Dog Boarding in Crestwood
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Top rated Crestwood dog boarders

“Stephen and Angela were great! They were great with communication and setting up our dog's stay. We have an older dog who gets anxious at typical boarding facilities but she came home happy, tired, and well cared for. We will definitely use them again next time she needs to stay somewhere!”


“We had the best experience! Our dog was well loved and got loads of playtime and care while we were traveling. He was great about photos and videos, which helped ease missing her. Stefan was friendly, personable, professional, and reliable. We’ll book with him again, no doubt.”


“Jared and Waverly were great! We got daily photos and updates and Lucey came home exhausted from playing with friends! We’ll be back!!! Thank you guys!”


“We had a great experience with Suzanne watching our dog. I felt like she took care of our dog like it was her own. Would recommend her and use her again.”

“Angela made Sophie one of her family for over two weeks. She sent lots of pictures every day and it was obvious Sophie felt at home. We were afraid she might not want to come home.”


“we are so glad we found Beth M! our dog Tuko loves her and so do we. great person, excellent communicator! Beth takes your pet into her home with her own and her family. we have not enough words to recommend Mrs. Beth M. Great sitter.”


“Courtney is the best dog sitter I’ve ever had. She has been the one we call anytime we need our pup watched and it’s been close to 10 times now!! She is very great with communicating while she has your fur baby and even sends picture updates. Courtney is more than what I could ask for in a person to when trusting her with my baby girl while I’m away! Thank you so much for being so trustworthy.”



“If I could give more stars than 5, I would; Carla was wonderful! Our Yorkie normally isn't fond of humans, and can suffer from separation anxiety - so, I was a little nervous about leaving him with someone for a full week. I had absolutely nothing to worry about! Carla and Winston bonded quickly and I came home to a very well taken care of, happy and relaxed Yorkie! We will definitely use Carla anytime we need a pet sitter, love her!”


“This was my first time leaving Remi with someone other than family. When I dropped her off she instantly walked away from me and began checking out the home. Ebony sent me updates on Remi and assured me that she was doing well. She even had 2 other dogs to play with. I highly recommend Ebony and would use her again.”


“Sharon took very good care of my dog Bear for the week I was gone and Wesley was a great friend for her as well. She is very understanding and flexible when I got delayed due to a snowstorm. I can’t recommend her enough as someone who will take care of your fur babies as her own and leave you with no worries!”


“Allison & Ryan have been the best experience I’ve had with Rover!! I boarded my dog with them over Christmas, and they treated him like one of their own — even got him a personalized bone! (: Allison was very communicative and easy to work with. I cannot recommend them enough!”


“Patrick was great! Prompt communication and plenty of picture updates on Guthrie, who looked to be having the time of his life. I swear Guthrie was positively beaming when I picked him up! The afterglow remains several days after.”


“I’m a first time dog owner and this was the first time I had to leave him behind for a trip. Stephanie put all of my worries at ease and provided exceptional care for my pup, Oscar. Our meet and greet went great and Oscar was so excited when we pulled into her driveway for the actual drop-off. Stephanie was very understanding of typical puppy things, sent plenty of photos and videos, which was greatly appreciated, and Oscar was happy and healthy when I collected him. I will absolutely reach out to Stephanie when I need services again.”


“Heather is amazing! We went on a two week vacation and knowing our little bubby was having a great time and being well taken care of made it so much easier and removed the guilt of not being able to take him with us. Thanks so much Heather!”


“Just the kind of care I was hoping for! Made me feel very comfortable leaving her in good hands. Clean environment and big fenced back yard for play. Didn’t worry or stress for a moment while I was away knowing the atmosphere where I left her. Thanks for making Pebbles feel welcomed!”


“Nick is great and my big pup loved him and his fur babies!!! I really appreciate you taking care of him while on vacation!!! I knew that in my heart he would be safe & well token care of, Nick responds quickly and keeps your mind at ease… He also sends you pictures & videos of your pets!!! My big pup has met new pup friends & I am pleased!!! Will definitely be my go to guy for my big pup!!! Thanks again & God bless you!!!”


