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Pet-friendly vacation rentals in Dorchester County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Dorchester County pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
A wooden dock extends into calm waters, supported by sturdy posts. A single chair is positioned at the dock's edge, with lush green grasses framing the scene. Tall trees line the opposite bank, providing a peaceful natural backdrop under a clear blue sky.
Home in Woolford
4.93 out of 5 average rating, 145 reviews

Waterfront Getaway with Dock

TysheraRating, 5 stars1 month ago
Went to location as a family get-away. The views were breathtaking, who knew we would find such peace so close to home. Literally sat on the couch and stared outside for hours. The home was small enough to enjoy each other's company but large enough to allow everyone the time and space to do their own thing. The price was more than reasonable and we can't wait to return.
Top guest favorite
An aerial view captures Hoopers Island's serene landscape, featuring a mix of water and land. The coastline is bordered by docks, and scattered homes reflect a tranquil, rural atmosphere, surrounded by the shimmering waters of the Chesapeake Bay and nearby creeks.
Home in Fishing Creek
5 out of 5 average rating, 19 reviews

Waterfront Sunrise Farmhouse near Blackwater NWR

AlanRating, 5 stars6 days ago
Wonderful home with an amazing view. Allowed us to disconnect from all the everyday chaos. Open space that allows the kids and family to kick or throw the ball. Nicely secluded away from traffic. The owners were very nice and would highly recommend this place.
Superhost
A charming two-story farmhouse is situated on a spacious gravel area, surrounded by well-maintained grass. The exterior features white siding with navy shutters and multiple chimneys, while large windows reflect natural light. A tree line adds a touch of greenery in the background.
Home in Madison
4.94 out of 5 average rating, 31 reviews

Farmhouse by the bay! Beach and pier access.

ErinRating, 5 stars7 months ago
We had a lovely stay at Patrick’s place! It had everything we needed for a long weekend on the shore. A very comfortable home. Patrick was extremely responsive and helpful, with easy check in and check out. The kitchen was particularly lovely and well appointed! The house number is a little small so keep an eye out. And the mosquitos were fierce - don’t forget bug spray! Thanks, Patrick!
Top guest favorite
An open living area features comfortable seating, a dining table, and a wood-burning stove. Natural light floods in from the sliding glass doors, which lead to the deck. A patterned area rug complements the wooden floors, offering a cozy yet spacious ambiance.
Home in Cambridge
4.98 out of 5 average rating, 53 reviews

Small, peaceful getaway

LauraRating, 5 stars2 weeks ago
We felt so comfortable at Heather’s place. It was extremely clean and very quiet and peaceful. It was an easy space to have our two young children in. We would definitely stay here again in the future.
Guest favorite
A spacious backyard is surrounded by a wooden fence, enhancing privacy. A white garage with a green roof is situated in the rear corner, complemented by well-kept grass and a few ornamental plants near the home. The outdoor area provides ample room for pets and activities.
Home in Cambridge
4.85 out of 5 average rating, 46 reviews

Talbot Corner: Dog-Friendly 3-Bedroom Home

MariaRating, 5 stars3 weeks ago
This was my first Airbnb experience and it was awesome. It was a great find at a terrific price and very spacious. The peacefulness and serene vibe, makes you feel at home. Which was very much what I needed, because I came home for my mom's funeral. I would highly recommend this place. I will definitely come back to this Airbnb, if I need it for any future events when I'm on the Eastern shore Thank you Elizabeth for making my stay a wonderful visit back home.
Guest favorite
A spacious backyard is featured, displaying a well-maintained lawn. A volleyball net is set up, inviting outdoor activity. The home showcases large front windows, surrounded by trees, providing a sense of privacy and connection to nature. A deck can be seen in the distance.
Home in Lusby
4.88 out of 5 average rating, 94 reviews

SoMD Waffle House 1.5 acres of cozy coastal living

JanRating, 5 stars2 months ago
Robin's house is as described and has everything needed for the stay. She is an attentive host and proactively preparing for snow storm for us southerners. Very appreciated the great communication from her.
Superhost
A dining area features a wooden table set with a checkers game, surrounded by four chairs. Large windows offer views of the waterfront, with soft curtains framing the space. A sideboard adds storage, while decor items include a floral arrangement and nautical accents.
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!!
Superhost
A bright sunroom is highlighted by tropical-patterned furniture and colorful curtains. A coffee table sits in front of a cozy sofa and loveseat. Natural light fills the space through large windows, creating an inviting atmosphere for relaxation.
Home in Lusby
4.88 out of 5 average rating, 24 reviews

Artist's Cottage Cove Pt. Pet Friendly Lusby, MD

AugustaRating, 5 stars2 weeks ago
We had a great time. The place is cozy, but the space is maximized with a lot of beds. We appreciated the large table that could seat everyone in our group plus friends. Lusby was a bit chilly in April, but we still had fun playing in the sand and searching for shark teeth.

