House Sitting Chester
Find a loving house sitter to watch over your pets and your home.
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.
About: I have had 2 dogs for the last 6 years although one recently passed and have helped out with dogs since I was 16. Not great with cats but could watch it needed. I can administer medication as well as I had to for my dog. Monday and Friday I can use my lunch break for a visit, middle of the week days , I am available after 3, weekends are wide open I have a fenced in yard with plenty of space and our dog cannoli is very very friendly and will love to have a friend. She is up to date with all vaccinations.
“Tiffany was great! Our pets had never stayed with anyone except family and she agreed to do a meet and greet with us first to ease our minds. She took everything we said seriously and didn’t make us feel like crazy pet parents! Came back to very happy animals. Will definitely book with her again in the future.”
“Christine is a fantastic housesitter/petsitter! She took great care of our 14 yr. old Cavalier King Charles. She sent us cute photos of our dog throughout our 6 day vacation. She also kept us abreast of household matters. Upon our return we found the house in order. We recommend her and plan to request her services again!”
About: I grew up around dogs of all sizes and breeds. I currently have a dog of my own going on 12 years, and has many furr friends who can vouch on our behalf! Hi! I’m a lifelong animal lover who understands that pets are family. Whether your pet loves long walks, playtime, cuddles, or simply keeping to their routine, I’ll make sure they feel safe, comfortable, and cared for while you’re away. I’m dependable, responsible, and attentive to each pet’s individual needs. I know how important it is to have someone you can trust with your furry family member, and I’ll treat your pet as if they were my own. I’ll also keep you updated with photos and messages so you can relax knowing your pet is happy and in good hands. I’m comfortable caring for dogs of different sizes and energy levels and will always follow your instructions regarding feeding, medications, walks, exercise, and any special routines. My goal is to provide loving, reliable care while giving you complete peace of mind. I look forward to meeting you and your pet! I love spending time with my furr babies or ones who need my attention while owners are away. That includes walks and or outdoor time playing, stimulation treats if okay, constant attention to their needs and wants. Cuddles included.
“Keirsten was great with my dog Odin. He can be reactive on leash and so we are cautious when having new sitters. Keirsten followed our instructions closely and made sure we were comfortable which was so appreciated!”
“Elly was wonderful to work with! Our pup was well cared for and our house left in excellent condition when we returned home. We are grateful for Elly’s care and would be glad to have her watch our pup again in the future”
“Lindsay watched our senior beagle Gracie while we were on a 7 night cruise. She went above and beyond caring for our little girl. In the photos Lindsay sent, I could tell Gracie was having a great time, going for walks in the park and just being a great companion. On our return, Gracie followed Lindsay to the door to leave with her! We would be very comfortable and indeed happy to have Lindsay dog sit in our home again!”
“I highly recommend April! We booked with her for 3 nights of house sitting in our home and our pup had a blast!! April sent regular photos, videos and updates, and our girl got lots of walks, playtime and snuggles. We were so glad to have her and can’t wait to work with her again the next time we go away!”
“Erin took care of our dogs at the last minute after our dog sitter canceled on us. She came to visit and meet the dogs. She sent pics of the dogs daily. She took great care of our pups and even bought them a gift. How sweet! We would highly recommend her to stay with your dogs.”
“Tony took such good care of our baby! He sent photos and updates. He was super communicative about their walks, feeding times, and made us feel like Reba was fully taken good care of! Thanks Tony!”
“Thank you Mikayla for taking care of our little guy! Tucker is a special little Yorkie with health concerns requiring constant monitoring. Mikayla stepped up and delivered reliable excellent care. Oral medication and special dietary needs were taken care of. She communicated with us and sent pics of our guy which was a relief. We could relax and have peace of mind. Bonus, she left the house clean and tidy! We already have our next trip booked! Thank you again!”
“Allison was truly a blessing and if I ever need this service again, I will absolutely contact her! This was my first time ever leaving for multiple days and our planned sitter (a friend of ours) fell through shortly before our trip. Allison gave us the peace of mind that our dog's would be taken care of. She stayed with them for more time than I had even dared hope for and sent us regular updates. She was transparent, responsible, respectful and kind. Upon our return it was obvious that our dogs missed us but it was also obvious that they had been well cared for and treated with nothing but love and kindness. I can't possibly be even more thankful than I am.”
About: I treat animals as a parent would with a child. It's all about knowing that every creature has a personality of their own and providing the appropriate enforcement for positive behavior and training. I work full-time, yet I make time for evening walks with my dog (if the temperature is bearable). On the weekends, I take her for 1-2 walks within the two days. Late Spring to mid Fall is the best time for outdoor fun. I have another older dog that is crate trained if they need to be caged in because of visitors. If a dog is trained well enough to not run off, I do have a wide open backyard they can run around in.
“We recently had Erin stay at our house with our cat while we were out of town. She gave frequent updates and photos. We came home to a happy cat and immaculate home. Would definitely book Erin again!”
About: Have years of experience, taking care of puppies to senior dogs. Have the knowledge and ability to administer medication as needed. Currently volunteering at a senior hospice for dogs so I am familiar with the care seniors need as well. I currently work full-time so I am available late afternoons, early evenings, and most weekends. I am also free for overnights if there is advance notice. I will care for your pets in your home as I am instructed too. If they need to be crated, I can do that. I can walk them as needed or instructed and play with them as well.
“Becky was amazing! First and foremost she took amazing care of Ollie, he adored her!! She also was super great with communication. I got the cutest pics and videos of their time together, which was so appreciated. I would recommend Becky to anyone!!”
The median cost per night for house sitting in Chester is $65
Book with peace of mind
- 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?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
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. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Chester sitters!Sitters in Chester average 4 repeat house sitting clients
FAQs for House Sitting - Chester
Frequently asked questions about Rover
As of July 2026, there are 1,688 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:
- 95% of sitters can help with special care needs
- 99% 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.
Connect anywhere with the Rover app
