Dog Boarding in Windsong Farms, MD
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Top rated Windsong Farms dog boarders
“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.”
“Ren and his family did a great job taking care of Remy while we were on vacation. He made sure he got plenty of play time and made sure to send us regular updates. We'll definitely come back to Ren for future dog sitting for our dogs!”
“Bruno and his family are so friendly and he communicated so fast and always sent me updates everyday. He was very willing to meet my dog ahead of time and we were overall very happy with Bruno. Would reccomend him!!”
“Emily was so kind and gentle with our senior dogs. Really appreciated her patients with our pups. And she sent pictures and updates. We will for sure have her watch our pups again.”
“Great communication and even tho we couldn’t meet up, it was great talking to Dan on the phone. He was very flexible with drop off and pick up and my pup loved playing with his dog in their big fenced in yard! We had a tired happy dog after three days of being away!”
“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!”
“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!”
“Our dog always appears well taken care of. She is happy when we drop her off and pick her up. Sophia is reliable and flexible and always sends us cute pictures of our dog during the trip. Lucy is always clean when we pick her up. We are very happy with Sophia!!”
“Rodney and his family always take such good care of my pup! They are flexible with some of her unique care needs. They’re communicative while I’m away, and I feel very confident she’s well taken care of!”
“This was our first time using Rover and it was a great experience. Frances was wonderful and very responsive during the entire process from booking the reservation, to the meet and greet and sending pictures and updates during our vacation. She and her family took amazing care of our dog. We will definitely book again with her!”
“I always worry about Chloe when I go away because she's such an anxious dog. This was the first time I had used Ashley, and I could not have been happier! Ashley sent pictures and updates so I could see that Chloe made herself right at home...and found a new bff in Ashley's dog! I knew Chloe was in good hands and was able to relax and enjoy my weekend away. Highly recommend!!!”
“We have two English Mastiffs and this was our first experience with Boarding. Our girls have always been watched at home and they’re a big pair of ladies to accommodate, so we were a bit apprehensive. At our meet and greet Heather was fantastic. Her experience shined through; she was easygoing and patiently answered all of our questions. We decided to have a “dress rehearsal” overnight and it was a hit! The girls had a great time, we received loads of pictures and updates and when I arrived for pickup our girls were both relaxing in the den. If our girls were at ease then we’re at ease. We highly recommend Heather.”
“Michelle was AMAZING with my little girl! I felt completely at ease being away because she truly put her heart and soul into the visit. Will definitely be bringing my girl back for another stay as she had SO much fun and received SO much love!”
“Christa is very kind, Caring and polite. She listens and follow up per your request according to your need for your fur baby. She answers to messages very quickly and send you picture of your fur baby while the pet is there . Our pet came home happy. She packed everything clean back to us. I love her service and my pet loves her. A big five star and above .”
“This was my dog Miles’ first stay with Jim and Mary, and it was wonderful! They looked after him like he was their own, and I’ve never seen our dog so at ease with a boarding stay. He came home relaxed and refreshed. I’m pretty sure he didn’t want to leave. Jim and Mary were very accommodating and made everything easy and stress free. They sent lots of pictures of Miles each day, which I always looked forward to! Our experience with Jim and Mary was fantastic and I look forward to having Miles stay with them again in the future!”
“Kacy and Justin took excellent care of our anxious senior dog and kept us throughly updated with pictures. Will definitely keep them as one of our go to options for boarding.”
“Alicia and James took great care of my 14-yr-old bichon, Dora. Their dogs, Piper and Hannah, are incredibly sweet, and they all seemed to get along well. Alicia sent me photos of Dora exploring the backyard, napping on dog beds, and generally having a wonderful time.”
“We can’t say enough amazing things about Renee, she was truly our angel during a very stressful moment while we were on vacation in Florida. The place where our dog was staying unexpectedly call us and rudely demanded that we pick up our dog immediately. Being out there of state with no one nearby to help, we were completely panicked and heartbroken. My husband remember about Rover and he find Renee, she responded very quickly asking the situation and accept our booking. Without hesitation, she stepped in and went out of her way to pick up our dog for us. She was incredibly sweet, caring, and compassionate, exactly what we needed in that moment. She treated our puppy with so much love and care, like he was her own, and kept us updated and send us pictures of him smiling and acting like he is at home. We are beyond grateful for her kindness and will never forget what she did for us. Thank you, dear Renee, you are truly one of a kind!❤️🐾”
Loving dog boarding sitters in your neighborhood
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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.”
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!”
Ren W.
Star Sitter
“Ren and his family did a great job taking care of Remy while we were on vacation. He made sure he got plenty of play time and made sure to send us regular updates. We'll definitely come back to Ren for future dog sitting for our dogs!”
Bruno D.Star Sitter
“Bruno and his family are so friendly and he communicated so fast and always sent me updates everyday. He was very willing to meet my dog ahead of time and we were overall very happy with Bruno. Would reccomend him!!”
