House Sitting Chesterland
Find a loving house sitter to watch over your pets and your home.
Over 17 pet parents in Chesterland have booked house sitting
Chesterland, 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.
“Courtney arrived 15-min early before we needed to leave. She did an outstanding job with our puppies while we were away. No accidents in the house! She occasionally sent us photos of the puppies while we were away. Courtney is a person of good character and work ethic you can trust.”
“Our 3 dogs absolutely loved Gianna. She took amazing care of them and was fully engaged in them and their needs. She followed any instructions perfectly and dogs were so happy. The boys got the royal treatment. They will be so excited when she comes back to see us. Ty Gianna”
“Nancy did a fabulous job! She was very communicative leading up to the dates of our travel, sent pictures regularly of all four pets, and even extended an extra day when we got stranded. She’s great!”
“Jaina was very responsive and communicative during our trip. This was my first time hiring a petsitter so I was already nervous, but my sheltie Piper does NOT like strangers so that added more stress. Jaina worked with us to have a few (loud) meet and greets with Piper to familiarize herself with her. It took a day but Piper soon warmed up to her and settled which allowed us to relax and enjoy our trip. I'm very grateful to Jaina for handling our anxious dog and reassuring us with her daily and sometimes twice a day updates.”
“We can’t recommend Lindsey enough! She took amazing care of our two dogs, Remi and Ruby, and our two cats, Ellie and Tito’s while we were away getting married. She was reliable, attentive, and gave us so much peace of mind during a very busy time. We loved getting regular updates and photos—it was so comforting to see how happy and well cared for our pets were. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy and caring pet sitter!”
“I’m so grateful for Brittney’s care of my two dogs and two cats during the Christmas week.From the start, she was responsible, reliable and kind. She visited our house twice a day, even during Christmas. Gave my cat medication properly and gently.She left my home clean and tidy. Most importantly, my furry babies felt safe and happy with her. They bonded with Brittney so quickly, and could see they were in wonderful hands. Her calm presence and reliability gave us peace of mind while we were away of the country and it’s so good to have now someone we can trust when a new trip comes. Our schedule changed several times and I’m so grateful for her flexibility and patience! I will definitely hire Brittney again! Thank you Brittney for everything - you made a world of difference for us!”
“Alexea was great! She took incredible care of my dogs while I was way for my wedding. It was great to not worry about them while I was gone. I came home to a clean house and well taken care of dogs. I couldn't be happier.”
“Anthony was great. Allowing someone access to our home and our dogs was something we’ve never done before, Anthony made the entire process a breeze and settled our worries right away. We set up a meet and greet, he was punctual, outgoing, and friendly.. our 2 German shepherds are normally a little weary of strangers, but they welcomed him right away. Anthony and his wife were so thorough with updates, pictures, etc. We scheduled with him for in-home boarding at our home, he visited with them more times than I expected, he walked them both days too. He cared for our dogs as if they were his own. We will definitely be scheduling with Anthony again in the future.”
About: Hi my name is Yocheved, but a lot of people call me Yo, or Ava. I am an only parent to a wonderful, active middle schooler. We have a happy home full of love and laughter, and 2 kitties. After 14 magical years together, we lost our dog to old age, a couple years back. I miss the feel of having a dog around, but I know in my heart of hearts we are all a little older, and a little busier, and our home cannot house a new permanent four-legged resident. But I do not accept the lack of dogs in our lives! I said yes to dog sitting lately, and I have made so many new friends since. Hanging out with your dogs or cats when you're unable to be there- it's become a thing I look forward to in my home. I love walking the neighborhood or doing drop-ins to feed cats. Let me help you! I'm currently WFH part time, and tend to end my days on the early side, for parenting purposes. Because of this I'm pretty flexible and available throughout the week. I tend to all pets, like I would for my own. I cared for my dog through cancer, twice- so I'm pretty familiar with medicine, senior care, and all the extra effort needed for older or sick animlas. I love to walk, burn off energy, and snuggle. Happy to do light grooming (brushing), and send photos and videos throughout our time together!
“Mont’e was absolutely amazing! He provided excellent care for my cat and dog while house sitting. I was pretty nervous to leave town and Mont’e was super kind and professional. He updated me regularly, took my dog on walks, and even took her to his family’s Christmas Eve celebration (after asking of course) because I was worried about her having separation anxiety! Mont’e treated my pets as if they were his own and when I came back they were both super calm and relaxed because of the great care provided. Mont’e was also super respectful of my home and left it very neat and tidy! Highly recommend Mont’e for all pet sitting needs, I’ll definitely be asking him to come back!”
