House Sitting Chester
Find a loving house sitter to watch over your pets and your home.
Over 23 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.
“Kelle was wonderful with Dany and Sadie — caring, reliable, and attentive. She gave us regular updates, which gave us real peace of mind. We truly appreciated her and would happily work with her again!”
“Everything was great! Andrea was always in touch and responded quickly to messages. She sent many photos and updates, which we really appreciated. Our dog looked happy and well cared for the whole time. We will definitely reach out to her again!”
“Bre took such great care of Harley and my home while I was away this weekend. She provided great updates and photos with very prompt responses. It’s very apparent her love and knowledge of animals, especially dogs. Thank you again Bre !”
“I can not say how much it meant to be able to have someone come over to take care of our senior dog. We were able to enjoy our daughter's wedding in Cannon Falls without being worried or distracted. Our grumpy old dog was better for Anna then he is for us.If you need a dog sitter, I recommend Anna you will not be disappointed.”
About: I have dog sat for a few families in the past, I lived on a farm for 18 years. I raised and worked with anything from small to large animals. I am a full time student and I have a flexible schedule to attend to and play with your pets! I have a reliable form of transportation for outdoor exercise or adventures! I lived on a farm for 18 years and raised and worked with cattle, pigs, rabbits, dogs, and cats since I could walk. I truly care about animals well beings and making sure our friends have the best lives we can give them.
“I loved her! -- the dog loved her! Great first experience with Chantil!! She was wonderful with our English Bulldog, who is a bit spoiled and stubborn at times!!! ; ). In addition to the typical "I do what I want" bulldog nature, Miss Cleo has been healing from a surgery and needed a little extra attention because of it. I felt very comfortable leaving her in the hands of an experienced Vet Tech, who seemed to genuinely care about Miss Cleo's well-being. Our pooch was instantly at ease with Chantil (her warm and inviting persona was easily read even prior to our first meeting). I was very appreciative of Chantil's flexibility with my last minute needs, she could not have made things easier for this busy single mom who was trying to be in five places at once. I would highly recommend Chantil's services and will be using her again.”
“Alison did a really great job caring for our cat and dog. She communicated really well with us, was very diligent in all details, and was very kind. We highly recommend her.”
“This is our second time using Hannah and she was so great! We loved how she communicated with us daily on how Cash was doing and sent photos. She left our house as nice as we left it. She also started our dishwasher and washed our towels! We would highly recommend Hannah!”
“Mia did such a wonderful job with our dog. He was healthy, safe, and relaxed upon our arrival home and she communicated well. We would recommend her over and over again.”
“Rebooked with Matt for a longer stay! He is so good with our pups and cats, and sends photos and videos often to keep us updated. We missed our fur babies but knew they were safe and happy in Matt’s capable hands!”
About: I have experience with extra large dogs breeds, bully breeds, and puppies. Cats and kittens, Includes special needs pets! I have several years of experience with reactive dogs as well and I am comfortable caring for them. I have the ability to sit during the day and evenings. I can remain at the home or just do drop ins. Whatever your preference is! I treat your furry friends like I would my clients in any other job. With care and respect for the duration of their time with me. I also enjoy sending daily reviews and photos so you can see all the fun your loved one is having while you are away. Please do not hesitate to reach out with any questions :) I have the ability to be wherever whenever and for however long as long as I’m not booked out! I am an early riser so pets get let out early and frequently. Our home has a fenced in back yard with plenty of room for your furry friend to run! I have two dogs who are very friendly and love to play. If I am providing care at your home I prefer to meet up once prior to providing care so you can give me the rundown on the cares your furry friend requires.
“Diane was great - one of our biggest concerns is to have someone with our pups pretty much full-time, and to get on-going communication. She was great on both counts - she did need to leave briefly at one point, but let us know ahead of time, and followed our instructions for doing that, and she checked in frequently with updates, photos, and videos to let us know how they were doing! We have Diana scheduled for a short vacation sit, and feel confident that our pups will be well cared for in our absence.”
“Brittany did awesome with my foster pup! She went above and beyond for him. My pup is scared of new people and she came over beforehand to make him feel more comfortable. 10/10 would recommend Brittany for any dog sitting needs.”
“Jessica was quick to respond to our initial request and accommodated our narrow window schedule for a meet and greet. She was great with Gretel and took phenomenal care of our house. Jessica regularly communicated with us via text/photos per our request. We would unequivocally utilize her services in the future.”
About: I grew up with a wide variety of pets my whole life: dogs, ducks, chickens, and even a hedgehog! My love for dogs in particular is strong and rooted in my families history of owning them since I was a baby! We have dogs from all ages in our house- from senior dogs to just puppies, I am comfortable caring for any age and any breed! I work from home with very flexible hours so I am able to care for my pets diligently everyday without worry of potentially conflicting scheduling. My care typically involves feeding them, grooming them if needed, giving them their medication if necessary, play time whether that involves going on walks/runs, enrichment time, or practicing basic commands.
The median cost per night for house sitting in Chester is $40
Pet parents share their Rover experiences - Chester
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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.
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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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Meet local sitters who will treat your pets like family
1. Search
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - Chester
Select a filter and find qualifying sitters offering house sitting.Sitters in Chester average 5 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 $72.15 per night (as of September 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 September 2026, there are 162 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:
- 100% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 91% 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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