Dog Sitters in Oakland, FL

Any sitter, one price
20$ per night

Loving sitters in Oakland, FL

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Add your pet care details and dates, then invite as many sitters as you’d like.

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Pick a sitter and confirm the sit. Relax knowing your pets are at home instead of in a kennel.

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Your sitter will send updates while you’re away. After the sit, write a review for your sitter.

Reviews from Dog Owners

4.93
4.93
4.96 Organised 4.96 Reliable 4.95 Clean and tidy 4.97 Self-sufficient 4.91 Pet care
User
Jeff
My dog had a medical emergency while in John’s care and I credit him with saving my pup’s life. You couldn’t ask for a better sitter in a pressure situation. He also communicated regularly during the stay, keeping me posted on how my pup was doing. Would recommend John to anyone who needs a sitter they can trust.
User
Alexis
We had the pleasure of having Maggie (for the second time) to take care of our home and beloved dog Frida while we were away for 2 weeks. 
We couldn’t be happier! Neither could Frida!
Our big dog is sometimes a bit stubborn and Maggie managed amazingly. 
We had daily photos and video, and Frida was clearly very happy, comfortable and very well looked after. 
We highly recommend Maggie to anyone in need of trustworthy and dedicated house sitter and animal lover
User
shelly
Jerry gets a five star in every area! We actually connected on the phone before he ever arrived but once he got here, it was like we known each other forever! He was very thorough and how he was going to take care of the dogs and the house!! very friendly with the dogs, and they immediately connected with him!! dogs know when they are💖💖 he arrived early so he could become familiar with Circus and tinker and the house and we had a meal together and quickly became best friends! He sent pictures while we were away and updates. Every day. He was gone by the time we came back, but it honestly looked like he had never been in the house. Everything was perfect just like we left it.❗️❗️❗️ so if you’re looking for a Pet Sitter that is reliable in every way, and you know for sure is going to take good care of your pets this man is the one you want to have come to your home❗️❗️ you won’t be disappointed and I can promise you that💖🎉
User
Stephen
Lea is seriously the best! We lucked out big time with her as our house sitter. She didn't just watch our home; she made it sparkle, and our dog Mezy? Well, he fell head over paws for her!

Mezy's doesn't always warm up to new folks so easily but Lea had this magical charm that had him wagging his tail from day one. She showered him with cuddles and playtime, and we got daily photo updates that were basically cuteness overload.

But Lea didn't stop at being the dog whisperer. Every nook and cranny was squeaky clean, and it felt like we were walking into a Pinterest-worthy home. Our plants thrived under her care too.

Communication was a breeze with Lea. She kept us in the loop about everything and replied to our messages super quickly. It gave us peace of mind knowing she had everything under control.

Lea's not just a house sitter - her friendly, laid-back vibe made everything so easy. We can't thank her enough for taking such great care of Mezy and our home. We're definitely booking her for all our future adventures.

If you want your pets to adore your house sitter and come back to a spotless home, Lea is the one to call. Thanks a million, Lea!
User
Kim & Brian
Joe was an excellent sitter and gave us so much peace of mind while we were away, dealing with one of our pup’s surgery recovery, which was an unexpected circumstance just prior to our trip. We felt fully comfortable and were so grateful to know that all of our dogs and our home were in such good hands during his stay. Highly recommend!
User
Ruth
Cindy was great, couldn’t have asked for a better sitter experience! Communication was great both before and during the sit. Cindy was really helpful and flexible with arrival and departure arrangements. I came back to a happy dog and a well cared for house, can thoroughly recommend 🙂
User
Allen
We initially accepted Deirdre and Jason for a long stay to look after our dogs.  We were very happy they accepted.  A few weeks later we realized we needed another sitter for another trip we had planned.  So, we posted more dates on zeewoi.  To our happy surprise,  Deirdre and Jason reached out to us saying they could also look after our dogs and home with the new dates we posted.   This made our life much easier and we were very confident to have Deirdre and Jason stay longer with us and care for our dogs.

We were definitely right!! D&J have countless experiences on zeewoi with very good reviews from all of their previous sits.  They are very experienced with all aspects of a house/pet sitting.  D&J are very self-sufficient, have the background knowledge and education of pet care, and most importantly a genuine love for all animals.  This is most important for my wife and I.  We knew from the first meeting with our pups they loved animals.  

