Greencastle Vacation Rentals from CA $117: Short-Term Rentals for 2025

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Vacation Rentals in Greencastle

Cozy living space with a central seating area, dining table, and fully equipped kitchen.

"Cool hollow hideaway was a nice clean quiet property we felt very comfortable in. We would stay again! "

CA $179 total

includes taxes & fees

Jul 18 - Jul 19

Step into this cozy cabin, featuring a porch with comfortable seating and a glass door leading to the interior, where a deer antler and woven wall hanging add a touch of rustic charm.

"We loved staying here with our pup! The privacy was just what we needed living in the Maryland state capital right outside our nations capital. The quiet and seclusion gave us time to think and our dog a place to be a dog. We hope to come back to the good vibes soon..."

CA $226 total

includes taxes & fees

Jul 24 - Jul 25

Enjoy cooking in this well-equipped kitchen with a central island, refrigerator, microwave, and stove.

"Loved our stay here! Beautiful view and loved the hot tub!"

CA $404 total

includes taxes & fees

Jul 21 - Jul 22

Enjoy al fresco dining on this cabin's covered deck, equipped with a grill, dining table, and refrigerator.

"Tiny house, just adorable! Clean and bright. Wrap around porch & hot tub were wonderful. We will definitely look ti book again!"

CA $343 total

includes taxes & fees

Jul 23 - Jul 24

Enjoy a panoramic view of the lush landscape from the large, arched window in this spacious room.

"Beautiful vacation home situated on a picturesque landscape. Peaceful and quiet, it's everything you would hope for as a get-away. The owners are so very kind and helpful with anything you may need. Would definitely stay here again, and give my highest recommendation to other fellow travelers."

Cozy living area with a long table, sofa, and TV, plus a kitchen with modern appliances and cabinetry.

"We had a great time in West Virginia and the Chalet. The properry was well maintained and the host was very proactive with checking in to see if we arrived and got inside without incident, and to see if we needed anythjng. "

CA $369 total

includes taxes & fees

Jul 30 - Jul 31

Relax on the covered porch with a bench and two chairs, surrounded by the serene beauty of the autumn trees.

"I had a great time at this beautiful historic house. The hosts are so great and helpful! This house is a historic home with so much interesting architecture. The home is in a beautiful location as well! Loved it!"

Enjoy serene views of the water from a designated viewing area surrounded by lush greenery.

"Nice cabin. Great host. Would stay there again. Thanks Tami. "

Step onto the charming front porch, where a warm welcome awaits.

"Exceeded expectations, highly recommend!"

Sit by the fire pit in a cozy semi-circle of chairs, surrounded by a wooded forest.

"Beautiful location and great little cabin "

Relax in a serene gazebo setting with a hot tub and control panel.

"Was quite and peaceful had everything you needed not far from town "

Cozy cabin with herringbone wood paneling, front door, windows, and a small porch.

"Good stay over all - everything you could ever need and great views from the bedroom!"

Relax in a cozy room with a four-poster bed, sloped ceiling, and large window with blinds.

"We had the best time staying at the carriage house. The accommodations were top notch and the host thought of everything that you could need, plus a couple extras!!!! Host was easy to contact with any questions, and there was sooo much to do!!!!!"

Access the serene outdoor deck through these doors, offering a tranquil view of the surrounding landscape.

"The lake house property was clean, comfortable and was an excellent location. We enjoyed the proximity to Gettysburg, Harper’s Ferry, Cacapon State Park and the C and O Towpath bike trail and museum."

Escape to a serene forest retreat in this cozy cabin, surrounded by lush greenery and a natural stone pathway.

"Cabin was perfect! So cute! We loved it and will definitely stay there again! "

CA $219 total

includes taxes & fees

Jul 21 - Jul 22

Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

"We had a great time exploring the region from Spleepy Hollow. The hot tub after a long hike is always great!"

CA $339 total

includes taxes & fees

Jul 20 - Jul 21

Fully equipped kitchen with a stove, microwave, sink, refrigerator, coffee maker, and toaster.

"We've stayed here multiple times and always have a great time. Very close to Liberty for skiing. Always good communication with the owner and the cabin is cozy and well-stocked. Highly recommend!"

Escape to a serene forest retreat with a cozy cabin featuring a fireplace and seating area.

CA $613 total

includes taxes & fees

Jul 21 - Jul 22

Cozy cabin with a front porch and two windows, nestled among trees in a forested area.

