Pet-friendly holiday rentals in Hagerstown

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.

Harmony Lodge nestled in wooded tranquility!

Tranquil lodge nestled on 3 wooded acres in Myersville, MD. Relax by the heated pool, enjoy the warmth of the fire pit, or walk the grounds and enjoy Mother nature. Minutes away from downtown Frederick and Middletown restaurants, shops, and parks. Visit the local wineries and festivals. Tour historic battlefields. Go antiquing. Take in a round of golf, bike the C&O canal, hike the Appalachian trail, boat on the Potomac River, or go skiing. Bring your fur baby with you to enjoy the activities!

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!

Hidden Hill is a renovated 1880’s cottage tucked away just above historic downtown Berkeley Springs. Xfinity high speed internet! Literally steps from spas, restaurants, art, antiques, and nightlife, this cottage also feels hidden just above downtown. Hidden Hill is a great spot to stay while enjoying everything Berkeley Springs has to offer. Explore everything West Virginia has to offer during the day, then retreat to Hidden Hill for the convenience of restaurants and bars at your doorstep.

The Cottage on Dill (Pet Friendly)

Cozy and historic home located in the heart of downtown Frederick. The house is just a block and a half from New Market Street, minutes to Hood College, and all of downtown Frederick within a 10-15 minute walk. This charming, 1901 historic home is both comfortable and upgraded with a remodeled, fully stocked kitchen, and stunning brand new bathroom. Modern amenities, include: high speed Wifi, smart TV, coffee station, luxury mattresses, air conditioning, and washer/dryer. Pet friendly

Cozy Creekview Cabin - Berkeley Springs, WV

Welcome to Creekview Cabin-the perfect retreat for your family and friends! Relax in a log cabin and cozy up to the gas fireplace after enjoying 4 acres of private woods with a creek, a wrap around deck, and screened in porch. Make memories in the spacious game room basement fitted with a full pool table, ping pong table, and media room. Prepare a meal for the whole family in the brand new kitchen or soak in the romantic jacuzzi tub made for two. Hosted by Super Hosts, Heidi & Dustin.

Renovated tech-house in historic downtown

Come stay in Fredericks Historic District, Just a minutes walk past beautiful row homes will have you in the heart of downtown Frederick, where you can enjoy food, shopping, theater or just enjoying the free local festivities the town has to offer. Our location has been blocked off for a couple months for updates! Enjoy new blinds, fresh paint, black out curtains, updated furniture, indoor baby gate installed, updated entry fence in the yard, updated fixtures in bathroom and more!

Darling Duplex

*NO cleaning fees in 2025!* Hands down BEST Value in Hagerstown and Surrounding areas Perks include: •Pet friendly •Entire private home •Central HVAC (dual units) •Walk-in shower •Fenced-in backyard •Full size washer and dryer (with essentials!) •Dishwasher/Garbage disposal •Piano •Multiple bathrooms and beds • and so much more! Comfy 100 year old duplex minutes away from downtown. Remodeled kitchen and posh upstairs bath. A short walk to the beautiful Hagerstown city park.

A Place to make Memories

A premier luxury Homestay. A rustic & contemporary gem with wood ceilings & stone fireplace. Barn and outdoor area for events. Beautiful open kitchen designed like a European bistro with high-end appliances. Outdoor terrace and Firepit for entertaining or relaxing. Spacious, Mod, Cozy and Romantic all in one! Large grand room for gathering. Glamping tent available. 42 beautiful acres with woods, stream, and lots of wildlife. Perfect for dogs

Sunrise on the Potomac near Shepherdstown, WV

"Sunrise on the Potomac" has stunning waterfront views on 5-acres in a private community. 4 BRs + 3 BAs (sleeps 8). Great for a staycation, work-from-home alternative, or change of scenery. Just fully renovated and better than ever! Shepherdstown is a historic and artsy college town that balances natural beauty with a quirky, bohemian culture. Explore historic sites, boutique shopping, great restaurants, and other amenities.