Pet-friendly holiday rentals in Cecil County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Cecil County pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Chesapeake City
4.89 out of 5 average rating, 38 reviews

HOOK WINE & SINKER sleeps 14 w/ Boat Slip at Inn

WilliamRating, 5 stars3 months ago
Absolutely outstanding. The pictures do not do justice for the actual beauty of the home. Everything you need is there, the house is pristine in every way. I look forward to exploring more locations from the super host, Brad.
Top Guest favourite
Home in Perryville
5 out of 5 average rating, 25 reviews

Stay Anchored Chesapeake Bay, 5 bedrooms, 3 bath

Mrs. BrownRating, 5 stars2 months ago
We had a great time. There was plenty of space to move around so that everyone was not in each other's space. The place was very clean and well-stocked with some everyday items you would normally have in your house to cook, shower and clean with. Jen was very responsive with any questions we had. Even the small children loved the house, especially the bunk beds. It was easy to get to places we needed to go to. All 11 of us enjoyed our stay and everyone said they wouldn't mind returning for another family staycation.
Top Guest favourite
Home in Charlestown
5 out of 5 average rating, 64 reviews

The Cooper House in Charlestown, MD

HeatherRating, 5 stars2 days ago
This house was AMAZING! So much space. The rooms were so large, high ceilings and windows, it was just gorgeous! Trey was very responsive to any questions that we had. Lots of parking, just be sure to leave the far left space open for the host to park, since he lives on site at the back of the home (I missed this piece in the description). We had alot of friends visit that were down for the one day and everyone was blown away by the house, and many want to book in the future. The park next door was great for the kids to spread out..and Saturday was a BONUS, when they had live music playing, a food truck and beer tent..we had our own front row seat all afternoon....can't beat live music, by the campfire, by the water. A few notes for future renters: take your own toiletries (soap/shampoo not provided), the "no access" closet to the right of the stove, is actually where the brooms/trash bags and cleaning supplies are housed and you do have access to it. Thank you Trey!
Guest favourite
Home in Elkton
4.94 out of 5 average rating, 64 reviews

Sunset River Cottage

AliciaRating, 5 stars2 weeks ago
AMAZING stay! Jessica was a fantastic host and her place is super clean, so peaceful, cozy and quiet. Loved waking up and having coffee with the beautiful views. Will definitely be staying again!!
Top Guest favourite
Home in North East
4.96 out of 5 average rating, 54 reviews

Boho River Cottage

PeggyRating, 5 stars2 days ago
Cece had everything ready for us and our pup. The home was very clean and well stocked. She even had kindling and dry wood ready for the chimania. Instructions were clear and a binder with local attractions and restaurants was ready for us.
Top Guest favourite
Home in North East
4.96 out of 5 average rating, 80 reviews

The Fishing Factory

AdamRating, 5 stars2 days ago
The fish house was a fun unique stay for us, while in MD for sports tournaments. Parking was easy, the space was welcoming and comfortable and felt like home. We LOVED foosball and made good memories playing that and Ms. Pac-Man. Anthony was responsive, flexible and polite! He even went to check the house for us while we were trapped at fields far away. Will stay again.
Top Guest favourite
Home in North East
5 out of 5 average rating, 15 reviews

The River House At North East

CharlesRating, 5 stars2 weeks ago
We had a wonderful stay at Alexis' home. All my kids and my dad were there are there was more than enough space. The second unit downstairs was perfect for my daughter and her family as there was a quiet place for the children to nap while the rest of us visited upstairs. They yard was wonderful for them to run around and play. We had a few days of rain and the big window in the dining room overlooking the bay made made it a peaceful place to enjoy a day in with games and good conversation. It has a beautiful view and lots of light. We did not use the hot tub so I cannot comment on that although it would be a wonderful space to relax with the view. It is only a few miles from an adorable, walking town with restaurants and shops. Overall, I highly recommend this air b and b. We loved it!
Guest favourite
Home in Chesapeake City
5 out of 5 average rating, 92 reviews

Summer Season @ Old Lock View Chesapeake City MD

KelleyRating, 5 stars1 week ago
This stay was for a friend getaway with a wedding mixed in...so we have to come back and enjoy even more with and around the home but it was a great spot to be for access to surroundings and the towns. the home itself was cozy and very thoughtful things left for us to enjoy during the stay. You really feel like a home.

