Dog Boarding Chesterton
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 31 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.
“Ellie loved visiting with Catherine again. With Catherine I know she's is taken care of and will use her for our next trip. Communication is always great and shr sends lots of pictures.”
“My dog has horrible separation anxiety so I dread trips away from home. Using the warm and cozy home of Janis and Devin was the perfect solution. I received multiple pictures every day. I could tell my dog was happy and feeling a part of the family. When I picked him up he was not crazed and inconsolable. He also has not been extra anxious at home as he usually gets. I will use Janis and Devin again and again. I have the highest esteem and praise for their business. I HIGHLY recommend!”
“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!”
“Jordan recently watched our 2 dogs for the first time and we will definitely be using her boarding services again. She was a great communicator, flexible with scheduling and the dogs seemed to have a great time. Highly recommend!”
“Nancy was great! Had our flight changed and Nancy was more than willing to take our dog a day early. Got regular updates with messages and pictures of how things were going. Put us at ease that everything was going well and let us enjoy our vacation.”
“This was Bonita's third trip to Mary's. On the latest visit, Bonita immediately ran and sat on Mary's son, Gary's, lap and gave me a look "Im fine, goodbye". So I left. Mary sent me daily reports via pictures and/or videos. Bonita seemed happy and relaxed. When I came to pick her up, she was happy to see me, but did look back at Mary's family and seemed to say "thank you". Mary is sweet, friendly, and always smiling.”
“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. 😊”
About: I’ve been surrounded by animals my entire life, and dogs have always had a special place in my heart! Growing up, my family had dogs, horses, goats, chickens, cats, birds, fish—you name it. Caring for animals has always been second nature to me, and over the years I’ve become the go-to pet sitter for friends and family whenever they go on vacation. I understand that every dog is unique, whether they’re full of energy and love long walks or prefer cuddles and a relaxing day at home. My goal is to make your pup feel safe, loved, and comfortable while you’re away by keeping their routine as normal as possible. You can expect plenty of playtime, belly rubs, potty breaks, and lots of love and attention. I treat every dog as if they were my own and will keep you updated so you can enjoy your time away with peace of mind, knowing your furry family member is in good hands! I currently work full-time from 8:00 AM to 4:30 PM and have an hour commute each way. Because of this, I offer boarding for pets who are comfortable being alone for an extended period during the workday. I am fully available on weekends and can dedicate plenty of time to your furry family members! I also offer evening dog walks and drop-in visits after work. Please feel free to reach out if you have any questions about my schedule or your pet’s specific needs—I’m happy to accommodate whenever possible! Your pet will be welcomed into a safe, loving home away from home! I live in a top-floor apartment with carpeted stairs and plenty of windows, perfect for curious pups who love to look outside and watch the world go by. There’s also a private dog park directly across the street from my complex, giving your dog a great place to play and burn off some energy. My neighborhood is quiet and pet-friendly, making it ideal for long walks and plenty of sniffing adventures. I make sure every pet gets lots of attention, playtime, potty breaks, and, of course, treats (with owner approval!). My goal is to make your pet feel comfortable, loved, and cared for while you’re away, treating them like part of my own family.
“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”
“Shawne was great! She took care of our Winston for us over a long weekend and tolerated the fact he didn't like her kitties so much! He was a bit anxious at her house the first night, and she changed his surroundings and got him settled down for the 2nd night. I appreciate her watching our anxious boy!”
“Jess was great! Very responsive with clear communication. Lucy was spoiled rotten with snuggles and outside time. Jess sent tons of pictures and kept us updated with how Lucy was getting along with her friends. She even dropped her off at our house at the end of the puppy slumber party. Highly highly recommend!”
“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.”
“She so sweet. Really take care of my baby, and spent time for him. She always updated his status to me. I love her service and definitely will be back nxt time.”
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.
“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!!”
“April was great! From one sitter to another I appreciated her experience, professionalism and care. My dogs had a great time with her, and I had peace of mind knowing my mischievous beagles were in good hands!”
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.
“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.”
“Shanie's dog boarding for my puppy for 2 weeks deserves the highest rating --she sent little reports and photos and videos at least 2x/day which I loved and my puppy loved her home, expansive outdoor area, and all the toys and treats. It was hard for me to leave my puppy but Shanie made it easier and when we need another dog boarder I hope we get Ms. Shanie!!”
“Very thankful for Michelle. She watched Louie over the holiday and was very flexible when our schedule kept changing. Louie had a great time during his stay. I would definitely recommend!”
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Chesterton sitters!Sitters in Chesterton average 12 repeat dog boarding clients
FAQs for Dog Boarding - Chesterton
Frequently asked questions about Rover
The average cost for Dog Boarding in Chesterton on Rover is $44.4 per night (as of July 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 July 2026, there are 418 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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