House Sitting in Chesterton

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Mary S.
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Sitter Profile Image: Mary S.
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1.

Mary S.

Dog lovers here to help!
Michigan City, IN, 46360
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
169 reviews
59 repeat clients
from
$50
per night

Mary was AMAZING!! She sent us a bunch of pictures of my service dog when we were in Hawaii for our daughter's wedding (the state wouldn't allow her entry). Nuela was in love with Mary by the time we got home! Will Definitely use her in the future if she's available.

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Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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2.

Hannah R.

Befriending dogs is my superpower
Chesterton, IN, 46304
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
3 repeat clients
from
$50
per night

Hannah was great with our 2 pups and kitty. Due to unforeseen circumstances, we contacted Hannah just days before our trip and she saved the holiday week! Initially only intending to have in-home visits, we ended up with her staying in our home, which was a first for us! From the initial meet and greet, right up to an a couple of hours of returning from our 5 day trip, she kept in touch and was very friendly and informative! She was respectful of our home and pets and took great care of both pets and home! Our youngest pet is 8 so they’re older and require additional outdoor breaks and being able to have her here and keep them in their environment made a huge impact for our family! Upon returning, we found our fur babies content and relaxed and super happy to see us! In past experiences, this was not the case. She was exactly the perfect person for the job!

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<3
Valparaiso, IN, 46385
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
10 repeat clients
from
$35
per night

This was the first time Julie sat with my senior dogs (12y/11.5y old). I appreciate that she immediately informed me that she was delayed (start time was scheduled 12pm) and asked if my senior dogs would be ok alone for a few hours or if she needed to stop by early. That action gave me great confidence and comfort knowing that she truly cares about her clients (human & fur). As my puppies are senior, they don't do much other than nap, for that reason, I didn't receive nor expect many pictures. I will absolutely be booking her for future sitting.

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Sitter Profile Image: Heather J.
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Sitter Profile Image: Heather J.
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4.

Heather J.

Work from home pet lover!
Highland, IN, 46322
House Sitting, Drop-In Visits
5.0
8 reviews
2 repeat clients
from
$45
per night

Perfect!

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Sitter Profile Image: Eleyna R.
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Sitter Profile Image: Eleyna R.
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5.

Eleyna R.

love them like my own
Chesterton, IN, 46304
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$42
per night

I cannot begin to express the gratitude of finding this gem! Eleyna was a blessing for us and her care for our fur babies. We will definitely be using her again. She was so kind to send us check-ins with photos and video. Her care and attentiveness to Luna (our 9yr) & Simba our rambunctious puppy was amazing and by far a great experience. I would recommend her and at the same time I don’t want to bc I want to hog her for myself selfishly ???. Thank you again Eleyna for everything. ❤️??‍?? The Clouds

Sitter Profile Image: Lexi L.
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Sitter Profile Image: Lexi L.
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6.

Lexi L.

Always bringing home a new animal:)
Chesterton, IN, 46304
House Sitting, Drop-In Visits
5.0
1 review
from
$60
per night

Lexi did a wonderful job watching our dogs! She was very nice, quick to respond, and sent plenty of photos of our dogs while she was spending time with them (I could tell they enjoyed her company as well). She was very tidy and left our home just as we left it. Would absolutely recommend her to anyone who needs a sitter!

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Sitter Profile Image: Amy B.
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Sitter Profile Image: Amy B.
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7.

Amy B.

I can take your dog on runs!
Chesterton, IN, 46304
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$45
per night

Amy is a loving and caring person who enjoys spending time with her family pet as well as other dogs. Dogs respond to her gentle care and are compelled to be on their best behavior with her because they love being with her! Amy is responsible and punctual, being sure to give the time and mindfulness necessary to care well for the dogs in her care. You won’t be disappointed with Amy!

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Sitter Profile Image: Ema M.
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Sitter Profile Image: Ema M.
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8.

Ema M.

A happy animal loving person here ❤
Valparaiso, IN, 46385
House Sitting, Drop-In Visits, Dog Walking
3 years of experience
from
$30
per night

About: I use to work on a farm so I would handle any type from cats to chickens to horses. I was always raise around cats and dogs and with that love that I have I am planning to be a vet in the future. Pet care fits perfectly. The only thing would be that I go to college and go only 2 days a week and would be at school for about 4 hours. If you schedule me with in the days I go to school I will let you know. Well how I care for my pets is that I feed my dog in the morning. Then 30mins to a hour will take him outside and play and do his workouts of the basic heel, come, stay, wait, etc.

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Sitter Profile Image: Claudia A.
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Sitter Profile Image: Claudia A.
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9.

Claudia A.

Rover 101
I love people, but I love dogs more
Valparaiso, IN, 46385
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
48 reviews
6 repeat clients
from
$45
per night

Claudia was awesome!! She communicated with us and sent pictures. She was so sweet and the animals loved her. She was punctual and took great care of the house and animals. Can’t wait to use her again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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10.

Michelle G.

Experienced Chihuahua Mom for hire
Valparaiso, IN, 46383
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
7 reviews
from
$99
per night

Michelle watched my two chihuahuas, one of which is geriatric and requires medication. Cindy, my old girl, isn’t as nice as she was when she was younger and Michelle didn’t think twice about taking her. Michelle did fantastic job and sent me pictures of them both the entire time. I felt very nervous leaving my dogs with a “stranger” but I was put at ease by Michelle and will absolutely leave my dogs with her again.

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Sitter Profile Image: Rebeccah C.
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Sitter Profile Image: Rebeccah C.
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11.

Rebeccah C.

