Pet Boarding Chester

Find a loving Chester pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 718
pet parents in Chester have booked pet boarding

Chester, Find top rated pet boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Hallie L.
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Hallie L.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
9 years of experience
Gravel Hill, Richmond, VA, 23225

“Hallie was awesome with our buddy. Her dog and ours seemed to have had a blast playing together and she was fantastic about sending us pictures and updates. Would highly recommend!”

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Thomas P.
Sitter Profile Image: Darling C.
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Darling C.
from
$36
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
8 years of experience
Richmond, VA, 23235

“Darling was amazing and Charlie had a wonderful time at her house. Very communicative and made us feel very comfortable. Will be booking her again!”

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Louis B.
Sitter Profile Image: Nicole B.
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Nicole B.
from
$40
per night
17 years of experience
Midlothian, VA, 22312

About: I no longer have our own dog after losing my beautiful lab last year. I now want to be a pet sitter for cuddles and have a private home for your dogs comfort. I work full time from home and take frequent walks outside. Your pet will have constant companionship. A routine schedule is welcomed to ensure your pet stays on track! I do have a fenced yard. I do not have a crate or bedding which would need to be provided for your pet along with any necessary instructions.

Sitter Profile Image: Doris C.
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Doris C.
from
$40
per night
4.7 out of 5 stars
• 15 reviews
5 repeat clients
3 years of experience
Bon Air, VA, 23235

“Doris was absolutely amazing! She took such great care of my fur baby, and it was clear he adored her. She is kind, attentive, thorough, and very professional. She kept me updated throughout my time away, which gave me so much peace of mind. I will definitely be booking with her again and highly recommend her to anyone looking for a reliable and caring sitter.”

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Cayla B.
Sitter Profile Image: Amanda E.
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Amanda E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 42 reviews
27 repeat clients
17 years of experience
The Museum District, Richmond, VA, 23221

“Amanda was the greatest puppy sitter while we were out of town for a week. We looked forward to her texts with photos and videos every day. My 2 had a great time with her 2 ❤️ We will definitely have Amanda watch our babies again. Thank you!!”

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Sarah W.
Sitter Profile Image: Paula H.
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Paula H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 128 reviews
46 repeat clients
20 years of experience
N. Chesterfield, VA, 23236

“My gosh, Paula is a dream come true. She is being so caring with Jackson. She keeps him occupied and is making him a better dog. If (when) he does something that's not wanted she uses redirection and positive reinforcement to improve his behavior. Very pleased with the care she gives Jackson. And she kept me up to date during the stay.”

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Abby G.
Sitter Profile Image: Carleen P.
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Carleen P.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 434 reviews
163 repeat clients
20 years of experience
Midlothian, VA, 23114

“Carleen was awesome with our dog Addy! Carleen was very thorough, administered pills twice a day, sent pics and Addy was very well taken care of! We’ll be back for sure! Thank you Carleen :)”

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Gina E.
Sitter Profile Image: ashley g.
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ashley g.
from
$26
per night
5.0 out of 5 stars
• 37 reviews
10 repeat clients
8 years of experience
Oak Grove, richmond, VA, 23224

“Great sitter, gave me updates whenever I asked for them and followed everything I asked her to do for my cat. Made sure my cat was safe with her children and other pets and played with him, also I didn’t leave enough food so she gave my cat some of her cats food, overall great experience!”

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neal p.
Sitter Profile Image: Donetta N.
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Donetta N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 73 reviews
14 repeat clients
10 years of experience
Richmond, VA, 23223

“Donetta took such good care of our senior dog Miles. she sent pix everyday and we could tell he was happy in his environment. such a relief to have found a good person to care for our fur baby when needed!”

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Abena P.
Sitter Profile Image: Patricia L.
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Patricia L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
20 years of experience
Midlothian, VA, 23112

