House Sitting Chester

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Sitter Profile Image: Joseph G.
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Joseph G.
from
$65
per night
5.0 out of 5 stars
• 51 reviews
17 repeat clients
2 years of experience
Chester, NY, 10918

“Joe was amazing with Stella!!! We had the added adventure of her being in heat 🤦‍♀️. He didn’t bat an eye and took such good care of her. She was so calm and gappy when we got home. He gave us updates so we could have a stress free weekend. We will definitely use his services again and recommend him to anyone looking for a referral!”

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Lillian W.
Sitter Profile Image: Amber C.
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Amber C.
from
$78
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
25 years of experience
Chester, NY, 10918

“Amber did a great job petsitting for our 2 dogs and 2 cats! She took care of all their needs and they were so happy to spend time with her.”

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Corinne Z.
Sitter Profile Image: Nicole S.
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Nicole S.
Star Sitter
from
$130
per night
5.0 out of 5 stars
• 54 reviews
8 repeat clients
15 years of experience
Warwick, NY, 10990

“Nicole was very diligent in following the care instructions I left and went above and beyond when the unexpected came up. I was updated every day. She left the house in great shape when her stay was over. She has become my go-to pet sitter.”

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Rosemary B.
Sitter Profile Image: Robbie O.
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Robbie O.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
30 years of experience
Campbell Hall, NY, 10916

“Robbie watched our 3 dogs and our cat for 9 days at our home. One of our dogs is a 5mth old Anatolian Shepherd and he is a handful. Robbie took such great care of not only our animals but our home too! She would also send us pictures and kept us updated on our fur-babies. I truly feel this was our 1st vacation worry free. We couldn’t be happier with the choice we made. If you need a trustworthy and reliable pet sitter…. I would definitely recommend Robbie. We are very thankful for her and we would definitely be using her again.”

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Vanessa R.
Sitter Profile Image: Sarahi G.
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Sarahi G.
from
$80
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
9 years of experience
Goshen, NY, 10924

“Sahari made us feel so comfortable in leaving our two dogs and home in her care. She was extremely thorough in asking questions about them and their different and specific needs. Our sheepdog is often very wary with new people and he took to Sahari right away. She handled the high energy and special medical needs of our other dog with compassion, kind boundaries and competent care. She went the extra mile in applying eye medications for our dog several times a day, keeping our home clean and gave us updates throughout her stay. We highly recommend her!”

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Abi C.
Sitter Profile Image: Tessa D.
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Tessa D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
14 years of experience
Warwick, NY, 10990

“Tessa took care of two cats and two dogs. One of the cats required a pill every day and one of the dogs needed pills as well. One of the dogs was a senior and needed help with stairs. Tessa did a fantastic job with all of it. I have no fence so she had the added job of leashing and walking the dogs numerous times a day. I would not hesitate to employ and recommend her.”

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Amy G.
Sitter Profile Image: Yeni A.
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Yeni A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 32 reviews
7 repeat clients
15 years of experience
Middletown, NY, 10940

“Yeni was absolutely great! She watched our pups, Izzie and Georgie, for the night while we attended a wedding, and we couldn’t have been happier. She took wonderful care of them and left the house exactly the way we left it. We highly recommend her and would absolutely trust her with our pups again!”

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John M.
Sitter Profile Image: Mallory K.
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Mallory K.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 52 reviews
26 repeat clients
20 years of experience
Goshen, NY, 10924