“She was great! She always sent us photos of our dog and let us know how he was doing! Our dog had the best time staying with her! Would definitely rebook!”


“Alycia was amazing! She watched our 14 week old puppy so I was upset about leaving him, but she sent me updates throughout the day to put me at ease. Our puppy loved her and her 2 year old. I could not recommend her more!”


“It was my first time using Rover. My 8 year old dog had only ever stayed with family. Mariah was very nice and did a great job. She sent multiple updates and pictures during my trip and made me feel very comfortable with everything. I will definitely use her again 😊”


“Gabriella took great care of my older dog. Winnie seem d very hapoy (although tired) after her stay at Gabreilla’s. Her dog Yeti is really good with other dogs and became buddies with my dog that don’t used to being around other animals. Highly recommend Gabreilla for any pet sitting needs”

Loving dog boarding sitters in your neighborhood
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Stephen & Angela N.Star Sitter

“Stephen and Angela were great! They were great with communication and setting up our dog's stay. We have an older dog who gets anxious at typical boarding facilities but she came home happy, tired, and well cared for. We will definitely use them again next time she needs to stay somewhere!”


Stefan G.Star Sitter

“We had the best experience! Our dog was well loved and got loads of playtime and care while we were traveling. He was great about photos and videos, which helped ease missing her. Stefan was friendly, personable, professional, and reliable. We’ll book with him again, no doubt.”


Jared & Waverly J.Star Sitter

“Jared and Waverly were great! We got daily photos and updates and Lucey came home exhausted from playing with friends! We’ll be back!!! Thank you guys!”


Suzanne & Mckay J.Star Sitter
“We had a great experience with Suzanne watching our dog. I felt like she took care of our dog like it was her own. Would recommend her and use her again.”


Angela A.Star Sitter

“Angela made Sophie one of her family for over two weeks. She sent lots of pictures every day and it was obvious Sophie felt at home. We were afraid she might not want to come home.”


Beth M.Star Sitter

“we are so glad we found Beth M! our dog Tuko loves her and so do we. great person, excellent communicator! Beth takes your pet into her home with her own and her family. we have not enough words to recommend Mrs. Beth M. Great sitter.”


Courtney E.

“Courtney is the best dog sitter I’ve ever had. She has been the one we call anytime we need our pup watched and it’s been close to 10 times now!! She is very great with communicating while she has your fur baby and even sends picture updates. Courtney is more than what I could ask for in a person to when trusting her with my baby girl while I’m away! Thank you so much for being so trustworthy.”




Carla F.
Star Sitter


“If I could give more stars than 5, I would; Carla was wonderful! Our Yorkie normally isn't fond of humans, and can suffer from separation anxiety - so, I was a little nervous about leaving him with someone for a full week. I had absolutely nothing to worry about! Carla and Winston bonded quickly and I came home to a very well taken care of, happy and relaxed Yorkie! We will definitely use Carla anytime we need a pet sitter, love her!”


Ebony C.

“This was my first time leaving Remi with someone other than family. When I dropped her off she instantly walked away from me and began checking out the home. Ebony sent me updates on Remi and assured me that she was doing well. She even had 2 other dogs to play with. I highly recommend Ebony and would use her again.”


Sharon D.Star Sitter

“Sharon took very good care of my dog Bear for the week I was gone and Wesley was a great friend for her as well. She is very understanding and flexible when I got delayed due to a snowstorm. I can’t recommend her enough as someone who will take care of your fur babies as her own and leave you with no worries!”


Allison & Ryan F.Star Sitter

“Allison & Ryan have been the best experience I’ve had with Rover!! I boarded my dog with them over Christmas, and they treated him like one of their own — even got him a personalized bone! (: Allison was very communicative and easy to work with. I cannot recommend them enough!”


