House Sitting Chesapeake
Find a loving house sitter to watch over your pets and your home.
Over 328 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.”
“Damian was fantastic! I would not hesitate to book with him. He was fast to respond, took great care of both our dogs including our senior lab. I could not have asked for a better experience! He was he was very thoughtful and compassionate about the care of our dogs. We really appreciate him!”
“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!”
“Tyshaun pet sat our 3 dogs and 2 cats twice and we are very happy with his work. My dogs, took to him quickly and we’re happy to see him the second time around. We felt at ease knowing our fur babies were well looked after!”
“Lynn was great and we’d ask her back in a heartbeat! Our two dogs had a great weekend with Lynn — they clearly had gotten lots of pets and attention while we were out. Thanks again!”
“Reyna did an amazing job! She was very professional, sent lots of photos, and made good friends with my dogs (even though they tend to be very barky and skittish around strangers). I’m so appreciative!”
“Hillary did a great job taking care of Sir Henry! She kept me updated throughout the visit, took him for a walk, played with him, and made sure he had plenty of attention and activity. When we arrived home, Sir Henry was happily napping, which told me he had a fun and busy afternoon. I really appreciated the updates and knowing he was being well cared for while we were away. Overall, we were very happy with Hillary and would be happy to have her watch Sir Henry again!”
“Keegan was a great choice for watching my dog. She was very communicative and able to accommodate my last minute request. My dog loved her and I would definitely use her again in the future!”
“Repeat client! Elon was amazing with our girl. He sent us videos and pictures and let us know she was doing ok. He didn't hesitate to ask questions and even noticed that a supplement was low and inquired to make sure he'd have enough for the length of the visit. Would 100% rebook. Our girl is a anxious little German Shepherd with dog selective reactivity and we've had no complaints from him. We can tell she's comfortable with him, which means everything!”
“Samantha did a wonderful job watching my pup and bunny. I received updates morning and night with photos and videos. Definitely a comfort not having to uproot their schedules and know my home was in good hands.”
“Katrina did a great job keeping our pups taken care of! She was very helpful in assisting us when our home’s AC broke during a heatwave. We did end up coming home early, but she was willing to stick it out and work with the contractors on our behalf if needed. Dogs were very happy throughout her time at the home!”
“Autumn was great! I was in a bad spot with a last minute trip and she was super responsive and communicative. My Aussie boys are super needy, energetic, and clingy; I didn't have any worries while I was gone.”
About: I've had dogs and cats my entire life, so caring for animals has always been a big part of my life. I'm comfortable around different personalities, breeds, and temperaments, and I understand that every pet has their own needs and routines. I'm patient, attentive, and genuinely love spending time with animals. Whether it's feeding, walking, playing, cleaning up, or simply providing companionship, I'll make sure your pets feel safe, comfortable, and loved while you're away. I will treat your pets like they're my own! Im a student at old Dominion University and I am in the search of a job until I can go to the police academy. I am free most days. Your pet's safety, comfort, and happiness will always be my top priorities. I will treat your home with respect and follow your pet's usual routines, including feeding schedules, walks, medications (if needed), and any special instructions you provide. I make sure pets have fresh water, a clean and safe environment, and plenty of attention and affection. I understand how important it is to trust someone with your pets, and I will do my best to give you peace of mind while you're away. I'll also gladly send regular updates and pictures so you can see how your furry family members are doing!
“Mario did a great job keeping me informed and sent cute videos. He did amazing with my 2 big dogs and cat! Even with one of my dogs that has anxiety with me being gone. He showed early to meet them as well which helped a lot. I would highly recommend him!”
“Ian was fantastic and took excellent care of our dogs while we were away. He kept us updated with regular photos and messages, which gave us peace of mind. Our dogs were happy, well cared for, and clearly enjoyed spending time with him. We would absolutely book with Ian again and highly recommend them to anyone looking for a reliable and caring dog sitter!!”
The median cost per night for house sitting in Chesapeake is $45
Pet parents share their Rover experiences - Chesapeake
As always, our pack was well taken care of, and we were able to enjoy our vacation without worrying about our babies! Brieana showed them so much love and kept us updated with pictures and videos throughout our trip. Honestly, it seems like our doggies didn’t even notice we were gone! That’s how well she cares for them, as if they were her own. We cannot recommend her enough and will definitely be booking with her for all our future dog-sitting needs!
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!
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 is $32 per night as of November 2026. Most bookings cost between $25 and $59 per night. 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 November 2026, there are 1,307 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.
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 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 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 Chesapeake. On Rover:
- 89% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% 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
