Dog Boarding in New Winchester, IN
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Top rated New Winchester dog boarders

“Loki came home happy and tired, which means he really enjoyed his stay with Katy. I received updates on him throughout the week, and Katy was quick to respond to any questions. It’s awesome that we now have a trusted sitter for Loki if we need to leave him in the future!”

“Wow! Breanna and her family went above and beyond for my two dogs who have never been boarded before. The dogs were a little anxious the first day and first night and they did what it took to calm them. I received numerous photos and updates every day and even a video of my doodle playing with Breanna's two young kids <3 Our dogs were thrilled to see us after three full days but I could tell they were very, very well taken care of at this home. I wouldn't hesitate to use Breanna again in the future. The people in this family are truly dog lovers through and through. Thanks so much!”


“Valerie and Kenneth were great sitters. Clean safe house and a great space for the dogs in the back yard. Great communication with comforting pictures sent to ease the separation from my doggie. Would definitely use them again and highly recommend. Thanks so much for watching my Jessie girl.”


“Thank you Sarah! She was great with King and up to the task of dealing with my grumpy old man. She kept me informed and I felt he was in great hands while I was out of town. He eventually started warming up so that’s let me know he felt comfortable.”


“Really fantastic experience. Gwen and family were friendly and accommodating. Great location and amazing fenced in backyard. They took very good care of my pup. I could tell she had been well taken care of, but one thing I especially loved is that she crashed hard when we got home from her time with Gwen and fam. I know that means she got good exercise and activity. With my boxer pup, tired means she's been having fun! I will definitely use Gwen and family again.”


“Emily and her family were wonderful with Bella. They were understanding and supportive of her separation anxiety, making me feel at ease while I was out of town. Bella came home happy and loved; I am so grateful that I found Emily. Definitely hope to book her the next time we go out on vacation.”


“I couldn't have asked for better care for my sweet baby Myla! Kevin & Diana went above and beyond to make sure she felt at home, showering her with love and attention. They kept me updated with adorable photos and videos, which put my mind at ease while I was away. Myla came home happy, healthy, and clearly well-cared for. Thank you so much for your kindness and professionalism—I highly recommend your services to anyone looking for trustworthy and wonderful dog sitters!”



“I couldn't have asked for a better person to watch our little boy!!!! She super attentive, amazing with communication, and made my Oreo feel at home!!!! Will definitely be using her again if we need!!!!!!”


“Tameka took our dogs in last minute for boarding and we could not have asked for a better experience. She made sure they were accomodated, took them for plenty of walks, and sent pictures and updates often. We so appreciate Tameka and her service!”


“Mark came highly recommended and from the moment we met, I could see why. He is was to talk to and very attentive. I knew that my pups would be loved on and spoiled during their stay. We will be going back, for sure.”


“Emily is fantastic! In fact, I just confirmed another dog sitting gig in June with Emily! Cooper always seems happy and very tired when he comes home! We are so thankful we found Emily!”


“We were blessed to find Victoria and her sweet family to love our two furry girls while we were away for a whole week. Leaving them with someone I did not know was very stressful. She settled my fears by staying in touch daily and sending pictures. When we picked them up, I could completely see the girls had been loved dearly while I was away. I will absolutely call on Victoria if we need a sitter in the future. XOXO”


“Sebastian had a great stay with Stacy- he always has the best time! He gets so excited when we drop him off, it’s very comforting to have someone like Stacy to watch our pup.”


“Brianna was great with our dog, Comet! She clearly loves dogs and took such great care of him, sending us regular updates of Comet over the three days he stayed with her. We will definitely be repeat clients.”


“Will definitely be using again! They were so sweet to our pups and kept us updated throughout their stay. They also took our concerns and requests seriously especially with one of our more behavioral dogs. Can’t thank them enough!”


“My girls just love hanging out with the pack, they come home satisfied! I never have to worry about them knowing they are having a great vacation while I am! Lydia”


“William cared well for our dog, Rosie. We appreciated that he was home during the days to spend time with her and he sent us updates each day. She came home happy!”


“Where a dog can be a dog! Becky has the ideal environment for dogs. My favorite thing is that my dog got to be with other dogs all the time and I received multiple videos and pictures that were refreshingly transparent. Our meet and greet impressed upon me Becky’s passion for canines and I could relax while my dog was in her capable hands.”


“Highly recommend Kristen and Kenneth, Mac loves to visit and is well taken care of everytime! He has a best buddy with Zeke and it is a blessing to know they treat him like he's part of their family when he visits ❤️❤️”

Loving dog boarding sitters in your neighborhood
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Katy T.Star Sitter
“Loki came home happy and tired, which means he really enjoyed his stay with Katy. I received updates on him throughout the week, and Katy was quick to respond to any questions. It’s awesome that we now have a trusted sitter for Loki if we need to leave him in the future!”


Breanna S.


