Holiday houses in Glenwood

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Top-rated holiday rentals in Glenwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Upsala
4.93 out of 5 average rating, 834 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.

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
Tiny home in Glenwood
4.94 out of 5 average rating, 17 reviews

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.

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, 263 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.

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
4.91 out of 5 average rating, 95 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**

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, 229 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 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.

Top Guest favourite
The exterior of a spacious lake home is showcased, featuring large windows that reflect natural light. A well-maintained lawn surrounds the house, with vibrant landscaping and a large deck that extends outwards. Nearby trees provide shade, enhancing the outdoor space.
Guest suite in Alexandria
4.98 out of 5 average rating, 198 reviews

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,

Top Guest favourite
A colorful garden bed features white cosmos and pink flowers, bordered by lush greenery and decorative stones. The serene lake reflects the surrounding trees, creating a tranquil outdoor scene.
Guesthouse in Fergus Falls
4.98 out of 5 average rating, 527 reviews

Sunset Country Cottage + movie theatre + lake view

Craving a blend of relaxation and fun? Discover rustic charm just 5 minutes from Fergus Falls and the interstate! Set on a nature preserve lake, our retreat boasts incredible sunsets and abundant wildlife. Stroll along scenic trails, unwind on the patio swing, or enjoy a round of frisbee golf. As evening falls, gather around a campfire for stargazing or step inside to our cozy movie theater for popcorn and a film. Your countryside escape is calling!"

Top Guest favourite
The rustic cabin features a blend of original log and repurposed barn wood, beneath a green metal roof. A welcoming porch with wooden railings is set amidst trees, surrounded by fallen leaves, creating a peaceful, natural setting.
Cabin in Grove City
4.96 out of 5 average rating, 142 reviews

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.

Guest favourite
The open living area features large windows offering views of Lake Ida. Soft seating with light grey upholstered chairs and a wooden coffee table complements the modern design. A tall dining table with stools is positioned near the kitchen, enhancing the spacious atmosphere.
Cabin in Alexandria
4.96 out of 5 average rating, 182 reviews

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

Popular amenities for Glenwood holiday rentals

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