Dog Boarding in Crestwood, IN
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Top rated Crestwood dog boarders
“Azure did an amazing job watching our pups! They had an amazing time! Loved the updates and pictures/videos while we were away on our trip! She really cared for our dogs and they loved her - even our one that is a little hesitant of people. They always seemed to be playing and were very happy pups - they had their own vacation too!”
“Violet always has the best time when she goes to Agnathas home! She comes back exhausted, from all the play time she gets in while there! Agnatha loves to spoil Violet as well, she snuggles her and lets her on the sofa! I was worried Violet wouldn’t want to come back home with us. It is a nice relief knowing our pup is getting the best care while we are away!”
“I'm so glad we found Karisa and her family. We were looking for someone to take care of our dog, Trooper, while we were out of town. We boarded him with Karisa and everything was great. We received messages all week long with pictures, and we could tell Trooper had a great time. We will definitely plan on boarding Trooper with Karisa in the future.”
“Stephanie was wonderful! So sweet and kind and loving to our pup Whitney! She had a great time, you can tell she was very well taken care of and loved! We got pictures and updates every day which was awesome too! We will definitely be using Stephanie again for our pet sitting needs!!”
“Nan and her husband did a wonderful job watching our senior dog overnight. This is the first time I've left her with strangers and I was very anxious. Nan sent picture updates every couple of hours so I could relax and enjoy my trip.”
“Kristen is amazing! I would trust her with my dog anytime. She was able to pet sit our poodle last minute and we are so grateful for her! I felt comfortable with her via the app and in person. Her home is welcoming and clean. Nice yard for dogs to play in! She sent us updates and pictures while we were away. My poodle has anxiety issues and hated the kennel. He was so comfortable at Kristen’s home and I will always reach out to her during our family vacations! Thanks again. -Rachel”
“April and her kids were great with Whiskey. He got plays with his favorite tug toy, and a nice walk. It was only for one night but she kept me updated with pictures and messages. I appreciated all of the updates. He came home exhausted and slept soundly the entire day.”
“I was so nervous to find a caregiver for our Zoey. The reason is Zoey is a 3 year old epileptic boxer. Even though her seizures are controlled I was so worried I wouldn’t be able to find someone to keep her overnight and be responsible for her medication. Then I found Jennifer on Rover. I set up a meet and greet and I just knew Jennifer was ready for the challenge. We set up an overnight stay while my husband and I had to be out of town. Jennifer sent so many pictures and updates. It was wonderful!! Zoey was in great hands and received amazing care. We are so thankful for her love of animals and for the more “needy” animals. Jennifer was a rockstar!!”
“Our dog Lexi had a great week with Rachel and her family. Lexi adapted very well and was very comfortable. Rachel provided updates and pictures. Very impressed with our first time and will definitely be returning. Would recommend to friends and family!”
“Millie and her kids did a fantastic job taking care of our baby boy while we went on vacation! We were so excited to receive updates and photos throughout the days we were gone! The communication was great, and we can tell our boy got the love and attention he deserves! Would definitely recommend Millie! I felt very confident leaving our boy in her hands!”
“Left my girl with him for the first time ever. I’ve never used an app to find care for her and he kept me updated on what she was doing and put my mind at ease. I would use Salehin again”
“Trudy had a great time! She was let on the bed and hung out with the kids and family...I received many pictures during the stay which I loved...and when I arrived to take her home...she ran to the back door...we thought she wanted to go potty...she ran out...and turned around and waited for me...I walked out...she ran the yard twice and then wanted back in...there were many pics of her in the backyard...and she just wanted to show me where she had been...then she was ready to go home...definitely will rebook!”
“Anne is the best dog sitter! She is friendly, trustful. I feel relieved that she send me my dog’s photos and reports. I will let him board again! Thank you for taking care of my dog!”
“Erin was very attentive, loving and compassionate with our Corgi, Bilbo, while he was in her care/house for several hours, while we attended a birthday party. She even sent us a picture of our happy boy, while boarding at her place. Highly recommended 👍😊”
“Joscelyn was such a pleasure to deal with! She was accommodating and a very good communicator. We did a phone conversation prior to final booking and after talking with her I was confident that she would provide the best care for our puppy. She sent pictures during the stay and even took her on walks. I will definitely use her again and highly recommend Joscelyn as a care taker!!”
“We were pleased with the care our girls received during their stay. It was difficult to leave them for the first time, but Gail and Charles sent us a couple pictures every day with an update.”
“Brian took great care of our dog! He communicated often and sent us lots of photos. Our pup had a blast and got to enjoy many walks and visits to the dog park with Brian’s pup. We will definitely book with him again!”
Loving dog boarding sitters in your neighborhood
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Azure S.Star Sitter
“Azure did an amazing job watching our pups! They had an amazing time! Loved the updates and pictures/videos while we were away on our trip! She really cared for our dogs and they loved her - even our one that is a little hesitant of people. They always seemed to be playing and were very happy pups - they had their own vacation too!”
Agnatha W.Star Sitter
“Violet always has the best time when she goes to Agnathas home! She comes back exhausted, from all the play time she gets in while there! Agnatha loves to spoil Violet as well, she snuggles her and lets her on the sofa! I was worried Violet wouldn’t want to come back home with us. It is a nice relief knowing our pup is getting the best care while we are away!”
Natalie S.
“Natalie is absolutely wonderful to work with. She is great with communication and she really cares about the dogs. We had an amazing experience!”
Karisa E.Star Sitter
“I'm so glad we found Karisa and her family. We were looking for someone to take care of our dog, Trooper, while we were out of town. We boarded him with Karisa and everything was great. We received messages all week long with pictures, and we could tell Trooper had a great time. We will definitely plan on boarding Trooper with Karisa in the future.”
