House Sitting Woodlawn
Find a loving house sitter to watch over your pets and your home.

Over 131 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.
“Victoria house-sat for our golden retriever and cat over a week long vacation. She did a wonderful job - very communicative, good with the pets, regular photos/updates, and kept our place in great shape!”

“Shakira was absolutely amazing, not only did she take great care of my lil fur baby but she sent plenty of photos and her communication was great. I will hopefully use Shakira anytime I need a sitter. If your thinking about booking Shakira as a sitter DO IT !!!!!”

“Dominique did a great job with my 2 cats and 1 dog. She also took good care of my apartment. She sent me numerous of pictures and videos and also followed my instructions well especially pertaining to one of my cats who needs a little extra supervision. Thank you and I would book again.”


“Tabbie M. was on time, communicative, and professional. She worked well with sweety and sent emails, and pictures to update me. Tabbie M. is very nice and kind as well. I will definitely book her again.”

About: I’ve always been the one my family goes to train our pets ever since we got our first dog; and it’s been my favorite job ever since! I love learning about different breeds but most importantly how to speak their language. From puppies to elderly cats, I’m happy to care for your fur babies. I’m a recent Masters student at UChicago and have full availability! From mornings to overnight stays, I’m happy to be there for a walk or drop in. My own pups thrive on routine but it’s understandable if yours enjoy that nonchalant schedule. I do think play time, mental stimulation, and a local sniffari is the best way for a good nights sleep. On our walks, I’ll try to make the most of our time together by seeing what environments they feel most safe in.
“Alexis took wonderful care of Cooper while I was away! She kept me updated with photos and videos throughout his stay, which gave me so much peace of mind. It was clear that Cooper was happy, comfortable, and well cared for. When I returned, my apartment was just as neat and clean as I had left it, which I really appreciated. Alexis was reliable, communicative, and treated both Cooper and my home with great care. I would absolutely recommend her to anyone looking for a trustworthy pet sitter, and I would gladly book with her again!”

“This was our third booking with Jayden, and they took phenomenal care of our dog for the long weekend. They’re communicative and always send updates with pictures. I would highly recommend them to anyone!”

“Sarah helped us with our dog when we were out for a few days. She confirmed the booking at short notice, came for a meet-and-greet, and was super flexible with timings and booking modifications. I am very likely to ask Sarah to house sit and walk our dog again!”

About: Hi, I'm Danny! I work part-time as a dog handler at a local daycare and have 10 years of experience caring for animals professionally through dog walking and pet sitting services. As a lifelong dog owner, I understand that pets are our family and I'm intentional about providing them with the genuine love and care they deserve. I provide reliable daily walks, drop-in visits, in-home pet sitting, and boarding tailored to your pet's unique personality and routine. Managing dogs and cats of all temperaments daily has taught me exactly how to keep your pet safe, happy, and well cared for. I am fully insured and First Aid/CPR certified, and I promise to treat your pet like one of my own! I'm currently working part-time while studying on my own schedule. I'm very flexible for dog walks, pet sitting, and drop-in visits most days of the week. I care for every pet based on their individual needs, personality, and routine. On walks, I focus on enjoying safe, fun exercise and giving them plenty of time to sniff and explore. For drop-ins and in-home sitting, I follow your instructions closely and make sure your pet has fresh food and water, exercise, playtime, cuddles (if they want them), and a clean, comfortable space. I’ll also send daily photos and report cards so that you have peace of mind while you’re away.
“Evan was terrific - great with the dogs, good communicator, and he left the house in wonderful condition. We booked him at the last minute and would definitely book him again. Highly recommended.”

“Dominique is easy to work with, communicative, and responsive! She stayed with our dog for a few days and took great care of her and our apartment. We will definitely work with Dominique again.”

“Manuela and Tomás are very friendly and warm people. They both are experienced dogsitters and ask the right questions, so you can leave your pup with them with peace of mind. They are respectful with your home. Can only highly recommend.”


