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

“We had to board our German Shepherd for ten days almost immediately after moving into the area and are so grateful to have found Patty. She took her in and made the entire process super easy for us and comfortable for Candy. Thank you!!”


“Jesus did a great job with Wubbzy! 10/10 recommend booking with him! He was very kind, responsive, and flexible. He kept me updated and took very great care of her! Thank you so much!”


“I highly recommend Giannina's house for dog boarding! My furry friend had an amazing stay and received top-notch care. Giannina's warm and welcoming home provided a comfortable and safe environment for my dog to relax and have fun. Communication was seamless, and I appreciated the regular updates. Thank you, Giannina, for giving my dog a home away from home!”


“Toya was awesome! She sent me pictures and updates and made me feel so comfortable. Stone loves being with her. I’m definitely trusting her with my fur-baby whenever I leave again.”


“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.”



“It was our puppy’s first time away overnight and we are so happy with the result. He had a wonderful time and is totally adjusted and comfortable with mark, Jackob and Nancy. They did a fantastic job of being flexible on pick up and drop off times and kept us updated the entire time.”


“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!”


“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”


About: Dogs have always been a part of my life for as long as I can remember. Currently, I care for two of my own—Sparky, my sweet 13-year-old Bichon Frise, and Shelby, my playful 1-year-old Miniature Goldendoodle. Having both a senior dog and a young, energetic pup has given me a wide range of hands-on experience, from managing health needs and gentle senior care to keeping up with puppy energy, training, and teething phases. In the past, I also cared for an American Pitbull Terrier for 5 years, and over the years I’ve looked after many dogs for friends, neighbors, and family members. Some of the breeds I’ve worked with include Chihuahuas, Beagles, Golden Retrievers, Pomeranians, and a variety of lovable mixes. Every dog is unique, and I truly enjoy getting to know each one’s personality and quirks. Whether they’re shy or outgoing, young or elderly, I’m patient, gentle, and always happy to provide the care and attention they deserve. I’m usually available Monday through Friday, which means I have plenty of time throughout the day to walk, play with, and care for your pup. Whether they need a midday stroll, some company while you’re away, or just a little extra love and attention, I’m happy to be there for them. I’m home often, so I’m able to keep a close eye on the dogs and make sure they’re always safe and cared for. While my yard is open and unfenced, I never leave dogs outside unattended—they’re always on a leash and supervised, with access to a sunny, enclosed sunroom for extra comfort. For smaller dogs, I have a crate available if preferred by the owner, and I’m also able to provide transport in case of a vet emergency. My home is stocked with cozy blankets and toys that are always available for dogs to borrow and enjoy. Located in a quiet, beautiful area, the home offers plenty of space to explore, bird- and squirrel-watching opportunities, and nearby parks for peaceful outings. The spacious living room and multiple rooms allow for safe separation if needed, ensuring every dog feels comfortable. Most of all, your pup will enjoy peace, safety, and lots of love while in my care.

“Berniece is the best! She really takes care of my fur baby Roxy. I can't even mention Berniece and Cheddar's names without my Roxy going wild! She loves them with all of her heart; that's for sure. I don't know what I would do without these two in her life. Thank you so much for the great care of Roxy. :-)”


“We were very pleased with the way Shirley took care of our dog Luna. Luna was a little nervous being with a new family but Shirley made her feel very comfortable and had patience with her. We were kept up to date daily on our dog's activities and she was very kind to our dog and Luna had a great and safe time there. Her home was very clean and safe. I would not hesitate to contact Shirley again to care for our dog. You will not be disappointed. Thank you for caring for our dog Shirley.”


“Mary Anne was very accommodating of my very energetic dog's personality, which I really appreciate, since some people would not know how to interact with her. Her house is very dog-friendly environment. I will certainly plan future stays with her.”


“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.”


“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.”


“Our spirited Aussie had an amazing time with Lindsay, Michael, and Lucy! She was well cared for and we received lots of pictures and updates. It was an amazing experience for our pup!”


“Rose did a wonderful job watching our Ember! She stayed with her for 5 days while we were out of town, sent lots of pictures, and kept me updated. When we met prior to Ember’s stay, I could see her love of dogs in her manner of communicating with Ember. Rose strikes me as one of those people that just has a special connection and understanding of dogs that goes beyond what normal people see. She also has dogs of her own so I was happy Ember had some friends to play with! I will happily entrust her to watch Ember again for our future travels. Thank you so much Rose! ?”


