Dog Boarding Chesterville
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Chesterville, 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.
“This was my first time leaving my dog Kaci with a sitter, and the pictures and regular updates from Chrissy were so helpful. It was a comfort to know that Kaci was in good hands.”
“This was our first time using Rover and Abbie did such an amazing job! Our dog means the world to us and she took great care of our boy! Would definitely recommend to anyone who is looking for quality care for their fur kids.”
“My dog, Kara has never been left with a sitter. She is four years old. It was really hard for me to leave her. My family wanted me to go on a vacation with them, but I told them not until I found a very good sitter who I could trust with Kara I wouldn’t go.I did a lot of research and I found Tammy to be the best fit and I was right. Kara warmed up to her right away. She sent plenty of pictures while I was on vacation which put my mind at ease. You can tell Tammy loves animal just by the way she interacts with them. My Kara was well taken care of. I will definitely use her service again.”
“Amanda and Donnie seem like nice people and their dogs are well-cared for, which leads me to be pretty confident they treat your dogs with the same care. Stuart apparently had a great time and enjoyed playing with their dogs.”
“The entire process was seamless. She had them for a week while I was traveling for work. We had great communication and she sent me updates on my fur babies on a regular basis. She took great care of my 2 special needs dogs and they seemed to enjoy their stay. I didn't have to worry about them and I will not hesitate to use her again.”
“Hayley was fantastic! Setting up a meet and greet was incredibly easy, and she was so accommodating and friendly right off the bat. She has a very calm, friendly, and grounding presence that our dog took to immediately. Everything went perfectly while we were away, and she was excellent at communicating, sending photos, and she followed all of our routines perfectly. It gave us so much peace of mind to know our Stanley was in such good hands. We would definitely book with Hayley again without hesitation!”
“Mariah and her family took excellent care of Harper during her visit. Mariah was flexible, responsive and super friendly. Mariah made sure Harper felt at home and I am appreciative Harper had the opportunity to play with her furry friends there!”
“Cori always takes excellent care of our dogs, and we really appreciate the opprtunity to leave them in the care of her and her family. Her flexibility in allowing us to pick up and drop off at night was especially helpful for our travel plans.”
“Jamie did a great job with our Boston Terriers and she kept us up to date frequently. When my ‘finicky’ dog decided not to eat one day, Jamie communicated throughout day with me, we were able to discuss his sensitivities and ways to coax him, and he ate later. I appreciate her care of our puppies.”
“I am absolutely thrilled with the care and attention my dog received while staying with Jenny. The big yard was a dream come true for my dog! But what truly made the experience stand out was the personal attention and love my dog received from her. The homemade treats were a wonderful touch, and it's clear that Jenny went above and beyond to make my dog feel welcome and comfortable! What really says it all is that my dog didn't want to leave when it was time to go home - that's the highest praise I can think of! Jenny has a clear passion for pets and a gift for providing top-notch care! Thank you!!”
About: Hi! I have taken care of a lot animals growing up. Not only have I taken care of my own animals but also for other people, this ranged my cats to horses. I believe pets are family and deserves to be treated with much love as anyone else. My top priority is to make sure your pet(s) are safe and happy. I offer overnight care, am available later in the day on weekdays, and have open availability anytime on weekends. I will try to work with your schedule. Your pets safety is my top priority and with my knowledge of taking care of pets, you will be at ease knowing your pet is safe. I can handle dogs from small to large sizes. I am more than capable of walking dogs on a leash safely. I have came across a few bad situations with pets before and can say I can safely handle the situation.
“Wonderful experience, Micheal immediately provided a calming demnor and non-threatening posture when recognizing our anxious pupper; which conveyed his experience and created an environment for dogs to warm up to him naturally. Our dogs have had the same sitters for years and have difficulty adjusting to new sitters and Micheal definitely seems to be a great fit. Highly recommend”
“This is the 3rd time Deanna and her husband Gerald have watched our dog while we went out of town. As always, they took great care of Savannah and were very accommodating with her special needs due to a leg injury. It is obvious that they love dogs. We can't recommend them enough!”
“I am careful of who to take my lil ball of energy to especially over night stay. (Her first). And I was grateful and lucky to find Sandy. If you are looking for a sitter or someone to board your dog Sandy is the go to lady. She allow you to first go and have your dog meet her dogs and she's right on the ball. She has a huge back yard for the dogs to run around and even a pool to cool off. she's a great lady and keeps you updated on your dog. Sandy thank you so much for taking care of my ball of energy. I appreciate it a lot. She definitely be back.”
“Erica went above and beyond to help keep my sweet boy comfy while I was out of town. She was very welcoming, sent daily updates and communicative. I felt very comfortable having him stay with her and would absolutely trust her to watch him again. I can’t recommend her enough!”
The median cost per night for dog boarding in Chesterville is $40
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 to book dog boarding
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 - Chesterville
Select a filter and find qualifying sitters offering dog boarding.Sitters in Chesterville average 14 repeat dog boarding clients
FAQs for Dog Boarding - Chesterville
Frequently asked questions about Rover
As of November 2026, there are 517 sitters on Rover offering Dog Boarding across Chesterville. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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 Chesterville 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 Chesterville 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 Chesterville.
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.
Yes, you can find sitters who have experience with handling special pet needs in Chesterville. On Rover:
- 91% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
You and your Chesterville 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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