
Holiday houses in Glenwood
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Glenwood
Guests agree: these stays are highly rated for location, cleanliness and more.

Lakefront Luxury Cabin • Dock • Beach • Game Room
Outlaw's Lodge - 250 ft Lake Latoka waterfront & private sandy beach — perfect for families and groups! Spacious (5BR, 4.5 bath) lakeside log cabin set on a 2.4-acre wooded lot. This beautiful, one-of-a-kind home offers a relaxing retreat while still providing convenient access to I-94 for easy commuting. outdoor features: beach, dock, fire pit, yard games, & hammocks Gas fireplaces, in-floor heating (lower level), pool table & Arcade1Up Games make even the coldest winter days cozy & fun!
4.97 out of 5 average rating, 59 reviews
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.
4.99 out of 5 average rating, 142 reviews
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.
4.93 out of 5 average rating, 120 reviews
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.
4.93 out of 5 average rating, 45 reviews
Delightful Lake Shore Cottage! Pontoon Included!
Graystone Lodge is a charming 2-story 4,000 sq. ft. cottage on Lake Latoka, featuring a yard designed for family fun! Enjoy shallow, sandy lake front perfect for swimming, or cast a line from the dock. During the summer months, enjoy cruising the lake on the 22 ft pontoon included with rental. The home features 6 bedrooms, 3 bathrooms, 2 kitchens, and a dining room table that seats 12. Indoor fun includes a 50 in screen TV, indoor fireplace and plenty of table space for games or crafts.
5.0 out of 5 average rating, 26 reviews
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!
5.0 out of 5 average rating, 22 reviews
Large Historic Estate on the Shores of Lake Winona
Welcome to {Starling House}. This spacious historic home is an architectural gem nestled in the heart of Alexandria’s historic district on the shores of peaceful Lake Winona. This elegant estate built in 1909 boasts 8 bedrooms plus a seasonal sleeping porch totaling 11 beds and 2.5 baths. With original features such as solid wood floors, stained glass, gorgeous built-ins, a grand staircase, a sleeping porch, and more, Starling House exudes charm and character on all 4 levels.
4.93 out of 5 average rating, 42 reviews
Working Ranch in Minnesota
Relax, unwind and UNPLUG on our working ranch in the Glacial Hills of Western Minnesota. Many activities nearby to keep you as busy or as relaxed as you choose. Open floor plan with 3 gas fireplaces and basement rec room. Master bath has double shower and Bubble tub. Sunsets are beautiful from the deck. The house does not have TV. WIFI is available for a $35 fee if you need it. Home sleeps 23 and there is a $10 per person fee per night above 8 guests.
4.99 out of 5 average rating, 68 reviews
Woodchuck Bluff Stunning Lake Cabin with Beach
Welcome to Wood Chuck Bluff! Enjoy this modern lakeside cabin with lake views, a private lakeside sauna, dock, and private sandy beach. Amenities & Highlights: Private lakeside sauna Private beach, dock, pedal boat, kayaks & paddleboard Fire pit & yard games Full kitchen & beverage bar Retro Skee-Ball & Hulk pinball 2-min walk to Blades store (gas, bait, liquor) 7 miles to Andes Tower Hills Ski Resort The perfect family getaway! License: 2262
5.0 out of 5 average rating, 59 reviews
Cozy 3 Bedroom Cabin on Private Lake
Just 10 miles from Alexandria, this location is all you will need to be close to the city, or relax and enjoy the outdoors. Two levels, two living rooms, three bedrooms, and a full kitchen/bathroom are part of this cabin. Plenty of outdoor fun on a private lake, In unit laundry, tv, and wifi! Note: this is a country lake home in the woods. Bugs, small woodland animals, and natural elements are all part of your lake experience.
4.73 out of 5 average rating, 75 reviews
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
4.97 out of 5 average rating, 91 reviews
Charming Alexandria Home Close to Beautiful Lakes
Looking for a place to stay for weddings, tournaments, golf, fishing, and more? This home may be just what you are looking for! Situated between beautiful Lake Victoria and Lake Geneva (both are part of the chain of lakes). Plus, a mere 10-minute drive from Carlos Creek Winery, Gathered Oaks, Alex Country Club, downtown Alexandria, and many lakes!
5.0 out of 5 average rating, 25 reviewsPopular amenities for Glenwood holiday rentals
Stay near Glenwood's top sights
Other great holiday rentals in Glenwood

The Boho Bungalow | Downtown Alexandria
4.92 out of 5 average rating, 66 reviews
Family Lake Cabin • Last Summer Weeks Available!
4.92 out of 5 average rating, 51 reviews
Spacious Lake Retreat | Walk to Town + Fireplace
5.0 out of 5 average rating, 17 reviews
Cozy Cottage with Panoramic Views of Minnewaska
4.75 out of 5 average rating, 12 reviews
Sandy Beach Lake House on Minnewaska
4.93 out of 5 average rating, 60 reviews
Schroeder Shores lake cabin
4.86 out of 5 average rating, 37 reviews
Walk to Lake Beach: Glenwood Vacation Rental!
5.0 out of 5 average rating, 6 reviews
Lake Haus on 29
4.9 out of 5 average rating, 93 reviews




