House Sitting Chesterland
Find a loving house sitter to watch over your pets and your home.
Over 18 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.
“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”
“Lindsay watched our pets for 5 days in our home and did a fantastic job. She is responsible, the dogs love her and we felt confident being out of town. She truly loves pets and is dedicated to doing a great job. I highly recommend her services .”
About: What sets me apart is the level of care and attention I give every dog. I treat each pet like they're my own, taking the time to learn their routine, personality, and needs so they feel safe and comfortable while you're away. I'm reliable, communicative, and will keep you updated with photos and messages throughout each stay. Whether your dog loves long walks, playtime, or just relaxing with company, I'll make sure they receive plenty of attention, exercise, and affection. My goal is to give you peace of mind knowing your pet is in caring, dependable hands. Pet care is already a part of my daily routine since I have a cat at my parents I have my own place. Every day I make time for feeding, fresh water, litter box cleaning, playtime, and making sure my cat is happy and comfortable. Because caring for pets is already part of my schedule, it's easy for me to provide reliable, consistent care for your pet as well. I'll make sure they receive plenty of attention, stick to their normal routine, and keep you updated with photos and messages while you're away. Your pet's safety, comfort, and happiness are my top priorities. I provide a calm, clean, and pet-friendly environment where your pet will receive plenty of attention and care. I always follow your instructions regarding feeding, medications, walks, and routines to help your pet feel as comfortable as possible. I understand how important trust is when leaving your pet with someone else, so I'll keep you updated with regular photos and messages, ensuring you have peace of mind while you're away.
“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.”
“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!”
“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!”
“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 amazing! Extremely tentative and very professional. He watched out 2 dogs and cat over an entire weekend. He sent regular pics and updates the whole time. Provided walks for our Golden and was extremely accommodating with our senior dog, as well, who has the typical senior dog needs and “white glove” care. We will definitely be booking Matt in the future. I would highly recommend.”
“Very nice and my dog likes him! Those that saw him gave feedback that he walked my dog often, was friendly and gave her a lot of good attention. The would also recommend him.”
“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.”
About: I've been dog sitting for friends and family for several years and have grown very comfortable caring for dogs of all shapes, sizes, ages, and personalities. Spending time with dogs is something I genuinely enjoy, and I always make it a priority to ensure they feel safe, happy, and loved while their owners are away. Whether it's going for walks, playing outside, providing companionship, sticking to a feeding schedule, or simply giving extra attention and affection, I'm happy to adapt to each pet's unique needs. As an active college athlete, I have plenty of energy for long walks and playtime, but I'm also patient and attentive with dogs who prefer a calmer environment. My goal is always to provide reliable care and give pet owners peace of mind knowing their pets are in good hands. Pet care is something I take seriously, and I have a schedule that allows me to provide plenty of attention and flexibility. I work part-time as a lifeguard, which gives me the ability to take breaks throughout the day to check on pets, take dogs for walks, provide potty breaks, feed pets, or attend to any other needs they may have. In addition, I am generally available during mornings, evenings, and overnight hours, allowing me to spend quality time with pets and make sure they receive the attention, exercise, and affection they deserve. Whether your pet needs an active companion, a consistent routine, or simply someone to keep them company, I have the time and dedication to provide reliable, attentive care. My experience caring for pets comes from raising my own two rescue dogs. When my family first brought them home, they were nervous, hesitant around people, and not always easy to handle. Like many rescue animals, they needed time, patience, and consistency before they felt comfortable in their new environment. Over the years, I have helped them build confidence through daily routines, training, exercise, and plenty of love and attention. Watching them grow from uncertain rescue dogs into friendly, affectionate companions has taught me a great deal about animal care. It showed me that every pet has a unique personality and that building trust often takes patience and understanding. Today, caring for my dogs is a regular part of my life. I feed them a combination of wet and dry food twice a day, take them on walks throughout the day whenever my schedule allows, and make sure they get the exercise, attention, and affection they need to stay happy and healthy. One of my dogs also experiences seasonal allergies and requires medication during certain times of the year, so I am comfortable following care instructions and administering medications when needed. Because of these experiences, I understand the responsibility that comes with caring for someone else's pet. Whether a pet is energetic and playful, shy and reserved, young or old, I strive to provide a safe, comfortable environment where they feel secure, cared for, and loved while their owners are away.
“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.”
“They went above and beyond to understand our pets needs including pre-visits before we went away. Seemed to follow all our instructions effectively, and asked questions when needed. Communication is great and when we got home our pets seemed happy and content.”
“Christy was so on top of things and went above and beyond when taking care of my pup for four days. She sent tons of photos each day without us asking and it was very sweet :)”
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 & i 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 & loves exploring local parks and trails, and 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! HOT WEATHER: for dog-friendly clients, i am able to provide outings to 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 its playing with toys, using lick mats, or just spending some time together! 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 early may, i am taking dog training certification courses to better my understanding and confidence in dog training :)
“We felt comfortable with Jamie the moment that we met her. She did an excellent job taking care of our boys. We received pictures a couple of times a day. Our house looked great when we came home and the boys were happy. I highly recommend Jamie.”
“Lee was a fantastic caretaker for our 2 Labradors. One of our dogs is very shy and Lee took the time to connect with her. She was very dependable and was in constant communication with us about how they were doing. She stayed in our home and when we returned, Lee had taken the time to tidy up before we returned with some light cleaning. I would highly recommend Lee.”
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Chesterland sitters!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 July 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 July 2026, there are 1,233 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.
Connect anywhere with the Rover app
