House Sitting in Winsor Hills, Baltimore

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Alexandria

Animal-loving nursing student :)

Reservoir Hill-Bolton Hill Area, Mt Vernon, MD, 21201

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Alexandria has provided dog / house sitting services for us a couple of times and has done an excellent job. She sends timely updates and great photos. She c... (more)"

2. Maria

Experienced w/ variety of dog needs

Chinquapin Park-Belvedere, Baltimore, MD, 21210

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I don't even know where to begin. I have never hired anyone to stay at my home with my dogs before so I was definitely a bit nervous. From the very first me... (more)"

3. Stephanie

Reliable, friendly, loves dogs

Charles Village, Baltimore, MD, 21218

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

14 repeat clients

"Stephanie is a real professional. She stayed with our dog Farley (who loved her!), kept the herb garden alive during a brutal heat wave, and left the house l... (more)"

4. Kellyn

Experience and flexible hours!

Downtown, Baltimore, MD, 21201

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

1 repeat client

"Kellyn was great! She was very responsive and sent some great photos and she left my apartment in great shape. My dog was worn out after his weekend with her... (more)"

5. Christi

Animal-loving Registered Nurse!

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

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"My sweet Tobey absolutely loves Christi! She comes to my apartment and visits with him while I am working during the day. I am very greatful to have found so... (more)"

6. Gabriella

Reliable & I love your dog already

Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Gabriella was incredible during her stay. It was the first time my wife and I left our two babies and Gabriella made us feel completely comfortable the whole... (more)"

Available this weekend
7. Daria

walks, hikes, training and more!

Inner Harbor, Baltimore, MD, 21201

House Sitting, Drop-In Visits, Dog Walking

24 repeat clients

"Daria is without question one of the best Rover sitters you could ask for. Lots of photo updates, great communication and she is extremely competent with dog... (more)"

8. Mary

City to Farm, your dog can explore!

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

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

4 repeat clients

"We were nervous at first about someone staying in our home to take care of our dogs while we were out of town. But, Mary was great, and we will definitely u... (more)"

9. Ally

Your dog gets a vacation too!

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

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

1 repeat client

"Ally has been my go-to sitter for most of my 10+ year old dogs' lives. I'm always nervous about leaving them with anyone, as they're pretty big and sometimes... (more)"

10. Katherine

I Love Your Pets Like My Own!!

Downtown, Baltimore, MD, 21202

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Katherine stayed with Maisie for a night - she was very easy to work with, communicative, and flexible, and I came home to a happy dog. It was so much easier... (more)"

11. Gwen

Full-time mommy to my furry friends

Westgate, Baltimore, MD, 21229

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Our animals liked Gwen immediately, and so did we! She was personable and professional, and everything looked great when we returned. She send us photos and ... (more)"

Confirmed New Years Availability
12. MindiMeira

Health Coach & Mom to 7 Sons

Cheswolde Area, Baltimore, MD, 21215

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

"Mindy was great! She took care of our dog Buzy while we were away 9 nights. Mindy was able to build positive report with our dog from the second they met. Sh... (more)"

13. Anna

Experience with special-needs dogs

Charles Village, Baltimore, MD, 21218

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Anna is the first person to successfully befriend our poorly socialized guy since we adopted him as an adult in 2014. She sent timely updates during the stay... (more)"

14. Dalton

Your pets get undivided attention

Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201

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

3 repeat clients

"Dalton is far and away the most passionate dog lover I have ever known. He loves every dog of every breed and size and his heart will double in size when tak... (more)"

15. Megan

I'll run and play with your dog!

Charles Village, Baltimore, MD, 21201

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Megan was accommodating, friendly and easy to get in touch with! She contacted me daily to update me while I was gone, and reassured me that my pup was havin... (more)"

16. Genevieve

I love all dogs, big or small!

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

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

1 repeat client

"With 2 dogs, it is not easy to get out, and when they are your kids it's hard to trust someone to take care of them. Genevieve has always treated our dogs li... (more)"

Available this weekend
17. Patty

Can't wait to hang with your dog!

Hampden-Woodberry-Remington, Baltimore, MD, 21211

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Dog happy and healthy when returned... Wonderful pictures and updates. Happily covered an extra walk when my flight got canceled. Strongly recommended. (more)"

18. Molly

Furchildren welcome! :)

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

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

9 repeat clients

"Molly did an amazing job with our girl, Nina- as this was our first time away from Nina for more than 2 days, we were anxious leaving her for a week, but Mol... (more)"

19. Molly

I wanna walk your dog!

Beechfielf-Irvington Area, Baltimore, MD, 21229

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

1 repeat client

"Molly was great! She and Suttree seemed to get along really well and I know he loved being able to stay at his own home with a sitter. She left my place very... (more)"

20. Natasha

Part-time dogs best friend ??

Park Heights, Baltimore, MD, 21207

House Sitting, Drop-In Visits, Dog Walking

"Great with dogs. And cats. Sweet girl. One of my fav dog walkers ?????????????????????????????? Hope she goes far in life. I’m not good at this but trust me... (more)"


Rover.com is the simple, savvy way to find and book Upper Northwood, Baltimore house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Upper Northwood on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Upper Northwood, Baltimore, MD house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.