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.

Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Chesterton pet sitters

1 / 1
Sitter Profile Image: Rebeccah C.
Verified Enhanced Background Check
Rebeccah C.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
182 reviews
56 repeat clients
20 years of experience
Valparaiso, IN, 46385

Rebeccah gave very detailed reviews and great pictures while we were away. She is very professional and clearly just LOVES animals! Thanks rebeccah!

Profile image
Ashley B.
Sitter Profile Image: alexis c.
Verified Enhanced Background Check
alexis c.
from
$15
per visit
5 out of 4.8 stars
39 reviews
16 repeat clients
5 years of experience
portage, IN, 46368

Alexis does a great job for me. She’s very conscientious. Both my dogs like her from what I could see in the pictures that she sends me and she does extra things with the dogs. Doing some obedience training with my younger dog. When I first started using Rover, I just expected her to let the dogs out so they could go to the bathroom. She does more than I expected would highly recommend her.

Profile image
Steve S.
Sitter Profile Image: Sharon & Mark W.
Verified Background Check
Sharon & Mark W.
Star Sitter
from
$30
per visit
5 out of 5.0 stars
110 reviews
46 repeat clients
40 years of experience
Chesterton, IN, 46304

Sharon & Mark are fantastic! We’ve had them sit with our two Labs many times and our dogs LOVE them. Highly recommend them for taking excellent care of your pets!

Profile image
Lisa N.
Sitter Profile Image: Melanie C.
Verified Enhanced Background Check
Melanie C.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
49 reviews
18 repeat clients
15 years of experience
Portage, IN, 46368

Melanie went out of her way to come meet Olivia and us before her time to dog sit. She was flexible, communicated very well and did an excellent job. This was our first time to use Rover and we are hooked! Thank you!

Profile image
Cassie G.
Sitter Profile Image: Julie F.
Verified Enhanced Background Check
Julie F.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
265 reviews
40 repeat clients
17 years of experience
Valparaiso, IN, 46385

Julie was amazing as always! Our cat is OBSESSED with her and is always so excited for her to visit. We feel so much peace knowing she will be coming by to feed and give our baby some love! Thank you Julie!

Profile image
Meghan D.
Sitter Profile Image: Sabrina S.
Verified Enhanced Background Check
Sabrina S.
from
$22
per visit
5 out of 5.0 stars
2 reviews
2 repeat clients
7 years of experience
Portage, IN, 46368

Sabrina did a great job dropping in on our girls. She fed them breakfast, gave them pets and let them out for potties. Our girls were happy and well cared for.

Profile image
Emily S.
Sitter Profile Image: Karli S.
Verified Enhanced Background Check
Karli S.
from
$18
per visit
5 out of 5.0 stars
2 reviews
1 repeat client
15 years of experience
Portage, IN, 46368

Did a great job taking care of my little ones. Would recommend and request her again if available next time I am in need of someone to check on my dogs.

Profile image
Jason N.
Sitter Profile Image: Stephanie G.
Verified Background Check
Stephanie G.
from
$25
per visit
5 out of 5.0 stars
29 reviews
13 repeat clients
15 years of experience
Chesterton, IN, 46304

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!!

Profile image
Amy E.
Sitter Profile Image: Sarah & McGwire A.
Verified Enhanced Background Check
Sarah & McGwire A.
from
$17
per visit
5 out of 5.0 stars
3 reviews
20 years of experience
Valparaiso, IN, 46385

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.

Profile image
Kate K.
Sitter Profile Image: Tricia S.
Verified Background Check
Tricia S.
from
$25
per visit
5 out of 5.0 stars
24 reviews
10 repeat clients
30 years of experience
Chesterton, IN, 46304

Tricia’s great! She’s super sweet, trustworthy, great communication and truly loves taking care of fur babies! 🐾 Will definitely book her again the next time I need someone to take care of Ella!

Profile image
Nicki M.
Sitter Profile Image: Hannah R.
Verified Enhanced Background Check
Hannah R.
from
$17
per visit
5 out of 5.0 stars
37 reviews
10 repeat clients
24 years of experience
Chesterton, IN, 46304

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!

Profile image
Angie L.
Sitter Profile Image: Carl C.
Verified Enhanced Background Check
Carl C.
from
$16
per visit
15 years of experience
Chesterton, IN, 46304

About: I've raised pets (dogs and cats) for most of my adult life and would love to care for yours while you're away! With me, your precious furry family members will get the love and care they deserve, and I'll stay in frequent contact with (texts/calls/pics) you about their care. I've been away or on vacation and employed pet sitters in the past, and I know how reassuring that frequent communication is! I am retired and have no strict obligations that would keep me from sticking to any care schedule you need. Over the course of my work life, I've adapted to about every time and day schedule possible - weekends/late nights/early mornings are no problem! I have a reliable two-year old car, and am very experienced using any modern technology necessary if anything unexpected happened (Google Maps/Hailing an Uber/Anything smartphone related, etc) I understand how important it is to meet your expectations regarding the care of your animals and I will do whatever it takes, and I will treat your home with the utmost respect.

