Pet-friendly holiday rentals in Somerset County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Somerset County pet-friendly home rentals

Pet-friendly house rentals

Home in Deal Island Historic District
4.67 out of 5 average rating, 3 reviews

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

HelenRating, 5 stars8 months ago
Wrote a review immediately on another site I guess, because our stay was awesome! Check-in, house, cleanliness, Amani, etc were Exactly as stated. Gorgeous location for a family get together. We will be back!
Guest favourite
Home in Quantico
4.98 out of 5 average rating, 102 reviews

One of a kind waterfront home with private dock

AliciaRating, 5 stars9 months ago
This was our third year at this house. We love it here! We hope to come back next year!
Home in Crisfield
4.8 out of 5 average rating, 113 reviews

Home of the Terrapin King

DanRating, 5 stars1 month ago
Our stay at Dominic’s place was absolutely fantastic. The house was spotless, had incredible views, and included everything we needed to enjoy our stay. Dominic was very responsive and provided suggestions on local area activities and restaurants.
Guest favourite
Home in Quantico
4.93 out of 5 average rating, 46 reviews

Home in historic village of Whitehaven, Maryland.

FrancisRating, 5 stars3 months ago
Lovely home in a beautiful setting. A very cozy, restful winter holiday with great surroundings and beautiful views of the river Host was responsive and home is very well-equipped with an amazing kitchen. We enjoyed walking in the village, relaxing in the den, cooking meals, and playing with our dogs in the fenced yard.
Home in Hoopersville
4.55 out of 5 average rating, 22 reviews

Historic Hoopersville Getaway on Chesapeake Bay!

JohnRating, 5 stars10 months ago
This is a wonderful old house that can hold quite a few people who want to get together for a reunion. We had fun playing games and kayaking. We had a couple issues and host Mark was responsive and accommodating. The location is perfect if you want to get away from civilization and just relax on the porch to read a book or watch nature. There is not much internet coverage and you will want to shop for groceries on your way in through Cambridge.
Home in Crisfield
4.47 out of 5 average rating, 94 reviews

Charming Crisfield Cottage

KatyRating, 5 stars2 weeks ago
Great communication and Crystal is a sweet heart. We were headed to OBX and it was a pefect layover
Top guest favourite
Home in Smith Island
4.89 out of 5 average rating, 72 reviews

Smith Island Yummy Artist Retreat

JenniferRating, 5 stars4 months ago
I had an incredible, incredible time at Jemma's place. She is a consummate hostess--she was responsive and welcoming even before I made the official decision to book (I sent her some queries before booking and she was so very helpful!) Once there, she was a lovely mix of warm and friendly, yet respectful of her guests' time and privacy. She even let me borrow her rain boots when I didn't pack any! I felt right at home at the house and on the island immediately... to the point that it was a little emotional leaving! I think it's worth noting (because I was concerned about this before my arrival myself, and some of the older reviews cast some doubt...): the internet at Jemma's is very fast and reliable! I depended on it for working remotely throughout my whole stay, and it never failed me throughout zoom meetings, webinar streams, etc. I would highly recommend this beautiful home to anyone!!

Pet-friendly home rentals with a pool

Home in Marion Station
5 out of 5 average rating, 6 reviews

Kingsbay Mansion Bayhouse

LianeRating, 5 stars8 months ago
We just returned from a peaceful stay on this very beautiful property! This is not a cookie-cutter mansion, which is a good thing. It has style and charm yet remained very functional for our family vacation. We loved crabbing and fishing off the dock and spent lots of time in the beautifully maintained pool. We brought our two dogs to this pet-friendly property, and they had plenty of room to explore. It is relatively secluded and peaceful, but Crisfield is very close with lots of restaurants, groceries, a marina, etc. There is plenty to do nearby and if you need any suggestions, the very friendly and charming hosts are happy to provide you with recommendations. We will definitely be back to this lovely mansion that manages to be both roomy and cosy at the same time. Thank you!!
Home in Marion Station
5 out of 5 average rating, 10 reviews