Patrick L.Star Sitter

“Patrick was great! Prompt communication and plenty of picture updates on Guthrie, who looked to be having the time of his life. I swear Guthrie was positively beaming when I picked him up! The afterglow remains several days after.”


Stephanie P.Star Sitter

“I’m a first time dog owner and this was the first time I had to leave him behind for a trip. Stephanie put all of my worries at ease and provided exceptional care for my pup, Oscar. Our meet and greet went great and Oscar was so excited when we pulled into her driveway for the actual drop-off. Stephanie was very understanding of typical puppy things, sent plenty of photos and videos, which was greatly appreciated, and Oscar was happy and healthy when I collected him. I will absolutely reach out to Stephanie when I need services again.”


Heather H.Star Sitter

“Heather is amazing! We went on a two week vacation and knowing our little bubby was having a great time and being well taken care of made it so much easier and removed the guilt of not being able to take him with us. Thanks so much Heather!”


Josh V.

“Just the kind of care I was hoping for! Made me feel very comfortable leaving her in good hands. Clean environment and big fenced back yard for play. Didn’t worry or stress for a moment while I was away knowing the atmosphere where I left her. Thanks for making Pebbles feel welcomed!”


Nick W.

“Nick is great and my big pup loved him and his fur babies!!! I really appreciate you taking care of him while on vacation!!! I knew that in my heart he would be safe & well token care of, Nick responds quickly and keeps your mind at ease… He also sends you pictures & videos of your pets!!! My big pup has met new pup friends & I am pleased!!! Will definitely be my go to guy for my big pup!!! Thanks again & God bless you!!!”


Catherine P.Star Sitter

“She was great! She always sent us photos of our dog and let us know how he was doing! Our dog had the best time staying with her! Would definitely rebook!”


Alycia W.Star Sitter

“Alycia was amazing! She watched our 14 week old puppy so I was upset about leaving him, but she sent me updates throughout the day to put me at ease. Our puppy loved her and her 2 year old. I could not recommend her more!”


Mariah H.Star Sitter

“It was my first time using Rover. My 8 year old dog had only ever stayed with family. Mariah was very nice and did a great job. She sent multiple updates and pictures during my trip and made me feel very comfortable with everything. I will definitely use her again 😊”


Gabriella R.

“Gabriella took great care of my older dog. Winnie seem d very hapoy (although tired) after her stay at Gabreilla’s. Her dog Yeti is really good with other dogs and became buddies with my dog that don’t used to being around other animals. Highly recommend Gabreilla for any pet sitting needs”
Over 382 pet parents in Crestwood have booked dog boarding
Crestwood dog parents share their Rover experiences
Catherine is very nice, flexible, and accommodating. She did a great job taking care of both my dogs. I needed help last minute and she was happy to take them. When I picked them up I could tell they had a good day with her. I would highly recommend her service for your animals.

Catherine was amazing, and accommodated us last minute! Has a great set up for all of her dogs, and is knowledgeable in handling multiple at a time.

Our 🐶 had such a fun stay. Was spoiled and loved on and came back exhausted, which means she played her heart out. We were given 📷 updates, which was such a highlight of our day knowing our dog was happy and healthy while in Catherine’s care. Highly recommend. We will be back. 🐾💛⭐️⭐️⭐️⭐️⭐️

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 Crestwood is $38
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 Crestwood average 13 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jul 2025, the median cost of dog boarding in Crestwood is $38 per night, including service fees. Boarding your dog for one week typically costs $266. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Crestwood dog boarding rates can be found as low as $26to as high as $38 per night.
As of Jul 2025, 440 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, 90% of Crestwood dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Crestwood have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 13 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 440 dog boarding sitters in Crestwood on Rover, so you’re sure to find the perfect match for your dog! In Crestwood, 96% of sitters offer daily exercise, 100% offer medication administration, and 91% 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.
