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 789
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: Kourtney D.
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Kourtney D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 91 reviews
21 repeat clients
17 years of experience
North Chesterfield, VA, 23234

“My dog Ron had so much fun with Kourtney, and he was in such good hands :). Kourtney kept me posted on how he was doing every few hours or so while I was gone, so I felt better knowing he was okay. We live close and pass her house most days walking…today, Ron threw a tantrum in her yard wanting to stop in and play again! Would definitely recommend Kourtney”

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Sarah H.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 333 reviews
91 repeat clients
30 years of experience
North Chesterfield, VA, 23236

“Damacia was fantastic! Our Goldendoodle puppy loved playing with her dogs and was very well-cared for. She came home clean, happy and tired! We’d definitely recommend and will use Damacia in the future. We are so grateful to have found her!”

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Nicole K.
Sitter Profile Image: Hilary R.
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Hilary R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 221 reviews
76 repeat clients
20 years of experience
Reedy Creek, RICHMOND, VA, 23225

“Hilary was a terrific dog sitter for our 10 year old beagle- conscientious, friendly and so flexible, helping us out by picking up our dog for us. She sent us pictures every day to keep our "mom worries" under control. We feel fortunate to have found Hilary.”

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Lisa B.
Sitter Profile Image: Matt M.
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Matt M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 291 reviews
92 repeat clients
25 years of experience
Northern Barton Heights, Richmond, VA, 23222

“I was so impressed with Matt! He sent updates and pics of my pups and they had a wonderful visit with him. We will definitely be booking with him whenever we stay in Richmond.”

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Elaine R.
Sitter Profile Image: Kayce M.
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Kayce M.
from
$42
per night
4.9 out of 5 stars
• 153 reviews
31 repeat clients
15 years of experience
Petersburg, VA, 23803

“Kayce kept my 2 dogs for about 5 days! They have a great fenced in yard and dog kennels which is nice. As I did not need to bring a kennel for my smaller dog. It was a cold, muddy weekend and my pups came back clean, tired and happy. Her dog Bebop is such a cutie!”

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Tina H.
Sitter Profile Image: Cindy T.
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Cindy T.
from
$42
per night
5.0 out of 5 stars
• 319 reviews
88 repeat clients
20 years of experience
north chesterfield, VA, 23235

“Cindy and her sweet family was the perfect place to leave our timid little chiweenie. I was worried that she might not do well away from us (first time dog mom here!) but Cindy sent photos and Luna did great. We will definitely be using her again! Thanks, Cindy!”

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J D.
Sitter Profile Image: Ayme Z.
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Ayme Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 614 reviews
179 repeat clients
12 years of experience
Oak Grove, Richmond, VA, 23224

“Ayme was great! Just picked up my dog from her first long weekend stay and she seems her usual peppy and happy self. Ayme sent a regular flow of photo updates which was reassuring. We will surely use her services again.”

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Deb G.
Sitter Profile Image: Jay B.
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Jay B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 320 reviews
103 repeat clients
30 years of experience
Henrico, VA, 23231

“Great stay as always. I know Toby and Molly will be taken care of and have a great time when staying with Jay. We will be back for sure. Thanks!”

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Robert H.
Sitter Profile Image: Aaren & Jordon D.
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Aaren & Jordon D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 30 reviews
7 repeat clients
6 years of experience
Swansboro, Richmond, VA, 23224

“Aaren & Jordon were the absolute best!! Our pup is a nervous / shy girlie, but she warmed up to them about immediately!! ❤️ She stayed for a long weekend while we were out of town. Aaren sent us photos and updates the whole time, and went above and beyond taking our girlie on runs / walks all around town!! She has been so sleepy ever since she got home and can tell she had the best time!! Will absolutely be using Aaren and Jordon for all of our upcoming trips. Can’t thank you enough! ❤️❤️”

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Emily C.
Sitter Profile Image: Miguel A.
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Miguel A.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 50 reviews
15 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 C.
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Laura C.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 17 reviews
7 repeat clients
16 years of experience
Richmond, VA, 23236

“Laura took excellent of Gemma while I was out of town and sent daily reviews with pics and videos. I felt very confident she was well cared for and she dealt with Gemma’s fear of storms very well. I can’t recommend her highly enough! Spoil your fur baby and let them stay with Laura!”

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David
Sitter Profile Image: Brittany & Clarence C.
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Brittany & Clarence C.
from
$36
per night
4.5 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Chesterfield, VA, 23832

“They took excellent care of our dog! Daily pictures/videos and daily communication. Our dog loved playing with their dog. Will be using them again!”

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Emily S.
Sitter Profile Image: Laura B.
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Laura B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 70 reviews
14 repeat clients
30 years of experience
Midlothian, VA, 23114

“Laura was fantastic! I had dropped off my dog for about four hours while I was visiting a relative and Laura‘s home and Yard were lovely and perfect with a nice privacy fence. I cannot recommend her enough! Tilly was a happy pup there.”

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Babs N.
Sitter Profile Image: Roxana M.
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Roxana M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 19 reviews
8 repeat clients
3 years of experience
Hopewell, VA, 23860

“If I could give 10 stars, I would do so!! I recently moved to Virginia and needed to board my beagle for an out of town trip. I was very anxious because I haven’t connected with a place that I felt comfortable leaving him. Roxana put my fears to rest immediately. The frequent updates, photos and videos of my pup having the time of his life eased my mind and allowed me to enjoy my trip. I will 100% book with Roxana again.”

