Dog Boarding in Winterset, Fort Wayne
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Winterset dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Anne is so awesome!!! She knows dogs and takes great care of your fur baby. She sent a lot of pics and I could tell Bentley was happy with his stay. Definitely recommend and will take Bentley back for boarding needs.”


“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 loved the care Azure gave to our 2 German Shorthairs! The text updates and pictures we got throughout our vacation were so appreciated! We would highly recommend her services!”


“Ozzie had the best care at Stephanie’s. I was afraid he wouldn’t want to come home with me! She treated him just like her own and I feel very lucky to have had found her. I will definitely try to rebook next time we travel.”


“Jennifer was absolutely amazing! This was the first time we left our dog (CC) overnight since we got her in December, so I was a little anxious about it. Jennifer was so kind and I knew instantly that CC was in excellent hands. I was so happy to receive updates and photos throughout the few days and I cannot recommend Jennifer enough!”


“Karisa was fantastic! Our dog is older (15) and can get a little nervous, so a caring, home environment is what we were looking for. There was such peace of mind leaving our pet with Karisa. She even sent pictures so we could see how cozy Tilly was in their home and she was sent home with a “goodie bag” of homemade doggie treats! We highly recommend!!!”


“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!”


“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”


“I really appreciate Erin keeping Jack. I was able to do a meet and greet prior to his stay and felt comfortable leaving him for multiple days. Erin sent me updates without me having to ask. I would definitely trust to leave him with her again.”


“Kristen was able to care for my dog even though it was very last minute! It was so nice to get updates from her throughout my dogs stay! She was very professional and easy to work with! So glad my dog got to stay with her!”


“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!”


“Heather was a wonderful sitter for my 11 month old puppy. She was very flexible with drop off and pick up. She was communicative and sent me photos and updates. I would definitely use her again.”

“Our Poppi had a blast being with Sara! So much so we don't think she wanted to leave. 😊 We will be return customers for sure!!! Thank you Sara for keeping our sweet girl comfortable while we were away!”


About: Hi there! I’m Ada— a lifelong animal lover with over 17 years of experience walking and caring for dogs of all sizes, breeds, and temperaments. I’ve grown up with larger dogs in my family for all of my 18 years of life! Whether it’s a high-energy husky or a shy senior pug, I tailor every walk or visit to your pet’s unique needs and personality. I understand how important it is to feel confident in your pet’s care while you’re away, so I make it my mission to keep them happy, safe, and well-exercised. I’m always on time, easy to reach, and happy to send photo updates after every walk! Please feel free to reach out! Pet care is an important and consistent part of my weekly routine, even though my part-time job schedule changes week to week. I keep my Rover calendar up to date and always communicate clearly about my availability so pet parents know exactly when I’m free. Most weeks, I’m available for morning or evening walks, drop-in visits, and weekends I’m very open. I’m always happy to work with your schedule to make sure your pet is cared for when you need it. Safety and trust are at the heart of how I care for every pet. Whether I’m visiting your home or welcoming your pet into mine, I make sure they feel secure, comfortable, and cared for at all times. When pets stay with me, they’ll be in a clean, calm environment where they can relax and be themselves. I don’t have other pets, and I never leave pets unattended for long periods. I follow your care instructions closely and I send regular updates so you always know how they’re doing. When walking or visiting pets in your home, I take the same care: checking gates, leashes, and surroundings to keep everything safe. I treat every animal with patience and respect, and I know how important it is to earn both your trust and your pet’s.

“Please do not book her! This is MY dog sitter y’all! Great communication, gave updates, after the first day jitters I realized I had nothing to worry about. My Beauty was taken care of, comfy and happy.”


“An even better 2nd booking experience. Nan and her family and little Henry are really good to my baby boy. She is really a Nana to him. She even knew to take him for a walk to help him use up his excess energy, which I thought was awesome. He is SUPER energetic. I highly recommend and Kai and I are now official return clients!”


“April was so amazing! My Rue had such a wonderful time. April was able to provide great pictures throughout the stay and was so great with communication. Thank you so much April!!💕💕”

Loving dog boarding sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Anne T.Star Sitter

“Anne is so awesome!!! She knows dogs and takes great care of your fur baby. She sent a lot of pics and I could tell Bentley was happy with his stay. Definitely recommend and will take Bentley back for boarding needs.”


Natalie S.

“Natalie is wonderful! Cola had the best time playing catch with her dogs and cooling off in the pool. Natalie sent updates throughout the weekend as well!”


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!!”


Azure S.Star Sitter

“We loved the care Azure gave to our 2 German Shorthairs! The text updates and pictures we got throughout our vacation were so appreciated! We would highly recommend her services!”


