Pet Boarding in Winter Springs
Find a loving Winter Springs pet sitter to watch your cat or dog overnight at your sitter’s home.
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Top rated Winter Springs pet boarders
“This was the first time we ever leave Cosco with a sitter and was a bit nervous but as a soon as I met Briana I was reassured. She was sweet and I felt safe leaving my doggie in her hands. Also she kept me updated with pics which I loved. Will def contact her if we ever need a sitter again! Thank you Briana!”
“Carla was amazing with Pumpkin! She definitely made me feel better as it was our first time leaving Pumpkin with someone. She kept me in the loop of how he was doing by sending me pictures of him. I really appreciated that!”
“Sam, thank you and your family for taking such good care of Ivy and Diva last weekend. They were in a “home away from home”. I sure appreciate the photos and the check/ins too. I am so relieved to have found you. Looking forward to next time!”
“Our 3 year old doberman was well taken care of while we were gone for two weeks. She is a high energy and affectionate pup and recieved all the attention and exercise she needed. So glad that we found you ❤️”
“Luke was super attentive and caring. He sent daily updates with photos. We left for two weeks and he did a great job for a long stay with our bloodhound, Waffles. Highly recommend Luke for long stays, we will definitely use / request him again for our next boarding.”
“Shannon and Chris were so sweet to our Mochi. They both made an effort to get to know him at meet and greet. We could tell right away that they're animal lovers and felt very comforted that our puppy has someone who actually cares for him take care of him while we're away. Mochi seemed very happy when we picked him up and Shannon and Chris also gave us a run-through of his day with them.”
“Lauren was reliable, kind & took such great care of my cat while I was away. I got regular updates & photos. I could tell my cat was happy and comfortable! Highly recommend”
“David was the best sitter I could have asked for! Super kind and great updates ! I loved pictures and Izzy had so much fun! Big yard , great pups, great owner ! Highly recommend! Will using again just for playtime for Izzy!”
“I can’t say it enough, how wonderful Millie treated our one year old Cocker Spaniel. He was calm and happy when we picked him up. She kept us updated with pictures and messages throughout his stay. We will definitely be doing this again :)”
“Overall great experience. Quick to respond and took the initiative to send pictures everyday. The home was beautiful and I felt very safe leaving my puppy for a few nights.”
“Maria was absolutely amazing with my dog, Chance! From the start, her communication was excellent—she kept me updated with plenty of pictures and videos, which really put me at ease while I was away. Chance went on tons of walks, got to visit the dog park, and even got spoiled with homemade bone broth pup cups! She also sent him home with treats and toys, which was such a sweet touch. It’s clear she genuinely cares for the dogs she watches. Maria was flexible, reliable, and made the whole experience stress-free. I highly recommend her and would absolutely book with her again!”
“Kim was an absolute pleasure to have as our dogsitter. We had some outstanding circumstances that she was able to work with us on and made the entire process smooth and convenient. Our two boys looked great and in high spirits when we got home. Her home is extremely welcoming and dog-friendly, and her backyard is a doggie heaven. We could not sing her praises any more than we are now. If you are looking for someone to take great care of your fur babies while you are away, you can rest assured Kim will be a great host. Will undoubtably be using her services again! 5/5 stars!”
“Trent and his wife were wonderful with Curly. They kept me updated throughout the stay with photos and videos, which I really appreciated. Curly seemed happy, relaxed, and well taken care of the whole time. It gave me peace of mind knowing he was in such good hands. I would definitely recommend them!!”
“Rita was very nice and took care of our dog like he was her own. Her dog, Maggie Mae, was really sweet and played well with Loki. . Rita was also nice enough to share some of Maggie Mae’s toys, and knowing how much my daughter missed our dog, was extremely accommodating in letting us get Loki after hours. Thank you Rita!!!”
“Deanna is fantastic and our Lilly loved her! As long as she is available to sit Lilly, she will be my go-to. Great communication, took Lilly on walks, and she has a fenced yard. Highly recommend, she is the best!”
