Pet-friendly holiday rentals in Western Maryland

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Popular amenities for Western Maryland pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Clearville
4.93 out of 5 average rating, 298 reviews

Grouseland's Pondside Vacation Cottage

GinaRating, 5 stars4 weeks ago
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!!
Top Guest favourite
Home in Edinburg
4.97 out of 5 average rating, 518 reviews

Jay Birds Nest - Pet Friendly

NancyRating, 5 stars1 week ago
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.
Guest favourite
Home in Chester Gap
4.95 out of 5 average rating, 227 reviews

The Nest

ChristopherRating, 5 stars3 weeks ago
Really beautiful place with lots of character! So peaceful and amazing views!! We loved it. :). Thanks Julie!
Guest favourite
Home in Great Cacapon
4.94 out of 5 average rating, 109 reviews

Hot tub/Pool Table/Wi-Fi/Gym/Views/Pets/Tanning

JoAnnaRating, 5 stars2 weeks ago
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!!
Superhost
Home in Front Royal
4.82 out of 5 average rating, 115 reviews

Windy Knoll Adventure | River Front!

ScottRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Inwood
4.88 out of 5 average rating, 649 reviews

Arden House, Inwood WV

HeatherRating, 5 stars1 week ago
Thank you as always for your hospitality and responsiveness! This is our third stay! Highly recommend.
Guest favourite
Home in Hedgesville
4.92 out of 5 average rating, 302 reviews

Round Mountn Top House! Prof. Cleaned w EV-chrger

CatherineRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Middletown
4.93 out of 5 average rating, 107 reviews

Cozy Reliance Retreat with Beautiful Views

AlexRating, 5 stars6 days ago
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

Guest favourite
Guest suite in Myersville
4.92 out of 5 average rating, 315 reviews

Harmony Lodge nestled in wooded tranquility!

ErinRating, 5 stars2 weeks ago
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!
Superhost
Tiny home in Fort Valley
4.8 out of 5 average rating, 281 reviews

Tiny Cabin Retreat 1 @ Camp Shenandoah Meadows

SivaRating, 5 stars2 weeks ago
Peaceful and perfect little getaway! Stephen’s cabin in the woods was quiet, cozy, and surrounded by nature.. Thanks for the awesome stay!”
Top Guest favourite
Cottage in New Market
4.98 out of 5 average rating, 137 reviews

Amazing coffee bar, pool, lake, fish, relax!

KalpeshRating, 5 stars1 day ago
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.
Guest favourite
Cabin in Hedgesville
4.94 out of 5 average rating, 119 reviews

Dog-friendly, boutique & chic + fireplace

EricRating, 5 stars1 month ago
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!
Top Guest favourite
Farm stay in Purcellville
4.98 out of 5 average rating, 181 reviews

The Hunt Box @ Tally Yo Farm

DavidRating, 5 stars1 week ago
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.
Guest favourite
Cabin in Hedgesville
4.88 out of 5 average rating, 115 reviews

Five Oaks Cabin at The Woods Resort

MelissaRating, 5 stars1 month ago
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!
Guest favourite
Cabin in Hedgesville
4.94 out of 5 average rating, 143 reviews

Starcatcher Chalet, The Woods Resort

GlennRating, 5 stars1 week ago
Beautiful place in a beautiful area! They had everything we needed
Guest favourite
Apartment in Bluemont
4.95 out of 5 average rating, 303 reviews

A Great Getaway — Foxglove Retreat

CourtneyRating, 5 stars6 days ago
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

Top Guest favourite
Cabin in Great Cacapon
5 out of 5 average rating, 38 reviews

Trofton Solace - River View

WesleyRating, 5 stars1 month ago
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.
Top Guest favourite
Cabin in Lost River
4.98 out of 5 average rating, 264 reviews

Design-forward cabin in the woods

DavidRating, 5 stars1 week ago
Beautiful scenery, such a nice place to stay.
Top Guest favourite
Place to stay in Bentonville
4.99 out of 5 average rating, 465 reviews

John Pope Cabin Browntown Va. We now have Starlink

MelissaRating, 5 stars1 day ago
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.
Top Guest favourite
Cottage in Green Spring
4.98 out of 5 average rating, 94 reviews

The River House

NancyRating, 5 stars6 days ago
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!
Guest favourite
Cabin in Hedgesville
4.94 out of 5 average rating, 254 reviews

MID-CENTURY MODERN A-FRAME W/ HOT TUB & FIRE PIT!

MariaRating, 5 stars2 weeks ago
Sophie was so helpful and responsive.Very nice place and view.Perfect plan for getaway! Highly recommended
Top Guest favourite
Tiny home in Hambleton
4.97 out of 5 average rating, 229 reviews

Cozy Camper on the Rail Trail

ClaireRating, 5 stars6 days ago
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.
Guest favourite
Townhouse in Cumberland
4.92 out of 5 average rating, 131 reviews

The Shadoe on Greene

HeatherRating, 5 stars3 days ago
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.
Top Guest favourite
Cabin in Luray
5 out of 5 average rating, 212 reviews

New! 30 mins to SNP! Water views! So cozy! - RR

SuhaasRating, 5 stars2 days ago
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