Pet-friendly vacation 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

Guest favorite
A spacious yard is dotted with lush greenery and shaded by red and white striped umbrellas. A comfortable chair is positioned nearby, alongside a small table with a bottle of water. The background features a cornhole setup and seating area, inviting outdoor relaxation.
Home in Deal Island Historic District
4.83 out of 5 average rating, 6 reviews

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

Lee AnnRating, 5 stars2 weeks ago
Our host, Leticia, promptly answered my questions with excellent detail. She was very kind and flexible. The house was charming, very comfortable and spacious for our family of five adults. The remodel was done very well and equipped with everything needed. The two screened in porches were a nice addition. The property backs up to the Chesapeake Bay-the view, and sunsets are outstanding! The listing photos don’t do it justice! The blue crabs were meaty and succulent.This was our second time on Deal Island and we plan to return to this house again! Our family needed this R&R weekend! Thank you Leticia and Charlie!
A serene waterfront view captures a charming building with a blue roof as the sun sets over the calm water. Lush greenery surrounds the structure, and a gentle shoreline is visible, enhancing the tranquil atmosphere of the location.
Home in Toddville
5 out of 5 average rating, 3 reviews

157-Acre Waterfront Retreat

JohnRating, 5 stars3 weeks ago
This place is truly Amazing! This property offers a very unique experience with historical lineage dating back to 1958. We loved how each bedroom is themed with different types of Ducks. I have never stayed in a house with so many features, from fishing, crabbing, kayaking, all the unique antiques and just relaxing. The kids loved all the board games. It was great that we could bring our dog. She loved swimming in the bay. We cooked outside and had dinner on the porch and watched one of the most amazing sunsets over the water that I have ever seen. We had our morning coffee on the balcony off the Pintail room and there was a pair of Eagles perched on the tree. We had a great 5 day stay, we hated to leave! Cindy the housekeeper met us at the house when we arrived, she showed us around to all the bedrooms and the cupola, which is a room on the third floor that has 360 degrees views of the Chesapeake Bay. It’s a great place for groups to gather and create lifelong memories.
Guest favorite
A serene waterfront view is captured in this image, featuring a modest home surrounded by open green space. The tranquil river glistens under soft evening light, with a path leading to a private dock in the distance, enhancing the picturesque natural setting.
Home in Quantico
4.98 out of 5 average rating, 103 reviews

One of a kind waterfront home with private dock

ZoeyRating, 5 stars2 weeks ago
This was one of my favorite stays so far! The location was quiet and peaceful with beautiful views all around. The dock in the backyard was nice, my dogs loved the fenced in yard and big yard to the side of the house. The house was clean and the bed was super comfortable. I can’t wait to come back! 😊
Guest favorite
The exterior of a two-story white house is visible, featuring a covered porch and a prominent brick chimney. Lush green grass and well-maintained bushes surround the home, while a large American flag gently flutters at the front, adding a touch of character to the inviting setting.
Home in Quantico
4.94 out of 5 average rating, 48 reviews

Home in historic village of Whitehaven, Maryland.

SavannahRating, 5 stars2 weeks ago
We had such a great experience staying at White Haven, definitely a beautiful and peaceful retreat!
A spacious kitchen and dining area features wooden cabinetry and a central dining table with seating for six. Modern appliances are positioned along the counter, and a television stands on a nearby cabinet. Natural light enters through multiple windows, illuminating the room.
Home in Crisfield
4.47 out of 5 average rating, 95 reviews

Charming Crisfield Cottage

JoeyRating, 5 stars2 weeks ago
Ideal location, great area for outdoorsmen. The cottage is incredibly convenient. Grocery store is very close. Nestled between Salisbury and Pocomoke. Crystal is very accommodating.
Two kayakers glide across a calm waterway, surrounded by lush marsh grasses. The sky displays soft blue hues and scattered clouds, reflecting tranquility. The scenery showcases an inviting natural environment, perfect for outdoor activities.
Home in Westover
New place to stay

The Salt Marsh Shanty

NicoleRating, 5 stars2 weeks ago
This is a special house and my kids and I felt immediately at home. The marsh is otherworldly beautiful and we appreciated the access to the kayaks, crabbing equipment, and grill. The sun rise and sunset alone were worth every penny. We gave already decided we want to make it a place we go to throughout the year!
A spacious yard is shown with colorful adirondack chairs arranged in a welcoming manner. The grassy area is bordered by a wooden deck that leads to the water, with several houses visible in the background, including one with a screened porch and red accents.
Home in Quantico
4.96 out of 5 average rating, 23 reviews

