Dog Boarding in Midway, FL
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Top rated Midway dog boarders

“One of the best Rover Sitters my dogs have stayed at. Richard has enormous experience and patience with dogs. Right off the jump start we met so the dogs could become acquainted and comfortable. I too learned some tricks of the trade in training tips to utilize on my own. Mr Richard is definitely a go to dog sitter as he is involved in teaching your dog new behavioral and reinforcement responses. I was impressed throughout. I received pictures and updates as well during their stay. Will definitely use him again.”



“It’s like Judith said in her bio. The dogs didn’t really miss us. The love and affection they received was quite evident. Our pets were happy to see us, but looked and acted as they longed to stay longer. Thank you sooo much for the love, attention, texts, and pictures!”


“Kendall and Matthew (and family) did an amazing job. The dogs were still tired on Monday. It's obvious that they had a great time. Easy drop-off and pick-up, lots of pics, and happy dogs. Can't say any more. Will definitely be using again.”


“We are absolutely thrilled with the care Grachel provided for our dog, Stella, over the past 11 days. Grachel did a truly wonderful job! We especially loved receiving picture updates, particularly the delightful shots of Stella happily chasing other dogs in Grachel's backyard. It was clear from these photos, and from Stella's bright demeanor upon our return, that she was very happy and incredibly well-cared for. Grachel went above and beyond, and we were so pleased with the peace of mind she gave us while we were away. We highly recommend her!”


“I am so thankful for Diana - she was able to watch my girl for a very last minute trip and accommodating to late drop off/pick ups. She provided updates and photos daily which helped to ease my own separation anxiety. Sweetie came home happy, healthy, and tired - a great sign of a great time with her sitter :) Thank you again!!”


“Heather was amazing! We got lots of updates and pictures. Definitely felt like our boy was in good hands while we were away. Thank you Heather!”


“Madelyn is so sweet and her dog is super cute and friendly!! My pup was very well taken care of, and I got plenty of pics/updates throughout his stay! 10/10 recommend”


“Great experience! My dog was well cared for, and I appreciated the frequent updates and great communication. He was kind, thoughtful, and very proactive. He handled everything with care and attention. I felt completely at ease while away. Would definitely book again!”


“We felt like Piper was an old friend with Bob from the first visit. He kept us up to date with photos and a text on how she was doing before we even thought about asking each day. He also helped wrap her foot to keep her from licking a healing foot wound and made sure she got her pills. Bob was also flexible and fast to communicate a plan for changing pick up time when our flights were delayed without any problem. Great communication and great care! We will definitely reach out again when we need a dog sitter to Pipers new favorite friend Bob.”


“Logan was fantastic—kept me updated with lots of photos and made sure my dog was comfortable and happy the whole time. It’s clear my girl was in great hands. I’ll absolutely be using Logan again and highly recommend their services to anyone looking for a trustworthy and attentive dog sitter!”


“Tyra was fantastic with my older dog and his dietary / exercise needs. She was flexible as my return travel plans changed and accommodated those changes with pleasant and timely communications. She sent photos every day and even kept him clean despite his rolling in the grass daily..:). Would definitely board again.”



“Anna was super accommodating and amazing with my Pomeranian. She was flexible with me when I had a change in plans, and she sent lots of pictures. I will book again!”


“Kayla was absolutely amazing with my kitty, Cleo. She took her in at a last minute request and was incredibly accommodating, attentive, and sweet. Cleo is not an easy cat, but Kayla was wonderful and gave her the space she needed while supporting her in the time I was away. I cannot recommend her enough!”


“I can’t say enough great things about Alexys and the amazing care she provided for my three dogs! From the very start, she was professional, communicative, and truly cared about making sure my pups were happy and well taken care of. Throughout the stay, she sent me regular updates, including pictures and videos, which gave me such peace of mind. It was clear my dogs were having a blast and getting plenty of love and attention. Whether it was playtime, walks, or cuddle sessions, she treated my dogs like her own. When I came home, my dogs were happy, relaxed, and well cared for—exactly what every pet parent hopes for! I highly recommend Alexys to anyone looking for a reliable, loving, and responsible pet sitter. I will absolutely be booking with her again!”


