Dog Boarding Chestervale

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Chestervale, 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.

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Sitter Profile Image: Sarah & Todd M.
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Sarah & Todd M.
from
$45
per night
4.8 out of 5 stars
• 29 reviews
16 repeat clients
16 years of experience
Springfield, IL, 62712

“Was great experience for Remington, was great to be able to meet them before and have Remington check out the new place. He made couple new friends and enjoyed himself and was well cared for.”

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Laurel M.
Sitter Profile Image: Holly T.
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Holly T.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 29 reviews
15 repeat clients
20 years of experience
Decatur, IL, 62521

“Holly takes great care of my dog and is very accommodating and attentive. I appreciate her help when I need a dog sitter and you will too. Thank you”

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Weston O.
Sitter Profile Image: Pamela W.
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Pamela W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 106 reviews
38 repeat clients
20 years of experience
Springfield, IL, 62703

“This is the first time I have boarded my dogs, and the first time being away from my younger dog since rescuing him from the shelter. Pamela was so warm and welcoming, the dogs were relaxed and happy in her care. She sent me pictures and updates every day. She was extremely flexible as we navigated our return across three states to try and beat a winter storm. I could see from the way they interacted with her when I picked them up that they adored her. We will\nDefinitely use her again!”

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Peggy M.
Sitter Profile Image: Gabrielle B.
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Gabrielle B.
from
$25
per night
5.0 out of 5 stars
• 4 reviews
11 years of experience
Springfield, IL, 62712

About: Hi! Animals have always been a huge part of my life. Having raised cats and dogs since I was young, I have plenty of experience making sure pets feel safe, happy, and loved. With just over an acre of fenced-in property and grooming experience, it’s the perfect place for your pet to play or relax while you’re away! Pet care is just a natural part of my daily life. Between feeding schedules, play time in the yard, grooming, and relaxing together, caring for animals is seamlessly built into my routine. Your pet will blend right into a calm, regular day where they get all the attention, exercise, and love they need. Your pet is safe and secure with me! At Lakseside Ranch we offer experienced care along with grooming, and a fully fenced yard! Peaceful location!

Sitter Profile Image: Megan S.
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Megan S.
from
$35
per night
4.9 out of 5 stars
• 20 reviews
9 repeat clients
7 years of experience
Lincoln, IL, 62656

“She was wonderful with Radar! Had no problems, walks went well, even got pictures of his stay. She kept us up to date on how he was doing on his stay. We did not have worry one bit. We are definitely using her again for future stays for Radar. Highly recommend her!”

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Sheryl J.
Sitter Profile Image: Brittany R.
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Brittany R.
from
$30
per night
4.0 out of 5 stars
• 1 review
1 repeat client
20 years of experience
Decatur, IL, 62521

“Wrigley seemed very happy and comfortable under Brittany's care. I would definitely call on her again.”

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Sondra R.
Sitter Profile Image: Cheyenne B.
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Cheyenne B.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
3 years of experience
Atlanta, IL, 61723

“I knew the moment we met her that we had found our place! My Sam was at home the minute he walked in! Cheyenne is friendly, professional, and very thoughtful! She sent us pictures throughout the day so that we could enjoy seeing our boy have fun!”

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Joanna W.
Sitter Profile Image: Lyndee F.
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Lyndee F.
from
$50
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
8 years of experience
Springfield, IL, 62704

“Beans always seems to have a great time with Lyndee! He loves her house and gets plenty of love. I have peace of mind leaving him with her when we go away!”

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Molly M.
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The median cost per night for dog boarding in Chestervale is $35

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. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Chestervale

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Chestervale average 9
repeat dog boarding clients

FAQs for Dog Boarding - Chestervale

Frequently asked questions about Rover

As of November 2026, there are 56 sitters on Rover offering Dog Boarding across Chestervale. 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.

94% of sitters in Chestervale 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 Chestervale 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 Chestervale.

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 Chestervale. On Rover:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% 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 Chestervale 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 IL 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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