Peaceful Waterfront Home w/ Kayaks & Fire Pit

WillRating, 5 stars32 months ago
Wonderful, clean and charming historic house and great location! Was the perfect place to stay with a group of friends for a long weekend. House is even better than it looks in the pictures and the view is fantastic. The host was super accommodating and we loved having access to their grill, bikes, kayaks, and paddle boards.
Top guest favorite
The living area is furnished with a dark leather sofa and armchair, situated around a wooden coffee table. A wall-mounted television is visible across from the seating. Light-colored curtains frame a large window, illuminating the space with natural light.
Home in Deal Island Historic District
5 out of 5 average rating, 26 reviews

Deal Island Lodge

KevinRating, 5 stars1 month ago
I loved this beautiful place. It's clean , and on a beautiful piece of property. The host has great communication

Pet-friendly home rentals with a pool

The exterior of the Kingsbay Mansion showcases a spacious two-story layout with a distinctive peaked roof. A well-maintained pool is framed by neatly trimmed hedges, while multiple lounge chairs provide opportunities for relaxation. Tall trees create a serene backdrop, contributing to the peaceful ambiance.
Home in Marion Station
5 out of 5 average rating, 6 reviews

Kingsbay Mansion Bayhouse

LianeRating, 5 stars10 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 stars23 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
Guest favorite
The farmhouse features a white exterior with green roofing. A welcoming porch is flanked by well-maintained landscaping, including shrubs and garden stones. Large windows allow natural light to enter, while the chimney adds character to the overall rustic appearance of the home.
Farm stay in Princess Anne
4.94 out of 5 average rating, 97 reviews

Farmhouse located on a horse farm

StephanieRating, 5 stars3 weeks ago
Our stay was nothing short of amazing. The house was better than described, and the hosts were so accommodating. Everyone we encountered on the farm was extremely friendly. Everything was perfect from the comfy beds, refreshing pool and the beautiful landscape.
The waterfront property is shown from above, nestled among lush trees. A spacious home with multiple levels and balconies reflects on the calm creek. A private dock extends into the water, while a grassy area surrounds the house, providing a serene outdoor space.
Home in Temperanceville

Creek House - Luxury Waterfront on Holden's Creek

RebeccaRating, 5 stars1 month ago
We all really enjoyed our stay. We had a great time making and eating our meals, sitting on the various porches watching the creek and all the birds, exploring the grounds, and using the canoe. The peace of the place was wonderful. We especially enjoyed watching the two ospreys nesting across the creek. Allysin stopped by to check on us and was very friendly and welcoming. She was very appreciative of the feedback we provided about a relatively minor issue with the water pressure on the main floor. If we visit the area again, we will definitely consider staying again.
An inviting swimming pool glistens under the sunlight, featuring a stylish design with integrated steps. Surrounding the pool are several lounge chairs positioned on a textured patio, complemented by a spacious grassy area and a white privacy fence encircling the property.
Home in Marion Station

Kingsbay Dockside Waterfront House

KimRating, 5 stars10 months ago
The home was beautiful and very clean. The pool was so wonderful to have. It’s definitely out of the way, but the privacy is wonderful.
A modern cottage is nestled among tall pine trees, featuring large glass windows that enhance the connection with nature. A small patio area with two white chairs is visible, inviting relaxation amidst the lush green grass.
Home in Temperanceville

The Porter's Barn - waterfront w/ dock & fire pit

A charming cottage sits next to a serene body of water, surrounded by lush greenery and tall trees. The exterior features light grey siding, a distinctive pink door, and landscaping that frames the property. A nearby outdoor seating area overlooks the tranquil water.
Cottage in Temperanceville

Beautiful, Waterfront, Luxury

Private, pet-friendly home rentals

Superhost
A quaint two-story house is surrounded by lush greenery, featuring a well-maintained yard filled with blooming flowers. The exterior displays white siding with dark shutters, and steps lead up to a welcoming porch, enhancing the home's inviting character.
Home in Crisfield
4.79 out of 5 average rating, 132 reviews

BayTime

JessRating, 5 stars3 months ago
Thank you for another great stay!
Superhost
The image captures a vibrant sunset over the water, featuring colorful clouds and a serene horizon. Tall grasses border the foreground, enhancing the natural beauty of the waterfront location. Soft rays of light emerge from the clouds, creating a peaceful atmosphere.
Home in Westover
4.95 out of 5 average rating, 80 reviews

