Vacation rentals with a kayak in Eagle River

Cabin On The Worlds Largest Chain Of Lakes

Welcome to the Stumble Inn resort! This gem is located right smack in the middle of the true north woods experience. We are located on the largest fresh water chain of lakes in the world (28 lakes). Fishing, boating & snowmobiling is what brings most of our guests to the area. Who wants to deal w/ hot muggy weather or over crowded parks when all you're looking to do is RELAX on your vacation? It’s been a well kept secret but there's no better place to be during summer than the north woods of WI!

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.

Log Cabin*Hot Tub*Lake front*Fast Wi-fi

Hand-hewn Lincoln Log cabin in a charming Northwoods location, ready with modern amenities to make memories with family and friends! Visit our fully stocked home away from home to enjoy an escape in nature while enjoying views of private, spring-fed Lake Arbutus. We are excited to welcome you to your new favorite retreat, Pine & Dandy! - Sleeps 8 over 4 bedrooms, one being an open loft - Fast Starlink WiFi - Luxury bedding and linens - Hot Tub (avail. year round), Firepit and direct lake access

Pet Friendly Crystal Clear Lake Cabin!

Welcome to the new year-round 4 seasons lakefront Bass Cottage at Timberlane Resort in Eagle River, Wisconsin. A private enclave of luxury lakefront cottages set on pristine crystal-clear Meta Lake. For generations, guests return year after year to savor our impeccable setting, timeless beauty and spectacular sunsets. Our goal is to provide first class luxury accommodations, outstanding service and amenities, all in an extraordinary setting that personifies the beauty of the Northwood’s.

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.

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.

The Henry Hideaway

Unexpected Gem! Whether you’re a family vacation, sledders, girls weekend or writer seeking solace, we think you’d enjoy yourself here! Plenty of parking in back, & access to all you could need for a beach trip at the cutest public beach up the road! Trails are nearby too! Intimate but also easy to walk to all the shops, or summer night ice cream! Laundry in basement. Designated workspace. Stocked with games and toys but pleasing aesthetic! We have anything you would need for a great trip!

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!

Paddlers Point - Private Waterfront Cabin

Welcome to Paddlers Point, your private waterfront getaway in beautiful northern Wisconsin. This two-bedroom, one-bath cabin is the perfect spot for nature lovers and adventure enthusiasts seeking a relaxing escape. Enjoy the convenience of having a paddleboat, canoe, and kayaks onsite. Launch right from the dock for a day of fishing and exploring. As evening descends, gather around the fire pit under a star-filled sky. Minutes from the attractions of Eagle River and surrounding area.

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.

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!

Golf View Voyageur Lake

Welcome to your dream lakefront retreat on the Eagle River Chain of Lakes! This spacious 4-bedroom, 3-bathroom home has stunning water views and direct access to year-round adventure. The property sits just steps from the shoreline, offering a private dock—perfect for boating, fishing, or simply enjoying the breathtaking sunsets. Situated on miles of trails, including direct access to winter snowmobile routes, this home is perfect for outdoor enthusiasts of all kinds.