House Sitting Chester

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

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Over 88
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
• 216 reviews
61 repeat clients
10 years of experience
Chester, VA, 23831

“Allison is amazing. She keeps to our schedule with our dogs, sends lots of updates and photos. It’s so nice to be able to take a vacation and know we have nothing to worry about at home.”

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Jennifer P.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 59 reviews
16 repeat clients
15 years of experience
Chester, VA, 23831

“I highly recommend Sabrina! She watched my Great Dane, Banks, and stayed at my home for five days, and I couldn’t have been happier with the experience. This was my first time leaving Banks and my house with a pet sitter, so I was a little nervous, but Sabrina quickly put me at ease. She sent multiple pictures and updates every day, which was incredibly reassuring and allowed me to relax and enjoy my trip knowing Banks was happy and well cared for. She also took excellent care of my home—it looked exactly as I had left it when I returned. Banks was happy, the house was spotless, and everything went seamlessly. I would absolutely trust Sabrina with Banks and my home again and hope to rebook her for future trips. Highly recommend!”

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Chloe H.
Sitter Profile Image: Melanie K.
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Melanie K.
Star Sitter
from
$68
per night
5.0 out of 5 stars
• 47 reviews
6 repeat clients
10 years of experience
Chester, VA, 23831

“Melanie was awesome as always! Such a great friend to Alice, and was extremely communicative and the place looked great upon return. Will definitely be reaching back out to Melanie!”

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Kevin B.
Sitter Profile Image: Meghan T.
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Meghan T.
from
$60
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
20 years of experience
Chester, VA, 23831

“We were very happy with Meghan. We liked her bio and thought she sounded like the perfect person to care for our pets and home. She stayed in our home for a few days while we were away. She kept our home perfect and the animals loved her too. She sent pictures daily. We are so glad to have found Meghan and trust her with the care of our cat and dog.”

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Jennie M.
Sitter Profile Image: Crystal A.
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Crystal A.
from
$63
per night
5.0 out of 5 stars
• 14 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: Annabella C.
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Annabella C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 25 reviews
9 repeat clients
6 years of experience
Richmond, VA, 23237

“Bella did a great job! She communicated with me multiple times a day and the house looked just as we had left it when we got home. We already rebooked her for another trip!”

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Hope B.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$60
per night
5.0 out of 5 stars
• 41 reviews
21 repeat clients
18 years of experience
Chester, VA, 23831

“Jessica will make your fur babies fill so comfortable! Our Zoey had surgery and she stepped up and took care of her like she was her own. Thank you so much Jessica 🫶🐾💗”

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Angela C.
Sitter Profile Image: Lashell D.
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Lashell D.
from
$60
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: Isaiah M.
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Isaiah M.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Chester, VA, 23836

“We are so grateful for Isaiah! We had to leave town last minute, and he worked with us every step of the way. He came by beforehand to meet our dogs and has a lot of experience. One of our dogs is a new adoption, and she really only likes me, but he was able to get her to a place where she was comfortable and not stressed around him. That alone says a lot about how good he is. He was accommodating to whatever we needed during the sit and was respectful of our home. When we got back, our pets were happy, relaxed, and acting completely like themselves. We’ve had experiences in the past where you could immediately tell the level of care they received, and this was the opposite. It truly felt like they had been cared for the way we would care for them. Isaiah was that person. We will definitely be reaching out to him again in the future.”

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Brienia B.
Sitter Profile Image: Melanie C.
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Melanie C.
from
$65
per night
4.7 out of 5 stars
• 29 reviews
4 repeat clients
17 years of experience
Richmond, VA, 23237

“Thank you for taking great care of our very demanding sphinx cat !! I appreciate the pet photos, video and texting throughout your stay. Melanie is very accommodating to pets needs!! I would love to use her services in the future :)”

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Amanda Tharaldson T.
Sitter Profile Image: Jennifer Z.
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Jennifer Z.
from
$40
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
8 years of experience
North Chesterfield, VA, 23234

“Jenni was a great choice to watch our fur baby overnight because of a last minute trip my partner & I had to take for a funeral. Due to our unexpected time constraint beforehand, she came over the same day of the booking and met our dog Hank & learned his routine. While we were away, she sent lots of pictures & gave us updates every so often so we were always in the know. We would definitely have Jenni watch Hank again in the future and highly recommend her for the pet sitting needs of other folks too!”

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Peter C.
Sitter Profile Image: Rangeen A.
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Rangeen A.
from
$95
per night
4.9 out of 5 stars
• 44 reviews
12 repeat clients
10 years of experience
Richmond, VA, 23237

“Rangeen was great! This was my first time using a house sitter from Rover and it went perfectly! Rangeen sent me pictures and updates and how my pup was doing and was super responsive and professional. Would 100% recommend!”

