Vacation rentals in Dollar Lake

Lakefront Haven w/ Views, Games & Kayaks

Tranquil Lakefront Escape | Stunning Views, Game Room, Kayaks & Fireplace Welcome to Otter’s Retreat - experience the best of lakeside living at this stunning multi-level hideaway nestled along the sandy shoreline of Scattering Rice Lake in Eagle River - part of a magnificent chain of lakes. Designed for relaxation, recreation, and unforgettable memories, this beautiful home offers breathtaking water views and thoughtful amenities for guests of all ages. Inside, the main living space is classic Northwoods—vaulted wood ceilings, floor-to-ceiling windows, plush seating, and a cozy fireplace for slow mornings and tranquil evenings. The fully equipped kitchen features modern appliances, an oversized island, and a true coffee bar (drip, Keurig, kettle), flowing into a spacious dining area made for gathering. Step out for drinks on the large balcony with sweeping lake views or head down to the shoreline for sun and sand. Outside, enjoy easy water access via stone steps or a paved path leading to the boathouse – replete with a fire pit encircled by Adirondack chairs above - and expansive private dock. Spend your days on the lake with the included kayaks and paddleboards, then linger at sunset with a glass of wine as the water glows. In winter, nearby ATV and snowmobile trails make this an ideal year-round getaway. Explore the charming town of Eagle River, known for its cozy cafés and local dining, or venture to nearby outdoor favorites like Riverview Park, Wildwood Outdoor Adventures, and Three Lakes Winery—all within 15 miles. Back inside the house, entertainment awaits at every turn. The lower-level den is a true game-room haven, featuring foosball, air hockey, a combo pool and ping-pong table, and a wide selection of board games. A spacious bar stocked with glassware and cocktail tools overlooks a cozy seating area with a large TV—perfect for movie nights or watching the big game. After a day on the water, retreat to comfortable bedrooms outfitted with plush linens and thoughtful touches. The spacious primary suite opens to the balcony and includes a sleeper chair and a spa-inspired en-suite bathroom with a jacuzzi tub and zen-style shower. Upstairs, a private bedroom sits near a loft overlooking the main living area—an ideal quiet nook with a workspace and a cozy corner perfect for evening cocktails. Downstairs, kids will love the “bear-y” fun bunk room with plenty of space to play and a full bathroom just steps away. A sofa-bed sits just outside the bunk room as well. As evening falls, sip wine on the deck while taking in the glowing lake views as the kids enjoy the game room below. Whether you’re seeking adventure, relaxation, or quality time together, Otter’s Retreat offers something for everyone. Sleeping Arrangements: Bedroom 1 - Queen Bed Bedroom 2 - King Bed with twin sofa-bed Bedroom 3 - Queen bed Bedroom 4 - Queen bed Bedroom 5 - 2 twin over double bunk beds (sleeps 6) Basement - Queen Sofa Bed -2 double kayaks, 4 single kayaks, life jackets, and 2 paddle boards are provided -No pets allowed -4WD/traction may be required in winter -Free parking for up to 5 vehicles -Keyless entry with a unique digital code for each stay -Ring camera located at the front door County Permit Number: szen-cymsee

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.

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!

Luxury Home On Eagle River Chain O' Lakes

Welcome to our home! We are located on a PRIVATE 18 + acres and connected to the areas best snowmobile/UTV trails. We are on the Chain O’ Lakes, 28 connected lakes! Our yard is level with no stairs to the lake and we have a beautiful beach area that is perfect for children! The swimming is fabulous too because there is a hard sandy bottom and no weeds! There is plenty of parking and lots of room for trailers on a dead end street no drive by traffic! This is a great year round vacation spot!

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!

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.

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.

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!

Cozy Lakeside Log Cabin on Private Sunset Lake

Relax with family and friends on private peaceful Sunset Lake. Spend your days swimming, fishing, napping, sunbathing on the beach, reading a good book, or simply enjoying the view from the spacious deck, lakeshore, or screened porch. Ask about renting our pontoon boat to explore the lake. In every season, the area offers something special—beautiful fall colors, biking, snowshoeing, hiking, cross country skiing, snowmobiling, and ATV trails are all nearby.

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!