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

Holiday Rentals in Glenwood

Cabin with private beach access to Lake Minnewaska

9.6 out of 10, Exceptional, (4)
"Great location for us. Small but comfortable. Beach area was good for relaxation. "
Cabin with private beach access to Lake Minnewaska

The Lake House on Pelican Lake

9.2 out of 10, Wonderful, (17)
"Fun place to stay with family, quiet lake."
The Lake House on Pelican Lake

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

10.0 out of 10, Exceptional, (20)
"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

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

9.8 out of 10, Exceptional, (56)
"Nice place nice area"
Little Dipper, Lovely Lake A-Frame ~ Dock ~ Kayak

Osakis Sunrise Cabin - on the lake!

10.0 out of 10, Exceptional, (6)
Osakis Sunrise Cabin - on the lake!

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

9.6 out of 10, Exceptional, (19)
"Great place to stay"
Timber Arch - Unique Lake Gem ~ Yard ~ Kayak/Board

Beautiful Lake Home on Long Lake, Sleeps 18, Over 2 Acres

9.8 out of 10, Exceptional, (145)
"The house was wonderful. Our littles and our teens really had fun.If you have a group, this house is for you!"
Beautiful Lake Home on Long Lake, Sleeps 18, Over 2 Acres

Dockside on Lake Le Homme Dieu - Prime access to Alexandria Chain of lakes

10.0 out of 10, Exceptional, (1)
"This property was great for all ages. We especially liked the large deck in the back."
Dockside on Lake Le Homme Dieu - Prime access to Alexandria Chain of lakes

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

10.0 out of 10, Exceptional, (187)
"Susan went above and beyond to make our stay the best it could be. Will definitely stay there again "
Brophy Reflections 4BR/2BA, 2 Kitchens, Firepit, Year Round Rental, Lic#1798

Amazing Sunsets and Lake Quality

10.0 out of 10, Exceptional, (62)
"Our family loved our stay - so much that we came back!"
Amazing Sunsets and Lake Quality

Dock, Hot Tub & Game Room: Luxe Lake Latoka Home

9.8 out of 10, Exceptional, (37)
"We greatly enjoyed this spacious home and its many amenities!"
Dock, Hot Tub & Game Room: Luxe Lake Latoka Home

New Listing! Bent Oak on Little Darling, A Home on Alexandria's Chain of Lakes

10.0 out of 10, Exceptional, (1)
"Perfect for our mini getaway. Great location. Very cute and comfortable. Would totally stay again! "
New Listing! Bent Oak on Little Darling, A Home on Alexandria's Chain of Lakes

Enjoy Beautiful Sunsets on Lake Reno

10.0 out of 10, Exceptional, (20)
"The cabin had everything we needed for an enjoyable weekend away. "
Enjoy Beautiful Sunsets on Lake Reno

Private lake, with private sandy beach. Beautiful five bedroom.

9.6 out of 10, Exceptional, (18)
"Very nice and homey place. Would be a great stay for a big family. For a group of 10-11 guys, it was a good stay. "
Private lake, with private sandy beach. Beautiful five bedroom.

Brand New Grand Home on Lake Miltona Alexandria

10.0 out of 10, Exceptional, (7)
"The property was exceptionally clean and we had such a great time! So much room for everyone to enjoy time together and for everyone to escape to their own space for some quiet/down time. Would highly recommend this property to others. Was so enjoyable and comfy in the Winter, but would be a wonderful summertime escape also!"
Brand New Grand Home on Lake Miltona Alexandria

Right near the lake! Single-level home with backyard relaxation, pet-friendly!

10.0 out of 10, Exceptional, (24)
"Perfect space for our group to celebrate a birthday. Lots of open space to gather and visit."
The price is AU$1,004
includes taxes & fees
12 Aug - 13 Aug
Right near the lake! Single-level home with backyard relaxation, pet-friendly!

Lake Victoria, Yellow Cabin , Panoramic views overlooking the lake

9.8 out of 10, Exceptional, (22)
"The cabin was great except the lack of a coffee maker. Loved the cabin and the lake. "
The price is AU$243
includes taxes & fees
25 Aug - 26 Aug
Lake Victoria, Yellow Cabin , Panoramic views overlooking the lake

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

9.8 out of 10, Exceptional, (17)
"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

Vacation on one of Alexandria's Beautiful Chain of Lakes - License #1816

9.8 out of 10, Exceptional, (159)
"Great place right on the water. Close to Carlos winery and brewery, golf and pickle ball courts. Rented a pontoon nearby."
Vacation on one of Alexandria's Beautiful Chain of Lakes - License #1816

Alex Landing: Waterfront getaway on Chain of Lakes - best location & views!

10.0 out of 10, Exceptional, (3)
"Great place! Location is awesome! Easy to check into and leave. Host was great! 100% recommend "
Alex Landing: Waterfront getaway on Chain of Lakes - best location & views!
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

Top Glenwood Hotel Reviews

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?

Steps away to Lake, deck w/ lake views, dock or fishing & swimming, fire pit!: 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.