“Karen is ABSOLUTELY FANTASTIC! She took care of our cats while we were away for about 2 weeks. Our cats are elderly and are not the easiest to deal with, Karen was attentive to their special needs and just went out of her way to ensure they were comfortable and well taken care of. I would highly recommend her for your pet care needs. We travel often and will use her again and again”


About: I have been around and cared for dogs for years through family, friends, and everyday life. I’ve been trusted to feed them, take them outside, go on walks, play with them, check in throughout the day, and give them plenty of attention. I understand that every dog has their own personality and routine, and I enjoy taking the time to make them feel safe and comfortable. My schedule is flexible, which gives me availability in the mornings, afternoons, and evenings depending on the day and what you need. I’m available throughout the week and on select weekends, and I’m happy to work around your pet’s normal routine whenever possible. I know how important it is to trust someone coming into your home and caring for your pet. I always respect your space, follow the routine and instructions you provide, and make sure your pet feels safe and comfortable. Whether it’s feeding, walks, playtime, litter care, or simply keeping them company, I want them to feel cared for while you’re away. I’ll also keep you updated with pictures 🤗so you can stay up-to-date with your pet.
“Put simply: Kate is Great! Kate recently cared for our somewhat nervous (and quite energetic) rescue dog, our bearded dragon, and two parakeets for 10 days while we were visiting family out of state. She did a fantastic job and was incredible to work with on all fronts. She sent us regular pictures (and even a video) of our pets doing wonderfully and somehow managed to leave our house cleaner then when she arrived. She also deftly navigated a tricky situation in which our bearded dragon's basking light burnt out. We had some extra bulbs but they were buried in our basement. Through text Kate was able to find the replacement bulbs and save the day. This was our first experience with Rover, and Kate set the bar extraordinarily high. She is a genuine and kind person, and our dog, who typically takes some time to warm to new people, liked her immediately. Thanks for all your hard work caring for our furry, scaly, and feathered family members Kate! We're grateful to have found you on Rover.”

“Christina took excellent care of our apartment, Casey cat, and Rowdy (a recently adopted 5-month old kitten we were nervous about leaving.) We got plenty of reports and pictures, and the cats were very mellow when we got home.”

“Claire was fantastic. From the moment we met her, she was warm, professional, and clearly experienced with dogs. She took exceptional care of my anxious dog, Balu, and we were so relieved to come home to a relaxed, happy dog. Claire kept us updated with photos and messages throughout our trip, which gave us real peace of mind while we were away. She stayed in our home and left everything spotless. We couldn’t have asked for a better dog sitter and wouldn’t hesitate to book her again if she’s available.”
“Emily was amazing! It was my first time leaving my puppy with anyone and I couldn’t have asked for someone better. She came on time and my pup loved her, I’m pretty sure when I got back my puppy was more bummed she was leaving than she was happy that I came home ? I highly suggest using emily I most certainly will again”

“Tred took excellent care of our high-energy husky mutt for the weekend. He communicated well and put in the time to really exercise and soothe our dog. He also kept our home clean and tidy during his stay. We'll definitely use him again and can't recommend him enough.”

“Kiera is amazing , my little Yorkie doesn’t really like anybody outside of our immediate family and friends and he took to her immediately ! It was wonderful having someone care for our little fur baby knowing that he was happy with her . We can’t say enough good things about her . Will definitely will be calling for her again when the need arises.”

The median cost per night for house sitting in Woodlawn is $50
Pet parents share their Rover experiences - Woodlawn
Tabbie was amazing with Major! She was very sweet, thoughtful, attentive, and took great care of him while I was away. I really appreciated the detailed updates and summary she provided, and it gave me peace of mind knowing Major was in good hands. She followed all of my instructions, spent quality time with him, and made sure everything was taken care of. I’m very thankful for the care she showed Major and would definitely book with her again in the future. Highly recommend!

