Holiday houses in Glenwood

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.

Sunny 6BR home on quiet lake in Alexandria.

Spacious, 6BR home on quiet lake, minutes from downtown and Carlos Creek Winery. Well equipped kitchen, and large dining table that sits 12. Hang out on the deck under the pergola, on the patio or on the dock. Swim and fish from dock in sandy bottom. Cozy up near bond fire in summer and indoor fire stove in winter. Big field for yard games on property. Bicycle path to pickleball courts and Central Lakes bike trail. Perfect for relaxing with your group any season. Free EV charging for guests.

Private Cottage Lake Minnewaska

Relax in your own private cottage near the beach & much more! Two bedrooms with full beds, full kitchen, bath, open living space with smart TV, futon and ample seating. Large deck with gas grill & lake views. Directly across is beautiful Starbuck Beach & boat launch. Take the bike trail for some ice cream by the marina or head to the State Park for hiking, horse trails, & winter trails too. Try one of the area restaurants, breweries or wineries many with lake views! Lake living at it's best!

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.

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**

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!

The Lake Place - A-Frame on Lake Miltona w/ Sauna

The Lake Place is a brand new A-frame cabin built to share our favorite place with you! Make memories in the cozy living room with friends around the electric fireplace, climb the ladder to the 3rd story loft for the view or perfect kid’s hideout, or open the oversized patio doors to visit the lake, just steps from our back door! We just added a brand new sauna for you and guests to use as well! Stay up to date with all the latest on IG @thelakeplacemiltona

Jake's on the Lake, Main Floor and Loft #2193

Wake up to gorgeous sunrises on beautiful Lake Louise! 2 bedrooms, 2 bathrooms, loft, living area and kitchen in lake home with separate entrance. Includes use of regulation pool table, paddle boards, kayaks, dock and deck. Family friendly with all the necessities. Minutes from The Chain of Lakes, Lake Brophy Park, Lake Carlos State Park, Carlos Creek Winery, Andes Tower Hills, the Central Lakes Trail, Big Ole Viking Statue, and the Runestone Museum,

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