Dog Boarding in Winsor Hills, Baltimore

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Davida A.
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Sitter Profile Image: Davida A.
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1. Davida A.

Let Me Be Your Fur Baby's BFF
Winsor Hills, Baltimore, MD, 21216
0.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
60 reviews
24 repeat clients
from
$45
per night

Davida will always be my families go to. Our dog was well taken care of. We also got videos and updates throughout his stay. We will absolutely book with her again

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Sitter Profile Image: Ash (they/them) N.
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Sitter Profile Image: Ash (they/them) N.
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2. Ash (they/them) N.

Experienced and Friendly Dog Sitter
Roland Parl-Homewood-Guilford, Baltimore, MD, 21211
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
17 reviews
5 repeat clients
from
$50
per night

Ashley was excellent while taking care of my two pups. We ran into zero issues throughout the entire booking and Ashley's communication was superb. I highly recommend Ashley!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashante M.
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Sitter Profile Image: Ashante M.
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3. Ashante M.

Seconds From Druid Hill Park🐕‍🦺
Mondawin-Walbrook Area, Baltimore, MD, 21217
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
110 reviews
51 repeat clients
from
$43
per night

Ashante is a very nice and understanding person. I got to meet her , she’s caring and does keep you up to date, and makes sure your fur baby is comfortable . Her home is clean and spacious for your fur babies. I will continue to use her from now on. ❤️

Sitter Profile Image: Jessica D.
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Sitter Profile Image: Jessica D.
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4. Jessica D.

Head over heels in puppy love!
Hampden-Woodberry-Remington, Baltimore, MD, 21211
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
64 reviews
33 repeat clients
from
$40
per night

This was our second time booking and Jessica was once again AMAZING with our Chance. He loves her and vice versa! We will always leave our fur baby with her.

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Sitter Profile Image: Mila B.
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Sitter Profile Image: Mila B.
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5. Mila B.

Rover 101
Full time love and care!
Pikesville, MD, 21208
4.7 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
8 repeat clients
from
$40
per night

Horatio didn’t want to come home. So loving and caring. Pampered him just the way he likes. Have already booked her for two upcoming trips. Thank you Mila!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Felice T.
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Sitter Profile Image: Felice T.
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6. Felice T.

Rover 101
Fur Babies Unlimited
Catonsville, MD, 21228
5.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
170 reviews
101 repeat clients
from
$50
per night

Fantastic. Very caring and we always feel secure our dog is being well looked after. He is always very happy to go and be reunited with Felice and Ken. Expert sitters!

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Sitter Profile Image: Shruti D.
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Sitter Profile Image: Shruti D.
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7. Shruti D.

A PhD student and a dog named Hazel
Federal Hill, Baltimore, MD, 21201
4.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$40
per night

Shruti did an amazing job with Prince! She treated him just like her own dog. He was well cared for and loved. She sent nice pictures while I was away. I don’t think Prince missed me at all; he was so happy with Shruti.

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Sitter Profile Image: Shannon R.
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Sitter Profile Image: Shannon R.
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8. Shannon R.

Rover 101
Animal Lover
Hampden-Woodberry-Remington, Baltimore, MD, 21211
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
547 reviews
191 repeat clients
from
$46
per night

Shannon is fantastic! She took care of our pup while we were gone and fed us with photos and updates everyday. Our dog is a social dog so enjoyed playing with the other pups. We will definitely be using her again next time we’re out of town. Thank you Shannon!

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Sitter Profile Image: Ruth F.
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Sitter Profile Image: Ruth F.
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9. Ruth F.

Responsible “family” of watchers
Baltimore, MD, 21209
4.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
79 reviews
35 repeat clients
from
$51
per night

Ruth and her family did a fantastic job watching our 1 yr old chocolate lab. Right off the bat when we first met her we got an excellent first impression. She is very warm and friendly and was great with our dog! She sent us so many wonderful pictures so we could see what he was doing. When we came home, our dog was relaxed and happy. I would highly recommend having Ruth watch your pet.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashley P.
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Sitter Profile Image: Ashley P.
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10. Ashley P.

Ready to board your pets!!
Federal Hill, Baltimore, MD, 21230
4.4 mi. away
Boarding
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$45
per night

Ashley was an outstanding sitter, sending regular pics and adjusting accordingly to my busy schedule. I would definitely use her again and recommend to anyone in the Baltimore city area.

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Sitter Profile Image: Kelly H.
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Sitter Profile Image: Kelly H.
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11. Kelly H.

