Greencastle Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Greencastle vacation rentals

Exterior

Chalet in The Woods

Pet-Friendly w Fire Pit, Grill & Resort Access
$332 nightly
The price is $359
Feb 25 - Feb 26
Total with taxes and fees
Pet-Friendly w Fire Pit, Grill & Resort Access
Smart TV, books

Apartment in Chambersburg

Peaceful Country Setting, Without The Long Drive. 5 Min to Hospital
9.8 out of 10, Exceptional, (31 reviews)
"Lovely place to stay!! "
United States
Sarah W.
$93 nightly
The price is $102
Feb 25 - Feb 26
Total with taxes and fees
Peaceful Country Setting, Without The Long Drive. 5 Min to Hospital
Spa

Apartment in Chambersburg

Lovely, Country Apartment, Just Minutes From Town
9.8 out of 10, Exceptional, (14 reviews)
"Very clean and comfortable. All amenities carefully considered and provided, it was almost like being at home."
United States
michael s.
$104 nightly
The price is $114
Feb 28 - Mar 1
Total with taxes and fees
Lovely, Country Apartment, Just Minutes From Town
Interior

Cottage in Hedgesville

Bring Your Own Boat - Meticulously restored house on the Potomac River
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
$145 nightly
The price is $161
Feb 27 - Feb 28
Total with taxes and fees
Bring Your Own Boat - Meticulously restored house on the Potomac River
Outdoor spa tub

Cottage in Orrtanna

Apple Blossom Cottage! HT Extra Cost
9.8 out of 10, Exceptional, (326 reviews)
"Great little place! We had a lovely stay, & were so thankful we could have our dogs. We enjoyed our stay very much! "
United States
Kristina S.
$165 nightly
The price is $182
Feb 25 - Feb 26
Total with taxes and fees
Apple Blossom Cottage! HT Extra Cost
1 bedroom, iron/ironing board, free WiFi, bed sheets

Apartment in Chambersburg

Cute, Homey Place Just Out Of Town With A Country Feel
10.0 out of 10, Exceptional, (35 reviews)
"Our favorite place to stay!"
United States
Melissa H.
$90 nightly
The price is $99
Mar 1 - Mar 2
Total with taxes and fees
Cute, Homey Place Just Out Of Town With A Country Feel
Exterior detail

Apartment in Blue Ridge Summit

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
9.6 out of 10, Exceptional, (14 reviews)
"Great spot close to the wedding venue!!"
United States
Alfred T.
$178 nightly
The price is $196
Feb 25 - Feb 26
Total with taxes and fees
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Property grounds

Cabin in Thurmont

Birch Cabin at Hunting Creek Hideaway
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful location. Just what we were looking for."
United States
tony l.
$144 nightly
The price is $153
Feb 25 - Feb 26
Total with taxes and fees
Birch Cabin at Hunting Creek Hideaway
WiFi

Cabin in Hedgesville

The Saloon, cabin retreat.
$136 nightly
The price is $151
Feb 25 - Feb 26
Total with taxes and fees
The Saloon, cabin retreat.
Interior

Condo in Hagerstown

Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.
$151 nightly
The price is $160
Feb 25 - Feb 26
Total with taxes and fees
Charming & luxurious 1-bedroom condo, Kitchen, Washer, dryer, parking, King Bed.
Property grounds

Chalet in Needmore

Perched in the Trees, Very Private, Screened in Porch with view
10.0 out of 10, Exceptional, (175 reviews)
"What an amazing stay! The Host's were absolutely amazing, they thought of everything to make our stay incredible. Very helpful and friendly. The cabin was clean and absolutely perfect. We look forward to booking here again in the future! Thank you for such a wonderful stay! "
United States
Brian R.
$156 nightly
The price is $173
Feb 26 - Feb 27
Total with taxes and fees
Perched in the Trees, Very Private, Screened in Porch with view
1 bedroom, WiFi, bed sheets

Apartment in Chambersburg

The Mane & Co - No. 4
10.0 out of 10, Exceptional, (2 reviews)
"Loved the property & the management was very helpful!"
United States
Tonya
$184 nightly
The price is $203
Feb 25 - Feb 26
Total with taxes and fees
The Mane & Co - No. 4
Terrace/patio

Apartment in Hedgesville

Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
7.4 out of 10, Good, (3 reviews)
"Nice clean property. It was spacious and comfortable. "
United States
Diane G.
$105 nightly
The price is $116
Mar 23 - Mar 24
Total with taxes and fees
Modern 2-Bedroom and 2-Bed Apartment with Private Access Door Minutes from I-81
1 bedroom, WiFi, bed sheets

Apartment in Chambersburg

The Mane & Co - No. 2
$184 nightly
The price is $203
Feb 25 - Feb 26
Total with taxes and fees
The Mane & Co - No. 2
Property grounds

Cabin in Waynesboro

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
9.8 out of 10, Exceptional, (95 reviews)
"Love it been coming here for a few years now "
United States
Kristina M.
$234 nightly
The price is $258
Mar 1 - Mar 2
Total with taxes and fees
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Property grounds

Cottage in Chambersburg

The Nomad - Tiny Home at Mane + Co. with King Bed
$219 nightly
The price is $242
Feb 25 - Feb 26
Total with taxes and fees
The Nomad - Tiny Home at Mane + Co. with King Bed
Interior

Apartment in Chambersburg

The Boho Penthouse on Main
9.4 out of 10, Exceptional, (18 reviews)
"Great apartment, awesome location, very responsive host."
United States
William
$212 nightly
The price is $234
Feb 25 - Feb 26
Total with taxes and fees
The Boho Penthouse on Main
Interior

Cabin in Keedysville

Antietam Look Out - Incredible Sunset Views!
9.8 out of 10, Exceptional, (34 reviews)
"The cabin was very easy to get to, and yet it felt like you were in the middle of nowhere. The view was excellent. The accommodations were top-notch. I recommend this place to anyone."
United States
Greg R.
$317 nightly
The price is $353
Feb 25 - Feb 26
Total with taxes and fees
Antietam Look Out - Incredible Sunset Views!
Terrace/patio

Apartment in Chambersburg

Air Hill Haven- Quiet peaceful secluded apartment
10.0 out of 10, Exceptional, (7 reviews)
"Cozy, clean, well stocked and comfortable!"
United States
Kelly F.
$119 nightly
The price is $131
Feb 25 - Feb 26
Total with taxes and fees
Air Hill Haven- Quiet peaceful secluded apartment
TV

Cabin in The Woods

Enjoy Mountain Views, Fire Pit, Grill, Deck & WiFi
$292 nightly
The price is $314
Feb 25 - Feb 26
Total with taxes and fees
Enjoy Mountain Views, Fire Pit, Grill, Deck & WiFi
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.
View all properties

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greencastle Hotel Reviews

Hampton Inn Hagerstown

Hampton Inn Hagerstown

10/10 Excellent
"The room was very clean. The hotel is convenient to several restaurants. Check in was efficient. Staff was very friendly. "
Karen 1-night trip
Posted 2 days ago
Hampton Inn Hagerstown

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 $173 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?

Beautiful, Spacious Historic Victorian Near Ski Liberty: This vacation home rental near Greencastle is located in the mountains and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

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.