Holiday houses in Timberland

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Top-rated holiday rentals in Timberland

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Top Guest favourite
A rustic cabin is framed by lush greenery and vibrant foliage, with a winding path leading to the lake. Soft clouds drift across the sky, reflecting warm hues of sunset, creating a serene backdrop within a natural setting.
Cabin in Hayward
4.95 out of 5 average rating, 128 reviews

Glamping Cabin at Loon Lake Guesthouse

Rustic Elegance + Northwoods Flare + Island View Panorama + Fully Electric + Front Porch 10 minutes from Hayward, The Glamping Cabin's spacious semi-open floor-plan has 2 beds, full kitchen, dishes, utensils and a thoughtfully designed camp-style water system. Winter days are warm+cozy with the Row-0-Flames heater. Showers are outdoors when temperatures are above 32 degrees or next door at Loon Lake Guesthouse when its cold out. Your "toilet" is a colorful outdoor privy. Fully electric with WiFi

Top Guest favourite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 386 reviews

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Guest favourite
A modern single-story home is set amidst lush greenery, featuring a welcoming entrance with wooden steps leading to a porch. The exterior is clad in dark gray siding, complemented by large windows that provide natural light, and a manicured garden adding a touch of color.
Cabin in Frederic
4.93 out of 5 average rating, 259 reviews

Up North Retreat: Peaceful & Relaxing But Modern!

Your private getaway up North! Full renovation throughout makes this a tranquil and relaxing, yet modern escape. Enjoy a warm bath in the jacuzzi tub, grab some coffee in the gorgeous custom kitchen with SS appliances, and cozy up to a movie in front of the electric fireplace! Two full bedrooms and baths for amazing privacy. Explore the local scenery by day and Sit around the bonfire by night! You won't find anything this peaceful without sacrificing the modern essentials. Fiber internet, too!

Top Guest favourite
Cabin in Hayward
4.98 out of 5 average rating, 129 reviews

Seeley Oaks A-Frame | Couples Winter Getaway

This is a cabin-in-the-woods experience! The Seeley Oaks A-Frame is our slice of the peaceful Northwoods experience. It's on 40 private, tranquil acres (no neighbors!) with great access to all the Hayward-Cable area has to offer. It's small - intended for two adults, with the option of 2 addtl kids. It's a total of 700 sq ft, with a queen bed in the loft, in-floor heat, full kitchen, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

Top Guest favourite
A tranquil cabin is nestled among tall trees, with soft lighting emanating from its windows. A wooden walkway leads to the entrance, inviting guests into a harmonious natural setting. The roof features a classic red color, complementing the surrounding greenery.
Cabin in Grantsburg
4.95 out of 5 average rating, 727 reviews

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Top Guest favourite
A new house with a modern design is set among lush greenery, featuring a metal roof and large windows. The surrounding area includes neatly arranged evergreen trees and natural stone accents. A gravel driveway leads to the entrance, blending harmoniously with the outdoor landscape.
Tiny home in Grantsburg
4.97 out of 5 average rating, 634 reviews

Snowshoe Creek & Little Wood Lake Tiny House

New 520 sf 'not too tiny' house on 20 wilderness acres. Year 'round fun. Dog friendly. RV & EV plug. Firepit. Your Snowshoe Creek and Little Wood Lake trails. Free canoe, kayak, paddleboat. $40/day mini-pontoon boat. Fishing. Internet. WiFi. AC. Gas Fireplace. Sleep by Number. Lovely bathroom. New gas stove. Ice maker. 2 TVs. 3 towns + Burnett Dairy/Bistro, 4 golf courses, DQ to fine dining, mini-golf, antiquing, multi-theater, Siren beach & 'Music in Park'. Wildlife! You'll return.

Top Guest favourite
Large windows frame serene views of the river and surrounding pine trees, inviting natural light into the space. A cozy area rug lies on the floor, complementing the wood flooring and adjacent to a small kitchenette featuring simple cabinetry.
Cabin in Webster
4.96 out of 5 average rating, 198 reviews

Riverside Retreat- A small cabin for big memories!

