Dog Boarding Chesterton

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Over 28
pet parents in Chesterton have booked dog boarding

Chesterton, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Catherine J.
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Catherine J.
Star Sitter
from
$35
per night
4.9 out of 5 stars
• 68 reviews
21 repeat clients
60 years of experience
Valparaiso, IN, 46385

“Catherine was amazing and gave me a peace of mind sitting Dilly! She is very warm and loving, and kept us informed the entire stay with plenty of pictures! Dilly was happy and energetic at pick up and felt at home with Catherine! We will definitely have Dilly stay with Catherine again!”

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Candice M.
Sitter Profile Image: Jordan C.
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Jordan C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 320 reviews
130 repeat clients
12 years of experience
Portage, IN, 46368

“Jordan was so awesome! My dog felt so comfortable with her and she was treated so well. I will definitely be using her services again. Thank you!!”

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Shechinatzin G.
Sitter Profile Image: Carmelle Joy H.
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Carmelle Joy H.
Star Sitter
from
$30
per night
4.9 out of 5 stars
• 114 reviews
56 repeat clients
8 years of experience
GRIFFITH, IN, 46319

“Joy and Dan are great! Within minutes of dropping Tabi off I received pictures. What a wonderful family. They will always be my go-to because of all the love and attention Tabi received while staying there. Thanks again!”

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Gina C.
Sitter Profile Image: Giannina G.
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Giannina G.
from
$30
per night
4.9 out of 5 stars
• 92 reviews
40 repeat clients
5 years of experience
Miller Beach, IN, 46403

“5-star stay for the Pups, Giannina is so kind and warm. Her home has an excellent set-up to host, including a large fenced in yard. She is an communication pro and we could not have been happier with her frequent updates. Our dogs were well cared for, and we could tell they had a great time with Giannina. Two thumbs up as high as they go!”

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Jake G.
Sitter Profile Image: Francis G.
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Francis G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 26 reviews
11 repeat clients
8 years of experience
La Porte, IN, 46350

“Francis was very accommodating, he let us drop off Maggie earlier than agreed on. She seemed to have enjoyed staying with him. He gave us a key chain he had made with our dogs name on as we picked her up. That was very nice.”

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Eva B.
Sitter Profile Image: Monica & Joseph L.
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Monica & Joseph L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 104 reviews
42 repeat clients
26 years of experience
Cedar Lake, IN, 46303

“Monica was great with our pup while we were on vacation. I’m so grateful she was in good hands, I would highly recommend Monica if you’re looking for a dog sitter!”

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Tiffany F.
Sitter Profile Image: Angelique V.
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Angelique V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
5 years of experience
Westville, IN, 46391

“Angelique was wonderful to our little meatloaf while we were out of the country. She sent us many photos and kept us updated on anything new. We will definitely go with Angelique if we need a dog sitter in the future.”

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Amanda D.
Sitter Profile Image: Jesus D.
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Jesus D.
from
$35
per night
5.0 out of 5 stars
• 162 reviews
70 repeat clients
12 years of experience
Lansing, IL, 60438

“I HATE TO TELL THIS TO YOU ....YOU DO NOT HAVE ENOUGH STARS TO USE FOR RATING WHEN IT COMES TO JESUS D. THIS MAN IS THE BEST OF THE BEST. WE ARE SO PLEASED WITH HIS CARE OF OUR LITTLE BUDDY LUKA. WILL DEFINITELY BE GIVING HIS INFO TO ANYONE IN NEED OF A SITTER, BOARDER. HE SENT VIDEOS AND STILL PHOTOS AND REGULAR UPDATES TO US. F A B U L O U S!!!!!!!!”

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gloria j.
Sitter Profile Image: Clay P.
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Clay P.
from
$31
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Beverly Shores, IN, 46301

About: I've grown up living with dogs and have been the primary trainer for my family's dogs. I do pretty well working with new pets and can handle full size dogs. I'm an engineer who gets home from work around 4 or 5PM. My weekends are empty 3/4 weekends a month. I can do overnights on Sunday and during the work week if your dog is used to being alone 9-5. I have a small yard, and live next to the beach. I typically walk my dog to the beach 2-3 times a day on the weekend and she swims often. I usually use a harness to walk dogs, never leave them unattended outside since I have no fence. Make sure they have food twice a day and water always full.

Sitter Profile Image: Jasmine P.
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Jasmine P.
from
$30
per night
2 years of experience
Valparaiso, IN, 46383

About: I have Had dogs all my life and also cared for them since 14 years old ❤️ Fur babies are the best they are amazing I am home now every morning and Night and afternoon which helps with daily walks and feedings . I also Find time for cuddles !!! I provide Care , As far as feeding , holding , tummy time , sleeping , and walking also letting out for bathroom needs .

Sitter Profile Image: Sonya M.
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Sonya M.
from
$45
per night
5.0 out of 5 stars
• 25 reviews
7 repeat clients
6 years of experience
Valparaiso, IN, 46385

“Once again we had trip out of the country. As we have other times in past, we relied on Sonya and her family to take care of McCarty (a 80 lbs golden doodle). Once again, Sonya kept us updated with photos, most important to our 2 year old daughter who looked for assurance that her best bud was well. I highly recommend Sonya to take great care of your best bud!”

