Pet Sitting Chesterton
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 34 pet parents in Chesterton have booked pet sitting
Chesterton, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“**5 Stars** I know my dogs are in the BEST hands with Sharon, she has a ton of experience with animals because she has a hobby farm and 3 dogs of her own! She truly cares about the animals and is always responsive to messages - what more could you ask for?!”
“Duke was well taken care of by Aubrey and he got plenty of play time. Duke made up to Aubrey very quickly at the meet and greet which let me known he would be happy to spend time with her!”
About: I have owned pets most of my life and enjoy spending time with them. I lost my elderly dogs this year after 14 years with them. At this point, I have not decided if I will own another pet again in the near future so I would love to spend some time with yours! I work during the day but live close and could come home for mid day walks if I am boarding. Or I can do short ins during the day. Otherwise, I am home in the evenings and weekends. I do live in a pet friendly community and enjoy taking long walks. I especially love playful pets with lots of energy! I have experience with mostly small and medium sized dogs. I have also had cats in the past and would consider boarding them or doing check ins.
“She was extremely kind and patient with the dogs! Our dog had a few accidents but she was super nice and understanding and cleaned it up for us! We would recommend her!”
About: I've grown up around cats and dogs my entire life. I have pet-sat for people, walked numerous dogs from the shelters, and even fostered shelter cats in my home. I am comfortable with all ages of pets and all sizes. I would love to be available for your needs all weekdays past 4pm. I do work full-time, but would be willing to do whatever I can to help you. I can care for your pets in your home whether it's walking, playing, feeding, or caring for them. I am okay with bathing and brushing the pet. Also okay with taking in the car with me if we go to the dog park.
“Leanne was great with our 2 cats. I was able to text her while I was away, & that allowed me to enjoy my trip more because I knew the cats were being taken care of. The cats really loved her; our shy one came right up to her! She even gave them treats & brought in our mail. Great job!!”
“Great experience, Aiden bed Shadow as well as played with him and took him on a nice long walk. He also took the job last minute and we are very grateful for him helping out! Will book again”
About: Ensure your pet feels safe and loved even when you're not home. My dedicated pet sitting services allow your furry friend to stay in the comfort of their own space. From regular dog walking to attentive care for your pets, I cater to their needs while you're out of town or just away for the day. With a focus on individual attention and affection, your pets will enjoy a stress-free experience. Book with me and give your pets the care they desereve! Pet care fits naturally into my routine, allowing me to give my full attention to each animal I look after. I visit clients’ pets before I start my work day and return directly afterward to ensure they stay on their regular schedule. On weekends — and on weekdays when I have extra time — I go beyond the basics by adding extra playtime, enrichment activities, or simply quality companionship for pets who value one-on-one attention. Whether they’re energetic explorers or calm cuddlers, I make sure each pet feels supported, stimulated, and loved every day their family is away. When caring for pets in their home, I make sure their routines and comfort come first. I provide fresh food and clean water, ensure they have proper potty breaks, and clean up any soiled areas to keep their space tidy and stress-free. Each visit includes 30 minutes to an hour of engagement — whether that’s active play, enrichment activities, or simply relaxed cuddle time depending on what the pet enjoys most. I also handle medication when needed, maintain clean litter boxes, and pay close attention to their overall well-being. My goal is to make every pet feel secure, comfortable, and loved while their family is away.
About: I’ve been around dogs my whole life I helped raise my parents dog, a four year-old Australian Shepherd named Eddy. I’ve dog sit and watched family and friends dogs, majority of my life. I really enjoy getting exercise and spending quality time with other peoples dogs, being able to socialize with them, play with them and get as much joy from them as I can. Im free in the afternoons Monday- Sunday. Also evenings my schedule is flexible. I live in Chesterton dune land area. I’m a animal lover but dogs are my favorite animals in general. I’ve got experience with many different breeds. From behavioral training - teaching dogs how to do tricks. From bathing and waking running swimming, I’ve got experience working with aggressive rescue to watching multiple dogs. I’m eager to help them no matter what the situation calls for. Thanks -Kyle. I’m currently working part time so I have extra time to earn extra income doing something I really love. It’s truly a dream job for me. I helped rise my parents 4 year old Australian Shepherd, i trained my dog to stay in the proximity of the yard when he was six months old he does not need a leash when we go on walks he stays by my side or within 100 yards. I’m very fortunate that I trained him early on at a young age so he knows the perimeter of the yard. He’ll also sit an watch the other neighborhood. Dogs play. He does not go into the their yards. He just sits at the perimeter of my yard and watches them play This is one something I’m extremely proud of.
About: I’ve grown up caring for animals my entire life and have experience with dogs, cats, puppies, kittens, and many different personalities and energy levels. I’ve also spent time living on a farm, which taught me how to responsibly care for animals and understand their individual needs. I previously ran my own dog-walking, training, and pet-sitting business for several years, giving me hands-on experience with exercise, basic training, feeding, playtime, and providing pets with plenty of attention and companionship. I’m comfortable caring for pets in their own homes and understand how important it is for them to feel safe, comfortable, and loved while their owners are away. I’m also a proud pet parent to three cats and a puppy of my own, so I understand firsthand how much love, attention, patience, and care pets deserve every day. My own pets are truly family, and I treat every animal I care for with that same level of love and attention. I’m currently self-employed, which gives me a flexible schedule and allows me to dedicate plenty of time to caring for your pets. I’m able to work around your pet’s routine and accommodate walks, drop-ins, sitting, and boarding depending on your needs. I’m happy to discuss scheduling in advance and make sure your pets receive consistent care and attention while you’re away. I prioritize creating a safe, comfortable, and stress-free environment for every pet in my care. I follow each owner’s instructions closely, including feeding schedules, medications if needed, exercise routines, and any special needs. I understand how important it is to trust someone with your pets and your home, so I treat every animal with patience, respect, and the same care I would give my own pets.
