Pet Sitting Oakwood
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Oakwood, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Laura was great!! She sent me SO MANY PICTURES and a very detailed synopsis of her drop-in visit with Beauie and Beauie looked super happy and remembered her from our meet and greet (he can be a little bit shy with people but he loves her). 100% will be a repeat client with Laura again.”
“Jessica did a great job checking in on our puppies while we are out of town. She was able to assist us with last minute request! Our pets love her and she provides timely updates and pictures on how they are doing. Jessica has become our go to provider for pet sitting and check ins.”
“Hannah was great with my cat Ollie. He took to her immediately, which he does not always do with new people. She took time to play with him on each visit. She is reliable and a good communicator. I would definitely hire her again.”
“Pros: - Fed them - gave them meds - took them for potty - First time they came they stayed the fully scheduled amount of time - Willing to come to our house before scheduling so the dogs could meet them. Cons: - Only stayed between 12 and 17 minutes for three of the four drop ins - On the second night they didn’t get to our house until two hours after their scheduled time (we have security cameras in our house so we could see). I messaged them and tried calling but they never responded and the call went straight to voicemail.”
“Leticia did a great job taking care of my cat Madison. Madison is a loner and doesn't warm up to people but he trusted Leticia from the start. I loved the photos and videos that she forwarded to me. It gave me peace of mind to know that he was well cared for. I hope that Leticia will be available the next time I need to be away from home for an extended period of time.”
About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication
“Heather was great! We had a last minute trip planned and she was able to accomodate. She was friendly and flexible with our schedule. I would highly recommend Heather for pet sitting/walking.”
About: As someone who loves to travel, I know the importance of having trusted and communicative pet care. I have had two cats for 12 years and was lucky enough to become a dog mom when my husband I met 4 years ago. I have experience with walking and caring for our friends pets as well. I have a hybrid work schedule, so my availability is flexible for you and your fur baby’s needs. I can do early mornings, lunchtime, evenings, and overnights. We have a fenced in backyard that our dog enjoys and a covered porch that our cats enjoy. We can accommodate any animal and separate all the animals if feeding time is an issue.
“I was a little nervous to use rover for the very first time but as soon as my animals met Catherine they loved her. Catherine is so wonderful with animals -we have a very shy great Dane who just immediately loved her. She kept in contact with us the whole time and sent us pictures of the dogs playing. After our meet and greet we felt completely at ease leaving her the keys to our house and our precious dogs with her. We will 100% be calling again to use Catherine.”
About: I have taken care of dogs since I was a kid. Had two dogs. Frequently walks and sits my mothers dogs. She lives nears by My schedule is pretty open for the next few months . Let me know when you need dog services and I will be there :) While in your home, I will follow your rules and make sure the house is secure when leaving. I will take care of your dog with love and careful hand.
About: Hi there! I have been caring for animals since a very young age. Growing up, we always had at least 2 dogs and raised litters of puppies at times. I had a sweet boy of my own (Nixon, in my profile photo) who I raised from a pup, but sadly passed away this year. I am an active person and love caring for animals, taking them for ample walks and pup cups, or just good company! Having a pet by my side is natural for me and would love to care for yours! I work from home full time and have a flexible schedule so I have ample time to take pets for walks, play, and they will never be lonely if staying with me! We have a townhome in Eastport which is a very walkable area and there is a backyard of green space for easy access potty breaks. Always will be leashed. I previously had a husky that wasn’t trusted off leash so I am overly cautious on that! Pets are allowed on furniture/ beds if owners allow. We have several decks if they like to look out and the boat action or sunbathe!
“I am so grateful to have found Lindsay. She's a natural with dogs -- relaxed, confident, loving, friendly and quite literally gets down on their level to connect. She was more than willing to come over for a meet & greet with our dog to help ease any concerns prior to her first booking. I loved her personality and level of customer service and her communication is exceptional. She's very punctual with her visits but also remains flexible knowing changes are sometimes needed. I look forward to continuing to work with Lindsay moving forward.”
