A highway with multiple lanes, surrounded by dense green trees and a distant view of mountains.

Greencastle Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Greencastle holiday rentals

A lakeside setting with wooden chairs and a picnic table, surrounded by lush greenery and trees.

1. Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Waynesboro
9.8 out of 10, Exceptional, (109 reviews)
"This is a beautiful and peaceful property. I enjoyed my stay and will definitely book again. "
United States
Dianne F.
The price is AU$361
includes taxes & fees
26 Oct - 27 Oct
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
A living room with a sofa, a TV mounted on the wall, and a large sliding glass door leading to a garden.

2. 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, (33 reviews)
"We loved staying here. Beautiful views, great communication with Tammie, and very clean. Definitely will stay again!"
United States
Haley H.
The price is AU$276
includes taxes & fees
25 Oct - 26 Oct
Galloping Getaway on the rolling hills of GemStone Stable
A spacious living room with a brick wall, a flat-screen TV, a large window, and a cozy seating area with a round table and chairs.

3. The Boho Penthouse on Main

The Boho Penthouse on Main
Chambersburg
9.4 out of 10, Exceptional, (22 reviews)
"Great location to walk to restaurant’s! Apartment was clean and reasonably priced."
United States
Mackenzie B.
The price is AU$348
includes taxes & fees
2 Nov - 3 Nov
The Boho Penthouse on Main
A modern bedroom with a large bed, a view of a forest through floor-to-ceiling windows, and a minimalist design.

4. 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
10.0 out of 10, Exceptional, (28 reviews)
"Great place to unwind and relax."
United States
Candace
The price is AU$852
includes taxes & fees
17 Nov - 18 Nov
Mirror Villas - Modern Retreat with private hot tubs and mountain view
A cozy room with a grey sofa, a small bedside table with a lamp, and a window with curtains.

5. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (14 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is AU$393
includes taxes & fees
8 Nov - 9 Nov
Rancher in Mont Alto
A brick building with a wooden door and windows.

6. The Cutest Loft on Main St!

The Cutest Loft on Main St!
Chambersburg
9.8 out of 10, Exceptional, (15 reviews)
"Great stay!"
United States
Kaitlan H.
The price is AU$330
includes taxes & fees
22 Nov - 23 Nov
The Cutest Loft on Main St!
Two Adirondack chairs with a black metal fire pit in between, set on a stone patio with a grassy area and trees in the background.

7. Tiny Home with Loft, WI-FI + Free Parking!

Tiny Home with Loft, WI-FI + Free Parking!
Chambersburg
10.0 out of 10, Exceptional, (5 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.
The price is AU$346
includes taxes & fees
26 Oct - 27 Oct
Tiny Home with Loft, WI-FI + Free Parking!
A modern living room with a sofa, chairs, a coffee table, and a fireplace.

8. The Study on Main Located on the Square!

The Study on Main Located on the Square!
Chambersburg
9.6 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay and the location of the apartment."
United States
Danielle O.
The price is AU$382
includes taxes & fees
26 Oct - 27 Oct
The Study on Main Located on the Square!
A modern kitchen with a stainless steel sink, a hanging pendant light, a towel rack, a window, and a shelf with a plant and a roll of paper towels.

9. 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
The price is AU$298
includes taxes & fees
1 Nov - 2 Nov
The Mane & Co - No. 4
A cozy lounge area with a stone fireplace, comfortable seating, and a ping pong table.

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.
The price is AU$371
includes taxes & fees
25 Oct - 26 Oct
Inns of Whitetail #209
Two beds with red and grey bedding, a wooden floor, and a small bedside table with a lamp.

11. Bright 2-Bed ADA Room|Free Parking

Bright 2-Bed ADA Room|Free Parking
Hagerstown
10.0 out of 10, Exceptional, (3 reviews)
"Bed firm yet cozy providing restful support during our stay of one night."
United States
Anonymous traveller
The price is AU$102
includes taxes & fees
11 Nov - 12 Nov
Bright 2-Bed ADA Room|Free Parking
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

12. 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, (20 reviews)
"Great spot close to the wedding venue!!"
United States
Alfred T.
The price is AU$268
includes taxes & fees
26 Oct - 27 Oct
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A bedroom with a wooden slat headboard, a white bedspread, and two bedside lamps.

13. 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.
The price is AU$331
includes taxes & fees
8 Nov - 9 Nov
The Mane & Co - No. 6
A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

14. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (5 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
The price is AU$323
includes taxes & fees
25 Oct - 26 Oct
Bin There Treehouse - A Grain Bin treehouse!
A spacious living area with a large window, a wooden ceiling, and a dining area with a table and chairs.

15. Peregrine's Perch - Cabin Overlooking the River!

Peregrine's Perch - Cabin Overlooking the River!
Falling Waters
9.6 out of 10, Exceptional, (24 reviews)
"Relaxing, close to all."
United States
Valarie
The price is AU$505
includes taxes & fees
4 Nov - 5 Nov
Peregrine's Perch - Cabin Overlooking the River!
A room with a central island, a ceiling fan, a window with blinds, and a wall-mounted shelf.

16. Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.6 out of 10, Exceptional, (14 reviews)
"Great little place to stay."
United States
Shannon W.
The price is AU$233
includes taxes & fees
23 Oct - 24 Oct
Bring Your Own Boat - Meticulously restored house on the Potomac River
A hot tub with a waterfall feature, surrounded by a wooden deck and lush greenery.

17. Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee

Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
Orrtanna
9.8 out of 10, Exceptional, (348 reviews)
"Everything was perfect, great peaceful stay "
United States
Tony K.
The price is AU$360
includes taxes & fees
5 Nov - 6 Nov
Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
A rustic cabin with a metal roof, surrounded by trees and a stone pathway.

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

Perched in the Trees, Very Private, Screened in Porch with view
Needmore
9.8 out of 10, Exceptional, (196 reviews)
"Cute, quaint and quiet little cabin not too far off the beaten path.I will definitely stay again"
United States
Rebecca B.
The price is AU$249
includes taxes & fees
29 Oct - 30 Oct
Perched in the Trees, Very Private, Screened in Porch with view
A stone pathway leading to a house with a statue in the foreground.

19. Beautiful Mansion in the Country & Wedding Venue

Beautiful Mansion in the Country & Wedding Venue
Waynesboro
9.8 out of 10, Exceptional, (9 reviews)
"The stay and place was awesome and my family and I will definitely be booking again "
United States
Comedy C.
The price is AU$3,307
includes taxes & fees
29 Oct - 30 Oct
Beautiful Mansion in the Country & Wedding Venue
An outdoor seating area with Adirondack chairs and a stone fire pit.

20. The Mane & Co - No. 8

The Mane & Co - No. 8
Chambersburg
8.0 out of 10, Very good, (1 review)
"Tiny bathroom. Cable was not working. Overall good and will use this property again"
United States
Richard M.
The price is AU$357
includes taxes & fees
22 Nov - 23 Nov
The Mane & Co - No. 8
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

Holiday Inn Express & Suites Clear Spring by IHG

Holiday Inn Express & Suites Clear Spring by IHG

8/10 Good
"Room was clean and staff was good. Breakfast was awesome and gym also was good. Good for family stay."
fnu 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Clear Spring by IHG

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 favourite 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 depend 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 AU$217 per night. Entering your travel dates in the search wizard might find you 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?

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!: This holiday home rental outside of Greencastle offers a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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.