Dog Boarding in Chester
Find a loving dog boarder to watch your dog overnight at your sitter's home.

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Top rated Chester dog boarders
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Kara was amazing! She sent photos every day of my dog and Oswald just loved her! She took care of him when he got an upset stomach and was so kind and generous 10/10 would contact again!!”


“Lorna watched our highly anxious dog over the Christmas break for 10 days. She did a wonderful job of making us feel at ease leaving her with someone new. Our dog warmed to her and it meant so much to not have to worry about her while we were gone. Highly recommend Lorna, she’ll treat your dog like they were her own.”


“Nancy was so lovely and took amazing care of our two dogs! Appreciated her beautiful photos of them and that she was so understanding of their quirks and needs. We will definitely book with her again!”


About: Raised a loyal dog for 13 years—well-versed in canine care, training, and emotional needs. - Cared for adorable rabbits and energetic hamsters, understanding small pets’ unique habits and needs. - Though a proud "dog mom," I’m also a “cat enthusiast”! From litter box mastery to playtime tricks As a stay-at-home mom with a part-time job, my schedule is quite flexible. I’m home most of the day, which means I have plenty of time to provide your pet with the care, attention, and love they deserve. Whether it’s morning walks, midday playtime, or evening check-ins, I can easily adjust my routine to meet your pet’s needs. 🔒 Safety, Trust & Environment When caring for pets in a client’s home, I always treat the space with respect and follow the pet’s routine closely. I make sure your pet feels safe, loved, and comfortable in their familiar environment. I double-check doors, gates, and feeding instructions, and I always clean up after myself. Trust and communication matter to me—I’ll keep you updated so you can feel at ease while you’re away. Your pet won’t just get care—they’ll get companionship. 🐾💕

“Ruck was an amazing sitter for my dog Bailey while I was travelling for a week. His dog Blue and Bailey were great buddies and he was beyond accomodating with my last minute request for a sitter after my plans fell through with another sitter. He sent updates throughout my trip and when I got back late from the airport to a dead car battery he was able to bring Bailey home to me that night! I would highly recommend him to anyone and I hope to be able to leave Bailey in his capable hands the next time I’m travelling 🙂”


“I am extremely satisfied with the care provided for Ruby. The daily updates, including messages and photos, allowed me to handle my tasks without any worries. Ruby came back well-cared for and happy. I highly recommend Mallory!”


“Our dog stayed with Megi over Christmas for 10 days. She was very professional, provided lots of updates and sent photos. We didn’t need to worry about our dog at all knowing he was with her, would definitely recommend her services!”


“Jacqueline was so great with our 16 week Portuguese water dog! She sent regular updates and made our pup feel right at home. Digby had so much fun, he didn’t want to leave! We will 100% rebook with Jacqueline.”


“She is amazing amazing amazing with cats! Our 9 weeks old Pepper is usually a shy but Jaime’s a natural. She had so much fun, she ate, slept, and played tons.. I think Pepper wasn’t too happy when we went to get her back lol. Thank you Jaime! And thank you for the gift as well :)”


“Fantastic experience having Alissa watch our dog for a long weekend! Alissa arranged a meet and greet for her dogs to meet Leo before we confirmed anything, and her dogs were sweethearts. She sent me updates and pictures over the weekend, and Leo came home happy and tired :)”



About: I’m highly educated and passionate about taking care of your pets. I have great temper that I never get angry with my pet. Every time my puppy did something wrong, I just clean up the mess and then tell him it is wrong. If you allow me to take care of your best friends, they would have the same love as what I give to my puppies. I usually have time during the weekends and holidays. For weekdays, I’m really flexible on Mondays and Fridays. I will be available after 4:30 PM from Tuesday to Thursday. I have a large crate in my home but currently I don’t do boarding. So I will do whatever service that is suitable to the client’s home

About: Hey I’m Courtney. I’m a mom to a 3 month old Boston terrier. I always had a dog growing up and I’ve taken care of dogs for as long as I could remember. (Both small and large / seniors, puppies) I currently work part time so I have lots of availability. I can pet sit at your house , drop in for feedings or take them for walks. I know how hard it is to leave your baby with someone new but I will take care of them as my own and keep you updated along the way. The safety of your dog is my Number one priority.

About: **Use my promo code to save $20 on your first booking! Message me to ask how!** I have a 4 year old golden retriever that is my world! I truly enjoy walking, playing and spending time cuddling dogs of all breeds! This is my passion! I love hitting the trails, throwing a ball & playing fetch and taking dogs that love the water for a swim! Very flexible! I have experience walking and looking after my sister's dog- a golden doodle and my friend's golden retriever- taking them out for walks and play. I am currently working full time from home Monday to Friday! I can do very early morning walks , lunch time walks and evening/weekend walks ! I will come to your house to stay or play or both! I can care for your pet in my home or in your home. Whatever is best for you and your dog! Pets are allowed on my furniture

About: I have sat cats, dogs, hamsters, and geckos. I have owned cats, a dog, a chinchilla, and guinea pigs. I have also volunteered in vet clinics and animal shelters. My family loves animals and I can send you lots of pictures and updates as well. I do currently have a dog, she loves people and has a friendly Demeanor. Please specify any specific care needs with your request. I am currently looking for employment, I am typically home evenings and weekends. I have the capacity to WFH so that may be the case some days. I like to work with your needs and desires, I won't agree to something I cannot deliver on. I understand the value of getting perspective on your family members day so I will definitely provide this!