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Teresa G.
Sitter Profile Image: Michelle T.
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Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 55 reviews
16 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

“Mich was awesome! Our dog felt welcomed and comfortable during her stay. Mich’s dog, Milo, was a good companion/ host. Great back yard. Mich sent pictures and regular updates. Couldn’t have asked for a better experience.”

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Michael G.
Sitter Profile Image: Joy D.
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Joy D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 87 reviews
40 repeat clients
7 years of experience
Midlothian, VA, 23112

“My pooch seemed very happy when I picked him up, so that makes ME happy. I think he got love and attention while he was with Joy and I would use her services again.”

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Steve W.
Sitter Profile Image: Denny M.
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Denny M.
from
$50
per night
4.3 out of 5 stars
• 7 reviews
4 repeat clients
12 years of experience
Chester, VA, 23831

“Denny was an awesome sitter for my little mami. I had to book him last minute because of some arrangements with my business trip and he was willing and friendly enough to take my puppy.The communications were clear and consistent. Throughout my trip I reached out to Denny to just check up on my baby and he was communicating very well as well as sending pictures. I will definitely book with him again and is looking for him to do dog sitting during the day while I’m at work 10 out of 10, I highly recommend.”

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Monique H.
Sitter Profile Image: Nicholas C.
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Nicholas C.
from
$65
per night
6 years of experience
Chester, VA, 23831

About: I’m an active, dependable pet lover who understands how important it is to have someone you can trust with your pets and your home. I’m comfortable with dogs of different sizes and energy levels and enjoy everything from neighborhood walks and playtime to feeding, check-ins, and keeping pets company while their owners are away. I’m attentive to each pet’s individual routine and instructions, and I’ll always provide clear communication, photos, and updates so you know your pet is happy and well cared for. I also have a flexible schedule, making me available for weekday, weekend, and many last-minute requests. I currently have a very flexible schedule, which gives me plenty of time to give your dog the attention they deserve. I’m available throughout the week and on weekends for walks, drop-ins, sitting, and extended care. I’m happy to work around your pet’s normal routine and can accommodate both regular bookings and many last-minute requests. I don’t have any pets of my own, so your pet will have my full attention while they’re with me. I have a fenced-in yard that I keep well maintained and a clean, comfortable home. I’m careful about following each owner’s routines and instructions, and I’ll make sure your pet feels safe, comfortable, and at home while in my care.

Sitter Profile Image: Nicole R.
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Nicole R.
from
$30
per night
1 repeat client
15 years of experience
Chester, VA, 23831

About: I am very familiar with all types of dogs! I grew up with german shepherds and most recently have fostered a Great Pyrenees. I live a very active lifestyle and am looking to go on lots of walks with your fur baby! I love giving lots of attention and ensuring interactive time with the animals in my care. Use this link for $40 off your first Rover booking!!: https://www.rover.com/sit/nicolr34569 I'm currently working part-time and have a lot of time, especially during the day, to look after your pet(s). Just give me a heads up what your request is so I can take a look at my schedule. I can go on long or short walks (I prefer longer!) I will provide a safe environment and ensure your pet's needs are more than just met.

Sitter Profile Image: Sulmy G.
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Sulmy G.
from
$35
per night
2 years of experience
Richmond, VA, 23237

About: Desde niña he estado rodeada de animales, vivia en una granja en Guatemala y he cuidado perros, gatos, Borregos, Vacas Etc. Asi que disfruto jugar y cuidar peluditos. Actualmente tengo un trabajo parcial, así que estoy totalmente disponible para cuidar y jugar con esos hermoso peludos. Los fines de semana desde muy temprano. Tengo un patio muy hermoso. Donde hay un enorme espacio para jugar y pasear y divertirnos a lo máximo con tu perrito o gatito 🐱🐕

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

Pet parents share their Rover experiences - Chester

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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

Amanda was amazing. Couldn’t ask for better person to leave our little Scarlet with. Scarlet didn’t want to eat so Amanda shared her dinner with her. Scarlet got lonely at night so Amanda slept beside her on the couch. She treated Scarlet like part of the family. Will definitely use her every time we get away.

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Tammy C.
Boarding
5.0 out of 5 stars

My sweet girl had an amazing stay with Abby and her family! Felt so comfortable leaving my baby with her.

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Denise R.
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

Of course! Here it is with Tracey spelled correctly: Writing Miss Tracey was absolutely wonderful with my Milo! 🐾❤️ She did such a fabulous job taking care of him over the weekend, and I truly couldn’t have asked for a better sitter. She is incredibly kind, thoughtful, considerate, and attentive, and you can tell how much she genuinely cares about the pets she looks after. She always goes above and beyond to make sure Milo is happy, comfortable, and well cared for, and that means the world to me. I have complete peace of mind whenever he’s with her, which is priceless! I absolutely adore Miss Tracey, and she is without a doubt my go-to sitter for Milo. We are so lucky to have her! Thank you, Tracey, for always taking such amazing care of my boy. We appreciate you more than you know! 🐶💕

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Aiketa W.
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

Such a great sitter! My babies loved being there and came back refreshed and SPOILED! highly recommend for your fur babies

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Keisha O.
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

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

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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?

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Popular requests for pet boarding - Chester

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Sitters in Chester average 12
repeat pet boarding clients

FAQs for Pet Boarding - Chester

Frequently asked questions about Rover

The average cost of Pet Boarding in Chester on Rover is $31 per night as of October 2026. Most bookings cost between $26 and $50 per night. 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 830 sitters on Rover for Pet Boarding in Chester. About 93% 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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