
Pet-friendly holiday rentals in Western Maryland
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Western Maryland
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Western Maryland pet-friendly home rentals
Pet-friendly house rentals

Grouseland's Pondside Vacation Cottage
We loved our short stay at Mason’s place!! We needed a peaceful getaway to just relax and it’s exactly what we needed. The hot tub was amazing, and we hiked all around the property and campgrounds! Had so much fun connecting with nature and relaxing. Also loved how many amenities, spices, oils, pots and pans, etc in the kitchen!!

Jay Birds Nest - Pet Friendly
We first stayed here in September 2024. In June 2025, it was the same immaculate, very well maintained home. It’s quite evident that Stephanie cares greatly about her home and the quality of her guests’ stay there. Stephanie has the gift of hospitality and is in the right business.

The Nest
Really beautiful place with lots of character! So peaceful and amazing views!! We loved it. :). Thanks Julie!

Hot tub/Pool Table/Wi-Fi/Gym/Views/Pets/Tanning
We had an enjoyable family trip. We especially enjoyed the game space. The house was very clean and well stocked with the little things easily missed when packing. They answered my questions quickly and were very accommodating. I would go again and recommend to me friends. It is important to note their suggestion to arrive in a truck or SUV as the gravel road up the mountain could be challenging in a smaller vehicle. But is definitely worth the drive. Thanks Courtney for your hospitality!!

Windy Knoll Adventure | River Front!
Kayla’s place was great. Nice, quiet house with lots of privacy. Great views . Love the views of the river. We really enjoyed our stay.

Arden House, Inwood WV
Thank you as always for your hospitality and responsiveness! This is our third stay! Highly recommend.

Round Mountn Top House! Prof. Cleaned w EV-chrger
We had a great weekend stay! The view was well worth the trip and the house has everything we needed to cook. The house is set in a peaceful location and a short distance from trails. Would absolutely stay here again!

Cozy Reliance Retreat with Beautiful Views
This was a wonderful location to stay at! The yard and fire pit were great (even though we got rained out in the evenings) and it’s a short drive to either Front Royal or Winchester to explore.
Pet-friendly home rentals with a pool

Harmony Lodge nestled in wooded tranquility!
Harmony Lodge was the perfect getaway to relax with my husband and our dog. The lodging itself is clean, quiet, and well equipped for a vacation weekend . The kitchenette is cozy but has all of the basic utensils and several options to cook food. The bedrooms were spacious. Upstairs the loft is a great spot to unwind. The pool was just as idyllic as it looks in the pictures. But the best part is how ideal her property is set up for dogs. The smartly fenced off areas between the pool, her home, and our entrance was the best experience I have had renting a space while traveling with my pup. Elisa was very respectful of our privacy but also a super friendly host. We enjoyed chatting with her and meeting her pups. We found plenty to do within ~20 minutes of the property: hiking, birding, tasty places to eat and found some good beer. I can't recommend Harmony Lodge enough for anyone looking to unwind with their dog AND enjoy the luxury of a swim!

Tiny Cabin Retreat 1 @ Camp Shenandoah Meadows
Peaceful and perfect little getaway! Stephen’s cabin in the woods was quiet, cozy, and surrounded by nature.. Thanks for the awesome stay!”

Amazing coffee bar, pool, lake, fish, relax!
We had an amazing time at Taby’s place. She was a great host. The cottage is pretty. The swimming pool was nice respite in the scorching sun of June. Taby was extremely friendly and also helped us with the local recommendations.

Dog-friendly, boutique & chic + fireplace
Teddi and Adam were great hosts and have such a beautiful place that provided some much needed peace and quiet! We really enjoyed our stay!

The Hunt Box @ Tally Yo Farm
If you read the reviews from others who stayed here...they were SPOT ON! Lynn's carriage house is like stepping into an immaculate barndominium. You feel like you are prepping for your fox hunt or what my wife and I did, enjoy a tea or glass of wine in the evenings watching the deer come through the fields or the horses in the far fields graze. PEACEFUL. The house has everything you need from coffee, tea, sweeteners, to spices and pots and pans. Come here to relax. Last, the pool on the listing is at the main house. Never did we feel like it wasn't our own private oasis. So cool to enjoy the pool surrounded by horse properties. Lynn is an excellent host. This is an incredible property.

Five Oaks Cabin at The Woods Resort
We really enjoyed our stay here. The house offered so many things for us to do as a family. We had such a good time playing darts, pingpong, board games, and hanging out around the fire pit. The Woods is our favorite place to go because of all the amenities. Highly recommend!

