Vacation rentals in Pen Mar Park

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Top-rated vacation rentals in Pen Mar Park

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Guest favorite

Cabin in Myersville

4.97 out of 5 average rating, 254 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Amazing place to unwind, de-stress & get away. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting.

Dec 15 – 22

R2,178 ZAR per night

Superhost

Home in Waynesboro

4.81 out of 5 average rating, 174 reviews

Adventure with the Family - Pets Welcome

The cozy house for the whole family, furry friends included. Quietly located in the town of Waynesboro, a short walk to downtown and excellent Sushi - Sapporo. Eat in or explore Waynesboro's charm. 1.5 hours from Baltimore or Washington DC. 23 miles from Historic Gettysburg. 13 miles from Ski Liberty and 23 miles from Whitetail Ski resorts. Covered carport parking. Perfect for the family vacation or ski trip. Stocked with toys and games. Full line of baby amenities available upon request.

Oct 8 – 15

R2,663 ZAR per night

Guest favorite

Home in Fairfield

4.97 out of 5 average rating, 117 reviews

The Stone House on the Green

Come and enjoy a relaxed getaway at our circa 1850 Stone House that is nestled in beautiful Carroll Valley, at the base of Ski Liberty Mountain Resort, and on the 3rd hole of Carroll Valley Golf Course. In addition, our home is across the street from a park with playgrounds, a fishing pond, Tom's Creek, the library, and a walking path. Only minutes to the historic downtown Gettysburg and battlefields, and close to local restaurants, this spot is the perfect place to see, do, rest and relax.

Jun 19 – 26

R2,829 ZAR per night

Guest favorite

Guest suite in Orrtanna

4.98 out of 5 average rating, 129 reviews

Cold Spring Hill

Cold Spring Hill is a studio apartment located in the back of our detached garage. This is a rural setting just minutes away from Michaux State Forest. We are approximately 10 miles from the center of Gettysburg and 8 miles from Liberty Mountain Resort. Whether you are visiting the battlefield, Ski Liberty or hiking the trails, this space offers a relaxing feel after a busy day. Sit back and enjoy the views of wildlife out the windows that over look an apple orchard. We do not allow pets.

May 2 – 9

R2,666 ZAR per night

Guest favorite

Guesthouse in Myersville

4.93 out of 5 average rating, 190 reviews

Spruce Run Cottage, Farm stay on Catoctin Mountain

The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

Jun 30 – Jul 7

R1,932 ZAR per night

Guest favorite

Home in Myersville

4.97 out of 5 average rating, 147 reviews

The Crooked Cottage: a Cozy, Curated Escape

You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Aug 3 – 10

R3,218 ZAR per night

Guest favorite

Guest suite in Fairfield

4.89 out of 5 average rating, 131 reviews

Gettysburg-Ski-Golf-ATHikes - RoseSniffers Loft

Calling all RoseSniffers!! Stop and smell the roses in this newly constructed, stylish studio with private entrance. Although you will wake up to a bird's eye view of mountains, farms, and a golfcourse, you will be minutes away from four-season adventures: Skiing, Antiquing, Vineyards, History, Gettysburg Military Park, 5-Star Golfing, Performing Arts, and Dining are all minutes away! We've thought of all your comforts of home and designed this place with your peace in mind!

Oct 19 – 26

R1,593 ZAR per night

Guest favorite

Guest suite in Hagerstown

4.99 out of 5 average rating, 399 reviews

Oak Hill Private Suite Historic North End

A recently renovated private suite in historic home only 1.5 miles from town center. Welcoming ‘walking’ neighborhood of architecturally diverse homes inspired by the Garden City Movement of early 20th C. Near both Interstate 81 and 70, Museum of Fine Arts, Whitetail Ski Resort, Antietam, Gettysburg, Frederick, C&O bike trail, wineries and outlets. Guests have enjoyed stays for tourism, conferences, trainings, the MD Int’l Film Festival, JFK 50, family visits and artist retreats.

Nov 18 – 25

R1,571 ZAR per night

Guest favorite

Guesthouse in Smithsburg

4.97 out of 5 average rating, 643 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota guesthouse is the perfect get away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Aug 20 – 27

R1,812 ZAR per night

Guest favorite

Place to stay in Shippensburg

5.0 out of 5 average rating, 263 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature ‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Fire Pit, BBQ, Dining, Lawn) *High-Speed Wi-Fi *Free Parking

Sep 10 – 17

R4,429 ZAR per night

Guest favorite

Home in Blue Ridge Summit

5.0 out of 5 average rating, 451 reviews

Colonial Era Spring House

A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

Sep 29 – Oct 6

R2,951 ZAR per night

Guest favorite

Condo in Chambersburg

4.98 out of 5 average rating, 223 reviews

One-bedroom apartment with separate entrance.

Adorable one-bedroom apartment with separate entrance. Located 10 minutes from downtown Chambersburg. Whether its historical sight-seeing, culturally diverse restaurants, or local craft beer, there is plenty to see and do in this area. Built in 2021, this apartment is on the lower level of our custom built home. It also has a fully equipped gym. Pet friendly, No smoking, No parties.

Aug 23 – 30

R1,673 ZAR per night