Pet-friendly holiday rentals in St. Mary's County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for St. Mary's County pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Drayden
4.87 out of 5 average rating, 55 reviews

Spacious and peaceful w/ private beach & boat ramp

JulissaRating, 5 stars2 months ago
Loved it so much great view and everything!
Guest favourite
Home in Montross
5 out of 5 average rating, 23 reviews

Cozy cottage with water access

ToddRating, 5 stars3 weeks ago
Great for a group/family weekend getaway. Erin and Aryn are very hospitable hosts and provided all the essentials. Everything in the kitchen and all the light switches are clearly labeled, making it easy to navigate.
Top Guest favourite
Home in Heathsville
5 out of 5 average rating, 24 reviews

Waterfront Dock Kayak Fish Firepit Woods Peaceful

DeborahRating, 5 stars1 week ago
We had a wonderful stay at Presley Creek! The house was clean and comfortable. The porch and with the ceiling fans was delightful! The kitchen had everything you’d need for preparing meals. The location was so peaceful. The property was huge and felt so private & secluded with woods and the water. We enjoyed the wildlife; geese, eagles, herons, otters. We brought our dogs, and they loved running and swimming! We brought all our food with us since we knew stores were not close. Also, if you want a beach, we found a little beach not too far called Vir-Mar, which has a very small public beach. Hughlett Point which is a bit farther is larger but very limited parking. If you are looking for a laid back vibe, I highly recommend this property!
Guest favourite
Home in Montross
4.96 out of 5 average rating, 76 reviews

Waterfront home, private dock

ShufanRating, 5 stars3 weeks ago
We had a wonderful vacation here. Although it rained during our stay, we found the treehouse to be a great place just for listening the rain drops and having some inner peace.
Guest favourite
Home in Scotland
5 out of 5 average rating, 33 reviews

Bay Front Beach House

JenRating, 5 stars2 weeks ago
We booked this place for a weekend getaway with our little ones. It was absolutely the perfect place for what we were planning! The private beach was PERfECT for young children! the kids loved being able to ride their scooters under the house. We got some fishing in, daughter was a spot master! The hammock was lost in a storm before we arrived, but our superhost made sure we could enjoy a hammock!! upon hearing that it was the top of the list of kids wish list, she took time out of her day and drove all the way and installed a new hammock for us!! Was even so considerate to offer to pick up any needed items. I believe more than the kids, my dog had the time of his life!! They even had doggy bowls ready!! We will definitely be back!! This place is awesome!! Thank you Dana for you gracious hospitality!!
Guest favourite
Home in Ridge
4.93 out of 5 average rating, 54 reviews

Private Waterfront Retreat | Chesapeake Sunrise

CatherineRating, 5 stars3 weeks ago
We had a wonderful stay! The location was absolutely beautiful, and my family especially enjoyed having access to the private dock. We used the stand-up paddle boards, kayaks, and canoes every day after giving them a quick clean. The paddle boat didn’t work quite as expected, but we made it work with some oars and still had a great time on the water. The house itself was clean, comfortable, and well-stocked with everything we needed to prepare our own meals. The host also provided excellent local recommendations, which helped us make the most of our trip. Overall, it was a fantastic getaway, and I would definitely recommend this Airbnb to others!
Guest favourite
Home in Saint Leonard
4.9 out of 5 average rating, 130 reviews

Perfect Bay and Beach Getaway one hour from DC!

cherylRating, 5 stars8 months ago
Our stay was great. The house is located in a quiet friendly neighborhood. The views are amazing. The house is very comfortable and so relaxing. Loved that three bedrooms each had a bathroom. The hosts were wonderful and very responsive.
Top Guest favourite
Home in Scotland
5 out of 5 average rating, 22 reviews

Scenic Bay Hideaway: Peaceful Vibes & Beach Access

NicholasRating, 5 stars3 weeks ago
Tricia was incredible and her place is beautiful, clean and fun! She has provided lots of additional, thoughtful and couldn't have been nicer. Highly Recommend for anyone who is looking for a peaceful, beach getaway!

