Dog Boarding in Wyn Lea at Fair Hill, MD
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Top rated Wyn Lea at Fair Hill dog boarders

“Our Ava stayed with Katie D and had an excellent time. We got daily feedback and pictures that made us feel better and Ava looked happy! We would definitely use Katie D again!”


“Highly recommend Karen! First time having to find a sitter for my puppy, Karen was awesome communicate very well. Even got picture updates through out the week as my puppy socialized with the other dogs. Will be back for sure!”


“Yet again, a flawless stay! Justin and Stephanie provided extra love (and chicken!) to our pup and kept us in the loop daily. Could not be happier with them!”


“Barbara is so great with animals and does a great job making them feel at home. Our dog had a great time and enjoyed her visit with the family. I loved all the photos to see how our dog was doing throughout the day. Wonderful job!”


“Ollie felt right at home. I loved the large fenced yard for off-leash exercise and that I got lots of picture updates. He enjoyed the extra company from other pups and children too. Thank you!!”


“I was in Maryland for a wedding. My golden retriever stayed with Kwame for two nights. Great communication, easy drop off and pick up. My pup was happy to be able to play with other dogs during his stay.”


“This was our second time and she is wonderful to work with and sends us pictures of our pup while we are away. We liked seeing him running around the big yard with her pup, playing tug a war, and then snuggling on the sofa. Great trip!”



“Candace is absolutely wonderful! We live in FL, but we're originally from Delaware, and travel up there often. Candace is our go-to sitter. She has a wonderful personality, and she obviously loves our Boston as much as we do.”


“Yvonne and Joseph were amazing! We contacted them last minute and were a little nervous about our very high energy pup being too much but they instantly eased our worries and provided so much love and care for our 2 fur babies. They really treated our dogs like their own. We’re so grateful. Above all else, Yvonne and Joseph are two incredibly kind and wonderful people. We will absolutely be using them again.”


“Tariq was a fantastic Dog sitter and made sure Bella our Lab got lots of exercise and had plenty of fun while we were away. Photo and video updates were a great way to see her playing with other dogs and having lots of fun so we weren’t worried about her while we were away. We will definitely be using Tariq’s services again and do strongly recommend!”



“This was our first time using Rover.com. We were very comfortable leaving Emma with Donna. During her stay we received photos and updates showing how content she was. We can't wait to book again and will request Donna every time. Highly recommended!”


“Adriene was a wonderful fill in Mama for our old boy Sam. She sent lots of pictures of his “vacation “ Sam had lots of smiles in his pictures with her dogs. Adrienes is a great fit for our old dog.”

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Lisa F.Star Sitter

“Lisa was absolutely great with our year old Lab Hound . She kept us updated everyday while we were on a week long vacation. We love her so much. ❤”


Katie D.Star Sitter

“Our Ava stayed with Katie D and had an excellent time. We got daily feedback and pictures that made us feel better and Ava looked happy! We would definitely use Katie D again!”


Tabby A.

“Tabby was great! My dog seemed very happy there and she even sent pictures of him enjoying the yard. I would definitely leave Nero with Tabby again.”


Karen D.
Star Sitter


“Highly recommend Karen! First time having to find a sitter for my puppy, Karen was awesome communicate very well. Even got picture updates through out the week as my puppy socialized with the other dogs. Will be back for sure!”


Justin & Stephanie W.Star Sitter

“Yet again, a flawless stay! Justin and Stephanie provided extra love (and chicken!) to our pup and kept us in the loop daily. Could not be happier with them!”


Wendy C.

“Wendy is awesome! She communicates well, sends pics and you can tell she has a real heart for dogs. My dog loved her stay and we plan to use her again in the future!”


Claudia T.Star Sitter

“Claudia was excellent! I would highly recommend Claudia for dog sitting. She sent daily photos and daily updates. My Huck was in great 😊 hands with her.”


Barbra F.Star Sitter

“Barbara is so great with animals and does a great job making them feel at home. Our dog had a great time and enjoyed her visit with the family. I loved all the photos to see how our dog was doing throughout the day. Wonderful job!”


Sharon M.Star Sitter

“Ollie felt right at home. I loved the large fenced yard for off-leash exercise and that I got lots of picture updates. He enjoyed the extra company from other pups and children too. Thank you!!”


