Dog Boarding in Winsor Hills, Baltimore

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

Confirmed availability
 Easter weekend
1. Jessica Verified Background Check

Head over heels in puppy love!

Grove Park, Baltimore, MD, 21207

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

"Jessica was awesome. She took great care of my baby Paris. She kept in contact with this nervous dog mom and made me feel at ease. Will definitely book with he… (more)"

Confirmed availability
 Easter weekend
2. Meredith & Kevyn Verified Background Check

Dogs love to stay at The Dog Chef!

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

Dog Boarding, Doggy Day Care, Dog Walking

"Meredith was great! She watched my 4 month old pup overnight so that I could take a ski trip. She seemed very knowledgeable and clearly loves dogs as her busin… (more)"

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3. Lauren Verified Background CheckRover 101

Dog Lover, Home Full-Time!

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

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

"Sent several pictures and Huey had a great time! He was in a great state when picked up and I could tell from his walk after that he was fed properly ! He gave… (more)"

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4. Eli Verified Background Check

I love animals, and they love me.

Mondawin-Walbrook Area, Baltimore, MD, 21216

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

"Since I've had my dog, Eli has been my go-to sitter. He is one of the only people I trust to look after her. Scooby is a rescued bully breed that's been throug… (more)"

5. Gloria Verified Background Check

Long walks,Cuddles and happiness

Baltimore, MD, 21207

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

"Gloria, has a natural instinct and connection with animals, my dog suffers from separation anxiety, but with her experience and love my baby was able to relax … (more)"

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6. Sarah Verified Background CheckRover 101

I'll love your pets like my own!

Gwynn Oak, MD, 21207

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

"My dog had THE BEST time with Sarah. This was my puppies first time at the sitters overnight. So naturally I was nervous. But Sarah's constant updates on Rocsi… (more)"

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7. Julia Verified Background CheckRover 101

Fenced yard, happy home!

Greater Mount Washington, Baltimore, MD, 21215

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

"I had to go out of town on short notice and needed to do an evening drop-off and pick-up. Julia & Tyler were so accommodating and took great care of my big pup… (more)"

Confirmed availability
 Easter weekend
8. Kelly Verified Background Check

Pet lover

Madison-Eastend, baltimore, MD, 21205

Dog Boarding, Doggy Day Care, Dog Walking

"She took excellent care of my dog. He was so happy and satisfied while staying with her. She was very attentive and loving to my dog. She sent pictures of him … (more)"

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9. Liana Verified Background Check

Small Dog Lover with Expertise!

Downtown, Baltimore, MD, 21202

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

"Liana is one of the most responsible people I know. She recently got a dog and has taken great care of him. Liana is always taking him on hikes or walks around… (more)"

10. Jill Verified Background Check

Reliable care from a loving couple

Roland Parl-Homewood-Guilford, Baltimore, MD, 21211

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

"Jill was incredible. It was clear she loved and took care of our puppy as if she was her own. This was our first time boarding with Jill and the first time o… (more)"

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11. Reynaldo Verified Background CheckRover 101

Dedicated Reliable Safe

Hopkins-Middle East, Baltimore, MD, 21205

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

"I left my dog Coco with him for 8 days, he sent me tons of pics and she was always so happy and got alot of exercise outside. He even let her play with other d… (more)"

Confirmed availability
 Easter weekend
12. Brigid Verified Background CheckRover 101

MY LOVING HOME WELCOMES YOUR PET

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

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

"Brigid was very nice to work with and treated Bambou with care. Brigid is flexible and easy going and would send us regular emails to keep us informed as to ho… (more)"

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13. Shadi Verified Background Check

Across from Patterson Park!

Canton, Baltimore, MD, 21224

Dog Boarding, Doggy Day Care, Dog Walking

"Shadi is absolutely amazing! She’s super sweet and very quick to respond back. I was really nervous leaving my pup for the weekend but she reassured me that ev… (more)"

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14. Amanda Verified Background Check

Trustworthy, Responsible, and Safe!

Roland Parl-Homewood-Guilford, Baltimore, MD, 21209

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

About: Hi! My name is Amanda Scorziello and I am currently a senior at Loyola University Maryland Baltimore. I love animals and have has experience with pet… (more)

Confirmed availability
 Easter weekend
15. Nina Verified Background Check

Home away from home

Downtown, Baltimore, MD, 21201

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

"Nina was AMAZING!!!!! This was my 1st time using Rover, and my 1st time leaving my dog with someone other than a friend or family member. Nina. Kept me updated… (more)"

Confirmed availability
 Easter weekend
16. Kate Verified Background Check

Professional Pet Sitter

Federal Hill, Baltimore, MD, 21230

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

"Our dog loved staying with Kate and loved playing with her new best friend Louis (Kate’s dog). She can’t wait to visit again! We feel so much better about leav… (more)"

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17. LaChelle Verified Background Check

Dustee's Gurl for Companionship

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

Dog Boarding, House Sitting, Dog Walking

"LaChelle has been watching my Cane Corso since she was 8 weeks old. She has a great relationship with my dog Cali. LaChelle is a timely, responsible person tha… (more)"

Confirmed availability
 Easter weekend
18. Camille & Brian Verified Background Check

"Dogs are our link to paradise."

Ellicott City, MD, 21043

Dog Boarding, Doggy Day Care

"Was hesitate leaving my 3 month old Frenchie somewhere new but Camille and Brain were great with her! Lily had a wonderful time there and got along great with … (more)"

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19. Harriet Verified Background Check

Your dog is always #1.

Baltimore, MD, 21209

Dog Boarding, House Sitting, Doggy Day Care

"I was nervous about leaving my dog, Dexi, with a sitter for the first time. Harriet made the process very easy. We did a meet n greet ahead of time with Harr… (more)"

Confirmed availability
 Easter weekend
20. Catherine Verified Background CheckRover 101

Live and work from home in Hampden

Roland Parl-Homewood-Guilford, Baltimore, MD, 21211

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

"Very attentive and thoughtful. Our dog needed more attention than usual due to some dental work just before boarding. Catherine and Alec gave him the extra a… (more)"

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: