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

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.

“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.”


“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!”

“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”

“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.”

“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!”

“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!”

“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.”

“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!!🙂👍”

“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”

“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!”

“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.”

“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!!”
“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.”

“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 🙂”

“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.”

“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.”

“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!”

“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.”
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 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.


