Holiday houses in Dollar Lake

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Top-rated holiday rentals in Dollar Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Cabin in Phelps
4.99 out of 5 average rating, 138 reviews

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.

Superhost
Cabin in Eagle River
5 out of 5 average rating, 4 reviews

Charming River Retreat

Escape to this cozy Northwoods river cabin in a private wooded setting. Enjoy two fire pits—one by the river and one by the cabin—plus 2 inflatable paddle boards for exploring the water. Sleeps up to 4 guests: a spacious loft king bed (6’4” ceiling, please watch your head), queen Murphy bed in the living room, or a seasonal queen room off the detached garage (3-season use only). Fully stocked kitchen + large grill/griddle combo, fish fryer in garage for outdoor meals as well! A/C and fast WIFI!

Guest favourite
Cabin in Eagle River
4.97 out of 5 average rating, 93 reviews

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!

Top Guest favourite
Cabin in Conover
4.95 out of 5 average rating, 88 reviews

Lured Den - Private Lake Cottage - HOT TUB

Relax and unwind at our quintessential Northwoods lake cottage just outside of Eagle River. Lured Den is a classic 1950s cabin that has been completely renovated with all the modern necessities while staying true to its vintage Northwoods charm. Enjoy a peaceful and private vacation nestled in the pines with over 100' of lake frontage and crystal clear water on 430 acre Pioneer Lake. Make use of our pier, fire pit, 4 kayaks, covered porch and more. All this just a short drive from Eagle River.

Superhost
Home in Eagle River
4.57 out of 5 average rating, 7 reviews

Dollar Lake Oasis Fire Pit, Sandy Beach, W&D, WiFi

Discover serenity on Dollar Lake! Our short-term rental offers a tranquil escape on this quiet lake with a sandy frontage perfect for swimming. Enjoy the great fire pit under starlit skies. Conveniently located near Eagle River Chain of Lakes, snowmobile & ATV trails, and just minutes from downtown Eagle River. Unwind, relax, and make memories in this Northwoods retreat! Our home also features Wi-Fi and a washer and dryer so you can enjoy your vacation with the creature comforts of home.

Top Guest favourite
The lakeside cottage is framed by tall trees, providing a natural setting. Three kayaks in bright colors rest along the water's edge, reflecting in the calm lake surface. The cottage's welcoming exterior is visible, surrounded by lush greenery.
Cabin in Eagle River
5 out of 5 average rating, 21 reviews

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.

Top Guest favourite
A spacious deck hosts a dining table set with dark metal chairs, accompanied by a teal umbrella. A flower pot with pink blooms adds color. The view showcases a calm lake with green trees lining the opposite shore under a bright blue sky.
Home in Eagle River
4.99 out of 5 average rating, 166 reviews

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!

Guest favourite
The 1941 WWII Douglas DC-3 Airliner is positioned among trees, elevated on stilts. Soft lights illuminate the wings and tail. The surroundings feature a natural landscape with ferns and foliage, enhancing the setting. The sky shows a gradient of dusk colors, creating a serene ambiance.
Plane in Deerbrook
4.86 out of 5 average rating, 109 reviews

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!

Top Guest favourite
A charming cabin is nestled among trees, featuring a pathway leading to a cozy outdoor seating area. Bright red chairs surround a fire pit, and an umbrella provides shade. The rustic exterior blends with the natural surroundings, enhancing the serene setting.
Cabin in Eagle River
4.98 out of 5 average rating, 288 reviews

Freshly renovated cabin on peaceful Finger Lake

Brand new listing! Freshly renovated guest house on peaceful Finger Lake. Cabin-feel makes your experience cozy and serene. Perfect for families, hunters and snowmobilers located only 5 miles from the Eagle River Chain and downtown. Don’t forget your fishing poles and your cameras to take full advantage of the unbelievable array of wildlife right out your door. Updated amenities, unlimited sunsets, and a sandy beach will make your stay one you won’t forget!

Top Guest favourite
A charming house with a warm wood exterior sits nestled among tall trees. An American flag is displayed at the front, and a well-maintained garden with colorful flowers enhances the inviting appearance. A gravel driveway leads up to the entrance, providing easy access.
Cabin in Eagle River
4.98 out of 5 average rating, 136 reviews

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.

Top Guest favourite
A kitchen area features dark cabinetry and a marble countertop, complementing a stainless steel sink. Open shelves display dishes and decorative items. A window allows natural light to brighten the space, while a striped rug adds a cozy touch underfoot.
Cabin in Eagle River
4.96 out of 5 average rating, 115 reviews

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.

Guest favourite
The exterior of the timber frame cabin is showcased, featuring a rustic wood facade and a welcoming front porch. Bicycles are parked nearby, and a canoe is visible on the lawn. Surrounding trees provide a natural backdrop, with clear blue skies overhead.
Cabin in Eagle River
4.85 out of 5 average rating, 53 reviews

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!

Popular amenities for Dollar Lake holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Vilas County
  5. Dollar Lake