Dog Boarding in Caldwell, WI
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Top rated Caldwell dog boarders
“This was the first time my 14-1/2 year old dog was left with a stranger while on vacation. I met Connie for a meet and greet and knew my dog would love being there, in fact, I think my dog was depressed that her vacation had to end too. Connie sent pics, texted details and provided excellent care for my Puppy. I can’t thank Connie enough for a fantastic first-time dog sitting experience. Thanks, Connie!!”
“Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.”
“I highly recommend and trust Maria & Nayibe in taking care of my fur baby while we are away. Daily communication, updates and photos of my pet are very much appreciated and give peace of mind knowing my dog is in good hands. This mom & daughter care for and love my Zoe as their own. Thank you both”
“Deanne was very welcoming as I plan on using her marvelous boarding again! She really cares and appreciates animals. Thanks so much Deanne for peace of mind while we are away from home!”
“Benny has been at Kathy's before for daycare. This was his first overnight stay. Kathy is so good about keeping me updated with pictures and treats Benny like he is one of her own. After some not so good experiences at other facilities I'm thrilled that Benny feels so comfortable at Kathy's and loves to play with her little doggo.”
“Ashleigh and her family are the absolute best people I have ever found to take care of my little teddy bear named Buddy. He gets so much attention it is wonderful. He’s happy to see me when I come but I think he wants to stay. I think he just wants me to visit and leave so he can be with them. They are absolutely great.”
“Maddy had a great time staying with Bill and Ashlee for the first time. I felt very comfortable leaving her with them, and they were very accommodating to her needs as a more senior dog. I would definitely have her stay there again!”
“Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️”
“Becky was amazing with my dog, I left him for around 5 days and she updated me everyday regarding his stay. Her backyard was so amazing, my dog was out having fun with the other dogs under her care. This was my first time dog boarding and she made this process so smooth and stress free. Would definitely recommend her!”
“Excellent caregiver! Michelle took care of our nervous, shy small dog for 5 days. He had plenty of exercise, cuddles, and caring support. She sent pictures and updates a few times each day and was a great communicator. We will book with Michelle next time we need a sitter and we highly recommend her.”
“We couldn't be happier with the care Megan and her family gave to our 5 1/2 month old Mini Berniedoodle. She sent pictures, videos, and messages daily, and it was obvious Banjo was having a great time !”
“Jenifer was amazing!!! My dog was so happy at her house And I could relax leaving her there!!! She sent pictures which was so fun and such a plus and answered any texts I sent very promptly!! I can’t wait to use her again!!!! THANK YOU!!❤️”
“Christina was wonderful! She kept in contact with us and sent us super cute pics. Her dogs were very well behaved and I think our dog had a blast with them. Thank you so much, Christina!”
“Mindy was fantastic with our dog! She sent messages and videos every single day. I could tell that our dog was well cared for when she came home, it was like she didn’t skip a beat. we are so thankful for her and will definitely be using her again.”
“Teri and her family provided a loving home for my beagle. I could not have asked for anything better, I think my dog liked it so much there he wanted to stay! Also, Teri was also very accommodating to several schedule changes I had to make, she was able to make it happen for all of them, and this was greatly appreciated. I highly recommend Teri for anyone seeking a high quality, safe and loving home for their fur baby to stay. No kennel could ever compare!”
“Thank you to Karen we at a stress free vacation knowing our senior dog was being well taken care of. Karen was great with updates and sending daily pics, which made my daughters day to see her pup happy and having fun!!”
“Joanne was a LIFE SAVIOR ! I had a last minute cancellation and she responded right away and was able to help take care of Atlas. She was super communicative, shared great photos, and took amazing care of Atlas incredibly impromptu! Thank you thank you thank you !”
Loving dog boarding sitters in your neighborhood
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Connie S.
Star Sitter
“This was the first time my 14-1/2 year old dog was left with a stranger while on vacation. I met Connie for a meet and greet and knew my dog would love being there, in fact, I think my dog was depressed that her vacation had to end too. Connie sent pics, texted details and provided excellent care for my Puppy. I can’t thank Connie enough for a fantastic first-time dog sitting experience. Thanks, Connie!!”
Scott & Ashley S.Star Sitter
“Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.”
