Glenwood Vacation Rentals

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Our top choices for Glenwood vacation rentals

O'Halloran House-Feathered Acres Learning Farm & Inn

O'Halloran House-Feathered Acres Learning Farm & Inn
Belgrade
10.0 out of 10, Exceptional, (1 review)
"We stayed at Feathered Acres relatively last minute (thanks Trisha!!) after making some travel plan changes and we had such a wonderful time. Travelled with mom and my two toddlers and we all had a blast. We stayed in the smaller studio unit the first night and the larger two bedroom unit the second night and both were so cute, thoughtful and comfortable! The studio can easily house 3 adults if needed and had a curtained off area where we stuck our toddler's pack n plays, and is a bit more...
United States
Karie C.
The price is CA $215
CA $323 total
includes taxes & fees
Feb 10 - Feb 11
O'Halloran House-Feathered Acres Learning Farm & Inn

Ruby's Red Door Retreat on Swenson Lake welcomes you to serenity

Ruby's Red Door Retreat on Swenson Lake welcomes you to serenity
Pennock
9.8 out of 10, Exceptional, (15 reviews)
"Although it was a rainy stay, my husband and kids had a great time fishing while the baby and I stayed warm and cozy inside by the fire. It was a perfect little birthday getaway, such a cute cottage everyone loved it!"
United States
Candice E.
The price is CA $274
CA $504 total
includes taxes & fees
Feb 13 - Feb 14
Ruby's Red Door Retreat on Swenson Lake welcomes you to serenity

Haven on Ida - Modern, Cozy Lakefront Cabin

Haven on Ida - Modern, Cozy Lakefront Cabin
Alexandria
10.0 out of 10, Exceptional, (20 reviews)
"This place was the perfect spot to end the day after visiting with family. It had everything we needed and more! The screened patio was our favorite hangout spot after fishing off the dock in the evenings. We would definitely stay there again if we are ever back in this area! "
United States
Mallory N.
The price is CA $183
CA $517 total
includes taxes & fees
Feb 10 - Feb 11
Haven on Ida - Modern, Cozy Lakefront Cabin

Winter getaway! Fishing • Winery • Skiing

Winter getaway! Fishing • Winery • Skiing
Kensington
10.0 out of 10, Exceptional, (13 reviews)
"Cabin was very clean and had everything we needed! "
United States
Sara H.
The price is CA $235
CA $570 total
includes taxes & fees
Feb 10 - Feb 11
Winter getaway! Fishing • Winery • Skiing

Maple Drive Lodge Getaway - Perfect for Large Groups!

Maple Drive Lodge Getaway - Perfect for Large Groups!
Alexandria
10.0 out of 10, Exceptional, (138 reviews)
"We had a great time at this beautiful house! It was well furnished we everything we needed, and more! Perfectly slept 8 of us, and we really enjoyed our stay."
United States
Karly B.
The price is CA $205
CA $711 total
includes taxes & fees
Feb 22 - Feb 23
Maple Drive Lodge Getaway - Perfect for Large Groups!

Perfect Family Getaway - Pontoon, Sandy Beach, Water Trampoline and More!

Perfect Family Getaway - Pontoon, Sandy Beach, Water Trampoline and More!
Alexandria
9.8 out of 10, Exceptional, (112 reviews)
"Its was a great house for a large group of friends"
United States
Penny D.
Perfect Family Getaway - Pontoon, Sandy Beach, Water Trampoline and More!

Spacious 5-bedroom Osakis lakefront house/guest house with dock, WiFi, AC, spa

Spacious 5-bedroom Osakis lakefront house/guest house with dock, WiFi, AC, spa
Osakis
9.0 out of 10, Wonderful, (2 reviews)
"Great time with our family group of 4 adults & 4 kidsA beautifully maintained home was well equipped with all the amenities needed for our stay. The guest house has an L-shaped screened porch with furniture & lots of outdoor toys & games to play & the fire pit was awesomeJohn, the owner, was easy to work with & prompt to answer any questions or concerns"
United States
Rose H.
The price is CA $397
CA $949 total
includes taxes & fees
Feb 11 - Feb 12
Spacious 5-bedroom Osakis lakefront house/guest house with dock, WiFi, AC, spa

