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Greencastle Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Greencastle vacation rentals

A living room with a sofa, a TV mounted on the wall, and a large sliding glass door leading to a garden.

1. 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, (30 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 SAR 469
SAR 710 total
includes taxes & fees
4 Oct - 5 Oct
Galloping Getaway on the rolling hills of GemStone Stable
A cozy room with a grey sofa, a small bedside table with a lamp, and a window with curtains.

2. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
10.0 out of 10, Exceptional, (13 reviews)
"Absolutely wonderful place. Very clean and comfortable. Wonderful neighborhood with beautiful scenery."
United States
Brandon P.
The price is SAR 412
SAR 891 total
includes taxes & fees
1 Oct - 2 Oct
Rancher in Mont Alto
A bedroom with a wooden slat headboard, two bedside lamps, a bed with a white comforter and two pink pillows, a beige throw blanket, and a wall-mounted coat rack.

3. 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 SAR 409
SAR 813 total
includes taxes & fees
30 Oct - 31 Oct
The Mane & Co - No. 4
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.

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

Tiny Home with Loft, WI-FI + Free Parking!
Chambersburg
10.0 out of 10, Exceptional, (4 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 SAR 432
SAR 912 total
includes taxes & fees
4 Oct - 5 Oct
Tiny Home with Loft, WI-FI + Free Parking!
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.

5. The Boho Penthouse on Main

The Boho Penthouse on Main
Chambersburg
9.4 out of 10, Exceptional, (22 reviews)
"Amazing property , cute downtown, host easy to contact"
United States
Michelle E.
The price is SAR 409
SAR 883 total
includes taxes & fees
25 Oct - 26 Oct
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.

6. 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, (26 reviews)
"Great place to unwind and relax."
United States
Candace
The price is SAR 1,392
SAR 2,108 total
includes taxes & fees
28 Oct - 29 Oct
Mirror Villas - Modern Retreat with private hot tubs and mountain view
A bedroom with a wooden slat headboard, a white bedspread, and two bedside lamps.

7. 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 SAR 409
SAR 870 total
includes taxes & fees
12 Oct - 13 Oct
The Mane & Co - No. 6
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, (14 reviews)
"We enjoyed our stay and the location of the apartment."
United States
Danielle O.
The price is SAR 484
SAR 978 total
includes taxes & fees
4 Oct - 5 Oct
The Study on Main Located on the Square!
A cozy lounge area with a stone fireplace, comfortable seating, and a ping pong table.

9. 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 SAR 499
SAR 984 total
includes taxes & fees
1 Oct - 2 Oct
Inns of Whitetail #209
A building with a red brick pathway leading to a white metal fence.

10. Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D

Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
Hagerstown
10.0 out of 10, Exceptional, (3 reviews)
"Carrie was very responsive and helpful. The location is as advertised. Would stay again for sure."
United States
Mark P.
The price is SAR 736
SAR 1,158 total
includes taxes & fees
30 Oct - 31 Oct
Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

11. 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, (19 reviews)
"Great spot close to the wedding venue!!"
United States
Alfred T.
The price is SAR 300
SAR 725 total
includes taxes & fees
8 Oct - 9 Oct
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

12. 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 SAR 605
SAR 858 total
includes taxes & fees
18 Oct - 19 Oct
Bin There Treehouse - A Grain Bin treehouse!
A living room with a stone fireplace, a sofa, a chair, and a coffee table.

13. Relaxing Countryside Stay w/ Game Room

Relaxing Countryside Stay w/ Game Room
St Thomas
9.4 out of 10, Exceptional, (17 reviews)
"This was a great place to stay"
United States
Christopher D.
The price is SAR 1,003
SAR 1,854 total
includes taxes & fees
5 Oct - 6 Oct
Relaxing Countryside Stay w/ Game Room
A brick building with a wooden door and windows.

14. The Cutest Loft on Main St!

The Cutest Loft on Main St!
Chambersburg
10.0 out of 10, Exceptional, (14 reviews)
"Great stay!"
United States
Kaitlan H.
The price is SAR 409
SAR 870 total
includes taxes & fees
12 Oct - 13 Oct
The Cutest Loft on Main St!
A wooden exterior with a covered patio area, outdoor seating, and a sign indicating a restaurant.

15. Air Hill Haven- private peaceful apartment

Air Hill Haven- private peaceful apartment
Chambersburg
10.0 out of 10, Exceptional, (23 reviews)
"It was pretty and cozy the snacks were good great weekend getaway 3"
United States
Jessica B.
The price is SAR 451
SAR 580 total
includes taxes & fees
13 Oct - 14 Oct
Air Hill Haven- private peaceful apartment
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.

16. Lily Pad - Tiny Home at Mane & Co. / Free Parking

Lily Pad - Tiny Home at Mane & Co. / Free Parking
Chambersburg
10.0 out of 10, Exceptional, (1 review)
The price is SAR 409
SAR 862 total
includes taxes & fees
4 Oct - 5 Oct
Lily Pad - Tiny Home at Mane & Co. / Free Parking
A stone pathway leading to a house with a statue in the foreground.

17. 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 SAR 4,177
SAR 8,875 total
includes taxes & fees
2 Oct - 3 Oct
Beautiful Mansion in the Country & Wedding Venue
A bathroom with a towel rack, a mirror, a sink, and a potted plant.

18. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
10.0 out of 10, Exceptional, (6 reviews)
The price is SAR 429
SAR 853 total
includes taxes & fees
19 Oct - 20 Oct
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A room with a central island, a ceiling fan, a window with blinds, and a wall-mounted shelf.

19. 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 SAR 282
SAR 605 total
includes taxes & fees
1 Oct - 2 Oct
Bring Your Own Boat - Meticulously restored house on the Potomac River
A playground with swings, a slide, and a fire pit area with chairs.

20. Glamping Clear Spring Maryland 3-Cabin Campground

Glamping Clear Spring Maryland 3-Cabin Campground
Clear Spring
9.8 out of 10, Exceptional, (17 reviews)
"Welcoming and spacious for all invitees and we did not even have a chance to explore all the areas that were surrounding as it was a work related trip but will get out there at some later point for a completely relaxing stay for sure"
United States
Image M.
The price is SAR 1,003
SAR 1,848 total
includes taxes & fees
4 Oct - 5 Oct
Glamping Clear Spring Maryland 3-Cabin Campground
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

Best Western Chambersburg

Best Western Chambersburg

8/10 Good
"Didn’t care for the water at the continental breakfast"
William 1-night trip
Posted 4 hours ago
Best Western Chambersburg

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?

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!: This vacation home rental near Greencastle offers a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 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.