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, (37)
"Very tidy, very cozy, very relaxing. My family and I very much enjoyed our stay."
The price is HK$772
HK$1,023 total
includes taxes & fees
10 Sept - 11 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, (155)
"Lovely little place to stay! "
The price is HK$772
HK$1,414 total
includes taxes & fees
10 Sept - 11 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, (44)
"Everything about this day was great. Everything was explained as far as remotes and use of technology. It was comfy, cozy and beautiful."
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 HK$2,067
HK$3,465 total
includes taxes & fees
7 Sept - 8 Sept
Mirror Villas - Modern Retreat with private hot tubs and mountain view

Birch Cabin at Hunting Creek Hideaway

9.6 out of 10, Exceptional, (10)
"Cabin was perfect! So cute! We loved it and will definitely stay there again! "
The price is HK$741
HK$1,158 total
includes taxes & fees
24 Sept - 25 Sept
Birch Cabin at Hunting Creek Hideaway

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

9.8 out of 10, Exceptional, (19)
"We had a great time exploring the region from Spleepy Hollow. The hot tub after a long hike is always great!"
The price is HK$1,149
HK$2,059 total
includes taxes & fees
10 Sept - 11 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, (186)
"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

Creekside Cabin at Gettysburg

10.0 out of 10, Exceptional, (178)
"Very nice and peaceful. Wonderful hosts. We will come back."
Creekside Cabin at Gettysburg

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 HK$1,560
HK$2,572 total
includes taxes & fees
11 Sept - 12 Sept
Antietam Creek - Quiet 2 Bedroom Cabin

Apple Blossom Cottage! HT Extra Cost

9.8 out of 10, Exceptional, (316)
"Over all the cottage was a great place for our visit. The hot tub was great ! Everything about the cottage was amazing and perfect for me and my wife. "
Apple Blossom Cottage! HT Extra Cost

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 HK$1,088
HK$2,149 total
includes taxes & fees
16 Sept - 17 Sept
Waterfront Cabin overlooking the Potomac River W/ Hot Tub, firepit, pavilion

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

10.0 out of 10, Exceptional, (17)
"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

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, (23)
"Great place for a group of friends to stay. Plenty to do locally and at the property. "
The price is HK$1,580
HK$2,932 total
includes taxes & fees
7 Sept - 8 Sept
Beautiful rustic/newly renovated Home near Gettysburg, PA

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

Fall is right around the corner! Plan your mountain getaway now!

10.0 out of 10, Exceptional, (305)
"We had a great time.The cabin was very clean and cozy. We loved using the fireplace!"
Fall is right around the corner! Plan your mountain getaway now!

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

9.4 out of 10, Exceptional, (103)
"Very nice old farm house with modern conveniences.. Comfortable and quiet. The antiques brought back memories of me visiting my grandparents back in the day. "
The price is HK$1,240
HK$2,307 total
includes taxes & fees
10 Sept - 11 Sept
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

9.4 out of 10, Exceptional, (227)
"Close to Gettysburg. Wonderful creek running behind cabin with the bubbling of the water was very relaxing . "
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

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 HK$1,055
HK$2,033 total
includes taxes & fees
10 Sept - 11 Sept
Modern w/Fire Pit, Deck, Grill & Hot Tub
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

Search for holiday rentals in Greencastle on Expedia! You can easily find your home rentals, villas, holiday apartments in Greencastle using one of the methods below:

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Look no further and take a look at our great range of rental properties in Greencastle!

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?

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath: This holiday home rental outside of Greencastle is located in the city centre, and has a fireplace, a balcony and a BBQ 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.

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.