Holiday rentals in Squirrel 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.

Lakefront Chalet w/Pontoon

Perfect year-round family getaway! Luxurious 3-story chalet sits on 15+ acres with 770’ of lake frontage on Lucy Lake. 2 kitchens to accommodate large families, dog run/kennel, private walking trails, sandy lake bottom ideal for wading, private dock for fishing, basketball hoop, swimming & kayaking. In winter there's snow shoeing, ice fishing, and sledding (bring your own equipment) on property. Close to cross country skiing/skijoring trails & snow mobile trails. EV Charging Station (NEMA 14-50)

Escape on Brandy Lake-Water Toys-Great Fishing

Welcome to your perfect Northwoods getaway! This updated 3-bed 1.5-bath property sits on the shores of beautiful Brandy Lake in Arbor Vitae, WI. With 200+ ft of private shoreline, cozy log home charm, and modern updates, it’s the ideal spot for relaxation and adventure. Brandy Lake is a full recreation lake (110 acres, 44 ft max depth) known for excellent fishing—Musky, Panfish, Largemouth Bass, Northern Pike, and Walleye are all waiting. Located right on US-51 so getting anywhere is super easy.

Mermaid House on Blue Lake, Minocqua WI

Welcome to the Mermaid House! Forget all your troubles in this beautiful, serene space. Situated on Blue Lake, a 441 acre private lake located just 5 miles south of downtown Minocqua. Blue Lake is in the top ten of Wisconsin’s clearest lakes and is home to panfish, largemouth bass, small mouth bass, and walleye. The lake is not only great for fishing, but also perfect for cruising and/or watersports. This house is perfect for year round stays with close proximity to the UTV/snowmobile trails.

Lakefront Retreat | Chain of Lakes | New 3BR

Welcome to The Lighthouse — a newly built lakefront cabin on the Manitowish Waters Chain of Lakes. Wake up to beautiful water views, spend the day boating, fishing, swimming, cross-country skiing, snowmobiling, or exploring the Northwoods, then come home to vaulted ceilings, a cozy fire, and everything you need to unwind. Built in 2024 with comfort in mind, The Lighthouse is your year-round home base for summer lake days, fall getaways, snowy ski weekends, and unforgettable time together.

Relaxing Log Cabin on Willow Lake WiFi, AC

Willow Lake Retreat is a secluded get away with modern conveniences of WiFi and AC. Willow Lake offers a sandy shoreline for swimming, fishing, and kayaking. Located in the heart of the North woods, enjoy snowmobiling and riding ATV/UTVs directly from the cabin. Hike the trails of the Chequamegon National Forest. Cook and enjoy dinner on the back deck overlooking Willow Lake while experiencing the sights and sounds of nature. Willow Lake is only a short drive from Minocqua and Tomahawk.

Hemlock Lakehouse! Boat, Snowmobile & Hike

Enjoy a Northwoods vacation at the Hemlock Lake House in Minocqua, Wisconsin! Extremely private lake house situated just 50' from the shore, 210 acre Clear Lake, and 200' of level sand frontage, 15min west of Minocqua! Enjoy the tranquility of this 3 acre property filled with mature hemlocks, pines, and oaks. The beautiful log cabin has 5-br, 2-bath, private dock, charcoal grill, and walking paths. Enjoy a private boat launch & spend your days boating, fishing or Northwoods on the deck!

National Forest Lakeside Retreat

Escape to this beautiful cabin nestled in the woods on a serene lake. With its cozy layout and large windows, you'll feel right at home surrounded by nature's beauty. Enjoy breathtaking views of the dark sky at night and wake up to the peaceful sounds of the National Forest. Explore endless adventures with hiking, ATV, and snowmobile trails just steps away. Unwind on the deck and take in the tranquility of this hidden gem. Book your getaway now and experience the ultimate retreat.

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!

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!

Lakeside Cottage on the Water-Lake Nokomis

Relax with your family or as a couple at this peaceful place to stay. Water access to Restaurants and an Ice Cream shop Campfire by the Lake Kayaks included for the whole family Fish off the private dock Less than 0.5 miles to the Bear Skin Trail for hiking/running/biking Easy access to snowmobile and ATV trails Less than 1 mile to three outstanding restaurants - Bootleggers Lodge (Supper Club) - Tilted Loon Saloon - Billy Bob’s Sports Bar and Grill

Fern and Moss A-frame Lakefront Hot Tub

Fern & Moss – Modern Northwoods Retreat Escape to this stunning A-frame on Moss Lake with panoramic lake views, 2 bedrooms, a bunk room, and 3 full baths. Enjoy 100+ ft of fisherman's frontage, a private dock, hot tub, fire pit, and stylish interiors with vaulted ceilings, a full kitchen, and smart TV. Located near Minocqua with year-round access to outdoor adventures. A perfect blend of modern comfort and lakeside serenity. ✨ Book your getaway today!