About: I have hands-on experience caring for dogs of all sizes, from young puppies to large breeds, and I’m confident handling a wide range of needs and personalities. I’m comfortable administering medications and following detailed care instructions to make sure every pet stays healthy and safe. I also have experience with basic puppy training, helping reinforce good habits and routines. What sets me apart is my patience and understanding, especially with dogs who have separation anxiety or need extra reassurance. I take the time to make pets feel comfortable, secure, and loved while you’re away. I treat every dog like my own, paying close attention to their behavior, energy level, and individual needs so they get the best care possible. Pet care fits naturally into my daily routine, and I make it a priority to give each pet the time, attention, and consistency they need. My schedule is very flexible, which allows me to accommodate morning, midday, evening, and even last-minute bookings when needed. Whether it's walks, drop-ins, or extended stays, I'm able to adjust my routine to match your pet's schedule and keep things as normal and stress-free as possible for them. I'm reliable, responsive, and committed to being there when you and vour pet need me. In my home, pets are treated like part of the family. I have a spacious three-floor condo that gives dogs plenty of room to move around and feel comfortable. I also have a friendly six-year-old dog who gets along well with other animals, helping visiting pets feel more at ease. My two daughters are gentle and respectful with animals, adding to the loving environment your pet will be in. I live in a great area for walks, so your dog will get plenty of exercise, fresh air, and attention throughout the day. I make sure to follow each pet’s routine as closely as possible, including feeding schedules, walks, playtime, and any special instructions. When caring for pets in a client’s home, I focus on keeping things consistent and stress-free by maintaining their normal routine and environment. My goal is always to make sure your pet feels safe, comfortable, and well cared for while you’re away.

Sitter Profile Image: Pamela & Paul H.
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Pamela & Paul H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 64 reviews
26 repeat clients
41 years of experience
Henrico, VA, 23229

“Excellent sitters for our little Ellie. It was the first time Ellie stayed with a sitter for an extended period of time. Pamela and Paul took great care of her and did their best to alleviate her anxiety (and ours) during the stay. Will absolutely use them again for watching Ellie. Thank you!”

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Mariel A.
Sitter Profile Image: Elizabeth H.
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Elizabeth H.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 20 reviews
2 repeat clients
20 years of experience
Westlake Hills, Richmond, VA, 23225

“Coco had a wonderful weekend with Elizabeth! She kept me updated on what Coco was doing and sent pictures daily. I would absolutely rebook with Elizabeth in the future!”

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Andrea G.
Sitter Profile Image: Peyton & Daved T.
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Peyton & Daved T.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 170 reviews
91 repeat clients
50 years of experience
Mechanicsville, VA, 23111

“Mila had a great time! Peyton (and company) were very accommodating for a last minute need. I received updates with pictures showing what a fun time Mila had.”

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Melissa G.
Sitter Profile Image: Amy M.
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Amy M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 314 reviews
117 repeat clients
20 years of experience
Richmond, VA, 23228

“Huck had a blast at Amy’s house playing with other pups and frolicking in her yard. Amy sent frequent pictures and updates, and was a pleasure to work with!”

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Marisa S.
Sitter Profile Image: Jeannie D.
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Jeannie D.
from
$45
per night
5.0 out of 5 stars
• 1 review
16 years of experience
Hopewell, VA, 23860

“I will use Jeannie over and over again! She was very kind and communicative from start to finish. My dog was very happy with her and she was flexible with me for pick up time which was very much appreciated.”

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Morgan C.
Sitter Profile Image: Josephine J.
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Josephine J.
from
$40
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
Moseley, VA, 23120

“Outstanding in every way!! Bailey (our pup) loves going there & always comes home happy & well cared for! This is our 2nd time using Josephine to dog sit & we couldn't be more happy with the experience both times!!”

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Susan D.
Sitter Profile Image: Ciara W.
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Ciara W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 79 reviews
27 repeat clients
10 years of experience
New Kent, VA, 23124

“Noodles clearly had a lot of fun with Ciara and the family. He seems like he enjoyed his holiday as much as we did. Thanks Ciara for taking care of our boy.”

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Bren S.
Sitter Profile Image: Leila P.
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Leila P.
from
$35
per night
1 repeat client
15 years of experience
Petersburg, VA, 23803

