Glenwood Holiday Rentals

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Holiday Rentals in Glenwood

Historic Steckel carriage house with picturesque landscaping

10.0 out of 10, Exceptional, (36)
"We used this property for an overnight stay for a nearby wedding. Erica was very responsive to messages. The carriage house was very cool with a lot of little touches that made it feel like home. The vinyl collection and record player was a very nice way to wind down the evening and have a great nights sleep! I highly recommend this listing! "
The price is AU$210
includes taxes & fees
2 Dec - 3 Dec
Historic Steckel carriage house with picturesque landscaping

Quaint Guest Cottage

9.8 out of 10, Exceptional, (37)
"This is a very cute place to stay, especially if you love antiques and history. A perfect get away for anyone wanting quiet and, perhaps, reading or study time. There is no TV, and due to the antique decor, I wouldn’t recommend this as a place for kids."
Quaint Guest Cottage

Little Cabin in the Woods <br>Private and Secluded

10.0 out of 10, Exceptional, (3)
"My son and daughter in law stayed here for one night after their wedding. They enjoyed the simplicity and were able to walk the nearby trails the next morning. Perfect little getaway for the newlyweds!"
Little Cabin in the Woods <br>Private and Secluded

Home in the Heart of Kirksville

10.0 out of 10, Exceptional, (5)
"Family stay for Truman State University event."
Home in the Heart of Kirksville

Little Blue Cottage - Charming 1-bedroom cottage in Kirksville

2.0 star property
10.0 out of 10, Exceptional, (2)
"Property was very clean and organized, cabin was well stocked to meet all needs of anyone staying there. I am lookig forward to stayiing there again. Host was very helpful and knowledgeable with the area. I will be booking with this host again. "
Little Blue Cottage - Charming 1-bedroom cottage in Kirksville

Beautiful Historical House in the heart of Putnam County

2.0 star property
9.6 out of 10, Exceptional, (5)
"Great place to stay. Small town. Everything you could ask for."
Beautiful Historical House in the heart of Putnam County

Harv's Uptown Retreat on World's Largest Square

10.0 out of 10, Exceptional, (1)
"I never made it to the property. I was on my way to a funeral and got stuck in Chicago. These people have a big heart and actually helped me with a refund even though they didn’t have too. It speaks volumes on actually caring of others. I would highly recommend any of there properties."
The price is AU$447
includes taxes & fees
30 Nov - 1 Dec
Harv's Uptown Retreat on World's Largest Square

Mid Century Modern-close to city park and pool.

10.0 out of 10, Exceptional, (14)
"It’s perfect "
Mid Century Modern-close to city park and pool.

Ellis House - "Very cute, clean and quaint!"

8.4 out of 10, Very good, (29)
"Quaint town. Been staying here for years during"
Ellis House - "Very cute, clean and quaint!"

Waterfront Lake Cabin

10.0 out of 10, Exceptional, (1)
"You could not ask for more beautiful place on the lake with walking paths and privacy. The accommodations for enjoying the outdoor space was great. The cabin was well stocked and comfortable. We enjoyed kayaking and fishing. We caught several small fish but we eventually found some large Crappies bass, and catfish. It was one week of total relaxation and heaven."
Waterfront Lake Cabin

Charming house in Kirksville - Available for Monthly Lease

Charming house in Kirksville - Available for Monthly Lease
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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Other types of properties in Glenwood you may be interested in

Hampton Inn Kirksville

2.5 star property
9.2 out of 10, Wonderful, (428)
"Food was not good. "
The price is AU$180
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn Kirksville

Quality Inn Kirksville

2.5 star property
7.6 out of 10, Good, (344)
"Convenient but this is an old building that could use a lot of cleaning and repairs. "
The price is AU$104
includes taxes & fees
26 Dec - 27 Dec
Quality Inn Kirksville

Westbridge Inn & Suites

2.5 star property
7.8 out of 10, Good, (248)
"Quiet, good location. Nice staff and clean!"
The price is AU$153
includes taxes & fees
1 Dec - 2 Dec
Westbridge Inn & Suites
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals 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.

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

Home in the Heart of Kirksville: This holiday home rental outside of Glenwood offers a selection of games, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Glenwood?

While you're exploring the area, Lake Fisher Park and Sharon Bluffs State Park are a couple of picturesque spots to get outside and enjoy nature.

What are holiday rentals like in Glenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Glenwood. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family getaway.