Pet Sitting Chesapeake
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 90 pet parents in Chesapeake have booked pet sitting
Chesapeake, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Since I was five years old when we adopted our family puppy, I have been involved in taking care of dogs. I have also over 350 hours of shelter volunteer experience in walking dogs, giving medications, and obedience training. Since I am hoping to be a vet one day, I am always wanting to meet new animals and give them the best care possible! I currently work part-time, 3-5 days a week from 8-4. I can usually get away to let your dog out at lunch if needed. Bottom line is if I am pet-sitting for you, your animal will be my priority! I do not have the capacity to care for your pet in my house, but I can provide whatever level of care you need in for your pet in your own home! If you need me to stay the night, I can do that. I am a detail-oriented person so whatever your pet needs I feel confident I can provide it.
About: I have been around pets all my life, I have experience with cats and dogs of all ages, including birthing puppies. I am happy to accommodate to any special needs and can’t wait to meet you! I am currently only working 3 days during the week (Tuesday - Thursday). Perfect for any clients who are looking for a weekend getaway and want to ensure their furry friends are well kept and safe! If lodging at my residence: - Between both stories of my house, all animals will have ample space for sleeping/lodging regardless of size. - I live in a quiet neighborhood just outside Huntington, there is a surrounding garden and yard area with plenty of space for exercise and using the bathroom. - If allowed by clients, I can transport pets to local parks for further exercise/socialization. - Water will always be available and food/treats will be provided upon owner request along with bathing/special needs. Lodging at clients residence: - I will provide food, water, exercise, bathing as requested by owner/client. - Will clean any mess/utility used during care time inside the property and maintain clear communication with client at all times.
“Chloe is the best sitter ever! She gave us piece of mind while doing excellent work. She made her last visit right before we returned home so the boxes and bowls would be tidy. She gave extra attention to our cats. Booking her is the best option out there. Highly recommend”
About: I’ve been recommended to many by word of mouth, so I decided to bring my business to Rover as well! There’s nothing I love more than being able to provide comfort for your pets whenever you’re away. Me and your pets will go on walks, play dates, and anything else they enjoy! Be prepared for lots of photos of us enjoying our days together! I am working part time while in graduate school. Ideally, I am available for overnight stays, whether it be for the weekend or two weeks! I also have sitter backups for any extra care needed in which I’m not able to tend to. I’m currently in graduate school at Morehead State in Ky and will be commuting twice weekly until May. I haven’t dog sat in my own home before because I have 2 dogs and a pig of my own. Caring for your home and pets is what is most important to me! I will always be easy to reach, whether it be by phone, text, or FaceTime! I will also water your plants, pick up your mail, take out the trash, etc.
About: I have hands-on experience caring for a multi-pet household with both dogs and cats, including an energetic Bengal. I’m comfortable with different personalities, energy levels, feeding routines, litter care, dog walking, picky eaters, and multi-pet homes. I’m patient with pets that need time to warm up and I pay close attention to each owner’s instructions and normal routine. What sets me apart is my communication, reliability, and the effort I put into making pets feel comfortable while keeping owners updated with photos and detailed check-ins. I’m currently between seasonal jobs, which gives me a very flexible schedule for pet care. I’m available for morning, daytime, evening, and weekend visits and am happy to work with each owner’s routine whenever possible. My availability may vary slightly over the next few months due to some planned travel, but I keep my calendar updated and communicate clearly about availability. When I accept a booking, I make it a priority to be dependable and follow the agreed-upon schedule. I currently provide care in my clients’ homes rather than boarding pets in my own home. I know how important it is to respect both your pet’s routine and your home while you’re away. I follow feeding, walking, medication, litter, crate, and other care instructions closely and pay attention to each pet’s individual personality and comfort level. Before a first booking, I like to learn about your pet’s normal routine, behavior, leash habits, escape tendencies, triggers, medical needs, and anything else that will help me care for them safely. I’m careful with doors, gates, leashes, crates, and home access, and I never force interaction with a pet that needs time to warm up. I’ll also provide photos and updates so you can feel confident that your pets and home are being well cared for.
The median cost per visit for pet sitting in Chesapeake is $20
Pet parents share their Rover experiences - Chesapeake
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.
How to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet 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 for pet sitting - Chesapeake
Select a filter and find qualifying sitters offering pet sitting.Sitters in Chesapeake average 3 repeat pet sitting clients
FAQs for Pet Sitting - Chesapeake
Frequently asked questions about Rover
The average cost of Pet Sitting in Chesapeake is $17 per visit as of October 2026. Most bookings cost between $17 and $28 per visit. On Rover, 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 130 sitters on Rover offering Pet Sitting across Chesapeake. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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 .
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.
Yes, you can find sitters who have experience with handling special pet needs in Chesapeake. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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.
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.
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