Holiday rentals in Dollar Lake

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.

Cozy Cabin Minutes From Trails, Lakes & Town!

Nestled privately in the beautiful Northwoods, yet minutes from town and trails, Bloom Cabin’s unique design takes you back to simpler times and invites you to slow down and relax. Guests can refuel & restore with access to the full kitchen, games, dvd movies/tv, and a fire pit. Enjoy the craftsmanship of the winding stairs and catwalk that lead you to the open loft queen bed upstairs, or stay on the main floor bedroom off the family room in a twin bed (2) or the pull-out sofa bed. A must stay!

Cozy Cabin 2br Catfish Lake Eagle River Chain

Make some memories at this unique and family-friendly place. The Morey Cabin at the historic Everett located on Catfish Lake of the Eagle River Chain (the world's largest chain of freshwater lakes). This 2 bedroom 1 bath cabin is so cute in newly updated with all modern amenities is just the place for lakeside getaway. Facing west the grounds offer stunning sunsets, private beach, plenty of dock space for boats and fishing right from piers for many species incl panfish, walleye or even a musky.

The Elkstone - 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!

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!

Tranquil Northwoods Escape

Charming & peaceful 2BR/1BA home a short walk to the lake! Perfect for family & friends, Northwoods outdoor enthusiasts, or remote workers. Sleeps 4 comfortably. Inside: warm & natural tones throughout, a fully equipped kitchen, & high-speed Wi-Fi. Outside: private backyard patio, concrete fire pit, & gas grill. Kayaks, paddles, & life jackets available near the dock. Relax, explore, and create unforgettable memories at your tranquil home-away-from-home retreat!

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.

Stay in a piece of History! 1941 WWII Douglas DC-3

1941 WWII Douglas DC-3 Airliner. Flown by the United States Marines for military transport services between Guam, Midway, and Pearl Harbor. Retrofit for overnight comfort with A/C, heat, bathroom, shower, kitchen with outside deck and grilling area, and campfire pit set amongst the trees alongside a private lake with dock. Sleeps four comfortably. Sit in the fully restored, lit cockpit, and feel what it was like to fly one of the most iconic aircraft ever built!

Eagle River Family Gathering Cabin - Up North!

Escape to the Northwoods in this Eagle River cabin—just minutes from the Chain for boating, fishing, jet skiing, swimming, and summer fun. Perfect for UTV adventures and relaxing getaways. Sleeps up to 6 with 2 bedrooms, 2 bathrooms, full kitchen, living room, and lower-level family room. Eight units available—ideal for family vacations and large groups! Experience everything the Eagle River has to offer — your premier summer vacation destination awaits!

Cozy Northwoods Getaway

All the comforts of home away from home. Outdoor patio with grill and fire pit, just minutes away from historical downtown Eagle River, Minutes away from Eagle River Chain of Lakes. Property located on snowmobile/ATV trail. Plenty of room for parking vehicles/trailers/boats and whatever else you decide. Beautiful quite setting on 2.5 acres of wooded land. Perfect place to unwind and relax. Great house for family vacation, guys weekend or girls night out.

Tiny Cabin with Northwoods Charm

Wake up early and enjoy the sunrise or sleep in and savor the peace and quiet. This tiny cabin, approximately 600 square feet, is located within one mile of Eagle River, WI, is near snowmobile/ATV trails, lakes, restaurants, and downtown shopping. Fully equipped with all the amenities needed to settle in and enjoy the Northwoods. This newly built cabin, includes one bedroom with a queen size bed, one bathroom, a full-size kitchen, wifi, and laundry.