Pet Boarding in Chester

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

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Top rated Chester pet boarders

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: Sarah K.
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Sarah K.
from
$43
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Chester, VA, 23836

If I could give 100 stars I would for the exceptional care Sarah gave to my baby I would. Not only did she care for Penny as if she was her own, this was the first time Penny has been left with anyone other than family, and Sarah made Penny feel as though she was family. I would recommend Sarah to service your pet without hesitation only when I wouldn't need her again, period!

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Terrence J.
Sitter Profile Image: Lucky B.
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Lucky B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
530 reviews
240 repeat clients
10 years of experience
Midlothian, VA, 23112

Our pups have stayed with Lucky twice now and have had great experiences both times. We get daily updates and they are so responsive for any questions before during or after the visit. Our pups were super excited when they were dropped off for our last trip so we can tell Lucky & her family takes great care of them. They are our go-to & we look forward to future stays!

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Henry F.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$38
per night
1 repeat client
30 years of experience
Chester, VA, 23831

About: I've cared and been around pets and dogs of all breeds all my life. My family has always had dogs so I have experience feeding, grooming, playing, walking, administering simple medication, and basic training. I'm a mom of 7 that works part-time, with little ones in school, so I have the means, time, professionalism, and drive to play and care for your four legged family member, when your unavailable to.... And your able to rest assure that they are well taken care of :) When caring for pets I am able to visit and care for them in their natural setting.... Of their home, so they more natural and relaxed. Please reach out if your interested in weekend boarding at my home.

Sitter Profile Image: Christine & Nick G.
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Christine & Nick G.
Star Sitter
from
$33
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
20 years of experience
south chesterfield, VA, 23803

Amazing as always! Communicates well, easy to schedule pick up and drop offs with. This was our second time using them and have a third on the books! Thank you for taking such good care of our fur baby!

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Kirstin M.
Sitter Profile Image: Allejah K.
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Allejah K.
Star Sitter
from
$34
per night
5.0 out of 5 stars
6 reviews
5 repeat clients
14 years of experience
SOUTH CHESTERFIELD, VA, 23834

Cameron absolutely loved his stay at Allejah’s home. She stayed in close contact with us and gave Cameron the best possible care. We are so thankful to have found her!

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Taylorann B.
Sitter Profile Image: Rikki G.
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Rikki G.
Star Sitter
from
$44
per night
4.9 out of 5 stars
21 reviews
15 repeat clients
39 years of experience
Colonial Heights, VA, 23834

Rikki and Pearl are both so sweet!! They welcomed me my pup at the last min and she was wonderful!! She sent plenty of updates. Will. Definitely return

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Kim B.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$28
per night
5.0 out of 5 stars
315 reviews
84 repeat clients
30 years of experience
North Chesterfield, VA, 23236

Always above and beyond care for your dog. It’s a real big plus to see daily photos of your dog, along with someone treating them as your own.

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Emerald S.
Sitter Profile Image: Michelle T.
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Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
13 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

My dog had an amazing time with Michelle and Milo - She liked it so much it seemed she didn’t want to leave! Seriously, Michelle took great care of my girl and made sure all of her needs were taken care of.

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Adele C.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
16 years of experience
Richmond, VA, 23236

Laura had my dog nova for a week.Great with keeping you updated on your pet.Nova had a blast will definitely use Laura again.My dog was sad to go home that’s how much fun she had

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Wini P.
Sitter Profile Image: Shay & Jake W.
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Shay & Jake W.
from
$35
per night
5.0 out of 5 stars
32 reviews
6 repeat clients
30 years of experience
Henrico, VA, 23231

We dropped our dogs off for the weekend and they had a blast! We received pictures the whole time and pick up and drop off was easy. Our younger dog gets anxiety and we dropped off his medication with him, Shay was great to work with! We will definitely be using her again for our pups

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kaylin p.
Sitter Profile Image: Kayce M.
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Kayce M.
from
$40
per night
4.9 out of 5 stars
136 reviews
26 repeat clients
15 years of experience
Petersburg, VA, 23803

Kayce took great care of our dog Ollie and sent us plenty of pictures throughout his stay so we could see how he was doing. Would definitely recommend her!

