Holiday rentals in Glenwood

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Top-rated holiday rentals in Glenwood

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

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Top guest favourite
A seating area features brightly colored adirondack chairs in orange, yellow, and blue, arranged around a fire pit. The view overlooks the serene lake, with lush greenery lining the shore and a clear sky above.
Holiday home in Alexandria
4.99 out of 5 average rating, 128 reviews

Lake home with great views in Alexandria

Lake Henry is the hidden gem of Alexandria. This lower traffic lake is perfect for swimming or boating and it has some of the best Walleye fishing in the area. Located in the heart of Alexandria this house is minutes from everything while still having a country feel- you will not find more stunning views. The stylish interior has a fully equipped kitchen, washer/dryer, multiple TVs, and fast Wifi. The exterior has a beautiful 3-season porch and deck that faces the lake along with a fire pit.

Guest favourite
A view of the cozy cottage exterior is presented, featuring gray shingle siding and large windows. A covered grill sits on a wooden deck, surrounded by green grass and decorative plants. Evening lights add a gentle glow to the serene outdoor space.
Cabin in Osakis
5 out of 5 average rating, 16 reviews

The Hurlen Hytte (cabin, in Norwegian)

This cozy, Norwegian inspired cottage is literally steps away from Smith lake and is located between Alexandria and Osakis, Minnesota. The interior features, rustic knotty pine, hardwood floors, stone fireplace and sunlit porch. Step outside to the layered deck, grill, fire pit, log swing and dock. Enjoy our assortment of lake toys, or just sit back, relax and watch the fish jump. Rediscover the charm of simpler times and create lasting memories by booking your stay today! Douglas Co lic#2225

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Cabin in Starbuck
4.71 out of 5 average rating, 7 reviews

Cozy cabin Lake view Walk to beach & restaurants

Make some memories at this comfortable and family-friendly cottage. Across from AAA awarded Starbuck Beach, you’re also walking distance to restaurants, parks, and more! This cozy cottage has one private bedroom, one bath and shared sleeping in the living area. Enjoy the sunrise from the large front deck, spend the day at the beach, followed by dinner on the patio of one the great restaurants around the lake. And finally watch the sun set from the private backyard while sitting by a fire.

Top guest favourite
The rustic log cabin features a spacious porch with wooden rocking chairs, set against a backdrop of trees. The weathered logs showcase the cabin's history, while the metal roof provides protection from the elements.
Cabin in Long Prairie
4.95 out of 5 average rating, 205 reviews

The Maynard Cabin, a Civil War era log cabin

The Maynard Log Cabin was erected by a homesteader after the civil war. We have moved and restored it and made it available for rent. It is off the grid, but it has a complete functioning kitchen, wood stove and sitting room downstairs. There are two antique beds with new mattresses upstairs. There is no electricity but the cabin is furnished with kerosene lanterns. The bathroom facilities consist of wash basins and outhouse. The cabin is surrounded by 40 acres of woods and meadows.

Top guest favourite
A spacious living area features a light-colored sectional sofa and armchair, complemented by a large area rug. Natural light enters through large windows, illuminating the room's blue accent wall and wood-paneled ceiling. A dining area with wooden chairs is visible in the background.
Cabin in Glenwood
4.92 out of 5 average rating, 108 reviews

Cabin with dock/beach access to Lake Minnewaska

Escape and unwind at this peaceful cabin retreat near beautiful Lake Minnewaska. Steps from a private beach, guests can relax by the water, enjoy sunrise and sunset views, gather around the firepit, and enjoy private dock access to enjoy lake life. The cabin is within a 5-minute walk to Barsness Park, the public beach, and the Lake Minnewaska boat landing. Close to downtown Glenwood to explore local shops, restaurants, breweries, and more. Please note: Cabin is not handicap accessible.

Top guest favourite
The lakeside home features a spacious deck with colorful seating, offering a relaxing view of the water. The property is surrounded by trees and grassy areas, with steps leading down to the lakeshore, creating an inviting outdoor space for leisure.
Cabin in Brooten
4.92 out of 5 average rating, 37 reviews

Exceptional family friendly lake home

Enjoy our fabulous lake home. After 30 years as our summer home we are opening it up to give others the chance to enjoy the lake life. Relax and watch the kids from one of our two decks as they swim, kayak, paddle board, fish, and play outdoors. Inside you will love the open concept with seating for 12 at the dining room table, the well stocked kitchen, and the media room. Whether you are a family or group of friends; we supply most everything you will need to create fantastic memories.

