Pet-friendly vacation rentals in Queen Anne's County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Queen Anne's County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Rock Hall

4.91 out of 5 average rating, 124 reviews

Cottage with Modern Updates - Walk to Waterfront!

Historic cottage, fully renovated and located in the heart of Rock Hall. Features open living area, modern kitchen, sunny front porch, big fenced backyard, and patio with fire pit and picnic table. Enjoy everything the town has to offer - fishing, boating, festivals, dock bars, restaurants, shopping, & more. Walking distance to Main Street, marina, Harbor Shack, Waterman's Crab House, The Mainstay. A short drive to Eastern Neck National Wildlife Refuge, Washington College, historic Chestertown.

Top guest favorite

Home in Rock Hall

5 out of 5 average rating, 85 reviews

In Town, Rock Hall, Fenced-In Yard, 1 blk to Water

In Town, Amazing Location on Walnut Street, Rock Hall Clean, Quiet & Beautiful Rancher, Large Fenced in Yard! 1 Bedroom (Queen) 1 Bedroom (Queen) Sun Room (Twin) Daybed Only 1 block from the Chesapeake Bay. Perfect for your weekend getaway or longer stay. Tastefully updated 2-bedroom, 1 bath ranch home. Located JUST one block from marinas, restaurants, Public Landing and Rock Hall Harbor. Three blocks from Ferry Park Beach. A beautiful and safe stroll or bike ride to Main Street (1.5 mile)

Top guest favorite

Home in Grasonville

4.95 out of 5 average rating, 267 reviews

River Front, Private Single Family Home

Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away

Top guest favorite

Cabin in Chestertown

4.98 out of 5 average rating, 234 reviews

Rivershore Retreat

Escape to Maryland’s Eastern Shore where the pace of life is slower and nature surrounds you. Mid-century modern A-frame with artfully curated décor and a well-appointed kitchen has drop-dead gorgeous river views and its own waterfront and dock. The house sits on a large, private acre lot with plenty of room for kids to play. Short walk to downtown Chestertown with its Farmer’s Market, restaurants and galleries. A perfect get-away for artists, writers or families seeking a low-key vacation.

Top guest favorite

Home in Chestertown

5 out of 5 average rating, 191 reviews

Totally Renovated historic house near town center

Renovated 19th century home. 3 king beds, 2 queens. 55” TV in family room, 2 more. 1st floor bedroom with full bath. Hi speed internet. Pets welcome! Located in the historic district of Chestertown, a 3 block walk from Wash College and the C'town waterfront. 2 primary bedroom suites (one on 2nd floor with king ) 2 more bedrooms with queens. 1 loft connected to a 2nd story bedroom with 2 twins. Fenced yard and an acre of private gardens. Fire pit. New Weber grill

Top guest favorite

Guest suite in Chestertown

4.99 out of 5 average rating, 221 reviews

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront apartment/guest suite conveniently located minutes from historic Chestertown and Washington College. Beautiful water views, full kitchen, wooded lot, quiet neighborhood, bird watching, biking, running, kayaking. Friendly pets (comfortable with people and our medium rescue dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice. Make it your home away from home.

Top guest favorite

Cottage in Saint Michaels

4.98 out of 5 average rating, 160 reviews

La Casita on Harris Creek, St. Michaels

Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

Top guest favorite

Guesthouse in Stevensville

4.99 out of 5 average rating, 268 reviews

Waterfront Getaway - View of bay from your bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Top guest favorite

Farm stay in Chestertown

4.94 out of 5 average rating, 155 reviews

Blue Heron Farm Waterfront Chalet

Relax and unwind at the Chalet on Blue Heron Farm, a waterfront rustic retreat on the upper reaches of the Chester River. Tucked away on a 126 acre fourth-generation organic farm, the River Chalet is a peaceful and private getaway situated just 15 minutes from historic Chestertown. This recently restored 3-bedroom, 2 bath home features a giant wrap-around deck overlooking the river and floor-to-ceiling windows with serene waterfront views.

Top guest favorite

Apartment in Chester

4.97 out of 5 average rating, 262 reviews

Cozy Waterfront Apartment Chester, MD

Hello travelers!! Looking for a cozy & comfortable place to stay on Kent Island? Come enjoy our clean & beautifully renovated apartment above our family home, overlooking Cox Creek. This apt. Is built above our garage. Private entrance on the side of our house (20 steep steps up). 1 bedroom, queen bed. Plus an easy to assemble blow up air mattress to sleep an additional two. WiFi included. Private porch to enjoy water view!

Guest favorite

Home in Stevensville

4.97 out of 5 average rating, 31 reviews

Spacious4BR home with waterviews

Welcome to Love Point Lookout! A recently updated 4 bedroom home in a centralized, quiet, location and no shortage of amazing views of the Chesapeake Bay! This home will fulfill the needs of every family member, regardless of age, for your ideal getaway. With a convenient location just miles from the Bay Bridge, Kent Narrows, and Annapolis, the local attractions are just the beginning for this prime location.

