Holiday houses in Glenwood

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Top-rated holiday rentals in Glenwood

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Guest favourite
Cabin in Upsala
4.93 out of 5 average rating, 828 reviews

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.

Guest favourite
A serene lakeside view is captured, showcasing a sandy beach and dock that extends into the calm water. Lush trees frame the scene, with gentle waves reflecting the soft colors of the setting sun. A figure is visible near the water's edge, adding to the tranquility.
Cabin in Richmond
4.84 out of 5 average rating, 130 reviews

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.

Top Guest favourite
A rustic cottage is visible, featuring a welcoming front deck. Seating arrangements and a gas grill can be seen on the deck, surrounded by green grass and shrubs. Large windows reflect natural light, providing a glimpse into the comfortable living space inside.
Cabin in Starbuck
4.94 out of 5 average rating, 52 reviews

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!

Top Guest favourite
The rustic log cabin features a spacious porch with wooden rocking chairs, set against a backdrop of trees. The weathered logs showcase the cabin's history, while the metal roof provides protection from the elements.
Cabin in Long Prairie
4.95 out of 5 average rating, 200 reviews

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.

Top Guest favourite
The lakeside home features a spacious deck with colorful seating, offering a relaxing view of the water. The property is surrounded by trees and grassy areas, with steps leading down to the lakeshore, creating an inviting outdoor space for leisure.
Cabin in Brooten
4.91 out of 5 average rating, 33 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.

Top Guest favourite
A charming log cabin is nestled among lush greenery, featuring a prominent stone chimney and large windows that invite natural light inside. The exterior showcases natural wood siding, complemented by vibrant landscaping that enhances the peaceful setting.
Cabin in Atwater
4.99 out of 5 average rating, 260 reviews

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.

Top Guest favourite
Tiny home in Glenwood
4.94 out of 5 average rating, 16 reviews

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.

Top Guest favourite
A spacious living area features a light-colored sectional sofa and armchair, complemented by a large area rug. Natural light enters through large windows, illuminating the room's blue accent wall and wood-paneled ceiling. A dining area with wooden chairs is visible in the background.
Cabin in Glenwood
4.9 out of 5 average rating, 94 reviews

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**

Top Guest favourite
Home in Starbuck
5 out of 5 average rating, 14 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!

Guest favourite
A treehouse structure is elevated above the ground, featuring a small balcony and ladder. Below, a shaded seating area with outdoor furniture is situated on a circular patio made of stone. Lush greenery surrounds the space, enhancing the outdoor setting.
Home in Alexandria
4.92 out of 5 average rating, 228 reviews

Spacious and beautiful Alexandria home

This home is set up like a duplex with owners occupying the top (we have 3 young children) & guests having full, private access to the bottom half. Guests are given a private garage ( not available November to April) & backyard w/ free firewood. Private entry gives access to 2,200 sq ft of space that includes a 3 seasons room w/ gas fireplace, laundry, & full kitchen. 1 open room, one private, & one partial room w/ no windows. Close to the bike trails, beaches, mini-golf, etc.

Top Guest favourite
A charming house exterior is displayed, featuring a brick facade with distinctive green shutters. Two dormer windows are visible on the roof, complemented by a welcoming porch adorned with white trim. Lush greenery surrounds the home, and a well-maintained lawn enhances the inviting appearance.
Cottage in Morris
5 out of 5 average rating, 75 reviews

East Side Inn Cottage Next to City park, near UMM

The East Side Inn is a charming little house in the small town of Morris, Minnesota. You'll feel right at home as soon as you arrive. Enjoy the fenced-in yard on a corner lot with off-street parking, right across the street from the city park. During your stay, you are a short distance from main street shopping, the University of Minnesota Morris, multiple restaurants and bars, and grocery stores! A great place to stay and relax, with enough room to bring your family.

Top Guest favourite
A modern kitchen is illustrated, featuring white cabinetry with a tiled backsplash. Appliances include a black refrigerator and an oven with a microwave above. A dining area with a wooden table and light-colored chairs is visible beside a window, allowing natural light to brighten the space.
Apartment in New London
5 out of 5 average rating, 18 reviews

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.

Popular amenities for Glenwood holiday rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Pope County
  5. Glenwood