House Sitting Woodlawn
Find a loving house sitter to watch over your pets and your home.
Over 3 pet parents in Woodlawn have booked house sitting
Woodlawn, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“My dog had a great time with Imani and the house was well taken care of. She was easy to communicate with and sent lots of pictures, which I greatly appreciated. I would definitely use her services again!”
“Shannon is the absolute GREATEST! She’s professional, communicative and took amazing care of our animals. She’s not our first Rover but I'm hoping she’ll be our last! I am so relieved we found her and will always be our go to for when we need our pets looked after. 11/10. Thank you Shannon!”
“Cheyenne was phenomenal. She sent me daily updates on Roxy, sometimes multiple. It was such a relief knowing that she was here taking care of my fur baby. Bonus… she watered my flowers while I was away. I will definitely use Cheyenne again in the future.”
“We truly cannot say enough wonderful things about our pet sitter! She cared for our two dogs and our cat over a long weekend, and from start to finish, the experience was absolutely incredible. From the moment we met her, we felt completely at ease. She is warm, professional, responsible, and clearly has a genuine love for animals. While we were away, she kept us updated with thoughtful messages and the sweetest photos, which meant so much to us. It was obvious our pets were not only being well cared for — they were happy, relaxed, and completely comfortable in her care. Our dogs can be a handful at times, and our cat definitely has her own personality, but she handled everything with patience, attentiveness, and so much kindness. She followed all instructions perfectly and treated our home with great respect. Coming home to calm, content pets (and a tidy house!) made all the difference. It’s such a gift to travel knowing your animals are in loving, capable hands. We would trust her again in a heartbeat and recommend her without hesitation to anyone looking for an exceptional pet sitter. She is truly the best! 🐾💛”
“Jana is as good as it gets. She is very responsive, communicates well, shares tid-bits of her experiences with our pups and is extremely reliable and trustworthy. One of our dogs is extremely shy and isolates herself, Jana quickly broke through with her and became a trusted lap for our nervous girl to crash on. My wife and I can sleep well knowing she's taking care of our 3 dogs.”
“We couldn’t recommend Debbie enough!!!! She was (miraculously) available fairly last minute for our trip and from the word go, she was top notch! Our home and puppy Philomena were so well cared for while we were away. Debbie sent us plenty (but not too many) of snapshots and occasional videos of Phil living her best life while we were away. Thank you Debbie for being Phil’s new friend and we can’t wait to have you back again!. 5⭐️⭐️⭐️⭐️⭐️, ‘no notes’ as the saying goes. 🥰.”
“Amaryl was extremely kind and made us feel very at ease while we were away from our cats. Super responsive, respectful, and considerate. Will be booking again with Amaryl!”
“Isaiah was wonderful with our dogs (and home), and could not have been more respectful. Our 3 pups and each bit unique, and we left feeling like we knew they were in good hands. He was also responsive and helpful when a unexpected delivery arrived while gone. We will certainly reach out again next time we are in need of a sitter.”
“Nina was so awesome with taking care of our dogs when we went out of town! We have 1 dog that is diabetic along with several other issues and she was great taking care of him which can be a task. Lots of pictures and messages which made us feel super comfortable. Will definitely use again and highly recommend.”
“100% recommend Kathleen!! She treats your pet like her own. Very respectful of our home. Took our dog on a walk every night & fed our fish. It’s hard for us to take a vaca & leave our baby at home, Kathleen made the process easy.”
“Megan and Lee stayed with our pups for an extended timeframe and did a terrific job caring for them. One is a senior dog and the other a needy Velcro dog and we felt very comfortable with the care they provided. We would use them again. They also took care of miscellaneous house stuff that popped up while we were gone. Great communication.”
“Christiane did a great job watching our dog Harper while we were away for a long weekend. She sent a lot of updates and I could tell Harper was happy and comfortable!”
“Tonia took great care of our very anxious dog, Jack. She agreed to watch him for a last-minute trip we took, and he warmed up to her right away, which is unusual for him! She was so kind and sent us many pictures and updates while we were gone. I will absolutely ask her to help us out again!”
About: I've housesat and taken care of dogs for friends and family members since I was a kid. I've been told I have an energy that animals really respond to. I can no longer have a pet of my own, and I miss my dog every day, I just want to be around dogs again, and help out pet parents. I just opened a bar on my own so it is practically impossible for me to have a dog full time, but my schedule is also flexible enough where I could make sure to give a lot of attention to a dog on a part time basis. I am happy to watch a dog at your home or mine, I have a fenced yard and plenty of parks and trails nearby to walk around.
“Heather was an excellent care provider for my cat! She made sure he was fed. She cleaned the litter box and she even cleaned up throw up. My cat gets sick a lot. She was a big help to me. I highly recommend her. I would love to have her again!!”
“I can’t recommend Alex enough. She is a wonderful sitter. I had an emergency where my flight was bumped to the next day - Alex was there for our cat and dog. I’ve rebooked her several times and will continue to do so. She takes care of our home, is very communicative and our pets love her.”
“Jacqueline was great with Harper and stayed with her for a week while we were on vacation. She gave me frequent updates and I was comfortable that Harper was well taken care of while we were gone!”