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Joseph C.
Sitter Profile Image: Angela H.
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Angela H.
Star Sitter
from
$30
per night
4.9 out of 5 stars
• 49 reviews
16 repeat clients
30 years of experience
Hobart, IN, 46342

“What an amazing experience! I always get so nervous having to leave our girls to travel, but Angela was wonderful. She kept them busy, gave them lots of love and sent me TONS of updates and pictures every day of our trip! Right now they are both tuckered out in dreamland because they had such a great time! Thanks again Angela!!”

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Megan F.
Sitter Profile Image: Erin M.
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Erin M.
from
$70
per night
4.9 out of 5 stars
• 27 reviews
7 repeat clients
35 years of experience
Valparaiso, IN, 46383

“My dog had a great time with Erin and Eric. He got the luxury treatment, getting to go to the dog park every day! He was exhausted when we brought him home, which was awesome- a tired dog is a happy dog. Thanks so much for taking care of our fur baby!”

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Emily H.
Sitter Profile Image: Tonisa J.
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Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 82 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

“Tonisa thanks for caring for my furbaby we have been using you for a while now and my dog loves you and so do our family your a pure blessing.”

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Theresa P.
Sitter Profile Image: Shani M.
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Shani M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 17 reviews
10 repeat clients
15 years of experience
Roseland, Chicago, IL, 60628

“Shani responded quickly to take a last minute long term booking. She was very communicative & hands on with Malcolm. Felt very comfortable leaving my baby while out of the country.”

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Anthonisha C.
Sitter Profile Image: Kelly P.
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Kelly P.
from
$29
per night
10 years of experience
Portage, IN, 46368

About: I've been taking care of dogs & cats my entire life. I have experience as a vet assistant. Animals are my passion and not only do I love providing a loving home for my animals but I also know how hard it is to balance work and life in general when you have pets so I want to be able to care and help you with your fur babies as well! I'm currently only working part time so I have a lot of free time to care for your fur babies ! My schedule is pretty open so on my days off I can take last minute requests . I also enjoy being outdoors even if it's just sitting in the backyard with the dogs I have a fenced in yard with a loving yellow Labrador ! Your pup will have fun and will stay safe with plenty of exercise! I do not go on walks without a leash or without your consent.

Sitter Profile Image: Arianna S.
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Arianna S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
18 years of experience
Munster, IN, 46321

“We left our dog for 2 nights and 3 days, and everything was fantastic! Arianna sent great photo updates and treated our dog like family. Picked up a happy, relaxed pup. Highly recommend!! Thank you, Arianna, for doing a fantastic job🔥🔥🔥💪🏼💪🏼💪🏼”

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Santos N.
Sitter Profile Image: Stacy M.
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Stacy M.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
25 years of experience
Crete, IL, 60417

“Stacy is great! Our little 3 pound Yorkie had a great time and we felt very safe, leaving her in Stacy’s capable hands in her loving home..”

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Sheila R.
Sitter Profile Image: Sandra V.
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Sandra V.
from
$52
per night
4.6 out of 5 stars
• 7 reviews
3 repeat clients
18 years of experience
Calumet City, IL, 60409

“Great service!!! The best boarder yet!!! My dog was had a great time!. I will be using her service again.”

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Terry Y.
Sitter Profile Image: Jade G.
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Jade G.
from
$50
per night
15 years of experience
Hammond, IN, 46324

About: I grew up around cats and dogs. I’ve had two rescue dogs so far, and I have prior shelter experience. Special skills: training young pets, separation anxiety, oral/topical medication, senior care I work remotely so pups would be at home with someone at all times and would have access to frequent potty breaks and play time. I have a fenced yard and one other dog who is very gentle and sweet so she would keep them company and go on walks with them!

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The median cost per night for dog boarding in Chesterton is $45

Dog parents share their Rover experiences - Chesterton

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5.0 out of 5 stars

Willow and Kevin were amazing! They made drop off and pick up with Teddy a breeze. He was spoiled and well taken care of while we were away! I loved getting photo updates and messages! This was my first time using rover and a last minute booking. Willow was so gracious taking Teddy into her home with Jules and Duke! It eased my mind to know he was getting so much love and attention! I would definitely recommend Willow and would book again! She is so sweet and was so attentive to Teddy's needs. He even got a parting gift complete with a beautiful bow and treats! Thank you Willow and Kevin!

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Amanda M.
Boarding
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How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

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Popular requests for dog boarding - Chesterton

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Sitters in Chesterton average 13
repeat dog boarding clients

FAQs for Dog Boarding - Chesterton

Frequently asked questions about Rover

The average cost of Dog Boarding in Chesterton on Rover is $44 per night as of October 2026. Most bookings cost between $29 and $53 per night. 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 October 2026, there are 390 sitters on Rover offering Dog Boarding across Chesterton. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Chesterton can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chesterton home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Chesterton.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Chesterton sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in IN ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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