Pet-friendly home rentals with a pool

Top Guest favourite
Home in Chestertown
5 out of 5 average rating, 23 reviews

Chestertown Watson Family Farm

LukeRating, 5 stars2 days ago
We had a great time. The view is one of the best we have stayed at. The hosts have thought of almost everything you could need or want to do. Our kids wanted to come back just to do more of the activities. The interior is obviously dated but it is thoughtful, functional, and clean. We felt cozy and at home! We will be back!
Superhost
Cottage in Chestertown
4.91 out of 5 average rating, 35 reviews

Chesapeake East Shore Chestertown,Pool (May1),Dock

AntoinetteRating, 5 stars9 months ago
We loved our stay at the cottage. Everything was clean and well maintained inside and out. We especially loved the gorgeous surroundings. The property was beautiful and peaceful. We enjoyed daily swims in the pool and time at the dock. Robert was a wonderful host and made everything very clear and easy as well as was easy to communicate with. We couldn't have asked for a better get away. Chestertown is adorable and fun to check out. We hope to return in the future.
Top Guest favourite
Home in Newtown Square
5 out of 5 average rating, 13 reviews

New Pristine Suburban Escape

GlenRating, 5 stars5 months ago
This place was amazing to stay at! We loved the huge kitchen and there was plenty of space for our family of five. Our kids had a great time running around the big backyard and we went on several walks around the local neighbourhood, which was very picturesque and peaceful. What a lovely place to visit!
Guest favourite
Apartment in Baltimore
4.94 out of 5 average rating, 126 reviews

Patterson Park Penthouse with Rooftop Deck!

BijouRating, 5 stars3 weeks ago
Heather's place was as described. Clean and neatly organised. The linens and towels were very clean. The facilities available were adequate. The kitchen is not a full kitchen but has enough for heating. We had left some medicines behind and Heather and her team spotted it, and communicated the same to us. In addition, they took the trouble to drop it off at the local FedEx office.
Guest favourite
Tiny home in Rosedale
5 out of 5 average rating, 58 reviews

Tree house resort spa with sauna &heated salt pool

NoelRating, 5 stars1 month ago
Damian was very responsive and proactive on recommendations and helpful instructions. Tree house was exactly as pictured and even came with thoughtful welcome gifts and robes. This stay is all about tranquility and peace of mind while still being close to Inner Harbor and many great restaurants. Privacy was not an issue at all even with multiple properties on location. The main pool a long with our hot tub and sauna were clean and well maintained. We will definitely stay again!
Top Guest favourite
Home in Perry Hall
4.99 out of 5 average rating, 98 reviews

Gunpowder Retreat

AngieRating, 5 stars2 weeks ago
This house was perfect for our stay in MD. Our family of six was very comfortable here and our kids loved the pool and spa. The house is clean, cute and very cozy. Tanya was very quick to respond and great to work with!
Superhost
Condo in Betterton
4.92 out of 5 average rating, 38 reviews

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

SihamRating, 5 stars1 week ago
My family & I booked for three nights. Thought it was a beautiful and private little area, and just a couple steps away from the beach and a pool. Very quiet and away from noise which was a plus. The house itself was lovely and mostly clean. There were board games available and my kids had a fun time playing with them. We enjoyed barbecuing using the grill provided on the balcony which was nice as well. A plenty of towels and anything you need in the kitchen! Other than a full trash bag left over in the kitchen, finding some clothing items from other guests (I’m assuming) in drawers, and the keurig having what looked like mold inside. Pretty small things when looking at the big picture though. Will most likely come again & we enjoyed our stay!
Top Guest favourite
Guesthouse in White Hall
5 out of 5 average rating, 110 reviews

Dragon In My Cabin By The Pool Jacuzzi and Sauna

BrianRating, 5 stars8 months ago
Had a great stay at Shaun's place - enjoyed the amenities and the stars that were out that night. Had a big lightning storm that night, so if that sort of thing wakes you up, bring a sleep mask because there are a couple of skylights. The hot tub and pool were great and the outdoor seating and speakers were pretty nice, too. When we left to go hiking after checkout, Shaun immediately contacted me every way he could to tell me I left my motorcycle leathers behind, which would have been a disaster for me, and at 20+ pounds and super-bulky, would have been an expensive shipping nightmare. In all, great experience.

