Greencastle Holiday Rentals

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Holiday Rentals in Greencastle

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

10.0 out of 10, Exceptional, (38)
"So nice, I stayed twice! Great little hideaway"
The price is NZ$219
includes taxes & fees
22 Sept - 23 Sept
Visiting the area on a work assignment. Check out our multi day discounts.

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

10.0 out of 10, Exceptional, (157)
"Lovely little place to stay! "
The price is NZ$299
includes taxes & fees
25 Sept - 26 Sept
Perched in the Trees, Very Private, Screened in Porch with view

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

10.0 out of 10, Exceptional, (47)
"Couldn't ask for a nicer place to stay peaceful, quiet with a great view. Wildlife is abundant and beautiful everything that you could need or want to relax Bill and Patty were excellent hosts looking forward to visiting again"
Private, light filled retreat space... with your own pickleball court!

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

3.5 star property
The price is NZ$912
includes taxes & fees
24 Sept - 25 Sept
Mirror Villas - Modern Retreat with private hot tubs and mountain view

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

9.4 out of 10, Exceptional, (21)
"We had a great time exploring the region from Spleepy Hollow. The hot tub after a long hike is always great!"
The price is NZ$437
includes taxes & fees
21 Sept - 22 Sept
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Gettysburg Getaway! Battlefields/Wineries/Ski!

9.8 out of 10, Exceptional, (49)
"Very nice property in relaxing location! Greatly enjoyed the proximity to Gettysburg and other area attractions while having a quiet spot to come back to. Perfect size for four adults and two kids."
Gettysburg Getaway! Battlefields/Wineries/Ski!

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

9.8 out of 10, Exceptional, (187)
"Wonderful location near Antietam NP, Shepardstown, and Hagerstown. Small home but plenty of room. My family enjoyed their stay"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Birch Cabin at Hunting Creek Hideaway

9.8 out of 10, Exceptional, (11)
"Cabin was perfect! So cute! We loved it and will definitely stay there again! "
The price is NZ$233
includes taxes & fees
21 Sept - 22 Sept
Birch Cabin at Hunting Creek Hideaway

Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

10.0 out of 10, Exceptional, (14)
"Good place for a nice quite weekend."
The price is NZ$674
includes taxes & fees
30 Sept - 1 Oct
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities

10.0 out of 10, Exceptional, (65)
"Great home with many amenities and beautiful views "
Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities

Apple Blossom Cottage! HT Extra Cost

9.8 out of 10, Exceptional, (317)
"Nice location and a very comfortable stay."
The price is NZ$334
includes taxes & fees
15 Oct - 16 Oct
Apple Blossom Cottage! HT Extra Cost

Creekside Cabin at Gettysburg

10.0 out of 10, Exceptional, (181)
"Cabin had everything we needed. It was a great location to start our bike rides to the battlefield and surrounding countryside. Tami and Greg were very accommodating which made our stay enjoyable. "
Creekside Cabin at Gettysburg

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

9.4 out of 10, Exceptional, (228)
"The cabin was wonderful. We loved our stay and look forward to booking again to continue to explore the area."
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

Cozy cabin among the trees near Historic Gettysburg / Liberty Mountain Resort

9.8 out of 10, Exceptional, (18)
"This is an amazing place to stay its not far away from alot of things but gives you the sense of being in the middle of no where. "
Cozy cabin among the trees near Historic Gettysburg / Liberty Mountain Resort

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (85)
"very private rustic cabin. bordered be Antietam creek (creek access not so easy though). great acoustics! used to look forward to visiting Dan's Tavern in Boonsboro, which is nearby, but it was closed down by some bigots. "
The price is NZ$549
includes taxes & fees
21 Sept - 22 Sept
Antietam Creek - Quiet 2 Bedroom Cabin

Hidden Gem in the woods with hot tub

9.6 out of 10, Exceptional, (82)
"Outstanding property was just what the doctor ordered for a rejuvenating time of R&R. Clean and comfortable, all of the amenities—including the hot tub— made for a lovely stay. "
Hidden Gem in the woods with hot tub

Beautiful rustic/newly renovated Home near Gettysburg, PA

10.0 out of 10, Exceptional, (24)
"Great place for a group of friends to stay. Plenty to do locally and at the property. "
The price is NZ$628
includes taxes & fees
23 Sept - 24 Sept
Beautiful rustic/newly renovated Home near Gettysburg, PA

Modern w/Fire Pit, Deck, Grill & Hot Tub

9.0 out of 10, Wonderful, (11)
"Wonderful scenery, especially from in the hot tub. Nice and secluded, so it was very relaxing. Comfy beds and couches too. Highly recommend!"
The price is NZ$457
includes taxes & fees
23 Sept - 24 Sept
Modern w/Fire Pit, Deck, Grill & Hot Tub

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

9.8 out of 10, Exceptional, (68)
"Loved our stay here! Beautiful view and loved the hot tub!"
The price is NZ$464
includes taxes & fees
30 Sept - 1 Oct
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

9.4 out of 10, Exceptional, (104)
"Great little farm house in a quaint little town "
The price is NZ$489
includes taxes & fees
25 Sept - 26 Sept
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home
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

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 favorite 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 depends 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 NZ$219 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 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?

Gettysburg Getaway! Battlefields/Wineries/Ski!: This holiday home rental outside of Greencastle is located in a rural location, and has a patio, a pool table and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.