Dog Boarding Chesterton

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Over 32
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.

1 / 1
Sitter Profile Image: Nancy & Mark N.
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Nancy & Mark N.
Star Sitter
from
$45
per night
5.0 out of 5 stars
187 reviews
76 repeat clients
25 years of experience
Valpairso, IN, 46385

We were very anxious boarding the pup for the first time. We did a meet and greet, then a test daycare day - both of those went very well, then we went ahead with the week of boarding. We appreciated the daily updates and pictures. Nancy and Mark took great care of her. The next time we need to her to be taken care of while we are gone, we will definitely be working with Nancy and Mark.

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

This is my first time using Rover or any pet service. We met Cathy with my dog Jenni ahead of her stay-over which made it a familiar experience when she went for boarding. Cathy is very caring and great with animals and I have already scheduled another stay for my dog with her for a work trip. Thank you!

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

First time using Rover and I couldn’t be more happy with the entire experience. Jordan is absolutely amazing! If you are looking for a fun, safe place for your pups and peace of mind, I highly recommend putting your trust in Jordan. She shared updated throughout the stay and both my dogs were very well taken care of and

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Kristina B.
Sitter Profile Image: Meredith M.
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Meredith M.
Star Sitter
from
$48
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
35 years of experience
Valparaiso, IN, 46383

Meredith did a great job with my two girls! I was a little concerned at first, not sure if she could handle my 10 month old German Shepherd, Jream, but overall, she did very well even without having a fenced yard. My girls still got a full hour of playtime in a nearby fenced area where they were able to run and play ball freely. Meredith followed all my instructions, and I would definitely use her again.

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Alvia G.
Sitter Profile Image: Janis & Devin R.
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Janis & Devin R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
61 reviews
32 repeat clients
45 years of experience
MICHIGAN CITY, IN, 46360

This was our first time using Rover for one of our dogs so I was a little nervous. Janis sent pictures of our dog every day while we were gone. I felt very comfortable leaving Remy in her care. Our pup seemed happy and well taken care of. I would definitely recommend her to someone and will be reaching out again if we ever need a sitter. Thanks, Janis!

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Rachel P.
Sitter Profile Image: Mary S.
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Mary S.
Star Sitter
from
$40
per night
4.9 out of 5 stars
241 reviews
81 repeat clients
20 years of experience
Michigan City, IN, 46360

Mary and her husband Marty were absolutely amazing! So friendly and accommodating. You can tell how much they truly care - well definitely be using them for future stays!

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

We are so happy we found Giannina! She took such good care of our baby. She sent us photos and updates while we were on vacation, which made us feel so much better, since this was the first time we've left our little one in someone else's care. We will definitely use her service in the future. Giannina comes highly recommended.

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Natalie C.
Sitter Profile Image: MacKenzie T.
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MacKenzie T.
from
$55
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
15 years of experience
Burns Harbor, IN, 46304

She was awesome!! Took great care of our doggy, she even picked him up... it was a long term stay, he seems happy, we definitely recommend Mackenzie and will be using her services in the future!!🙂👍

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Om V.
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
108 reviews
55 repeat clients
8 years of experience
GRIFFITH, IN, 46319

What a great experience! Wrigley felt right at home, he loved playing with Dan and Joys kids. I received daily updates and pictures. I would give Wrigley’s stay and the friendly atmosphere a 5++. Thank you for treating Wrigley as family. Cathy Gonzalez

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Cathy G.
Sitter Profile Image: Judy R.
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Judy R.
from
$45
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
25 years of experience
Valparaiso, IN, 46385

Bob & Judy were so kind and loving to our baby boy Duncan, he is pretty attached to us, but he did so well with them. She spoiled him so much I was not sure he was going to come back home with us! LOL Thank you both so much!

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Kim D.
Sitter Profile Image: Bernice S.
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Bernice S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
117 reviews
32 repeat clients
50 years of experience
Merrillville, IN, 46410

I was so apprehensive about leaving my Nori with anyone, but to my surprise after leaving him with Bernice she quickly me down by sending me pics of Nori, throughout the day. Nori seemed so happy, and it made me feel at peace.