About: Hi I’m Mallory! I genuinely love caring snd spending time with animals and I get paid too? AMAZING!! Sign me up!! :) This is my full-time job and it has been for years. My availability is completely open. I am available for you anytime any day. I can accept last minute bookings, late night bookings , whatever you need!! I’m also offering boarding. One on one cozy boarding, I only accept one pet at a time so no need to stress over how your dog may do with other people’s pets. Your pet gets 100% of my focus and all the love! I have no dogs but I do have cats they’re great with dogs but I can separate your pet from them if you’d prefer. I am energetic and fun but also patient and responsible I have owned and cared for dogs & cats my entire life. I’ve always considered myself a dog person until I got my own cat & fell in love. I love all animals, not only pets but also wildlife, I once had a pet Raccoon named Patches, don’t worry he stayed outside. He was still my buddy. I feel love and compassion for every single animal. I believe there is no such thing as a bad animal. Being an animal lover is a huge part of my identity. I have volunteered at shelters on and off for 10+ years. Through my experience volunteering, I have also received dog training by a professional dog trainer. Rescuing stray cats from the streets and finding them loving homes is also a passion of mine! To this date I am very proud to say I have helped so many stray cats and kittens find their forever home! I have fed, walked and cared for every size & every breed of dog/cat you can think of, no matter how sweet or how difficult, I truly believe I have never met a “bad” one. Growing up my family and I apopted many senior dogs that we loved until they’re last days. Through adopting and caring for senior dogs/cats I have gained experience in administering medicines, changing diapers and recognizing & providing specialty care catered toward each individual dog. I walk around with my purse filled with cat treats and food to feed the strays around my neighborhood:) They say dogs/cats are amazing judges of character so why not set up a meet and greet with me & let your pet decide :) I am so fortunate to be able to do Dog walking/sitting as my full time job, I have my regular customers that I walk/drop in on through out the day, However I am always accepting new clients! My availability is very open, any day , any time, as early or as late as you need. I am able to arrange my other jobs in a way that I can always fit you in! If my availability says open than the appointment is all yours! I am also able to take appointments at the very last moment most of the time so for all you last minute planners please do message me! I live in Goshen, NY so my arrival time would be based on how far your home is located from this point.! Meet & greets are always free. Making sure you are comfortable is my #1 priority. If you are leaving your dog in my care , I want you to feel at ease and totally comfortable. I know how nerve wracking it can be to leave your pet alone with a stranger so anything I can do to ease your mind and make you feel more comfortable, I will happily do! :) I am currently not providing services out of my home but I do provide house sitting services in your home. House sitting in your pets environment is a great alternative to boarding. Pets are way more comfortable in their home & receive so much more one on one time and attention.

Sitter Profile Image: Natalie M.
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Natalie M.
from
$95
per night
5.0 out of 5 stars
• 32 reviews
11 repeat clients
13 years of experience
Middletown, NY, 10940

About: I usually work with shy, aggressive or fearful dogs or cats. It can take weeks, months or years to befriend them but when you do it's extremely rewarding, especially when an animal someone deems "dangerous" comes out to be the biggest sweetheart. I have tons of patience and I believe every species of animal deserves love and respect. As humans, it's our duty to be the voices and guardians of the animals in our care. They look to us for comfort, guidance, love and peace. That's why I do anything in my power to donate or volunteer at animal shelters because every animal should know that there's humans out there that actually care about their well being. Working with animals is a great career for me. Update; 8/2020 I’ve been volunteering and working with pets as a professional pet care provider for five years now. Through my journey I’ve learned pet CPR and gained dog training knowledge through Poochpals llc as well as worked as a dog handler at walterspetstyles. I’m currently working on becoming a certified dog trainer and furthering my knowledge on Pet care. At Poochpals we believe in being a friend for life so I’m definitely bringing our motto into the field and looking to become a furever friend for your pets. If you’re ever in need of an actual PROFESSIONAL pet care provider, look no further! I also have basic training knowledge so don’t be surprised if your pup or cat comes back knowing a few new tricks 😂 I have open availability Monday-Sunday. I look forward to meeting you and your pups! My dog, Odin, loves to make new friends of all species. Updates:4/7/2026 Hello friends! I would not be at 29 Hanford anymore due to instability, so I’m moving my business down to NYC before heading to PA. We have multiple fences in house and around the property. Pups are also supervised 24/7 and we have a designated dog room just for them. Back porch is also secured with gates. Dogs aren’t allowed on the lawn without human supervision and a 20ft leash. Lawn is fenced. We have strict safety procedures when it comes down to pets and children.

