Dog Boarding in Chesterton
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Every sitter passes an enhanced background check. Learn about RoverProtect
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.
“Mary is always so happy to watch our dog. I highly recommend Mary… she’s responsive and communicates well with us while we’re away. I can tell she gives our dog a lot of attention when he’s there.”
“Jordan took such care to make sure Patches felt comfortable and safe. She took her time to integrate her into the household, and then sent me pictures every night with her and Jordan's pup as well as her kid. Patches will skip meals when her routine is disrupted, and Jordan went out of her way to correspond with me and encourage her to eat. Very caring, organized, and accommodating. Highly recommend.”
“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.”
“Nancy and Mark are such a God sent help for us! They did everything possible to help us feel comfortable leaving Champ while we went out of town for our Anniversary. They updated in such a timely manner it put us at ease constantly. Champ has seizures and liver problems so he is on meds and they were very concerned about giving it at the right time! I will be using them again! Champ loved being there! If you want your dog cared for right don’t look any farther! Thanks again Nancy and Mark!”
“Kept in contact with me throughout the dog sitting. I could tell with every picture that was sent, my dogs were having a good time. I definitely will use this dog sitter again.”
“Janis and family did a fantastic job in making my dog, Cubbie, feel welcomed and well taken care of. I received daily photos in which I could tell that she was happy and enjoying her stay, unlike the times I took her to an Animal Hospital for boarding. I highly recommend Janis if you are looking for a great stay for your fur baby!!!”
“Patricia was wonderful to Fiona and Seamus. Her hospitality and warmth made them right at home. They enjoyed the sunshine in her spacious backyard and made them feel right at home. The daily photos helped us keep up with the lovely times they had. She really got to know their funny antics that we so enjoy about them! We highly recommend her and will use her again in the future.”
“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.”
“Mackenzie was fantastic with Max. She sent pictures and updated me on how he was doing on a daily basis. Max loved playing with her pups. Her yard is huge, so plenty of room to run around. I felt very comfortable leaving Max in her care. Max really enjoyed staying at her house. I would definitely use her again for my pet.”
“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.”
“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.”
“Curly loved his stay with Emma & Timothy. It was a last minute reservation so I was grateful to have such accommodating hosts. Communication was awesome. 5/5.”
About: I have over 20 years of hand on pet experience, I bring intuition and relatability that only comes from decades of dedication. I’ve cared for pets of all ages and breeds and temperaments each having there own unique needs, personalities and routines. All pets will be let out in the morning multiple times while I’m getting ready for the day. I get an hour lunch break so I can attend to the pets at home durning lunch. In the evening we will go on a walk so they can sniff so many smells around my neighborhood. I will care for your pet like it’s my own, as we will go on daily walks regarding the weather. I will have lots of playtime and snuggles with my children and I.
“I am so glad I met Joy and Dan through here! Our regular sitter had to cancel last minute due to being sick and with only a days notice they were able to set up a same day meet and greet. I left their feeling more then confident about them and dropped off my boxer Lola the next day. Within seconds of us dropping off I got an adorable picture of Lola getting belly rubs from her children, she was definitely in doggy heaven. We recieved a couple more pictures throughout her stay and my mind was definitely put at ease and I knew she was in great hands. They will definitely be my go to sitters from now on and I highly recommend them! Thanks Joy and Dan!”
“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!!”
“I can’t recommend Nicole enough! She was extremely communicative and it was very obvious how great of a dog mom she is. I felt so happy knowing my baby was in her care. Moose had the best time!”
“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.”
“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!”
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
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Chesterton is $44
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 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 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Mar 2026, the median cost of dog boarding in Chesterton is $44 per night, including service fees. Boarding your dog for one week typically costs $308. 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 Mar 2026, 143 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, 91% of Chesterton dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chesterton have an average of 25 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 143 dog boarding sitters in Chesterton on Rover, so you’re sure to find the perfect match for your dog! In Chesterton, 93% of sitters offer daily exercise, 100% offer medication administration, and 93% 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.
Connect anywhere with the Rover app
