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

Greencastle Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Greencastle vacation rentals

Living area

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.
$160 nightly
The price is $178
Sep 7 - Sep 8
Total with taxes and fees
Galloping Getaway on the rolling hills of GemStone Stable
Room

2. 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
10.0 out of 10, Exceptional, (21 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
$414 nightly
The price is $443
Sep 7 - Sep 8
Total with taxes and fees
Mirror Villas - Modern Retreat with private hot tubs and mountain view
Room

3. 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
$184 nightly
The price is $203
Sep 6 - Sep 7
Total with taxes and fees
The Mane & Co - No. 4
Property grounds

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.
$220 nightly
The price is $243
Sep 7 - Sep 8
Total with taxes and fees
Tiny Home with Loft, WI-FI + Free Parking!
Living area

5. 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.
$216 nightly
The price is $238
Sep 8 - Sep 9
Total with taxes and fees
Rancher in Mont Alto
Interior

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.
$212 nightly
The price is $234
Sep 6 - Sep 7
Total with taxes and fees
The Boho Penthouse on Main
Living area

7. 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)
"We enjoyed our stay and the location of the apartment."
United States
Danielle O.
$235 nightly
The price is $260
Sep 6 - Sep 7
Total with taxes and fees
The Study on Main Located on the Square!
Room

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, (48 reviews)
"Our favorite place to stay!"
United States
Melissa H.
$82 nightly
The price is $83
Sep 6 - Sep 7
Total with taxes and fees
Cute Place Just Out Of Town With A Country Feel
Exterior detail

9. 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.
$208 nightly
The price is $230
Sep 7 - Sep 8
Total with taxes and fees
The Cutest Loft on Main St!
Private kitchen

10. The Mane & Co - No. 5

The Mane & Co - No. 5
Chambersburg
9.4 out of 10, Exceptional, (3 reviews)
"Beautifully modern motel with great amenities and a comfortable bed. The kitchenette was convenient and the bathroom felt luxurious."
United States
Jennifer Z.
$187 nightly
The price is $206
Sep 8 - Sep 9
Total with taxes and fees
The Mane & Co - No. 5
Living area

11. 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.
$227 nightly
The price is $243
Sep 6 - Sep 7
Total with taxes and fees
Inns of Whitetail #209
Interior

12. 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, (5 reviews)
$217 nightly
The price is $230
Sep 7 - Sep 8
Total with taxes and fees
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Exterior detail

13. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (4 reviews)
"This place was amazing! Every little detail was thought of, and makes for just an incredible, delightful stay. Has all the amenities of what you’d expect in a home, yet has the unique appeal of a fantastic little treehouse!!"
United States
Whiskey Dent G.
$227 nightly
The price is $229
Sep 8 - Sep 9
Total with taxes and fees
Bin There Treehouse - A Grain Bin treehouse!
Exterior

14. 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.
$171 nightly
The price is $189
Sep 13 - Sep 14
Total with taxes and fees
Stone's Throw Bungalow - Cozy and Convenient in Chambersburg, PA
Property grounds

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)
$208 nightly
The price is $230
Sep 22 - Sep 23
Total with taxes and fees
Lily Pad - Tiny Home at Mane & Co. / Free Parking
Exterior

16. Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D

Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
Hagerstown
10.0 out of 10, Exceptional, (3 reviews)
"Carrie was very responsive and helpful. The location is as advertised. Would stay again for sure."
United States
Mark P.
$278 nightly
The price is $295
Oct 5 - Oct 6
Total with taxes and fees
Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
Terrace/patio

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.
$128 nightly
The price is $141
Sep 21 - Sep 22
Total with taxes and fees
Air Hill Haven- private peaceful apartment
Room

18. 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.
$210 nightly
The price is $232
Sep 13 - Sep 14
Total with taxes and fees
The Mane & Co - No. 6
Private kitchen

19. 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.
$287 nightly
The price is $317
Sep 7 - Sep 8
Total with taxes and fees
Fort Chambers Flat on Main
Living area

20. Relaxing Countryside Stay w/ Game Room

Relaxing Countryside Stay w/ Game Room
St Thomas
9.4 out of 10, Exceptional, (16 reviews)
"This was a great place to stay"
United States
Christopher D.
$450 nightly
The price is $497
Sep 8 - Sep 9
Total with taxes and fees
Relaxing Countryside Stay w/ Game Room
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

La Quinta Inn & Suites by Wyndham Chambersburg

La Quinta Inn & Suites by Wyndham Chambersburg

10/10 Excellent
"Very clean, friendly staff"
Susan 1-night trip
Posted 11 hours ago
La Quinta Inn & Suites by Wyndham Chambersburg

Find out more about Greencastle

Everything you need to know about Greencastle vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greencastle vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greencastle vacation 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 low season months. For more hustle and bustle, you may prefer to visit Greencastle in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greencastle rentals

At Expedia, we put the best Greencastle vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Greencastle?

Yes, there are vacation rentals in Greencastle close to Greencastle Coffee Roasters, or you can select a secluded option if you'd like a relaxing place to stay. Our travelers say Greencastle has a good selection of restaurants. Make sure you have time to check out the shopping and coffeehouses during your trip.

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

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!: This vacation home rental near Greencastle offers a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 a family-friendly sight such as Greencastle Coffee Roasters. Martins Mill Bridge and Pennsylvania Dutch Market are a couple of places you'll find in the larger area.

What are vacation rentals like in Greencastle?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Greencastle. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.