Pet-friendly home rentals with a pool

A clear blue swimming pool is surrounded by a concrete deck, featuring several lounge chairs with striped cushions. A small changing room or bathhouse is visible in the background, along with green trees providing shade in the area.
Home in Taylors Island
4.7 out of 5 average rating, 82 reviews

The Marina Oasis in Taylors Island

KarenRating, 5 stars32 months ago
It was a comfy stay in a beautiful marinia. The house was clean and the beds were soft. It did well for me and my 4 kids who each had their own bed. The landscape of the place and the sunsets were great! It was quite, tranquil with beautiful warm and sunny days. I would go back. Very easy check in and out.A lot to do in the area.
Guest favorite
Aerial view of a home with a fenced swimming pool, surrounded by lush green grass. The pool features a clear blue water, and several lounge chairs are positioned around its edge. Steps lead from the house to the outdoor area, enhancing accessibility to the pool.
Home in Ridge
4.89 out of 5 average rating, 56 reviews

Waterfront Paradise with a Private Pool

KathyRating, 5 stars4 months ago
It was absolutely wonderful staying at Joanne's home. It was very comfortable and loved the outdoor firepit. Very peaceful and lovely home. We would love to come back again for another visit.
A white two-story house is nestled among tall trees, featuring a welcoming porch with multiple steps leading to the entrance. The manicured lawn is expansive, adorned with low hedges and greenery. The roof displays a combination of gables and dormer windows.
Home in Cambridge
4.78 out of 5 average rating, 9 reviews

Outrigger at Swan Cove Manor

SherylRating, 5 stars17 months ago
Kelly was a great host! She responded quickly to all texts and provided information about things to do in the area- we wven asked her about pizza delivery and she got back to us quickly with a suggestion.
A modern living area features a leather sectional sofa facing a wall-mounted flat-screen TV. Large windows provide views of the marina, allowing natural light to brighten the space. A small coffee table and a bean bag chair complete the cozy, inviting setup.
Townhouse in Cambridge
New place to stay

Walk to Dtwn: Waterfront Eastern Shore Townhome!

AimeeRating, 5 stars3 weeks ago
The host has really outdone themselves. This place has everything you need. Very well stocked kitchen. Top notch appliances, cookware, bakeware, storage containers, spices, pots and pans, utensils, etc. Anything we needed, they seemed to have it. The house us beautiful. The gated community is peaceful and quiet. There is a cd player and a record player with music cds and vinyl records to enjoy. They turned the garage into a game room. Great for family fun. The bedrooms and bathrooms have all the extras for guests to enjoy. Shampoo, Conditioner, body soap in the showers. Cotton balls, Qtip and lotions on the bathroom vanity. They have thought of everything. They win the prize of best stocked AirBnB that I've ever traveled to. The host was very responsive when I had questions or concerns. I hesitate to give this feedback for I fear it will diminish my changes of renting it again. LOL. Thank you for being a Super Host! We look forward to coming back.
Guest favorite
A single-story house is set against a clear blue sky, surrounded by lush green lawns and mature trees. A gravel driveway curves gently leading to the entrance. The property is located near a calm waterway, enhancing the serene country setting.
Home in Cambridge
5 out of 5 average rating, 10 reviews

"Goose Landing" Waterfront Retreat

JohnRating, 5 stars8 months ago
This was a great vacation. This place has it all from the pool to the kayaking, fishing, crabbing and the late night fires were we all just sat around the fire and enjoyed the time together. The house was awesome, plenty of room for all. The family had a great time. Definitely would rent this place again.