“We absolutely love Willow! She takes such amazing care of my little crumb, and I am so lucky to have her in our lives. I can go away, resting, assure that my little Crumb cake is going to be very well cared for!”

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Patty & Kevin G.

“We had to board our German Shepherd for ten days almost immediately after moving into the area and are so grateful to have found Patty. She took her in and made the entire process super easy for us and comfortable for Candy. Thank you!!”


Jesus D.Star Sitter

“Jesus did a great job with Wubbzy! 10/10 recommend booking with him! He was very kind, responsive, and flexible. He kept me updated and took very great care of her! Thank you so much!”


Giannina G.Star Sitter

“I highly recommend Giannina's house for dog boarding! My furry friend had an amazing stay and received top-notch care. Giannina's warm and welcoming home provided a comfortable and safe environment for my dog to relax and have fun. Communication was seamless, and I appreciated the regular updates. Thank you, Giannina, for giving my dog a home away from home!”


Andrea & Paul M.Star Sitter

“Andrea and Paul were amazing with Jobey. They took excellent care of him and I would definitely recommend them and look forward to using them again”


Toya S.

“Toya was awesome! She sent me pictures and updates and made me feel so comfortable. Stone loves being with her. I’m definitely trusting her with my fur-baby whenever I leave again.”


Jordan C.Star Sitter

“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.”




Nancy & Mark N.Star Sitter

“It was our puppy’s first time away overnight and we are so happy with the result. He had a wonderful time and is totally adjusted and comfortable with mark, Jackob and Nancy. They did a fantastic job of being flexible on pick up and drop off times and kept us updated the entire time.”


Janis & Devin R.Star Sitter

“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!”


Carmelle Joy H.Star Sitter

“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”


Monika H.
“Monika is a wonderful care giver. She has been taking care of my dog Jake for a few years now. He is always well cared for and is excited to see Monika every time he visits. She spends time with him, goes for walks, and gives the attention he needs to feel comfortable and safe.”


Amanda F.Star Sitter

“Great sitter! Available last minute and flexible, friendly. Luna was her normal happy self when I picked her up. I would definitely use her again.”


Bernice S.

“Berniece is the best! She really takes care of my fur baby Roxy. I can't even mention Berniece and Cheddar's names without my Roxy going wild! She loves them with all of her heart; that's for sure. I don't know what I would do without these two in her life. Thank you so much for the great care of Roxy. :-)”


Shirley B.

“We were very pleased with the way Shirley took care of our dog Luna. Luna was a little nervous being with a new family but Shirley made her feel very comfortable and had patience with her. We were kept up to date daily on our dog's activities and she was very kind to our dog and Luna had a great and safe time there. Her home was very clean and safe. I would not hesitate to contact Shirley again to care for our dog. You will not be disappointed. Thank you for caring for our dog Shirley.”


Mary Anne S.


“Mary Anne was very accommodating of my very energetic dog's personality, which I really appreciate, since some people would not know how to interact with her. Her house is very dog-friendly environment. I will certainly plan future stays with her.”




Shawne S.Star Sitter

“Shawne was so great with our girl! We were nervous about leaving her for the first time, but she got lots of walks and attention from Shawne.”


Emma & Timothy H.Star Sitter

“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.”


Meredith M.Star Sitter

“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.”


Lindsay F.

“Our spirited Aussie had an amazing time with Lindsay, Michael, and Lucy! She was well cared for and we received lots of pictures and updates. It was an amazing experience for our pup!”


Laura Rose B.


“Rose did a wonderful job watching our Ember! She stayed with her for 5 days while we were out of town, sent lots of pictures, and kept me updated. When we met prior to Ember’s stay, I could see her love of dogs in her manner of communicating with Ember. Rose strikes me as one of those people that just has a special connection and understanding of dogs that goes beyond what normal people see. She also has dogs of her own so I was happy Ember had some friends to play with! I will happily entrust her to watch Ember again for our future travels. Thank you so much Rose! ?”


Willow D.

“We absolutely love Willow! She takes such amazing care of my little crumb, and I am so lucky to have her in our lives. I can go away, resting, assure that my little Crumb cake is going to be very well cared for!”
Over 171 pet parents in Chesterton have booked dog boarding
Chesterton dog parents share their Rover experiences
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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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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 $45
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 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Chesterton is $45 per night, including service fees. Boarding your dog for one week typically costs $315. 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 Aug 2025, 139 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, 95% 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 139 dog boarding sitters in Chesterton on Rover, so you’re sure to find the perfect match for your dog! In Chesterton, 95% of sitters offer daily exercise, 100% offer medication administration, and 95% 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.
