Photo by Born To Roam

Glenwood holiday lettings

We found 25 holiday rentals — enter your dates for availability

Discover a selection of 11 homes and other holiday rentals in Glenwood that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the best amenities for spending time at your home away from home, including air conditioning and Wi-Fi. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
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Find out more about Glenwood

Find out more about Glenwood

Take in the lakeside beauty of Glenwood

The lake, glaciers and forests display a scene truly unique to Glenwood. Renowned for its fishing, restaurants and hiking, this city welcomes all visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Glenwood

Are you looking for attractions to see while you're in the area? Venture out of your holiday home and experience everything that makes Glenwood a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Peter Sunset Beach Resort (1.4 mi / 2.3 km)
  • Geneva Golf Club (17.6 mi / 28.4 km)
  • Big Splash Indoor Waterpark (18.9 mi / 30.3 km)
  • Carlos Creek Winery (20.8 mi / 33.4 km)
  • Minnewaska Golf Club (1.5 mi / 2.5 km)
  • Pezehekee National Golf Course (2.8 mi / 4.4 km)

Exploring the natural features in Glenwood

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Glenwood is a great spot to appreciate mother nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Lake Minnewaska (1.9 mi / 3 km)
  • Lake Andrew (11.9 mi / 19.1 km)
  • Lake Mary (12.9 mi / 20.8 km)
  • Mill Lake (15.5 mi / 25 km)
  • Lake Latoka (15.7 mi / 25.2 km)
  • Sauk Lake (24 mi / 38.6 km)

Frequently asked questions

What is the best area to stay in Glenwood when booking a holiday rental?
When considering a holiday rental in Glenwood, Minnesota, the downtown area is an excellent choice. This vibrant neighbourhood offers a charming small-town atmosphere with easy access to local shops, restaurants, and cafes, making it a delightful base for your stay. Here, you can enjoy the scenic beauty of Lake Minnewaska, which is just a stone's throw away, great for swimming, fishing, or simply soaking in the sun along its picturesque shores. You'll also find the popular Glacial Lakes State Park nearby, ideal for hiking and exploring the stunning natural landscapes.

In addition to downtown, the area around Lake Minnewaska is another fantastic option for holiday rentals. This region boasts a range of properties, many of which offer stunning views of the lake itself. Staying here allows you to fully immerse yourself in outdoor activities, such as boating and kayaking. The nearby Minnewaska State Park, with its extensive trails and breathtaking vistas, is a major draw for nature enthusiasts.
How much does it cost to rent a holiday home in Glenwood?
Prices for holiday rentals in Glenwood vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Glenwood to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Glenwood holiday house rentals?
You can find great discounts on house rentals in Glenwood on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Glenwood?
For renting a beach house in Glenwood, Minnesota, the area around Lake Minnewaska is a prime choice. This picturesque lake offers a variety of holiday rentals, many of which provide direct access to the sandy beaches and stunning views of the water. Travellers can expect amenities such as spacious decks for outdoor dining, fully equipped kitchens for self-catering, and comfortable living areas great for family gatherings.

The nearby Glenwood city centre features charming shops and restaurants, adding to the convenience for holidaymakers. Many of the lakefront properties also include recreational amenities like private docks for boating or fishing, as well as fire pits for evening gatherings by the water.
What is the most popular type of holiday rental accomodation in Glenwood?
In Glenwood, holiday houses are the most popular type of accommodation, with around 11 available throughout the area. These houses typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Additionally, several cabins and villas can be found, providing a more rustic experience with charming wood interiors and often scenic views of the surrounding nature. Many of these rentals also feature outdoor spaces, such as decks or patios, great for enjoying the beautiful Minnesota landscape.
Are there any family house rentals in Glenwood?
In Glenwood, Minnesota, there is a good selection of family house rentals—around 14 available throughout the area. This charming town is situated near the stunning Lake Minnewaska, making it an ideal spot for families looking to enjoy outdoor activities such as swimming, fishing, and boating. Many of the properties feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where children can play or the family can gather for barbecues.
Can I find long-stay holiday rentals in Glenwood?
A long-stay holiday rental in Glenwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Glenwood?
In Glenwood, Minnesota, there are several pet-friendly house rentals available, making it a welcoming destination for travellers accompanied by their furry companions. Many of these holiday homes come equipped with amenities such as spacious backyards, which are great for pets to roam freely, as well as modern kitchens and comfortable living areas for guests to enjoy.
Are there any remote work holiday rentals in Glenwood?
In Glenwood, Minnesota, there are several remote work holiday rentals available, with about 13 options to choose from. This charming town, located near Lake Minnewaska, offers a serene environment ideal for those looking to combine work and leisure. Many properties come equipped with essential amenities for remote work, including Wi-Fi, dedicated desks, desk chairs, and even computer monitors, ensuring a productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Glenwood holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Glenwood with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Glenwood?
In Glenwood, popular rental amenities primarily include kitchens equipped with essential appliances such as microwaves and refrigerators, as well as cookware, dishware, and utensils. These features allow guests to prepare their own meals while enjoying the comforts of home. Many of the holiday rentals cater to families and groups, providing a convenient and practical option for those looking to explore the scenic beauty of the area.
When is the best time to visit Glenwood for a holiday rental?
The peak season in Glenwood runs from June to August, making it the most popular time for visitors seeking summer adventures. During these months, the area comes alive with outdoor activities such as hiking, fishing, and boating on the beautiful Lake Minnewaska. The warm temperatures, often reaching the mid-20s Celsius, create an ideal environment for enjoying the stunning natural surroundings.

July is particularly bustling, with families and groups flocking to Glenwood to embrace the summer vibe. You can expect a vibrant atmosphere, with plenty of events and opportunities to connect with fellow travellers, all while soaking up the sun and exploring the local attractions.

For those looking to save a bit on their holiday rental, visiting in December might be a great option. While it's quieter, Glenwood transforms into a winter wonderland, superb for cosy getaways and enjoying winter sports like snowmobiling and ice fishing. Plus, the picturesque snowy landscapes offer unique photo opportunities that shouldn't be missed.
How early should I book a Glenwood holiday rental?
Book your Glenwood holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Glenwood home rental booking on Vrbo?
To find Glenwood holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Glenwood holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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