Pet-friendly vacation rentals in Cumberland Township

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Top-rated pet-friendly home rentals in Cumberland Township

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

An open living space is featured with high ceilings and a modern design. Two comfortable blue chairs are positioned around a central area rug, while a white dining table sits in the corner. A mounted TV is visible on a light-colored media console, complemented by natural light from multiple windows.

Home in Timonium

4.96 out of 5 average rating, 238 reviews

* Gorgeous New House w/ Luxury, Charm, & Comfort *

Imagine having your entire family or friends together all under the same roof enjoying a beautifully decorated, brand new house with loads of amenities. Well, imagine no more!!!! This home has it all – 4 beds (3 king / 1 queen) with plush mattresses & high end bedding & 2 baths, 3 smart TVs, washer/dryer closet, open living space w/ 20 ft ceilings leading to farmhouse style kitchen full of functionality & style, and awesome deck w/ sectional couch, mounted TV, montrous picnic table, & 2 heaters.

Guest favorite

A dining area with a wooden table is surrounded by eight matching chairs, featuring a centerpiece of fresh flowers. Soft lighting is provided by a pendant lamp. A staircase with a black railing is visible, leading to a cozy living area with a dark sofa and art on the walls.

Home in Waynesboro

4.82 out of 5 average rating, 213 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.

Guest favorite

A landscaped backyard is surrounded by mature trees and features a grassy area for relaxation. Stone steps lead down from a raised deck, with a wood fence enclosing the space. A couple of red Adirondack chairs sit invitingly on a gravel area under the trees.

Guest suite in Myersville

4.92 out of 5 average rating, 309 reviews

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!

Guest favorite

Cottage in Berkeley Springs

4.95 out of 5 average rating, 442 reviews

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.

Guest favorite

A small balcony is presented with a green rocking chair, offering a place to relax. A white door leads to an interior space, while views of neighboring buildings and blue skies filled with clouds are visible in the background.

Townhouse in Downtown Frederick

4.94 out of 5 average rating, 198 reviews

Charming Historic Frederick Home

Charming 1910 brick home with fenced yard located in the heart of Downtown Frederick, just steps to Frederick's best breweries, beautiful Carroll Creek, and the quaint shops at Everedy Square. The house is the perfect blend of old and new, combining exposed brick/stone, natural light and hardwood floors with modern amenities such as a remodeled kitchen, WiFi, central air, luxury mattresses and cozy furnishings. Family, work, and dog friendly ($50/stay fee; no dogs on furniture; max 2 dogs).

Top guest favorite

A dining table set with four black wicker chairs is positioned under a striped umbrella. The table displays a platter with snacks and two glasses of wine, while wooden decking provides a warm, inviting space for al fresco dining.

Home in Downtown Frederick

4.97 out of 5 average rating, 157 reviews

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

Guest favorite

Home in Downtown Frederick

4.86 out of 5 average rating, 104 reviews

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!

Guest favorite

A spacious wooden deck features a gas grill and several seating options, including custom Adirondack chairs. An umbrella-shaded dining table provides a space for meals, while string lights add a warm touch. Lush greenery surrounds the area, enhancing the outdoor experience.

Cabin in Harpers Ferry

4.97 out of 5 average rating, 158 reviews

Applemoon: Charming Log Cabin in a Mountain Lake Community

Applemoon is a dog-friendly 1960s log cabin nestled on an acre of the Blue Ridge Mountains. 2 bedrooms with Smart TVs, a porch with hanging daybed and bistro table, and a cozy game loft will give you plenty of space to relax. Outside, enjoy dinner on the huge deck or build a fire and don't forget to look up at the night sky! Applemoon strikes the perfect balance between rustic charm and comfort while maintaining your immersion in the peaceful mountain woodlands of Harpers Ferry.

Guest favorite

A welcoming porch area features two black Adirondack chairs positioned beside a small round table. Bright flowering plants are placed in an oversized blue pot, enhancing the entrance that is framed by a brick wall and a warm, illuminated porch light.

Townhouse in Hagerstown

4.84 out of 5 average rating, 184 reviews

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.

Guest favorite

A spacious backyard area is shaded by a large tree, featuring well-maintained grass. A storage shed sits against a backdrop of lush greenery, while a pair of wooden chairs are placed nearby, inviting relaxation in nature.

Cabin in Lewisberry

4.87 out of 5 average rating, 115 reviews

Cute Cozy Cabin Getaway

Welcome all nature lovers, hikers, hunters, and skiiers! Relax with the whole family at this peaceful cabin next door to Pinchot Park, Ski Roundtop, and state gamelands. Just a short drive to all amenities in York and Harrisburg but you feel like you're in the woods away from it all. Wildlife is everywhere. We frequently see deer, turkey, and foxes. We are also pet friendly with a fenced in back acre. If you want to visit Gettysburg and Hershey, we are centrally located.

Top guest favorite

A modern barn-style house is depicted with a light green exterior, featuring white shutters and a large central entrance. A manicured lawn extends in front, accompanied by trees at the edges of the property, providing a sense of openness and connection to nature.

Home in New Oxford

4.98 out of 5 average rating, 108 reviews

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

Top guest favorite

A charming multi-story home features a light-colored wooden exterior, complemented by stone pathways and a staircase. Flags adorn the exterior, and a spacious deck area is visible, surrounded by greenery. The building's architectural details showcase a blend of historical and modern design.

Home in Harpers Ferry

4.94 out of 5 average rating, 394 reviews

Gayte House Gay Owned, Liberal Oasis

Cozy and charming 1840's home in the heart of town. Steps from the National Park, feet from the Appalachian Trail. Relax by the fire, on the porch or on the river. We have something for every season and every age. Steve and I have lived here In HF 20 yrs., 13 of those at the Gaytehouse. We live right next door now and Love both our homes. Please, Check out the beautiful and cherished home we offer for your stay.