About: Hi, I’m Nicole! For me, pet care has never been a side job—it’s always been part of who I am. For more than 20 years, I’ve volunteered with veterinary clinics, no-kill shelters, SPCAs, rescue organizations, kennels, and dog daycares, caring for animals of every age, breed, personality, and need. Throughout my life, people have joked that animals are simply drawn to me, and honestly, it’s one of the greatest compliments I could receive. Building trust with them comes naturally, and there’s nothing more rewarding than watching an anxious dog relax, a shy dog gain confidence, or an excited pup light up when they realize it’s time for our next adventure. After spending years as a Business Operations Manager, my company unexpectedly closed after 108 years in business. Rather than simply finding another corporate job, I decided to follow the passion that’s been in my heart all along—devoting my time to caring for animals. This isn’t something I’m squeezing into an already busy schedule. This is my career. My availability is intentionally built around the pets I care for, which means your dog receives my full attention, flexibility, and commitment. Every service I provide is designed as a boutique, concierge experience, thoughtfully tailored to your family’s routine and your pet’s unique personality, needs, and happiness at every turn. Whether we’re exploring a trail, playing enrichment games, keeping routines consistent while you’re away, or simply sharing quiet companionship, my goal is always the same: to make your pet feel safe, understood, loved, and genuinely excited to see me every time I arrive. I don’t want to be someone who just walks your dog or checks a box on your to-do list. I want to become someone your pet trusts, looks forward to, and feels completely comfortable with—while giving you absolute peace of mind knowing they’re being cared for with the same love, patience, and devotion I give my own dogs, Bubba and Pippa, who are truly family to me. Caring for animals isn’t something I fit into my day—it’s what I intentionally make time for. Every service I provide is personalized and thoughtfully tailored to both your pet and your family’s unique routine, preferences, and lifestyle. I take the time to understand what makes your companion feel safe, happy, and comfortable while also making your time away as stress-free as possible. Whether it’s adventure walks, enrichment, puppy or kitten guidance, medication administration, senior support, transportation, or simply maintaining familiar routines, every visit is designed around your pet’s individual needs. My goal is to become a trusted extension of your family, providing dependable, compassionate care and giving you complete peace of mind. Your pet’s safety, happiness, and emotional well-being will always be my highest priorities. Every service I provide is thoughtfully personalized—not just for your pet, but for your entire family. I take time to learn your routines, preferences, house rules, training methods, and expectations so my care feels like a seamless extension of your own. I strictly follow all pet parent instructions, including feeding schedules, medications, exercise limitations, behavioral cues, crate or free-roam preferences, and any special care needs. Consistency helps pets feel secure, so I strive to maintain the routines they’re already comfortable with. For exercise and enrichment, I carefully choose safe, pet-friendly environments. Depending on your comfort level and your pet’s personality, adventures may include favorite neighborhood walking routes, trusted dog parks, nature trails, or supervised play on a private, family-owned seven-acre property with large, securely fenced areas where dogs can safely explore, sniff, and play. Every outing is tailored to your pet’s age, temperament, energy level, and training. Whether I’m caring for an energetic puppy, a curious cat, a senior companion, or a pet with medical or behavioral needs, I prioritize patience, positive reinforcement, enrichment, and careful observation. You’ll receive thoughtful updates, photos, videos, and honest communication after every visit because I know you’re trusting me with a beloved member of your family. My goal is never to simply “watch” your pet—it’s to become a trusted, familiar friend they genuinely look forward to seeing while giving you complete confidence that they’re receiving the same love, attention, and care I’d give my own.
The median cost per night for house sitting in Woodlawn is $46
Pet parents share their Rover experiences - Woodlawn
Our previous pet sitter got a new job and was no longer offering overnight care, I was very anxious to find someone new. Shannon went above and beyond for our pets! I am very nervous about leaving them; they are both older, our dog is a flight risk, very sensitive and moopy, and our cat simply does not like to be alone. Shannon took such good care of them and I could tell by the photos she sent us that they felt very comfortable with her. They were very happy and healthy when we came home to them. She also left out house very clean and even took care of our plants while we were away! I’m relieved to have found a new sitter we can absolutely trust. Thank you Shannon!
Olivia was wonderful with our two dogs. One of them unexpectedly needed medication during the time we were going to be on vacation and Olivia had no problem accommodating us at the last minute. Knowing that she was taking great care not only of our dogs, but of our house as well, gave us the peace of mind to be able to actually enjoy our time away. I cannot recommend her highly enough.
Eric was incredible. He accepted our last minute request and came over with a great attitude and was very professional. And our dog LOVED him, we could tell right away that Eric is a dog person. Great experience with Eric, would definitely hire again!
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 house sitting
1. Search
Browse profiles of sitters near you who offer house 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 house sitting - Woodlawn
Select a filter and find qualifying sitters offering house sitting.Sitters in Woodlawn average 4 repeat house sitting clients
FAQs for House Sitting - Woodlawn
Frequently asked questions about Rover
The average cost of House Sitting in Woodlawn is $28 per night as of October 2026. Most bookings cost between $28 and $28 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,369 sitters on Rover offering House Sitting across Woodlawn. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Woodlawn walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Woodlawn maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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 Woodlawn 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!
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 , which provides up to $25,000 in eligible veterinary care reimbursement.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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 .
sitters on Rover set their own , 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.
Yes, you can find sitters who have experience with handling special pet needs in Woodlawn. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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.
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