About: Hello! My name is Leila (pronounced Layla), and I am 25 years old. I am looking for a role as a pet provider of any fashion needed. I consider myself a kind, nurturing, and supportive individual who loves every pet or family member as if they were my own. With over 15 years of pet experience, I have worked in shelter facilities and lots of individual homes with many different pets. Most recently, I've been providing nanny services for date nights in my area and every house has one or more fur baby that I spend my time with. I am familiar with feedings, walking, medication techniques, and even one house I sometimes help take their dog to the vet with them! I have worked with cats, dogs, ducks, chickens, rabbits, turkeys, and when I was younger, I had a house with horses as well. I've worked with up to 6 dogs at once, all big/energetic dogs, so I know how to handle big and loving energy haha! I even know cat and dog CPR from learning online and doing research on my own in case I ever need it. I love learning new facts about animals and pets, and I definitely love to learn the basics of emergency situations and care too, which always comes in handy whether you need it or not. I would love the opportunity to get to know you and your pet(s), building a special bond and friendship with everyone involved. I strive to be a dependable person and always aim to provide my best support to others. Hope to hear back from you soon, thank you for your time! I usually have an open schedule and I’m always happy to help however and whenever. I’m usually at home with my own animals anyways so I’m always down for more fuzzy cuddles! I treat each and every animal as if they were my own (and I spoil my pets like crazy)! I follow the instructions of each family down to a T if that’s what needs to be done and if there is any room for my own input or festivities, I always try to make it more fun or loving or easier for everyone involved. Pets have emotion and feelings just as much as babies do, so if you’re going to care for any animal, treat it as if you’re raising a baby, something precious and sweet, because that’s what they are.

Sitter Profile Image: Lynelle P.
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Lynelle P.
from
$38
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
North chesterfield, VA, 23234

“My lil Winter Is Coming had an amazing time with Lynelle and her family. She was able to accommodate us last minute and treated my doggo with a trip to Starbucks for a pup cup. Winter and her dog got along great and Lynelle made sure to send updates and pics for the stay. Highly recommended and will def book with her in the future!”

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Ti J.
Sitter Profile Image: Sara P.
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Sara P.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
17 years of experience
Petersburg, VA, 23805

“Sara and Jakob were great with Kingsley. They seem to really know animals and how to handle them as well. We needed someone who will provide just the right amount of play and rest for Kingsley as he is a Big Energetic puppy. Sara provided pictures and videos daily and let me know Kingsley's schedule everyday at "winter camp" with her own doggies lol. Two days before the end of our boarding period, I asked if they would give Kingsley a bath at extra cost and they happily said yes even though it was kind of last minute and Kingsley is a big dog! Kingsley came back very clean and happy. We felt good during our time away and was able to enjoy our trip knowing that Kingsley was being taken care of. We are definitely going to take Kingsley to Sara again the next time we are away! Thanks guys!”

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Alison L.
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The median cost per night for pet boarding in Chester is $45

Pet parents share their Rover experiences - Chester

1 / 1
5.0 out of 5 stars

Amanda was amazing! She sent photos daily and took Millie on long walks! Her dogs were also super friendly and welcoming. Will book again in the future!

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Canaan77 _.
Boarding
5.0 out of 5 stars

Maryurith was AMAZING with Roman during the 3 nights we were away! Even though we weren't always the quickest to respond on our end, she was always great about keeping us updated with pictures and videos. It was so reassuring to see how comfortable and at ease Roman was with her. We could tell he was well cared for and getting LOTS of love. We couldn't have asked for a better sitter and would absolutely recommend her! ❤️

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Cindy C.
Boarding
5.0 out of 5 stars

Abby did a wonderful job watching our fur babies. Great communication and sent lots of pictures. Highly recommend if you’re looking for someone to watch your pets.

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Rula C.
Boarding
5.0 out of 5 stars

Our dog had the best time with Beverly, her and her family were very accommodating with our dog’s special needs and kept her on schedule. She was also very welcoming, her energy was very positive and we got plenty of pictures and videos throughout our dog’s stay. Drop off and pick up went very smoothly. Would book again and definitely recommend

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Kamila B.
Boarding
5.0 out of 5 stars

Kendra took such great care of our dog. She was very thoughtful in sending multiple updates throughout the day every day of our pets stay with her. She was also very responsive to all messages. We had no worries at all and would love to be able to have our pet stay with Kendra again in the future.

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Chiram H.
Boarding
5.0 out of 5 stars

Rangeen did a great job with my girl. She was very patient and understanding of her needs. She was very responsive and gave multiple updates.

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Phillip P.
Boarding
5.0 out of 5 stars

This was my first time leaving my pup with a sitter after having him for over five years Miss Melissa insured that at every stage of the weekend, I knew what he was doing, and how he was doing and took him for many walks. Sent lots of pictures. She treated my baby like one of her own I would recommend her and we’ll keep having her watch my pup as I was very comfortable with her care.

