Holiday Rentals in Greencastle

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Holiday Rentals in Greencastle

The SKI SLOPES are open and we are only minutes away. Book your stay now!!!

10.0 out of 10, Exceptional, (20)
"Great cabin. Close to slopes. Enjoyed it. "
The price is €129
includes taxes & fees
17 Feb - 18 Feb
The SKI SLOPES are open and we are only minutes away. Book your stay now!!!

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

10.0 out of 10, Exceptional, (133)
"Cozy location with great views. All processes went smoothly.Turing the car around at the end of the long driveway was a little tough but not terrible - might be harder with a large car or truck."
The price is €171
includes taxes & fees
20 Feb - 21 Feb
Perched in the Trees, Very Private, Screened in Porch with view

Waterfront Cabin overlooking the Potomac River W/ Hot Tub

9.8 out of 10, Exceptional, (51)
"We really enjoyed our stay at this property, where we nestled down for winter cooking, movies, and excellent snowy hot tub time watching the frozen Potomac. Its close enough for an excursion to Berkeley Springs, and we liked the bed! I often find rental mattresses to be too hard and this one was just right."
The price is €287
includes taxes & fees
18 Feb - 19 Feb
Waterfront Cabin overlooking the Potomac River W/ Hot Tub

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

9.4 out of 10, Exceptional, (208)
"Good stay over all - everything you could ever need and great views from the bedroom!"
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

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

10.0 out of 10, Exceptional, (23)
"We had a wonderful stay at this beautiful property and I can't say enough good things about it! I can't wait to come back! The owners were above and beyond fantastic! The attention to detail and cleanliness were perhaps the best I've experienced Many tha"
Private, light filled retreat space... with your own pickleball court!

Hidden Gem in the woods with hot tub

9.6 out of 10, Exceptional, (72)
"Beautiful location and great little cabin "
Hidden Gem in the woods with hot tub

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

10.0 out of 10, Exceptional, (48)
"Our stay was perfect! The property offered everything we expected and more. Communication with the owners was very clear and concise. Property was clean and in great condition. We loved that it was decorated for Christmas! That made our family post Christmas getaway that much more special. "
Luxurious Mountaintop Chalet / Cabin in 'The Woods Golf Resort':Access Amenities

Homey 'Ridgetop Retreat' - Walk to Hiking & Biking

10.0 out of 10, Exceptional, (14)
"We stayed here with two adults and three kids. Easy proximity to Whitetail. The place is exactly as advertised and host was responsive and helpful"
Homey 'Ridgetop Retreat' - Walk to Hiking & Biking

MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS

10.0 out of 10, Exceptional, (13)
"Beautiful cozy cabin. It was clean and quiet. Took an awesome hike to the devil's nose, explored Berkeley springs all within a short distance of the cabin. Property owner was super helpful."
The price is €337
includes taxes & fees
27 Feb - 28 Feb
MID-CENTURY MODERN A-FRAME - HOT TUB/FIREPIT IN WOODS

Gettysburg Getaway! Battlefields/Wineries/Ski!

10.0 out of 10, Exceptional, (32)
"Rented this house for a family ski trip for family - 2 adults and three teenagers for three nights. House was as advertised and had everything we needed - and nice little touches. 15 minute drive from Liberty Ski Resort. Property owner communicated in a timely and thorough manner and was accommodating to questions. Would rent again "
Gettysburg Getaway! Battlefields/Wineries/Ski!

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

9.8 out of 10, Exceptional, (74)
"We stayed at the Antietam Toll House on the coldest night in 10 years. Outside temps were 3 degrees Fahrenheit with wind chills less than zero. The cabin provided a cozy respite to a frigid night. It is a charming home in a lovely location next to a stream. Michelle was responsive to our requests. Lots of little details of design that enhanced the stay. We look forward to coming back in summer. "
The price is €228
includes taxes & fees
17 Feb - 18 Feb
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Apple Blossom Cottage! HT Extra Cost

10.0 out of 10, Exceptional, (291)
"A cozy place that is very clean. The host communicates extremely well and was helpful! I would definitely stay here again!"
Apple Blossom Cottage! HT Extra Cost

