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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1. Tarzenia

Loves Dogs

Pikesville, MD, 21208

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: First and foremost I really enjoy dogs. I worked for a friend ( for free) walking dogs and boarding for up to two weeks. I found the work very rewa... (more)

2. Snezhana

Dogs make us happy!

West Baltimore, Baltimore , MD, 21223

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"Snezhana did a great job! She was really kind and friendly. You can tell that she genuinely enjoys dogs. Hans has his little quirks, but she was good about f... (more)"

3. Daniel

YOUR Dog is the One and Only

Halethorpe, MD, 21227

Dog Boarding

4 repeat clients

"We are ecstatic with Belle's stay with Daniel and Nui. We received daily updates regarding Belle which helped ease my overly protective pet parent mind. Best... (more)"

4. Marcella

Experienced Dog Service Provider

West Baltimore, Baltimore, MD, 21230

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"Marcella was very flexible when it came to meet up times for dropping off and picking up Toby. I appreciated the many photos and videos that were sent to us ... (more)"

Confirmed New Years Availability
5. Stephen

Great love for any and every dog

Catonsville, MD, 21228

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have grown up with dogs at home most of my life. I have always felt deep love and compassion for dogs of any shape or size. My family has histori... (more)

Confirmed New Years Availability
6. Jaclyn

Cozy apartment in Baltimore!

Charles Village, Baltimore, MD, 21218

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

6 repeat clients

"Jaclyn was great! It was very easy to communicate with her, and she sent me updates every day. My dog seemed to be happy with her stay and was doing really w... (more)"

7. Brigid

A LOVING HOME WELCOMES YOUR PET

Roland Parl-Homewood-Guilford, Baltimore, MD, 21210

Dog Boarding

7 repeat clients

"Had a great experience with Brigid. So caring with our dog Roxie -- gave her good treats and companionship. She was extremely responsive over the phone and t... (more)"

8. Joanne

Temporary loving home for your dog

Greater Mount Washington, Baltimore, MD, 21209

Dog Boarding, House Sitting

5 repeat clients

"Joanne really helped me out last minute. As I was driving away after dropping off my Sammie, she was already taking her for a walk. And as I pulled up to pic... (more)"

9. Helena

We can't wait to meet your dog!

Hampden-Woodberry-Remington, Baltimore, MD, 21211

Dog Boarding

12 repeat clients

"Helena and her boyfriend were great with Mia! She was excited see me after the vacation but didn't seem upset at all to have been left with them as she has o... (more)"

10. Denise

Pet lover . com

BALTIMORE, MD, 21209

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"From the moment we met Denise, I felt completely at ease and knew that my lil guy was being left in good hands. I highly recommend Denise as a genuinely kind... (more)"

11. Kay T

I am a responsible dog lover!

Downtown, Baltimore, MD, 21201

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Layla had a great time with Katie (Kay T)! She was reluctant to leave Katie's place when I came to pick her up. Katie obviously loves dogs very much - she ... (more)"

12. Keith

Dog-loving AT-HOME Dad w/ YARD

Hampden-Woodberry-Remington, Baltimore, MD, 21211

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

20 repeat clients

"Keith and his family were awesome! I'd never used Rover before and I was a bit nervous about leaving Phoebe with anyone, but they were super friendly and cle... (more)"

13. Lauren

I just love dogs!

West Baltimore, baltimore, MD, 21230

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lauren was great with Zora! I received tons of updates and pics. (more)"

14. Harriet

Happy Dog/ Happy Owner= guaranteed!

Baltimore , MD, 21209

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

8 repeat clients

"Harriet was great with my dogs. Sent daily updates with pictures. And always promptly responded to questions. Will definitely use her again! (more)"

Confirmed Holiday Availability
15. Imani

Compassion for ALL living things!

Pimlico, Baltimore , MD, 21215

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

5 repeat clients

"Imani took excellent care of my little dude. He was east to communicate with and kept me abreast of it all. My trip was last minute and, even though i told h... (more)"

16. Ally

Your dog gets a vacation too!

Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21217

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Ally has been our go-to dog caretaker for almost 4 years now for both our Mastiff dogs (one at 160lbs and the other at about 130lb). She is more than capable... (more)"

17. Beth

Go to the Dog Park Every Day!

Baltimore, MD, 21229

Dog Boarding, House Sitting, Drop-In Visits

8 repeat clients

"I recently had Beth care for our dog, at her house, while we were away. My family was extremely happy with the care Beth provided for our yellow lab! He is... (more)"

18. Bryant

Come let your dog play on weekends!

Park Heights, Baltimore, MD, 21215

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I'm an animal lover. I've had dogs, reptiles, cats, and fish. My daughter and I play all day on the weekends and I found this site on a whim. If... (more)

Confirmed Holiday Availability
19. Molly

Dogs, art and news. In that order.

Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21217

Dog Boarding, House Sitting, Dog Walking

"There is no one I would trust to take care of my dog more than Molly Rose. I have known her for more than two years now and have seen her operate in multiple... (more)"

20. Devonta

Dog sitter

Beechfielf-Irvington Area, Baltimore, MD, 21229

Dog Boarding

2 repeat clients

"Devonta accommodated Me and my dog, Nyla, at the last minute. He was professional, kind, and very in-tuned to animals. I thoroughly enjoyed my experience wit... (more)"

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Learn About Premier

Dog owners in Winsor Hills, Baltimore, MD love booking dog boarding with sitters on Rover.com. Over 2,462 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Winsor Hills, Baltimore donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Baltimore.

We're proud to support over 200 organizations across the nation, including: