Dog Boarding in Windtree Valley, MD
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Top rated Windtree Valley dog boarders
“Theresa did a fantastic job caring for my two fur babies, Loki and Thor. She helped them settle in quickly, which was especially important since Loki struggles with separation anxiety. She kept me updated with frequent pictures, reassuring me that they were both happy and having fun. I would absolutely trust her with them again—it was like a vacation for them too!”
“She had done greet with our dog lili she is about a year and six months old no issues at all very knowledgeable of dogs in their situations as well as understanding their behavior with no issues she took care of my dog and my dog played with her dog so now my dog has a friend they went to the park together and everything and she bought my dog back, clean safe and sound no issues Thank you very much once again for watching her for the five days. It’s been great. We definitely use her again just for dog play dates. Also she’s amazing. Don’t hesitate.”
“My dog Barkley was so well cared for by Megan & Jacob! I could tell he felt comfortable right from the start, and I appreciated their great communication before and during Barkley’s time with them.”
“We had the best experience with Rodney. He was very patient with Emma. She definitely warmed up to him. Unfortunately had to be late for pick up d/t airport delays - was not a problem. We would definitely use Rodney's help again.”
“This was my very 1st time being away from my fur baby & Carla made the process smooth. Very caring & kept me updated. The pictures helped a lot as well. Thank you so much again. This overall experience was a 10/10.”
“Steph is absolutely AMAZING! First off it was short notice maybe 4 hours before I had to leave and everyone kept turning me down until this wonderful woman was kind enough to take her in . My baby had a blast with her and Jax. She sent me pictures and you could see the happiness in my baby’s eyes . Anytime I go out of town Valkyrie will be hanging out with her new bestfriend Jax . Definitely 10 out 10”
“We are so grateful for the amazing care that Heather gave to our 1 year old golden (Cobain) over Easter break!! He really enjoyed his stay with her, the walks to the pond and the creek, playing with her daughter and their farm dog, Charles! We loved getting lots of updates and pictures ❤️ We will definitely be booking with Heather again!”
“Finn had another wonderful stay with Melanie! We loved the picture & video updates and felt at ease while we were away. My dog seems very comfortable at her house and loves playing with her pup!”
“Jacob was the absolute best with Benji. Our regular sitter was out of town and on short notice, Jacob saved the weekend for us. Right away from drop-off I had a sense of calm and peace with Jacob, his pets, and his beautiful backyard. Jacob sent pictures while away that showed Benji fitting right in with his new friends. I'll gladly use Jacob's services again and he really helped put our mind at ease!”
“Thanks to Whitney and her family for making certain that my dog was safe, care for and loved. I highly recommend her as she is most reliable and trustworthy. Her daily communications and PICTs were very much assuring and appreciated.”
“Traveling from out of town this past weekend for a wedding, we searched for a last minute boarding stay for our Boston Terrier, Ruby, and contacted Madeline. Even though she requested a week notice, she had availability and was open to boarding Ruby for the night. Madeline was quite patient with Ruby getting aquatinted to the new surroundings. During Ruby’s stay, Madeline provided photos and updates; which gave us the peace of mind during the family wedding festivities. After picking Ruby up, we can confidently recommend Madeline to others. Thank you again, Madeline for watching Ruby!”
“Pete recently cared for my dog Trevor while I was away. Pete is a very kind man, and his love of dogs is quite obvious. I was so worried about leaving Trevor, but Pete gave me daily updates and also texted pictures every day. By the second day of my trip I was confident that Trevor was in good hands. When I returned from my trip, Trevor looked fantastic and I could tell he had been well cared for. I do believe Pete treated Trevor as if he was his own dog. I am very pleased and happy with the way Pete cared for my precious boy. I will not hesitate to use him again when I need a sitter. Your furbaby is in good hands with Pete.”
“Robert is a wonderful sitter. Our dog, Rey was so comfortable and happy with him. We will definitely ask Robert to have Rey again. We were able to have a great vacation knowing Rey was in great hands.”
“Thank you so much for having Roxie while we were away! I felt 100 % comfortable leaving her behind, which allowed me to relax and enjoy my family during our trip. Roxie came home and went about her normal life. Boarding would have left her anxious for at least a few days. Thanks again for everything; especially peace of mind :)”
Loving dog boarding sitters in your neighborhood
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Gisel D.Star Sitter
“Gisel was great, Shes super nice and the communication throughout my booking was great. I received daily updates on my pup and he had a great time in her care.”
Theresa C.Star Sitter
“Theresa did a fantastic job caring for my two fur babies, Loki and Thor. She helped them settle in quickly, which was especially important since Loki struggles with separation anxiety. She kept me updated with frequent pictures, reassuring me that they were both happy and having fun. I would absolutely trust her with them again—it was like a vacation for them too!”
Elizabeth F.Star Sitter
“She had done greet with our dog lili she is about a year and six months old no issues at all very knowledgeable of dogs in their situations as well as understanding their behavior with no issues she took care of my dog and my dog played with her dog so now my dog has a friend they went to the park together and everything and she bought my dog back, clean safe and sound no issues Thank you very much once again for watching her for the five days. It’s been great. We definitely use her again just for dog play dates. Also she’s amazing. Don’t hesitate.”
Jacob & Megan W.
