Holiday rentals in Windemere

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Top-rated holiday rentals in Windemere

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A cozy living area features a dark sofa and armchair arranged around a coffee table. A television stands opposite, framed by two windows with patterned curtains. Light wood floors add warmth, and a lamp provides additional lighting in the corner.
Home in Moose Lake
4.78 out of 5 average rating, 383 reviews

The Moose Lake House. Hiking & sled trails nearby!

Built in 1935 to house railway workers, this remodeled home boasts a large yard just steps away from Soo Line Trails, Moose Lake Depot & Fires Museum. 3 bedrooms on 1 level. Eat-in kitchen stocked with cooking supplies. Dining room perfect for playing board games. Birdseye Maple floors throughout. Located midway between Minneapolis and Duluth/Lake Superior, within 30 minutes of 2 major casinos. Lots of off-street parking. Outdoor firepit with wood, charcoal or gas grill, bean bag toss available.

Guest favourite
A rustic tiny home is nestled among lush greenery, featuring a welcoming entrance with open windows. Wooden chairs in front create a relaxing outdoor space, surrounded by a gravel pathway and vibrant ferns, inviting guests to enjoy nature's tranquility.
Home in Pine City
4.84 out of 5 average rating, 129 reviews

Wild West tiny hotel with breakfast/spa/wifi

Escape to a nature-inspired luxury suite! One of five stays on 8 gorgeous acres at the Wooded Retreat. Our unique tiny home, designed as a wild West hotel, offers upscale accommodations in a serene wooded setting. Relax on a full-size pillow-top brass bed amidst vintage charm. Enjoy the cozy ambiance of wood floors and plush linens. Indulge in the well-equipped kitchen and rustic bathroom. Explore the private pond and unwind in nature's embrace. Year around water provided (no shower oct-april)

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, 728 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 jetted tub is positioned in a wooden alcove, surrounded by beige tiles. Two towels hang above the tub, and a basket containing toiletries is placed nearby. Soft lighting highlights the tub's gentle curves, creating a relaxing atmosphere.
Flat in Billings Park
4.94 out of 5 average rating, 214 reviews

Bentleyville Sweet Jacuzzi Suite

Whether you're in the Twin Ports for work or play, our little getaway is the perfect place to unwind. (Let us know if you're bringing the kids! ❤️) Fix up a snack in the kitchenette or relax on the full-size futon. After that, settle into a comfy queen-sized bed after a luxurious soak in the jetted tub! Amble down to nearby, kid-friendly Billings Park, or we're just a short drive away from anything in Superior or Duluth, including shopping, the arts, and our gorgeous Lake Superior!

Guest favourite
The log-sided cabin is nestled among tall pine trees, showcasing a sunlit wooden exterior. A circular sauna is positioned to the right, while steps lead up to a welcoming entrance with a deck. Snow blankets the ground, creating a serene winter landscape.
Cabin in Sturgeon Lake
4.89 out of 5 average rating, 114 reviews

WhisperingPines- SAUNA-GOLF-Fish-Hot Tub-SWIM

Whispering Pines on Sand lake is a classic Mn log sided cabin. It has fresh airy updates! Things to do: -Hot Tub -Sauna -Outdoor Pizza Oven -Relax -Campfires -Hammock -Yard Games -Paddle boards -Lily pad -Row boat -Walking distance to the golf course where there is a bar & restaurant on the water -Incredible pan/bass fishing right off the dock -Sand bottom for kids to swim -Four wheeler & snowmobile trails galore -40 min to Duluth for a fun day trip -90 min drive here from the cities

Guest favourite
The A-frame cabin features a dark exterior with large glass panes reflecting the surrounding trees. A spacious deck, adorned with string lights, includes a barbecue grill, and overlooks the natural landscape. Steps lead up to the entry of the cabin.
Cabin in Sturgeon Lake
4.95 out of 5 average rating, 137 reviews

Peaceful A-frame cabin on Sturgeon Island

Relax, fish, stargaze & enjoy nature at Sturgeon Island A-frame. It sits on 1.5 acres of land and 400ft of shoreline, creating a peaceful & secluded getaway location in Minnesota. It is only 90 min north of Minneapolis and 50 min south of Duluth located on Sturgeon Island on Sturgeon Lake. Fish right from the dock, Kayak & paddle board, or bring your own boat! Grab a cup of coffee and watch the loons right from the deck, unwind & simply enjoy being in nature at Sturgeon Island A-frame!

