Pet Sitting in Chesterton
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Chesterton pet sitters

“Rebbecah is so very kind, compassionate, and caring for our elderly Great Dane! I never worry when she is there! She takes great photos and gives thorough updates”


“This is the fourth time Sharon has come to check on our cats and she is wonderful! She’s communicative and kind. She is always very patient with and understanding of our sassy cat. We always come home to happy cats after Sharon has been checking in on them.”


“Thank you so much! You are an awesome sitter, and I would recommend you to anyone! You take special care with all my babies! I love the pictures! Thank you again!”


“Hannah helped us out on Christmas evening when we were going to be away from our house for 12 hrs. We so appreciated the extra mile Hannah went to come a week before Christmas to meet our dogs and speak with us personally so we would feel comfortable leaving our two greyhounds in her care for a bit. She communicate well and responded in a timely manner when we first were setting up the visit with her. We will definitely use Hannah again and absolutely recommend her services! Thanks again Hannah, you helped make our Christmas less stressful!”


“My dog warmed up to her quickly! Sarah shared a lot of photos with me too, keeping me up to date on what's going on.”


“Highly recommend! Extra detail was spent on making sure my one cat who is nervous around new people was taken of. Plenty of time spent during the drop in to feed and play with them with updates sent on every visit.”


“Amanda did a great job! My dogs were happy and very well taken care of, and I love the pictures everyday so that I can see how they're doing. I would definitely recommend her for anyone who's wanting their little friends taken care of.”


“Emily was able to accommodate me last minute and was super communicative. I could tell my cat was very cared for while I was gone, and I even received pictures daily. I would definitely recommend Emily for catsitting!”


“Stephanie is amazing! I'm almost afraid to leave a good review for fear she will get booked up and forget about Lola :) exactly the kind of care and commitment I was expecting. Yay!!”


“Emma and Timothy did a wonderful job! The communication was great. They left me very detailed information of how the dogs did during their visit. My dogs where well cared for.”


“Melanie is the greatest! She is prompt, communicates well, follows instructions with no issues and most importantly sends updates with the cutest photos of our pups! I couldn’t recommend her more!”


About: I have my own puppy named Bella. I have had her since she was a puppy and she is now 15 years old! I also rescued a Japanese chin, Oreo, who has passed in 2023. I have taken care of many different dogs and cats for quite some time. Friends and family have relied on me to take care of their pets. Pet care doesn't feel like a job for me. It is more of an enjoyable hobby that is part of my daily routine. I do work a full time job during the week, 8 hours per day. If your pet is unable to be left alone for that time period, I may not be the best option for you. If you book during the weekend, I can promise you I will be home with your pet 24/7. I do not accept weekends if I can’t fulfill being with them the entire time. I have one spayed small quiet dog at my own home. She can easily be crated as need be and are quite adaptable to changes and new faces.


About: I have two crazy fun Wheaten Terriers so I am experienced with high energy pups. Their ages are 8 and 11. I call him my sour patch pup, one minute he is the sweetest thing in the world and the next he is opening the fridge getting out a Tupperware (no clue how he learned that!) I have always had dogs and can't imagine life without our furry friends. I have a love and passion for animals so what better way to spend time and make some extra spending money?! I work Monday through Friday with flexibility for easier scheduling. Weekends are available for walking and drop in visits. If you have any questions don't hesitate to ask! My schedule is Monday through Friday with flexibility to be able to schedule dog walks and visits throughout the day. I can also do evenings/weekends. I will follow any instructions left for your pet and give them the best care possible. My dogs are crate trained so I am familiar with that process.

About: Having grown up with many different pets has made me very passionate about their care. I have worked in daycare, boarding, and am a certified dog grooming academy graduate. I am currently working as a dog groomer with a part time flexible schedule. My availability is most days anytime after 11am. Same day booking is okay as well. Treating others as you would like to be treated is my lifetime motto. Your fur babies will be given caring treatment as if they were my own.

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.

