Holiday houses in Timberland

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Top-rated holiday rentals in Timberland

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

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Top Guest favourite
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in Saint Croix Falls
4.92 out of 5 average rating, 290 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

LocationFamilyBreakfast

Top Guest favourite
The exterior of a cabin features wooden siding and a distinct gabled roof. Large windows and a screened porch are visible, enhancing the modern design. A patio area with seating is situated in front, surrounded by bare trees and a clear blue sky.
Cabin in Shell Lake
5 out of 5 average rating, 98 reviews

Cabin on Sawyer Creek Rd.

Cabin on Sawyer creek rd is located 2 miles from Shell Lake wisconsin and 4 from Spooner. We are located on the snowmobile trail you can take North to spooner area trails or South to Shell Lake area trails. The roads are also designated atv routes so you can travel to atv trails as well. You can bring your boat and fish one or several lakes in the area. In winter there are trails on the 40 acres around the cabin that are accessible to snowshoeing, cross country skiing, and in summer a quiet walk

FamilyLocationHiking

Top Guest favourite
Place to stay in Saint Croix Falls
4.94 out of 5 average rating, 448 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!

ValueFamilyRiver

Top Guest favourite
A charming blue Craftsman house is set against a vibrant green landscape. The exterior features large windows, a welcoming porch, and well-tended gardens. A row of orange chairs is positioned on the lawn, inviting relaxation amidst the natural surroundings.
Home in Spooner
4.99 out of 5 average rating, 153 reviews

Blueberry Hill - Craftsman Home

This beautiful blue house sits atop a lovely rolling hill, hence the name Blueberry Hill. Built in 1917, this authentic Craftsman home boasts period style architecture, furnishings and colors with attention to detail. This centrally-located home is just up the hill from Churchill’s two businesses where they’ve got you covered for breakfast, lunch, and dinner. The Dock Coffee & Round Man Brewing Co. And...we take great pride in our luxury beds and bedding, assuring you the best night's rest.

FamilyLocationQuiet

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, 277 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!

FamilyLocationHiking

Top Guest favourite
Cabin in Spooner
5 out of 5 average rating, 102 reviews

Luxury Cabin on Big McKenzie - Hot Tub & Serenity

Welcome to the Wooden Spoon Lodge. Relax with the whole family or group at this peaceful place to stay. Located on Big McKenzie this beautiful log cabin offers a gentle grade to the lake, fantastic fishing, and a private beach. The perfect place to create memories with your family and friends! Please see my YouTube channel Wendy Gimpel Realty Group for a walkthrough video. We have a boat lift if you wish to use you are welcome to. We have Kayak's and canoe for you to use and a row boat!

LocationFamilyQuiet

Top Guest favourite
Cabin in Grantsburg
4.96 out of 5 average rating, 784 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.

LocationValueWi-Fi

Top Guest favourite
A cozy cabin is surrounded by tall pine trees. The exterior features a red accent wall and a stone chimney, complemented by a spacious deck with several chairs for relaxation. Sunlight filters through the trees, creating a peaceful setting.
Cabin in Grantsburg
4.99 out of 5 average rating, 163 reviews

The Cardinal Cabin

Our cozy cabin is located under tall pine trees on a beautiful, northern lake where loons and eagles frequent. Wood Lake is easily commutable - 80 miles from the Twin Cities. Swim and fish off the dock or pontoon during the day, and sit in front of the stone fireplace at night. The Cabin has been completely remodeled, with a modern kitchen and new furnishings. It is also equipped with high-speed Wi-Fi with access to many streaming services. The Cardinal Cabin is the perfect lakeside retreat!

ValueLocationView

Top Guest favourite
A cozy living area is highlighted by a stone fireplace, where a warm glow can be seen. A hand holds a glass of white wine in front of an open book, with a soft, orange blanket draped over the seating area. Two additional glasses of wine and a bottle are placed on a rustic wooden table.
Cabin in Danbury
4.96 out of 5 average rating, 171 reviews

Lulu’s Lodge | Hot Tub + Stone Fireplace

Welcome to Lulu’s Lodge, a custom-built log cabin on 6 private wooded acres in Danbury, WI. This peaceful retreat is perfect for couples, families, or friends seeking a cozy cabin getaway with modern comforts—any season of the year. The cabin features a stunning ceiling-high stone fireplace, a private outdoor hot tub, fire pit, and an expansive patio surrounded by forest. Secluded yet close to lakes, trails, and dining, Lulu’s Lodge offers the perfect balance of privacy and convenience.

FamilyValueCleanliness

Top Guest favourite
The modern exterior of the house features a sloped roof and large windows, allowing ample natural light. A wooden barrel sauna is visible on the side, accompanied by outdoor seating arrangements, blending comfort with the surrounding nature.
Cabin in Webster
4.97 out of 5 average rating, 59 reviews

Luxe&private/Clear sand lake/Sauna/EV chgr/Dogs OK

La Maison Benoit is our family’s modern Scandinavian-style lake house—a peaceful retreat we cherish but can’t always enjoy ourselves. We’re happy to share it with guests looking to relax and explore outdoors. Set on 300’ of private sandy shoreline of crystal-clear Lake Benoit, this 2024-built home sleeps 8 and offers panoramic views, luxury comforts, and year-round adventure. Swim, fish, or paddle. Explore 300 miles of groomed snowmobile trails from the door and unwind in the wood-burn

FamilyLocationBarbecue

Top Guest favourite
The A-frame cabin is nestled among trees, showcasing a vibrant wooden exterior and a sloped metal roof. Sunlight filters through the foliage, creating a serene and inviting setting. The surrounding area features large rocks and a gravel pathway, enhancing the peaceful atmosphere.
Cabin in Hayward
4.99 out of 5 average rating, 151 reviews

Seeley Oaks A-Frame | Secluded Retreat on 40 Acres

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. At 700sq ft, it's intended for two adults, with the option of 2 addtl kids. A queen bed in the loft, in-floor heat, full kitchen, gas fireplace, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

ValueLocationOutdoor spaces

Top Guest favourite
Cabin in Webster
4.97 out of 5 average rating, 234 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!

LocationFamilyQuiet

Popular amenities for Timberland holiday rentals