Emily A.Star Sitter
“Emily was so kind and gentle with our senior dogs. Really appreciated her patients with our pups. And she sent pictures and updates. We will for sure have her watch our pups again.”
Dan L.Star Sitter
“Great communication and even tho we couldn’t meet up, it was great talking to Dan on the phone. He was very flexible with drop off and pick up and my pup loved playing with his dog in their big fenced in yard! We had a tired happy dog after three days of being away!”
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!”
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!”
Sophia C.Star Sitter
“Our dog always appears well taken care of. She is happy when we drop her off and pick her up. Sophia is reliable and flexible and always sends us cute pictures of our dog during the trip. Lucy is always clean when we pick her up. We are very happy with Sophia!!”
Rodney & Marissa O.Star Sitter
“Rodney and his family always take such good care of my pup! They are flexible with some of her unique care needs. They’re communicative while I’m away, and I feel very confident she’s well taken care of!”
Frances D.Star Sitter
“This was our first time using Rover and it was a great experience. Frances was wonderful and very responsive during the entire process from booking the reservation, to the meet and greet and sending pictures and updates during our vacation. She and her family took amazing care of our dog. We will definitely book again with her!”
Ashley J.
“I always worry about Chloe when I go away because she's such an anxious dog. This was the first time I had used Ashley, and I could not have been happier! Ashley sent pictures and updates so I could see that Chloe made herself right at home...and found a new bff in Ashley's dog! I knew Chloe was in good hands and was able to relax and enjoy my weekend away. Highly recommend!!!”
Heather D.Star Sitter
“We have two English Mastiffs and this was our first experience with Boarding. Our girls have always been watched at home and they’re a big pair of ladies to accommodate, so we were a bit apprehensive. At our meet and greet Heather was fantastic. Her experience shined through; she was easygoing and patiently answered all of our questions. We decided to have a “dress rehearsal” overnight and it was a hit! The girls had a great time, we received loads of pictures and updates and when I arrived for pickup our girls were both relaxing in the den. If our girls were at ease then we’re at ease. We highly recommend Heather.”
Michelle R.Star Sitter
“Michelle was AMAZING with my little girl! I felt completely at ease being away because she truly put her heart and soul into the visit. Will definitely be bringing my girl back for another stay as she had SO much fun and received SO much love!”
Claire A.
“Claire did an amazing job with my dog. She was easy to communicate with. I felt that my dog was in very good hands, I will be using her again.”
Christa G.Star Sitter
“Christa is very kind, Caring and polite. She listens and follow up per your request according to your need for your fur baby. She answers to messages very quickly and send you picture of your fur baby while the pet is there . Our pet came home happy. She packed everything clean back to us. I love her service and my pet loves her. A big five star and above .”
James & Mary H.Star Sitter
“This was my dog Miles’ first stay with Jim and Mary, and it was wonderful! They looked after him like he was their own, and I’ve never seen our dog so at ease with a boarding stay. He came home relaxed and refreshed. I’m pretty sure he didn’t want to leave. Jim and Mary were very accommodating and made everything easy and stress free. They sent lots of pictures of Miles each day, which I always looked forward to! Our experience with Jim and Mary was fantastic and I look forward to having Miles stay with them again in the future!”
Kacy R.Star Sitter
“Kacy and Justin took excellent care of our anxious senior dog and kept us throughly updated with pictures. Will definitely keep them as one of our go to options for boarding.”
Alicia & James A.Star Sitter
“Alicia and James took great care of my 14-yr-old bichon, Dora. Their dogs, Piper and Hannah, are incredibly sweet, and they all seemed to get along well. Alicia sent me photos of Dora exploring the backyard, napping on dog beds, and generally having a wonderful time.”
Renee D.Star Sitter
“We can’t say enough amazing things about Renee, she was truly our angel during a very stressful moment while we were on vacation in Florida. The place where our dog was staying unexpectedly call us and rudely demanded that we pick up our dog immediately. Being out there of state with no one nearby to help, we were completely panicked and heartbroken. My husband remember about Rover and he find Renee, she responded very quickly asking the situation and accept our booking. Without hesitation, she stepped in and went out of her way to pick up our dog for us. She was incredibly sweet, caring, and compassionate, exactly what we needed in that moment. She treated our puppy with so much love and care, like he was her own, and kept us updated and send us pictures of him smiling and acting like he is at home. We are beyond grateful for her kindness and will never forget what she did for us. Thank you, dear Renee, you are truly one of a kind!❤️🐾”
How Rover works
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 1,912 sitters provided dog boarding in Windsong Farms. 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 Windsong Farms dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windsong Farms 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 Windsong Farms.
Rover makes it easy to find Windsong Farms 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 1,912 dog boarding sitters in Windsong Farms on Rover, so you’re sure to find the perfect match for your dog! In Windsong Farms, 92% of sitters offer daily exercise, 98% offer medication administration, and 85% 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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