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Greencastle Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Greencastle vacation rentals

Smart TV, fireplace, books

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.
$177 nightly
The price is $197
Aug 14 - Aug 15
Total with taxes and fees
Galloping Getaway on the rolling hills of GemStone Stable
1 bedroom, WiFi, bed sheets

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
$187 nightly
The price is $206
Aug 17 - Aug 18
Total with taxes and fees
The Mane & Co - No. 4
Property grounds

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.
$223 nightly
The price is $246
Aug 16 - Aug 17
Total with taxes and fees
Tiny Home with Loft, WI-FI + Free Parking!
Smart TV

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.
$216 nightly
The price is $238
Aug 17 - Aug 18
Total with taxes and fees
Rancher in Mont Alto
Smart TV

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.
$239 nightly
The price is $264
Aug 16 - Aug 17
Total with taxes and fees
The Study on Main Located on the Square!
Interior

6. The Boho Penthouse on Main

The Boho Penthouse on Main
Chambersburg
9.4 out of 10, Exceptional, (21 reviews)
"Easy check and check out. Bed was great. "
United States
Sadie S.
$216 nightly
The price is $238
Aug 16 - Aug 17
Total with taxes and fees
The Boho Penthouse on Main
Exterior detail

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.
$211 nightly
The price is $233
Aug 16 - Aug 17
Total with taxes and fees
The Cutest Loft on Main St!
Iron/ironing board, travel crib, WiFi, bed sheets

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, (46 reviews)
"Our favorite place to stay!"
United States
Melissa H.
$82 nightly
The price is $83
Aug 16 - Aug 17
Total with taxes and fees
Cute Place Just Out Of Town With A Country Feel
Interior

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.
$181 nightly
The price is $192
Aug 17 - Aug 18
Total with taxes and fees
Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.
TV

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.
$229 nightly
The price is $245
Aug 14 - Aug 15
Total with taxes and fees
Inns of Whitetail #209
1 bedroom, premium bedding, down comforters, laptop workspace

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
$518 nightly
The price is $558
Aug 17 - Aug 18
Total with taxes and fees
Mirror Villas - Modern Retreat with private hot tubs and mountain view
1 bedroom, WiFi, bed sheets

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.
$211 nightly
The price is $233
Aug 30 - Aug 31
Total with taxes and fees
The Mane & Co - No. 6
1 bedroom, iron/ironing board, travel crib, WiFi

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.
$85 nightly
The price is $86
Aug 30 - Aug 31
Total with taxes and fees
Lovely, Country Apartment, Just Minutes From Town.
Exterior detail

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.
$217 nightly
The price is $218
Aug 16 - Aug 17
Total with taxes and fees
Bin There Treehouse - A Grain Bin treehouse!
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)
$210 nightly
The price is $232
Aug 23 - Aug 24
Total with taxes and fees
Lily Pad - Tiny Home at Mane & Co. / Free Parking
TV

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.
$207 nightly
The price is $221
Aug 14 - Aug 15
Total with taxes and fees
Inns of Whitetail #108
Exterior detail

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.
$177 nightly
The price is $195
Aug 18 - Aug 19
Total with taxes and fees
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Terrace/patio

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.
$128 nightly
The price is $141
Aug 23 - Aug 24
Total with taxes and fees
Air Hill Haven- private peaceful apartment
Smart TV, fireplace

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
$326 nightly
The price is $363
Aug 16 - Aug 17
Total with taxes and fees
Peregrine's Perch - Cabin Overlooking the River!
Coffee/tea maker, fridge, microwave, oven

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.
$291 nightly
The price is $321
Aug 16 - Aug 17
Total with taxes and fees
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

Best Western Chambersburg

Best Western Chambersburg

10/10 Excellent
"Always aclean room with a pleasant staff!"
Jon 1-night trip
Posted 11 hours ago
Best Western 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.