Pet Sitting & Drop Ins in Winsor Hills, Baltimore

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Sitter Profile Image: Laura K.
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Sitter Profile Image: Laura K.
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1. Laura K.

Putting Your Pet's Needs First
Roland Parl-Homewood-Guilford, Baltimore, MD, 21211
3.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
9 repeat clients
from
$15
per visit

Laura was very responsive to our last minute request for a midday drop-in for our dog. She was reliable, an excellent communicator, and took great care of our pup!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bronte B.
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Sitter Profile Image: Bronte B.
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2. Bronte B.

Friends to all big & small
Pikesville, MD, 21208
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
60 reviews
22 repeat clients
from
$19
per visit

Bronte meets expectations and follows directions when it comes to caring for the cats. I enjoy getting the photos while I’m out of town, it puts me as ease that the cats are being cared for.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brandon B.
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Sitter Profile Image: Brandon B.
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3. Brandon B.

Animal lover ready to serve you!
Greater Rosemont, Baltimore, MD, 21216
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$14
per visit

Brandon was fantastic and kept me informed. He sent lots of photos and took good care of my boy! Will book again!

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Sitter Profile Image: Justin E.
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Sitter Profile Image: Justin E.
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4. Justin E.

Just trying to hang with critters
Roland Parl-Homewood-Guilford, Baltimore, MD, 21211
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
8 repeat clients
from
$15
per visit

Justin was incredibly pleasant and easy to work with! He was my/the cat’s first ever Rover sitter so we were both a bit nervous, but he checked in with me so well and hung out with the cat so much, everyone wound up happy as can be! Thank you, Justin, for watching my girl. You gave me tremendous peace of mind while I was away.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David D.
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Sitter Profile Image: David D.
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5. David D.

Friendly with all animals
Catonsville, MD, 21228
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$20
per visit

David was great, and I do wish everyone who worked through Rover was as good as he is. He wanted to meet our dogs prior to his stop by, and that went great. He knows what he is doing, and is not difficult o deal with. He's one of the best people I have found through an online service like this. Thanks, David!

Sitter Profile Image: Tyasia V.
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Sitter Profile Image: Tyasia V.
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6. Tyasia V.

Star Sitter
People and pet person times ten!
Baltimore, MD, 21217
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
5 repeat clients
from
$16
per visit

This was the second time we've hired Tyasia to come and drop-in on our pup and bring him outside in the backyard. Tanky is always so happy when Tyasia has come by. Don't hesitate to choose Tyasia, your animals will thank you :~)

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Sitter Profile Image: Emma D.
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Sitter Profile Image: Emma D.
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7. Emma D.

Star Sitter
Friendly neighborhood crittersitter
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21217
2.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
118 reviews
37 repeat clients
from
$25
per visit

Emma is honestly one of the best sitters I’ve found! She gives you a very detailed summary of every visit, including tons of pictures which are very much appreciated. She takes the best care of my cat (and home!) while I’m away. I can’t recommend her enough!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Johana K.
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Sitter Profile Image: Johana K.
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8. Johana K.

Star Sitter
Worry-free care for your fur-babies
Hampden-Woodberry-Remington, Baltimore, MD, 21211
2.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
74 reviews
28 repeat clients
from
$20
per visit

Johana was an excellent cat sitter, and took time for a little in-person meet and greet. She was so helpful and I would love to have her pet sit again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jeremiah Z.
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Sitter Profile Image: Jeremiah Z.
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9. Jeremiah Z.

Animal lover with 3 cats
Hampden-Woodberry-Remington, Baltimore, MD, 21211
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
7 repeat clients
from
$16
per visit

Jeremiah was a wonderful cat sitter - thoughtful and communicative. When he came over for a meet and greet, it was clear that Jeremiah loves cats and it shone through his daily updates. For someone with cats, it makes a big difference to a sitter that really loves (and knows) cats. Would definitely book Jeremiah again!

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Sitter Profile Image: Barry G.
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Sitter Profile Image: Barry G.
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10. Barry G.

Doggone Delighted
Baltimore, MD, 21230
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$20
per visit

Prompt response and no issues :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alina R.
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Sitter Profile Image: Alina R.
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11. Alina R.

Rover 101
Star Sitter
Your new go-to pet sitter?? 🙀
West Baltimore, Baltimore, MD, 21223
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
59 reviews
26 repeat clients
from
$19
per visit

Alina is a wonderful pet sitter. She is friendly and kind and you can tell she loves animals. She took care of my sisters dog while she came to visit with me. Alina went above and beyond and took my sisters dog for a walk at a nearby park. Alina also stayed at our home for a weekend to take care of our cat who needs company when we are away. She did a fabulous job. I will continue to call on her when we need a pet sitter.