Communication was excellent.  The process before and during our sit was stress-free for us.  We were given daily updates on our dogs including photos and videos.  Any concerns D&J had were vocalized to us.  D&J are also problem solvers and know how to react many challenging situations.  Our routine for our pets was followed immaculately and all dogs were very happy and connected with them.  Even our female dog Kinki grew close so quickly with D&J which is very rare.  We had ZERO issues while we were gone and we were able to really enjoy our trip while we were away.  The dogs definitely love being around D&J.


Homecare:  We are very pleased with the condition of our home when we returned.  It was clean, free of clutter, and exactly how we had left it for them, if not even better!  D&J even mowed our grass and took care of our yard! Our yard is not a small garden.  It is very big and takes hours to mow.  So we were very surprised and excited to know they did that for us even though it's not expected of our sitters!! They definitely went above and beyond what is expected. 

Our dogs are so very important to us.  When we know we can trust our sitters it's the best feeling in the world.  We definitely trust Deirdre and Jason with our most prized possessions and we look forward to the next sit with them in a few days!!! We can't thank them enough for giving our dogs the love and attention they deserve. 

We highly recommend Deirdre and Jason for your future sittings and you can always feel free to contact Izabela and I about D&J for additional verification from us.  They are fantastic!

Thanks so much Deirdre and Jason!

-Allen and Izabela
User
Eddie & Alvin
Shannon and Travis stepped up at the last minute when an earlier sitter canceled. Shannon and Travis took care our our large brood of animals for two weeks while we were out of the country over the Christmas holiday. They kept us informed about what was happening with the animals and our home. Our dog Pepper doesn’t like most people, but loved Travis and Shannon immediately. I would not hesitate to welcome Shannon and Travis back for another sit. They are very honest and friendly people. Their dog Dime is also awesome.
User
Debra
Jamie was a lifesaver!  Our confirmed sitter canceled just greater than 2 weeks out from our trip, and after just a short chat I could tell that she was ideal for our home and dogs.  When we had a Covid exposure just before leaving for our trip Jamie didn't miss a beat.  We did a hand-off of the dogs and home outdoors to keep her safe.  We unfortunately had another exposure just before returning home, so were bummed that we couldn't spend some time with Jamie before she left us.
     Jamie is dependable, organized, and flexible with scheduling.  She is an excellent communicator and sent us the cutest pictures of our dogs.  We knew Teddy and Bella were in very capable hands while we were away. Jamie left our house very clean and with all the linens washed.  She even left a plant and thank you card, so thoughtful!  We would love to have Jamie back at any time to sit for us.  I give her the highest recommendation!
User
Kelly
First things first, Linda is awesome! If she applies for one of your sits, you have to accept! 

This was our first time using zeewoi and is also the first time we have left our dog since we got him. Obviously, we were nervous at the beginning, but Linda removed all aspects of that. She is honestly one of the nicest, kindest, most polite people you will meet. From our first initial meeting, we knew that she was the sitter for us, and for Archie. 

The day that we left, Archie let out a little cry as we said goodbye. This was the first time he had done this (it broke our heart), but we knew he was in great hands! 

Throughout the week, Linda was extremely communicative. She would send us daily updates, share videos of their walks together, and send pictures of the two of them having fun. She spoiled Archie with love, attention, and a couple of new toys! When we returned, the house was in the exact same condition as we had left it, and was very clean and tidy.  

When Linda left, Archie ran to the door, started to cry, and sat/laid there for some time - And we think that this alone is a great reflection of the kind of person that Linda is. 

Linda – It was an absolute pleasure to host you in our home, thank you for everything that you did for us and Archie, and for making our first experience a positive and memorable one. Archie misses you! We hope you get the chance to do it again for us in the future.

House Sitting FAQs

Pet sitters on Sittsy offer pet sitting free of charge.

The main reasons dog sitters join Sittsy are:
- They can't have their own dog right now but want to share their love for animals by helping out locally.
- They are work from home professionalist and want to pet sit in different cities.
- Many retired teachers, nurses, firefighters, and others enjoy traveling and caring for dog on Sittsy.

As of Aug 2024, there are 372 dog sitters in Oakland, Florida .
You can filter, sort, expand your radius to find the perfect pet sitter near me.
As a reminder, pet sitters joining Sittsy must pass a background check for you and your dog safety.

Sittsy makes it easy to reach out to multiple dog sitters about your booking.
Typically, 94% of Oakland, Florida dog sitters respond within 24 hours.
Once you create your profile, dog sitters can apply to care for your pets, and you can also invite them!

Yes! dog sitters joining Sittsy must pass a background check before offering their services.

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