Holiday rentals in Glenwood

Woodchuck Bluff Stunning Lake Cabin with Beach

Have fun with the whole family at this new & modern lakeside cabin, wake up to sunshine and beautiful lake views. Private sandy beach and swimming area. Full kitchen with beverage center. Cozy wood fireplace Retro Skee Ball. washer+dryer. Blades convenience store with gas + bait + liquor is a 2 min walk down the street Holmes City Farmers Market & Breakfast feed every Saturday AM - May 17 - Oct. 7 miles from Andes Tower Hills Ski Resort 10 Miles to Alexandria, MN Outdoor Sauna coming soon

Coal Lake Cozy

Experience serenity at our charming cabin on the tranquil south shore of a 171-acre lake. This peaceful retreat sleeps up to four guests and offers easy access to the water, with public boat access near by. Enjoy the convenience of a shared dock with property owners, perfect for your boating adventures. Our friendly hosts will meet you in person, provide a quick tour, and ensure you have everything needed for a relaxing and enjoyable stay. Embrace comfort and natural beauty of a lakeside escape.

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.

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

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.

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.

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.

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!

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.

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!

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.

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."