Photo by Born To Roam

Glenwood Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Glenwood

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

10.0 out of 10, Exceptional, (11)
"It was a freat spot to go to enjoy the area and see the holiday train. Comfortable and well equiped for our family. "
Steps to Lake Minnewaska, downtown & city Splash Pad!! Lake Minnewaska/Glenwood

Giant Oak Cabin - A perfect lakeside retreat

9.8 out of 10, Exceptional, (44)
"What a great place to stay! Very clean with excellent views of the lake with perfect "cabin" feel. The ownwers were more than gracious and I will be back. Very highly recommended "
Giant Oak Cabin - A perfect lakeside retreat

The Lake House on Pelican Lake

9.0 out of 10, Wonderful, (15)
"Fun place to stay with family, quiet lake."
The Lake House on Pelican Lake

Cabin with private beach access to Lake Minnewaska

10.0 out of 10, Exceptional, (2)
"The house is pretty "
Cabin with private beach access to Lake Minnewaska

On Lake Time! Stunning Modern Lakefront 5 BR / 4 BA on Maple Lake ~ Sleeps 12+

9.8 out of 10, Exceptional, (39)
"We had a happy new year’s weekend gathering with family and friends. The home was comfortable…huge family room and kitchen area to gather and play games. Ryan was very responsive and answered all of our questions quickly! Thank you!"
On Lake Time! Stunning Modern Lakefront 5 BR / 4 BA on Maple Lake ~ Sleeps 12+

Walk to Lake Beach: Glenwood Vacation Rental!

10.0 out of 10, Exceptional, (4)
"We loved the location near the lake and in Glenwood. We enjoyed visiting the businesses downtown and the winery nearby"
Walk to Lake Beach: Glenwood Vacation Rental!

Lake Victoria, Yellow Cabin , Panoramic views overlooking the lake

9.6 out of 10, Exceptional, (19)
"Enjoyed our stay! Great family visit."
The price is NZ$385
includes taxes & fees
26 July - 27 July
Lake Victoria, Yellow Cabin , Panoramic views overlooking the lake

Little Dipper, Lovely Lake A-Frame ~ Dock ~ Kayak

10.0 out of 10, Exceptional, (52)
"This cabin is perfect for a secluded getaway. Even in the winter there’s plenty to do and a cozy and comfortable place to stay. "
Little Dipper, Lovely Lake A-Frame ~ Dock ~ Kayak

Osakis Sunrise Cabin - on the lake!

10.0 out of 10, Exceptional, (2)
"From booking to check-out, our vacation was perfect! Tim and Jennifer took great care of us during our stay. We could walk out the back door and be on the dock in less than a minute. They also had a pontoon boat available for rent which worked out great. There were 11 family members in our group and the house fit us perfectly. Absolutely stunning and well-equipped house! "
Osakis Sunrise Cabin - on the lake!

Timber Arch - Unique Lake Gem ~ Yard ~ Kayak/Board

9.6 out of 10, Exceptional, (14)
"The place was so so nice, very quiet, clean, and just homelike, the property owner was very nice and a great host very responsive and truly cared about our comfort in making sure we had everything we needed for a good relaxing time there, would definitely come back any time "
The price is NZ$605
includes taxes & fees
13 July - 14 July
Timber Arch - Unique Lake Gem ~ Yard ~ Kayak/Board

Year round home on Lake Osakis, Minnesota.

10.0 out of 10, Exceptional, (9)
"We stayed here over Labor Day weekend and had a great time! Everything was as listed. The host was available by text as needed and great to work with! The kids really enjoyed the paddle boat and all the different yard games available. We'll definitely stay here again!"
Year round home on Lake Osakis, Minnesota.

House with Private Lake Access, Fishing, Golf, Water Sports, License # 1957

9.8 out of 10, Exceptional, (141)
"It was Very nice."
House with Private Lake Access, Fishing, Golf, Water Sports, License # 1957

Cozy Family Cabin with beautiful beach and plenty of areas to relax

9.8 out of 10, Exceptional, (17)
"Great house lots of room and very clean!! Will definitely stay here again!!"
Cozy Family Cabin with beautiful beach and plenty of areas to relax

New 6 Bedroom Farm House Style Cabin on Nest Lake With Game Room

10.0 out of 10, Exceptional, (27)
"This cabin had everything we needed for a winter weekend out of town. The kid friendly game room kept the kids entertained after a day of ice fishing and snowmobiling on the lake. "
New 6 Bedroom Farm House Style Cabin on Nest Lake With Game Room

Private lake home with Pontoon on Lake Ida in Alexandria, MN

9.8 out of 10, Exceptional, (15)
"Location is at the end of the line so more private. The cabin itself is small but there are other places for the whole family to hang out. Would definitely stay again!"
Private lake home with Pontoon on Lake Ida in Alexandria, MN

Dock + Kayaks: Alexandria Chain of Lakes Escape!

10.0 out of 10, Exceptional, (51)
"The property is beautiful and very spacious. We were able to sleep 10 people comfortably. It was a great place for hanging out before and after we bowled! (And only 5 minutes from the alley!)"
Dock + Kayaks: Alexandria Chain of Lakes Escape!

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

2.0 star property
10.0 out of 10, Exceptional, (10)
"Perfect home and location for celebrating our 60th birthdays! Owner was very accommodating and responded quickly to our questions. "
The price is NZ$1,641
includes taxes & fees
8 July - 9 July
Lake Latoka Home w/Paddle boards, Kayaks, Paddle Boat, Pool Table, Dock, Sunsets

The Cowdry Cottage | Pet-Friendly | Canoe | Bikes

2.0 star property
8.0 out of 10, Very good, (1)
"Very well equipped, although we had no washcloths and not enough toilet paper. The problems were quickly solved with a phone call. We are older and the front steps were awkward for us. The little narrow step into “the hut” was an easy stumble."
The Cowdry Cottage | Pet-Friendly | Canoe | Bikes

Family Memories on Victoria Lake.

10.0 out of 10, Exceptional, (18)
"We had an amazing time at this lake house! Family friendly and rooms were great!"
The price is NZ$1,480
includes taxes & fees
5 July - 6 July
Family Memories on Victoria Lake.

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

10.0 out of 10, Exceptional, (179)
"Susan went above and beyond to make our stay the best it could be. Will definitely stay there again "
The price is NZ$1,206
includes taxes & fees
23 July - 24 July
Brophy Reflections 4BR/2BA, 2 Kitchens, Firepit, Year Round Rental, Lic#1798
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Can I find a holiday rental in Glenwood?

Yes, there are holiday rentals close to the most popular sights in Glenwood, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Glenwood has to offer?

Giant Oak Cabin - A perfect lakeside retreat: This highly rated holiday home rental in Glenwood is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of an arcade/games room in this rental home to help you unwind. Other favourite homes for rent in Glenwood are The Lake House on Pelican Lake and Steps to Lake Minnewaska, downtown & city Splash Pad!! Lake Minnewaska/Glenwood.

How many holiday rentals are there in Glenwood?

With 11 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Glenwood?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Glenwood. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for small groups.