Dog Sitting in Annapolis

Dog sitters in Annapolis, 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: Cindy
Cindy

Annapolis, Maryland

40+ Five-Star pet sits; Columbia University faculty (teaching remotely)

5.0
• 57 reviews
Owner Image

It was a pleasure to have Cindy care for my cat Stella while I was away on an unexpected last-minute trip. Cindy sent frequent updates and photos, which provided a great comfort to me since I had only been home from a long trip 3 days before suddenly having to leave again. Stella seemed quite comfortable with Cindy's company! I returned home to a relaxed kitty and tidy apartment. Thank you, Cindy!

Sitter available from Oct 1
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Sitter Profile Image: Maureen
Maureen

Annapolis, Maryland

Never cancelled a sit, all boosters, non-smoker, traveling solo

5.0
• 55 reviews
Owner Image

Maureen was a treat from start to finish with our home and cat, Poppy! She is perhaps one of the most organized sitters we have encountered on zeewoi. Her resume speaks for itself. She was eager to sit, despite it being a somewhat short notice (about 10 days). Upon arrival we received pictures of Poppy to let us know that she was in good hands. We also got daily updates in the evenings, which we enjoy. Maureen stayed at our home during the coldest stretch of the year, and came prepared with heating blankets, etc, which we appreciated as we only have space heaters currently. We would be happy to host Maureen any time. Her communication and experience are certainly top notch and your pet will be in great hands!

Sitter available from Oct 1
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Sitter Profile Image: Shauna
Shauna

Annapolis, Maryland

Non-smoking medical professional

5.0
• 48 reviews
Owner Image

Shauna was a wonderful house and pet sitter. I got occasional photos of Buzzi (the cat) -- enough for me to see that Buzzi was very happy. Periodic updates from Shauna revealed no problems. The house looks great; now I just have to keep it that neat and clean.

Sitter available from Oct 1
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Sitter Profile Image: Olivia
Olivia

Annapolis, Maryland

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

5.0
• 35 reviews
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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: Sharon
Sharon

Annapolis, 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

Annapolis, 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: Amara
Amara

Annapolis, Maryland

Warm, responsible sitter. Equally a dog/cat and indoor/outdoor person.

5.0
• 27 reviews
Owner Image

Amara is so friendly to humans and dogs alike. It is clear she loves hanging with dogs and knows how to take care of them. She did a great job with my large dog for a week, sent regular updates and communicated consistently. She also treated the house well and left the place very clean. I hope to have her back soon, as does my pup!

Sitter available from Oct 1
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Sitter Profile Image: Sharon
Sharon

Annapolis, 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

Annapolis, 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: Sidney
Sidney

Annapolis, Maryland

“Stop worrying about the potholes in the road and enjoy the journey” ~ Babs Hoff

4.78
• 32 reviews
Owner Image

Sidney did a great job taking care of our dog and cat over a long weekend. We got regular updates and he was very responsive.

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
Lainie
Brian is absolutely amazing.  This was his third time sitting for us and the dogs love him, he left the house immaculate, and is totally reliable and communicative.  We can’t imagine a better sitter and hope he’ll come visit and stay in touch now that he has moved to the area.
User
Patti
Cleo is a very lucky puppy dog to have been cared for by Matt & Lisa!  We’ve had quite a few sitters over the last 2 years with TH, and I have no reservations saying that they were the best!

First, communication was fabulous from the start.  They put me at ease before they ever got here.  Throughout the sit, there were regular updates and pictures.  

They were so very attentive to Cleo, and even ventured out with her on trail walks (Cleo’s favorite thing in the world).    They handled her medications with no problem.

It was obvious that my nervous pup was at ease and loved them, as she ended up sleeping with them!

I’d have Matt & Lisa again in a heartbeat, and would recommend to anybody!
User
Stephen
Lea is seriously the best! We lucked out big time with her as our house sitter. She didn't just watch our home; she made it sparkle, and our dog Mezy? Well, he fell head over paws for her!

Mezy's doesn't always warm up to new folks so easily but Lea had this magical charm that had him wagging his tail from day one. She showered him with cuddles and playtime, and we got daily photo updates that were basically cuteness overload.

But Lea didn't stop at being the dog whisperer. Every nook and cranny was squeaky clean, and it felt like we were walking into a Pinterest-worthy home. Our plants thrived under her care too.

Communication was a breeze with Lea. She kept us in the loop about everything and replied to our messages super quickly. It gave us peace of mind knowing she had everything under control.

Lea's not just a house sitter - her friendly, laid-back vibe made everything so easy. We can't thank her enough for taking such great care of Mezy and our home. We're definitely booking her for all our future adventures.

If you want your pets to adore your house sitter and come back to a spotless home, Lea is the one to call. Thanks a million, Lea!
User
Karine
Angela Gandolfo and Erica Piazza came to stay at our house while we were away on vacation for two weeks. Our two dogs are a handful, but these two lovely women took such good care of them. They spoiled them even more than we do, which is perfect. We got photos every day, and when we came home our house was tidy and there were clean sheets on the bed. I couldn't have asked for better house and pet sitters than these two women. They communicated well with us, and if they had questions, they asked. It was a pleasure to work with both Angela and Erica. 
We had to cut our vacation short because of a death in the family. It was really stressful, but once again, Angela and Erica were flexible and understanding. It made a difficult time easier, knowing that things at home were being managed so well. 
I'm hoping that if we ever have to go away again for such a long time, I will be able to get these two back here again! (hint hint) 
Thank you, Angela and Erica!
User
Koni
Robyn was a great pet sitter and house sitter.  She  went way over and beyond my expectations!!!! She sent a photo of her and my dogs and they were looking at her like they were in love.  And my cats are not very friendly, but she won them over also.  I would highly recommend Robyn as a pet sitter and house sitter.  She is a very sweet lady.  I would love to have her watch my babies again and again.
User
Amy
Annabella was a fantastic, trustworthy dog sitter for our three pups. She was very responsible and did everything we asked of her and communicated well.
User
Laura
Alexandria was by far our best sitter yet (and we've had excellent zeewoi sitters)!  She was responsible,  self sufficient and very responsive.  She took the time to come meet our dog  ahead of time and to run through the routine before our trip.  She was communicative and sent great pics of her adventures with Rupee while we were away.  She was extremely clean and followed our household routine.  And to top it al off, she left us with a homemade vegetable soup for our jet lagged return home from Europe!  Alexandria is a wonderful, kind and caring person that I am grateful to have met.  I cannot thank you enough Alexandria!
User
Stephanie
Duha was such a light to have in our home while we were away. She kept us updated with beautiful photos of our dogs throughout her stay and didn’t leave their side once. I’ve never felt so comfortable with any other sitter and I truly hope this won’t be the last time she sits for us.
User
Teona
Alia is truly the most wonderful, loving and kind dog sitter I have used.  My husky LOVES her.  Not to mention whenever I travel and return home, my apartment is neat and orderly.  She even baked a treat for me on my return! I highly recommend Alia.  She has sat for me several times and I can't wait to use her again. 
Thanks Alia! Me and Grey love having you:)
User
Paula
Lori and Joe took great care of our two dogs and tow cats while we were gone. Our plans changed and we actually asked if they could come a day before we had originally planned to leave and they said no problem!   They even stayed over on the night we got home so that we could meet them which was very nice!

Lori was very good with communication before the house sit and also during the time they were here.  She  let us they had arrived safely and then sent us a short text or pictures every day of the  animals. 

The house looked cleaner than when we left it when we got home!  Lori and Joe were great house sitters and we wouldn't hesitate to recommend them!

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 Annapolis, 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 Annapolis, 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.