Pen Mar Vacation Rentals from CA $193: Short-Term Rentals for 2026

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Our top choices for Pen Mar vacation rentals

A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

1. Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Blue Ridge Summit

Alfred T.

CA $241 total

includes taxes & fees

Nov 9 - Nov 10

A living room with a stone wall, a wooden staircase, a dark-colored sofa with cushions, and a small shelf with model buildings.

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

Highfield-Cascade

"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...

Julianne L.

CA $340 total

includes taxes & fees

Nov 9 - Nov 10

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.

Waynesboro

Anonymous traveller

CA $303 total

includes taxes & fees

Nov 10 - Nov 11

A cozy room with a grey sofa, a small bedside table with a lamp, and a window with curtains.

4. Rancher in Mont Alto

Mont Alto

Austin B.

CA $350 total

includes taxes & fees

Nov 9 - Nov 10

A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

5. Bin There Treehouse - A Grain Bin treehouse!

Washington County

Abby G.

CA $308 total

includes taxes & fees

Nov 10 - Nov 11

A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

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

Detour

Mary F.

CA $595 total

includes taxes & fees

Nov 13 - Nov 14

7. Cozy Apartment Near Gettysburg & Chambersburg

Fayetteville

Taylor M.

CA $201 total

includes taxes & fees

Nov 17 - Nov 18

A hanging chair on a porch with a view of a green landscape and a tree.

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

Orrtanna

Matthew L.

CA $193 total

includes taxes & fees

Nov 9 - Nov 10

A hallway with a black mat leading to a kitchenette area, a refrigerator, and a television on a wooden shelf.

9. Bright 2-Bed ADA Room|Free Parking

Hagerstown

Anonymous traveller

CA $100 total

includes taxes & fees

Dec 1 - Dec 2

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.

10. The Mane & Co - No. 4

Chambersburg

Tonya

CA $277 total

includes taxes & fees

Nov 9 - Nov 10

A stone house with a porch, a front door, and a small front yard.

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

Keymar

CA $611 total

includes taxes & fees

Nov 13 - Nov 14

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.

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

Chambersburg

Beth W.

CA $328 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with white tiles, a black coffee maker, and wooden shelves.

13. The Mane & Co - No. 3

Chambersburg

Anita P.

CA $277 total

includes taxes & fees

Nov 11 - Nov 12

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

14. Galloping Getaway on the rolling hills of GemStone Stable

Hagerstown

Haley H.

CA $250 total

includes taxes & fees

Nov 9 - Nov 10

A building with a porch, a flag, and a wooden fence.

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

Orrtanna

William G.

CA $430 total

includes taxes & fees

Nov 15 - Nov 16

A porch with white rocking chairs and a potted plant.

16. Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill

Gettysburg Historic District

Ken L.

CA $571 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with a central island, built-in appliances, and a dining area with a sofa and chairs.

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

Orrtanna

Christopher C.

CA $477 total

includes taxes & fees

Nov 16 - Nov 17

A wooden cabin with a patio area, outdoor seating, and a fire pit.

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

Boonsboro

A D.

CA $451 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

19. Gray Getaway

Gettysburg Historic District

Carol M.

CA $476 total

includes taxes & fees

Nov 16 - Nov 17

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.

20. The Boho Penthouse on Main

Chambersburg

Mackenzie B.

CA $315 total

includes taxes & fees

Nov 22 - Nov 23

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Top Pen Mar Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

8/10 Good

"Very friendly staff at the front desk."

Comfort Suites Near Gettysburg Battlefield Visitor Center

10/10 Excellent

"Spacious and clean. The staff was helpful, the parking conveniently close, and the breakfast included hot and cold items. It was a short drive into Gettysburg to find restaurants for dinner. Best of all, it was very close to the Gettysburg Museum."

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, 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 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pen Mar vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pen Mar vacation rentals we have selected for you start as low as CA $193 per night. Entering your travel dates in the search wizard 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.

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Check prices for these dates

Our top choices for Pen Mar vacation rentals

1. Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

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

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

4. Rancher in Mont Alto

5. Bin There Treehouse - A Grain Bin treehouse!

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

7. Cozy Apartment Near Gettysburg & Chambersburg

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

9. Bright 2-Bed ADA Room|Free Parking

10. The Mane & Co - No. 4

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

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

13. The Mane & Co - No. 3

14. Galloping Getaway on the rolling hills of GemStone Stable

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

16. Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill

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

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

19. Gray Getaway

20. The Boho Penthouse on Main

Find vacation rentals that suit your style

Top Pen Mar Hotel Reviews

Country Inn & Suites by Radisson, Hagerstown, MD

Comfort Suites Near Gettysburg Battlefield Visitor Center

Fairfield Inn & Suites by Marriott Hagerstown

Courtyard Marriott Gettysburg

Country Inn & Suites by Radisson, Chambersburg, PA

Find out more about Pen Mar

Frequently asked questions

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