Renovated cabin nestled high in the pines overlooking the river. Kick back and relax in this calm, stylish space where the river views will take your breath away. We have a great selection of games, books and movies to snuggle up with in front of our warm fireplace. Bring your snowmobiles, ATVs and ice fishing gear as we are close to the Gandy Dancer Trails and our beautiful river flows to two lakes for great fishing - end at our bonfire pit to roast S'mores and swap stories!

Top Guest favourite
A welcoming interior features a large wooden archway that transitions between spaces. A cozy seating area is furnished with a comfortable sofa, with a soft throw draped across it. The room is illuminated by string lights, with a rustic stone fireplace adding charm.
Cottage in Rice Lake
4.98 out of 5 average rating, 127 reviews

Stonehaven Cottages The Turtle cottage

Slow and steady wins the race! We are tickled to introduce our second cottage "The Turtle" here at Stonehaven Cottages on Tuscobia Lake, LLC. We put in a large archway in the vaulted ceiling to give it a look and feel of being inside a turtle shell. This cozy cottage has an open concept with full kitchen, one small bedroom and a queen sofa sleeper. It also has a spectacular view of Tuscobia Lake! When life gets too busy, come and slow down a bit at "The Turtle"!

Guest favourite
An outdoor seating area is surrounded by trees, featuring a round metal table with chairs. The cabin, characterized by large windows and a welcoming entrance, is positioned nearby, with steps leading up to the porch. A fire pit area is also visible in the background.
Cabin in Cumberland
4.87 out of 5 average rating, 186 reviews

Cozy Cabin on Kirby Lake - Stuga Wald

Enjoy the peace and quiet of this quaint little cabin on Kirby Lake. If you are looking for rest and retreat, this place is for you! The cabin is open concept with the living space, dining, kitchen, and bathroom on the main level. The loft boasts two twin beds that each pull out into a king, as well as a pull-out couch downstairs. Enjoy the tranquility of a sunset paddle, evening campfire, the call of loons, and the simplicity Stuga Wald has to offer.

Top Guest favourite
An aerial view captures the modern home set among an array of trees displaying vibrant autumn colors, adjacent to a calm body of water. The surrounding landscape offers a harmonious blend of greenery and fall foliage, with walking trails visible in the distance.
Cabin in Shell Lake
4.97 out of 5 average rating, 103 reviews

Lakeview Retreat

Our place is a welcoming tranquil retreat. The modern home is set on 88 acres of land, which includes beautiful views (no lake access) of nearby Bass Lake. The house can accommodate 8 people in comfort. The land includes extensive walking trails to view the abundance of wildlife. Siren, Webster and Danbury are located within miles to the West and Shell Lake and Spooner are to the East, with Duluth and Hayward approximately an hour away.

Top Guest favourite
A view of the cabin exterior features a wooden structure with a sloped roof and large overhangs. The warm glow of interior lighting is visible through expansive glass windows. Surrounding trees create a natural backdrop, enhancing the serene setting.
Cabin in Frederic
5 out of 5 average rating, 204 reviews

Nordlys Lodging Co. - LongHouse

Perched high on a bluff over the hidden lake, LongHouse is the perfect getaway. This one-story, 1,200 sq.ft. cabin has one king bedroom, one queen bedroom, and two bathrooms. Floor to ceiling glass brings the outdoors inside, and each season brings its own unique perspective. Traverse the bridge over a dry creek bed and enjoy water views from a large screen porch. Staying in LongHouse is truly a one-of-a-kind experience.

Top Guest favourite
An open living area features a regulation-sized pool table at the center, surrounded by two sleeping areas with patterned bedding. Light from the sliding doors illuminates the space, which includes a cozy couch and is decorated with framed photographs on the walls.
Apartment in Amery
4.96 out of 5 average rating, 237 reviews

Serendipity Escape - Relax and enjoy nature!

Winter is here! So if you enjoy skiing, snowboarding, cross country skiing, or ice fishing. Just minutes away from Trollhaugen and Wild Mountain Ski resorts. Serendipity Escape on Lake Wapogasset! Available 365 for up to 4 guests, age 12 and older. Full Self Check-In. Fully equipped efficiency apartment with private entrance. Check out all our amenities provided for your convenience and perfect for a relaxing getaway.

Popular amenities for Timberland holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Burnett County
  5. Timberland