Dog Boarding Chesterton
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 28 pet parents in Chesterton have booked dog boarding
Chesterton, Find top rated dog boarding
“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!”

“Macy’s stay with Mary was a great experience! When we arrived, Mary & Marty, her husband, were organized and well prepared. Communication was speedy & I received numerous pictures. Highly recommend Mary!”

“Meredith was just amazing. She handled my crazy dog along with her family and dogs like a champ. My pup seemed to greatly enjoy herself. Along with a happy pup, my dog came home with a few more manners. We will use her in the future for sure. 😊”


“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!”


“Nancy was very nice and provided daily updates for Sadie. Sadie looked like she felt completely at home and comfortable so I would definitely bring her back. Very happy with her stay.”

“Jordan opened her home to my Laila and treated her like she was a part of the family. I appreciate the texts and pictures letting me know she was happy and doing good. Definitely pleased, will book again!”

“Joy was fantastic, very personable and took great care of my dogs! She is flexible with meet and greets and professional during the whole process (no matter how many questions/directions I threw at her!). We will absolutely book with her again!”

“Shawne and her husband were very welcoming and ready for the dogs upon arrival. They were receptive to the dogs' routines and ready with kennels. They have outdoor space and live in a nice neighborhood. Shawne was really great at keeping us updated with texts and pictures. The boys were happy and had so much fun that they were exhausted when we got them back from all of the fun activities.”
“Angie was so patient with Charlie and I love how she kept us updated with pictures and video, I will definitely use her services again and highly recommend her for your pet”

“Bernice was an angel. Before I booked I told her that I was driving to take my daughter back to school. Then the storm and power outage came. She didn’t cancel despite what she was dealing with. That was so nice of her to think of me during that time cause I honestly didn’t have a back-up. She sent plenty of pictures and she kept me posted on how he was doing. I can tell from the photos that he was enjoying himself. I will definitely book her again.”

“Lilliana was great and accommodated our change in schedule. Communication was fantastic from start to finish. She also took care of my pet's special needs..it was truly a pleasure to have Peachy in her care.”

“Mackenzie was great! She gave me the comfort I needed to leave Fluffy with her. She sent me tons of pictures with updates that made me feel at ease. We will definitely be rebooking with her again.”

“Shania was very accommodating to my last minute requirements. She provided updates on a regular basis and took a genuine interest in Lucky's stay. I will definitely use her again!”

“What can I say about Natasha..... we absolutely loved her!!!! This was the 1st time we were away from Denim since we adopted him in May. He's so skittish around new people we were afraid to leave him anywhere. Natasha assured me he'd be in great hands and boy was she right. She spoiled him and loved on him just as we would have. She was available last minute (3hrs before on a holiday weekend) which wad so great. We met at her home and stayed for about 15-20mins until Denim felt comfortable and let her give him belly rubs. She was super patient and didn't mind me checking in on him. She even provided me some photos of him relaxing like he took over her home. I'm super thankful for all she did and would highly recommend her to anyone who needs a trusting person to care for their fur baby. I can't wait to contact her again in the future ??”
“April is the best! I bring my dog to her instead of leaving him with family because he loves her house and dogs so much. Great communication and clearly a massive dog lover.”

“You guys were excellent thank you thank you thank you for taking wonderful care of my baby. I love all of the pictures and the videos will definitely use you guys in the future.”

“Heather took great care of our girl, Ella, while we were away for a week! She sent daily updates and lots of photos. Heather was very responsive and accommodating and when our flight home was delayed!”

“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.”


“Dwight was fantastic. I have a very adorable but very playful puppy and he took great care of her. While I was on vacation he kept me updated at my request and sent pictures. Absolutely would recommend and plan to re-book Dwight in the future! Thank you again for your kindness and hospital with my furry BFF.”

The median cost per night for dog boarding in Chesterton is $45
Dog parents share their Rover experiences - Chesterton
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!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Chesterton
Select a filter and find qualifying sitters offering dog boarding.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 September 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 September 2026, there are 400 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.