Star Sitter
“My dog Barkley was so well cared for by Megan & Jacob! I could tell he felt comfortable right from the start, and I appreciated their great communication before and during Barkley’s time with them.”
Rodney & Marissa O.Star Sitter
“We had the best experience with Rodney. He was very patient with Emma. She definitely warmed up to him. Unfortunately had to be late for pick up d/t airport delays - was not a problem. We would definitely use Rodney's help again.”
Carla H.Star Sitter
“This was my very 1st time being away from my fur baby & Carla made the process smooth. Very caring & kept me updated. The pictures helped a lot as well. Thank you so much again. This overall experience was a 10/10.”
Mila B.Star Sitter
“Mila took wonderful care of our dog Izzy! Izzy seemed very relaxed and right at home in Mila’s care. We highly recommend Mila if you’re looking for a dog sitter!”
Steph P.Star Sitter
“Steph is absolutely AMAZING! First off it was short notice maybe 4 hours before I had to leave and everyone kept turning me down until this wonderful woman was kind enough to take her in . My baby had a blast with her and Jax. She sent me pictures and you could see the happiness in my baby’s eyes . Anytime I go out of town Valkyrie will be hanging out with her new bestfriend Jax . Definitely 10 out 10”
Heather D.Star Sitter
“We are so grateful for the amazing care that Heather gave to our 1 year old golden (Cobain) over Easter break!! He really enjoyed his stay with her, the walks to the pond and the creek, playing with her daughter and their farm dog, Charles! We loved getting lots of updates and pictures ❤️ We will definitely be booking with Heather again!”
Jill & Chad H.
“Another amazing time for our Suzie! We got tons of fun videos and photos during her stay. Along with a bunch of great updates. Can’t recommend them enough!”
Melanie A.Star Sitter
“Finn had another wonderful stay with Melanie! We loved the picture & video updates and felt at ease while we were away. My dog seems very comfortable at her house and loves playing with her pup!”
Jacob L.Star Sitter
“Jacob was the absolute best with Benji. Our regular sitter was out of town and on short notice, Jacob saved the weekend for us. Right away from drop-off I had a sense of calm and peace with Jacob, his pets, and his beautiful backyard. Jacob sent pictures while away that showed Benji fitting right in with his new friends. I'll gladly use Jacob's services again and he really helped put our mind at ease!”
Whitney R.Star Sitter
“Thanks to Whitney and her family for making certain that my dog was safe, care for and loved. I highly recommend her as she is most reliable and trustworthy. Her daily communications and PICTs were very much assuring and appreciated.”
Madeline B.Star Sitter
“Traveling from out of town this past weekend for a wedding, we searched for a last minute boarding stay for our Boston Terrier, Ruby, and contacted Madeline. Even though she requested a week notice, she had availability and was open to boarding Ruby for the night. Madeline was quite patient with Ruby getting aquatinted to the new surroundings. During Ruby’s stay, Madeline provided photos and updates; which gave us the peace of mind during the family wedding festivities. After picking Ruby up, we can confidently recommend Madeline to others. Thank you again, Madeline for watching Ruby!”
Olga L.Star Sitter
“Olga was great with my dog Bear. Loved all the pictures and videos sent. She made my dog feel right at home i had no worries. Will definitely use Olga again!!”
Megan & Vincent E.
“Lovely couple. They had such a warm and inviting home for Barkley. I can tell he was well cared for and enjoyed his stay. Thank you for everything!”
Peter C.
“Pete recently cared for my dog Trevor while I was away. Pete is a very kind man, and his love of dogs is quite obvious. I was so worried about leaving Trevor, but Pete gave me daily updates and also texted pictures every day. By the second day of my trip I was confident that Trevor was in good hands. When I returned from my trip, Trevor looked fantastic and I could tell he had been well cared for. I do believe Pete treated Trevor as if he was his own dog. I am very pleased and happy with the way Pete cared for my precious boy. I will not hesitate to use him again when I need a sitter. Your furbaby is in good hands with Pete.”
Robert C.
“Robert is a wonderful sitter. Our dog, Rey was so comfortable and happy with him. We will definitely ask Robert to have Rey again. We were able to have a great vacation knowing Rey was in great hands.”
Connor L.
“He is wonderful!! 100% recommend him and will be going to him from now on. He is very good with animals and genuinely cares for them. He sent us many updates and kept our boy very happy!”
Jessica S.
“Thank you so much for having Roxie while we were away! I felt 100 % comfortable leaving her behind, which allowed me to relax and enjoy my family during our trip. Roxie came home and went about her normal life. Boarding would have left her anxious for at least a few days. Thanks again for everything; especially peace of mind :)”
Windtree Valley dog parents share their Rover experiences
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1. Search
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The median cost per night for dog boarding in Windtree Valley is $45
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.
Sitters in Windtree Valley average 9 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 1,209 sitters provided dog boarding in Windtree Valley. 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, 93% of Windtree Valley dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windtree Valley have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 Windtree Valley.
Rover makes it easy to find Windtree Valley 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 1,209 dog boarding sitters in Windtree Valley on Rover, so you’re sure to find the perfect match for your dog! In Windtree Valley, 95% of sitters offer daily exercise, 99% offer medication administration, and 92% 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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