Stephanie M.Star Sitter
“Stephanie was wonderful! So sweet and kind and loving to our pup Whitney! She had a great time, you can tell she was very well taken care of and loved! We got pictures and updates every day which was awesome too! We will definitely be using Stephanie again for our pet sitting needs!!”
Nan D.Star Sitter
“Nan and her husband did a wonderful job watching our senior dog overnight. This is the first time I've left her with strangers and I was very anxious. Nan sent picture updates every couple of hours so I could relax and enjoy my trip.”
Kristen O.
Star Sitter
“Kristen is amazing! I would trust her with my dog anytime. She was able to pet sit our poodle last minute and we are so grateful for her! I felt comfortable with her via the app and in person. Her home is welcoming and clean. Nice yard for dogs to play in! She sent us updates and pictures while we were away. My poodle has anxiety issues and hated the kennel. He was so comfortable at Kristen’s home and I will always reach out to her during our family vacations! Thanks again. -Rachel”
April C.Star Sitter
“April and her kids were great with Whiskey. He got plays with his favorite tug toy, and a nice walk. It was only for one night but she kept me updated with pictures and messages. I appreciated all of the updates. He came home exhausted and slept soundly the entire day.”
Jennifer T.Star Sitter
“I was so nervous to find a caregiver for our Zoey. The reason is Zoey is a 3 year old epileptic boxer. Even though her seizures are controlled I was so worried I wouldn’t be able to find someone to keep her overnight and be responsible for her medication. Then I found Jennifer on Rover. I set up a meet and greet and I just knew Jennifer was ready for the challenge. We set up an overnight stay while my husband and I had to be out of town. Jennifer sent so many pictures and updates. It was wonderful!! Zoey was in great hands and received amazing care. We are so thankful for her love of animals and for the more “needy” animals. Jennifer was a rockstar!!”
Sara G.
“Our babies always come back tired and happy from Sara’s care, is always able to watch my boys last minute and is very flexible. 10/10 repeat customer!”
Rachel M.Star Sitter
“Our dog Lexi had a great week with Rachel and her family. Lexi adapted very well and was very comfortable. Rachel provided updates and pictures. Very impressed with our first time and will definitely be returning. Would recommend to friends and family!”
Millie V.Star Sitter
“Millie and her kids did a fantastic job taking care of our baby boy while we went on vacation! We were so excited to receive updates and photos throughout the days we were gone! The communication was great, and we can tell our boy got the love and attention he deserves! Would definitely recommend Millie! I felt very confident leaving our boy in her hands!”
Melissa M.
“Melissa was great! I got update ms and pics everyday! Whitney had an absolutely great stay! Thank you Melissa! We will be return customers for sure!”
Salehin H.
“Left my girl with him for the first time ever. I’ve never used an app to find care for her and he kept me updated on what she was doing and put my mind at ease. I would use Salehin again”
Mariana & Mark G.
“Trudy had a great time! She was let on the bed and hung out with the kids and family...I received many pictures during the stay which I loved...and when I arrived to take her home...she ran to the back door...we thought she wanted to go potty...she ran out...and turned around and waited for me...I walked out...she ran the yard twice and then wanted back in...there were many pics of her in the backyard...and she just wanted to show me where she had been...then she was ready to go home...definitely will rebook!”
Anne T.Star Sitter
“Anne is the best dog sitter! She is friendly, trustful. I feel relieved that she send me my dog’s photos and reports. I will let him board again! Thank you for taking care of my dog!”
Erin D.Star Sitter
“Erin was very attentive, loving and compassionate with our Corgi, Bilbo, while he was in her care/house for several hours, while we attended a birthday party. She even sent us a picture of our happy boy, while boarding at her place. Highly recommended 👍😊”
Joscelyn P.
“Joscelyn was such a pleasure to deal with! She was accommodating and a very good communicator. We did a phone conversation prior to final booking and after talking with her I was confident that she would provide the best care for our puppy. She sent pictures during the stay and even took her on walks. I will definitely use her again and highly recommend Joscelyn as a care taker!!”
Gail & Charles B.
“We were pleased with the care our girls received during their stay. It was difficult to leave them for the first time, but Gail and Charles sent us a couple pictures every day with an update.”
Brian J.
“Brian took great care of our dog! He communicated often and sent us lots of photos. Our pup had a blast and got to enjoy many walks and visits to the dog park with Brian’s pup. We will definitely book with him again!”
Crestwood dog parents share their Rover experiences
Agnatha was great with my dogs! They warmed up to her really quickly and had a wonderful time with her. She sent me many pictures to show how they were doing and was communicative about what they were doing and how they were eating and such. I will definitely be a repeat customer! Thank you, Agnatha!!
We love working with Kristen!! Our 5 year old dog has always loved getting to run and play in Kristen’s fenced in yard, and she and our 1 year old puppy had the time of their lives when my husband and I were gone for 6 nights recently and stayed with Kristen and her family. Kristen is kind and professional and her care allows my husband and I to be at ease when we are away, which is the biggest gift. Thank you again, Kristen! Belle and Rory are excited to come back!
Popular requests near you
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1. Search
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The median cost per night for dog boarding in Crestwood is $35
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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.
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Sitters in Crestwood average 14 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 150 sitters provided dog boarding in Crestwood. 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, 94% of Crestwood dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Crestwood have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 14 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 Crestwood.
Rover makes it easy to find Crestwood 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 150 dog boarding sitters in Crestwood on Rover, so you’re sure to find the perfect match for your dog! In Crestwood, 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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