Private, pet-friendly home rentals

Top Guest favourite
Apartment in Charlestown
4.96 out of 5 average rating, 53 reviews

The Osprey Nest at the Cooper House

RichRating, 5 stars8 months ago
This is our second time to the Charleston Maryland area. We like to stay outside the Newark Delaware area for our daughters parents weekend. This place checked all the boxes. Trey was easy to communicate with. The place was clean, spacious the relaxing view from the deck rapped up a great birtday and parents weekend.
Guest favourite
Cottage in Elkton
4.92 out of 5 average rating, 73 reviews

Sunset River Shack -amazing waterfront view

RebeccaRating, 5 stars2 weeks ago
The home had a beautiful view of the river we saw a bald eagle, blue heron and an osprey. We enjoyed the fire pit ( we did get yelled at by the neighbor next door for too much smoke do beware!). We did not have time for the hot tub but glad it was available.
Bungalow in Aberdeen
4.11 out of 5 average rating, 19 reviews

Beautiful family house

KatrinaRating, 5 stars2 weeks ago
This was a lovely bungalow and had everything we needed. Nice background and the neighborhood was quiet! Even saw a beaver! Host was responsive and very helpful! Definitely recommend!
Guest favourite
Guest suite in Havre de Grace
5 out of 5 average rating, 11 reviews

The White Cottage

DianaRating, 5 stars8 months ago
My family and I love HdG, having come for the past four years for weekend vacations. We found this listing when looking for a pet-friendly place to stay over Indigenous Peoples Day weekend 2024, as well as my birthday. The listing is very accurate, and the space is perfect for a stay in HdG. It’s close to everything you could need. The hosts were incredibly welcoming, having supplied the space with TONS of snacks, coffee, tea, sparkling water, and a Brita pitcher. They were so sweet to also welcome us with a bottle of sparkling wine and balloons! We would happily stay here again. The hosts are hospitable, communicative, and friendly. The space itself is comfortable, quiet, and cozy.
Guest favourite
Home in Perryville
4.93 out of 5 average rating, 218 reviews

Top of the Chesapeake - Private Waterfront Home

DebRating, 5 stars1 month ago
We had a wonderful stay. We enjoyed being outdoors on the deck and walking the shoreline. The interior accommodations were very comfortable and met all our needs and expectations. The weather was perfect, too! Would definitely like to return again. 👍🏻👍🏻👍🏻
Guest favourite
Home in Port Deposit
4.9 out of 5 average rating, 127 reviews

Quarry Landing *Center of Town & River View*

KarliRating, 5 stars1 week ago
Amy was such a great, helpful, and kind host and her charming home was a perfect place for my family to stay. Everything was clean, comfy, and cute. The area felt so safe, just a quaint historic little town. There are some great restaurants and a coffee shop super close by, it’s such a walkable location! We spent most of our time on the porch with the view of the river. Overall we were all so happy with our stay and would 100% stay again!!
Guest favourite
Hotel room in Charlestown
4.89 out of 5 average rating, 47 reviews

The Avalon at the Cooper House

CarolRating, 5 stars3 months ago
Highly recommend with beautiful decor, very clean, great location with river view and nearby restaurants, ample parking and responsive host.
Guest favourite
Farm stay in Elkton
4.98 out of 5 average rating, 113 reviews

Nature Retreat on Creek's Edge with Wood Stove!

LaurenRating, 5 stars11 months ago
I stayed at the site for one night and it was probably the best sleep I’ve gotten in a long time. Monica was very friendly and very responsive. She took her time to show me back to the location and show me around the site. Everything was already provided so I didn’t need to pack much! It was an 85 degree day and was worried I’d be hot but the location is in the woods and was cool and comfortable to sleep! I had an amazing time sitting by the fire all night listening to music and taking in the scenery of the woods and the little river that was right out front. 10/10 would love to come back.

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