Top guest favourite
The modern cabin features a large wooden deck surrounded by trees, offering a peaceful outdoor space. A grassy area leads up to the cabin's warm exterior, with large windows providing ample natural light. A hot tub is positioned on the deck for relaxation.
Cabin in Kettle River
4.99 out of 5 average rating, 312 reviews

Cozy Modern Cabin on the Kettle River with Hot Tub

This modern cabin is located on 390 feet of the beautiful Kettle River. The river is well known for its great tubing, canoeing and kayaking. There is a gas fireplace, hot tub and WiFi. The newer hot tub can seat 6. Large expansive deck with seating. Bon-fire pit and a large gas grill. The cabin is updated and very comfortable. Linens are Pottery Barn and Kitchen Aid appliances! Washer and dryer. Seven acres of woods with deer and bird feeders for the wildlife. This cabin is amazing!!

Guest favourite
Cabin in Askov
4.96 out of 5 average rating, 119 reviews

The Gabin. Part garage, part cabin. All good.

The whole group will be comfy in this spacious and unique spot in the pines. The overhead door is the only “garage” thing about it! There are plenty of activities in the area, or stay right on our nearly 15 acres of forested land to relax and walk or ride our trails through the trees. We’ve added a screen for the garage door opening. Now you can roll up the garage door to feel like you’re outside! The screen cords have been damaged so it will no longer retract, but works great down!

Top guest favourite
A green cabin is situated amidst a wooded area, featuring a wooden deck with steps leading up to the entrance. A propane tank is visible nearby, alongside an open yard space framed by trees, creating a serene outdoor environment.
Cabin in Sturgeon Lake
4.96 out of 5 average rating, 116 reviews

Sturgeon Lake Studio

Cozy dog friendly studio cabin to get away from it all! Situated on a half acre that also has RV hookups for those that want to park a camper. There are several lakes close by with boat and water access. Tons of hiking and exploring opportunities at Banning State Park, Moose Lake State Park and Jay Cooke State Park. Also in close proximity to ATV/biking/snowmobile trails including the Soo line and General Andrews. 15 minute drive to Moose Lake. And less than an hour from Duluth.

Top guest favourite
The tiny house sits elevated among evergreen trees, featuring a wooden deck that extends outward. Large windows allow natural light to flood the interior, while a red front door adds a vibrant focal point to the contemporary exterior.
Farm stay in Wrenshall
4.98 out of 5 average rating, 139 reviews

AirB-n-BAWK! The PERCH @ Locally Laid Egg Company

A stay for the Farm Curious! Enjoy a contemporary /rustic tiny house for a glampin’ experience with acres of berries and 100s of chickens Space includes: - Kitchenette with microwave, frig and coffee maker. - Full-sized bed & futon (sleep 4) - Overflow bunkhouse for additional fee (sleeps 3) - Deck, outdoor seating, fire ring / BBQ - Private outhouse, fire ring and hammock - Access to outdoor rinsing station (think shower), Earn field cred by joining in for chores

Top guest favourite
A single-story cottage is shown surrounded by lush green grass and trees. A deck leads from the entrance, and a white dog stands in the foreground. Two folding chairs are positioned nearby, while the serene lake is visible in the background.
Home in Moose Lake
4.94 out of 5 average rating, 416 reviews

Muskie Lake Cabin

Entire cottage to yourself with a magnificent lake view. We have 315 feet of lakeshore located on 4 acres on Island Lake. We have a private dock. Our 900 square ft cottage has a full kitchen, dining room, living room, two bedrooms, bathroom, and a couch that opens up into a bed. A fire pit is available, ( wood furnished), along with a canoe and 2 kayaks You can fish off the dock or bring your own boat. A pontoon boat is available for rent. We will except two dogs.

Top guest favourite
A wooden sign is displayed, featuring the text 'Nana and Papa's Place' painted in bold black letters. Below, the words 'Memories Made Here' are inscribed in a playful font. A heart symbol indicates that the business is open 24 hours.
Guest suite in Finlayson
4.99 out of 5 average rating, 165 reviews

"Nana and Papa's Place" Country Duplex

Centrally located between the Twin Cities and Duluth. Relax, explore, play and make memories at "Nana and Papa's Place". Country charm, 3 bedroom, 2 bath home. 3 acres in Rural Finlayson conveniently just 3 miles north of town. Numerous recreational lakes with public access. Groomed snowmobile trail out the front door with a short ride to the Munger trail (snowmobile, biking, walking). 7 miles from Banning State Pk. and Kettle River.

Popular amenities for Windemere holiday rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Pine County
  5. Windemere