Korvie Pet Homestay - Care and Free
Catonsville, MD, 21228
4.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
34 reviews
8 repeat clients
from
$47
per night

Kelly was a joy to work with and she made us feel very comfortable to leave our sweet dog with her. She was lovely and sent constant photo updates. I will definitely leave Mila with her in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brittanie & Ryan C.
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Sitter Profile Image: Brittanie & Ryan C.
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12. Brittanie & Ryan C.

Your pet is like our pet
Catonsville, MD, 21228
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
14 repeat clients
from
$55
per night

Brittanie & Ryan were amazing! I had never used this service before and was a bit nervous. They were great and explained how it worked, and I met them before booking to make sure it was a good fit for all of us. It really was!! I could tell they took care of my dog as well as their own. They sent pictures throughout the week and texted back right away with any questions that I had. I can’t thank them enough and would definitely recommend them 100%! What a wonderful family and they loved Lucky and he was so happy with them and their family.

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Sitter Profile Image: Adrienne T.
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Sitter Profile Image: Adrienne T.
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13. Adrienne T.

A Lover of Dogs
West Baltimore, Baltimore, MD, 21223
3.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
29 reviews
11 repeat clients
from
$40
per night

Molly had the best time! Adrienne was great! Sent pictures and updated daily which was comforting while away. Even sent the most adorable picture of my dog and her cat snuggling.

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Sitter Profile Image: Samantha H.
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Sitter Profile Image: Samantha H.
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14. Samantha H.

Honest person with good work ethic.
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21217
2.6 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$38
per night

Samantha was awesome! She took great care of my dog and really seemed to love her! She gave me frequent updates including pictures and was so accommodating when my flight got delayed and my friend had to pick her up! I would definitely use her again!!

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

Safe, fun, and reliable care!
Riverside, Baltimore, MD, 21230
4.9 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
52 reviews
21 repeat clients
from
$45
per night

My 2 small dogs had a great time with Katie. She was very patient with my older girl and alerted me to changes in her behavior. All around good experience.

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Sitter Profile Image: Nicole T.
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Sitter Profile Image: Nicole T.
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16. Nicole T.

Here to love your fur baby
Lower Northwood, Baltimore, MD, 21218
5.3 mi. away
Boarding
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$50
per night

Nicole and her family were amazing. I received a constant flow of updates and pictures. It was just a relief to know that my puppy was in such great hands.

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Sitter Profile Image: Raychel L.
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Sitter Profile Image: Raychel L.
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17. Raychel L.

Loving Petsitter Works From Home
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21217
2.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
55 reviews
14 repeat clients
from
$31
per night

Raychel is such a great dog sitter! My dog always seems so happy to go stay with her and I never have to worry because I know she’s taking good care of him. She is always really good about being communicative and is always sending me cute pics of whatever my dog is doing at the time.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kelly C.
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Sitter Profile Image: Kelly C.
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18. Kelly C.

Pet lover
Greater Rosemont, baltimore, MD, 21216
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
103 reviews
47 repeat clients
from
$50
per night

Kelly was really awesome the boys enjoy their stay their while me and my boyfriend enjoyed our time away she sent pics to make us feel comfortable with out asking she didn’t mind FaceTiming us and texting us back at fashionable time it was awesome will def be booking again

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Sitter Profile Image: Brandon B.
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Sitter Profile Image: Brandon B.
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19. 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
from
$31
per night

Brandon has assisted with my own dogs, who are best friends with his dog, for over a decade now. He's great with both the young and energetic and older dogs, and I wouldn't hesitate to utilize him whenever needed.

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Sitter Profile Image: Felicity C.
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Sitter Profile Image: Felicity C.
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20. Felicity C.

Energetic animal lover
Catonsville, MD, 21228
3.1 mi. away
Boarding
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$50
per night

Felicity is amazing. Beanie was is great hands. She walked him regularly, made sure he ate as much as he could. He got plenty of play and provided lots of cuddles. I would definitely use Felicity again. She sent regular updates and included pictures and videos.

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Rover also offers Dog Boarding in these neighborhoods:

Rover also offers other services in Winsor Hills:

Dog owners in Winsor Hills, Baltimore, MD love booking dog boarding with sitters on Rover.com. Over 2462 pet owners have reviewed dog sitters in Baltimore, giving them an average rating of 5.0/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Winsor Hills.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Winsor Hills dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Winsor Hills, Baltimore, MD, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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