“Courtney was wonderful with my dog Chase. She sent me lots of updates with messages, photo's and video's so I could see that he was fine. He enjoyed his stay as well. Thank you Courtney for taking care of Chase!”


“Franceska & Daniel were awesome sitters! They were very good at communicating and Chop took a liking to them very quick. I was very happy with knowing Chop always had company and not just in a cage, that left me comfort to continue to book with them especially because they treated chop as if he were their own and was just as happy caring for him.”


“Amazing! This is my first time every doing something like this and I felt very comfortable. Kaley is very flexible and goes above and beyond. She sends pictures whenever I asked and Chance came back home with a bath, and new tricks learned. The best experience I could have asked for.”


“Yanran was super sweet and caring to our pup! We will definitely be coming back next time we're out of town!”


About: I’ve been taking care of dogs sense I was 10, I’ve gone to numerous dog training camps, I’ve worked at two vets and have taken care and own dogs and cats myself. I work part time and in school part time but I have a lot of flexibility with my day and always take priority over animals as I’m going to school to be a vet. I have a fenced in yard, and love going on walks with dogs, and making sure they have enough water afterwards, i love having a schedule when it comes to house sitting and making sure everything is accurate.

“This was my first time using Rover. Booking & check-in process was very easy! Jenny gave several updates/pics which eased anxiety of leaving our fur baby at an unknown house. Great experience... will use again on our next visit to Tallahassee.”

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Richard D.Star Sitter

“One of the best Rover Sitters my dogs have stayed at. Richard has enormous experience and patience with dogs. Right off the jump start we met so the dogs could become acquainted and comfortable. I too learned some tricks of the trade in training tips to utilize on my own. Mr Richard is definitely a go to dog sitter as he is involved in teaching your dog new behavioral and reinforcement responses. I was impressed throughout. I received pictures and updates as well during their stay. Will definitely use him again.”




Judith D.Star Sitter

“It’s like Judith said in her bio. The dogs didn’t really miss us. The love and affection they received was quite evident. Our pets were happy to see us, but looked and acted as they longed to stay longer. Thank you sooo much for the love, attention, texts, and pictures!”


Kendall & Matthew F.Star Sitter

“Kendall and Matthew (and family) did an amazing job. The dogs were still tired on Monday. It's obvious that they had a great time. Easy drop-off and pick-up, lots of pics, and happy dogs. Can't say any more. Will definitely be using again.”


Grachel M.

“We are absolutely thrilled with the care Grachel provided for our dog, Stella, over the past 11 days. Grachel did a truly wonderful job! We especially loved receiving picture updates, particularly the delightful shots of Stella happily chasing other dogs in Grachel's backyard. It was clear from these photos, and from Stella's bright demeanor upon our return, that she was very happy and incredibly well-cared for. Grachel went above and beyond, and we were so pleased with the peace of mind she gave us while we were away. We highly recommend her!”


Diana G.

“I am so thankful for Diana - she was able to watch my girl for a very last minute trip and accommodating to late drop off/pick ups. She provided updates and photos daily which helped to ease my own separation anxiety. Sweetie came home happy, healthy, and tired - a great sign of a great time with her sitter :) Thank you again!!”


Heather M.Star Sitter

“Heather was amazing! We got lots of updates and pictures. Definitely felt like our boy was in good hands while we were away. Thank you Heather!”


Madelyn L.

“Madelyn is so sweet and her dog is super cute and friendly!! My pup was very well taken care of, and I got plenty of pics/updates throughout his stay! 10/10 recommend”


LaNorris G.Star Sitter

“Great experience! My dog was well cared for, and I appreciated the frequent updates and great communication. He was kind, thoughtful, and very proactive. He handled everything with care and attention. I felt completely at ease while away. Would definitely book again!”