"We loved the outdoor activities and exploring the property with our dog. The cabin feels so cozy. It’s the perfect place to unwind and relax. We will definitely be back! "

3 bedrooms, iron/ironing board, free WiFi, bed sheets

"Stayed here on a recent visit to Gettysburg, traveling with our 10 year old granddaughter and our dog. There were so many nice touches and amenities, and the beds were very comfortable. Communicating with the owner was easy, and the owner went out of their way to be helpful and accomodating. We were pleasantly surprised at how well-stocked the kitchen was, and impressed with the collection of games and pet items. Great stay!"

CA $502 total

includes taxes & fees

Aug 10 - Aug 11

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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, 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 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greencastle vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greencastle vacation rentals we have selected for you start as low as CA $117 per night. Entering your travel dates in the search wizard 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.

Recent reviews of Greencastle properties

Country Inn & Suites by Radisson, Hagerstown, MD

5/5 Excellent

"After a long drive from New England, nice to find a clean, comfortable, stay easily accessed without driving into a city."

A verified traveller stayed at Country Inn & Suites by Radisson, Hagerstown, MD

Posted 2 days ago

5/5 Excellent

" Looking for a quiet place to stay away from the city noise? You have a diner across the street and tons of great outdoors activities nearby. Service was awesome and room had all the amenities I needed for a few days to myself. You pay a competitive price for your visit for what you get."

A verified traveller stayed at Potomac River Motel

Posted 3 days ago

5/5 Excellent

"We had a wonderful week at the Liberty Mountain Resort. Staff were all so friendly and accommodating from the get-go. Room was clean and had a nice balcony to sit with our morning coffee facing the mountain. We enjoyed walking the property in the evenings and strolling around the pond and courtyard area. Parking was available right in front of our building for ease going in and out as we left for day activities. The food at Eagle and Owl on the property was excellent. We hit one small snag during our stay where the TV connection wasn’t working for a couple nights, but the staff went above and beyond to come out immediately and take a look- when they realized it was an issue with Comcast and not just our room, they called right away to get someone out, and gave us free breakfast vouchers just for the inconvenience- Honestly could not have handled it better. We were also very happy with the pool- it was quiet, relaxing, and had a great seating area for just lounging or laying out which was also right next to the mountain for nice views. "

A verified traveller stayed at Liberty Mountain Resort

Posted 5 days ago

5/5 Excellent

"Wonderful peaceful retreat! We enjoyed a well-crafted libation & delicious evening meal at GloryRidge Tavern. Accommodations are spacious, comfortable and well-appointed. Sleeping arrangements & bath are similar to a high-end hotel. We spent some quiet-time relaxing on the deck. The only thing 'missing' was an outdoor fire pit. We will return again soon for another visit to history."

A verified traveller stayed at The Lodges at Gettysburg

Posted 9 days ago

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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?

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath: This vacation home rental near Greencastle is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Greencastle?

Expedia has 7 vacation rentals for your stay in Greencastle.

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.

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Greencastle Vacation Rentals

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Vacation Rentals in Greencastle

Visiting the area on a work assignment. Check out our multi day discounts.

Visiting the area on a work assignment. Check out our multi day discounts.

Perched in the Trees, Very Private, Screened in Porch with view

Perched in the Trees, Very Private, Screened in Porch with view

Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

Modern Cabin w Hot Tub, Wifi & Huge Deck!

Modern Cabin w Hot Tub, Wifi & Huge Deck!

Private, light filled retreat space... with your own pickleball court!

Private, light filled retreat space... with your own pickleball court!

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Creekside Cabin at Gettysburg

Creekside Cabin at Gettysburg

Hollow Hideaway is perfect for your holiday stay!

Hollow Hideaway is perfect for your holiday stay!

Hidden Gem in the woods with hot tub

Hidden Gem in the woods with hot tub

Apple Blossom Cottage! HT Extra Cost

Apple Blossom Cottage! HT Extra Cost

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

Couples Cabin - 5 Mi to DT Berkeley Springs!

Couples Cabin - 5 Mi to DT Berkeley Springs!

Lake House w/ Pool and King Bed, Fishing - Dogs OK

Lake House w/ Pool and King Bed, Fishing - Dogs OK

Birch Cabin at Hunting Creek Hideaway

Birch Cabin at Hunting Creek Hideaway

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

3-bedroom cabin in a wooded setting just 17 minutes from Gettysburg

3-bedroom cabin in a wooded setting just 17 minutes from Gettysburg

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

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

Whiskey Acres - Modern Cabin w/ HotTub, Firepit, CornHole + Axe Throwing Areas

Whiskey Acres - Modern Cabin w/ HotTub, Firepit, CornHole + Axe Throwing Areas

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

Find out more about Greencastle

Find out more about Greencastle

Recent reviews of Greencastle properties

Recent reviews of Greencastle properties

Country Inn & Suites by Radisson, Hagerstown, MD

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Frequently asked questions