Dog Boarding in Winding Creek South, 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.
Confirmed availability
Labor Day
1. Lejune

Home away from home for your pets!

Hagerstown, MD, 21740

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

"Lejune was very flexible and went out of her way to help make Oliver’s stay possible. Oliver was well taken care of and Lejune was very intentional in sendin... (more)"

Confirmed availability
Labor Day
2. Rae

Home Full-time-large fenced yard

Greencastle, PA, 17225

Dog Boarding, Drop-In Visits, Dog Walking

"Very kind, caring and fun environment. A love for dogs and all animals. Very flexible with drop offs and pickups. Easy to contact to check in on your pet. Al... (more)"

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3. Lynn

Fenced in yard, tons of toys!

Hagerstown, MD, 21740

Dog Boarding, Doggy Day Care

About: Although I have had my own dogs for 15 years, I have been dog sitting and walking for the past 10 additionally. I love animals and believe they can... (more)

Confirmed availability
Labor Day
4. Frances

Pets = Family <3

Hagerstown, MD, 21740

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

"Frances was great! She really loved Pixie, spoiled her the way Pixie loves, and dadd sm excellent communicator. She is ther first person I'll call the next t... (more)"

Confirmed availability
Labor Day
5. Rebecca

Dogs Just Wanna Have Fun!

Waynesboro, PA, 17268

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

"Rebecca has had pets since childhood. She has always loved animals and can care for them as if they were her own. Solid option for your watching pets. (more)"

6. Brenda

I’ll give your dog walks and love!

Hagerstown, MD, 21742

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

"We had an excellent experience with Brenda taking care of my girl Bella! She was able to accommodate us on short notice, and she was super easy to communica... (more)"

Confirmed availability
Labor Day
7. Christina

Big and Small: I love them all!

Smithsburg, MD, 21783

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

"My 2 dogs' time w/ Christina went very well. Her dogs are very friendly and got along great w/ mine. I've got a Dobie who is a mama's boy and is not fond of... (more)"

Confirmed availability
Labor Day
8. Zuleyka

Ready to meet your pet!❤️

Hagerstown, MD, 21740

Dog Boarding, Dog Walking

"Zuleyka was very responsive during the booking process. She was able to keep my Denim for 8 days with short notice due to last minute business travel. Upon d... (more)"

Confirmed availability
Labor Day
9. Amanda

We'll stay active together!

Waynesboro, PA, 17268

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

"Amanda was more than willing to go the extra mile to make sure my puppy was taken great care of! She came back as happy as she was when I left. Meeting was ... (more)"

Confirmed availability
Labor Day
10. Kiara

We do CUDDLES not CAGES

Hagerstown, MD, 21741

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

"Kiara was an excellent sitter! I felt like Merlin was getting all the attention he needed and had a great time with her! 10/10 would recommend! (more)"

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11. Lisa

Pet Sitter with 28 years experience

Greencastle, PA, 17225

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

"Lisa is a highly motivated pet sitter. I cannot recommend her enough! Lisa is organized, dedicated, and amazing at keeping my Sam in good health and comforta... (more)"

12. Susanne

100% dog lover

Hagerstown, MD, 21740

Dog Boarding, Doggy Day Care, Dog Walking

About: I have owned dogs and cats all my life...I currently have a 12 year old beagle and 2 cats ages 11 and 12..All of my pets are extremely friendly and... (more)

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13. Anne

I'll run, jog, walk with your dog

Hagerstown, MD, 21742

Dog Boarding, Drop-In Visits, Dog Walking

"Anne is an extremely dedicated and responsible person. She has cared for two large dogs of her own and took care of a neighbor's large dog during their vacat... (more)"

Confirmed availability
Labor Day
14. Lindsey

Work from home dog mom!

Greencastle, PA, 17225

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

About: I am a 25 year old dog mom in Greencastle. I live with my 28 year old fiance, who is also a dog lover. He grew up with a lab mix, I grew up with a ... (more)

15. Jazmine

I love to take dogs on walks or run

Hagerstown, MD, 21742

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

About: Any size puppy or dog is welcomed in my home! I love walking and running with dogs! I am available from 6am to 730am and then from 7pm to 10pm duri... (more)

16. Sarah

I love animals

Hagerstown, MD, 21740

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

"Sarah has provided dog care services for me numerous times throughout the years I've known her. She's responsible, compassionate, loves all animals and is a... (more)"

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17. Anna

Fenced in yard for play time

Hagerstown, MD, 21740

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

"Anna has grown up around animals of all sorts of sizes, from horses to hamsters and tons of dogs in between. I would highly recommend Anna! (more)"

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18. Lindsay

Love hiking and water sports

Hagerstown, MD, 21740

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

"Having worked with Lindsay in a vet clinic, I can testify to her endless compassion for all creatures and her enthusiasm for taking good care of pets. She is... (more)"

19. Amanda

Fun, Loving, Energetic Dog Sitter

Cascade, MD, 21719

Dog Boarding, Drop-In Visits, Dog Walking

"Great experience with Amanda!! (more)"

20. Steven Tylor

There for your pets when you’re out

Hagerstown, MD, 21740

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

About: I’m an evening waiter so I am always around and able to check on, play with, feed, walk, etc your furry friends. I grew up with several cats and do... (more)


Rover.com is the simple, savvy way to find and book Winding Creek South pet boarding. It's easy to find the perfect dog 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 dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's 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 in Winding Creek South, MD has the option to complete a free 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 our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

The cost of dog boarding in Winding Creek South may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?

In short, when you book Winding Creek South dog boarding on Rover, your dog gets the loving care they deserve, and you get to relax, knowing that your pet is in good hands.