“Jose and family were amazing to my baby! I was nervous about bringing him but Jose and family welcomed him in as their own. Jose sent pictures the entire time, very welcoming and warm environment. My Louie was happy and didn’t give me a hard time when I left. I will definitely be using Jose again to care for my fur baby again!”
Loving pet boarding sitters in your neighborhood
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Emily C.Star Sitter
“Emily is a wonderful sitter for our Loki. Very communicative, accommodating and provides updates and photos every day. Five star service! We highly recommend!!”
Christina W.Star Sitter
“Christina was great. Our pups seemed to fit right in with her and she was very good with them. Will definitely book with her again in the future.”
Linda L.
“Linda took very good care of our pup. Floof loved staying with Linda for the weekend while we were awake. Will definitely rebook! Thank you so much for being an awesome Rover sitter!”
Briana A.Star Sitter
“This was the first time we ever leave Cosco with a sitter and was a bit nervous but as a soon as I met Briana I was reassured. She was sweet and I felt safe leaving my doggie in her hands. Also she kept me updated with pics which I loved. Will def contact her if we ever need a sitter again! Thank you Briana!”
Carla B.
Star Sitter
“Carla was amazing with Pumpkin! She definitely made me feel better as it was our first time leaving Pumpkin with someone. She kept me in the loop of how he was doing by sending me pictures of him. I really appreciated that!”
Sam H.Star Sitter
“Sam, thank you and your family for taking such good care of Ivy and Diva last weekend. They were in a “home away from home”. I sure appreciate the photos and the check/ins too. I am so relieved to have found you. Looking forward to next time!”
Jennifer B.Star Sitter
“Our 3 year old doberman was well taken care of while we were gone for two weeks. She is a high energy and affectionate pup and recieved all the attention and exercise she needed. So glad that we found you ❤️”
Luke F.Star Sitter
“Luke was super attentive and caring. He sent daily updates with photos. We left for two weeks and he did a great job for a long stay with our bloodhound, Waffles. Highly recommend Luke for long stays, we will definitely use / request him again for our next boarding.”
Shannon L.Star Sitter
“Shannon and Chris were so sweet to our Mochi. They both made an effort to get to know him at meet and greet. We could tell right away that they're animal lovers and felt very comforted that our puppy has someone who actually cares for him take care of him while we're away. Mochi seemed very happy when we picked him up and Shannon and Chris also gave us a run-through of his day with them.”
Lauren E.Star Sitter
“Lauren was reliable, kind & took such great care of my cat while I was away. I got regular updates & photos. I could tell my cat was happy and comfortable! Highly recommend”
David E.
“David was the best sitter I could have asked for! Super kind and great updates ! I loved pictures and Izzy had so much fun! Big yard , great pups, great owner ! Highly recommend! Will using again just for playtime for Izzy!”
Millie F.
“I can’t say it enough, how wonderful Millie treated our one year old Cocker Spaniel. He was calm and happy when we picked him up. She kept us updated with pictures and messages throughout his stay. We will definitely be doing this again :)”
Shannon M.
“Overall great experience. Quick to respond and took the initiative to send pictures everyday. The home was beautiful and I felt very safe leaving my puppy for a few nights.”
maria C.Star Sitter
“Maria was absolutely amazing with my dog, Chance! From the start, her communication was excellent—she kept me updated with plenty of pictures and videos, which really put me at ease while I was away. Chance went on tons of walks, got to visit the dog park, and even got spoiled with homemade bone broth pup cups! She also sent him home with treats and toys, which was such a sweet touch. It’s clear she genuinely cares for the dogs she watches. Maria was flexible, reliable, and made the whole experience stress-free. I highly recommend her and would absolutely book with her again!”
Kim L.Star Sitter
“Kim was an absolute pleasure to have as our dogsitter. We had some outstanding circumstances that she was able to work with us on and made the entire process smooth and convenient. Our two boys looked great and in high spirits when we got home. Her home is extremely welcoming and dog-friendly, and her backyard is a doggie heaven. We could not sing her praises any more than we are now. If you are looking for someone to take great care of your fur babies while you are away, you can rest assured Kim will be a great host. Will undoubtably be using her services again! 5/5 stars!”
Trent L.