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Taylor R.
Sitter Profile Image: Hana J.
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Hana J.
from
$75
per night
5.0 out of 5 stars
• 16 reviews
5 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: Tyeir D.
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Tyeir D.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
Chester, VA, 23836

About: I’ve been around animals my entire life. My oldest fur baby (cat) will be turning 20 this year. I also have two small dogs that are 15 and 11 years old. I love animals. I’m currently a full time student. So I can come and love on your fur babies for you while you are away on a trip or at work. Pets are welcomed in my home and are treated with respect. All animals deserve love and attention. I can love on them for you while you are at work or on a trip.

Sitter Profile Image: Joseph W.
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Joseph W.
from
$40
per night
5.0 out of 5 stars
• 12 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: Oli L.
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Oli L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 114 reviews
36 repeat clients
18 years of experience
Hopewell, VA, 23860

“Oli is wonderful! She stayed at our house and watched our pup for a few nights and it was a great experience. Oli provided updates and photos as needed and she took such great care of our pup and home. She went above and beyond!”

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Jordan B.
Sitter Profile Image: Michelle C.
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Michelle C.
from
$60
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
10 years of experience
Midlothian, VA, 23832

“Michelle is amazing! I wish I could give her way more than 5 stars. She is a great communicator and sends pics of the pups often which is very comforting to me. When I return home the house is just as clean as I left it…if not cleaner. Most importantly, the pups absolutely LOVE her.”

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Sandrea M.
Sitter Profile Image: Monique & Daniel V.
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Monique & Daniel V.
from
$50
per night
5.0 out of 5 stars
• 54 reviews
23 repeat clients
18 years of experience
Petersburg, VA, 23803

“Monique is such an awesome pet sitter!! She always sends pictures and my cats love her. She even brought my packages in for me when i was away. 100% recommend!”

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Ariel H.
Sitter Profile Image: Triston N.
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Triston N.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
10 years of experience
Fulton, Richmond, VA, 23231

“Triston was incredible! We had to book last minute and Triston stepped up to take care of our 2 dogs and 4 cats! I will definitely be booking with Triston in the future!!”

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Taylor B.
Sitter Profile Image: Jeanleshea E.
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Jeanleshea E.
from
$55
per night
10 years of experience
Chesterfield, VA, 23832

About: I've owned a dog for some years. I watched other people's dogs from puppies to older dogs. I plan on treating your animals with care. I'm currently working a full-time job. But I most certainly have time in the evening and the weekend to dedicate to the care and well-being of your pet. I'd provide meals, restroom breaks, walks and playtime throwing of the ball, games, play dates or care for pet. Companionship while the owner is away.

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

Pet parents share their Rover experiences - Chester

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5.0 out of 5 stars

We had such a great experience with Rangeen! She was wonderful with Oliver and Lola and sent us frequent updates and pictures, which we really appreciated. She was incredibly attentive, patient, and thoughtful with both of them and handled everything that came up during her stay so well. It was such a relief knowing they were being genuinely cared for while we were away. We came home to two happy pups and would absolutely trust Rangeen with them again!

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Brittany R.
House Sitting
5.0 out of 5 stars

Meghan was great once again. She took care of both of our puppy dogs and kitties. Our shy kitty even came out multiple times to say hello (which he does not do for most people). Everyone was well taken care of and we came home to happy animals and a clean home. We would recommend Meghan to anyone for animal and home sitting!

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Danielle S.
House Sitting
5.0 out of 5 stars

Sabrina took care of my dog diesel and sent pictures daily. He was very happy and enjoyed his time with her

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Jason C.
House Sitting
5.0 out of 5 stars

This is our first time with Maddie and we couldn’t have been happier! She stayed at our house; one of our dogs had never been with a sitter or boarded and Maddie was gentle and caring with him. Thanks, Maddie Kevin, Carlos, Kathy and Mark ❤️❤️❤️

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Kathy T.
House Sitting
5.0 out of 5 stars

Jessica is great and Grey enjoyed her company. She also went the extra mile for my last minute planning and watered my garden. We will use her services again!

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amy a.
House Sitting
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

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
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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.

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    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

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Popular requests for house sitting - Chester

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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 of House Sitting in Chester on Rover is $50 per night as of October 2026. Most bookings cost between $38 and $80 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 1,478 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 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 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 .

sitters on Rover set their own cancellation policy , 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:

  • 95% 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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