“Matt was professional, thorough, and most importantly he made Denali feel comfortable while we were gone. He took the time to come over twice before our trip to meet Denali, which made it easier to leave knowing Denali was in good hands. He provided daily updates with pictures and left our house spotless. We’ll be using him again and would recommend Matt to anyone looking for a dog sitter.”
About: growing up with a family dog, i’ve always looked forward to our long walks! since i've moved to care for my grandma and can’t have a pet at my current home, i’m looking to be the dedicated adventure buddy your pup deserves! i’m an avid walker who cleans up after your pet and loves exploring local parks and trails. i’m just as comfortable handling a brisk, high-energy trek as i am a slow, 'sniff-heavy' stroll for seniors or four-legged friends who love getting distracted! all sizes welcome: i absolutely love dogs of all sizes, from tiny pups to extra large breeds. if you have a giant dog, you are in safe hands here! being a taller, sturdily built person gives me a natural physical advantage and a grounded presence :) i don't get easily knocked off balance or intimidated by heavy pullers, meaning your big dogs get the steady, confident, and secure handling they need! hot weather: for dog-friendly clients, i am able to provide low-stress trips to uncrowded, pet-friendly stores/facilities for stimulation and enrichment (including a potty break outside before and after, of course!). i am also happy to walk earlier/later in the day to avoid the heat as well! i also enjoy keeping pets company in-home, whether it's playing with toys, using lick mats, or just spending some time together! my growing services & training: i am now certified in dog training, and offer a train & walk bundle if you're interested!! :) my ultimate goal is to become a true one-stop shop for your dogs, so i am also currently working toward learning professional grooming to add to my services soon! because i work evening and overnight shifts, i have guaranteed availability every morning and midday for your dog’s routine. whether you need a recurring daily walker or a same-day visit because you’re running late, i'm local and ready to jump in! my current job is closing in a few months, so i’ll be even more available for your schedule soon :) in public, i use a short-leash grip, stay hyper-aware of our surroundings without distractions like phones/technology of any kind (aside from photos, of course!), and avoid unknown dogs to keep your pup protected. i pride myself on being a trustworthy, punctual communicator, providing frequent photo updates so you’re always in the loop. i am very confident in my ability to kennel/leash pets & i consider myself well-versed in administering medication. i am keen when reading animal stress signals, ensuring your pet feels safe and understood under my care! as of august ive completed my initial dog training certification and continue learning to better my understanding and confidence in dog training :)
“If I could leave 10 stars then that would be my rating for Sandra! My dogs love her and they are very calm when she is around. It felt like I left my beloved animals with a family member. Thank you Sandra!”
“Chloe stayed in our home and took excellent care of our dog over the Holidays this year. She was communicate and sent a lot of photos to keep us updated. We are very lucky to have found Chloe so we could enjoy our vacation.”
About: In Kindergarten, my family got our first puppy. Her name was Daisy and she is my guardian angel. We grew up together, we played together, I learned the responsibilities, better yet I discovered my natural connection with animals. I nurtured her when we were scared of storms and picked her up going upstairs during her senior years. Years later our family got another puppy named Mowgli and he is my pal. Raising him was a different task and experience but he turned out to be a great partner. We run, fetch, catch and of course clean and bathe often. I have dog sit and walked for neighbors and family. It would be amazing to get to know your pup! Currently working part time so very flexible. Hoping to have more time to assist in pet needs and get to know some new furry friends. Backyard has a fence and house has a few floors to play. If preferred or allowed, sure don’t mind pets in the bed or couch.
“We are so grateful we found Nate to take care of our dogs and home while we are away! Always a pleasure to have him. Truly a gentleman with great communication and respect! Thank you again we look forward to next time!”
The median cost per night for house sitting in Chesterland is $50
Pet parents share their Rover experiences - Chesterland
We can’t recommend Lindsey enough! She took amazing care of our two dogs, Remi and Ruby, and our two cats, Ellie and Tito’s while we were away getting married. She was reliable, attentive, and gave us so much peace of mind during a very busy time. We loved getting regular updates and photos—it was so comforting to see how happy and well cared for our pets were. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy and caring pet sitter!
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.
Meet local sitters who will treat your pets like family
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 - Chesterland
Select a filter and find qualifying sitters offering house sitting.Sitters in Chesterland average 3 repeat house sitting clients
FAQs for House Sitting - Chesterland
Frequently asked questions about Rover
The average cost for House Sitting in Chesterland on Rover is $49.95 per night (as of August 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 August 2026, there are 1,216 sitters on Rover offering House Sitting across Chesterland. 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 Chesterland 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 Chesterland 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 Chesterland 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 Chesterland. On Rover:
- 96% of sitters can help with special care needs
- 96% 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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