“Vanessa was amazing with Ellie! She made sure she had good walks and took time to play ball with her. Vanessa is very friendly, professional, and responsive. She took the time to meet her beforehand to make sure Ellie was comfortable. We enjoyed reading about Ellie’s time with Vanessa and loved seeing our fur baby in some pictures! This was our first time leaving her in the care of another in our home and Ellie seemed happier and more comfortable than boarding or being left with family members. Highly recommend!”


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 have experiences with different breeds of dogs from Lhasa Apso to Great Danes! I’ve been trusted to watch and feed dogs for my neighbors, family friends, etc. for over 5 years and I’ve never met a dog I didn’t absolutely adore. I’m currently a student at the University of Dayton and am looking to earn some money to pay for my classes. I’m free every weekday after 12 pm, but want something more flexible than set hours as I still have to study for tests, do homework, etc. As I’m staying in University housing, I’m solely doing visits to client’s homes. I am a detail oriented person and will gain the trust of your pet before anything to ensure that they are comfortable with me being around. I will follow any directions given to me and will be transparent with any questions/concerns I may have about your pet.
Loving pet sitters in your neighborhood
Search Results


Rebeccah C.
Star Sitter


“Rebbecah is so very kind, compassionate, and caring for our elderly Great Dane! I never worry when she is there! She takes great photos and gives thorough updates”


Sharon & Mark W.
Star Sitter


“This is the fourth time Sharon has come to check on our cats and she is wonderful! She’s communicative and kind. She is always very patient with and understanding of our sassy cat. We always come home to happy cats after Sharon has been checking in on them.”


Julie F.Star Sitter

“Thank you so much! You are an awesome sitter, and I would recommend you to anyone! You take special care with all my babies! I love the pictures! Thank you again!”


Hannah R.

“Hannah helped us out on Christmas evening when we were going to be away from our house for 12 hrs. We so appreciated the extra mile Hannah went to come a week before Christmas to meet our dogs and speak with us personally so we would feel comfortable leaving our two greyhounds in her care for a bit. She communicate well and responded in a timely manner when we first were setting up the visit with her. We will definitely use Hannah again and absolutely recommend her services! Thanks again Hannah, you helped make our Christmas less stressful!”


Sarah & McGwire A.

“My dog warmed up to her quickly! Sarah shared a lot of photos with me too, keeping me up to date on what's going on.”


Tricia S.

“Highly recommend! Extra detail was spent on making sure my one cat who is nervous around new people was taken of. Plenty of time spent during the drop in to feed and play with them with updates sent on every visit.”


Amanda P.

“Amanda did a great job! My dogs were happy and very well taken care of, and I love the pictures everyday so that I can see how they're doing. I would definitely recommend her for anyone who's wanting their little friends taken care of.”


Emily G.
Star Sitter


“Emily was able to accommodate me last minute and was super communicative. I could tell my cat was very cared for while I was gone, and I even received pictures daily. I would definitely recommend Emily for catsitting!”


Stephanie G.


“Stephanie is amazing! I'm almost afraid to leave a good review for fear she will get booked up and forget about Lola :) exactly the kind of care and commitment I was expecting. Yay!!”


Emma & Timothy H.Star Sitter

“Emma and Timothy did a wonderful job! The communication was great. They left me very detailed information of how the dogs did during their visit. My dogs where well cared for.”


Melanie C.Star Sitter

“Melanie is the greatest! She is prompt, communicates well, follows instructions with no issues and most importantly sends updates with the cutest photos of our pups! I couldn’t recommend her more!”


Taylor M.
About: I have my own puppy named Bella. I have had her since she was a puppy and she is now 15 years old! I also rescued a Japanese chin, Oreo, who has passed in 2023. I have taken care of many different dogs and cats for quite some time. Friends and family have relied on me to take care of their pets. Pet care doesn't feel like a job for me. It is more of an enjoyable hobby that is part of my daily routine. I do work a full time job during the week, 8 hours per day. If your pet is unable to be left alone for that time period, I may not be the best option for you. If you book during the weekend, I can promise you I will be home with your pet 24/7. I do not accept weekends if I can’t fulfill being with them the entire time. I have one spayed small quiet dog at my own home. She can easily be crated as need be and are quite adaptable to changes and new faces.




