Dog Sitting Oakwood
Book a Oakwood dog sitter to watch your dog in your sitter’s home or yours.
Over 287 pet parents in Oakwood have booked dog sitting
Oakwood, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Amber did an excellent job taking care of my dog and 2 cats. My dog is diabetic and requires insulin injections twice a day plus several other medications as well as a special diet. My two cats are finicky eaters and will only eat what they want. Amber handled the medications and special diets like a pro and kept me up to date in great detail while I was away. She took care of my babies like they were her own and that made me feel very stress-free being away from them. I would highly recommend Amber and will definitely use her in the future.”
About: No matter the size, bread, history, health, etc they all need and deserve the right kind of love and attention. I would love to the opportunity to love your fur babies too! I have two dogs 1 older lab 10 and mixed brindle pitbull that is 5. They are my heart and joy, incredibly blessed to have them and the opportunity to love them! Unfortunately, I cannot take any fur babies in my own home, but I would love to respect yours and love them at the same time. Current full-time healthcare worker & dog lover. Would love the opportunity to love you’re babies. Available Friday afternoon to Sunday afternoon, possible weekday evening check-in as well. I have a fenced in yard with two dogs. I enjoy spending time with them and providing them with all the love and care they need.
About: Animals have been a part of my life for as long as I can remember. I’ve cared for both cats and dogs of all ages, sizes, breeds, and personalities. From energetic puppies who need patience and training to senior pets who require extra attention, medication, and gentle care. As a lifelong pet owner, I understand that every animal has unique needs, routines, and comfort levels, and I always take the time to make them feel safe, loved, and at home while you’re away. Whether your pet loves long walks, playtime, cuddles, or simply a calm companion, I’ll provide dependable, attentive care and treat them like they’re part of my own family. My goal is to give you peace of mind, knowing your pet is in caring, experienced hands. I currently work in office full time from 9-5pm Monday to Friday. I am willing to come before I go to work and after work - first thing - to come take care of your fur babies! I provide compassionate care for your pets in the comfort of their own home, following your specific instructions closely. My goal is to ensure they feel safe, loved, and well-cared for during your time away. I understand how important your pets are to you, so I offer regular updates and photos to reassure you that they are happy and content.
About: I own 3 dogs, a Dane, a Doodle, and a Retriever; who I love dearly! I have also volunteered and fostered many dogs through Lifeline. I am comfortable with any dog from puppies to giant lap dogs or pitbulls to labs (maybe skip chihuahuas). I’m currently a stay at home working mom. I teach online and can make my own schedule. I am home everyday and when I’m not working I’m caring for my son. I wanted to add an additional side hustle that I could bring him with me. We already go on walks together so why not bring someone else’s dog with us and make a couple extra bucks? Any money I make from this is just going into his college fund :) I’m happy to come over and let your dogs out during the afternoons when you’re at work. When I worked full time in person I had someone come over mid day, each day, to let my dogs out in the backyard and play with them for 30 minutes. If you’re looking for your pup to be taken on a short walk, I can do that too!
About: I have taken care of animals my whole life. I am great with puppy training and all cares needed for your furry friends. I have been around dogs my whole life and am very loving and caring with all animals! I am in the process of finding a new full time job so my availability is wide open to take care of your furry best friends! I always am taking pups on walks. I love to play with the animals. I also have experience with dogs with anxiety and willing to give medication if needed. Your furry friends are always very well taken care of with me!
“Helenia is friendly and personable, professional, detail-oriented, and took great care of our kitties during an out-of-town trip. An all-around good person. We’d definitely recommend her.”
About: I have had dogs since I was a baby. I'm knowledgeable in seniors, puppies and mid aged dogs. I have 2 dogs a great Pyrenees mix who is 15 and a sheltie who is 4! I am capable with all types and sizes of dogs. I work part-time at Publix so my hours each week will be a little different but I get my schedule 2 weeks in advance. I have walked dogs since I was about 8 years old and I have been dog sitting since i was about 10. I'm currently part time at Publix! I get my schedule 2 weeks in advance or if so I can take a few days off to watch your pup! I work different times each day but I can always work around my work schedule. I have a fenced yard, Big running area for your pup. I have 2 friendly dogs no other pets. They are non-crated dog they sleep with us at night. If needed I can crate your dog no issue.
“Guadalupe is fantastic! Our very large pup loved her coming over and checking in on him while we're traveling. And our two very shy/skittish cats actually come out to say hello to her when she drops is. Highly recommend”
“Julie is awesome. She provided so many photos of Millie and took care of her just like we would. She went above and beyond for us and Millie. I highly recommend booking with Julie, you won’t regret it.”
“Seth stepped in at literally the last minute after our sitter had to cancel. He was consistent and helpful with regular communication and pics. I appreciate his great service and we WILL book with him from now on! Thanks Seth!”
“Diane is wonderful! My dog loves her and enjoys getting to walk and play while I am work each day! She always communicates well, is flexible with scheduling, and goes above and beyond to care for my babies!”