Guest favorite

Home in Rock Hall

4.85 out of 5 average rating, 130 reviews

Pirates Perch

Rock Hall's most convenient vacation rental. Right on the parade route and walking distance to shops, ice cream, coffee, groceries and more! Sleeps 8 with 2 full baths. The master bedroom with full bath is on the 1st floor. Kitchen, dining room and living room. 3 TVs with WiFi internet. Off street parking for 3 full size vehicles.

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What guests are saying

Waterfront Paradise w/ Pier - kayak to Chestertown

4.93 out of 5 average rating, 43 reviews3 weeks ago

Ina was a great communicator - from initial contact, instructions for the house, to checkout! She couldn’t have been better. She was quick to respond and very helpful, which made everything super easy. The house had such an amazing view! Our water-loving dog found the river within 5 mins of getting out of the car!! Great amenities (incl. kayaks, life vests (even for the pup!), well stocked kitchen, bed linens, comfy beds and furniture, nicely decorated, and clean)! It was an easy ride to town. We went to get a bit of a respite from our busy lives for a few days in the off season, and the surroundings were just what we needed. One downside was that the utilities (refrigerator and heat) are rather loud when they turn on, so if you’re a light sleeper, you may be bothered. We were awakened a few times, but the rest of the positives made up for it!! Great spot!

Home in Chestertown

What guests are saying

Kent Island Waterfront Cottage

4.62 out of 5 average rating, 114 reviews4 days ago

We really enjoyed our stay at Glen’s place on Kent Island. The view was stunning. That was my favorite part, just sitting outside having coffee and enjoying that gorgeous water view in peace and tranquility. We started off with a little bit of a hiccup, but I truly appreciated their response and taking care of it quickly. Life isn’t always perfect, but it’s how you respond to those situations that make all the difference. We ultimately had a great stay and would definitely recommend this property to our friends

Guesthouse in Stevensville

What guests are saying

Stay & Play by the Bay - Sunsets- 4 KING Bedrooms

5 out of 5 average rating, 16 reviews9 months ago

Donna was a terrific host, responded to my questions promptly and the one level house worked really well for my group who was in town for a family wedding. My mom needed the room with the hand holds in the shower and all of us enjoyed the king beds in the other rooms. The view is spectacular and we loved having the option to sit on the front or side porch depending on the time of day. The kitchen was stocked with everything we needed. We also liked the way the living room was set up with plenty of seating for our group. I would recommend this house!

Home in Stevensville

What guests are saying

1-br apt in downtown Chestertown (Unit 1)

4.9 out of 5 average rating, 78 reviews1 month ago

We found this beautiful place when we needed a dog-friendy rental for our large dog while visiting our son at college. The rental is in a fanatic location, a very short walk to the waterfront and downtown Chestertown and its great shops and restaurants. The rental was immaculate and very comfortable. It had everything we needed. The backyard was more private than we thought and our dog enjoyed playing fetch in the back. The bedding was comfortable and relaxing. The host was very responsive and helpful. Great experience! Thank you!

Apartment in Chestertown

What guests are saying

Away at the Bay: New Home on the Chesapeake Bay!

5 out of 5 average rating, 44 reviews3 weeks ago

Ryan was a spectacular hostess! She truly thought of everything we might need and had it available for us. Her recommendations were great and she was so responsive when we had questions. The house is so beautiful and such a peaceful location. We had a bunch of kids from ages under one to six-years-old and she had toys and spaces set up to keep them all entertained. We will be back for sure!

Home in Stevensville

What guests are saying

Traveler Guest Suite - Cinnamon By The Bay

4.97 out of 5 average rating, 29 reviews3 weeks ago

Deborah was a great host! Very communicative and helpful when we had questions. The contactless checkin could not have been easier. The place was super clean and had the things you need to be comfortable. We loved that it was right in town and very walkable to restaurants, grocery store, West Marine and the hardware store. It’s the perfect spot for boat cruisers who have a boat on the hard and can’t live aboard while doing the work.

Apartment in Rock Hall

What guests are saying

Bay Home in Annapolis with Private Dock

5 out of 5 average rating, 37 reviews1 week ago

Beautiful, sun-filled house on the bay! We watched the sun rise over the water from the master bedroom. We tried our hand at making lattes on the Rocket Espresso Appartamento machine. The dock was the perfect vantage point to watch birds or ocean-faring boats go out to sea. The kids played ping-pong for hours. The kitchen was a literal chef's kitchen, with a flywheel meat slicer, juice press, air fryer, even a counter-mount wine bottle opener. The owner planned every detail, down to the fire lay in the backyard firepit. We would definitely like to come back again.

Home in Annapolis

What guests are saying

Bayview Bungalow - Water view, EV charging station

5 out of 5 average rating, 54 reviews3 months ago

This was a perfect stay from start to finish! Vicki quickly provided thoughtful answers to several questions I had before booking. Once we booked, she quickly followed up with details for our stay and abundant recommendations. Check-in was a breeze and the space was exactly as described. The space is inviting and comfortable, and my wife and I loved the abundant windows and well-appointed kitchen. We stayed during recent cold and snowy weather, and the space stayed cozy thanks to the gas fireplace, electric fireplace, and warm blankets throughout the space! We equally loved all the recommendations we tried and the local stops we made on our own. A sunset at the beach here must be seen to be believed!! We will be back!

Home in Stevensville