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Pen Mar Vacation Rentals

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Our top choices for Pen Mar vacation rentals

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

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
9.8 out of 10, Exceptional, (10 reviews)
"I cannot say enough about the wonderful time we had staying at Denise & Mike's lovely cottage. They went above and beyond to make sure our family gathering was perfect...and it truly was. Sitting on the front porch sharing coffee in the a.m. and wine in the evening. Board games, chats and laughter until our bellies ached. Our family spent our much needed reunion sharing long overdue times making more wonderful memories. Upon arrival we found the property even more special than we imagined from...
United States
Julianne L.
The price is CA $158
CA $299 total
includes taxes & fees
Nov 9 - Nov 10
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

2. 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, (21 reviews)
"The host is super friendly and responsive. The unit is very clean and worked great for our needs. The location is close to Gettysburg, but allowed us to get out of town a bit, and into the beautiful countryside."
United States
Jeff D.
The price is CA $101
CA $254 total
includes taxes & fees
Nov 8 - Nov 9
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

3. 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, (110 reviews)
"This was our 4th stay and enjoyed every one!"
United States
Anonymous traveller
The price is CA $145
CA $343 total
includes taxes & fees
Nov 8 - Nov 9
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

4. Rancher in Mont Alto

Rancher in Mont Alto
Mont Alto
9.8 out of 10, Exceptional, (17 reviews)
"Great place to stay"
United States
Austin B.
The price is CA $176
CA $346 total
includes taxes & fees
Nov 17 - Nov 18
Rancher in Mont Alto

5. 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, (350 reviews)
"This cottage is perfect. Everything from the private location to the whimsical decor was just what we needed for a great weekend getaway. The host was extremely responsive and let us feed the precious pasture pets carrots! We usually stay in town at the hotels but opted for a more private spot this stay. The cottage is clean, amenities plentiful, hot tub clean and relaxing, it was such a welcoming atmosphere and exactly what we were looking for. Definitely recommend and we will be back in the...
United States
Theresa
Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee

6. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
9.8 out of 10, Exceptional, (6 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
The price is CA $225
CA $305 total
includes taxes & fees
Nov 15 - Nov 16
Bin There Treehouse - A Grain Bin treehouse!

7. Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fairfield
9.8 out of 10, Exceptional, (52 reviews)
"Awesome place."
United States
Holly J.
The price is CA $559
CA $836 total
includes taxes & fees
Nov 8 - Nov 9
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

8. Relax near Gettysburg ski/wineries/fire pit!

Relax near Gettysburg ski/wineries/fire pit!
Orrtanna
10.0 out of 10, Exceptional, (54 reviews)
"Wonderful property, very cozy!"
United States
Lisa G.
The price is CA $349
CA $649 total
includes taxes & fees
Nov 8 - Nov 9
Relax near Gettysburg ski/wineries/fire pit!

9. Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!

Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
Orrtanna
10.0 out of 10, Exceptional, (120 reviews)
"Beautiful, quiet property, and the hosts were great to work with!"
United States
Matthew L.
The price is CA $156
CA $191 total
includes taxes & fees
Nov 16 - Nov 17
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!

10. Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is CA $228
CA $604 total
includes taxes & fees
Nov 13 - Nov 14
Rural & Historic Detour Escape w/ Horses On-site!

11. The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
Orrtanna
9.8 out of 10, Exceptional, (61 reviews)
"Spacious and pool table was nice addition Host was very accessible and accommodating"
United States
Christopher C.
The price is CA $239
CA $472 total
includes taxes & fees
Nov 16 - Nov 17
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn

12. Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (8 reviews)
"Lovely! Our host was gracious and helpful. Property was ideal for our family getaway. i’m"
United States
Mary F.
The price is CA $169
CA $588 total
includes taxes & fees
Nov 13 - Nov 14
Rural & Historic Detour Escape w/ Horses On-Site!

13. Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6

Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
Orrtanna
9.8 out of 10, Exceptional, (18 reviews)
"Just perfect, love this place definitely coming back when I stay in Pennsylvania"
United States
William G.
The price is CA $214
CA $426 total
includes taxes & fees
Nov 8 - Nov 9
Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6

14. Cozy Apartment Near Gettysburg & Chambersburg

Cozy Apartment Near Gettysburg & Chambersburg
Fayetteville
8.0 out of 10, Very good, (1 review)
"The room was very clean, and super close to Caledonia State Park and not far from Gettysburg. It is cozy as described, so on the smaller side, however the price was right and we mainly used the place to sleep and have breakfast only. The host was available when needed and overall we had a great stay."
United States
Taylor M.
The price is CA $108
CA $200 total
includes taxes & fees
Nov 18 - Nov 19
Cozy Apartment Near Gettysburg & Chambersburg

15. 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 CA $161
CA $328 total
includes taxes & fees
Nov 15 - Nov 16
Tiny Home with Loft, WI-FI + Free Parking!

16. 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 CA $175
CA $256 total
includes taxes & fees
Nov 6 - Nov 7
Galloping Getaway on the rolling hills of GemStone Stable

17. 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 CA $138
CA $275 total
includes taxes & fees
Nov 17 - Nov 18
The Mane & Co - No. 4

18. Gray Getaway

Gray Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (12 reviews)
"Lovely accommodations- clean and modern as well as being a great location in downtown Gettysburg. Hope to stay again in the future."
United States
Carol M.
The price is CA $183
CA $471 total
includes taxes & fees
Nov 23 - Nov 24
Gray Getaway

19. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Boonsboro
9.8 out of 10, Exceptional, (19 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is CA $209
CA $446 total
includes taxes & fees
Nov 12 - Nov 13
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

20. Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown!
3.0 star property
Williamsport
10.0 out of 10, Exceptional, (1 review)
"The place was just beautiful "
United States
Derrick
Large Family Home: 5 Mi to Dtwn Hagerstown!
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 Pen Mar Hotel Reviews

Find out more about Pen Mar

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pen Mar. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Pen Mar?

Yes, we give you a choice of vacation rentals near top points of interest in Pen Mar, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental in Pen Mar?

Unique Gettysburg Barn Loft central to Gettysburg and Ski Liberty!: This vacation home rental outside of Pen Mar offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Pen Mar?

Explore the area and family-friendly sights such as Catoctin Wildlife Preserve and Zoo, or get out into nature at a spot like Pen Mar Park. In the larger area, you’ll find South Mountain State Park and Monterey Country Club.

What are vacation rentals like in Pen Mar?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Pen Mar. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a small group gathering.