Beachfront Chesapeake Bay Retreat

SarahRating, 5 stars2 weeks ago
Fantastic airbnb experience! The house is cozy and comfortable, fits a lot of people, and has so many amenities. You can have a peaceful time without going stir crazy and I didn't have any concerns about anything while there because of the great hosts! Will be back the next time I find myself in the area!
Top guest favorite
Home in Deal Island Historic District
4.97 out of 5 average rating, 29 reviews

Rusty Anchor

RachelRating, 5 stars3 days ago
Rustic and charming, the Rusty Anchor was exactly what we hoped for. The screened porch was a favorite hang out spot. The kitchen sink was absolutely adorable. And the host had tons of family friendly amenities available like a baby bath, beach toys, coloring books, and board games. It looks just like the pictures. Her recommendations for the Washington Inn (now Sugar Water), the local beach, and the produce stand were all fantastic. We didn’t want to leave. If you are looking for a low-key, relaxing get-away, this is the perfect place.
Guest favorite
A light-colored couch with striped black and white pillows is positioned in a spacious living area. A round, dark wood coffee table sits in front of the couch, accompanied by a soft area rug. Natural light enters through two nearby windows, illuminating the room.
Home in Crisfield
4.96 out of 5 average rating, 51 reviews

Catch of the Bay

BrandonRating, 5 stars1 month ago
Felt like I was home even being away, love the town of Crisfield and this place made us feel safe and secure as well as very Comfortable. We will be back for another short stay again before summer ends.
Guest favorite
The exterior of the suite features a light-colored siding with brown shutters on either side of the door. A sturdy ramp and steps provide accessible entry. A small porch is visible in front, and the bright blue sky serves as a backdrop.
Guest suite in Deal Island Historic District
4.9 out of 5 average rating, 113 reviews

Private guest suite near Deal Island Maryland

CindyRating, 5 stars2 weeks ago
We have stayed with Tim a number of times. We enjoy staying at his Airbnb and going fishing several times a year. I am sure that we will be back.
Guest favorite
The image captures a serene sunset over water, with a shared pier extending into the view. Silhouettes of individuals can be seen near the pier, while golden and orange hues blend with dark clouds in the sky, creating a tranquil and scenic atmosphere.
Cottage in Deal Island
4.94 out of 5 average rating, 141 reviews

Water View Cottage

AnnRating, 5 stars2 weeks ago
A beautiful water view cottage in a quiet and peaceful setting was precisely what we wanted — and got — during our stay at this home. We couldn’t be happier. Everything was perfect. View of the sunset (which, along with the water) could be seen from inside of the home. This is truly a special little spot that we hope to be visiting again sometime. I highly recommend this rental.
Guest favorite
A dock extends over calm waters, framed by a vibrant sunset showcasing hues of orange and purple. A picnic table is positioned on the dock, and a flag gently flutters nearby, enhancing the peaceful scene.
Home in Deal Island Historic District
4.94 out of 5 average rating, 32 reviews

House of the Setting Sun/Deal Island Bayfront Home

DawnRating, 5 stars1 week ago
Once again, our family had an awesome stay in this beautiful home. Definitely will be back..
Guest favorite
A cozy bed is adorned with soft pillows featuring marine-themed designs, complemented by a light-colored duvet. Behind the bed, a decorative wall with muted colors showcases artful textures. Natural light filters in through nearby windows, enhancing the calming atmosphere of the space.
Home in Smith Island
4.89 out of 5 average rating, 74 reviews

Smith Island Yummy Artist Retreat

SheenaRating, 5 stars2 weeks ago
10/10 if u could give more i would. From the minute we booked to after getting back home Jemma was above and beyond helpful, responsive and really went out of her way to ensure a more than perfect stay for my family. She opened her other 2 homes to us to let us check them out, introduced us to with other locals who were just as friendly and welcoming as jemma: they let my girls check out their goats and roosters and ducks. Jemma was always available and was kind enough to share her 2 island pups with my girls, allowing them to come hang out and visit through out the day. Jemma was there to pick us up from the boat and get us back on. She even went out of her way to make me a bowl of sautéed veggies from her garden when I told her I was craving a salad and couldn’t get one on the island (wasn’t complaining just making mention of it) Her home was beautifully decorated, so much love and detain went into every inch of the house Loved the bathtub and shower the layout the location

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