Vacation rentals in Glenwood

Spacious and beautiful Alexandria home

This home is set up like a duplex with owners occupying the top (we do have 3 young children) & guests having full, private access to the bottom half. Guests are given a private garage & back yard w/ free firewood. Private entry gives access to 2,200 sq ft of private space that includes a 3 seasons room with gas fireplace, laundry, and full kitchen. 1 open room, one private, and one partial room with no windows. Close to the bike trails, beaches, mini-golf, etc. Happy to answer any questions!

Wizard's LOTR Cottage and Treehouse! Pet Friendly!

Our LOTR-themed Wizard's Cottage, along with our LOTR Stargazer treehouse, are on 2+ acres, & have been described as a "love letter to Tolkien himself." Our home is about 200 ft. from the Cottage & far from Stargazer (back of the acreage). Greenery provides privacy. Enjoy our hot tub & Mordor -(dare to open the "Mor Do[o]r")! We are solidly in farm country; 2 miles from lovely Cedar Lake; Soo Line Trail has hiking, biking & snowmobiling; park & bar in walking distance. Diversity is welcome.

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.

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!

“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.

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.

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.

Tiny Home Getaway | Firepit | Glamping Retreat

Escape to Oak Crest Tiny Home 🌲 Cozy Retreat for 2. Slow down and snuggle up in this cozy, fully stocked retreat for two. Sip local coffee, curl up with soft blankets, games, and TV, or unwind by the fire ring under string lights. 💐 Add a Sweet Touch: Upgrade your stay with Baking in Bloom—freshly baked goods and homemade jams by my sister. Message 24 hrs ahead to add, for a small fee. 🔥 Seasonal Comforts: Warm local touches make this tiny home the perfect fall/winter getaway.

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!

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.