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Theresa S.
Sitter Profile Image: Aaren & Jordon D.
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Aaren & Jordon D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
6 years of experience
Swansboro, Richmond, VA, 23224

Aaren and Jordon are practically family now. This is the second time they have watched my girl and they take the BEST care of her. They love on her, make sure she is getting fresh air, and even take her on outings. I almost hesitated to write this review because I don’t want yall to know how great they are and then start taking all to spots - just kidding! I can’t be selfish! Everyone deserves to feel the peace I feel when my pup stays with them ❤️.

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Jessica F.
Sitter Profile Image: Miranda C.
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Miranda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
20 years of experience
Midlothian, VA, 23112

Miranda is absolutely PHENOMENAL!!! She took care of our dog Archie last-minute (for the first time, too) and was incredibly kind, helpful, and constantly updated me while watching him. Archie had such a good time, he didn't want to leave! We also had to pick him up past midnight on our way back, and Miranda was extremely accommodating and, again, was just amazing overall. Her dog Crush was also super sweet and has become Archie's first best friend. We will absolutely be using her services again, and I highly recommend others to do the same!!!

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Maddie A.
Sitter Profile Image: Jay B.
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Jay B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
310 reviews
98 repeat clients
30 years of experience
Henrico, VA, 23231

Cali loves spending time at Jays ☺️I am so grateful she takes amazing care of her and sends me updates throughout the day! She is a 100% responsive and attentive I truly appreciate her !

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Tamia P.
Sitter Profile Image: Abreya K.
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Abreya K.
from
$55
per night
4.8 out of 5 stars
48 reviews
18 repeat clients
23 years of experience
Chester, VA, 23831

Mollie absolutely loves her home away from home with Abreya! Mollie is a repeat visitor. She loves her daily walks and her routine with Abreya. All the photos and videos that Abreya sends, I can tell how content that Mollie is without me.

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Jessica D.
Sitter Profile Image: Miguel A.
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Miguel A.
Star Sitter
from
$40
per night
4.9 out of 5 stars
39 reviews
11 repeat clients
7 years of experience
Henrico, VA, 23231

Miguel and his wife were absolutely incredible! From the moment I connected with them, I could tell how genuinely kind, warm, and caring they are. My flight was delayed by four hours, and without hesitation they adjusted their schedule to accommodate me, which meant more than I can express. This was my very first time ever leaving my puppy alone, so I was naturally anxious and emotional, but they completely put my heart at ease. They sent frequent updates, photos, and sweet messages about how my puppy was doing, allowing me to truly relax and enjoy a peaceful, worry-free vacation. It was so comforting to see how loved, safe, and happy my pup was in their care — they truly treat the dogs as if they were their own. I am beyond grateful for the patience, flexibility, and genuine love they showed, and I trust them wholeheartedly. I will absolutely be using them again and highly, highly recommend them to anyone looking for exceptional care! 🐾💕

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Jordan H.
Sitter Profile Image: Laura B.
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Laura B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
65 reviews
13 repeat clients
30 years of experience
Midlothian, VA, 23114

Laura and DJ took such great care of our dogs, Benny and Kiwi, while we were away for our wedding weekend!! They sent regular picture and video updates of the pups playing, getting love, and having fun. I can’t thank them enough! Definitely 10/10 recommend booking with them!

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Devon B.
Sitter Profile Image: Myrna C.
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Myrna C.
Star Sitter
from
$41
per night
5.0 out of 5 stars
54 reviews
30 repeat clients
40 years of experience
Oakwood, Richmond, VA, 23223

Excellent sitter. She was so professional and caring. She walked him she played with him. I got pictures everyday. Bruno got along with her baby. They became good buddies. I can tell Bruno miss Snoop her pet. When I have to go away again I definitely want Myrna to be the sitter. You will feel good about leaving your pet with her

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Sharon F.
Sitter Profile Image: Cindy T.
Verified Enhanced Background Check
Cindy T.
Star Sitter
from
$42
per night
5.0 out of 5 stars
300 reviews
82 repeat clients
20 years of experience
north chesterfield, VA, 23235

