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Greencastle Holiday Rentals

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Our top choices for Greencastle holiday rentals

1. Galloping Getaway on the rolling hills of GemStone Stable

Galloping Getaway on the rolling hills of GemStone Stable
Hagerstown
10.0 out of 10, Exceptional, (26 reviews)
"We loved staying here. Beautiful views, great communication with Tammie, and very clean. Definitely will stay again!"
United States
Haley H.
The price is NZ$331
includes taxes & fees
25 Aug - 26 Aug
Galloping Getaway on the rolling hills of GemStone Stable

2. The Mane & Co - No. 4

The Mane & Co - No. 4
Chambersburg
10.0 out of 10, Exceptional, (3 reviews)
"Loved the property & the management was very helpful!"
United States
Tonya
The price is NZ$345
includes taxes & fees
13 Sept - 14 Sept
The Mane & Co - No. 4

3. Tiny Home with Loft, WI-FI + Free Parking!

Tiny Home with Loft, WI-FI + Free Parking!
Chambersburg
10.0 out of 10, Exceptional, (3 reviews)
"Pet friendly room was really clean and tastefully decorated. The location is great and the outside firepit was cool - enjoyed seeing it even though we didnt advantage of it since our stay was short. "
United States
Beth W.
The price is NZ$403
includes taxes & fees
13 Sept - 14 Sept
Tiny Home with Loft, WI-FI + Free Parking!

4. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (12 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is NZ$394
includes taxes & fees
26 Aug - 27 Aug
Rancher in Mont Alto

5. The Study on Main Located on the Square!

The Study on Main Located on the Square!
Chambersburg
9.6 out of 10, Exceptional, (13 reviews)
"We enjoyed our stay and the location of the apartment."
United States
Danielle O.
The price is NZ$435
includes taxes & fees
14 Sept - 15 Sept
The Study on Main Located on the Square!

6. The Boho Penthouse on Main

The Boho Penthouse on Main
Chambersburg
9.4 out of 10, Exceptional, (21 reviews)
"Amazing property , cute downtown, host easy to contact"
United States
Michelle E.
The price is NZ$399
includes taxes & fees
16 Aug - 17 Aug
The Boho Penthouse on Main

7. The Cutest Loft on Main St!

The Cutest Loft on Main St!
Chambersburg
10.0 out of 10, Exceptional, (13 reviews)
"Great stay!"
United States
Kaitlan H.
The price is NZ$383
includes taxes & fees
2 Sept - 3 Sept
The Cutest Loft on Main St!

8. Cute Place Just Out Of Town With A Country Feel

Cute Place Just Out Of Town With A Country Feel
Chambersburg
10.0 out of 10, Exceptional, (47 reviews)
"Our favorite place to stay!"
United States
Melissa H.
The price is NZ$141
includes taxes & fees
24 Aug - 25 Aug
Cute Place Just Out Of Town With A Country Feel

9. Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.

Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.
Hagerstown
10.0 out of 10, Exceptional, (2 reviews)
"Great "
United States
Haley H.
The price is NZ$327
includes taxes & fees
17 Aug - 18 Aug
Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.

10. Inns of Whitetail #209

Inns of Whitetail #209
Mercersburg
10.0 out of 10, Exceptional, (3 reviews)
"Great stay for the time we were there, right off the slopes."
United States
Robert M.
The price is NZ$409
includes taxes & fees
26 Aug - 27 Aug
Inns of Whitetail #209

11. Mirror Villas - Modern Retreat with private hot tubs and mountain view

Mirror Villas - Modern Retreat with private hot tubs and mountain view
3.5 star property
Mercersburg
9.8 out of 10, Exceptional, (17 reviews)
"It was the perfect getaway with amazing views and relaxation."
United States
Natalie
The price is NZ$831
includes taxes & fees
17 Aug - 18 Aug
Mirror Villas - Modern Retreat with private hot tubs and mountain view

12. The Mane & Co - No. 6

The Mane & Co - No. 6
Chambersburg
10.0 out of 10, Exceptional, (2 reviews)
"Nice clean place."
United States
Jeffery M.
The price is NZ$383
includes taxes & fees
13 Sept - 14 Sept
The Mane & Co - No. 6

13. Lovely, Country Apartment, Just Minutes From Town.

Lovely, Country Apartment, Just Minutes From Town.
Chambersburg
9.8 out of 10, Exceptional, (20 reviews)
"Host was very cordial, amenities were clean and in excellent shape "
United States
Dale B.
The price is NZ$147
includes taxes & fees
30 Aug - 31 Aug
Lovely, Country Apartment, Just Minutes From Town.

14. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (2 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
The price is NZ$338
includes taxes & fees
16 Aug - 17 Aug
Bin There Treehouse - A Grain Bin treehouse!

15. Lily Pad - Tiny Home at Mane & Co. / Free Parking

Lily Pad - Tiny Home at Mane & Co. / Free Parking
Chambersburg
10.0 out of 10, Exceptional, (1 review)
The price is NZ$385
includes taxes & fees
23 Aug - 24 Aug
Lily Pad - Tiny Home at Mane & Co. / Free Parking

16. Inns of Whitetail #108

Inns of Whitetail #108
Mercersburg
6.0 out of 10, (2 reviews)
"Absolutely amazing ! Very clean and Check in was super easy . "
United States
Tiffany B.
The price is NZ$371
includes taxes & fees
18 Aug - 19 Aug
Inns of Whitetail #108

17. Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Blue Ridge Summit
9.6 out of 10, Exceptional, (19 reviews)
"Location and amenities"
United States
Shane B.
The price is NZ$320
includes taxes & fees
25 Aug - 26 Aug
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

18. Air Hill Haven- private peaceful apartment

Air Hill Haven- private peaceful apartment
Chambersburg
10.0 out of 10, Exceptional, (18 reviews)
"The accommodations were wonderful. Highly recommend if you are looking for a place near Shippensburg."
United States
Colleen W.
The price is NZ$264
includes taxes & fees
18 Aug - 19 Aug
Air Hill Haven- private peaceful apartment

19. Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (23 reviews)
"Relaxing, close to all."
United States
Valarie
The price is NZ$601
includes taxes & fees
16 Aug - 17 Aug
Peregrine's Perch - Cabin Overlooking the River!

20. Fort Chambers Flat on Main

Fort Chambers Flat on Main
Chambersburg
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful and perfect spot to stay! Loved staying close to stores too!"
United States
Christina B.
The price is NZ$538
includes taxes & fees
13 Sept - 14 Sept
Fort Chambers Flat on Main
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Greencastle holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Greencastle. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Greencastle. Seeing all the best attractions is bound to make you fall in love with Greencastle. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Greencastle short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Greencastle?

Yes, there are holiday rentals in Greencastle close to Greencastle Coffee Roasters, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Greencastle has a good selection of restaurants. Make sure you have time to check out the shopping and coffee shops during your trip.

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

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!: This holiday home rental outside of Greencastle offers a patio, a garden and a BBQ 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Greencastle?

Explore the area and cultural attractions such as Renfrew Museum and Park, or visit one of the family-friendly sights such as Greencastle Coffee Roasters. Martins Mill Bridge and Pennsylvania Dutch Market are a couple of places you'll find in the wider area.

What are holiday rentals like in Greencastle?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greencastle. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for families.