Holiday rentals in Glenwood

Dog Friendly W/Large Yard, Countryside Oasis

Home situated on 20+ acres, experience the peace and beauty of the country while being easy to get to. Close to several lakes. ✔️Roughly 10 minutes from downtown Alexandria and main shopping stores ✔️Near Holmes City and Garfield ✔️Launch your boat on Lake Mary, Lake Lobster, or Lake Latoka nearby ✔️Enjoy the summer farmers market in Holmes City just 5 miles away ✔️Golf at Hardwood Hills less than a mile away ✔️About 10 minutes from Brophy Park with biking and hiking trails ✔️Just 5 minutes from I94

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 in Krons Bay on the Horseshoe Chain

This cabin is ideal for a getaway year round. Set in a peaceful, wooded, quiet bay on Horseshoe Lake on the Chain of Lakes. This cozy, inviting cabin has a gorgeous shoreline with a sandy beach, stunning sunset views, a dock that is perfect for fishing (or jumping in!), a raft to swim to, hammocks to lounge in, and a large bonfire area to end your day. Endless outdoor activities year round! This cabin has everything you need for a memorable, relaxing vacation! No detail has been overlooked.

“Tiny Timber” Scandi cabin W/ Sauna, plunge tub!

Escape to the serenity of the Tiny Timber cabin, where stunning nature views and modern comfort await. This charming 450 sqft cabin offers a cozy respite from the hustle and bustle, with breathtaking scenic views that will leave you in awe. Nestled within reach -fantastic lakes, nearby restaurants, and a host of recreational activities, this is the perfect base for your getaway. Unwind, have a campfire, enjoy the sauna, play games or simply relax and soak in the beauty of the surroundings.

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!

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."

Maple Drive Lodge - Perfect for Large Groups!

A beautiful totally remodeled up north feeling home. The Lodge features 4 bedrooms, 3.5 bathrooms, a loft with full size futon, living room with queen sleeper sofa, dining area, kitchen & two laundry rooms. Please be aware the house does have sky lights to let the natural light in. But that's not all, the amenities and activities are endless! One mile from two public accesses, lake life without the price! License #1867