House Sitting Chester

Find a loving house sitter to watch over your pets and your home.

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Over 73
pet parents in Chester have booked house sitting

Chester, Find top rated house sitting

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: Allison B.
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Allison B.
Star Sitter
from
$32
per night
5.0 out of 5 stars
211 reviews
59 repeat clients
10 years of experience
Chester, VA, 23831

Allison did a great job! She was wonderful with making sure all the details were squared away before we left (like double checking about where we'd want her to sleep for staying over and making sure she knew where everything was for them). And, she was good with providing updates! They all looked great when we got home. Thanks!!

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Kateland H.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$65
per night
5.0 out of 5 stars
50 reviews
10 repeat clients
15 years of experience
Chester, VA, 23831

Sabrina is such a fantastic pet sitter, a true God send! It was the first time we have ever left our boys alone with anyone and she was just fabulous!! She sent so many pictures, and kept us posted the entire time we were gone. She even took care of our lizards and fish for us. So reasonably priced and worth every penny. We will definitely be using her again and again and again!!!

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Christine D.
Sitter Profile Image: Sarah I.
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Sarah I.
from
$35
per night
5.0 out of 5 stars
6 reviews
1 repeat client
7 years of experience
Chesterfield, VA, 23832

Sarah has house sit/dog sit for us twice now and is absolutely amazing! She keeps us updated, sends pics, and makes sure the house is just as clean as we left it! Plus our fur babies loooovvveee her! We highly recommend hiring her! Thanks again Sarah!!!!

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Lidia W.
Sitter Profile Image: Meghan T.
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Meghan T.
from
$40
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
20 years of experience
Chester, VA, 23831

It was not easy leaving my dogs but I knew they were in good hands the minute I met Meghan. She took great care of my dogs and sent me detailed updates. I highly recommend Meghan and will definitely use her again!

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Kourtney D.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$60
per night
5.0 out of 5 stars
39 reviews
19 repeat clients
18 years of experience
Chester, VA, 23831

Jessica was excellent! She was so good to the pups I think they were sad when we got home!! 😍 She sent so many pictures and wrote messages to us on how the dogs were doing. The house looked nice and orderly, too, when we arrived which is always wonderful to come home to. I wish I could give her wayyyyy more stars than 5!!

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Sandrea M.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Chester, VA, 23831

Rebecca was an absolutely wonderful sitter for our pups! She was incredibly attentive, made sure all of their needs were met, and gave them so much love and care. Our dogs can be a bit high-energy and challenging at times, but she handled them with ease and confidence. From brushing them to bringing them toys and treats, Rebecca went above and beyond to make sure they felt happy, comfortable, and loved while we were away. It was clear that she genuinely cared for them and treated them like her own. We couldn’t have asked for a better sitter and would highly recommend her to anyone looking for exceptional pet care!

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Mackenzie E.
Sitter Profile Image: Mia M.
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Mia M.
from
$45
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Chester, VA, 23831

Mia was absolutely INCREDIBLE!!!!! She would constantly send picture updates and made me feel secure as a nervous dog mommy. I will definitely hire her again and will recommend her to anyone needing a petsitter.

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Abigail P.
Sitter Profile Image: Linda A.
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Linda A.
from
$65
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
30 years of experience
Chester, VA, 23831

Linda did a fabulous job taking care of my two dogs, one of whom can be a bit tricky with people he doesn't know. From the start, I appreciated Linda's professional yet laid-back manner. Communication remained top-notch before and during our trip. It was so nice being able to relax knowing our dogs were in great hands. We absolutely hope to use Linda again!

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Jenna D.
Sitter Profile Image: Crystal A.
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Crystal A.
from
$63
per night
5.0 out of 5 stars
10 reviews
10 years of experience
Chester, VA, 23831

"I cannot recommend Crystal enough! She took wonderful care of our dog Rigby and our home while we were away — the house was spotless when we got back. Crystal provided regular updates, photos, and even videos so we never had to worry. Our flight got in late and she happily stayed later to make sure Rigby was taken care of. She's responsive, kind, and clearly loves what she does. We'll definitely be booking her again!

