Dog Boarding in Winfield Woods, MD
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Top rated Winfield Woods dog boarders
“Heather was great to work with. She was very responsive to my emails and questions. She was also flexible when we had to cut our trip short. Zoe had a wonderful time playing with all the other animals. Will definitely will be using Heather again. She was geat.”
“Good day everyone, I must say I was a Lil concerned leaving my fur baby with a new sitter which is not his usual sitter but Bruno definitely exceeded my expectations. My fur baby Nino was quite comfy and happy at Bruno's place. Bruno was very accommodating during Nino's stay. Will definitely use again.”
“My dog had so much fun while I was on vacation. It is like he was on a vacation of his own. They cared for my dog like he was their dog and even sent me updates. This was the longest I left my dog with someone and I was comfortable the whole time. I highly recommend Rodney and Marissa and will return in the future. Thank you again!”
“Dear Carla and family thank you so much for the care you provided for our fur baby. We enjoyed seeing the pictures of her and with your dog Max, especially the picture of them going for a ride in the car-they looked so excited. It was comforting to receive your texts and pictures. Thank you”
“James and Mary were wonderful as always! They are the perfect stay-at-home couple who care deeply for their clients and treat their guests as their own pets. They were also incredibly understanding and flexible when my return travels got disrupted by weather. I look forward to my dog's next stay with them!”
“Evangelina has been wonderful with my puppy! I can tell it was important to her to truly care and tend to my pup’s needs! I also love that she sent pictures throughout. 10/10. Highly recommend!”
“Jess looked after my dog for an extended time period. She is extremely kind, understanding and responds without delay! Jess genuinely cares for the wellbeing of your pet. Highly recommended - don't hesitate to reach out and book her!”
“Megan was amazing! She set up a meet and greet to make sure everyone was comfortable and from drop off to pick up was very communicative! I will definitely be using Megan again and would recommend her sweet family to anyone looking for a sitter.”
“Always over-the-top welcoming family, and our dog, Phoebe just loves it there! Room to romp and rin and play, other dogs to run and play with also! No couch potatoing unless she wants to ...she always comes back to us happy and healthier when we left her. Absolutely recommend Ren and his family!!!”
“Katie and her family were wonderful to our Dolly. She would love to spend more time with them. We enjoyed seeing all the pics sent during her stay. Thank you Katie and Ben for the excellent communication.”
“Another great stay for London. I even had to extend by a day and Lonnie was vert accommodating. Lonnie communicates and sends photos so I know London is happy and safe.”
“Thrilled to have found Ashley! I have a skiddish rescue and she made him feel right at home! She and her husband Joshua have been so kind and responsive--sending updates and photos daily. For a pet momma who travels for work, it is such a relief that he is so well taken care of!”
“Great at responding and she really looked after Leo . No complaints great job Christy and family too. Leo needs a lot attention so for her to say she enjoyed looking after Leo was great . Will use her again for Leo .”
“Theresa was amazing with my senior pup! I loved receiving daily updates and photos of my little one. My guy is a timid little one, but he opened up with Theresa and her family and surprised us both by giving them a little lick. She went above and beyond by washing his bed and giving him a quick rub down after he had an accident. I definitely would recommend Theresa for your sitter needs. She’s a real gem.”
“Emily was wonderful! We felt comfortable leaving our pups in her and her family’s care. Emily updated us daily with how they were doing along with lots of photos. I know they were taken good care of and will definitely use Emily again!!”
“I'm really happy we found Margaret and will definitely use her again. She was communicative and flexible. She took Percy out on little adventures and I could tell he got lots of attention and love. I felt very comfortable leaving my pup with her!”
“This was Luna’s second stay and it was another great experience. Lora sent photos and videos to keep us updated and was responsive to questions. Lora will be our first choice next time we need somewhere for Luna to stay.”
“Kemberlei did such a great job with our dog Luna. Luna only weighs 5 pounds, but she makes up for it with her attitude!! She demands a lot of attention. Kemberlei kept us up to date with daily photos from the dog park and all the fun things that Luna got to do with Kemberlei and her family! So thankful to find her! Giant thank you to Kemberlei and can’t wait to go out of town again!”
Loving dog boarding sitters in your neighborhood
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Heather D.Star Sitter
“Heather was great to work with. She was very responsive to my emails and questions. She was also flexible when we had to cut our trip short. Zoe had a wonderful time playing with all the other animals. Will definitely will be using Heather again. She was geat.”
Bruno D.Star Sitter
“Good day everyone, I must say I was a Lil concerned leaving my fur baby with a new sitter which is not his usual sitter but Bruno definitely exceeded my expectations. My fur baby Nino was quite comfy and happy at Bruno's place. Bruno was very accommodating during Nino's stay. Will definitely use again.”
