Dog Boarding in Winterstown, PA
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Winterstown dog boarders
“Angelita is 10/10! Her care of our Boston terrier was superb. Communications around our reservation was seamless and pleasant. When our travel was delayed, Angelita was flexible with our drop off time - and pick up time. The outdoor space is perfect for pets and there were a few other puppies for Lucky to play with! We saw multiple pictures of her over the 24 hours we were away. When we picked Lucky up, Angelita even had a gift baggy for us!! She had disinfected our dogs bed and washed her bowls. You can’t ask for better than Angelita. Your pet will be in great hands.”
“This was the first time I had a sitter watch my dog for an overnight stay. I was nervous but after communicating with Melanie and during the meet and greet I was put at ease. While Shiloh was staying with Melanie and her family I was completely comfortable. Melanie provided daily updates via txt, pictures, and videos and was extremely responsive to my questions/comments. I will definitely use Melanie again and highly recommend her.”
“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!”
“As a first time Rover user, my wife and I were so happy to have found Whitney to take care of our 6 month old puppy while we were out of town for the night. She sent updates and pictures throughout the stay and was always available to answer any questions we had. We will definitely use Whitney again!!”
“Brooke and her family were absolutely wonderful at making my little guy feel like part of their family! I loved the updates and pictures throughout his stay. We will definitely have him visit again. ??”
“This is the second time we’ve used Alyssa and both of pups love her! She always sends us multiple pictures and updates throughout their stay and she’s quick to respond to any questions. We booked one dog that’s she’s watched before, but we unexpectedly added a second puppy to our family a few weeks later. Alyssa didn’t hesitate to agree to adding the puppy to our booking, even though he was still in the puppy potty training/chewing phase and a bit of a handful. She was incredibly sweet and accommodating. We’ll definitely keep using her for all our dog sitting needs!”
“While on vacation, Madeline took great care of our dog. She shared pictures and videos daily and ensured we were well informed on his stay. Having a large fenced yard allowed Murray to get plenty of exercise, roam and explore and have fun. Boarding with Madeline was the best scenario for our active dog……he didn’t want to come home!!!”
“She was super understanding my flight got delayed and I had to leave my dog for an extra and she didn’t even hesitate to help accommodate me. I will never choose another dog sitter !”
“This was our second time with Judith & George and I would highly recommend! They have been very helpful and flexible both times. Our dog is often anxious when we leave him, but he has been so happy and content with them!”
“Pamela is amazing!! If you can book with Pamela you will be making the best decision for you Four legged baby. My wife and I cannot say enough great things and am so thankful for finding Pamela through Rover. I would give ten stars if I could, we have already reserved another book in June and again, so thankful we found Pamela!”
“We suddenly needed a dog sitter because taking him with us on our camping trip wasn't working out. She agreed to watch lunchbox very last minute which was huge! She was great at communicating with me and sent lots of pictures!”
“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.”
“This was my first time using the app and Jordan made it seamless! She communicated timely and made me feel at ease leaving my baby with her for 5 days. I got pictures and updates throughout my trip and I loved that she was willing to come over and meet us prior to booking. Highly recommended!”
Loving dog boarding sitters in your neighborhood
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Jacob & Megan W.
Star Sitter
“Jacob and Megan are wonderful sitters. Our two beagles have a blast there. They get plenty of attention and walks as well. I highly recommend”
Courtney G.
“Courtney was great and our dog Maggie really enjoyed being with her. She kept us updated and sent lots of pictures. I would use Courtney again in the future.”
Angelita G.Star Sitter
“Angelita is 10/10! Her care of our Boston terrier was superb. Communications around our reservation was seamless and pleasant. When our travel was delayed, Angelita was flexible with our drop off time - and pick up time. The outdoor space is perfect for pets and there were a few other puppies for Lucky to play with! We saw multiple pictures of her over the 24 hours we were away. When we picked Lucky up, Angelita even had a gift baggy for us!! She had disinfected our dogs bed and washed her bowls. You can’t ask for better than Angelita. Your pet will be in great hands.”
Melanie A.Star Sitter
“This was the first time I had a sitter watch my dog for an overnight stay. I was nervous but after communicating with Melanie and during the meet and greet I was put at ease. While Shiloh was staying with Melanie and her family I was completely comfortable. Melanie provided daily updates via txt, pictures, and videos and was extremely responsive to my questions/comments. I will definitely use Melanie again and highly recommend her.”
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
“As a first time Rover user, my wife and I were so happy to have found Whitney to take care of our 6 month old puppy while we were out of town for the night. She sent updates and pictures throughout the stay and was always available to answer any questions we had. We will definitely use Whitney again!!”
Brooke R.
“Brooke and her family were absolutely wonderful at making my little guy feel like part of their family! I loved the updates and pictures throughout his stay. We will definitely have him visit again. ??”
Alyssa L.Star Sitter
“This is the second time we’ve used Alyssa and both of pups love her! She always sends us multiple pictures and updates throughout their stay and she’s quick to respond to any questions. We booked one dog that’s she’s watched before, but we unexpectedly added a second puppy to our family a few weeks later. Alyssa didn’t hesitate to agree to adding the puppy to our booking, even though he was still in the puppy potty training/chewing phase and a bit of a handful. She was incredibly sweet and accommodating. We’ll definitely keep using her for all our dog sitting needs!”
Madeline B.Star Sitter
“While on vacation, Madeline took great care of our dog. She shared pictures and videos daily and ensured we were well informed on his stay. Having a large fenced yard allowed Murray to get plenty of exercise, roam and explore and have fun. Boarding with Madeline was the best scenario for our active dog……he didn’t want to come home!!!”
Shanelle L.Star Sitter
“She was super understanding my flight got delayed and I had to leave my dog for an extra and she didn’t even hesitate to help accommodate me. I will never choose another dog sitter !”
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!”
Judith & George K.
“This was our second time with Judith & George and I would highly recommend! They have been very helpful and flexible both times. Our dog is often anxious when we leave him, but he has been so happy and content with them!”
Krista K.Star Sitter
“We’ve used Krista twice and our dogs have loved every minute! She takes such wonderful care of our goofballs and they love playing with her pups!”
Pamela J.Star Sitter
“Pamela is amazing!! If you can book with Pamela you will be making the best decision for you Four legged baby. My wife and I cannot say enough great things and am so thankful for finding Pamela through Rover. I would give ten stars if I could, we have already reserved another book in June and again, so thankful we found Pamela!”
Brionna S.
“We suddenly needed a dog sitter because taking him with us on our camping trip wasn't working out. She agreed to watch lunchbox very last minute which was huge! She was great at communicating with me and sent lots of pictures!”
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.”
Mark W.Star Sitter
“Mark was great! Sent videos and updates often. Definitely put my mind at ease with my first time using Rover.”
Kara R.Star Sitter
“Another wonderful experience with Kara! She makes us and our pup feel so comfortable. Her level of care, attentiveness, and flexibility are exceptional!”
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!”
Jordan A.
“This was my first time using the app and Jordan made it seamless! She communicated timely and made me feel at ease leaving my baby with her for 5 days. I got pictures and updates throughout my trip and I loved that she was willing to come over and meet us prior to booking. Highly recommended!”
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, 437 sitters provided dog boarding in Winterstown. 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 Winterstown dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winterstown have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 8 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 Winterstown.
Rover makes it easy to find Winterstown 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 437 dog boarding sitters in Winterstown on Rover, so you’re sure to find the perfect match for your dog! In Winterstown, 92% of sitters offer daily exercise, 97% 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.
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