Sitter Profile Image: Sacia M.
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Sacia M.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
6 years of experience
Goshen, NY, 10924

“Sacia did great with my boys, my family and I where away for 11 days and she kept my boys safe and loved the whole time. My boys loved having her here, they got to sleep with her on the couch and so they where extra spoiled. I didn’t have to worry about the at all my family and I where able to enjoy our vacation knowing our pups where ok. Thank you Sacia!”

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Andie M.
Sitter Profile Image: James K.
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James K.
from
$45
per night
10 years of experience
Warwick, NY, 10990

About: Hi, I'm James your new best friend. I am a new dad and dog dad. I have been caring for loved ones pets for years and want to be able to share my love for animals with you all. I have a 1 furry friend "Mocha" but have had lots of experience with dogs, cats and other critters! I'm looking forward to sharing my all my love with your loved ones! I have the ability to care for your loved ones in the evenings and weekends and give them all the love in your absence and more! I choose to not pet sit in my home due having a young child but can happily care for your furry friends in there own home environment

Sitter Profile Image: Oona S.
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Oona S.
from
$98
per night
5.0 out of 5 stars
• 7 reviews
25 years of experience
Otisville, NY, 10963

“I cannot say enough good things about Oona. She is so lovely. I came home to a very happy & healthy cat AND a clean house! She is very responsible, very engaged, very responsive and communicate - just perfect. We will be using her again and again!”

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Kristine G.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$250
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
27 years of experience
Chester, NY, 10918

About: I’ve had cats, dogs and many other animals my entire life and know how important it is that they get quality care and love! I have always cared for all other animals with love and attention as if they were my own whether they were strays or belonged to friends/family. I have dog-walked and pet-sat for friends and family whenever they have needed help, making sure their pets are well taken care of not just physically but emotionally (to the best of my ability!) while they are away. I have walked and pet-sat dogs of all kinds including puppies and senior dogs as well as disabled and special needs! I have also done feedings and general care for other animals including chickens, horses, goats, llamas, reptiles and others. Throughout my life I have rescued and/or taken care of a range of animals including kittens/cats, puppies/dogs, rabbits, chickens, raccoons, mice, opossums, birds, fish and reptiles. With many years of experience caring for animals, I am confident in my ability to provide attentive, compassionate care to your fur babies! I am available in the mornings and early afternoons for pet check-ins, walks, and other care needs. Additionally, I am available after 5pm on weekdays for any evening care, ensuring pets receive attention at the end of the day. I also offer overnight or weekend boarding, providing reliable care when owners are away. My flexible schedule allows me to tailor my services to meet the specific needs of pets and their owners, offering peace of mind and dependable support. When boarding pets in my home, I offer a safe and comfortable environment tailored to each pet's needs. Depending on the pet's temperament and preferences, I can either crate them for security or allow them to roam freely in a designated pet-friendly area. I ensure that they have plenty of space to play, rest, and feel at ease. I’m committed to maintaining a routine similar to what they’re used to at home, including feeding schedules, exercise, and personal attention. If needed, I can also provide extra care, such as administering medications or offering special accommodations for senior or special-needs pets. When caring for pets in the client’s home, I focus on maintaining a familiar and safe environment for them. I will follow the established routines for feeding, walking, and any other care instructions provided. Whether it’s keeping them indoors, ensuring they have outdoor playtime, or administering any medications, I approach each task with responsibility and attention to detail. My goal is to offer peace of mind to pet owners, knowing their pets are safe, happy, and well cared for in the comfort of their own home or mine.

Sitter Profile Image: Gabrielle G.
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Gabrielle G.
from
$100
per night
5.0 out of 5 stars
• 68 reviews
24 repeat clients
8 years of experience
Woodcliff Lake, NJ, 07677

“Gabby stayed with our 15 year old, newly diagnosed as diabetic, cat hunter for 4 days. She made sure he received all of his meds, including insulin injections, as instructed. Gabby sent photos and text updates throughout each day. Additionally, she took Hunter to the vet twice to receive his scheduled fluid treatments and made sure his litter box was cleaned daily. We arrived home to a clean house & a happy Hunter. Gabby is very personable, timely & a pleasure to know. I highly recommend Gabby as a responsible, professional & caring pet sitter.”

