Book Holiday Homes in Glenwood

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Featured Holiday Homes in Glenwood

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

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

Alexandria MN
The price is AU$814 per night from 18 Dec to 19 Dec
AU$814
18 Dec - 19 Dec
includes taxes & fees
Located in Alexandria, this vacation home is on the waterfront, within a 5-minute drive of Kensington Runestone and Big Ole Viking Statue.
Opens in a new windowExperience Luxury, leisure, and lakefront living for the whole family.
Immerse in Luxury Grand 5BR Lakefront Haven Views

Immerse in Luxury Grand 5BR Lakefront Haven Views

Alexandria MN
When you stay at this vacation home in Alexandria, you'll be near the beach and 6 minutes by car from Casey’s Amusement Park.
Opens in a new windowImmerse in Luxury Grand 5BR Lakefront Haven Views
Stay in a unique and original Old Town Hall with hardwood floors..

Stay in a unique and original Old Town Hall with hardwood floors..

Kensington MN
When you stay at this vacation home in Kensington, you'll be within a 10-minute drive of Kensington Runestone Park and Prairie Ridge Hospital & Health.
Opens in a new windowStay in a unique and original Old Town Hall with hardwood floors..
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Cozy Getaway on Lake Minnewaska

Cozy Getaway on Lake Minnewaska

Starbuck MN
With a stay at this vacation home in Starbuck, you'll be within a 5-minute walk of Lake Minnewaska and Starbuck Public Beach.
Opens in a new windowCozy Getaway on Lake Minnewaska
Home in the Center of the City!

Home in the Center of the City!

Alexandria MN
A stay at this cabin places you in the heart of Alexandria, within a 5-minute drive of Douglas County Historical Society and Big Ole Viking Statue.
Opens in a new windowHome in the Center of the City!
Small Home in the City of Alexandria!

Small Home in the City of Alexandria!

Alexandria MN
With a stay at this vacation home in Alexandria, you'll be within a 5-minute drive of Douglas County Historical Society and Big Ole Viking Statue.
Opens in a new windowSmall Home in the City of Alexandria!
Copper Lodge - Lake Miltona
License #:  1999

Copper Lodge - Lake Miltona License #: 1999

2 out of 5
Miltona MN
Located in Miltona, this vacation home is a 1-minute drive from Lake Miltona and 7 minutes from Lake Irene.
Opens in a new windowCopper Lodge - Lake Miltona License #: 1999
Stunning Family Friendly Lake Home Retreat on Beautiful Lake Darling

Stunning Family Friendly Lake Home Retreat on Beautiful Lake Darling

Alexandria MN
Located in Alexandria, this vacation home is on the waterfront, a 3-minute drive from Big Splash Indoor Waterpark and 5 minutes from Lake Brophy County ...
Opens in a new windowStunning Family Friendly Lake Home Retreat on Beautiful Lake Darling
Perfect retreat for a family summer getaway on the Alexandria chain of lakes!!

Perfect retreat for a family summer getaway on the Alexandria chain of lakes!!

Alexandria MN
Located in Alexandria, this vacation home is on the waterfront, within a 10-minute drive of Douglas County Historical Society and Kensington Runestone.
Opens in a new windowPerfect retreat for a family summer getaway on the Alexandria chain of lakes!!
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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.

Glenwood Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Glenwood vacation homes are the perfect way for you to wing it.

Holiday houses in Glenwood let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Glenwood in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Glenwood adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Glenwood with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Glenwood vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Glenwood Holiday Homes essential information

Accommodation
143 Holiday Homes
Lowest Price
AU$97
Highest Price
AU$814
Popular accommodation
Experience Luxury, leisure, and lakefront living for the whole family., Immerse in Luxury Grand 5BR Lakefront Haven Views, Stay in a unique and original Old Town Hall with hardwood floors.., Cozy Getaway on Lake Minnewaska, Home in the Center of the City!, Small Home in the City of Alexandria!, Copper Lodge - Lake Miltona License #: 1999, Stunning Family Friendly Lake Home Retreat on Beautiful Lake Darling, Perfect retreat for a family summer getaway on the Alexandria chain of lakes!!

Top trending hotels in Glenwood

GrandStay Hotel & Suites

GrandStay Hotel & Suites

2.5 out of 5
114 West Minnesota Avenue Glenwood MN
Fully refundableReserve now, pay when you stay
The price is AU$183 per night from 21 Dec to 22 Dec
AU$183
21 Dec - 22 Dec
includes taxes & fees
With a stay at GrandStay Hotel & Suites in Glenwood, you'll be within a 15-minute walk of Lake Minnewaska and Pope County Historical Museum.
Opens in a new windowGrandStay Hotel & Suites
Super 8 by Wyndham Glenwood

Super 8 by Wyndham Glenwood

2 out of 5
340 County Road 21 South Glenwood MN
Fully refundableReserve now, pay when you stay
The price is AU$97 per night from 23 Dec to 24 Dec
AU$97
23 Dec - 24 Dec
includes taxes & fees
Located in Glenwood, Super 8 by Wyndham Glenwood is within a 5-minute drive of Pope County Historical Museum and Peter Sunset Beach Resort.
Opens in a new windowSuper 8 by Wyndham Glenwood
Baymont by Wyndham Glenwood

Baymont by Wyndham Glenwood

2.5 out of 5
100 15th Street SE Glenwood MN
Fully refundableReserve now, pay when you stay
The price is AU$113 per night from 26 Dec to 27 Dec
AU$113
26 Dec - 27 Dec
includes taxes & fees
A stay at Baymont by Wyndham Glenwood places you in the heart of Glenwood, within a 5-minute drive of Barsness Park and Pope County Historical Museum.
Opens in a new windowBaymont by Wyndham Glenwood
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Cabin with private beach access to Lake Minnewaska

Cabin with private beach access to Lake Minnewaska

Glenwood MN
The price is AU$262 per night from 4 Jan to 5 Jan
AU$262
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at this cabin in Glenwood, you'll be a 2-minute walk from Barsness Park and 8 minutes by foot from Pope County Historical Museum.
Opens in a new windowCabin with private beach access to Lake Minnewaska
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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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^Subject to availability and chosen travel dates.