This was the first time I have been able to go on vacation since I got my now 1 year old Frenchie named Scrappy. I was going on a week vacation to the beaches of FL. I searched for hours on Rover when I came across Cindy’s profile. The overall profile, ratings, feedback, and returning customers helped me make my decision. Every day that I was away, I received pictures and updates on how Scrappy was doing. He was having the time of his life! I could tell by the pictures alone he was getting so much love and attention. That is huge when you are away and your fur baby is not with you. The peace of mind was invaluable! When I picked Scrappy up she had even given him a fresh bath!! I can’t recommend Cindy enough if you are looking for someone to LOVE and CARE for your baby while you are gone. To now have someone that I trust 100% so that I am able to go on trips is a wonderful feeling. I will absolutely be using Cindy, and only Cindy, in the future!! ❤️ 🐶 🏡

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Debbie C.
Sitter Profile Image: Adam B.
Verified Enhanced Background Check
Adam B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
10 years of experience
Chesterfield, VA, 23838

Adam is a natural, per Cooper. We knew the moment we met him that Cooper was in good hands. Cooper took to him immediately and made himself at home. We got him back last night and Cooper was calm and happy. Thanks Adam!!!

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Tracy F.
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Chester pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Amanda is a true pup lover. My dog has anxiety when he leaves home, and usually won't eat or play while I am gone. Amanda's calm disposition and pup friendly home was all it took for him to be comfortable. She had him eating like normal on day one, and living his best pup life with his 2 new best friends. Thank you so much!! Would definitely recommend for anyone whose pup struggles when they leave home!

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Amee A.
Boarding
5.0 out of 5 stars

Charlotte did an amazing job keeping us in the loop on how our doggies were doing while we were away.

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Kevin H.
Boarding
5.0 out of 5 stars

Kendra was GREAT! I am skeptical about leaving my girl but knew Kendra could be trusted when my girl was eager to enter the house during our meet and greet session. During Demie's stay, Kendra sent morning and afternoon check-ins with photos daily. She took GREAT care of my baby! I will be booking my her next stay immediately.

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Chantel R.
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

Amy and Grant are wonderful. They were welcoming and flexible with Ollie’s needs, especially as their own pup was recovering from an injury. They have a nice big yard for play, communicated regularly, and it was obvious they cared to make Ollie’s stay comfortable for him and their family.

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Kimberly W.
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

Abby is wonderful and took great care of my sweet, but nervous dog. I would recommend her for your pet needs. She is also very communicative.

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krista h.
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

Beverly was amazing. I am thankful for the care she gave our dog Ziggy and for the daily updates with videos. She is very considerate and lovely to work with, I would recommend her to anyone that is thinking of boarding their dog.

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Darling C.
Boarding
5.0 out of 5 stars

Pups were happy little campers with Rangeen and Mike! We were able to relax knowing they were well taken care of. Will for sure be booking again! Thanks!

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Abbie M.
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
5.0 out of 5 stars

Lisa loved on our pup over Christmas, sent lots of pics and took good care of him. She knows her dogs and seems to enjoy their company.

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Ashley R.
Boarding
5.0 out of 5 stars

Great doggie caregiver service! She loved on my dog, just like I would! She sent photos too! Thank you!

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Wanda D.
Boarding
5.0 out of 5 stars

We recently hired Claire to care for our dog AJ, a 4 year old retriever , while we were away for an entire month. Overall, the experience was excellent, and we felt confident that our boy was in capable hands. From the start, communication was smooth and timely. Claire made sure to ask detailed questions about AJ’s routine, diet, preferences, and quirks, which gave us peace of mind. During the stay, she provided regular updates and photos, showing walks, playtime, and quiet moments — a thoughtful touch we really appreciated. Our dog seemed relaxed and happy upon our return. It was clear Claire took her responsibility seriously and genuinely cared for our pet’s well-being. She was by far our best boarding experience. We would absolutely recommend Claire to other pet owners looking for reliable and attentive care. We’re already planning to rebook for our next trip!

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Jamie W.
Boarding
5.0 out of 5 stars

Annabella was quick to communicate and helped us tremendously with our pup when a last minute issue came up on our end. She really saved the day and treated Otis like he was her own. It was wonderful to receive so many photos and details of his day!

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Corinne C.
Boarding
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Pet Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Chester pet boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet 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 pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet 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 pet 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.