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Laurie S.
Sitter Profile Image: Madelyn M.
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Madelyn M.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 49 reviews
17 repeat clients
15 years of experience
Montague, NJ, 07827

“Madelyn took care of my 14-year old Siberian Husky, Kodiak, who has arthritis. She house-sat him while we were away on vacation for 12 days. She was wonderful with him, taking him on frequent short walks during the day. When we got home, we found a very neat house and a very happy (and tired!) dog. I would absolutely hire her again.”

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Robert Z.
Sitter Profile Image: Erica G.
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Erica G.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
16 years of experience
Walden, NY, 12586

“Erica came through in a pinch and provided outstanding service for our pets when we were in need. She is very friendly, understanding and flexible with her schedule and both of our pets felt at ease with her. During her stay she was excellent with communication and provided photos and texts that assured us that everything was going great!”

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Pam V.
Sitter Profile Image: Samantha M.
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Samantha M.
from
$60
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
15 years of experience
Township Of Washington, NJ, 07676

“Samantha was so great with our last minute request for some dog sitting! She kept us updated with pictures and what our pup was to. It felt great knowing we were leaving him in good hands!”

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Rachel D.
Sitter Profile Image: Thu T.
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Thu T.
from
$120
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Newburgh, NY, 12550

“Thu was amazing. I had another sitter booked who canceled on me on Thanksgiving morning! Thu saved the day! She spent lots of time loving my babies and sent me pictures. I would highly recommend her.”

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Michelle M.
Sitter Profile Image: Emily H.
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Emily H.
from
$90
per night
4 years of experience
Sussex, NJ, 07054

About: Ive had pets (dogs, cats, fish-oh my!) since I was very young, so I truly understand the meaning of our pets are family. My professional experience comes from the last 5 years as a marine mammal trainer and zookeeper! I have the deepest compassion for animals of all shapes and sizes, from exercise to medical care, to behavioral study…I have done all things animals! I’m currently working part time, so I have ample room in my schedule to come hang with your beloved pet! I am a very active person and would love to take them for walks if that is in their wheelhouse! I have my own sweet old lady Maltese at home, who absolutely adores her own personal space. That being said I am not currently accepting boarding or visits in my own home, but am more than happy to come to yours!

Sitter Profile Image: Tiffany S.
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Tiffany S.
from
$120
per night
1 repeat client
15 years of experience
Newburgh, NY, 12550

About: I’ve taken care of dogs my whole life, I have owned and cared for multiple breeds of dogs and cats, big and small, and been a pet sitter for friends and family on and off for the last 10 years. As a result of my experience as a pet parent and sitter I am very comfortable with most breeds. I also have limited experience training full grown dogs as well as puppies. I am available for walks, check-ins, or pet sitting every day. I am also available for boarding on a case by case basis. My work schedule allows me to be present for most of the day, so I can remain attentive and take plenty of walk and play breaks. During the times that I am gone I am able to crate them if that is your preference or they can have free access to the main part of the house and I will check in on them regularly through the doggie cams. I am able to dog sit in your home as well as in my own home, which has a large amount of indoor space that they can roam around in, as well as a partially fenced back yard that they can play in on a long leash with my supervision. I have plenty of time for walks and play breaks during the day. And during the few hours a day that I am out of the house, they can be crated, or they can roam around the main part of the house. I check in on them every half hour through the doggy cams set up in the house. I am comfortable walking, feeding, and if necessary, providing medication on the schedule and in the manner that you prefer.

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The median cost per night for house sitting in Chester is $65

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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.

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

How to book house sitting

  1. 1. Search

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

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Popular requests for house sitting - Chester

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Sitters in Chester average 3
repeat house sitting clients

FAQs for House Sitting - Chester

Frequently asked questions about Rover

The average cost of House Sitting in Chester on Rover is $87 per night as of October 2026. Most bookings cost between $58 and $107 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.

As of October 2026, there are 1,443 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.

<b>Tip:</b> 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 , 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 .

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 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 .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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

  • 88% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 97% 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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