“Trent and his wife were wonderful with Curly. They kept me updated throughout the stay with photos and videos, which I really appreciated. Curly seemed happy, relaxed, and well taken care of the whole time. It gave me peace of mind knowing he was in such good hands. I would definitely recommend them!!”
Rita D.
“Rita was very nice and took care of our dog like he was her own. Her dog, Maggie Mae, was really sweet and played well with Loki. . Rita was also nice enough to share some of Maggie Mae’s toys, and knowing how much my daughter missed our dog, was extremely accommodating in letting us get Loki after hours. Thank you Rita!!!”
Deanna G.
“Deanna is fantastic and our Lilly loved her! As long as she is available to sit Lilly, she will be my go-to. Great communication, took Lilly on walks, and she has a fenced yard. Highly recommend, she is the best!”
Hala I.
“Haia was a very kind and attentive person. She was always pending of Amar, checking with us all the time about Amar needs. She gave to us daily updates with photos.”
Jose P.
“Jose and family were amazing to my baby! I was nervous about bringing him but Jose and family welcomed him in as their own. Jose sent pictures the entire time, very welcoming and warm environment. My Louie was happy and didn’t give me a hard time when I left. I will definitely be using Jose again to care for my fur baby again!”
Winter Springs pet parents share their Rover experiences
Charlene was just wonderful! My two pups were well taken care of and loved on while they were with her for an eight days stay. Her daily communication was outstanding. She updated me, sent me pictures and video every day and was so attentive and loving with my pups. Highly recommend her to care for your fur babies, and I will definitely be rebooking with her again!!!
Steve and his family are absolutely amazing with my miniature poodle, Winnie! She gets so excited when we pull up—jumping and barking with joy—which says everything about how much she loves it there. They’re incredibly reliable, communicate well, and always send the cutest photo updates throughout the day. Winnie comes home happy and completely exhausted from all the playtime, walks, and love she gets. I feel at ease knowing she’s treated like part of their family. Highly recommend!
Vacation for Clyde. Leaving your pet behind when going out of town can be stressful, but not with Jessica and Michael. They welcomed Clyde into their family and home as if he were their own. I received many picture updates of the fun and attention he was receiving. Clyde was on vacation and loving all the extra attention he received from the kids. He was very well taken care of. When it came time to come home, Clyde didn’t want to leave. I would recommend Jessica and Michael to anyone who needs to board their dog in a stress free, loving home.
Courtnie M. is very friendly and greets you on her front porch, greets you and then will get details of your doggies needs, and help you carry in their stuff. She updates with texts & pictures of your pets. They looked well taken care of and she said they fit in with her and her small pack of 1 or 2 others.
Jose was an excellent dog sitter. He was responsive, provided daily updates with photographs, and was genuinely interested in my dog's well being. My dog is a senior and he took gentle care with the soft food, following my instructions. He was dependable, and after I met him at a meet and greet, I no longer had any concerns. I would recommend him!
Destiny has watched my x-large dog many times for boarding and she is an outstanding sitter. She is patient with my dog and treats him like family. She is accommodating to my requests even if they were last minute. My dog has the absolute best time with her and gets so excited as we approach her house. I always have peace of mind when I leave him there even on extended day trips. This past stay she even helped administer medication for his allergies. I highly recommend her to anyone that needs a sitter for their fur baby!
Andrea was an amazing! She took great care of our dog Sophie! She sent us frequent updates and pics that kept us at ease. She was also so flexible, we needed to extend a day due to a mix up in our travel plans, and she was super accommodating. Sophie became friends with her dogs which was awesome and all I could have asked for! I know Sophie had a great time there and she was in great hands. I will highly recommend Andrea if you’re looking for a loving and caring home for your pup while you’re away!
Jomarie is so sweet and takes good care of our two pups. She sent us photos and videos and you can tell our dogs were happy and comfortable Our flight got delayed coming home and she was so gracious and was able to watch them a couple extra hours until we got there.
Popular requests near you
Select a filter and find qualifying Winter Springs sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets 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!
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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet 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 Winter Springs.
Rover makes it easy to find Winter Springs pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets 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 pet 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.
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