
Holiday rentals in Glenwood
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Top-rated holiday rentals in Glenwood
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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.

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. Joan and I live 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." Diversity is welcome.

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.

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.

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.

Cabin in Paradise with Gazebo & Hot Tub
The perfect solution for cabin fever! This romantic & private log cabin overlooks beautiful Diamond lake. Two queen size beds, one is adjustable w/massage. Hand-hewn rock gas fireplace, massage chair, fully stocked modern kitchen, wifi, YouTube TV (local channels & espn) & streaming. Enjoy the gazebo & hot tub next to the cabin throughout the seasons. I live across the street & clean and sanitize, so I know it is done properly. Note: Optional (additional charge) game room available.

Cabin with private beach access to Lake Minnewaska
Take a break and unwind at this peaceful cabin. It is steps away from a privately owned beach for you to sit back, enjoy the sunrise/sunset with a firepit. 5 minute walk away from the well-known Barsness park. Also, 5 minute walk away from Lake Minnewaska public boat landing and public beach. Or enjoy a nice walk to go downtown Glenwood to enjoy all the city has to offer!! Not handicap accessible **Property is an approved short term rental and licensed with the City of Glenwood**

Rizzy's On the Lake Oland Villa
Oland Villa, named after a small island and province just off the southeast coast of Sweden, is a two-bedroom, one-bath, dog-friendly unit offering a single full bed in one room and twin bunks in the other. The living room has a pullout sofa for additional sleeping space. Kitchens are fully stocked with basic cooking essentials and panoramic views of Lake Osakis. All units have central air and heat, all bedding linens, bath towels plus basic kitchen essentials are provided.

Carlos Cottage
Carlos Cottage: Lakefront Mid-Century Discover Carlos Cottage, a 3-bedroom, mid-century modern gem on Lake Carlos in Alexandria, MN. With sunrise views, modern amenities, and family-friendly spaces, it’s perfect for a relaxing getaway. Located on a chain of 7 lakes, it's one of Minnesota’s best fishing spots. Enjoy swimming, boating, and lakeside relaxation, all just minutes from local shops and parks. Your perfect retreat awaits! #1984

A Rustic Cabin on Long Lake
This rustic cabin is tucked away on 2 acres on Long Lake. The original log structure dates to 1858 with a new addition built out of repurposed barn wood. Enjoy a quiet retreat or a romantic getaway by the fireplace. Spend some time by the lake enjoying the fresh air and wildlife, or reconnect with family around the table playing games. Our cabin is the perfect place to re-energize and reconnect.

Haven on Ida - Modern Lakeside Cabin w/Cozy Porch
Experience pure relaxation at our cozy, lakefront vacation rental, on Lake Ida. Haven has 2 bedrooms (1 queen room, and 1 bunk room w/1 queen and 3 twins), along with 1 full bathroom. This cozy retreat offers comfort for all! Enjoy mosquito-free nights on the screened-in porch, stunning lake views, a large private dock & sandy beach area. Book now for an unforgettable escape! License #2000

Minnewaska Lake House
The Lake House sits on the shore of beautiful Lake Minnewaska in Glenwood, MN. The Lake House has plenty of room and amenities for family vacations, girls weekends, ice fishing trips, or just a relaxing getaway. The sandy beach is the perfect place to have fun in the summer and you can fish right off the dock.
Popular amenities for Glenwood holiday rentals
Other great holiday rentals in Glenwood

Cottonwood Cove on beautiful Lake Amelia

West Elm

Minnewaska Family Getaway

Serene Country Haven- 3+ Acres and Arcade Game

Stunning Eagle Lake - Newly Renovated Cabin

Alex Landing: Waterfront getaway on Chain of Lakes

Sandy Beach Lake House on Minnewaska

Cozy, private apartment in the Lake Country!
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