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.
1. Diana

Enriching the lives of your dogs

Williamsport, MD, 21795

Dog Boarding, Doggy Day Care

32 repeat clients

"My dogs love staying with Diana! I just picked them up from their second stay with her yesterday and they were exhausted from all the playing! Her daily upda... (more)"

Available this weekend
2. Kelly

Huge Fenced in Wooded Yard!

Frederick, MD, 21702

Dog Boarding, Doggy Day Care

34 repeat clients

"Pippi had another fabulous time with Kelly and her family! Kelly kept us up to date with photos throughout the entire stay, which we treasure. We are so than... (more)"

Confirmed 4th of July Availability
3. Sandra

Home full-time - large fenced yard

Frederick, MD, 21702

Dog Boarding, Doggy Day Care, Dog Walking

22 repeat clients

"I have been using rover for the past two years! So far Sandra has been the best dog sitter to take care of Charlie! Sandra is super amazing, she is very know... (more)"

Confirmed 4th of July Availability
4. Amanda

Best Care for Furry Family Members

Falling Waters, WV, 25419

Dog Boarding, Drop-In Visits

13 repeat clients

"My dog Wilson had a great time with Amanda this past weekend. You can tell she really loves animals and i felt completely comfortable leaving by boy with her... (more)"

5. Cindy

Love your dog like it's our own!!

Hagerstown, MD, 21742

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

"Cindy Brezler is one of the kindest, patient, most caring, and responsible people I know. I met Cindy through a mutual friend several years ago and we hit i... (more)"

Confirmed 4th of July Availability
6. Frances

Pets = Family <3

Hagerstown, MD, 21740

Dog Boarding, Doggy Day Care, Dog Walking

About: I’m a dog lover. I consider my dog a member of my family an thats how i will care for yours. I’ve been doggy sitting for friends and family for yea... (more)

7. Mary

Mature, responsible dog lover!

Boonsboro, MD, 21713

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

4 repeat clients

"Mary did an excellent job watching my puppy, Jasper. I would highly recommend her. (more)"

8. 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)

Available this weekend
9. 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)"

10. Lejune

Home away from home for your pets!

Hagerstown, MD, 21740

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

About: New to ROVER? Ask about my promo to save $20 on first booked visit. I Love animals and have never been without a pet. When I was younger my famliy ... (more)

11. Anjelica

1 Acre of grass for play-time!

Waynesboro, PA, 17268

Dog Boarding, Doggy Day Care

About: I am very attentive with animals and almost always know what they are feeling. I have a big house and plenty of free time to give them love! No mor... (more)

12. Kierra

Caring, Responsible Pet sitter

Chambersburg, PA, 17202

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

4 repeat clients

"Kierra is a fantastic dog sitter! My two dogs absolutely love her. I never worry about a thing when she is there. She makes sure they get plenty of exercise ... (more)"

Confirmed 4th of July Availability
13. Alisha `

Treats dog like child & loves 2 run

Fairfield, PA, 17320

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

1 repeat client

About: I currently have a 1 year old jack russel and have been around dogs/cats and various other pets all my life. I love animals and am very compassiona... (more)

14. Emily

Treat your fur-babies like mine

Boonsboro, MD, 21713

Dog Boarding

About: Hi my name is Emily and my husband is Joe. We both are huge dog lovers! We've both grown up having dogs. We currently have three dogs (Buddy, Ba... (more)

15. 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)

Available this weekend
16. 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)"

17. Amanda

Fun, Loving, Energetic Dog Sitter

Cascade, MD, 21719

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

4 repeat clients

"Great experience with Amanda!! (more)"

18. Jose

Training 6 dogs currently

waynesboro, PA, 17268

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

About: I have always owned a dog or two. all my life i have always had one even when i was a baby. Usually dogs love me but if they hate or is just scared... (more)

Confirmed 4th of July Availability
19. 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)"

20. Kathrin

Home full-time loving pets always

Hagerstown, MD, 21740

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

"I have known Kathrin for over a year, and the loving care she provides for pets, has been a tribute to the personal love she gives to her family and friends.... (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.