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.
“This was our first time with Gianna and also the first time leaving our three month old puppy. Everything went beautifully. Gianna cared exceptionally well for our puppy and older dog and left our house in perfect order!”
“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!”
“Nancy was wonderful with Ozzie! She was very responsive and proactive throughout the weekend, and it was obvious how sweet and caring she was with him. She was also incredibly attentive and asked thoughtful, appropriate questions to make sure she understood his routine and that nothing was missed. We felt very comfortable knowing Ozzie was in such good hands and would absolutely recommend Nancy!”
“10/10, Nicole is the best dog sitter ever! She stayed for over a week while we got married and it was such a relief to know that our two dogs were safe and happy at home! Thank you Nicole!”
About: I grew up with dogs. I can groom, bathe, walk, and clean up throw up. I have been relied on by friends and family to let their dogs out and feed them while they are out of town. I am currently a college kid searching for an internship, so my days are wide open! I tend to go on walks during the day, so bringing along a furry friend would be great company. I will follow the directions given to me so your dog will be comfortable with a stranger entering their house. I am great with boundaries.
“Kurstin was amazing ! She kept me up to date on my pets daily and sent pictures. This was my first experience having someone watch over my reactive dog who can be a menace on the leash and she handled her perfectly! Has experience watching small pets and reptiles as well!”
“Peyton was amazing!! Very accommodating, communicative, and a true professional! Our dog Toby felt comfortable with Peyton immediately, and we could tell how happy he was in every update picture she sent us. 100/10 would recommend to anyone and everyone!”
“Excellent communication. Dejaun was able to quickly connect with our dog, who can be skittish with new people. He sent lots of pictures, which we really appreciated. He stayed in our home and left it really neat. We will definitely contact DeJaun the next time we go out of town!”
“We had a wonderful experience with them! We really enjoyed meeting them beforehand and felt very comfortable having them care for our dogs. There were a couple of small communication details to work through at the beginning, but they were very resourceful and everything came together smoothly. They took our dogs on walks, kept them company, and gave them lots of attention. We came home to happy, well-cared-for pups and would absolutely have them watch our dogs again!”
About: I have had a dog in my life since I was 5 years old. Lots of experience with dogs of all sizes and ages. Comfortable with all breeds. I’m available any time for any pet sitting or walking needs! I can stay over night or stop in to check up on your pet. I am very neat and will leave your house cleaner than you left it. Your pets will be in responsible loving hands while you’re 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.”
“Amazing!! Cannot say enough good things about Liz. We have two very needy golden retrievers and she took the absolute BEST care of them for the week we were gone. She sent pictures daily to update us and always checked in. We felt very good leaving Liz with our babies. We cannot recommend her enough!”
“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: I stand out because of my years of experience, genuine love for being with dogs, and a track record of trust with numerous satisfied clients who have relied on my services! Despite my work commitments, I am dedicated to incorporating pet care into my daily routine. I prioritize morning and evening sessions for feeding, walks, and quality time with your pet. Additionally, I ensure that your pet has a comfortable environment during the day. Communication is key, and I'll keep you informed with updates, so you can have peace of mind while you're at work. In both my home and yours, I prioritize a safe and comfortable environment for your pets. In my home, I create a pet-friendly space with designated areas for play, rest, and meals. Daily walks and engaging activities are part of the routine. For in-home services, I adapt to your pet's familiar surroundings, maintaining their routine while providing personalized care. Regular communication and updates ensure you have peace of mind, knowing your pet is well-cared for in either setting.
About: I’ve had pets my whole life! I recently trained my own puppy into an adorable and respectful good listener! I have experience with anxious dogs and rescues. I am a student with full time availability Thursday evening through Tuesday morning every weekend! I am able to stay over or simply stop by! I leave every place a little better than I found it in terms of tidying up! I also treat every pet like part of my own family!
The median cost per night for house sitting in Chesterland is $50
Pet parents share their Rover experiences - Chesterland
Nancy was wonderful with Ozzie! She was very responsive and proactive throughout the weekend, and it was obvious how sweet and caring she was with him. She was also incredibly attentive and asked thoughtful, appropriate questions to make sure she understood his routine and that nothing was missed. We felt very comfortable knowing Ozzie was in such good hands and would absolutely recommend Nancy!
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 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 - Chesterland
Select a filter and find qualifying sitters offering house sitting.Sitters in Chesterland average 4 repeat house sitting clients
FAQs for House Sitting - Chesterland
Frequently asked questions about Rover
The average cost of House Sitting in Chesterland is $50 per night as of October 2026. Most bookings cost between $24 and $62 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 October 2026, there are 1,187 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 , 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 Chesterland. On Rover:
- 90% of sitters can help with special care needs
- 94% 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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