Pet-friendly home rentals with a pool

Guest favourite
Home in Kinsale
4.8 out of 5 average rating, 25 reviews

Riverfront Paradise w/ Hot Tub & Pool in Kinsale!

StacyRating, 5 stars3 weeks ago
From the moment we arrived, we were blown away by the breathtaking views—truly even more beautiful than the photos. The home was exactly as described: clean, spacious, and full of charm. It’s always a relief when a listing matches the real experience, and this one exceeded expectations. Even though we had some rain, there was still so much to enjoy. The house had a closet full of games for entertainment, and while we didn’t end up playing them, it was nice knowing they were there. Instead, we took full advantage of the large, well-equipped kitchen to cook a big family meal, then gathered around the even larger dining room table for laughter and connection. One of the most special parts of the trip was spending time at the dock. The hosts provided crab pots, and we were able to catch our own blue crabs and turn it into a full day of fun and delicious reward. This home gave us the space and setting to truly slow down, reconnect, and make lasting memories. Highly recommend for anyone l
Guest favourite
Home in Ridge
4.9 out of 5 average rating, 58 reviews

Waterfront Paradise with a Private Pool

BrittanyRating, 5 stars1 week ago
Such an amazing place! Joanne was super responsive and flexible. The views were unmatched! Perfect Mommy and Daddy getaway and we will certainly be back with the kids!
Guest favourite
Home in Montross
4.91 out of 5 average rating, 11 reviews

New Private Beachfront panoramic view every window

HelenRating, 5 stars3 days ago
Wow!! Five stars 🌟 to Michael's place, beautiful house, I loved it. Really peaceful, beautiful view, the house is as described and in the pictures . Very helpful and friendly host. Would love to come back again
Top Guest favourite
Home in Montross
4.98 out of 5 average rating, 45 reviews

Game Themed Water Fun! Boats+Pool+Beach+King Bed

AlishaRating, 5 stars6 days ago
Absolutely beautiful stay! The cabin has the cutest theme and the proximity to the water was great and a gorgeous view. Abby and family was so kind, responsive, and great hosts. Would highly recommend this getaway!
Guest favourite
Home in Charlotte Hall
5 out of 5 average rating, 6 reviews

Cozy Retreat w/ Pool: MIR & DC

SusanRating, 5 stars1 day ago
Justin and Cassie were extremely helpful and kind. One of the smoke detectors started beeping as it needed its batteries changed and Cassie was over to replace the batteries immediately. Justin communicated with me most times within 20 minutes and let me know each week when his son would be over to cut the grass and check the pool chemicals. It was a great stay overall and I can’t say enough about what great hosts they both were to us the 3 weeks we stayed at their Dubois Road house.
Superhost
Guest suite in Saint Leonard
4.83 out of 5 average rating, 46 reviews

Shewell’s Basement Studio at Long Beach

ReginaRating, 5 stars10 months ago
Great place to stay. Hyrum was quick to respond when I messaged him. Neighborhood is quiet but conveniently located to the highway. Would stay here again.
Guest favourite
Cottage in Montross
4.97 out of 5 average rating, 39 reviews

Harbor Cottage

JennaRating, 5 stars6 days ago
We loved our stay here! It had everything we needed for the beach and some toys for our toddler. The house is well kept and it even has a small wired fenced yard that was perfect for our two dogs. The beach was smaller than I realized but super relaxing and ended up being a good size for us. Pool access was also appreciated. Would definitely consider coming back!
Home in Piney Point
5 out of 5 average rating, 5 reviews

Luxury Waterfront Beach House on the Potomac Rvr

MadelineRating, 5 stars3 weeks ago
The house is beautiful and very large. Three families with kids had plenty of room to spread out. The views are just as pictured and the finishes were all high end. As we knew from the listing, the pool was right on the deck with no fence, and this was stressful with our younger kids (as were the stairs). This wasn't a surprise but something to keep in mind if you're traveling with small kids. As another review pointed out the house feels out of place in the neighborhood. Melanie was very responsive and helpful and we had a great trip.