Sitter Profile Image: Madison E.
Verified Enhanced Background Check
Madison E.
from
$20
per visit
5 out of 5.0 stars
1 review
1 repeat client
10 years of experience
Chesterton, IN, 46304

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.

Sitter Profile Image: Jen M.
Verified Enhanced Background Check
Jen M.
from
$17
per visit
5 out of 5.0 stars
21 reviews
5 repeat clients
20 years of experience
Portage, IN, 46368

Jen is very thoughtful and thorough - and it’s clear she loves dogs. Our boy was in good hands while we were away!!! Would definitely recommend Jen

Profile image
S S.
Sitter Profile Image: Kortney R.
Verified Enhanced Background Check
Kortney R.
from
$25
per visit
5 out of 5.0 stars
34 reviews
11 repeat clients
14 years of experience
Chesterton, IN, 46304

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

Profile image
Kate D.
Sitter Profile Image: Shelby K.
Verified Enhanced Background Check
Shelby K.
from
$25
per visit
17 years of experience
Chesterton, IN, 46304

About: I have extensive experience caring for a variety of pets, especially cats, and I bring a calm, attentive, and loving approach to every visit. From feeding and medication to playtime and companionship, I tailor each visit to meet the specific needs of every pet. As a lifelong animal lover and dedicated pet parent, I understand how important it is to maintain routines and create a stress, free environment while owners are away. Whether caring for energetic kittens, shy cats, or other small animals, I treat every pet like family. Pet care fits naturally into my daily and weekly routine because it aligns with what I already love doing, spending time with animals and making sure they feel safe, loved, and well cared for, as well as caring for my three fur babies. I plan my schedule to allow plenty of time for visits, giving each pet the attention they need without feeling rushed. Whether it’s early morning feedings, midday check-ins, or evening cuddles, I enjoy building consistent routines that keep pets comfortable and owners reassured. Caring for animals isn’t just something I do, it’s part of how I live. When caring for pets in a client’s home, I respect their space and routines, aiming to keep everything as familiar and consistent as possible for the pet. I follow detailed instructions, give updates to the owner, and make sure each visit includes essentials like feeding, playtime, and litter or potty breaks. I also keep an eye out for any changes in behavior or health. Whether in my home or theirs, I treat every pet like family, with love, patience, and dependable care.

Sitter Profile Image: Mary R.
Verified Background Check
Mary R.
from
$15
per visit
5 out of 5.0 stars
2 reviews
1 repeat client
8 years of experience
Chesterton, IN, 46304

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.

Sitter Profile Image: Kyle P.
Verified Enhanced Background Check
Kyle P.
from
$20
per visit
10 years of experience
Chesterton, IN, 46304

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.

Sitter Profile Image: Vanessa B.
Verified Enhanced Background Check
Vanessa B.
from
$21
per visit
5 out of 5.0 stars
7 reviews
20 years of experience
Chesterton, IN, 46304

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!

Profile image
Amber W.
Sitter Profile Image: Carol W.
Verified Enhanced Background Check
Carol W.
from
$17
per visit
25 years of experience
Chesterton, IN, 46304

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.

1 / 1
View more sitters

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Rebeccah C.
Verified Enhanced Background Check
Sitter Profile Image: Rebeccah C.
Verified Enhanced Background Check

Rebeccah C.
Rover 101
Star Sitter

Fan of all fur-friends!
Valparaiso, IN, 46385
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
182 reviews
56 repeat clients
Profile image

Rebeccah gave very detailed reviews and great pictures while we were away. She is very professional and clearly just LOVES animals! Thanks rebeccah!

Availability updated 2 days ago
Sitter Profile Image: alexis c.
Verified Enhanced Background Check
Sitter Profile Image: alexis c.
Verified Enhanced Background Check

alexis c.