About: Dogs have always been a huge part of my life. I grew up with two dogs and have spent years caring for pets for my sister, mom, friends, and their friends whenever they need a reliable sitter. I love getting to know each dog’s unique personality and making sure they feel happy, comfortable, and cared for. Whether your pup loves long walks, playtime, cuddles, or just a consistent routine, I’m committed to providing the same love and attention I would give my own pets! I’m currently pursuing my master’s degree and am highly organized, responsible, and dependable. I also live a very active lifestyle and love being outdoors, so I genuinely enjoy taking dogs on walks, playing with them, and helping them stay active and happy. I understand how important it is to trust someone with your pet, and I strive to provide a safe, loving, and reliable experience for every dog in my care. When caring for pets, I prioritize maintaining their normal routine so they feel comfortable and secure. I make sure they have fresh water, are fed according to their schedule, get plenty of exercise, playtime, and attention, and receive any special care instructions provided by the owner. I also keep a close eye on their behavior and well-being to ensure they’re happy and healthy. When caring for a client’s home, I treat it with the same respect I would my own. I keep things clean and tidy, follow all house instructions, lock doors and secure the property, and make sure pets are safe and comfortable at all times. I also provide regular updates and photos so owners can have peace of mind while they’re away.
“Molly took care of my cat, Sweetie Pie, and made my time away completely stress-free. Her professionalism, reliability, and genuine love for animals were evident from the start. She provided regular updates with photos, which reassured me that Sweetie Pie was happy and well-cared for. I returned home to a calm and content cat, thanks to Molly's exceptional care. Highly recommended!”
About: My name is Caila, and I have been a pet owner for over 20 years. I am also a veterinary technician, so not only do I love animals, but I can provide them with the safest care possible. I have been walking dogs and pet sitting since I was ten years old, and in addition to that I can trim nails, give baths, take pets to and home from vet visits and more! As I know a lot about animal health and well being, I can also make recommendations as far as skin and coat supplements and allergies. my schedule can be very busy, but also usually flexible, as I am also a full time pre-veterinary student in addition to working full time as a technician.
“Patricia was absolutely fantastic and took such great care of my cats while I was gone for a couple days. She sent daily updates and pictures, was super friendly and communicative, and ensured my cats were happy! I would highly recommend her services.”
About: Your friendly neighborhood Pet Sitter! I am comfortable with watching Dogs, Cats, Birds and exotic pets. I’ve loved and cared for animals for as long as I can remember. I have two full-time whippets and a cat of my own, and I regularly care for my friends’ pets, from large dogs like Labradoodles to small dogs like Dachshunds. I work from home, so I’m able to spend plenty of time with the pets I care for and give them attention, companionship, walks, playtime, and comfort throughout the day. I understand that every pet has their own personality, routine, fears, comforts, and little quirks. That is always where I start with my care. I take time to understand what makes each pet feel safe and happy, and I care for them in a way that suits them. I grew up in the bushveld of South Africa surrounded by animals, so I have a lifelong love and respect for them. Every pet I watch is treated like my own little companion. I work from home, so pet care fits naturally into my daily routine. I’m able to spend plenty of time with the pets I care for throughout the day, whether that means walks, playtime, feeding, potty breaks, cuddles, or quiet companionship. Because I’m home most of the time, pets are not left alone for long periods and can settle into a calm, consistent environment. I have two whippets and a cat of my own, so I understand how important it is to create a safe, calm, and comfortable environment for every pet. I know that each animal has a different personality, so I take time to understand their routine, comfort level, energy, fears, and boundaries before anything else. I follow owner instructions carefully, keep feeding and care routines consistent, and make sure every pet feels secure and cared for. I’m also happy to send regular updates and photos so owners know their pet is safe, happy, and treated like part of the family.
About: Ever since I was 8 I've been responsible for caring and training many pets and dogs of my own. I've dogsat for multiple neighbors all the way through college and after. I'm a huge dog lover and will go to great lengths to care for your pet. I’m a college film graduate working part time. I spend as much time as I can outside or surrounded by animals. I live with a malshi dog, cat and my husband’s rat terrier mix. I'm kind of a dog nerd so chances are I've already read up on your breeds specific qualities. I'm friendly and love to be active whether it's running on a hiking trail or playing catch in the yard with your furry friend. Let's get in touch and I'll try my best to help you in any way I can. Thank you for your time, CJ (: I’m currently working part time so I have plenty of time to play with your pups! I am available for boarding every day of the week except Sundays I have a large backyard and two friendly dogs to keep your fur baby company. I can easily crate your small - medium dog if needed
The median cost per visit for dog sitting in Oakwood is $20
Dog parents share their Rover experiences - Oakwood
Kathryn was amazing with my two dogs! I am a very nervous dog parent with leaving my dogs with someone while away but I had an upcoming trip. I found Kathryn and had a meet and greet with the dogs before hand. She made me feel comfortable leaving my dogs in her care! My building lost power during me being away and she kept me updated on that as well as making sure the dogs were okay. She sent updates and photos of the dog on each drop in! I would definitely recommend Kathryn to anyone looking for someone to watch their pets and will use her in the future!
Amber did an excellent job taking care of my dog and 2 cats. My dog is diabetic and requires insulin injections twice a day plus several other medications as well as a special diet. My two cats are finicky eaters and will only eat what they want. Amber handled the medications and special diets like a pro and kept me up to date in great detail while I was away. She took care of my babies like they were her own and that made me feel very stress-free being away from them. I would highly recommend Amber and will definitely use her in the future.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests near you
Select a filter and find qualifying Oakwood sitters!Sitters in Oakwood average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Oakwood
Frequently asked questions about Rover
The average cost for Dog Sitting in Oakwood on Rover is $22.2 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 2,550 sitters on Rover offering Dog Sitting across Oakwood. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Oakwood stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Oakwood choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Oakwood with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Oakwood. On Rover:
- 94% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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