“Rivkah was amazing with our two dogs! She took them to the beach, lake, and dog park. They went for long walks and even went for swims with her. One of our dogs didn’t want to leave her, which is a first for us. So yeah, super happy with Rivkah. We can only highly recommend her!”

Loving dog boarding sitters in your neighborhood
Search Results
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Kara W.Star Sitter

“Kara was amazing! She sent photos every day of my dog and Oswald just loved her! She took care of him when he got an upset stomach and was so kind and generous 10/10 would contact again!!”


Emily W.Star Sitter

“Very kind and esponsible. Emily asked the right questions to keep our dog happy and safe. Emily sent multiple pics to keep is up to date. I'd definatley use her again.”


Lorna M.

“Lorna watched our highly anxious dog over the Christmas break for 10 days. She did a wonderful job of making us feel at ease leaving her with someone new. Our dog warmed to her and it meant so much to not have to worry about her while we were gone. Highly recommend Lorna, she’ll treat your dog like they were her own.”


Armanda L.

“Trustworthy and caring, they treated my dog like their own!”


Nancy M.

“Nancy was so lovely and took amazing care of our two dogs! Appreciated her beautiful photos of them and that she was so understanding of their quirks and needs. We will definitely book with her again!”


Emily & Andrew B.

“Emily and Andrew took such great care of our 13 year old cockapoo. They were attentive to his dietary needs and spent lots of quality time with him. Thank you!”


Luyi W.
“She’s incredibly responsible and always goes the extra mile, whether that means staying a little longer for snuggles or sending photo updates to ease your mind. Josie is the kind of sitter who treats every pet like family—with respect, warmth, and lots of love.”


Ruck P.

“Ruck was an amazing sitter for my dog Bailey while I was travelling for a week. His dog Blue and Bailey were great buddies and he was beyond accomodating with my last minute request for a sitter after my plans fell through with another sitter. He sent updates throughout my trip and when I got back late from the airport to a dead car battery he was able to bring Bailey home to me that night! I would highly recommend him to anyone and I hope to be able to leave Bailey in his capable hands the next time I’m travelling 🙂”


Mallory K.

“I am extremely satisfied with the care provided for Ruby. The daily updates, including messages and photos, allowed me to handle my tasks without any worries. Ruby came back well-cared for and happy. I highly recommend Mallory!”


Megi N.

“Our dog stayed with Megi over Christmas for 10 days. She was very professional, provided lots of updates and sent photos. We didn’t need to worry about our dog at all knowing he was with her, would definitely recommend her services!”


Jacqueline C.

“Jacqueline was so great with our 16 week Portuguese water dog! She sent regular updates and made our pup feel right at home. Digby had so much fun, he didn’t want to leave! We will 100% rebook with Jacqueline.”


Jaime B.

“She is amazing amazing amazing with cats! Our 9 weeks old Pepper is usually a shy but Jaime’s a natural. She had so much fun, she ate, slept, and played tons.. I think Pepper wasn’t too happy when we went to get her back lol. Thank you Jaime! And thank you for the gift as well :)”


Angela C.

“Angela was great with my giant dog! She provided many fun picture updates and I wasn't worried at all leaving him with her.”


Alissa C.


“Fantastic experience having Alissa watch our dog for a long weekend! Alissa arranged a meet and greet for her dogs to meet Leo before we confirmed anything, and her dogs were sweethearts. She sent me updates and pictures over the weekend, and Leo came home happy and tired :)”


Marcio M.


“Super happy with the communication and ease of making it happen. My dog had a great time and came home tired from all the fun with the kids. Thank you!”




Chentao W.
“Chentao AKA Tom is a super dog lover, he loves pet, he takes good care of everything in his life and his friends. We all love hime because he is warm-hearted, he focus on everything he’s doing.”


Courtney D.
About: Hey I’m Courtney. I’m a mom to a 3 month old Boston terrier. I always had a dog growing up and I’ve taken care of dogs for as long as I could remember. (Both small and large / seniors, puppies) I currently work part time so I have lots of availability. I can pet sit at your house , drop in for feedings or take them for walks. I know how hard it is to leave your baby with someone new but I will take care of them as my own and keep you updated along the way. The safety of your dog is my Number one priority.


Lisa L.
About: **Use my promo code to save $20 on your first booking! Message me to ask how!** I have a 4 year old golden retriever that is my world! I truly enjoy walking, playing and spending time cuddling dogs of all breeds! This is my passion! I love hitting the trails, throwing a ball & playing fetch and taking dogs that love the water for a swim! Very flexible! I have experience walking and looking after my sister's dog- a golden doodle and my friend's golden retriever- taking them out for walks and play. I am currently working full time from home Monday to Friday! I can do very early morning walks , lunch time walks and evening/weekend walks ! I will come to your house to stay or play or both! I can care for your pet in my home or in your home. Whatever is best for you and your dog! Pets are allowed on my furniture


Danielle T.
“Danielle is a beautiful, caring, compassionate person and would definitely provide safe, loving care to any pet. She is family and community orientated. She was recognized this past August with a Platinum Jubilee Community Hero Award. I would definitely leave my Maggie, in her care.”


Rivkah R.

“Rivkah was amazing with our two dogs! She took them to the beach, lake, and dog park. They went for long walks and even went for swims with her. One of our dogs didn’t want to leave her, which is a first for us. So yeah, super happy with Rivkah. We can only highly recommend her!”
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 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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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, 14 sitters provided dog boarding in Chester. 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.
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Chester.
Rover makes it easy to find Chester 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 14 dog boarding sitters in Chester on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
