large Walleye, Musky, Bass & Panfish. Full rec lake. Boat rental available nearby. Fish cleaning station, kayaks/stand up paddleboard (seasonally), beach towels and coolers to use. Free parking with room for boat.

3 BR | 7 bed | Trailside | Lake Haven escape

Nestled on the shores of a crystal-clear, non-motorized lake, this charming 3-bedroom 2 bath home is your perfect escape to peace and nature. Whether you’re seeking an adventurous weekend or a relaxing getaway, our spacious rental has everything you need for unforgettable moments with family and friends. Private dock great fishing and located on all the trails making this home your go to for adventure. Come make memories with us year-round. Your lakeside haven awaits—