A town street with cars parked on both sides, a church steeple in the distance, and a roundabout with street lamps.

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, (27 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 AU$276
includes taxes & fees
3 Sept - 4 Sept
Galloping Getaway on the rolling hills of GemStone Stable

2. 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 AU$331
includes taxes & fees
3 Sept - 4 Sept
Rancher in Mont Alto

3. 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, (20 reviews)
"The entire experience was tremendous and the property was very clean. I would highly recommend the experience if you want a beautiful and quiet place to escape to."
United States
Michael
The price is AU$577
includes taxes & fees
3 Sept - 4 Sept
Mirror Villas - Modern Retreat with private hot tubs and mountain view

4. 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 AU$339
includes taxes & fees
3 Sept - 4 Sept
Tiny Home with Loft, WI-FI + Free Parking!

5. 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 AU$290
includes taxes & fees
6 Sept - 7 Sept
The Mane & Co - No. 4

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 AU$330
includes taxes & fees
3 Sept - 4 Sept
The Boho Penthouse on Main

7. Fort Chambers Flat on Main

Fort Chambers Flat on Main
Chambersburg
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful and perfect spot to stay! Loved staying close to stores too!"
United States
Christina B.
The price is AU$439
includes taxes & fees
7 Sept - 8 Sept
Fort Chambers Flat on Main

8. 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 AU$321
includes taxes & fees
3 Sept - 4 Sept
The Mane & Co - No. 6

9. 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 AU$338
includes taxes & fees
14 Sept - 15 Sept
Inns of Whitetail #209

10. 1879 Updated Home on Frederick Street

1879 Updated Home on Frederick Street
Hagerstown
9.0 out of 10, Wonderful, (4 reviews)
"We enjoyed our stay at this house. It is clean and the beds were very nice. The set up was perfect for us."
United States
Kyle C.
1879 Updated Home on Frederick Street

11. 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 AU$321
includes taxes & fees
3 Sept - 4 Sept
The Cutest Loft on Main St!

12. 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, (48 reviews)
"Our favorite place to stay!"
United States
Melissa H.
The price is AU$119
includes taxes & fees
6 Sept - 7 Sept
Cute Place Just Out Of Town With A Country Feel

13. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
10.0 out of 10, Exceptional, (4 reviews)
"The house was adorable, the personalized touches, snack basket and welcome note were awesome and made our day. The host was very nice and welcoming. We had a wonderful time."
United States
Bill C.
The price is AU$326
includes taxes & fees
7 Sept - 8 Sept
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

14. 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.
Lovely, Country Apartment, Just Minutes From Town.

15. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (3 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
The price is AU$299
includes taxes & fees
3 Sept - 4 Sept
Bin There Treehouse - A Grain Bin treehouse!

16. Stone's Throw Bungalow - Cozy and Convenient in Chambersburg, PA

Stone's Throw Bungalow - Cozy and Convenient in Chambersburg, PA
Chambersburg
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay here! Home was just as described & pictured. Response time from host was immediate and we were welcomed with farm fresh eggs and complimentary K-cups. The neighborhood was fabulous for our morning walks too. Would definitely recommend when visiting the area."
United States
Cassie W.
The price is AU$265
includes taxes & fees
9 Sept - 10 Sept
Stone's Throw Bungalow - Cozy and Convenient in Chambersburg, PA

17. Air Hill Haven- private peaceful apartment

Air Hill Haven- private peaceful apartment
Chambersburg
10.0 out of 10, Exceptional, (20 reviews)
"The accommodations were wonderful. Highly recommend if you are looking for a place near Shippensburg."
United States
Colleen W.
The price is AU$200
includes taxes & fees
3 Sept - 4 Sept
Air Hill Haven- private peaceful apartment

18. The Study on Main Located on the Square!

The Study on Main Located on the Square!
Chambersburg
9.6 out of 10, Exceptional, (14 reviews)
"Well fitted out apartment which was larger than the photos showed online. Perfect kitchen (with all the essentials) for a night in, very comfortable bed, and the host was extremely responsive.Easy to follow directions and plenty of Main Street eateries to choose from."
United States
sholto s.
The price is AU$364
includes taxes & fees
3 Sept - 4 Sept
The Study on Main Located on the Square!

19. 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 AU$321
includes taxes & fees
22 Sept - 23 Sept
Lily Pad - Tiny Home at Mane & Co. / Free Parking

20. Beautiful Mansion in the Country & Wedding Venue

Beautiful Mansion in the Country & Wedding Venue
Waynesboro
9.8 out of 10, Exceptional, (9 reviews)
"The stay and place was awesome and my family and I will definitely be booking again "
United States
Comedy C.
The price is AU$3,282
includes taxes & fees
7 Sept - 8 Sept
Beautiful Mansion in the Country & Wedding Venue
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

Everything you need to know about Greencastle holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greencastle holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greencastle holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Greencastle holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greencastle. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greencastle holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greencastle holiday rentals we have selected for you start as low as AU$212 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Greencastle rentals

At Expedia, we put the best Greencastle holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Greencastle rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greencastle holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greencastle. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.