Kingsbay Waterside Retreat House

DanieleRating, 5 stars21 months ago
We stayed at this terrific property for our annual family vacation. The vote is in, everyone had a great time! Our hosts David and Jerry were very responsive and helpful and check in was easy. David was there to greet us and give us a quick tour and helpful tips on local activities. The pool was fantastic. It was warm and the perfect spot to hang out during the day. The dock was a great place to walk out to in the morning, watch the lovely sunsets at night, do a little fishing and a great way to launch the stand up paddly boards we brought. The house is great, was clean with plenty of room for a group of 10 (7 adults and 3 teenagers). In the evening we could hang out in the game room and play cards or could hang out and watch TV in the TV room. Both ground floor rooms open to the pool. We also appreciated all the little extras like plenty of garbage bags, paper towels, cleaning supplies, water and more. The whole gang highly recommends this property. Thanks we will be back

Private, pet-friendly home rentals

Guest favourite
Home in Crisfield
4.79 out of 5 average rating, 131 reviews

BayTime

JessRating, 5 stars2 months ago
Thank you for another great stay!
Guest favourite
Tiny home in Nanticoke
4.86 out of 5 average rating, 57 reviews

La Cabaña

DelaneyRating, 5 stars2 months ago
This was an amazing stay! It was so cozy and comfortable which was great as it rained most of our stay. The kitchen was great to cook in, with all the utensils and spices you may need. Definitely a great spot for rest and relaxation!
Superhost
Home in Westover
4.95 out of 5 average rating, 76 reviews

Beachfront Chesapeake Bay Retreat

AngieRating, 5 stars7 months ago
We enjoyed our stay in Maggie & James’s quaint and cozy home. The area was quiet and like something out of a book with all the locals and marina and restaurant. Our teens enjoyed playing board games from their childhood even though there were games there for their age group. We were gifted a beautiful loaf of sourdough bread from our hosts. So very thoughtful! If you plan to stay there be sure to check the weather and high tide schedule due to coastal flooding. You’re between the sound and the marshes and low roads can get covered with water. If you’re arriving at night it can be difficult to see where the road ends and the marshy area begins. We enjoyed our stay and our teens want to return when we can have more time sitting out on the beach by the water which is just a few steps from their home.
Guest favourite
Home in Crisfield
4.96 out of 5 average rating, 50 reviews

Catch of the Bay

Luis RRating, 5 stars1 month ago
ABSOLUTELY AWESOME HOUSE, super clean and beautiful inside and out. Definitely a family home. We highly recommend to any family who wants to have an awesome time
Guest favourite
Guest suite in Deal Island Historic District
4.9 out of 5 average rating, 111 reviews

Private guest suite near Deal Island Maryland

JoyRating, 5 stars1 month ago
It's sometimes difficult to find a place that accepts dogs & is reasonably priced. Tim allowed us a very early check-in to accommodate our needs and we truly appreciate d it. I'd readily recommend his place. One of the better airbnb places AND they accept dogs. A winner all around!!
Guest favourite
Cottage in Deal Island
4.93 out of 5 average rating, 138 reviews

Water View Cottage

HeatherRating, 5 stars1 week ago
Great place for a quick getaway! We were looking for a private oasis and this was it! Be prepared to plan ahead for food. Only suggestion is to update local restaurants as many in the binder are closed for good. No worries though we found spots! Thank you for an amazing just what the doctor ordered trip!
Guest favourite
Cottage in Westover
4.93 out of 5 average rating, 193 reviews

Heaven on the Bay - A Peaceful Waterfront Retreat

BryanRating, 5 stars1 week ago
The views of the Bay, dock, and kayaks were incredible. The kitchen and family room had a great vibe, it felt like we were at the Bay!
Superhost
Home in Westover
4.94 out of 5 average rating, 33 reviews

Private beach with comfort

KathleenRating, 5 stars2 weeks ago
The place was beautiful, inside and out! Chris was very helpful and responsive. Lots of fun games to play. The kids loved the loft. Everything in the house worked and functioned well. It was clean, comfortable and well-stocked. Can't beat that view!!

Destinations to explore