Robert F.Star Sitter

“We felt like Piper was an old friend with Bob from the first visit. He kept us up to date with photos and a text on how she was doing before we even thought about asking each day. He also helped wrap her foot to keep her from licking a healing foot wound and made sure she got her pills. Bob was also flexible and fast to communicate a plan for changing pick up time when our flights were delayed without any problem. Great communication and great care! We will definitely reach out again when we need a dog sitter to Pipers new favorite friend Bob.”


Logan H.Star Sitter

“Logan was fantastic—kept me updated with lots of photos and made sure my dog was comfortable and happy the whole time. It’s clear my girl was in great hands. I’ll absolutely be using Logan again and highly recommend their services to anyone looking for a trustworthy and attentive dog sitter!”


Tyra W.

“Tyra was fantastic with my older dog and his dietary / exercise needs. She was flexible as my return travel plans changed and accommodated those changes with pleasant and timely communications. She sent photos every day and even kept him clean despite his rolling in the grass daily..:). Would definitely board again.”




Anna B.Star Sitter

“Anna was super accommodating and amazing with my Pomeranian. She was flexible with me when I had a change in plans, and she sent lots of pictures. I will book again!”


Kayla A.

“Kayla was absolutely amazing with my kitty, Cleo. She took her in at a last minute request and was incredibly accommodating, attentive, and sweet. Cleo is not an easy cat, but Kayla was wonderful and gave her the space she needed while supporting her in the time I was away. I cannot recommend her enough!”


Alexys L.Star Sitter

“I can’t say enough great things about Alexys and the amazing care she provided for my three dogs! From the very start, she was professional, communicative, and truly cared about making sure my pups were happy and well taken care of. Throughout the stay, she sent me regular updates, including pictures and videos, which gave me such peace of mind. It was clear my dogs were having a blast and getting plenty of love and attention. Whether it was playtime, walks, or cuddle sessions, she treated my dogs like her own. When I came home, my dogs were happy, relaxed, and well cared for—exactly what every pet parent hopes for! I highly recommend Alexys to anyone looking for a reliable, loving, and responsible pet sitter. I will absolutely be booking with her again!”


Courtney J.

“Courtney was wonderful with my dog Chase. She sent me lots of updates with messages, photo's and video's so I could see that he was fine. He enjoyed his stay as well. Thank you Courtney for taking care of Chase!”


Franceska & Daniel D.Star Sitter

“Franceska & Daniel were awesome sitters! They were very good at communicating and Chop took a liking to them very quick. I was very happy with knowing Chop always had company and not just in a cage, that left me comfort to continue to book with them especially because they treated chop as if he were their own and was just as happy caring for him.”


Kaley W.

“Amazing! This is my first time every doing something like this and I felt very comfortable. Kaley is very flexible and goes above and beyond. She sends pictures whenever I asked and Chance came back home with a bath, and new tricks learned. The best experience I could have asked for.”


Yanran L.

“Yanran was super sweet and caring to our pup! We will definitely be coming back next time we're out of town!”


Ashlyn S.
About: I’ve been taking care of dogs sense I was 10, I’ve gone to numerous dog training camps, I’ve worked at two vets and have taken care and own dogs and cats myself. I work part time and in school part time but I have a lot of flexibility with my day and always take priority over animals as I’m going to school to be a vet. I have a fenced in yard, and love going on walks with dogs, and making sure they have enough water afterwards, i love having a schedule when it comes to house sitting and making sure everything is accurate.


Jenny L.

“This was my first time using Rover. Booking & check-in process was very easy! Jenny gave several updates/pics which eased anxiety of leaving our fur baby at an unknown house. Great experience... will use again on our next visit to Tallahassee.”
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, 184 sitters provided dog boarding in Midway. 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, 93% of Midway dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Midway 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 Midway.
Rover makes it easy to find Midway 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 184 dog boarding sitters in Midway on Rover, so you’re sure to find the perfect match for your dog! In Midway, 100% of sitters offer daily exercise, 94% offer medication administration, and 76% 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.