About: Caring for animals has always been a big part of my life. I share my home with a calico and a tabby, and I’ve spent years living with a lab. I care for my sister’s tabby mix when she goes out of town. I’ve also cared for friends’ and neighbors’ pets, and even worked as a dog groomer and at a dog kennel, so I’m comfortable with all kinds of breeds and personalities. On top of that, I actively volunteer at the SPCA in Annapolis, which keeps me connected with animals who need extra love and attention. I treat every pet like family, not just a job, and my goal is to make sure they feel safe, happy, and cared for while you’re away Pet care is part of my everyday life. Between caring for my own two cats, helping with my parents’ lab, and volunteering at the SPCA in Annapolis, I’m used to fitting in feedings, walks, playtime, and snuggles throughout my day. Making sure animals feel loved and looked after is something I do daily, not just occasionally I care for your pets just like I do my own with love, patience, and attention to detail. In your home, I’ll follow your routines so your pets feel comfortable and secure, making sure they have fresh food, water, walks, playtime, and plenty of affection. If they’re with me, they’ll be treated like part of the family, with a safe and cozy environment where they can relax and enjoy themselves. My goal is always to make your pets feel happy and cared for, and to give you peace of mind while you’re away.
About: Hey there! My name is Katie and I’m a 28 year old living and working on Folly Beach. I love cats and dogs, and all animals! My affinity began growing up around dogs and cats, in which I had a lot of responsibility due to my parents work schedules. Since then, I have always lived with animals in the household, and have lots of experience caring for pets of friends and family. I currently live in a home with my roommate and his dog, Riley- a lab mix, but they are away from home most days/nights. I would love to spend time with some furry companions. My work schedule does afford me a lot of flexibility, so I am willing to dog walk, make house visits, and either host dogs in my home or house sit. I work a walkable distance from home, and am only working part time at the moment. My job allows me flexibility, so I am able to fit my schedule to that of your pet. I do not have a fenced in yard, so would be taking your dog for walks, or would be willing to come to your home
About: I have taken care of dogs for the past 15 years, and am an avid dog lover. I am thrilled to sign up as a pet sitter and walker and enjoy time with new friendly faces! I am currently working as a part time pet sitter/walker while moving forward in my acceptance offer to BU to pursue an online masters program. I will be available Monday-Sunday any time to care for your pets! Safety is so important! I currently carry extra dog leashes, a harness if needed, dog treats, pet corrector spray, a safety back seat dog cover in my car. I know a few local dog parks that are fenced in, quiet and safe to play too. I know CPR and am happy to continue any training or routines your family conducts.
The median cost per visit for pet sitting in Oakwood is $20
Pet parents share their Rover experiences - Oakwood
Allison is such an attentive and caring dog care giver!! Always on time, conscientious and full of love to give our sweet old girl. Allison helped take the worry out of leaving our aging pup and allowed us to enjoy our trip, confident that our furry family member was in great hands. Thank you!!
Baylie is wonderful! I highly recommend her. She really helped me out with an unexpected last minute request, which I greatly appreciated. She is friendly, professional, and fantastic with the pets. We will definitely book again with her. Thank you so much, Baylie!
We can’t say enough wonderful things about Samantha! Our family is back in the throes of puppyhood — with a biiig puppy! — and this was our first time needing to connect with a new dog sitter. From the start, Samantha was responsive, thorough, and kind; she asked great questions and made sure she understood exactly what we were hoping for in our pet care and kept us updated as we finalized plans on both of our ends. She is so communicative, and provided fantastic updates and pictures, as well as continuing to ask questions and seek clarification on things throughout the week she helped out. Our pup was a bit nervous at first and she accommodated that — and soon enough the whole pet family, including our cats, were head over paws for her. We were so relieved to find such an amazing sitter and you can bet we’ll be frequent customers of Samantha’s moving forward. You should be too!
Katie was wonderful to work with. She was very communicative, responsive and was great at getting to know and work with our sensitive cats. Even our grouchy cat opened up to her. She was also flexible in accommodating medication routines, the needs of a senior cat, and kind details like putting squirrel and bird food out to keep our cats entertained while we were away. We will definitely book with her again!
Arem was a great sitter! He made sure our cat was good, played with, fed, and everything was okay each day. He sent us daily updates with how she was doing along with photos of her, so we had a chance to see her as well. He was very communicative and made sure we were updated on everything. I would highly recommend him!
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.
How to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - Oakwood
Select a filter and find qualifying sitters offering pet sitting.Sitters in Oakwood average 7 repeat pet sitting clients
FAQs for Pet Sitting - Oakwood
Frequently asked questions about Rover
As of November 2026, there are 13,222 sitters on Rover offering Pet Sitting across Oakwood. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
Yes, you can find sitters who have experience with handling special pet needs in Oakwood. On Rover:
- 84% of sitters can help with special care needs
- 90% can help with giving oral medications or injections
- 93% 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.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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