“Wow! Breanna and her family went above and beyond for my two dogs who have never been boarded before. The dogs were a little anxious the first day and first night and they did what it took to calm them. I received numerous photos and updates every day and even a video of my doodle playing with Breanna's two young kids <3 Our dogs were thrilled to see us after three full days but I could tell they were very, very well taken care of at this home. I wouldn't hesitate to use Breanna again in the future. The people in this family are truly dog lovers through and through. Thanks so much!”


Valerie & Kenneth K.Star Sitter

“Valerie and Kenneth were great sitters. Clean safe house and a great space for the dogs in the back yard. Great communication with comforting pictures sent to ease the separation from my doggie. Would definitely use them again and highly recommend. Thanks so much for watching my Jessie girl.”


Sarah O.

“Thank you Sarah! She was great with King and up to the task of dealing with my grumpy old man. She kept me informed and I felt he was in great hands while I was out of town. He eventually started warming up so that’s let me know he felt comfortable.”


Gwen E.Star Sitter

“Really fantastic experience. Gwen and family were friendly and accommodating. Great location and amazing fenced in backyard. They took very good care of my pup. I could tell she had been well taken care of, but one thing I especially loved is that she crashed hard when we got home from her time with Gwen and fam. I know that means she got good exercise and activity. With my boxer pup, tired means she's been having fun! I will definitely use Gwen and family again.”


Emily P.
Star Sitter


“Emily and her family were wonderful with Bella. They were understanding and supportive of her separation anxiety, making me feel at ease while I was out of town. Bella came home happy and loved; I am so grateful that I found Emily. Definitely hope to book her the next time we go out on vacation.”


Diana & Kevin S.Star Sitter

“I couldn't have asked for better care for my sweet baby Myla! Kevin & Diana went above and beyond to make sure she felt at home, showering her with love and attention. They kept me updated with adorable photos and videos, which put my mind at ease while I was away. Myla came home happy, healthy, and clearly well-cared for. Thank you so much for your kindness and professionalism—I highly recommend your services to anyone looking for trustworthy and wonderful dog sitters!”




Destinee M.
Star Sitter


“I couldn't have asked for a better person to watch our little boy!!!! She super attentive, amazing with communication, and made my Oreo feel at home!!!! Will definitely be using her again if we need!!!!!!”


Tameka S.

“Tameka took our dogs in last minute for boarding and we could not have asked for a better experience. She made sure they were accomodated, took them for plenty of walks, and sent pictures and updates often. We so appreciate Tameka and her service!”


Mark A.Star Sitter

“Mark came highly recommended and from the moment we met, I could see why. He is was to talk to and very attentive. I knew that my pups would be loved on and spoiled during their stay. We will be going back, for sure.”


Emily S.

“Emily is fantastic! In fact, I just confirmed another dog sitting gig in June with Emily! Cooper always seems happy and very tired when he comes home! We are so thankful we found Emily!”


Victoria T.Star Sitter

“We were blessed to find Victoria and her sweet family to love our two furry girls while we were away for a whole week. Leaving them with someone I did not know was very stressful. She settled my fears by staying in touch daily and sending pictures. When we picked them up, I could completely see the girls had been loved dearly while I was away. I will absolutely call on Victoria if we need a sitter in the future. XOXO”


Rachel P.Star Sitter

“Rachael was so nice. She was such a great sitter. My dogs loved her too. She even updated me while I was gone about the dogs and sent pictures.”


Stacy C.Star Sitter

“Sebastian had a great stay with Stacy- he always has the best time! He gets so excited when we drop him off, it’s very comforting to have someone like Stacy to watch our pup.”


Brianna S.

“Brianna was great with our dog, Comet! She clearly loves dogs and took such great care of him, sending us regular updates of Comet over the three days he stayed with her. We will definitely be repeat clients.”


Joshua & Kate F.Star Sitter

“Will definitely be using again! They were so sweet to our pups and kept us updated throughout their stay. They also took our concerns and requests seriously especially with one of our more behavioral dogs. Can’t thank them enough!”


Mary E.
Star Sitter


“My girls just love hanging out with the pack, they come home satisfied! I never have to worry about them knowing they are having a great vacation while I am! Lydia”


William Y.Star Sitter

“William cared well for our dog, Rosie. We appreciated that he was home during the days to spend time with her and he sent us updates each day. She came home happy!”


Becky B.Star Sitter

“Where a dog can be a dog! Becky has the ideal environment for dogs. My favorite thing is that my dog got to be with other dogs all the time and I received multiple videos and pictures that were refreshingly transparent. Our meet and greet impressed upon me Becky’s passion for canines and I could relax while my dog was in her capable hands.”


Kristen & Kenneth O.Star Sitter

“Highly recommend Kristen and Kenneth, Mac loves to visit and is well taken care of everytime! He has a best buddy with Zeke and it is a blessing to know they treat him like he's part of their family when he visits ❤️❤️”
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!
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 168 sitters provided dog boarding in New Winchester. 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 New Winchester dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in New Winchester have an average of 21 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 New Winchester.
Rover makes it easy to find New Winchester 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 168 dog boarding sitters in New Winchester on Rover, so you’re sure to find the perfect match for your dog! In New Winchester, 89% of sitters offer daily exercise, 95% offer medication administration, and 89% 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.