Charming 4kingsize bed house in Benson with AC,WIFI,CableTV,Firepit,Washer/Dryer

Charming 4kingsize bed house in Benson with AC,WIFI,CableTV,Firepit,Washer/Dryer
benson
The price is CA $137
CA $376 total
includes taxes & fees
Feb 10 - Feb 11
Charming 4kingsize bed house in Benson with AC,WIFI,CableTV,Firepit,Washer/Dryer

Brophy Reflections 4BR/2BA, 2 Kitchens, Firepit, Year Round Rental, Lic#1798

Brophy Reflections 4BR/2BA, 2 Kitchens, Firepit, Year Round Rental, Lic#1798
Alexandria
10.0 out of 10, Exceptional, (195 reviews)
"Nice Clean Place"
United States
Eric M.
The price is CA $357
CA $687 total
includes taxes & fees
Feb 10 - Feb 11
Brophy Reflections 4BR/2BA, 2 Kitchens, Firepit, Year Round Rental, Lic#1798

Scaler Energy Field Therapy cozy bedroom in the outskirts of Alexandria Mn.

Scaler Energy Field Therapy cozy bedroom in the outskirts of Alexandria Mn.
Alexandria
The price is CA $376
CA $460 total
includes taxes & fees
Feb 10 - Feb 11
Scaler Energy Field Therapy cozy bedroom in the outskirts of Alexandria Mn.

Grand Lake Miltona Home Level Lakeshore 5000sqft 6BR Sleeps 16 12-Person Hot Tub

Grand Lake Miltona Home Level Lakeshore 5000sqft 6BR Sleeps 16 12-Person Hot Tub
Alexandria
10.0 out of 10, Exceptional, (12 reviews)
"This is the nicest VRBO I have ever stayed in. "
United States
Mark J.
The price is CA $736
CA $1,532 total
includes taxes & fees
Feb 10 - Feb 11
Grand Lake Miltona Home Level Lakeshore 5000sqft 6BR Sleeps 16 12-Person Hot Tub

Lake Latoka Home w/Paddle boards, Kayaks, Paddle Boat, Pool Table, Dock, Sunsets

Lake Latoka Home w/Paddle boards, Kayaks, Paddle Boat, Pool Table, Dock, Sunsets
Alexandria
10.0 out of 10, Exceptional, (17 reviews)
"It was a great place to stay with our team. Lots to do on the water and inside the house!"
United States
Bradley B.
The price is CA $523
CA $1,258 total
includes taxes & fees
Feb 10 - Feb 11
Lake Latoka Home w/Paddle boards, Kayaks, Paddle Boat, Pool Table, Dock, Sunsets

Experience Luxury, leisure, and lakefront living for the whole family.

Experience Luxury, leisure, and lakefront living for the whole family.
Alexandria
9.6 out of 10, Exceptional, (34 reviews)
"This property was great for my family to stay."
United States
Becky H.
The price is CA $752
CA $1,032 total
includes taxes & fees
Feb 10 - Feb 11
Experience Luxury, leisure, and lakefront living for the whole family.

Molitor Milk Barn-Feathered Acres Learning Farm & Inn

Molitor Milk Barn-Feathered Acres Learning Farm & Inn
Belgrade
The price is CA $215
CA $307 total
includes taxes & fees
Feb 10 - Feb 11
Molitor Milk Barn-Feathered Acres Learning Farm & Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Glenwood Hotel Reviews

Find out more about Glenwood

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Glenwood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Glenwood?

Yes, you can find vacation rentals close to the most popular sights in Glenwood, or you can go with a more secluded option if you'd like a relaxing place to stay. Glenwood is known for its lake views and restaurants. Make sure you have time to check out the shopping and forests during your trip.

What are some of the best vacation rentals that Glenwood has to offer?

Home in the Center of the City!: This vacation home rental near Glenwood is located in the city center and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Glenwood?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Glenwood stay.

What’s there to see and do in Glenwood?

Lake Minnewaska and Barsness Park are a couple of scenic spots to enjoy the outdoors, whereas Pope County Historical Museum is one of the cultural attractions. While here, Peter Sunset Beach Resort and Minnewaska Golf Club are other places worth a visit.

What are vacation rentals like in Glenwood?

A vacation rental is a private property you can stay in for several days or longer in Glenwood. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.