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

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Top rated Chesterton dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jordan was very accommodating. We ran into several obstacles coming home from our trip and were late picking up our dog. Jordan was very understanding and we are thankful for her patience. Our dog warmed up to her family, and got along with everyone there. We're hoping to use Jordan again within the next few weeks for our vacation. :)”


“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!”

“Joy and Dan are great! Within minutes of dropping Tabi off I received pictures. What a wonderful family. They will always be my go-to because of all the love and attention Tabi received while staying there. Thanks 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!”

“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!!”

“This App and the service Giannina provided for Mason was amazing. I can tell he felt like he had a second home in her care. We will definitely be using her boarding again. Ruff Ruff Mason approves”


“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.”
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.
“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.”

“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.”

“Mary did such a great job taking care of my pup for the weekend. She sent a very thorough questionnaire to make sure she knew everything important about caring for him. Would recommend!”


“We are so happy to have found Nancy and Mark. Our dog has stayed with them for 2 extended visits and has been well cared for. Our dog is quite anxious and not a good walker so having a small fenced in area to let her out is great. Nancy is very communicative during the stay and sends photo updates. We will continue to use for sure!”

“Cassidy and her family took really great care of Belle. I was so nervous because I have never used rover before. Cassidy took the time to check in and send little updates about Belle and pictures. It eased my mind a whole lot and I was able to enjoy my getaway knowing my dog was in great hands. I will definitely be using her services again.”

“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!!🙂👍”

“Monica and Joseph are absolutely wonderful— they treat my toy poodle, Dash, like family. I always have complete peace of mind knowing he’s in their care. They send daily updates and photos, which I truly appreciate. I can’t recommend them enough—don’t hesitate to book with them! 🐾✨”

“Jess is amazing lady came home all worn out from all the fun she had ! She’s very accommodating she checks in with pictures and updates throughout the stay ! I can tell she really loves what she do…. I will be booking with her again 😊 Thanks again ☺️”

“Thank you Bernice for being so sweet to my little Peach! It was a really enjoyable experience from start to finish. Bernice communicated well and helped ease the transition to her care. We were able to book, meet up, and confirm the boarding within the week. I knew it was a good sign, when Peach started alerting us as we pulled up to Bernice's home. Peach seemed pretty excited to be back. During Peach's stay Bernice sent great pics. It was apparent that Peach had a great time in Bernice's big back yard and made good friends with Bernice's dog. I really appreciate the time and patience! Thank you again.”

“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.”

“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 🙂”

“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!!”
Over 173 pet parents in Chesterton have booked dog boarding
Chesterton dog parents share their Rover experiences
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!

Popular requests near you
Select a filter and find qualifying Chesterton sitters!How Rover works

1. Search
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2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per night for dog boarding in Chesterton is $43
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Chesterton average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Chesterton is $43 per night, including service fees. Boarding your dog for one week typically costs $301. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Chesterton dog boarding rates can be found as low as $22 to as high as $61 per night.
As of Jun 2026, 123 sitters provided dog boarding in Chesterton. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Chesterton dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chesterton have an average of 24 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chesterton.
Rover makes it easy to find Chesterton dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 123 dog boarding sitters in Chesterton on Rover, so you’re sure to find the perfect match for your dog! In Chesterton, 92% of sitters offer daily exercise, 100% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
