Holiday rentals in Glenwood

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!

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.

Sunrise Lake Escape with hot tub and massage chair

Relax on Lake Osakis on 3 acres. Pet-friendly, private dock. Fire pit, outdoor shower, outdoor/indoor kitchen, fish cleaning area, grill, pellet smoker, hot tub. Main house sleeps 6. Guest house sleeps 4. Two bedrooms, one bathroom. Guesthouse available for more than 6 guests at $100 per night $50 per stay additional cleaning fee. It is 3 season (currently not permitted for use, permit in April). RV electrical available. Pontoon for rent. No water in guest house October 17-April 15.

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!

Cozy Basement Apartment (With Private Entrance)

Basement apartment featuring a cozy reading nook, washer and dryer, WiFi, and TV with access to all streaming services. Guests have separate entrance on the side of the house and parking in driveway. Perfect for two but can sleep up to four. No AC? Not a problem here! Our basement space stays cool and comfortable all throughout the hot and humid summer days of MN. We also have fans available and we constantly run a dehumidifier to circulate the air and keep away moisture.

City on the Pond Apartment

Discover this beautifully updated 1-bedroom apartment, ideally situated just one block off Main Street in New London. Perfect for a relaxing getaway, this unit comfortably sleeps four and boasts a brand-new kitchen and bathroom for a fresh, contemporary feel. Enjoy the comfort of central air and stay connected with included Wi-Fi. You'll be just minutes from all the local lakes and area attractions, making it easy to explore everything New London has to offer.

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

Cozy Lakefront 4-Season Cabin on Lake Osakis

“Wake up to glassy lake views, stroll to coffee, and paddle at sunset—your four-season, walk-to-town cabin on Lake Osakis.” Just 15 min from Alexandria, this cozy cabin is surrounded by lakes and offers access to hundreds of miles of bike and snowmobile trails—many of which are just steps from the cabin. We also provide free kayaks!

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.

Economical 2-bedroom basement apartment w/hot tub

This basement apartment is large, comfortable and furnished with everything you'll need. It's close to Taunton Stadium and a mile from downtown. It's a little chilly, but the price is right and we the hosts live upstairs so we're close by in case of need. And you can park off the street!