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Chris M.
Sitter Profile Image: Lashell D.
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Lashell D.
from
$79
per night
5.0 out of 5 stars
32 reviews
6 repeat clients
15 years of experience
Chester, VA, 23831

About: Hello everyone, Put code LASHED02561 in promotion box for an immediate redemption of $20 off your first booking with me. Or use this link https://www.rover.com/sit/lashed02561 I’m an animal whisperer with over 15 years of experience, skilled in creating tailored training techniques for various dog breeds. My compassionate methods prioritize positive reinforcement, ensuring each dog feels understood. My rates reflect the quality of care I provide, including training, evaluations, and ongoing support to strengthen your bond with your pet. As a passionate pet sitter, I also offer dedicated care for dogs, cats, and small critters, customizing my services to meet their unique needs. I take pride in being a trusted name in the pet sitting industry. If you’re seeking a committed pet sitter who loves animals, I would be honored to care for your furry family members. Flexibility and Availability: Working from home and being available seven days a week allows me to accommodate various booking requests. I can offer day care services for a few hours or provide care for extended periods, such as up to two weeks. Same-day bookings can be accepted. As a Professional Pet Care Specialist, I approach each canine companion with equal attention and dedication. I provide personalized care, ensuring that every pup receives the utmost love, care, and adherence to any specific instructions provided by their owners. I recognize and respect the uniqueness of each dog, understanding that their individual needs and preferences may vary. Rest assured that I am committed to delivering exceptional care and creating a nurturing environment for your beloved furry friend. Thank you for entrusting their well-being to me.

Sitter Profile Image: Abreya K.
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Abreya K.
from
$40
per night
4.8 out of 5 stars
48 reviews
18 repeat clients
23 years of experience
Chester, VA, 23831

We needed a pet sitter last minute due to our other option not working out. I found Aubrey and she was absolutely amazing! Our pups had a great time with her. She was respectful of our house and requirements and I can’t say more than great things about her. She even brought them treats and a toy! Thank you again and look forward to booking with you in the future.

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kylie r.
Sitter Profile Image: Journei F.
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Journei F.
from
$28
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
7 years of experience
Richmond, VA, 23234

10/10

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Matt W.
Sitter Profile Image: Jordan D.
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Jordan D.
from
$40
per night
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Chesterfield, VA, 23832

Best house and dog sitter yet! Plenty of updates, communication, photos and videos. Jordan took great care of Jet, giving him plenty of activity and affection, and our home as well. Will absolutely work with her again.

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Sam P.
Sitter Profile Image: Mary M.
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Mary M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Richmond, VA, 23235

Mary did a wonderful job looking after our dog Maverick. We will definitely use her again in the future.

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Jimmy R.
Sitter Profile Image: Monique & Daniel V.
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Monique & Daniel V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
53 reviews
23 repeat clients
18 years of experience
Petersburg, VA, 23803

Great communication, extremely trustworthy to open your home to! We got pictures and our three dogs loved her! Definitely plan to use her in the future!

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Andi L.
Sitter Profile Image: Rangeen A.
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Rangeen A.
Star Sitter
from
$95
per night
4.9 out of 5 stars
38 reviews
11 repeat clients
10 years of experience
Richmond, VA, 23237

Absolutely loved her! She was easy to get in touch with and readily available last minute and I cannot be more thankful! My dogs loved her the minute they met her and had the best time! She made frequent visits to make sure they were perfectly taken care of and spent countless hours of her days with them! She texted me with every visit and update; my dogs even tried to sneak in her car to go home with her! She will most definitely be my go to for any sitter needs! Can’t thank her enough!!!

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Hailey H.
Sitter Profile Image: Michelle C.
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Michelle C.
from
$60
per night
5.0 out of 5 stars
7 reviews
10 years of experience
Midlothian, VA, 23832

Michelle was great to work with! She was very communicative, sent lots of pictures, and took amazing care of the house. We came home to two very happy and well cared for doggies :)

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Katie O.
Sitter Profile Image: Hana J.
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Hana J.
Star Sitter
from
$75
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
17 years of experience
Colonial Heights, VA, 23834

Hana was an excellent sitter! She is very easy going and my pup instantly connected with her. She also communicated very well when I did a check-in! I will definitely be using her services again!

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Anthony G.
Sitter Profile Image: Joseph W.
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Joseph W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Chester, VA, 23836

First time house sitting for our Bernedoodle and she was well handled by Joey. He took well care of her as usual, played, walked her and gave her medicine. 👍

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James K.
Sitter Profile Image: Sara T.
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Sara T.
from
$45
per night
28 years of experience
Chester, VA, 23831

About: I've never been without pets in my life. My family and I have always been avid animal lovers, and I've been lucky enough to raise dogs, cats, snakes, and even horses! Growing up, we always had at least two dogs, and oftentimes, a cat as well. Currently, I have two cats and a pit bull of my own. Over the past 8 years, I've worked as a pet sitter for friends, family, coworkers, and neighbors. I'd like to offer my services to those who may not have someone they can lean on when they're busy! I work 3 days a week as a full time EMT and volunteer with a local fire department in my free time. If you have any questions about my services, me, or my availability- please don't hesitate to reach out! :) As a full time EMT, my work schedule is very forgiving. I have four days off each week, which are Monday, Wednesday, Saturday and Sunday. I can very easily fit pet care in on those days, and by request, can sometimes squeeze in morning care on Tuesday, Thursday, and Friday. With a dog and 2 cats of my own, I do not offer boarding services. I have plenty of experience pet sitting in your pet’s natural habitat; home visits are no issue for me, and I think it’s the best way to ensure that your animals are as comfortable as can be while you’re away.

