Pet Sitting in Chesterton

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rebeccah C.
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Sitter Profile Image: Rebeccah C.
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1. Rebeccah C.

Rover 101
Fan of all fur-friends!
Valparaiso, IN, 46383
9.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
22 repeat clients
from
$16
per visit

Rebeccah led the way for my family to get my Maisey out and social. She is fantastic, I could not imagine putting my Maisey in anyone else’s care.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah P.
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Sitter Profile Image: Sarah P.
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2. Sarah P.

Sincere + professional care
Hobart, IN, 46342
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$20
per visit

Sarah is awesome! Very professional and you can tell she loves dogs as soon as you meet her, and her interaction with your pup. She goes above and beyond (even brought it my Amazon deliveries!), I trust her 100%, and will certainly request her anytime Asher needs a sitter :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Julie F.
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Sitter Profile Image: Julie F.
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3. Julie F.

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

Julie was great! She communicated daily with updates and pictures. She went above and beyond and brought in my packages and mail and took the trash out. She sent pictures of my girls playing and I know they enjoyed having a visitor while I was away. Highly recommend and will use her again, thank you Julie! 😫

Sitter Profile Image: Melanie C.
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Sitter Profile Image: Melanie C.
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4. Melanie C.

Only available evenings and weekend
Chesterton, IN, 46304
0.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
15 repeat clients
from
$20
per visit

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Chloee R.
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Sitter Profile Image: Chloee R.
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5. Chloee R.

A walk a day keeps the vet away!
Chesterton, IN, 46304
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$20
per visit

Chloee has a heart of gold. She absolutely adores every animal she comes in contact with. She treats them all like her own furry friend. I've never met anyone who loves all animals like she does.

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Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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6. Hannah R.

Star Sitter
Befriending dogs is my superpower
Chesterton, IN, 46304
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$17
per visit

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sharon & Mark W.
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Sitter Profile Image: Sharon & Mark W.
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7. Sharon & Mark W.

Rover 101
Star Sitter
Experienced animal caregivers
Chesterton, IN, 46304
2.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
96 reviews
42 repeat clients
from
$30
per visit

**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?!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amanda P.
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Sitter Profile Image: Amanda P.
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8. Amanda P.

Star Sitter
Committed to Caring for All Pets
Portage, IN, 46368
6.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$22
per visit

Meant to leave a review earlier, but I'm new to Rover. Amanda was great, I felt very comfortable having her check up on my cat. He didn't find my absence stressful at all.

Sitter Profile Image: Jeffery W.
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Sitter Profile Image: Jeffery W.
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9. Jeffery W.

I get paid for this?
Valparaiso, IN, 46383
9.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$15
per visit

Awesome. Jeffrey does a great job w my dog!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jen M.
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Sitter Profile Image: Jen M.
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10. Jen M.

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

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emma & Timothy H.
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Sitter Profile Image: Emma & Timothy H.
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11. Emma & Timothy H.

Pet care with love and fun!
Valparaiso, IN, 46385
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$15
per visit

Emma is one of the most caring and loving people I know. She love animals and treats them with all the love and respect in the world. She is truly an amazing person and an amazing pet mom

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Sitter Profile Image: Matt M.
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Sitter Profile Image: Matt M.
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12. Matt M.

Your dog’s 2nd home
Valparaiso, IN, 46385
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$20
per visit

About: I’ve have had dogs since I was 12. For the last decade, I've been the go-to dog sitter and trainer among my family and friends. I love working with dogs regardless of age or size. I will work with you to ensure your dog is safe and engaged during their stay. I only use positive reinforcement with my own pups and will do the same for yours. I am patient and diligent in my training. I’m currently a stay at home dog dad. Your dog will be under supervision at all times and will have plenty of opportunities to play, go on walks, go to the park, and get *all* the pets. I have two well socialized dogs of my own. A 9 year old female German shepherd named Lucy and a 7 month old male border collie named Lincoln. We have a fenced yard, doggie splash pad, and small pool. We also make frequent trips to various dog parks and will with your permission of course. Your dog will be allowed full run of the house if temperament allows but we have several kennels and dog proof rooms if they need space to unwind on their own.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jazlyn S.
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Sitter Profile Image: Jazlyn S.
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13. Jazlyn S.

Working with animals is my passion!
Valparaiso, IN, 46385
6.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$17
per visit

For the past several years Jazlyn has been walking my dog, letting him go outside, and feeding him while I’m away. I added a cat to the mix recently, she loves people, feeds the cat as well. She has offered to stay a little extra to show both animals attention when I’m gone, both are needy. She’s responsive and sends pictures and updates to let me know everyone is doing well. I highly recommend using her to watch your fur babies!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alyssa W.
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Sitter Profile Image: Alyssa W.
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14. Alyssa W.

Ready to meet your FurBaby!
Chesterton, IN, 46304
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
8 repeat clients
from
$20
per visit

Great job!

Sitter Profile Image: Mary Anne S.
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Sitter Profile Image: Mary Anne S.
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15. Mary Anne S.

Rover 101
We treat your dogs like our own!
Portage, IN, 46368
7.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
32 repeat clients
from
$30
per visit

I felt very comfortable with having Mary Anne take care of my dogs after our meet and greet. She kept me well informed and took very good care of my boys.

Sitter Profile Image: Emily H.
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Sitter Profile Image: Emily H.
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16. Emily H.

Your dog's cool aunt
Portage, IN, 46368
5.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$22
per visit

Emily did great with my dogs and I know she took excellent care of them. My babies can be a handful and she never once complained. She gives a lot of details in her communications and I really do like that. It puts me at ease knowing my babies are well taken care of

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Sitter Profile Image: Amaya S.
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Sitter Profile Image: Amaya S.
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17. Amaya S.

Animal lover
Portage, IN, 46368
6.3 mi. away
Boarding, Drop-In Visits, Dog Walking
1 review
from
$17
per visit

Amaya has to easily be one of the sweetest people I have ever known. She’s such a caring person and she always puts others before herself. Amayas grown up having animals so dogs and cats are nothing new, she knows how to take care and love them. Amaya would be such a great pet watcher/walker and I’m definitely gonna recommend her to anyone I know who would need this service.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kyle P.
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Sitter Profile Image: Kyle P.
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18. Kyle P.

I’m 29,dogs are my favorite animals
Chesterton, IN, 46304
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
10 years of experience
from
$20
per visit

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: Maria B.
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Sitter Profile Image: Maria B.
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19. Maria B.

I will love them like my own
Chesterton, IN, 46304
2.2 mi. away
Drop-In Visits, Dog Walking
1 review
from
$20
per visit

Maria is a dog lover at heart from the moment she met our dogs it was like she had been in the family for years. Maria is quick to respond and always on top of any special needs your dog might have. I wish I could afford to keep her around everyday as when Maria helps out it’s like our pets are at their own private spa day!

Sitter Profile Image: Lauren G.
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Sitter Profile Image: Lauren G.
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20. Lauren G.

I love all animals with my whole <3
Porter, IN, 46304
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$25
per visit

Lauren is great with all animals. She has a calm demeanor and genuinely cares for them in a unique way. My dogs love her! She’s the best!!

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Chesterton Pet Sitting & Drop Ins ratings

Overall Rating:
4.9 out of 5 stars

Pet sitters in Chesterton are rated on average 4.9 out of 5 stars based on 47 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Chesterton:


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Chesterton pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Chesterton, IN, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Chesterton pet sitters and avoid the kennel.

Drop-In Visits