Top guest favourite
A serene lake is captured, displaying a smooth surface that reflects surrounding trees and a blue sky with scattered clouds. The calm water enhances the tranquil atmosphere, inviting peaceful contemplation and connection with nature.
Cabin in Sauk Centre
4.95 out of 5 average rating, 21 reviews

Peaceful Getaway

Scenic and peaceful with a charming rustic cabin. Take a stroll through our enchanted forest on your way to the lake. The bridge will take you there! Once on the lake relax on our floating deck! Our sunsets are lovely, and nature surrounds you. We are located on Long Lake which has no public access so it’s very quiet. Bring your kayaks for some amazing bird and turtle watching. Feel like swimming? Fairly Lake beach is 4 minutes from the cabin! End your relaxing day around the firepit!

Guest favourite
A compact black tiny home is set against a backdrop of greenery, featuring large windows that invite natural light. Two adirondack chairs sit in front of a fire ring on a pebbled area, providing a relaxing outdoor space.
Tiny home in Glenwood
4.95 out of 5 average rating, 22 reviews

Oak Crest Tiny Home | Cozy Winter Escape for Two

Oak Crest Tiny Home – A Peaceful Winter Escape for Two Slow down and reconnect in this cozy black tiny home near Glenwood, MN. Thoughtfully stocked for rest, comfort, and simple living. Sip local coffee, curl up under soft blankets, enjoy games or TV, or unwind by the outdoor fire ring beneath twinkle lights. 💐 Baking in Bloom (optional add-on): fresh baked goods and homemade jams with 36-hour notice. 🔥 Warm, inviting, and winter-ready—perfect for cozy fall and winter getaways.

Top guest favourite
Home in Starbuck
5 out of 5 average rating, 17 reviews

Luxury, Lake Views, Golf Cart!

Brand new construction! This luxe lakeview retreat features 4 private bedrooms plus a fun bunkroom off of the ensuite for the kids, 3 baths, high-end finishes, a party-ready garage with wet bar, games & big TVs. Perched up on a hill the huge windows, patio & yard offer beautiful views of Lake Minnewaska. Grill your fresh catch while you gather by the fire pit. Explore in the included golf cart the Starbuck beach, park, restaurants & Shirley’s Treats! Perfect for families & groups!

Guest favourite
An outdoor deck features a fire pit surrounded by rustic wooden seating. The tranquil lake can be seen in the background, bordered by green trees. Soft pink and purple hues fill the sky, creating a serene atmosphere during twilight.
Cabin in Barrett
4.87 out of 5 average rating, 15 reviews

Bliss on Barrett

Escape to our family friendly lake rental, perfect for your getaway. Enjoy direct access to swimming and fishing in the lake. Inside, find a fully equipped kitchen, window AC units, smart TVs, and high-speed internet. Relax with board games and DVDs. Outside, unwind on the expansive deck with stunning lake views, enjoy the fire pit, and use the outdoor shower. Designed for comfort and fun, our property offers a peaceful retreat to create lasting memories with loved ones.

Guest favourite
Cabin in Upsala
4.93 out of 5 average rating, 857 reviews

Treehouse (LOTR) Stargazer Skycabin

Our LOTR themed treehouse, along with our LOTR Wizard's Cottage, have been described as a "love letter to Tolkien himself." We have been featured on PBS and WJON radio. A manager lives on the acreage, about 200 ft. from the Wizard's Cottage and very far from the treehouse, which is located on the back part of the acreage. It has a fenced-in portion that makes up the Shire Garden. Down the hill is our nod to Mordor. Feel free to visit and dare to open the "Mor Do(o)r."

Guest favourite
The cabin is nestled on a lush hillside, with a staircase leading down to a wooden dock. The exterior features large glass doors, offering views of Lake Ida, while an umbrella provides shade on the patio area. Surrounding greenery enhances the peaceful setting.
Cabin in Alexandria
4.95 out of 5 average rating, 192 reviews

Haven on Ida - Modern Lakeside Cabin w/Cozy Porch

A private lakefront cabin designed for slow mornings, long dock days, and evenings around the fire. Whether you're here with family, friends, or a quiet getaway, the lake is the main event. Experience pure relaxation at Haven on Ida. The cabin has 2 bedrooms and 1 bathroom. Enjoy mosquito-free nights on the screened-in porch, stunning lake views, kayaking, a large private dock & sandy beach area. Book now for an unforgettable escape! License #2000

Popular amenities for Glenwood holiday rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Pope County
  5. Glenwood