Vacation 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 offers stunning 360-degree views from multiple 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.

Pet Friendly! Crystal CLEAR Private Lake Cabin

The Musky Cottage Welcome to the new year-round lakefront Musky Cottage at Timberlane Resort in Eagle River, WI. 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.

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!

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.

Fox Den Cabin, Eagle River, WI

Relax and unwind at this peaceful Northwoods retreat. It’s just you, your family, and the friendly wildlife here at Fox Den. The cabin is located very close to the heart of Eagle River, yet secluded enough to enjoy your nightly bonfire in the back with no one in sight! Fox Den is not on water, but the setting is wooded and serene! The cozy cabin surrounds you with beautiful tongue and groove pine interior. The full kitchen is nicely appointed for your cooking needs. We are dog-friendly.

Lakeside Cottage

Welcome to Catfish Hideaway Cottage! This lakeside retreat on the Eagle River Chain of 28 Lakes is a charming and convenient getaway. With lake access for swimming, boating, and fishing, you'll have endless fun. The cozy cottage on a three-acre property has all the amenities for a comfortable stay. Explore nearby trails, enjoy water sports, or simply relax on the deck with picturesque views. Catfish Hideaway Cottage is the ideal destination for a delightful vacation with loved ones.

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!

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 3 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.

Sacred Place Hideaway Lake Columbus Water front

Experience refined comfort at Sacred Place Hideaway, where luxury meets nature. This private boutique retreat features elegant interiors, plush bedding, spa-style bath, fire pit lounge, scenic trails, and a fully equipped kitchen. With high-speed Wi-Fi, smart features, and peaceful surroundings, it’s perfect for rest, romance, or a quiet escape. Every detail is crafted to help you slow down, indulge, and recharge in style. Your Sacred Place Awaits!