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The median cost per night for house sitting in Chester is $50

Pet parents share their Rover experiences - Chester

1 / 1
5.0 out of 5 stars

Cassidy is the best! She took care of our girls like her own, and was more than willing to help with an impromptu vet visit when it looked like one of our dogs had a UTI (she didn’t she was just being a weirdo). We will definitely be reaching out to her again. The communication and picture taking are a 12/10. :)

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Alyssa J.
House Sitting
5.0 out of 5 stars

Meghan was great. She took great care of our 2 dogs and 2 cats. She sent us updates throughout the weekend and we came home to happy and healthy fur babies. We would definitely recommend Meghan!

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Danielle S.
House Sitting
5.0 out of 5 stars

Sabrina was a fantastic house and dog/cat sitter. Our dogs were much calmer with her and loved her from the moment they met her—even our anxious dog Clover who is slow to warm up. She sent tons of photos every day of our pets to let us know they were being taken care of. The house looked like no one had been there at all during our absence. We will definitely be using Sabrina again for our next out of town trip without the dogs.

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Kelsey S.
House Sitting
5.0 out of 5 stars

Mia was absolutely INCREDIBLE!!!!! She would constantly send picture updates and made me feel secure as a nervous dog mommy. I will definitely hire her again and will recommend her to anyone needing a petsitter.

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Abigail P.
House Sitting
5.0 out of 5 stars

Phyllis did a fabulous job with our two dogs while we were away this past weekend. Callie & Howie can be wary of strangers, but they very quickly trusted Phyllis. We look forward to other trips knowing our fur babies will be in good hands.

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Michele P.
House Sitting
5.0 out of 5 stars

Rebecca was an absolutely wonderful sitter for our pups! She was incredibly attentive, made sure all of their needs were met, and gave them so much love and care. Our dogs can be a bit high-energy and challenging at times, but she handled them with ease and confidence. From brushing them to bringing them toys and treats, Rebecca went above and beyond to make sure they felt happy, comfortable, and loved while we were away. It was clear that she genuinely cared for them and treated them like her own. We couldn’t have asked for a better sitter and would highly recommend her to anyone looking for exceptional pet care!

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Mackenzie E.
House Sitting
5.0 out of 5 stars

Linda did a fabulous job taking care of my two dogs, one of whom can be a bit tricky with people he doesn't know. From the start, I appreciated Linda's professional yet laid-back manner. Communication remained top-notch before and during our trip. It was so nice being able to relax knowing our dogs were in great hands. We absolutely hope to use Linda again!

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Jenna D.
House Sitting
5.0 out of 5 stars

Anabella was respectful of our house and provided photos and updates on our pups. We would be thrilled to have her in our home again.

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Kerry-Ann P.
House Sitting
5.0 out of 5 stars

Brandie was amazing and kept us informed the entire week we were away. Jack, our dog was relaxed and well exercised when we came home. The house was neat and as we left it. Looking forward to hiring Brandie again for the next time we leave town.

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Tamar B.
House Sitting
5.0 out of 5 stars

Jessica was excellent! She was so good to the pups I think they were sad when we got home!! 😍 She sent so many pictures and wrote messages to us on how the dogs were doing. The house looked nice and orderly, too, when we arrived which is always wonderful to come home to. I wish I could give her wayyyyy more stars than 5!!

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Sandrea M.
House Sitting
5.0 out of 5 stars

Rangeen is a true dog lover. My dog slept with her and doesn't sleep with me! He was in good spirits when I got home. Rangeen sent regular photos and updates. Will book with her again!

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Fran T.
House Sitting
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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

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Sitters in Chester average 4
repeat house sitting clients

FAQs for House Sitting - Chester

Frequently asked questions about Rover

The average cost for House Sitting in Chester on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 1,453 sitters on Rover offering House Sitting across Chester. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chester walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Chester maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chester choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Chester. On Rover:

  • 93% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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