Holiday rentals with a kayak in Watersmeet Township

The Elkstone *NEW* - Renovated Home - HOT TUB

Welcome to The Elkstone! Experience the Northwoods in comfort and style in a completely renovated, unique and spacious home with all the amenities. Enjoy a peaceful and private vacation nestled in the pines with river frontage and lake access. Bring your own boat to access the crystal clear waters of Pioneer Lake, just a 15 minute boat ride away. Make use of our pier, fire pit, 2 kayaks, 2 paddle boards, rowboat, canoe, covered porches and more. All this just a short drive from Eagle River.

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.

Carter Northwoods Escape Cabin

Looking for a quiet place in the Northwoods? This rustic cabin built in the 1950’s on a private lake is exactly what you’re looking for. Observe untouched nature; bald eagles, deer, loons and hummingbirds. Historic, no wake motor Lake found on Kasomo Lake. 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.

Find PEACE at Loft-Lands End at the Edge

PRIVATE zenny retreat, upper screened-in deck above NHAL wilderness. A cozy sanctuary. Ponder a pine skyline & stars. Even rainy days, you'll find peace on the covered deck, listening to raindrops on a tin roof. Howling wolves, a floodlight to gaze out into the evening forest. Gas grill, firetable, rustic SAUNA. WIFI, elect FP, kitch, full fridge. LostCanoe Lk, WhiteSand Lk, Escanaba & Lumberjack St Trls in 5min. Paved HeartofVilas Trl in 10min. Semi-secluded yet 8mi to BJ restaurants!!

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.

Northwoods Lake Escape • Bonfires, Boats & Fish!

* Cast Iron Lodge is a 6,500 sq ft custom log home in northern WI on a 4,000+ acre full-rec lake with trail access! + 6 BR (can sleep up to 22 guests MAX) w/ Extra Guest Fee after 16 guests (please bring extra air mattress) + 4 baths, fieldstone fireplace, dining area, chef's kitchen, copper wet bar, game room & family room. + 85” Smart TV, outdoor activities (kayaking, paddle boarding, hiking & biking). + Custom experiences (boat rental, in-house chef, small weddings) and more!

Lake Superior Get-Away

This Lake Superior cottage is perfect for an up north get-away. Enjoy the breathtaking sunsets, strolls along the beach, swimming, kayaking or making your evenings memorable by sitting around the fire pit getting lost in the flames. This Northwoods style home is located 10 minutes from the spectacular Porcupine Mountains. 186' privately owned beach property. At 400 sq ft of living, it comfortably sleeps four with one bedroom and loft area. Two Kayaks are complimentary.

Pristine 5-Acre Secluded Black Oak Lake Hideaway

"Serenity at the Top of Wisconsin!" This totally secluded 5-acre lakefront property on renowned Black Oak Lake features over 400 feet of lake frontage on Wisconsin's CLEAREST LAKE- incredible western-facing sunsets, great fishing, all located at the very end of the road and only 5 minutes driving to the cute town of Land O Lakes. 3 full bedrooms/2 full bathrooms sleeps a total of 8. Plenty of parking, garage storage with kayaks/paddle boards/lily pad for guest use!

The croquet cabin your year round 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.