About: I’ve had dogs my whole life and love all breeds. We truly don’t deserve them. My soul dog, Abo, passed away 1.5 years ago and I have been watching and walking dogs for extra money ever since. I’m a college professor working a very flexible schedule and I’d love to walk or watch your dog! I live on the east side of Beverly Shores and also have a place in the city 🌆. I’m down to house sit or watch them at my place. I have local references and would love to meet your dog if I haven’t already 😊 I’m teaching part-time this term, so I have plenty of time to walk your dogs, give them some love, tell them they are good dogs, get some fresh air, exercise and sunshine. ☀️ When I board a dog it is all about them! They are basically on vacation having the best time and getting all the attention and affection they want. 🙂
About: I have taken care of all different kinds of dogs from sizes and breeds since I was a kid. Throughout my life I’ve had several dogs all types of different breeds and sizes, from a mastiff to a miniature poodle. So, I have lots experience in dealing with dogs in different ranges with breed,size, and age. I also have experience with cats, hedgehogs, guinea pigs, and hamsters. I am working full time currently, I am off on the weekends unless and normally completely free these days. I work during the day most days. I usually work evenings one day out of the week,tuesdays. I am very flexible outside of my time with work! I currently have a dog and 3 cats. With my dog we feed him in the morning and evening, throughout the day I usually play with my dog let him out to go potty, and a couple walks throughout the day to keep them moving. I also feed my cats morning and night and play with them throughout the day and clean their litter box in the evening.
About: I’ve been pet sitting for just over 5 years! Dogs & cats have been my furry friends ranging from puppies to elderly (or needing a little extra love)! I’m currently working part time, so have lots of time to spend with your fur babies! Wednesday, Thursdays & Sundays are completely open. Otherwise late afternoon & evenings, I’m available aswell. Over my pet sitting experience, I have been able to help so many families feel comfortable with their pets & homes be taken care of while they are away.
“Allie was wonderful with my dogs and put me at ease. It is so hard to find a trustworthy and reliable human that you trust to take care of your beloved dogs. She was timely, sent pictures, and our golden girls really adored her! To top it off, she washed my dog's bowls after their lunch! That was so unexpected, but it was sweet surprise to come home to clean bowls. She definitely goes the extra mile. I would definitely use Allie again, ven for overnight pet sitting while we are out of town.”
“Our first time with Becca was just for two drop-in visits when we were out of town. We met with her first to explain the set-up for our two dogs (one is a senior and a little particular) and everything went great! She took photos and let us know when she was there. Plan to book her again!”
“Luz was an excellent care taker for our baby boy! She was very detailed in her updates and sent plenty of pictures! Her knowledge of caring for dogs definitely came in handy since our boy suffers from a bit of anxiety. She was able to asses when he was a little nervous and give his medication when needed. Our corgi can very hyper and insistent, so he needs someone with a calming and centered personality to bring him some peace and that's definitely what Luz brings to her caring service. He enjoyed her undivided attention and walks. We 100% would book again and recommend her to anyone looking for someone to take care of their hyper but sweet dog 🐶 ❤️. Thank you Luz!”
About: I have had a lot of experience since my teens and I continue to have a constant bond with animals. My newest edition is a Bern doodle. I have a wonderful home for your fur babies and sometimes watch my fur grandbabies also . So they can have interaction with them and me . I can basically offer services of your needs just let me know what your baby loves and I can agree to almost agree with anything to make them happy and comfortable.
About: I love to spend time with them , I like to play with them, I like to take them to the park. I will always keep them on a leash. I can teach them some tricks, sit , stay roll over. I can take them out every two hours, to go potty. I can keep them over night. I took care of a one eye cat, I took care of a blind dog. I have had dogs in diapers. I took care of a Yorkshire, who was pregnant, she went into labor at my house, and my mom and I delivered three little babies they came out every forty minutes. We help clean the babies, and my dog Chuckie helped to. Give them kisses, hugs.
The median cost per visit for pet sitting in Chesterton is $21
Pet parents share their Rover experiences - Chesterton
Grace took wonderful care of my cat while we were gone, even though Pebbles only came out once to greet her. Grace sent daily pictures showing she gave Pebbles fresh water and food. She also collected my mail and watered my plant. If Grace is still available next time I go out of town, I will definatley hire her again. Thank you so much!
She was great! Cats were more comfortable with Madison then previous sitters (the one actually came out of hiding). The house and litter were kept clean, she even put away the food in a spot where the pets would not get into it. Will hopefully be booking her again if she is willing to look after my pets.
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 pet sitting
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Chesterton
Select a filter and find qualifying sitters offering pet sitting.Sitters in Chesterton average 5 repeat pet sitting clients
FAQs for Pet Sitting - Chesterton
Frequently asked questions about Rover
The average cost of Pet Sitting in Chesterton is $19 per visit as of November 2026. Most bookings cost between $11 and $24 per visit. 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 976 sitters on Rover offering Pet Sitting across Chesterton. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Chesterton. On Rover:
- 87% of sitters can help with special care needs
- 93% 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.
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.
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