Mary R.
About: I have two crazy fun Wheaten Terriers so I am experienced with high energy pups. Their ages are 8 and 11. I call him my sour patch pup, one minute he is the sweetest thing in the world and the next he is opening the fridge getting out a Tupperware (no clue how he learned that!) I have always had dogs and can't imagine life without our furry friends. I have a love and passion for animals so what better way to spend time and make some extra spending money?! I work Monday through Friday with flexibility for easier scheduling. Weekends are available for walking and drop in visits. If you have any questions don't hesitate to ask! My schedule is Monday through Friday with flexibility to be able to schedule dog walks and visits throughout the day. I can also do evenings/weekends. I will follow any instructions left for your pet and give them the best care possible. My dogs are crate trained so I am familiar with that process.


Madison E.
About: Having grown up with many different pets has made me very passionate about their care. I have worked in daycare, boarding, and am a certified dog grooming academy graduate. I am currently working as a dog groomer with a part time flexible schedule. My availability is most days anytime after 11am. Same day booking is okay as well. Treating others as you would like to be treated is my lifetime motto. Your fur babies will be given caring treatment as if they were my own.


Carol W.
“My dogs love Carol and get excited to see her. She does a great job with my Great Dane and Irish Wolfhound. Thanks Carol for your dedication.”


Vanessa B.

“Vanessa was amazing with Ellie! She made sure she had good walks and took time to play ball with her. Vanessa is very friendly, professional, and responsive. She took the time to meet her beforehand to make sure Ellie was comfortable. We enjoyed reading about Ellie’s time with Vanessa and loved seeing our fur baby in some pictures! This was our first time leaving her in the care of another in our home and Ellie seemed happier and more comfortable than boarding or being left with family members. Highly recommend!”


Kyle P.
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.


Kaitlyn U.
About: I have experiences with different breeds of dogs from Lhasa Apso to Great Danes! I’ve been trusted to watch and feed dogs for my neighbors, family friends, etc. for over 5 years and I’ve never met a dog I didn’t absolutely adore. I’m currently a student at the University of Dayton and am looking to earn some money to pay for my classes. I’m free every weekday after 12 pm, but want something more flexible than set hours as I still have to study for tests, do homework, etc. As I’m staying in University housing, I’m solely doing visits to client’s homes. I am a detail oriented person and will gain the trust of your pet before anything to ensure that they are comfortable with me being around. I will follow any directions given to me and will be transparent with any questions/concerns I may have about your pet.


Kortney R.

“Kortney is so great with both my dogs who are an absolute handful!”


Keely T.

“Keely was pleasant to communicate with, kept the house as clean and pets were happy so 👍👍 up. I'll be booking her again for my next out of town adventure, thnx Keely :)”
Over 101 pet parents in Chesterton have booked pet sitting
Chesterton pet parents share their Rover experiences
Vanessa was amazing with Ellie! She made sure she had good walks and took time to play ball with her. Vanessa is very friendly, professional, and responsive. She took the time to meet her beforehand to make sure Ellie was comfortable. We enjoyed reading about Ellie’s time with Vanessa and loved seeing our fur baby in some pictures! This was our first time leaving her in the care of another in our home and Ellie seemed happier and more comfortable than boarding or being left with family members. Highly recommend!

Popular requests near you
Select a filter and find qualifying Chesterton sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Chesterton is $25
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 pet 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.
Sitters in Chesterton average 5 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Chesterton on Rover as of Aug 2025 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 69 pet sitters in Chesterton. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 84% of Chesterton pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Chesterton.
Rover makes it easy to find Chesterton pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 69 pet sitters in Chesterton on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
