Dog Boarding in Winterberry, MD

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

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

Petite Poochie Paradise

Sykesville, MD, 21784

Dog Boarding, Doggy Day Care

23 repeat clients

"Gina and her family were awesome. I would definitely recommend anyone to use them. Benji from the start felt at home. He took off and starting running and... (more)"

2. Rebecca and Mitchell

Happy & Healthy dogs are my goal

Reisterstown, MD, 21136

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

6 repeat clients

"Gemma had a wonderful stay and was given all the love in the world! She was super tuckered out from the terrific play in their awesome fenced back yard. Woul... (more)"

3. Lauren

Experience with seniors & rescues!

Finksburg, MD, 21048

Dog Boarding

1 repeat client

"Lauren was great and Tessa really enjoyed her stay and loves her new friends Ike and Izzy. (more)"

4. Christianna

Horsewoman & dog fan on horse farm

Upperco, MD, 21155

Dog Boarding, Doggy Day Care

3 repeat clients

"Christianna took wonderful care of Tess while we were away! She has a fantastic fenced in yard and two playful dogs of her own, so Tess had company and plen... (more)"

5. Joe

Retired dog lover

Owings Mills, MD, 21117

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

2 repeat clients

"Joe was great. He took Rocky very last minute on a holiday weekend, and made the process very easy for me, a first time Rover user. I would definitely leave ... (more)"

6. Mike

Pup parents have a fun & safe home

Reisterstown, MD, 21136

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

13 repeat clients

"Mike and his wife are very personable and were great to work with. They had great communication during our time away from our pup and sent lots of pictures.... (more)"

7. Missy

Foster DogMom at your service!

Reisterstown, MD, 21136

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Missy is amazing!!!!!! Loved her. She sent many pics throughout the stay. I'll definitely use her again. (more)"

8. Nina

Loving Care by Nina Anne, ABCDT

Reisterstown, MD, 21136

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

18 repeat clients

"Nina was amazing! She watched my boy as well as my parents senior dog and they had such a good time! Nina is so friendly and our dogs took to her immediately... (more)"

9. SHARON

Sharons home away from home.

Hanover, PA, 17331

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

"Buster had a great time with Sharon! She is the sweetest most genuine dog lover. I had peace of mind while on our vacation, knowing Buster was in good hands. (more)"

10. Kelly

Certified Surgical Veterinary Tech!

Manchester, MD, 21102

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

"Kelly updated me everyday while we were gone to tell me how our dog Ginny was doing. She was so kind and accommodating to our timing for pick up/drop off. We... (more)"

11. Michelle

Expert pet care

Sykesville, MD, 21784

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

13 repeat clients

"Michelle was very accommodating with my pickup and drop off times. My dog came home happy as a clam. She has a great outdoor area for him, and I could tell s... (more)"

12. Alison

Reliable and caring dog lover!

Eldersburg, MD, 21784

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

"I would highly recommend Alison as a pet sitter. Alison is a compassionate, loving, mature young woman who is always a pleasure. She has been our pet sitte... (more)"

13. Jacquie

It's A Dog's Life!

Reisterstown, MD, 21136

Dog Boarding

11 repeat clients

"This was Bosco's first time away from home so we really wanted the experience to be a good one. Jackie did a great job of managing Bosco's high energy level ... (more)"

14. Megan

Need dogs to tire out my kids!

Sykesville, MD, 21784

Dog Boarding, Drop-In Visits, Doggy Day Care

1 repeat client

"Megan is great with dogs!! She loves my 100lb mastiff,Lucy, like she's her own. Lucy is always exhausted after a day at her house from all the play and lovin... (more)"

Available this weekend
15. Jessica

Let me be your pups new best friend

Westminster, MD, 21158

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

"Jess has a genuine love for dogs. She has cared for my pets for about eight years and I have complete faith that when they are under her supervision, they r... (more)"

16. BRITTNEY

fun and friendly

reisterstown, MD, 21136

Dog Boarding, Doggy Day Care

1 repeat client

"Very responsible caring loving dog carer. She is very gentle and gives attention to her pets. Takes them for walks so they can get their proper exercise. Pla... (more)"

17. Carol-Ann

Home away from home!

Parkton, MD, 21120

Dog Boarding

5 repeat clients

"Our dog absolutely loved staying with Carol-Ann! He seemed sad to leave. She is the ideal dog-sitter. She responded very quickly and gave several updates inc... (more)"

18. April

Sittin' Pretty Pet Care

Sykesville, MD, 21784

Dog Boarding

2 repeat clients

"April was fantastic with our two dogs, Bella and Bailey! She was extremely flexible and accommodating for our last minute stay. She sent us photos and update... (more)"

19. Erin

Life long animal lover!

Westminster, MD, 21157

Dog Boarding

About: I am a born animal lover. I have had dogs and cats my entire life and I have 5 fur babies - 3 dogs and 2 cats. My dogs get along well with other do... (more)

20. Nicole

Passionate + responsible pet lover!

Reisterstown, MD, 21117

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

"Nicole has taken care of our dearly loved pug on many occasions. She is incredibly reliable and dependable, and she gave our dog so much love in our absence.... (more)"

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Learn About Premier

Rover offers the perfect alternative to dog kennels and traditional dog sitting: in home dog boarding. The next time you head out of town and need someone to take care of your dog, turn to Rover for your pet boarding needs. It's easy to find a loving Winterberry 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 in home dog boarding options in Winterberry near you, 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.