This was our very first experience having an overnight pet sitter, and naturally, my husband and I were a little nervous about leaving our cats and our home in someone else’s care. Looking back, booking Christina D. was truly one of the best decisions we could have made. From our very first communication, Christina made us feel comfortable and confident. She is incredibly reliable, extremely friendly, easy to reach, and an excellent communicator. After speaking with her and then meeting her in person, we immediately felt that she was someone we could trust. She has such a wonderful way with animals, and it was obvious that their comfort and well-being were genuinely important to her. What impressed us just as much was Christina’s professionalism and attention to detail. She followed all of my instructions to a T, which was especially important to me because our cats have their own routines and schedules. I never had to wonder whether something had been forgotten or overlooked. Christina paid attention to every detail and respected exactly how we wanted our cats cared for. Her customer service is absolutely impeccable. She is attentive, responsible, considerate, and very clean and respectful of our home. Having someone stay overnight in your home requires a completely different level of trust, and Christina exceeded our expectations in every way. Most importantly, she gave us something that is priceless when traveling: peace of mind. For the first time, we were able to truly relax and enjoy our trip without worrying about rushing home, disrupting our cats’ routine, or constantly thinking about whether they were comfortable and being properly cared for. They were able to remain in their own home, follow their normal schedule, and receive the attention and companionship they needed. In fact, our experience was so positive that we have already booked Christina for our next trip! Knowing that we have someone this dependable to care for our cats has completely changed the way we feel about traveling. Instead of feeling stressed or guilty about leaving, my husband and I can now look forward to our trips and enjoy ourselves to the fullest, knowing that our cats and our home are in excellent hands. We could not be happier with Christina and would recommend her wholeheartedly to anyone looking for a trustworthy, caring, professional, and truly exceptional overnight pet sitter. We feel incredibly fortunate to have found her!

Alexis was amazing! She stayed at our place for 2.5 weeks and took care of our senior baby Nina who needed medication and lots of love while I visited my family back in Brasil. She was extremely communicative and would give us so many pictures of Nina throughout the day. She’s a true gem and I would absolutely recommend her to everyone.

Julia is amazing. She's taken our older dog on walks and she's housesat for us when we were out of town for more than a week. Our dog was so calm and happy when we came home from our trip-- it was clear that Julia made him feel so comfortable. And our house was just as we had left it. Julia meets our dog just where he is: when she saw that he didn't want to go far on walks anymore, she went at his pace and just stayed with him, showing more care and patience than we're often able to bring ourselves. She is a gentle and caring soul and we feel so lucky to have had her help!

We went out of town for 10 days and Zoe took care of our two whippets, Sammy and Bleu. We got updates and pictures each day, and know they got at least two long walks daily (they have Fi collars, so we can see their daily steps). Zoe also took great care of our home and left it cleaner than when she arrived! I could not recommend her enough!

She's a great care taker of your dog or in my case my Son Ghost💙💙. My son enjoys hisself. She took him to the lake and some long walks. Also, my son got his chicken nuggets and went to the bank with her. I will definitely use her again. Amiyah Ghost says he loves you and thank you. He can't wait to see you again🐶🐶🐶🐶

Sarah helped us with our dog when we were out for a few days. She confirmed the booking at short notice, came for a meet-and-greet, and was super flexible with timings and booking modifications. I am very likely to ask Sarah to house sit and walk our dog again!

Dominique was friendly and a great sitter for my girl Millie! I was only gone for a couple days but she still sent updates throughout the weekend, letting me know what they got up to together and how Millie was doing with her meals and potty time. I appreciated her communication and flexibility as she balanced Millie’s routine with her own dog’s needs. Thank you Dominique!

Mia took good care of Doby while I was away. She kept me updated with photos and she left my house clean and tidy. Knowing Doby was in such good hands made my vacation so much more relaxing. I would absolutely book Mia again for my next trip and highly recommend her to anyone looking for a caring and reliable dog sitter!

Emily was an excellent dog sitter and I would hire her again. She was communicative and sent updates throughout the day which gave me great peace of mind. I never had to reach out and ask how my dog was doing because she proactively kept me informed. She was also accommodating with my dog’s feeding routine and mindful of his reactivity to bikes/scooters which I really appreciate. When I returned home everything was exactly as I had left it. I highly recommend Emily.

Rahmya was amazing! She was very flexible in setting up a meet and greet and instantly prioritized befriend Stormie. I got lots of updates and update pictures daily of stormie which made the whole process of being out of town much easier. I never felt like Stormie wasn't in good hands. The home was clean and perfectly tidy when we arrived back, which was so appreciated when returning from our trip. I would 100% recommend Rahmya for anyone looking for a pet sitter 💙

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 pets like family

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






