Glenwood Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Glenwood vacation rentals

Smart TV

Cabin with private beach access to Lake Minnewaska

Cabin with private beach access to Lake Minnewaska
Glenwood
10.0 out of 10, Exceptional, (16 reviews)
"Yes it was great everything we needed and excellent shape"
United States
Rick T.
$160 nightly
The price is $172
Feb 17 - Feb 18
Total with taxes and fees
Cabin with private beach access to Lake Minnewaska
Fridge, microwave, oven, stovetop

Steps to Lake Minnewaska, downtown & city Splash Pad!! Lake Minnewaska/Glenwood

Steps to Lake Minnewaska, downtown & city Splash Pad!! Lake Minnewaska/Glenwood
Glenwood
10.0 out of 10, Exceptional, (24 reviews)
"Enjoyed our stay!"
United States
Bryon B.
$233 nightly
The price is $250
Feb 25 - Feb 26
Total with taxes and fees
Steps to Lake Minnewaska, downtown & city Splash Pad!! Lake Minnewaska/Glenwood
TV

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.
$352 nightly
The price is $378
Jan 26 - Jan 27
Total with taxes and fees
Haven on Ida - Modern, Cozy Lakefront Cabin
Property grounds

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.
$341 nightly
The price is $366
Jan 29 - Jan 30
Total with taxes and fees
Ruby's Red Door Retreat on Swenson Lake welcomes you to serenity
Terrace/patio

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.
$231 nightly
The price is $248
Jan 26 - Jan 27
Total with taxes and fees
O'Halloran House-Feathered Acres Learning Farm & Inn
Fridge, microwave, oven, stovetop

Maple Drive Lodge Getaway - Perfect for Large Groups!

Maple Drive Lodge Getaway - Perfect for Large Groups!
Alexandria
10.0 out of 10, Exceptional, (137 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.
$486 nightly
The price is $522
Feb 1 - Feb 2
Total with taxes and fees
Maple Drive Lodge Getaway - Perfect for Large Groups!
Terrace/patio

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.
$397 nightly
The price is $426
Jan 26 - Jan 27
Total with taxes and fees
Winter getaway! Fishing • Winery • Skiing
On the beach

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.
$571 nightly
The price is $613
Feb 1 - Feb 2
Total with taxes and fees
Perfect Family Getaway - Pontoon, Sandy Beach, Water Trampoline and More!
Property grounds

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.
$838 nightly
The price is $921
Jan 26 - Jan 27
Total with taxes and fees
Lake Latoka Home w/Paddle boards, Kayaks, Paddle Boat, Pool Table, Dock, Sunsets
2 bedrooms, iron/ironing board, WiFi, bed sheets

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
$257 nightly
The price is $275
Jan 26 - Jan 27
Total with taxes and fees
Charming 4kingsize bed house in Benson with AC,WIFI,CableTV,Firepit,Washer/Dryer
Property grounds

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)
"The house and property were perfect! The view of the lake, quiet neighborhood, and spacious home were excellent for our family. The house was clean and the owner was very courteous. There is a park on the opposite side of the lake which has an awesome playground for kids and easy to walk trails for the entire family. I hope to have an opportunity to return in the future!"
United States
Andrew B.
$470 nightly
The price is $505
Jan 27 - Jan 28
Total with taxes and fees
Brophy Reflections 4BR/2BA, 2 Kitchens, Firepit, Year Round Rental, Lic#1798
Fridge, microwave, oven, stovetop

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.
$646 nightly
The price is $694
Jan 26 - Jan 27
Total with taxes and fees
Spacious 5-bedroom Osakis lakefront house/guest house with dock, WiFi, AC, spa
Exterior

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
$315 nightly
The price is $338
Jan 26 - Jan 27
Total with taxes and fees
Scaler Energy Field Therapy cozy bedroom in the outskirts of Alexandria Mn.
Exterior

Molitor Milk Barn-Feathered Acres Learning Farm & Inn

Molitor Milk Barn-Feathered Acres Learning Farm & Inn
Belgrade
$208 nightly
The price is $223
Jan 29 - Jan 30
Total with taxes and fees
Molitor Milk Barn-Feathered Acres Learning Farm & Inn
Smart TV, fireplace, video games, stereo

Brand New Grand Home on Lake Miltona Alexandria 12 Person Hot Tub

Brand New Grand Home on Lake Miltona Alexandria 12 Person Hot Tub
Alexandria
10.0 out of 10, Exceptional, (11 reviews)
"This is the nicest VRBO I have ever stayed in. "
United States
Mark J.
$1,004 nightly
The price is $1,078
Jan 26 - Jan 27
Total with taxes and fees
Brand New Grand Home on Lake Miltona Alexandria 12 Person Hot Tub
Smart TV, fireplace, table tennis, computer monitors

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)
"Our extended family enjoyed staying here. There was plenty of room for all 16 of us to spread out. We enjoyed the fire pit and outdoor areas. The small beach area was ideal for the smaller ones. The property was easy to find and close enough to Alexandria to pop in for essentials when needed. "
United States
Rachel H.
$686 nightly
The price is $755
Feb 1 - Feb 2
Total with taxes and fees
Experience Luxury, leisure, and lakefront living for the whole family.
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

Best Western Alexandria Inn

Best Western Alexandria Inn

10/10 Excellent
"Rooms were really nice and had an awesome breakfast!! Definitely staying here again!!"
Kathryn 2-night trip
Posted 2 days ago
Best Western Alexandria Inn

Find out more about Glenwood

Everything you need to know about Glenwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Glenwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Glenwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Glenwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glenwood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Glenwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $172 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Glenwood rentals

At Expedia, we put the best Glenwood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Glenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Glenwood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Glenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Buttercup Hideaway - Your perfect lake escape!: This vacation home rental near Glenwood offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

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.