Rodney & Marissa O.
Star Sitter
“My dog had so much fun while I was on vacation. It is like he was on a vacation of his own. They cared for my dog like he was their dog and even sent me updates. This was the longest I left my dog with someone and I was comfortable the whole time. I highly recommend Rodney and Marissa and will return in the future. Thank you again!”
Carla H.Star Sitter
“Dear Carla and family thank you so much for the care you provided for our fur baby. We enjoyed seeing the pictures of her and with your dog Max, especially the picture of them going for a ride in the car-they looked so excited. It was comforting to receive your texts and pictures. Thank you”
Kristin R.
“Kristin took great care of my dog! Provided me with lots of photos and updates while I was away and had a great property for him to run around on. I highly recommend!”
James & Mary H.Star Sitter
“James and Mary were wonderful as always! They are the perfect stay-at-home couple who care deeply for their clients and treat their guests as their own pets. They were also incredibly understanding and flexible when my return travels got disrupted by weather. I look forward to my dog's next stay with them!”
Evangelina S.
“Evangelina has been wonderful with my puppy! I can tell it was important to her to truly care and tend to my pup’s needs! I also love that she sent pictures throughout. 10/10. Highly recommend!”
Jess G.Star Sitter
“Jess looked after my dog for an extended time period. She is extremely kind, understanding and responds without delay! Jess genuinely cares for the wellbeing of your pet. Highly recommended - don't hesitate to reach out and book her!”
Curtis & Lindsay G.
“Curtis and Lindsay took impeccable care of our high energy dog for the holidays! They treated Maddie like family and we hope we can use them again soon!”
Megan B.
“Megan was amazing! She set up a meet and greet to make sure everyone was comfortable and from drop off to pick up was very communicative! I will definitely be using Megan again and would recommend her sweet family to anyone looking for a sitter.”
Ren W.Star Sitter
“Always over-the-top welcoming family, and our dog, Phoebe just loves it there! Room to romp and rin and play, other dogs to run and play with also! No couch potatoing unless she wants to ...she always comes back to us happy and healthier when we left her. Absolutely recommend Ren and his family!!!”
Katie M.Star Sitter
“Katie and her family were wonderful to our Dolly. She would love to spend more time with them. We enjoyed seeing all the pics sent during her stay. Thank you Katie and Ben for the excellent communication.”
Lonnie P.Star Sitter
“Another great stay for London. I even had to extend by a day and Lonnie was vert accommodating. Lonnie communicates and sends photos so I know London is happy and safe.”
Ashley J.
“Thrilled to have found Ashley! I have a skiddish rescue and she made him feel right at home! She and her husband Joshua have been so kind and responsive--sending updates and photos daily. For a pet momma who travels for work, it is such a relief that he is so well taken care of!”
Christy K.
“Great at responding and she really looked after Leo . No complaints great job Christy and family too. Leo needs a lot attention so for her to say she enjoyed looking after Leo was great . Will use her again for Leo .”
Theresa C.Star Sitter
“Theresa was amazing with my senior pup! I loved receiving daily updates and photos of my little one. My guy is a timid little one, but he opened up with Theresa and her family and surprised us both by giving them a little lick. She went above and beyond by washing his bed and giving him a quick rub down after he had an accident. I definitely would recommend Theresa for your sitter needs. She’s a real gem.”
Emily A.Star Sitter
“Emily was wonderful! We felt comfortable leaving our pups in her and her family’s care. Emily updated us daily with how they were doing along with lots of photos. I know they were taken good care of and will definitely use Emily again!!”
Margaret F.Star Sitter
“I'm really happy we found Margaret and will definitely use her again. She was communicative and flexible. She took Percy out on little adventures and I could tell he got lots of attention and love. I felt very comfortable leaving my pup with her!”
Lora M.Star Sitter
“This was Luna’s second stay and it was another great experience. Lora sent photos and videos to keep us updated and was responsive to questions. Lora will be our first choice next time we need somewhere for Luna to stay.”
Kemberlei S.
“Kemberlei did such a great job with our dog Luna. Luna only weighs 5 pounds, but she makes up for it with her attitude!! She demands a lot of attention. Kemberlei kept us up to date with daily photos from the dog park and all the fun things that Luna got to do with Kemberlei and her family! So thankful to find her! Giant thank you to Kemberlei and can’t wait to go out of town again!”
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1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 1,703 sitters provided dog boarding in Winfield Woods. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Winfield Woods dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winfield Woods have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 13 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winfield Woods.
Rover makes it easy to find Winfield Woods dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 1,703 dog boarding sitters in Winfield Woods on Rover, so you’re sure to find the perfect match for your dog! In Winfield Woods, 93% of sitters offer daily exercise, 99% offer medication administration, and 88% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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