Private, pet-friendly home rentals

Top Guest favourite
Apartment in Broomes Island
5 out of 5 average rating, 42 reviews

Beautiful waterfront apartment in Broomes Island

LisaRating, 5 stars4 weeks ago
We loved our stay! Len and Shannon are incredible hosts! Every sunset from the deck was perfect! Having the convenience store below was also nice for grabbing a snack. We wish we could have stayed longer! I would highly recommend the stay! A++++++++++++++
Guest favourite
Home in Kinsale
4.94 out of 5 average rating, 16 reviews

Nature's Retreat

JessicaRating, 5 stars1 month ago
Was looking for a nice and relaxing getaway and this place delivered! It was clean and I was impressed that the kitchen had everything stocked. Check-in was easy and the hosts were communicative.
Superhost
Home in Hague
4.91 out of 5 average rating, 11 reviews

Riverside Dreams -golfcart-screened porch-views

Tony Rating, 5 stars3 weeks ago
cute little place. definitely will be coming back
Guest favourite
Home in Lottsburg
4.96 out of 5 average rating, 47 reviews

Waterfront Escape!

ThomasRating, 5 stars6 days ago
We had an amazing stay at Ryan’s place for our Father’s Day weekend fishing trip! Ryuan was a fantastic host—very accommodating, responsive, and made sure we had everything we needed. The home was just what we hoped for and helped us create some wonderful memories. Thank you for making our trip extra special, Ryan! Would absolutely stay again.
Guest favourite
Home in Solomons
4.96 out of 5 average rating, 27 reviews

Solomons Yellow House - Waterfront

SheilaRating, 5 stars5 months ago
Really enjoyed holiday get away . Place was located near water with great views. We enjoyed walking around the neighborhood was quaint. The town was was pretty with water on each side with the Christmas lights at night . We truly enjoyed our relaxing stay . Would definitely book again
Top Guest favourite
Cabin in Mechanicsville
4.99 out of 5 average rating, 74 reviews

Cozy Country Cabin

CraigRating, 5 stars3 weeks ago
Great quiet and secluded place. Very clean and roomy. Nice pond that was good finish with the kids. Definitely going back at some point
Superhost
Cottage in Scotland
4.95 out of 5 average rating, 38 reviews

Rodo Beach Cottage - Dog Friendly Private Beach wi

SusanaRating, 5 stars1 month ago
This place was exactly what my partner and I needed to rest and relax and spend quality time. The private beach made us feel like we were on our own resort. The home itself has even more comfort and amenities than you see in the pictures. Beautiful furnishings, clean, full of light. The main bedroom is upstairs and is positioned towards the beach so you can enjoy the most beautiful sunrise without leaving your bed and hear the waves while you sleep. The balcony off the bedroom is another great seating area if you’re looking for quiet time. There is a super comfy couch in the living room which makes it a great place to relax and watch tv or play games. There are some games available at the house. bikes and kayaks. We spent a nice day lounging on the beach chairs and on the porch chairs before making dinner, didn’t need to bring kitchen supplies since most were available. Did bring own spices. Tim was great and all his tips and info pre arrival were super helpful. We’ll definitely return
Guest favourite
Home in Leonardtown
4.96 out of 5 average rating, 68 reviews

The River House: A private waterfront oasis…

ChrisRating, 5 stars1 week ago
What can we say? John's property was everything we hoped it would be. The back yard is full of fun yet also serene and peaceful. The water is perfect for floating in a tube, kayaking, or just wading in and cooling off. The house has everything anyone could want. As an added bonus, you'll enjoy watching an Osprey family, Herons, Ducks, Mockingbirds, Blue Jays, Cardinals, and even some Minks and a Groundhog. The firepit is perfectly placed by the water for a morning fire as the mist rises, and especially in the evening for spectacular sunsets over the bay. Even getting there is a joy, as you go down a quiet country road lined with beautiful farms, quaint churches, and plenty of deer and wildlife. If your looking for a tourest trap vacation, then Leonardtown is not for you. But if you want a quiet getaway with all the amenities, then this is your place!

Destinations to explore