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Judith N.
Boarding
5.0 out of 5 stars

Charlotte is the absolute best, and my puhpeh girl Winter loves her stays. She's super understanding and flexible if able. My girl always comes home ready to nap so I know she was well taken care of and probably a little spoiled. Communication is always great/consistent and I get some cute pictures while I'm away. Your fur kid(s) will be in great hands here.

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Ti J.
Boarding
5.0 out of 5 stars

If I could give Amy and Grant more than five stars, I would! Leaving your dogs with someone else is never easy, but from the moment we met them, they made us feel welcome and at ease. They took the time to show us both the inside of their home and their yard, which was very important to us, and it was immediately obvious how organized and prepared they are. They asked thoughtful questions about Charlie and Roscoe's personalities, routines, feeding schedules, medications, supplements, allergies, and habits so they could care for them exactly the way we do. Amy and Grant took the time to understand each of their individual needs, and it was obvious from the beginning that they truly wanted to provide the same level of care our dogs receive at home. We had a last-minute schedule change that was completely my fault, and they were incredibly understanding and accommodating without making me feel like it was an inconvenience. Throughout their seven-day stay, they sent multiple updates every day with photos and videos that made us smile and reassured us that our boys were happy, safe, and loved. It was especially sweet to see their children spending time with Charlie and Roscoe and treating them like members of the family. The thing that impressed me most was the incredible attention to detail. They sent home a spreadsheet documenting everything—from feedings, medications, and supplements to personalities, allergies, and routines. Because we have a very specific way of caring for our dogs, that level of organization meant the world to us. Amy and Grant cared for Charlie and Roscoe as if they were their own, and that's something you simply can't put a price on. We are so grateful for everything they did, and I would trust them with our dogs again in a heartbeat. I recommend them wholeheartedly to anyone looking for caring, dependable, organized, and genuinely wonderful Rover sitters.

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Christy C.
Boarding
5.0 out of 5 stars

Sabrina did very well! I received photos everyday and I felt they looked happy and well cared for/loved. I will definitely be using her services again! Thank you!

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Dylan H.
Boarding
5.0 out of 5 stars

Sarah was amazing and made me feel comfortable leaving my fur baby. She communicated often with updates.

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Rasheedah N.
Boarding
5.0 out of 5 stars

Lisa was so great with our dog and the weirdo that she is. She sent us regular updates and pictures, and her and my dog were best friends by the end of the stay. We appreciate Lisa so much!

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Matt H.
Boarding
5.0 out of 5 stars

I always feel secure with leaving my Boston terrier with Stephanie. It’s also nice the she has a small dog that can play with my dog. I received daily pictures and videos of my dog. I have used Stephanie a few times and I also satisfied with service.

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Mashia O.
Boarding
5.0 out of 5 stars

This was my pup’s second stay with Michelle and it went just as smoothly as the first time. I always get nervous leaving my dog for any period of time, but especially for long trips. Michelle is thoughtful and welcoming and does an amazing job taking care of my dog.

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Hannah N.
Boarding
5.0 out of 5 stars

Everything went very smoothly with Abreya, from the communication, the meet and greet until the end of my babies stay. Had a very pleasant experience. I was happy and my babies were happy. Will book with her again.

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Maria R.
Boarding
5.0 out of 5 stars

Jeanette, took very good care of my two dogs. I will definitely use her again. My girls seemed very happy and at home when I picked them up.

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Patrick C.
Boarding
5.0 out of 5 stars

Our dogs love going to his house. They get really excited everytime we drive near it. Denny is very responsive and great with my dogs. We have used his services many times. You couldn't ask for a better sitter/handler.

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Z A.
Boarding
5.0 out of 5 stars

They did a wonderful job taking care of our very spoiled great dane, Suvi. Will definitely book again!

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Jennifer F.
Boarding
5.0 out of 5 stars

Leigh and her family are so kind and wonderful to work with. I was glad to leave Duke in her care again!

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Adam S.
Boarding
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for pet boarding - Chester

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Sitters in Chester average 13
repeat pet boarding clients

FAQs for Pet Boarding - Chester

Frequently asked questions about Rover

The average cost of Pet Boarding in Chester is $31 per night as of November 2026. Most bookings cost between $26 and $50 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 825 sitters on Rover for Pet Boarding in Chester. About 92% of Chester sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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