Private, pet-friendly home rentals

Top guest favorite
The cabin is nestled among tall trees, featuring a wooden deck and brick chimney. A pathway bordered by stones leads to the entrance, with pine needles covering the ground. A vehicle is parked nearby, integrated into the serene woodland setting.
Cabin in Church Creek
5 out of 5 average rating, 18 reviews

Charles Creek Cabin

JoshuaRating, 5 stars1 month ago
Our favorite spot to visit and recommend it enough. Always feel right home and relaxed as soon as you walk in the door
Superhost
The side view of a spacious home is surrounded by vibrant autumn leaves. A greenhouse room with large glass panels allows natural light to fill the interior. A deck extends from the house, providing outdoor space amidst the serene setting of trees.
Home in Lusby
4.78 out of 5 average rating, 23 reviews

Belle of the Chesapeake Bay

KoryRating, 5 stars4 months ago
The hosts were amazing and responsive, and the house was beautiful! I would definitely stay at this home again!
Superhost
A colorful house is situated on the waterfront, surrounded by tall grasses. A wooden walkway leads towards the entrance, while clear blue skies and green trees frame the serene setting.
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.
Top guest favorite
A quaint cottage is nestled amid lush greenery, featuring a welcoming porch with red shutters. A swing hangs from a large tree in the foreground, creating a serene outdoor space. Colorful flowers are visible alongside the manicured lawn, enhancing the charm of the setting.
Guesthouse in Cambridge
4.98 out of 5 average rating, 46 reviews

Camelot Cottage

CarolRating, 5 stars1 week ago
It was a wonderful cottage. Bonnie and Chuck were very helpful about places to eat. We had snacks and everything you needed. We will return for another peaceful getaway. Don’t hesitate to book. Thank you Bonnie and Chuck for making our stay comfortable and enjoyable.
Guest favorite
The exterior showcases a three-story home with a gabled roof, surrounded by large trees providing shade. A welcoming front porch is situated under the expansive porch roof, while a white picket fence encloses the grassy yard. A path leads from the sidewalk to the porch steps.
Home in Cambridge
4.98 out of 5 average rating, 49 reviews

You'll enjoy the The Great Escape in Cambridge!

StaceyRating, 5 stars1 month ago
Beautiful home. Great location. I have enjoyed getting to know Cambridge better. Highly recommend.
Top guest favorite
The exterior of the lodge is showcased with a large, well-maintained lawn in the foreground. The house features multiple gables, a covered porch with symmetrical columns, and a distinctive round tower. Lush landscaping with shrubbery frames the entrance, creating an inviting façade.
Home in Taylors Island
4.97 out of 5 average rating, 39 reviews

A Vacation for All, Away From It All

ChristyneRating, 5 stars5 months ago
If you are looking for a peaceful escape, you found it. Although this home can be used for large gatherings, it is also the perfect getaway for 2. My husband and I loved watching the water and the natural wildlife. DO NOT MISS THE OPPORTUNITY TO EXPERIENCE THIS HOUSE!
Guest favorite
A tranquil sunset is observed over calm waters, with soft pink and orange hues reflecting on the surface. Tall grasses and reeds frame the scene, creating a natural border against the serene marshland backdrop.
Campsite in Cambridge
4.93 out of 5 average rating, 83 reviews

Levin's Waterfront Paradise @ Blackwater Refuge

EricRating, 5 stars1 week ago
Great site. Beautiful views the of the water. The instructions for finding the site are perfect. 10/10 will be back
Guest favorite
An aerial view captures a serene waterfront retreat surrounded by dense trees and a winding creek. The house is nestled within the lush greenery, providing a sense of seclusion and harmony with nature.
Home in Ridge
4.94 out of 5 average rating, 51 reviews

18-Acre Waterfront Sanctuary: Peace & Privacy

JessicaRating, 5 stars2 weeks ago
We wanted a quiet and peaceful getaway, and this place was exactly what we needed. The home was spotless and stocked with everything we needed—and more. One of the highlights for us was taking the kayak out and exploring the cove, which we did multiple times. Chain grocery stores and restaurants are about 25–30 minutes away, but the drive is easy and pleasant, so it feels much shorter. We chose to cook most of our meals at home, and the kitchen had everything we needed. Fred and Gette are some of the best hosts we’ve come across on Airbnb—friendly, responsive, and genuinely helpful. We had a couple of minor issues during our stay, and they resolved them quickly and thoughtfully. They also offered us a late checkout on our last day, which was a huge bonus after a couple rainy days early in the trip. We really appreciated the extra time to enjoy the property. Highly recommend this stay—and any property Fred and Gette host in the future.

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