Starcatcher Chalet, The Woods Resort
Beautiful place in a beautiful area! They had everything we needed

A Great Getaway — Foxglove Retreat
Such a beautiful place, the yard is peaceful and pristine. VERY spacious apartment/ studio! Comfortable bed!. We had a great stay!
Private, pet-friendly home rentals

Trofton Solace - River View
This was a beautiful and peaceful place to stay. Gorgeous view overlooking the river! The place was well decorated and we loved listening to the rain on the skylights in the living room. The neighbors were a little closer than expected, but wasn’t really an issue. Power went out one night (area outage), and Alison was responsive and proactive to provide a location of various lamps and lights. We were already using the grill on the incredibly back deck, so we weren’t really inconvenienced by it. I do appreciate the host keeping us updated on power outage.

Design-forward cabin in the woods
Beautiful scenery, such a nice place to stay.

John Pope Cabin Browntown Va. We now have Starlink
Tucked-away pristine log-cabin with tasteful vintage charm in a peaceful bucolic setting. Spot a horse or two nearby and listen to the birdsong on the front porch swing while taking in the restful views. Terrific fire pit for conversations and s'mores... along with an outdoor shower (there is a clawfoot tub for use inside). A wonderful property! Would definitely return - especially because we did not get to hike around the extensive property and see the waterfall! Definitely recommend.

The River House
Beautifully private, overlooking the river. Listening to the many different treefrogs at night and seeing the thousands of lightning bugs was the height of relaxing evenings. The house had everything you need, plus. Super comfortable beds. Rachelle was readily available and quickly answered our questions. Was an absolute pleasure to stay for the week and would definitely return for another relaxing stay!

MID-CENTURY MODERN A-FRAME W/ HOT TUB & FIRE PIT!
Sophie was so helpful and responsive.Very nice place and view.Perfect plan for getaway! Highly recommended

Cozy Camper on the Rail Trail
We had a great weekend get away at Hannah’s BnB! She was a responsive and flexible host, and gave us total privacy. The area is very walkable with trails right by the camper’s entrance, and our dog had a wonderful time as well. I’d highly recommend this place for any guests who are seeking some peace and quiet.

The Shadoe on Greene
If uou want to visit Cumberland in the summer, when it's getting hot, THIS is the place. Cody's AC is kickin! Its also a very cute spot, clean, walkable, and nuts to be right across the street from some pretty historic buildings.

New! 30 mins to SNP! Water views! So cozy! - RR
The cabin was amazing! Great location, clean, and very cozy. Perfect for a quick getaway, and Robert was very helpful with detailed instructions and directions!
Destinations to explore
- Pittsburgh Holiday rentals
- Laurel Highlands Holiday rentals
- Western North Carolina Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Bed and breakfasts Western Maryland
- Rentals with a hot tub Western Maryland
- Condo rentals Western Maryland
- Fitness-friendly rentals Western Maryland
- Rentals with a patio Western Maryland
- Rentals with a sauna Western Maryland
- Cabin rentals Western Maryland
- Ski-in/ski-out rentals Western Maryland
- Rentals with a kayak Western Maryland
- Hotel rentals Western Maryland
- Waterfront rentals Western Maryland
- Rentals with a washing machine and dryer Western Maryland
- Rentals with pools Western Maryland
- Rentals with a home theatre Western Maryland
- Rentals with lake access Western Maryland
- Rentals with a fireplace Western Maryland
- House rentals Western Maryland
- Rentals with breakfast Western Maryland
- Family-friendly rentals Western Maryland
- Kid-friendly rentals Western Maryland
- Chalet rentals Western Maryland
- Cottage rentals Western Maryland
- Rentals with outdoor seating Western Maryland
- Rentals with a fire pit Western Maryland
- Townhouse rentals Western Maryland
- Smoking-friendly rentals Western Maryland
- Tiny house rentals Western Maryland
- Private suite rentals Western Maryland
- Rentals with an EV charger Western Maryland
- Apartment rentals Western Maryland
- Guesthouse rentals Western Maryland
- Farmstay rentals Western Maryland
- Pet-friendly rentals Maryland
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Seven Springs Mountain Resort
- Fallingwater
- Canaan Valley Resort & Conference Center
- Blackwater Falls State Park
- Idlewild & SoakZone
- Flight 93 National Memorial
- Timberline Mountain
- Hidden Valley Resort
- Ohiopyle State Park
- Wisp Resort
- Shawnee State Park
- Pikewood National Golf Club
- Bella Terra Vineyards
- White Grass
- Lakeview Golf Resort
- Lodestone Golf Course
- Laurel Mountain Ski Resort
- Canaan Valley Ski Resort
- Warden Lake
- Clear Shade Creek
- Mountain Dragon Mazery Fine Honey Wine
- Winter Experiences at The Peak