Tiffney S.

“Tiffney was really great with my dog. She kept me updated throughout his stay and sent me pictures! Super nice and thor seemed to have had a great time!”


Stephanie M.Star Sitter

“Ozzie had the best care at Stephanie’s. I was afraid he wouldn’t want to come home with me! She treated him just like her own and I feel very lucky to have had found her. I will definitely try to rebook next time we travel.”


Jennifer T.
Star Sitter


“Jennifer was absolutely amazing! This was the first time we left our dog (CC) overnight since we got her in December, so I was a little anxious about it. Jennifer was so kind and I knew instantly that CC was in excellent hands. I was so happy to receive updates and photos throughout the few days and I cannot recommend Jennifer enough!”


Karisa E.Star Sitter

“Karisa was fantastic! Our dog is older (15) and can get a little nervous, so a caring, home environment is what we were looking for. There was such peace of mind leaving our pet with Karisa. She even sent pictures so we could see how cozy Tilly was in their home and she was sent home with a “goodie bag” of homemade doggie treats! We highly recommend!!!”


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!”


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”


Erin D.
Star Sitter


“I really appreciate Erin keeping Jack. I was able to do a meet and greet prior to his stay and felt comfortable leaving him for multiple days. Erin sent me updates without me having to ask. I would definitely trust to leave him with her again.”


Kristen O.
Star Sitter


“Kristen was able to care for my dog even though it was very last minute! It was so nice to get updates from her throughout my dogs stay! She was very professional and easy to work with! So glad my dog got to stay with her!”


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!”


Heather S.Star Sitter
“Heather was a wonderful sitter for my 11 month old puppy. She was very flexible with drop off and pick up. She was communicative and sent me photos and updates. I would definitely use her again.”


Sara G.

“Our Poppi had a blast being with Sara! So much so we don't think she wanted to leave. 😊 We will be return customers for sure!!! Thank you Sara for keeping our sweet girl comfortable while we were away!”


Adeline W.
About: Hi there! I’m Ada— a lifelong animal lover with over 17 years of experience walking and caring for dogs of all sizes, breeds, and temperaments. I’ve grown up with larger dogs in my family for all of my 18 years of life! Whether it’s a high-energy husky or a shy senior pug, I tailor every walk or visit to your pet’s unique needs and personality. I understand how important it is to feel confident in your pet’s care while you’re away, so I make it my mission to keep them happy, safe, and well-exercised. I’m always on time, easy to reach, and happy to send photo updates after every walk! Please feel free to reach out! Pet care is an important and consistent part of my weekly routine, even though my part-time job schedule changes week to week. I keep my Rover calendar up to date and always communicate clearly about my availability so pet parents know exactly when I’m free. Most weeks, I’m available for morning or evening walks, drop-in visits, and weekends I’m very open. I’m always happy to work with your schedule to make sure your pet is cared for when you need it. Safety and trust are at the heart of how I care for every pet. Whether I’m visiting your home or welcoming your pet into mine, I make sure they feel secure, comfortable, and cared for at all times. When pets stay with me, they’ll be in a clean, calm environment where they can relax and be themselves. I don’t have other pets, and I never leave pets unattended for long periods. I follow your care instructions closely and I send regular updates so you always know how they’re doing. When walking or visiting pets in your home, I take the same care: checking gates, leashes, and surroundings to keep everything safe. I treat every animal with patience and respect, and I know how important it is to earn both your trust and your pet’s.


Alexis P.Star Sitter

“Please do not book her! This is MY dog sitter y’all! Great communication, gave updates, after the first day jitters I realized I had nothing to worry about. My Beauty was taken care of, comfy and happy.”


Nan D.Star Sitter

“An even better 2nd booking experience. Nan and her family and little Henry are really good to my baby boy. She is really a Nana to him. She even knew to take him for a walk to help him use up his excess energy, which I thought was awesome. He is SUPER energetic. I highly recommend and Kai and I are now official return clients!”


April C.Star Sitter

“April was so amazing! My Rue had such a wonderful time. April was able to provide great pictures throughout the stay and was so great with communication. Thank you so much April!!💕💕”
Winterset dog parents share their Rover experiences
Thank you Eliza!! Our pups were so happy and calm when we picked them up last night. You have such a welcoming and calm home, thank you for sharing it with us 😊 Review: Eliza was great with communication and sent lots of pictures and notes to let us know how our dogs were doing. Her home is beautiful and very dog friendly, and her other fur babies are happy and friendly. Great experience!!

Popular requests near you
Select a filter and find qualifying Winterset 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 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
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winterset.
Rover makes it easy to find Winterset 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
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.
