Pen Mar Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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.

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.
$164 nightly
The price is $182
Nov 8 - Nov 9
Total with taxes and fees
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A bathroom with a towel rack, a mirror, a sink, and a potted plant.

2. 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.
$204 nightly
The price is $216
Nov 9 - Nov 10
Total with taxes and fees
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
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 was our 4th stay and enjoyed every one!"
United States
Anonymous traveler
$194 nightly
The price is $215
Nov 10 - Nov 11
Total with taxes and fees
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
A cozy room with a grey sofa, a small bedside table with a lamp, and a window with curtains.

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.
$222 nightly
The price is $246
Nov 9 - Nov 10
Total with taxes and fees
Rancher in Mont Alto
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!

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.
$217 nightly
The price is $218
Nov 10 - Nov 11
Total with taxes and fees
Bin There Treehouse - A Grain Bin treehouse!
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!

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.
$395 nightly
The price is $419
Nov 13 - Nov 14
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-Site!
Interior

7. 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.
$129 nightly
The price is $143
Nov 9 - Nov 10
Total with taxes and fees
Cozy Apartment Near Gettysburg & Chambersburg
A rural landscape with a field of crops, a stone wall, and a hill with dense forest in the background.

8. 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.
$124 nightly
The price is $137
Nov 9 - Nov 10
Total with taxes and fees
Cozy and Clean Farmhouse in Mountains near Gettysburg. No extra cleaning fees!
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

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
$64 nightly
The price is $71
Dec 1 - Dec 2
Total with taxes and fees
Bright 2-Bed ADA Room|Free Parking
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.

10. 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
$177 nightly
The price is $196
Nov 8 - Nov 9
Total with taxes and fees
The Mane & Co - No. 4
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

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

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
$408 nightly
The price is $432
Nov 13 - Nov 14
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-site!
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!

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.
$210 nightly
The price is $232
Nov 11 - Nov 12
Total with taxes and fees
Tiny Home with Loft, WI-FI + Free Parking!
A modern kitchen with white tiles, a black coffee maker, and wooden shelves.

13. The Mane & Co - No. 3

The Mane & Co - No. 3
Chambersburg
10.0 out of 10, Exceptional, (1 review)
"This property worked out extremely well for me and my elderly dog. We could easily walk outside and find plenty of grass and a spectacular neighborhood to do our walk and business. Well equipped with a grand interior and exterior. We both felt comfortable and safe. "
United States
Anita P.
$177 nightly
The price is $196
Nov 11 - Nov 12
Total with taxes and fees
The Mane & Co - No. 3
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

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.
$164 nightly
The price is $183
Nov 8 - Nov 9
Total with taxes and fees
Galloping Getaway on the rolling hills of GemStone Stable
A building with a porch, a flag, and a wooden fence.

15. 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.
$275 nightly
The price is $305
Nov 8 - Nov 9
Total with taxes and fees
Rested Rooster Maisonette! Near Gettysburg and Cashtown Inn Sleeps 6
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

Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill
Gettysburg Historic District
10.0 out of 10, Exceptional, (79 reviews)
"Tidy, comfortable and historical rental property with easy walking distance to shops and restaurants."
United States
Ken L.
$366 nightly
The price is $404
Nov 9 - Nov 10
Total with taxes and fees
Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill
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

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.
$305 nightly
The price is $337
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 wooden cabin with a patio area, outdoor seating, and a fire pit.

18. 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.
$294 nightly
The price is $303
Nov 8 - Nov 9
Total with taxes and fees
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

19. 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.
$334 nightly
The price is $369
Dec 1 - Dec 2
Total with taxes and fees
Gray Getaway
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

The Boho Penthouse on Main
Chambersburg
9.4 out of 10, Exceptional, (22 reviews)
"Great location to walk to restaurant’s! Apartment was clean and reasonably priced."
United States
Mackenzie B.
$201 nightly
The price is $223
Nov 22 - Nov 23
Total with taxes and fees
The Boho Penthouse on Main
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

An indoor swimming pool with clear water, surrounded by lounge chairs and a sunset view through a large window.
Hampton Inn Hagerstown-I-81

Hampton Inn Hagerstown-I-81

Hampton Inn Hagerstown-I-81
Hagerstown

10/10 Excellent

This hotel was very clean. I reviewed a lot of hotels in the area. It took me awhile to find one with good reviews. I was very happy with this hotel. They had a good breakfast as well. Friendly staff.
United States
Anonymous traveler
Reviewed July 16, 2021
Hampton Inn Hagerstown-I-81

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 $71 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.