*In The Heart Of Antietam*

9.6 out of 10, Exceptional, (82)
"House is clean, pleasant with comfortable beds, a serviceable kitchen and nice common space. My husband and 2 adult children were visiting family who live in sharpsburg and their house was pretty full with other visitors. This was a perfect place for us. Highly recommend. "
*In The Heart Of Antietam*

Creekside Cabin at Gettysburg

10.0 out of 10, Exceptional, (151)
"Charming cabin for a winter stay--but I bet it would be great in warm weather too when you can play in the creek! Lots of space to spread out. Our 11 year old was charmed to stay in a "real log cabin" and it was also his first experience with old fashioned radiators! Got pizza at Clementina's just a few minutes away & enjoyed it."
Creekside Cabin at Gettysburg

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking

9.8 out of 10, Exceptional, (47)
"This was just as described! The location was perfect for Gettysburg and Maryland. We were able to go exploring and make a short trip back to relax."
The price is €327
includes taxes & fees
23 Feb - 24 Feb
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing, & Hiking

Misty Mountain Lodge Pickleball Liberty Ski

10.0 out of 10, Exceptional, (16)
"Great location, we lucked out and had a snow-filled weekend. Perfect secluded spot to take it all in!"
The price is €987
includes taxes & fees
17 Feb - 18 Feb
Misty Mountain Lodge Pickleball Liberty Ski

Historic Boonsboro Vacation Rental w/ Grill

9.4 out of 10, Exceptional, (13)
"This place was perfect for us. Secluded and quiet area, great history, and great amenities. It’s definitely a historic cabin and may not be suitable for everyone, especially those who are taller than around 5’9”, or those with physical handicaps. For us it was perfect. The managers were great and communicated with us any time we asked questions. Highly recommend. "
Historic Boonsboro Vacation Rental w/ Grill

Snow is HERE! Only five minutes from Liberty Ski Resort.. Come stay with us!

10.0 out of 10, Exceptional, (291)
"Love this house!"
Snow is HERE! Only five minutes from Liberty Ski Resort.. Come stay with us!

Cozy Ski Chalet at Whitetail Resort ....right next to the slopes!

9.6 out of 10, Exceptional, (5)
"Took the 3 kids skiing for a couple days and stayed for one night. Really enjoyed our stay--incredibly convenient to Whitetail and warm/cozy inside. It was cold out but plenty of heat sources. Beds were very comfortable and everyone slept great. Would stay again!"
Cozy Ski Chalet at Whitetail Resort ....right next to the slopes!

4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acres retreat, next to Park

10.0 out of 10, Exceptional, (29)
"The house is gorgeous. You walk through the front doors and immediately see the beautiful heated indoor pool. Our family had a blast in the pool and watching movies in the theater room. The host immediately responded to any questions that we had."
4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acres retreat, next to Park
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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Other types of properties in Greencastle you may be interested in

Holiday Inn Express Greencastle by IHG

2.5 star property
8.6 out of 10, Excellent, (500)
"It’s very new and clean. "
The price is €104
includes taxes & fees
21 Feb - 22 Feb
Holiday Inn Express Greencastle by IHG

Super 8 by Wyndham Greencastle

2.0 star property
8.0 out of 10, Very good, (441)
"The lady working the front desk is such a sweetheart. Every time I come here, she is so sweet and helpful. "
The price is €78
includes taxes & fees
17 Feb - 18 Feb
Super 8 by Wyndham Greencastle

The SKI SLOPES are open and we are only minutes away. Book your stay now!!!

10.0 out of 10, Exceptional, (20)
"Great cabin. Close to slopes. Enjoyed it. "
The price is €129
includes taxes & fees
17 Feb - 18 Feb
The SKI SLOPES are open and we are only minutes away. Book your stay now!!!
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.

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?

Lake Front 5 Bedroom Estate Home-A Mile from Liberty Mt Ski & Golf Resort: This holiday home rental outside of Greencastle is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Greencastle?

Expedia has 7 holiday 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 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.