Experience in board & train
portage, IN, 46368
4.7 mi. away
Drop-In Visits
from
$15
per visit
5 out of 4.8 stars
39 reviews
16 repeat clients
Profile image

Alexis does a great job for me. She’s very conscientious. Both my dogs like her from what I could see in the pictures that she sends me and she does extra things with the dogs. Doing some obedience training with my younger dog. When I first started using Rover, I just expected her to let the dogs out so they could go to the bathroom. She does more than I expected would highly recommend her.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sharon & Mark W.
Verified Background Check
Sitter Profile Image: Sharon & Mark W.
Verified Background Check

Sharon & Mark W.
Rover 101
Star Sitter

Experienced animal caregivers
Chesterton, IN, 46304
2.1 mi. away
Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
110 reviews
46 repeat clients
Profile image

Sharon & Mark are fantastic! We’ve had them sit with our two Labs many times and our dogs LOVE them. Highly recommend them for taking excellent care of your pets!

Availability updated 10 days ago
Sitter Profile Image: Melanie C.
Verified Enhanced Background Check
Sitter Profile Image: Melanie C.
Verified Enhanced Background Check

Melanie C.
Star Sitter

I have lots of availability
Portage, IN, 46368
4.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
49 reviews
18 repeat clients
Profile image

Melanie went out of her way to come meet Olivia and us before her time to dog sit. She was flexible, communicated very well and did an excellent job. This was our first time to use Rover and we are hooked! Thank you!

Availability updated 3 days ago
Sitter Profile Image: Julie F.
Verified Enhanced Background Check
Sitter Profile Image: Julie F.
Verified Enhanced Background Check

Julie F.
Star Sitter

Providing peace of mind pet care
Valparaiso, IN, 46385
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
265 reviews
40 repeat clients
Profile image

Julie was amazing as always! Our cat is OBSESSED with her and is always so excited for her to visit. We feel so much peace knowing she will be coming by to feed and give our baby some love! Thank you Julie!

Availability updated 26 days ago
Sitter Profile Image: Sabrina S.
Verified Enhanced Background Check
Sitter Profile Image: Sabrina S.
Verified Enhanced Background Check

Sabrina S.

Did someone say treat??
Portage, IN, 46368
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
2 reviews
2 repeat clients
Profile image

Sabrina did a great job dropping in on our girls. She fed them breakfast, gave them pets and let them out for potties. Our girls were happy and well cared for.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Karli S.
Verified Enhanced Background Check
Sitter Profile Image: Karli S.
Verified Enhanced Background Check

Karli S.

Helpful Dog Mom
Portage, IN, 46368
7.2 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Did a great job taking care of my little ones. Would recommend and request her again if available next time I am in need of someone to check on my dogs.

Availability updated 2 days ago
Sitter Profile Image: Stephanie G.
Verified Background Check
Sitter Profile Image: Stephanie G.
Verified Background Check

Stephanie G.
Rover 101

Pet Care Professional
Chesterton, IN, 46304
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
29 reviews
13 repeat clients
Profile image

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!!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sarah & McGwire A.
Verified Enhanced Background Check
Sitter Profile Image: Sarah & McGwire A.
Verified Enhanced Background Check

Sarah & McGwire A.

We will treat your pets as family!
Valparaiso, IN, 46385
5.7 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
3 reviews
Profile image

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.

Availability updated 12 days ago
Sitter Profile Image: Tricia S.
Verified Background Check
Sitter Profile Image: Tricia S.
Verified Background Check

Tricia S.

U supply the pets I supply the Love
Chesterton, IN, 46304
3.3 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
24 reviews
10 repeat clients
Profile image

Tricia’s great! She’s super sweet, trustworthy, great communication and truly loves taking care of fur babies! 🐾 Will definitely book her again the next time I need someone to take care of Ella!

Availability updated 24 days ago
Sitter Profile Image: Hannah R.
Verified Enhanced Background Check
Sitter Profile Image: Hannah R.
Verified Enhanced Background Check

Hannah R.

Befriending dogs is my superpower
Chesterton, IN, 46304
0.5 mi. away
Drop-In Visits
from
$17
per visit
5 out of 5.0 stars
37 reviews
10 repeat clients
Profile image

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!

Availability updated 23 days ago
Sitter Profile Image: Carl C.
Verified Enhanced Background Check
Sitter Profile Image: Carl C.
Verified Enhanced Background Check

Carl C.

I'd love to care for your fur baby!
Chesterton, IN, 46304
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per visit
15 years of experience

About: I've raised pets (dogs and cats) for most of my adult life and would love to care for yours while you're away! With me, your precious furry family members will get the love and care they deserve, and I'll stay in frequent contact with (texts/calls/pics) you about their care. I've been away or on vacation and employed pet sitters in the past, and I know how reassuring that frequent communication is! I am retired and have no strict obligations that would keep me from sticking to any care schedule you need. Over the course of my work life, I've adapted to about every time and day schedule possible - weekends/late nights/early mornings are no problem! I have a reliable two-year old car, and am very experienced using any modern technology necessary if anything unexpected happened (Google Maps/Hailing an Uber/Anything smartphone related, etc) I understand how important it is to meet your expectations regarding the care of your animals and I will do whatever it takes, and I will treat your home with the utmost respect.