Kwame K.

“I was in Maryland for a wedding. My golden retriever stayed with Kwame for two nights. Great communication, easy drop off and pick up. My pup was happy to be able to play with other dogs during his stay.”


Rita T.

“Rita is a very caring person. She professionally addressed a health issue that arose with our fourteen-and-a half year old Yorkie while under her care.”


Cassandra N.

“This was our second time and she is wonderful to work with and sends us pictures of our pup while we are away. We liked seeing him running around the big yard with her pup, playing tug a war, and then snuggling on the sofa. Great trip!”


Enrica M.Star Sitter

“Enrica and Roberto are delightful to work with and treat our pup like one of the family. He comes home calm and happy. I highly recommend them”




Candice M.Star Sitter

“Candace is absolutely wonderful! We live in FL, but we're originally from Delaware, and travel up there often. Candace is our go-to sitter. She has a wonderful personality, and she obviously loves our Boston as much as we do.”


Yvonne & Joseph K.


“Yvonne and Joseph were amazing! We contacted them last minute and were a little nervous about our very high energy pup being too much but they instantly eased our worries and provided so much love and care for our 2 fur babies. They really treated our dogs like their own. We’re so grateful. Above all else, Yvonne and Joseph are two incredibly kind and wonderful people. We will absolutely be using them again.”


Grace D.


“Kelsea loves to go to see Grayce and her family. She ALWAYS comes back better behaved then when we left her……Kelsea tells us she’s had a great time !!!”


Bella S.Star Sitter

“My dog had a great time and I had peace of mind while traveling. Bella is very sweet. Took good care of Milo and sent me daily pictures with updates.”


Tariq I.

“Tariq was a fantastic Dog sitter and made sure Bella our Lab got lots of exercise and had plenty of fun while we were away. Photo and video updates were a great way to see her playing with other dogs and having lots of fun so we weren’t worried about her while we were away. We will definitely be using Tariq’s services again and do strongly recommend!”




Donna C.

“This was our first time using Rover.com. We were very comfortable leaving Emma with Donna. During her stay we received photos and updates showing how content she was. We can't wait to book again and will request Donna every time. Highly recommended!”


Adriene T.Star Sitter

“Adriene was a wonderful fill in Mama for our old boy Sam. She sent lots of pictures of his “vacation “ Sam had lots of smiles in his pictures with her dogs. Adrienes is a great fit for our old dog.”
Wyn Lea at Fair Hill dog parents share their Rover experiences
Lisa was truly incredible! First off I am very picky who I leave Lily with since she has epilepsy and is also is dealing with a torn ACL so she takes medication. Lisa provided excellent care with pics and text updates which I really appreciated. Lily had an amazing time!

Lisa is the greatest!!! If you knew my Johnny you would know he is not the easiest dog to have to watch. He has all kinds of anxiety issues, like wont walk on hardwood/tile floors. She makes him feel right at home by putting something down on the floor for him to walk on (just one example). She has a huge fenced in yard, with Johnny being half greyhound he loves to run!!! I highly recommend Lisa to watch your furr baby!!!!

Geosselyn is the best! Sent me pictures and videos and best of all, my dogs had plenty of room to run around in her very large and fenced in yard. She cleaned their bowls and cage so pick up was a breeze. I will definitely use her services again and I can't recommend her enough.

Geosselyn is friendly and very kind. She gave me frequent updates with photos/video to let me know how my dog was adjusting at her home. My small Maltese truly received excellent, personalized care. I highly recommend Geosselyn and will place my dog in her care again!

Popular requests near you
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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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
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The median cost per night for dog boarding in Wyn Lea at Fair Hill is $50
Why Choose Rover?
Cashless payments
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.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Wyn Lea at Fair Hill average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 486 sitters provided dog boarding in Wyn Lea at Fair Hill. 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, 92% of Wyn Lea at Fair Hill dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Wyn Lea at Fair Hill have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 Wyn Lea at Fair Hill.
Rover makes it easy to find Wyn Lea at Fair Hill 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 486 dog boarding sitters in Wyn Lea at Fair Hill on Rover, so you’re sure to find the perfect match for your dog! In Wyn Lea at Fair Hill, 90% of sitters offer daily exercise, 92% offer medication administration, and 95% 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.