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roz b.
Sitter Profile Image: Monika H.
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Monika H.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
13 years of experience
Crown Point, IN, 46307

monika was great with our Mia! she came home very happy. i got daily updates also with pictures.

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Pamela N.
Sitter Profile Image: Madelyn O.
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Madelyn O.
from
$40
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
10 years of experience
Chesterton, IN, 46304

My little Delilah felt right at home when we had our Meet and Greet. I had no concerns about leaving her with Madelyn after that. She was still excited to see me when I picked her up, but not so excited that I worried she wanted to leave and had a bad time. I have no doubts that Delilah was well cared for while I was away!!

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Sarah W.
Sitter Profile Image: Angelique V.
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Angelique V.
from
$55
per night
5.0 out of 5 stars
7 reviews
1 repeat client
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: Amia Mona & Joshua P.
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Amia Mona & Joshua P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
7 repeat clients
14 years of experience
Lansing, IL, 60438

Amia,Joshua and family have been nothing but great to my baby Barry. He loves spending time over there, I definitely recommend them. They are the best fit for your fur baby 🙂

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Juanita T.
Sitter Profile Image: Najah L.
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Najah L.
from
$35
per night
5.0 out of 5 stars
32 reviews
11 repeat clients
10 years of experience
Merrillville, IN, 46410

Najah was so great with Kash. So much so, he didn't act like he wanted to leave her. She kept me updated on his behavior and how ge was doing the entire time with texts & photos. I will definitely be boarding with Najah again.

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Leketia T.
Sitter Profile Image: Jesseeka & John G.
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Jesseeka & John G.
from
$50
per night
4.9 out of 5 stars
82 reviews
17 repeat clients
15 years of experience
Merrillville, IN, 46410

This was my first time using Rover and I'm glad I found Jesseeka. She was very responsive and sent us photos and updates. When we picked up Bella, she was super excited and I can tell she loved Jesseeka. I will definitely use Jesseeka's services again. Thank you so much.

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Sherisse R.
Sitter Profile Image: Natasha N.
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Natasha N.
from
$44
per night
4.6 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Michigan City, IN, 46360

Natasha was great with my dog. He can be nervous with people he doesn’t know, so Natasha was very patient and sweet with him. She sent lots of pictures and videos which really put my mind at ease. Would definitely book with Natasha again!

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Kathleen V.
Sitter Profile Image: Shawne S.
Verified Background Check
Shawne S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
90 reviews
33 repeat clients
20 years of experience
Michigan City, IN, 46360

Shawne was so great with our girl! We were nervous about leaving her for the first time, but she got lots of walks and attention from Shawne.

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Erica S.
Sitter Profile Image: Sharon B.
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Sharon B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
21 reviews
2 repeat clients
20 years of experience
Homewood, IL, 60430

This was my first time using Sharon and all went well. She sent photos and videos of Lily and took Lily on frequent walks. She was quick to respond to my texts. I really appreciate Sharon’s responsible and professional nature. And when I picked up Lily at the end of her stay, Sharon gifted her a bag of treats and toys and a thank you note! I will definitely use Sharon again.

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

Dog parents share their Rover experiences - Chesterton

1 / 1
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
5.0 out of 5 stars

Madison provided excellent care for our dog while we were gone. Good updates with pictures! Even did a grooming session so I didn have to take her which was a huge help! Highly recommend!

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Mary C.
Boarding
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Popular requests for dog boarding - Chesterton

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Sitters in Chesterton average 12
repeat dog boarding clients

FAQs for Boarding - Chesterton

Frequently asked questions about Rover

The average cost for Dog Boarding in Chesterton on Rover is $44.4 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 403 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

98% of Chesterton sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Chesterton landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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

Tip: 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 Rover Guarantee , 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 Rover's Trust & Safety page .

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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