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Sitter Profile Image: Julion S.
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Sitter Profile Image: Julion S.
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12. Julion S.

You’ll be worry free with me!
Hunting Ridge, Baltimore, MD, 21229
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$20
per visit

Julian did great with our girls! They were all haply and healthy when we got home, and we got detailed updates :-)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah C.
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Sitter Profile Image: Sarah C.
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13. Sarah C.

Dog walks in the summer Sunshine
Baltimore, MD, 21229
2.7 mi. away
Drop-In Visits, Dog Walking
1 review
from
$14
per visit

Leaving my cats behind in someone else's care can be nerve-wracking, but I can confirm they're always in good hands with Sarah. Sarah always goes above and beyond to ensure my cats are comfortable and loved while I'm away. She never fails to send regular photo/video updates, which truly put my mind at ease. It's evident that Sarah truly loves animals and genuinely cares about their well-being. I returned home to find my three cats relaxed, content, and clearly well cared for. I cannot recommend Sarah highly enough to anyone in need of a reliable, compassionate, and trustworthy cat sitter. Thank you for everything!

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Sitter Profile Image: Briar B.
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Sitter Profile Image: Briar B.
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14. Briar B.

Feeding & play & long walks, oh my!
Westgate, Baltimore, MD, 21229
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$14
per visit

Briar has always been good with animals. During his middle and high school years, he would frequently do after-school care for a friend's cat's. Eventually becoming a house sitter/catsitter for them on occasion. In addition, he was raised with cats and dogs, and has taken care of other pets in his life. Very good at remembering to feed, and walk dogs. Similarly, with cats. During college even worked on a farm and got familiar with larger livestock. The young man is extremely responsible.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer K.
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Sitter Profile Image: Jennifer K.
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15. Jennifer K.

Star Sitter
Likes to hang out with animals!
Gwynn Oak, MD, 21207
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
10 repeat clients
from
$25
per visit

Jennifer was fantastic! She always responded promptly to my messages, and sent photos at every visit. It gave me peace of mind while I was on vacation. She took very good care of my cats and they were calm and happy when I returned home.

Sitter Profile Image: Margaret P.
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Sitter Profile Image: Margaret P.
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16. Margaret P.

Good with all kinds of dogs and cat
Howard Park, Baltimore, MD, 21207
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
57 reviews
30 repeat clients
from
$20
per visit

Margaret was fantastic! She sent several pictures of our babies and our more touchy cat even let her give her pets and loved it! She clearly knows what she’s doing and went above and beyond to make sure we were comfortable leaving our kitties in her hands. Thanks again, Margaret!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mona W.
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Sitter Profile Image: Mona W.
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17. Mona W.

Just another animal lover!
Woodlawn, MD, 21207
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
60 reviews
18 repeat clients
from
$22
per visit

Always reliable, attentive, and kind, thanks Mona!

Sitter Profile Image: Robert M. A.
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Sitter Profile Image: Robert M. A.
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18. Robert M. A.

Rover 101
Professional and Caring Dogwalker
Hampden-Woodberry-Remington, BALTIMORE, MD, 21211
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
4 repeat clients
from
$20
per visit

Robert was EXCELLENT. we left out for the weekend && due to his effective communication we knew that our pups would be well taken care of for the weekend. Rover with Robert!!

Sitter Profile Image: Reva J.
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Sitter Profile Image: Reva J.
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19. Reva J.

Best of Pet Care at your Service!
Baltimore, MD, 21216
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$25
per visit

Reva is truly amazing. She has helped me alot with my shih poo. I was a first time owner and she was able to provide me with tips to walk me through the process of becoming a dog mom. She is very attentive, kind, and provides a safe space for dogs. If you ever need any pet sitting services i would highly recommend Reva.. you wont regret it!!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Joseph S.
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Sitter Profile Image: Joseph S.
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20. Joseph S.

Im Joseph & I LOVE ALL FURRY PETS
Park Heights, Baltimore, MD, 21215
1.2 mi. away
Drop-In Visits, Dog Walking
1 review
from
$20
per visit

Joseph has been phenomenal with my dogs. When I am away he watches over them, walks them, washes them, always has treats for them and even taught them commands. Absolutely amazing and I will continue using him. By the way my dogs love him!

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When it comes to pet care and pet sitting, pet owners in Winsor Hills, Baltimore, MD trust their pets with sitters on Rover.com. Over 2462 pet owners have reviewed pet sitters in Baltimore, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Winsor Hills, Baltimore pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Winsor Hills, Baltimore who can provide the care your pet needs, when they need it.

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