Greencastle Holiday Rentals

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Our top choices for Greencastle holiday rentals

2.0 star property
10.0 out of 10, Exceptional, (3)
"House was clean and very convenient. Host was cery helpful."
United States
Warren
The price is HK$778
HK$1,339 total
includes taxes & fees
17 Dec - 18 Dec
Charming 1-bedroom house in enjoyable Milan with AC

Cabin in Kirksville

Country Cabin In The Woods
9.4 out of 10, Exceptional, (10)
"Spent a few great days relaxing in peace with the family. "
United States
Andrea S.
Country Cabin In The Woods
10.0 out of 10, Exceptional, (5)
"The property was clean and comfortable. It was secluded and provided the perfect getaway. I would definitely stay again!"
United States
Nicole
Little Cabin in the Woods <br>Private and Secluded
9.8 out of 10, Exceptional, (14)
"We stayed here when we came to visit my daughter for the weekend. The house was nice, the beds were comfortable, and the neighborhood was super quiet. We would definitely stay here again!"
United States
Katie R.
Little Blue Cottage - Charming 1-bedroom cottage in Kirksville

Cottage in Kirksville

Base Camp Cottage
10.0 out of 10, Exceptional, (3)
"Stayed the weekend at this cure little bungalow! Clean, quiet, all the things we needed on a small scale. Owner was a pleasure to chat with and responded quickly. Would rent again!"
United States
Amanda W.
Base Camp Cottage

Holiday Home in Greentop

Country's Edge Retreat
8.0 out of 10, Very good, (4)
"Very clean, everything was as stated, extremely convenient and will definitely stay again! "
United States
Nik F.
Country's Edge Retreat
10.0 out of 10, Exceptional, (6)
"Our stay at The Tiny Nest was everything we expected and more. The hosts were so nice and generous, they thought of everything! The tiny home is clean, comfortable and very homey. Highly recommend 10/10 It was so fun to interact with the animals, and sitting out drinking coffee in the mornings ... so relaxing!"
United States
Tonya A.
New tiny home in an incredible private setting among all nature has to offer.

Holiday Home in Kirksville

Home in the Heart of Kirksville
10.0 out of 10, Exceptional, (26)
"This is a great place to stay. The host is super friendly, and I would definitely book again."
United States
Forrest S.
Home in the Heart of Kirksville
6.8 out of 10, (3)
"The perfect place for our needs. Right near town, with easy access to the restaurants and shops. "
United States
STACI W.
Queen's Quarters : 3 bedroom/ 1 bath Townhome, Centrally Located.
9.4 out of 10, Exceptional, (3)
"The property isn't prefect, but they're not charging prices for a perfect home. This was a great location for me and my crew, ease of access to many things. If you're looking for a nice quiet spot in town this is a good one. "
United States
Fox J.
Cozy, Clean & Pet-Friendly – Near Kirksville High

Cottage in Kirksville

Quaint Guest Cottage
9.8 out of 10, Exceptional, (48)
"Charming and convenient cottage with walking distance of Truman university. I stayed here for my medical school graduation and was very pleased. Would definitely stay here again!"
United States
Jordan E.
Quaint Guest Cottage

Holiday Home in Milan

Classic Red Brick Getaway
2.0 star property
10.0 out of 10, Exceptional, (1)
"House was great and as advertised. "
United States
Ben T.
The price is HK$1,167
HK$2,361 total
includes taxes & fees
14 Jan - 15 Jan 2026
Classic Red Brick Getaway

Holiday Home in Unionville

Waterfront Lake Cabin
9.4 out of 10, Exceptional, (3)
"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."
United States
Kim w.
Waterfront Lake Cabin
2.0 star property
8.8 out of 10, Excellent, (8)
"Used this as temporary housing for some employees; much nicer than staying in a hotel. Great interactions with hosts."
United States
Steven G.
Beautiful Historical House in the heart of Putnam County
Pets, 30+days, Queen, ground lvl near ATSU, TSU, NRMC
2.0 star property
Pet-friendly Ground-lvl Queen laundry 30+days
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 Greencastle Hotel Reviews

Find out more about Greencastle

Search for holiday rentals in Greencastle on Expedia! You can easily find your home rentals, villas, holiday apartments in Greencastle using one of the methods below:

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Look no further and take a look at our great range of rental properties in Greencastle!

Frequently asked questions

Can I find holiday rentals in Greencastle?

Yes, there are holiday rentals close to the most popular sights in Greencastle, 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 Greencastle has to offer?

Charming 1-bedroom house in enjoyable Milan with AC: This holiday home rental outside of Greencastle has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Greencastle?

Visit the sights such as Thousand Hills State Park while you're exploring the area.

What are holiday rentals like in Greencastle?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greencastle. Holiday rentals provide 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 cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family getaway.