Dog Sitting in Leonardtown

Dog sitters in Leonardtown, Maryland who will care for your furry friend at home without any charges!

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There are 6,652 dog sitters near you

Sitter Profile Image: Elena
Elena

Leonardtown, Maryland

Quiet, reliable and responsible cat (and small dog) lady

5.0
• 47 reviews
Owner Image

This was our first time using a Trusted Sitter, and I'm so grateful Elena chose to stay with our precious pup. He's a senior dog that requires a little extra attention, and Elena was so kind and caring with him. From our very first zoom call to get to know one another, I knew Elena would be a great fit. She was very organized, told us what she needed to know, and was very flexible when our dates changed a bit. Elena sent several pictures of Beamer every day. My kids eagerly awaited to see what their brother was up to while we were away. He looked so happy in all of his pictures. She took him for walks and gave him plenty of cuddle time. Elena also took such great care of our home. We arrived back to a spotless house! Our experience with Elena was more than I could have hoped for using Trusted Sitter. It was like having an old friend stay over. I highly recommend Elena, and hope she will be available to stay the next time we go on vacation!

Sitter available from Oct 1
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Sitter Profile Image: Olivia
Olivia

Leonardtown, Maryland

Hi! I am Olivia, and my partner's name is Belrie. We look forward to meeting you

5.0
• 35 reviews
Owner Image

I am so fortunate because I had to cancel this sit at the last moment and Olivia and Belrie were extremely understanding. All our communications leading up to the sit were phenomenal, and I can't wait to have them stay with Pearl soon.

Sitter available from Oct 1
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Sitter Profile Image: Jasmine
Jasmine

Leonardtown, Maryland

Nature Lover.Artist.Meditator.Traveling Mama.Island Girl. Cat and Dog Whisperer

5.0
• 34 reviews
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I've lost track of the number of times Jasmine has house sit for us. As always she is reliable and responsive. I know my house and pets are in good hands with her. She is a great communicator. We came home to a clean house and happy kitties. I highly recommend her!

Sitter available from Oct 1
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Sitter Profile Image: Sharon
Sharon

Leonardtown, Maryland

Traveling professional with a love for new experiences!

5.0
• 31 reviews
Owner Image

Sharon was just a wonderful sitter. She has an engaging, positive personality and is full of energy. We were happy with the updates and photos of 2 content Goldens, whether on a trail or chilling by her feet. It is so wonderful to go away knowing your fur babies are loved and cared for in their own home. Will need to come up with a trip so we can invite this special lady back.

Sitter available from Oct 1
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Sitter Profile Image: Tammy A
Tammy A

Leonardtown, Maryland

Wanna-be dog mama wants to pamper your pup(s!)

5.0
• 28 reviews
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This is Tammy’s second time here . The house is so neat and clean when we get home/ cleaner than when we left . Piper and Willow are hoping she comes back again !

Sitter available from Oct 1
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Sitter Profile Image: Duha
Duha

Leonardtown, Maryland

I’m either fighting crime or with animals in my downtime <3

5.0
• 27 reviews
Owner Image

We loved having Duha sit for us. Communication was excellent and she needed little guidance after the initial walk-through. Both cats took to her immediately and really missed her when we returned. Duha even navigated some contract work outside the house when workers that we had been waiting on showed up unexpectedly. All in all, we had a great experience and would love to have Duha back any time.

Sitter available from Oct 1
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Sitter Profile Image: Judy
Judy

Leonardtown, Maryland

Experienced pet and housesitter, trustworthy, conscientious and caring

4.97
• 38 reviews
Owner Image

Judy is clearly a pro at being a housesitter. She was super communicative and sent us frequent pictures. She kept our home tidy and took great care of Lola. In fact, on a last-minute notice, she was even able to stay an extra night due to a disruption in our travel plans. Five stars all around. 

Sitter available from Oct 1
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Sitter Profile Image: Sharon
Sharon

Leonardtown, Maryland

Ms. Dr. Doolittle

4.86
• 49 reviews
Owner Image

Sharon took great care of our two dogs! She sent pictures and updates frequently. The house was kept neat and clean and all of the plants were taken care. 5 stars.

