Vacation 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.

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.

3 bed/2 bath Lake House on Iron Lake - No Pet Fee.

Fisherman & outdoor enthusiasts dream place. 5 acres on Iron Lake for your family, friends, and dogs to enjoy. Ski Brule, snowmobiling, wildlife, hiking, and so many more things to enjoy. Very private. This lake is great for kayaking, canoeing,and fishing. You can swim off the dock,but there are some lily pads. The water is clear,but the bottom of the lake is mucky at shore. Great for dogs. Kayaks, canoe, & paddle boat available at your own risk. In winter, best to have AWD vehicle.

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.

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.

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.

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 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!

Crystal Clear Water, Free Firewood!

Welcome to Woodland Waters *Private lake with no access to a public boat launch. OR bring your own boat and fish the Eagle River Chain Make wonderful memories in the beautiful Northwoods at this gorgeous lakefront home in Eagle River Wisconsin. Situated on 2 acres with gorgeous lake views and fantastic fishing, boating, water skiing, tubing, and swimming that is perfect for all ages. Bass Lake is spring fed and crystal clear with a white sand bottom and a sand beach.

Northwoods Modern Escape!

Find your space in the far Northwoods, our brand new modern build offers a restful escape on a private lake. Just 15 minutes from Eagle River. Get lost in nature's splendor, we offer shared paddle boards, kayaks, & a canoe. Our exposed basement offers a game room with darts, arcade, & more! Breathtaking views of North Twin Lake much of the year & the convenience of Starlink Internet, the perfect blend of wilderness escape & modern comfort.

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)