Maria & Nayibe B.Star Sitter
“I highly recommend and trust Maria & Nayibe in taking care of my fur baby while we are away. Daily communication, updates and photos of my pet are very much appreciated and give peace of mind knowing my dog is in good hands. This mom & daughter care for and love my Zoe as their own. Thank you both”
Deanne D.Star Sitter
“Deanne was very welcoming as I plan on using her marvelous boarding again! She really cares and appreciates animals. Thanks so much Deanne for peace of mind while we are away from home!”
Kathy & Brad K.
“Benny has been at Kathy's before for daycare. This was his first overnight stay. Kathy is so good about keeping me updated with pictures and treats Benny like he is one of her own. After some not so good experiences at other facilities I'm thrilled that Benny feels so comfortable at Kathy's and loves to play with her little doggo.”
Ashley R.Star Sitter
“Ashleigh and her family are the absolute best people I have ever found to take care of my little teddy bear named Buddy. He gets so much attention it is wonderful. He’s happy to see me when I come but I think he wants to stay. I think he just wants me to visit and leave so he can be with them. They are absolutely great.”
Katy & Dennis "DJ" G.Star Sitter
“Willow has a great time playing with Hoover for a week. We got regular updates on her stay from Kath and DJ. Will definitely use them in the future.”
Bill & Ashlee G.
“Maddy had a great time staying with Bill and Ashlee for the first time. I felt very comfortable leaving her with them, and they were very accommodating to her needs as a more senior dog. I would definitely have her stay there again!”
Ashlee K.
“Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️”
Rebecca S.Star Sitter
“Becky was amazing with my dog, I left him for around 5 days and she updated me everyday regarding his stay. Her backyard was so amazing, my dog was out having fun with the other dogs under her care. This was my first time dog boarding and she made this process so smooth and stress free. Would definitely recommend her!”
Michelle G.Star Sitter
“Excellent caregiver! Michelle took care of our nervous, shy small dog for 5 days. He had plenty of exercise, cuddles, and caring support. She sent pictures and updates a few times each day and was a great communicator. We will book with Michelle next time we need a sitter and we highly recommend her.”
Dana H.
“Our dogs were happy and very well cared for- we didn't worry about them a bit! Dana is a true dog person. Would definitely use this Rover again!”
Megan L.Star Sitter
“We couldn't be happier with the care Megan and her family gave to our 5 1/2 month old Mini Berniedoodle. She sent pictures, videos, and messages daily, and it was obvious Banjo was having a great time !”
Brooke K.Star Sitter
“Ollie spent a week with Brooke and I felt confident that she was well cared for and having a great time. Would absolutely contact Brooke again. Thank you!”
Jenifer D.Star Sitter
“Jenifer was amazing!!! My dog was so happy at her house And I could relax leaving her there!!! She sent pictures which was so fun and such a plus and answered any texts I sent very promptly!! I can’t wait to use her again!!!! THANK YOU!!❤️”
Christina W.Star Sitter
“Christina was wonderful! She kept in contact with us and sent us super cute pics. Her dogs were very well behaved and I think our dog had a blast with them. Thank you so much, Christina!”
Mindy W.Star Sitter
“Mindy was fantastic with our dog! She sent messages and videos every single day. I could tell that our dog was well cared for when she came home, it was like she didn’t skip a beat. we are so thankful for her and will definitely be using her again.”
Teri A.Star Sitter
“Teri and her family provided a loving home for my beagle. I could not have asked for anything better, I think my dog liked it so much there he wanted to stay! Also, Teri was also very accommodating to several schedule changes I had to make, she was able to make it happen for all of them, and this was greatly appreciated. I highly recommend Teri for anyone seeking a high quality, safe and loving home for their fur baby to stay. No kennel could ever compare!”
Karen K.Star Sitter
“Thank you to Karen we at a stress free vacation knowing our senior dog was being well taken care of. Karen was great with updates and sending daily pics, which made my daughters day to see her pup happy and having fun!!”
Joanne V.
“Joanne was a LIFE SAVIOR ! I had a last minute cancellation and she responded right away and was able to help take care of Atlas. She was super communicative, shared great photos, and took amazing care of Atlas incredibly impromptu! Thank you thank you thank you !”
Popular requests near you
Select a filter and find qualifying Caldwell 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 Caldwell 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 Caldwell average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 668 sitters provided dog boarding in Caldwell. 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, 92% of Caldwell dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Caldwell have an average of 17 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 Caldwell.
Rover makes it easy to find Caldwell 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 668 dog boarding sitters in Caldwell on Rover, so you’re sure to find the perfect match for your dog! In Caldwell, 89% of sitters offer daily exercise, 94% 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.
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