House Sitting Chesapeake
Find a loving house sitter to watch over your pets and your home.
Over 357 pet parents in Chesapeake have booked house sitting
Chesapeake, 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.
“Abbie was the best. We absolutely would book with her again. She took great care of our dog and our home. She was very communicative about what was going on and gave thorough updates. It’s easy to tell how much she cares for animals. Your pet will be well taken care of with Abbie.”
“Erin did an incredible job! We have an elder dog who is vision impaired and she did an amazing job keeping him company while we were out of the country. She administered his medications perfectly and kept him safe from harming himself. When we came home all of the pets were happy and clearly well taken care of. I cannot recommend her enough she is truly one of the best!”
“Absolutely phenomenal! De' ara G. went above and beyond in every possible way while watching Ares and looking after my home. Leaving your dog and your household behind can always be a bit stressful, but I was completely at ease knowing De'Ara G. was in charge. They didn't just meet the basic requirements—they truly gave Ares top-tier care, attention, and exercise. On top of that, they took incredible care of the household, keeping everything clean, secure, and organized. I came home to a happy, well-loved dog and a spotless house. If you are looking for someone who is professional, trustworthy, and genuinely cares, look no further. I will absolutely be hiring De'Ara G. again!”
“Ian watched out cat and dog while we were away. I really liked Ian's can-do attitude. He was friendly, reliable, and easy to communicate with. My neighbor even said "your dog walker was really nice." I would hire Ian again.”
About: I grew up with large dogs who were my extra siblings. I've been dog walking and pet/house sitting since I was a teenager, and I have lots of experience with all kinds of pets. I'm comfortable with dogs that jump up and pull on the leash. I've worked with a wide range of cat and dog personalities from shy and skittish to the most outgoing. My current roommates include a chatty cat, a German Shepherd, and a tortoise! I'm currently in my 4th year at EVMS, so my schedule is a little variable. Right now I can do afternoon walks most days with more variable morning availability. A clean and safe environment is key to happy, healthy pets. I'll always pick up after them and watch for potential hazards. I've worked with some professional counter surfers before, so I'm excellent about not leaving food where a fur baby can get into it.
“We left the country for 19 days and left behind our 5 adult cats, which broke my heart because they’re my children, and I would never forgive myself if something happened to them. So it was really hard for me to leave them alone... Such a huge mental challenge that was made so much easier by Kaylee’s care, patience and attention to detail. She’s young but admirably responsible. I left so many instructions printed with pictures explaining everything about their personalities, preferences and routines that I’m sure it was overwhelming, but she was absolutely amazing and did exactly what I asked. I think she understood that I was anxious, worried and sad about leaving them alone, so she sent me pictures of each of the 5 cats every single day during those 19 days we were away from home, which I’m sure must have been a big challenge because they hid from her and my house is big, a two story house... But I needed to be sure they were all alive and okay, and she went the extra mile looking for them and taking pictures every single day for me. And because of that, she scored many points! I’m so glad we found her because it’s been so hard to find a reliable cat sitter nowadays. As soon as we got home, I could see how tidy everything was and how much care she had taken with every detail I had explained about their food, water and bowls, as well as all the cat litter boxes in the house. From now on, I don’t want anyone else taking care of my cats but her. 🙏🏻❤️”
“Angie was amazing! She was very accommodating to our last minute holiday booking and left the house spotless!! Will absolutely be considering her for future bookings!”
“We had a great experience with Autumn watching Dash and Valerie! She was extremely communicative and kept us updated with how everything was going at the house while we were in North Carolina. I especially appreciated her time management; she made sure Dash and Valerie were completely taken care of while still balancing her own daily needs. We felt completely at ease and would definitely book with her again!”
“By far this was the best experience I have ever had with a pet sitter. So trustworthy, reliable, on time. So professional ! We received lots of pics with daily updates. Will definitely use Alyssia again the next time we need a pet sitter.”
“Kari is phenomenal with our pets! She knows their personalities so well and takes great pics of them while we’re away. We’re always at peace knowing she’s with them.”
“Jessica and Will took SUCH good care of my boys. Lots of love and treats and walks. I felt so at ease knowing that they were taken care of and I also got so many picture updates.”
“Vivianna and Rey were fantastic sitters. They took excellent care of our pets and house, and we'd absolutely use them again. They provided frequent and detailed updates that gave us peace of mind, and left the house cleaner than they found it.”
About: I have taken care of both dogs and cats of all ages since the age of nine. My son is 13 and a very big cat lover! He will not be assisting with pet care, but does reside in the home. We have two cats Everest(8) and Harley(5), and one dog Layla(1). Our home features two large automatic litter boxes, one 5ft scratching post with other small ones throughout the home, enrichment toys, beds, pet blankets, and two filtered water fountains available 24 hours a day. Both cats are on feeding schedules, so your baby will also need to be on a schedule- we can discuss what times work best for your pet! Layla is crate trained and does not free roam without supervision. We also have a spare bedroom for pets that need some time to adjust or need more space away from all the uncertainties of a new home. We will treat your baby like our own and accommodate, so they can feel at ease! *Currently taking the month of September off from my primary job, so will be entirely available for bookings through Rover. I work 4-5 days a week, 5-6 hour days. My schedule can be altered as needed because my pets are just as important as any other family member. My pets are very well cared for and prioritized just as any living being should be. They are treated with kindness and care with regular checkups and special care catered to their individual personalities.
The median cost per night for house sitting in Chesapeake is $45
Pet parents share their Rover experiences - Chesapeake
Titi took such great care of our cat, fish, and two dogs while staying at our home! Communication was great, and we loved receiving pictures while we were away. It gave us such peace of mind knowing our pets and home were in such good hands. We will definitely be booking with her again and highly recommend for anyone else! ❤️
Absolutely fantastic dog and house sitter. Super responsible, responsive, dependable, and just an absolute pleasure to work with. I felt completely comfortable knowing my dog and home were in great hands while I was away. I would give her more than five stars if I could. Highly recommend!
Another amazing stay with Kelsey! Longest have left my pups in awhile and even tho sad to leave them I had ZERO worries with Kelsey! He’s absolutely amazing, spends so much quality time with them, gives great updates and pics and leave the house as clean or cleaner then I left it! He’s our fav!!!
Brianna was wonderful with my pups! She provided tons of photo and video updates so I knew how they were doing the entire time. She communicated well, was kind and professional, and followed all care requests to a T. I would gladly recommend her to anyone looking for pet care!
Cameron was phenomenal with our Bootsy boy! He was really patient during the initial meet up as Boots took a few minutes to warm up and they were besties by the end of it. Cameron asked great questions to make sure he was fully informed on Boots' routine prior to us leaving. He sent pics and videos throughout and even taught Boots a new spin trick! Our house was left very clean and he stripped the bed for us before we got home to wash things. My husband and I would highly recommend using Cameron to anyone in the area!
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 house sitting
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 for house sitting - Chesapeake
Select a filter and find qualifying sitters offering house sitting.Sitters in Chesapeake average 4 repeat house sitting clients
FAQs for House Sitting - Chesapeake
Frequently asked questions about Rover
The average cost of House Sitting in Chesapeake on Rover is $33 per night as of October 2026. Most bookings cost between $25 and $64 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 1,318 sitters on Rover offering House Sitting across Chesapeake. 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 Chesapeake 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 Chesapeake 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 Chesapeake 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 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.
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