Dog Boarding in Chesterton
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Top rated Chesterton dog boarders
“We were very happy with the care Jordan provided for our boy; she updated us on how he was adjusting in their environment; and she even sent pictures of him playing with her children and hanging out with their dog, it was a great experience for our family!”
“CoCo had a wonderful time at Cathy’s! She is very knowledgeable about dogs and truly passionate about their care. She exceeded my expectations, and I look forward to booking her again.”
“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.”
“Our dog Jasper is a repeat customer 🐶 at Andrea and Paul’s. We are very pleased with the loving care they provide. Their home is clean, warm and inviting where Jasper is relaxed. He loves their fenced in back yard! Andrea sends pictures and updates that are a joy to see! Thanks again Andrea and Paul! Until next time!”
“This was my first time boarding with Nancy, and everything was great. My dog was very comfortable there, and I felt very reassured with the photos and updates. I felt like Lola had a nice vacation with new friends!”
“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.”
“Kelsey is an 11 year old diabetic Yorkie. We had always been able to have someone come into our home to watch her while we were on vacation--until this year. Needless to say, I was nervous about taking her to someone's house for a week. Kelsey has many needs and is not easy to take care of. As soon as I met Mary Anne, I totally relaxed. I immediately felt that she would take great care of Kelsey, and she did. She kept in touch with me with pictures and texts during the week, and was very welcoming to my sister when she stopped in to visit Kelsey during the week. If she was not sure about something she would ask, so I never had a moment's concern about Kelsey's care. Mary Anne is truly a loving and caring person, and I would not hesitate to have her take care of Kelsey again. Kelsey enjoyed her "vacation" and I'm sure is looking forward to seeing Mary Anne again! Thanks Mary Anne. You are the best!”
“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!”
“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.”
“Max had the most fun and got to be social during his boarding stay! He seemed relaxed and happy when he came home. Patty sent updates every few days and said he was doing well. Definitely something I would think about doing again!”
“We highly recommend Shawne. She was responsive to all of our inquiries, and she kept us informed with daily updates and pictures. Our dog, Jak, seemed calm and happy in her care, which says a lot because he's a bit of a nervous nellie in unfamiliar settings. We would confidently utilize Shawne's sitting services again in the future.”
“Shirley watched our Shih Tzu Stella for over a week and was magnificent. We got daily updates and photos from her and felt that our "princess" Stella was being taken care of the way we take care of her. It really was a loving environment and it helped us enjoy our vacation so very much. We will definitely use Shirley again! Thank you so much Shirley!”
“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!”
“Many many thanks to Joy and Dan! I was anxious leaving Winston with someone I did not know but right away they put me at ease. We had our meet and greet and Winston took to one of their children immediately. During Winston’s stay, Joy and Dan sent photo updates - Winston was having a great time and had settled in well. My only concern was that Winston was having so much fun he wouldn’t want to come back home! I cannot recommend Joy and Dan highly enough and will definitely rebook, pending their availability.”
“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!”
“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.”
“We had a lot of events the last 3 weeks and they have been very accommodating to our families needs. We know when Fuchi is there he is cared for and has lots of fun. He gets to have extra love and fun with his extended family.”
“Ms. Bernice was available on short notice to sit for me. She has plenty of room for active dogs to play, sent great photos during his stay, and Cheddar was also a great playmate so my dog had plenty of fun! We will definitely be seeing her and Cheddar again soon! Thank you!?”
“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! ?”
“Patricia was a gem- she was very easy to work with and was very accommodating. I loved getting pictures sent throughout the stay. We will be using her again!! Thank you!!!”
Loving dog boarding sitters in your neighborhood
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Jordan C.Star Sitter
“We were very happy with the care Jordan provided for our boy; she updated us on how he was adjusting in their environment; and she even sent pictures of him playing with her children and hanging out with their dog, it was a great experience for our family!”
Catherine J.Star Sitter
“CoCo had a wonderful time at Cathy’s! She is very knowledgeable about dogs and truly passionate about their care. She exceeded my expectations, and I look forward to booking her again.”
Giannina G.Star Sitter
“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.”
Andrea & Paul M.Star Sitter
“Our dog Jasper is a repeat customer 🐶 at Andrea and Paul’s. We are very pleased with the loving care they provide. Their home is clean, warm and inviting where Jasper is relaxed. He loves their fenced in back yard! Andrea sends pictures and updates that are a joy to see! Thanks again Andrea and Paul! Until next time!”
Nancy & Mark N.Star Sitter
“This was my first time boarding with Nancy, and everything was great. My dog was very comfortable there, and I felt very reassured with the photos and updates. I felt like Lola had a nice vacation with new friends!”
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.”
Mary Anne S.
“Kelsey is an 11 year old diabetic Yorkie. We had always been able to have someone come into our home to watch her while we were on vacation--until this year. Needless to say, I was nervous about taking her to someone's house for a week. Kelsey has many needs and is not easy to take care of. As soon as I met Mary Anne, I totally relaxed. I immediately felt that she would take great care of Kelsey, and she did. She kept in touch with me with pictures and texts during the week, and was very welcoming to my sister when she stopped in to visit Kelsey during the week. If she was not sure about something she would ask, so I never had a moment's concern about Kelsey's care. Mary Anne is truly a loving and caring person, and I would not hesitate to have her take care of Kelsey again. Kelsey enjoyed her "vacation" and I'm sure is looking forward to seeing Mary Anne again! Thanks Mary Anne. You are the best!”
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!”
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.”
Patty & Kevin G.
“Max had the most fun and got to be social during his boarding stay! He seemed relaxed and happy when he came home. Patty sent updates every few days and said he was doing well. Definitely something I would think about doing again!”
Shawne S.Star Sitter
“We highly recommend Shawne. She was responsive to all of our inquiries, and she kept us informed with daily updates and pictures. Our dog, Jak, seemed calm and happy in her care, which says a lot because he's a bit of a nervous nellie in unfamiliar settings. We would confidently utilize Shawne's sitting services again in the future.”
Shirley B.
“Shirley watched our Shih Tzu Stella for over a week and was magnificent. We got daily updates and photos from her and felt that our "princess" Stella was being taken care of the way we take care of her. It really was a loving environment and it helped us enjoy our vacation so very much. We will definitely use Shirley again! Thank you so much Shirley!”
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!”
Carmelle Joy H.Star Sitter
“Many many thanks to Joy and Dan! I was anxious leaving Winston with someone I did not know but right away they put me at ease. We had our meet and greet and Winston took to one of their children immediately. During Winston’s stay, Joy and Dan sent photo updates - Winston was having a great time and had settled in well. My only concern was that Winston was having so much fun he wouldn’t want to come back home! I cannot recommend Joy and Dan highly enough and will definitely rebook, pending their availability.”
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!”
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.”
Ricardo & Cristina D.Star Sitter
“We had a lot of events the last 3 weeks and they have been very accommodating to our families needs. We know when Fuchi is there he is cared for and has lots of fun. He gets to have extra love and fun with his extended family.”
Bernice S.
“Ms. Bernice was available on short notice to sit for me. She has plenty of room for active dogs to play, sent great photos during his stay, and Cheddar was also a great playmate so my dog had plenty of fun! We will definitely be seeing her and Cheddar again soon! Thank you!?”
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! ?”
Patricia W.
“Patricia was a gem- she was very easy to work with and was very accommodating. I loved getting pictures sent throughout the stay. We will be using her again!! Thank you!!!”
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 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
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The median cost per night for dog boarding in Chesterton is $45
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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 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.
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