Availability updated 11 days ago
Sitter Profile Image: Madison E.
Verified Enhanced Background Check
Sitter Profile Image: Madison E.
Verified Enhanced Background Check

Madison E.

Safe, friendly, and fun pet care
Chesterton, IN, 46304
1.0 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
1 review
1 repeat client

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.

Availability updated 6 days ago
Sitter Profile Image: Jen M.
Verified Enhanced Background Check
Sitter Profile Image: Jen M.
Verified Enhanced Background Check

Jen M.

Loving Pet Care. Certified Trainer.
Portage, IN, 46368
4.9 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
21 reviews
5 repeat clients
Profile image

Jen is very thoughtful and thorough - and it’s clear she loves dogs. Our boy was in good hands while we were away!!! Would definitely recommend Jen

Availability updated 4 months ago
Sitter Profile Image: Kortney R.
Verified Enhanced Background Check
Sitter Profile Image: Kortney R.
Verified Enhanced Background Check

Kortney R.

Your dogs new BFF!
Chesterton, IN, 46304
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
34 reviews
11 repeat clients
Profile image

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

Availability updated 68 days ago
Sitter Profile Image: Shelby K.
Verified Enhanced Background Check
Sitter Profile Image: Shelby K.
Verified Enhanced Background Check

Shelby K.

Loving care for your fur baby!
Chesterton, IN, 46304
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
17 years of experience

About: I have extensive experience caring for a variety of pets, especially cats, and I bring a calm, attentive, and loving approach to every visit. From feeding and medication to playtime and companionship, I tailor each visit to meet the specific needs of every pet. As a lifelong animal lover and dedicated pet parent, I understand how important it is to maintain routines and create a stress, free environment while owners are away. Whether caring for energetic kittens, shy cats, or other small animals, I treat every pet like family. Pet care fits naturally into my daily and weekly routine because it aligns with what I already love doing, spending time with animals and making sure they feel safe, loved, and well cared for, as well as caring for my three fur babies. I plan my schedule to allow plenty of time for visits, giving each pet the attention they need without feeling rushed. Whether it’s early morning feedings, midday check-ins, or evening cuddles, I enjoy building consistent routines that keep pets comfortable and owners reassured. Caring for animals isn’t just something I do, it’s part of how I live. When caring for pets in a client’s home, I respect their space and routines, aiming to keep everything as familiar and consistent as possible for the pet. I follow detailed instructions, give updates to the owner, and make sure each visit includes essentials like feeding, playtime, and litter or potty breaks. I also keep an eye out for any changes in behavior or health. Whether in my home or theirs, I treat every pet like family, with love, patience, and dependable care.

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mary R.
Verified Background Check
Sitter Profile Image: Mary R.
Verified Background Check

Mary R.

Dogs > Cats
Chesterton, IN, 46304
1.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
2 reviews
1 repeat client

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.

Availability updated 41 days ago
Sitter Profile Image: Kyle P.
Verified Enhanced Background Check
Sitter Profile Image: Kyle P.
Verified Enhanced Background Check

Kyle P.

I’m 31,dogs are my favorite animals
Chesterton, IN, 46304
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
10 years of experience

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.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Vanessa B.
Verified Enhanced Background Check
Sitter Profile Image: Vanessa B.
Verified Enhanced Background Check

Vanessa B.

Reliable pet care dog & cat sitter
Chesterton, IN, 46304
0.4 mi. away
Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
7 reviews
Profile image

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!

Availability updated 67 days ago
Sitter Profile Image: Carol W.
Verified Enhanced Background Check
Sitter Profile Image: Carol W.
Verified Enhanced Background Check

Carol W.

Experienced care giver
Chesterton, IN, 46304
2.0 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$17
per visit
2 reviews

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.

Availability updated 27 days ago
Confirmed availability for Labor Day Weekend

Over 101 pet parents in Chesterton have booked pet sitting

Chesterton pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Stephanie was great with Duke and kept him busy and provided him plenty of time outside. Communication was great and left me feeling that Duke was in great hands!

Profile image
Chris B.
Drop-In Visits
5 out of 5.0 stars

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!

Profile image
Amber W.
Drop-In Visits
5 out of 5.0 stars

Hannah is so attentive, communicative, and truly wonderful with our two dogs. We really appreciate her punctuality and flexibility. We are very pleased with her care for our dogs when we are out of town or on the road.

Profile image
Steve W.
Drop-In Visits
5 out of 5.0 stars

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 :)

Profile image
Blake L.
Drop-In Visits
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. 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