Sitter available from Oct 1
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Sitter Profile Image: Lisa
Lisa

Leonardtown, Maryland

English/Theater Teacher (remote), Animal Spoiler, Humane Society Volunteer

4.85
• 34 reviews
Owner Image

What a great experience we had with Lisa. She was so good with Cella. She was very tolerant of Cella's early rising. She's a tiny little thing, but has a big personality and knows what she wants. Lisa was so good at reading her needs. We were able to have a zoom interview with Lisa before we confirmed the sit. She stayed in touch with us daily and kept us updated on how things were going. When we arrived home, Lisa had washed all of the bedding and towels. She vacuumed and thoroughly cleaned the kitchen and bathroom. We couldn't be more pleased with Lisa as our sitter for Cella. We hope we'll be able to have her again. She was awesome.

Sitter available from Oct 1
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Sitter Profile Image: Sinclair
Sinclair

Leonardtown, Maryland

We hope to make the acquaintance of both you and your pets!

4.66
• 29 reviews
Owner Image

Nicole was amazing! This was the second time she sat for Leo and she was great again. She expertly navigated Leo dealing with digestive issues, was communicative, and took great care of Leo and my home. After her first time sitting, I reached out immediately to see if she was free for this sit.

Sitter available from Oct 1
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Reviews from Dog Owners

4.93
253,301 reviews
4.93
253,301 reviews
4.96 Organised 4.96 Reliable 4.95 Clean and tidy 4.97 Self-sufficient 4.91 Pet care
User
Mia
Anita was a wonderful dog sitter for Balto! They were super tentative, made sure to ask any and all questions before we went away, and they sent the best updates about Balto while we were gone. I felt so much better knowing my dog was in great hands, and I could not recommend Anita enough! Quality care, and our apartment was spotless when we returned home.
User
Tabitha
Such a great family! George, Larissa and their crew were a fantastic bunch. Our large senior dog got an eye infection right before we left for our trip and so we had to ask them to do some extra eye care. When it was clear that it wasn’t getting better they were willing to load up Lorax and take him to a vet appointment and then apply the prescribed ointment for the next week and a half. Definitely above and beyond care that we really appreciated!
Our house was left in great shape, our pets were super well cared for, and George and Larissa were great communicators. We have had many many sitters over the past 3 years but this was the first family. Nothing to worry about, they were terrific and we would happily have them back again. 
Thanks for taking such good care of our fury family and our home!
User
Ruth
Cindy was great, couldn’t have asked for a better sitter experience! Communication was great both before and during the sit. Cindy was really helpful and flexible with arrival and departure arrangements. I came back to a happy dog and a well cared for house, can thoroughly recommend 🙂
User
Nadine
Katie & Kevin jumped in last-minute, as our sitters had to cancel. And what can I say: We couldn't have chosen better even if we would had more choices and time. Katie & Kevin were so easy to communicate with and the first meeting and handoff were so easy and smooth. We could go on vacation with peace of mind knowing our dog and 2 ponies are in the best hands. Katie & Kevin: Thank you so much for looking after our animals so well !!!
User
Deborah
This was our first experience with TH and we are very pleased. From the moment Rose arrived we knew she was the right sitter for our “kids”. Communication while we were away was great with pics of the dogs as well as text messages. Rose cared for our home and our “kids” with great care, she is very conscientious of your space. Extremely pleased with the care she provided to our “kids” and our home. We have another trip planned in a couple of weeks and are happy Rose will be staying in our home again. I highly recommend Rose as a sitter!
User
Kelly
First things first, Linda is awesome! If she applies for one of your sits, you have to accept! 

This was our first time using zeewoi and is also the first time we have left our dog since we got him. Obviously, we were nervous at the beginning, but Linda removed all aspects of that. She is honestly one of the nicest, kindest, most polite people you will meet. From our first initial meeting, we knew that she was the sitter for us, and for Archie. 

The day that we left, Archie let out a little cry as we said goodbye. This was the first time he had done this (it broke our heart), but we knew he was in great hands! 

Throughout the week, Linda was extremely communicative. She would send us daily updates, share videos of their walks together, and send pictures of the two of them having fun. She spoiled Archie with love, attention, and a couple of new toys! When we returned, the house was in the exact same condition as we had left it, and was very clean and tidy.  

When Linda left, Archie ran to the door, started to cry, and sat/laid there for some time - And we think that this alone is a great reflection of the kind of person that Linda is. 

Linda – It was an absolute pleasure to host you in our home, thank you for everything that you did for us and Archie, and for making our first experience a positive and memorable one. Archie misses you! We hope you get the chance to do it again for us in the future.
User
Sarah
Stephanie, Brian and baby Martin took fabulous care of our home and pets for two weeks. 

From the outset, communication was quick, smooth and friendly and it was clear that both Stephanie and Brian are reliable, professional and warm sitters who take all the various elements of a sit seriously.