Fan of all fur-friends!
Valparaiso, IN, 46383
House Sitting, Drop-In Visits, Dog Walking
5.0
22 reviews
11 repeat clients
from
$25
per night

Rebeccah did everything we asked and more! She was very friendly and sent us lots of pictures and updates. We knew our kittens were definitely well cared for and they she really likes cats 😀

Sitter Profile Image: Mariola G.
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Sitter Profile Image: Mariola G.
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12.

Mariola G.

Any pet any time any where
Westville, IN, 46391
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$94
per night

About: I’ve had animals around me all my life. I’ve always enjoyed working with them whether they were distressed or calm. I have worked with dogs and cats most of my life but I’ve also worked with a variety of animals so I’m very well rounded with animals. I’m currently working part time but my schedule is generally very flexible and I can make it all fit. Just need to know about 48 hours before. Most of the time I’ll be able to do last minute calls. I like when my pets have their own section of the home where they have their food and if it’s a cat a litter box. All their toys generally in the same spot unless we’re using it. Generally clean and organized.

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Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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13.

Emily R.

providing loving care for your pets
Valparaiso, IN, 46383
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
9 reviews
2 repeat clients
from
$50
per night

Emily is fantastic! She’s sweet, understanding, patient, and hardworking. Our dogs can be a handful and she gladly took them on and managed them very well. We will be using her again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Mack B.
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Sitter Profile Image: Mack B.
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14.

Mack B.

Love and affection for all sizes
Westville, IN, 46391
House Sitting, Drop-In Visits, Dog Walking
6 years of experience
from
$25
per night

About: I have owned dogs all my life and my fur friend is currently 13 and has been the best of boys. I love them all the same even if they are a little naughty at times. Also I have trained and assisted with training all my fur babies. I currently work part time but have been dog sitting and pet sitting full time for the past 6 years. It is truly something I enjoy doing. I care to their needs if that means walking or feeding on a set schedule. I prefer to do what is best for the pet and family that is interested in my services.

Sitter Profile Image: Erica Lee O.
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Sitter Profile Image: Erica Lee O.
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15.

Erica Lee O.

Lover of ALL Fur Babies🥰
Valparaiso, IN, 46383
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$38
per night

Erica is my go-to pet sitter! She is trustworthy and dependable when I leave my animals with her. She had experience with both dogs and cats and I’ve used her pet sitting services many times! My pets live Erica and are happy to have her with them for those long weekends or vacations! I would recommend her to anyone!

Sitter Profile Image: Ashley C.
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Sitter Profile Image: Ashley C.
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16.

Ashley C.

I love all animals!!
Lake station, IN, 46405
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
12 years of experience
from
$40
per night

About: I have been taking care of all kinds of pets for years. From friends animals to neighbors, family members. Dogs of all ages and sizes, going for walks, giving medicine, baths, fetch. Whatever you would normally do with and for your animal I'm more then happy to do also! I work midnights so I'm home all day long and off weekends and holidays. When I work my husband is home for the animals care! I have a decent fenced in yard and 1 dog of my own that is friendly so your dogs will always have another animal to play with. My dog is crate trained.

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Sitter Profile Image: Ricardo V.
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Sitter Profile Image: Ricardo V.
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17.

Ricardo V.

Expirenced pet owner
Portage, IN, 46368
Boarding, House Sitting, Doggy Day Care, Dog Walking
10 years of experience
from
$30
per night

About: I have over a decade of experience helping train, and care for dogs of many breeds and sizes. I own a large home that is already set up to care for dogs and a large enclosed yard. I mostly have Fridays Saturdays and Monday evenings available. I work Saturday and Monday ov3r night shifts and will be home by 8am that's why Monday evenings are available. I have a large spacious home that's very dog proof with covered furniture to prevent damage to the furniture or any possible injuries to pets. I have a large enclosed yard that is filled with grass and planets of space for play.

Sitter Profile Image: Dru W.
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Sitter Profile Image: Dru W.
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18.

Dru W.

fellow animal lover ❤️
Wheeler, IN, 46393
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$40
per night

Dru was awesome! She took wonderful care of our pets and I will definitely use her again!! Thanks!

Sitter Profile Image: Kelli S.
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Sitter Profile Image: Kelli S.
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19.

Kelli S.

Fur mom of 2 cats and 2 dogs 🤍
Chesterton, IN, 46304
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
15 years of experience
from
$60
per night

About: My husband and I have had two cats for the last 11 years and just recently added two dogs to the mix now that our own children are older. We love being active with our pups and walk them every day, have playtime and mental stimulation as well. Over the years I have helped many friends and family members with their fur babies while they were away. I work part-time so I have a lot of free time to help with your pup or cat. When I’m not working I’m hanging out with my pups, crafting or hiking. I’m happy to walk your pup as needed, drop in for feedings, potty breaks, playtime or medication needs. I love animals and am really patient!

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Sitter Profile Image: Kassia W.
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Sitter Profile Image: Kassia W.
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20.

Kassia W.

Dogs bring sunshine to my day!
Valparaiso, IN, 46385
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
33 reviews
9 repeat clients
from
$50
per night

Kassia was great! She was available pretty last minute (huge procrastinator here). I didn’t want to board my dogs as they are rescues and I didn’t want them to feel abandoned. Kassia was available to make frequent trips to my house (one of my doggos has a tiny bladder) for an extended weekend. She was quick to respond and she was able to visit the day after first communicating to meet my dogs. She texted me pics of my boys while I was away to let me know they were okay. I left a lot of notes on medicine and vitamins they take and she left notes back to let me know what she gave them and when. I highly recommend her.

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Chesterton House Sitting ratings

Overall Rating:

House sitters in Chesterton are rated on average 4.8 out of 5 stars based on 25 reviews.


Rover.com is the simple, savvy way to find and book Chesterton house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Chesterton on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Chesterton house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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