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Pen Mar Vacation Rentals

Check prices for these dates

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

Our top choices for Pen Mar vacation rentals

A bathroom with a towel rack, a mirror, a sink, and a potted plant.

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, (9 reviews)
$213 nightly
The price is $226
Nov 9 - Nov 10
Total with taxes and fees
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

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, (20 reviews)
"Great spot close to the wedding venue!!"
United States
Alfred T.
$164 nightly
The price is $181
Oct 25 - Oct 26
Total with taxes and fees
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A lakeside setting with wooden chairs and a picnic table, surrounded by lush greenery and trees.

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 is a beautiful and peaceful property. I enjoyed my stay and will definitely book again. "
United States
Dianne F.
$232 nightly
The price is $256
Oct 26 - Oct 27
Total with taxes and fees
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
A spacious room with large windows, a ceiling fan, and a modern chair.

4. 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.
$569 nightly
The price is $628
Oct 25 - Oct 26
Total with taxes and fees
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
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.
$234 nightly
The price is $258
Oct 27 - Oct 28
Total with taxes and fees
Rancher in Mont Alto
A stone pathway leading to a house with a statue in the foreground.

6. 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.
$2,155 nightly
The price is $2,379
Oct 29 - Oct 30
Total with taxes and fees
Beautiful Mansion in the Country & Wedding Venue
A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

7. 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.
$209 nightly
The price is $210
Oct 25 - Oct 26
Total with taxes and fees
Bin There Treehouse - A Grain Bin treehouse!
A wooden cabin room with a bed, a television on the wall, and a window with a view of a wooden deck.

8. 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.
$227 nightly
The price is $251
Nov 5 - Nov 6
Total with taxes and fees
Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
A rural landscape with a field of crops, a stone wall, and a hill with dense forest in the background.

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, (119 reviews)
"Beautiful, quiet property, and the hosts were great to work with!"
United States
Matthew L.
$136 nightly
The price is $150
Nov 2 - Nov 3
Total with taxes and fees
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
A spacious living area with a high wooden ceiling, a staircase, and a large window providing natural light.

10. 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.
$462 nightly
The price is $466
Oct 25 - Oct 26
Total with taxes and fees
Relax near Gettysburg ski/wineries/fire pit!
Interior

11. 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.
$146 nightly
The price is $161
Oct 26 - Oct 27
Total with taxes and fees
Cozy Apartment Near Gettysburg & Chambersburg
A building with a porch, a flag, and a wooden fence.

12. 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.
$288 nightly
The price is $318
Nov 1 - Nov 2
Total with taxes and fees
Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
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.

13. 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.
$222 nightly
The price is $245
Oct 26 - Oct 27
Total with taxes and fees
Tiny Home with Loft, WI-FI + Free Parking!
A modern kitchen with a central island, built-in appliances, and a dining area with a sofa and chairs.

14. 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.
$321 nightly
The price is $354
Nov 16 - Nov 17
Total with taxes and fees
The General's Hideaway near Gettysburg Battlefields, Wineries, Skiing & Hiking less than a mile from the Cashtown Inn
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

15. 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.
$412 nightly
The price is $437
Oct 25 - Oct 26
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-Site!
A living room with a sofa, a TV mounted on the wall, and a large sliding glass door leading to a garden.

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.
$172 nightly
The price is $191
Oct 25 - Oct 26
Total with taxes and fees
Galloping Getaway on the rolling hills of GemStone Stable
A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

17. 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
$401 nightly
The price is $449
Nov 5 - Nov 6
Total with taxes and fees
Large Family Home: 5 Mi to Dtwn Hagerstown!
A bedroom with a wooden slat headboard, a white bedspread, and two bedside lamps.

18. 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.
$208 nightly
The price is $230
Nov 3 - Nov 4
Total with taxes and fees
The Mane & Co - No. 6
A fenced parking area with a building in the background.

19. 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 traveler
$63 nightly
The price is $71
Nov 11 - Nov 12
Total with taxes and fees
Bright 2-Bed ADA Room|Free Parking
A living room with a sectional sofa, a round coffee table, and a ceiling light.

20. Homestead Haven | Fire Pit, Pickleball & Fun

Homestead Haven | Fire Pit, Pickleball & Fun
Gettysburg
9.0 out of 10, Wonderful, (17 reviews)
"Clean and neat easy to find great location. Peaceful area quite and relaxing. Beds were very comfortable."
United States
Mary Kay
$471 nightly
The price is $520
Oct 26 - Oct 27
Total with taxes and fees
Homestead Haven | Fire Pit, Pickleball & Fun
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

Wyndham Gettysburg Hotel & Conference Center

Wyndham Gettysburg Hotel & Conference Center

10/10 Excellent
"Wonderful hotel. Great breakfast at restaurant."
Barrie 1-night trip
Posted 1 hour ago
Wyndham Gettysburg Hotel & Conference Center

Find out more about Pen Mar

Everything you need to know about Pen Mar vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pen Mar vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Pen Mar vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pen Mar vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pen Mar. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pen Mar in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pen Mar rentals

At Expedia, we put the best Pen Mar vacation 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 Pen Mar 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 Pen Mar vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pen Mar. 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 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.