They kept us up to date with photos and messages, dealt proactively and competently with any unexpected issues that popped up, and most importantly showered our dogs and gerbils with attention and care throughout the time we were away. We returned to a spotlessly clean home (with thoughtful touches of fresh milk, bacon and bread waiting for us) and happy, settled pets. 

In short, we would recommend Stephanie and Brian to anyone looking for reliable, attentive and proactive sitters for their pets and home. We would be delighted to welcome them back for another sit, should they ever find themselves in the area again.
User
Kristin
Melissa and Chris are amazing.  We are very picky about our dog sitters, and we chose them because they have been doing this for a long time and track your wants and needs carefully and follow through with utmost care and integrity.   They offered to come the day before we left to meet Winnie so that we could rest in that she would trust them and connect to them.  Honestly, we would hire them as our only dog sitter all of the time if we could.  I cannot thank them enough and say enough good things about them.  They also took very good care of our house and  plants.
User
lisa
To this list of attributes I would add flexible, capable, sensitive, extremely good with the dogs even if one of mine is sometimes a little ornery, and just a wonderful person all around.
Because of constantly changing circumstances due to a move and coronavirus, my dogs ended up spending not two weeks but a whole month with John and they were so comfortable and happy.
John helped them in so many ways and coordinated shipping them overseas, he went above and beyond the wildest stretches of what a house sitter entails and did it with a smile and a laugh and reassurances that all would be well. And indeed he was absolutely right - the dogs arrived so well cared for that all my fears of them being traumatized went out the window.
John’s flexibility, and his kindness as well as his impeccable maintenance of my house in my absence all make me recommend him an absolute 10 out of 10.
Thank you John for all your help this summer!!
Lisa
User
Ruth
You could not ask for better house and pet sitters than Ken and Jane! 

Before the sit: Communicating with Ken and Jane prior to our scheduled week went smoothly. They were proactive about planning. They came out to the house prior to the sit and spent a couple of hours going over things about the house, meeting the pets, and getting familiar and comfortable with everything. They were delightful people to meet; I was wishing for a couple of days to just hang out and play tourist with them!

During the sit: Ken and Jane sent me daily updates and photos of their outings with my pups and with their interactions with my kitties. I appreciated how they chose the sit partly because of their love of exploring rural areas, because that's what I have here! They were perfectly suited to my home and pets. Ken absolutely loves cats and is an intuitive and experienced kitty-handler. Jane really bonded with one of my kitties; both of them made great progress with all three of my cats, each of which is pretty shy at first, and one can be a real problem child. They worked very hard to give love to each pet and ensure that each felt calm, happy, and cared for. They spend tons of time outdoors with my border collie/retrievers. The dogs had daily "spa time" after walks and outdoor playtime, having their long fur brushed on my front porch (which the dogs love!). They sent me happy photos every day. If anything came up, they just handled it. They really seemed to enjoy their adventures and the pets each day, which made my time away that much more enjoyable.

After the sit: I was thankful to have some time with Ken and Jane when I returned from my trip. All the pets were calm, happy, and healthy when I got home. Ken and Jane had left me a detailed note about that last day to make re-entry easy. They sweetly left a thank you note and a bottle of wine on the kitchen table also (a very sweet and unexpected surprise!). They seemed quite sad to leave my "kids;" Jane left with tears in her eyes, saying goodbye to my dogs. We've kept in touch since the sit. My whole house really misses them. Oh, and the house was immaculate and plants all watered (inside and out) when I got home! 

If you're looking for kind, competent, caring, organized and responsible people to care for your home and pets, invite Ken and Jane!

House Sitting FAQs

Pet sitters on Zeewoi offer pet sitting free of charge.

The main reasons dog sitters join Zeewoi are:
- They can't have their own dog right now but want to share their love for animals by helping out locally.
- They are work from home professionalist and want to pet sit in different cities.
- Many retired teachers, nurses, firefighters, and others enjoy traveling and caring for dog on Zeewoi.

As of Aug 2024, there are 1,387 dog sitters in Leonardtown, Maryland .
You can filter, sort, expand your radius to find the perfect pet sitter near me.
As a reminder, pet sitters joining Zeewoi must pass a background check for you and your dog safety.

Zeewoi makes it easy to reach out to multiple dog sitters about your booking.
Typically, 94% of Leonardtown, Maryland dog sitters respond within 24 hours.
Once you create your profile, dog sitters can apply to care for your pets, and you can also invite them!

Yes! dog sitters joining Zeewoi must pass a background check before offering their services.