House Sitting Five Points
Find a loving house sitter to watch over your pets and your home.
Over 1 pet parents in Five Points have booked house sitting
Five Points, Find top rated house sitting
About: Hi, I'm Rowan! I provide specialized pet care for cats and dogs based on their unique needs! I offer boarding, house sitting, drop in visits, daycare, and dog walking. Does your pet need a lot of attention? Cuddles? Quiet time? Medication or monitoring? Whether your pet is energetic, elderly, or has special needs, I'm trained and equipped to make sure they get exactly what they need. I guarantee personalized pet care exceeding industry standards, quick and clear communication, and a positive experience for you and your furry family. My experience: I have several years of professional experience working at luxury dog daycare and boarding facilities. In these roles, I provided around the clock animal care, administered medications, provided special services for senior and disabled dogs, and more. I've also volunteered hundreds of hours as an animal care attendant and dog walker at animal shelters and non-profits like Tails. In addition to this, I have a lifetime of personal experience caring for cats and dogs for friends, colleagues, and neighbors! About me: I'm currently finishing my final semester (virtually) as a graduate student in cultural anthropology. During my BA program in environmental studies, I took multiple classes on animal behavior and animal ethics, so caring for animals is a long term passion of mine! Outside of that, I love painting, doing ceramics, and reading sci-fi novels. :) I'm currently a graduate student in cultural anthropology finishing my final semester virtually. My schedule is extremely flexible and I'm able to respond quickly to whatever you or your pet need! For boarding: I live in a small apartment next to a big park where your pup can get plenty of outside time. I'm happy to play, cuddle, give space, go for walks, or provide anything else your pet needs. Due to the size of my apartment, quiet dogs are preferred. For House sitting: When in your home, I'll follow all your instructions exactly and provide prompt communication. I'm also happy to send regular updates with pictures of your pet. :)
About: I have been an animal lover since I was very very little. Grew up with tiny pets, and would always run up to any dog in the street hoping to make a new furry friend. I’m fairly new to Chicago, so I’m hoping to explore the city and settle in with your pet by my side! I have a hybrid position that has me working from home Mondays and Fridays with a fairly flexible schedule. I’m also happy to care for pets on weekends. I treat a client’s home like any proper guest would! Shoes are off if requested and always make sure I leave the place just as I found it. I very much vibe with the pets and match their energy. If they’re not feeling super social, I won’t push them. But if they’re begging for attention, I’m very happy to give it!
“We couldn’t have asked for a better overnight sitter than Evelyn. She took wonderful care of our fur babies while we were away, and it was clear from the moment we walked in they’d been well loved. She was attentive and responsive throughout the stay, always quick to answer messages and kept us updated. We came home to a tidy house and 3 relaxed pets. Thank you Evelyn!”
“We cannot recommend Angela highly enough! Angela provided peace of mind during our vacation and our four furry kids were calm and happy when we returned. It is clear that they were happy, cared for, and stress-free while we were gone. One of our dogs is a bit more nervous than the others, so Angela dropped in a few times leading up to our trip to help our pup get used to her. I cannot imagine this experience going any better!”
“Vanessa was great! I was recovering from a hospital stay and needed all day sit in at my home to care for my lab. Vanessa was the perfect match and my dog loved her instantly. Highly recommended and I will book again as needed.”
“He is very prompt with replies and Harvey is usually anxious but he seemed to be so relaxed around Jason even though it’s his first time. We requested for photos and updates every one hour to which he happily obliged. 😊☺️ I would gladly recommend him!”
“Our two dogs are extremely wary of strangers and don't get along with other dogs, so having someone dog sit in our home was our only option. Amelia was gracious enough to come visit us and the meet with the girls at least 6-7 times over a two month period. By the time we left, the girls were as comfortable with Amelia as they were with us. While we were gone, Amelia sent updates and pictures for the 12 days we were gone. I would highly recommend Amelia to others and will definitely use her again.”
“I booked Megan for a second time. This time was for a long weekend trip and she was again amazing with my pup. Stuck to his walk and food schedule. Included photos of my pup while I was away. Communication was strong and I didn’t have to worry about anything while on vacation. 100% recommend!”
“We were really happy that Taylor was able to housesit for Sushi and Fish. They apparently enjoyed the attention she gave them, and they were really relaxed when we got home - not stressed as if they had been abandoned. We'd love to have Taylor take care of them again.”
About: Can handle anything from young puppy's potting training - older dog needing medicine. I'm happy to care for all kinds of pets, big or small! I have experience caring for dogs, cats, guinea pigs, fish, parakeets, cockatoos, rats, hamsters, chinchillas, rabbits and I'm willing to do more. I am a full time highschool student open morning care up until 7:15am and anytime after 3:30 including nights. Saturdays I am available all day and Sundays I have small commitments briefly in the mornings and at night Whether your pet needs walks, feeding, playtime, cage care, companionship, or simply some extra love and attention while you’re away, I’m ready to help! I’ll treat your animals and your home with the same care and respect I would want for my own.
“Ember cared for our three small dogs for two days while we were out of town, and we couldn’t have asked for a better experience. She was incredibly attentive, kept us updated with plenty of photos, and truly went above and beyond. Not only did she take them on walks, but she also gave them so much love and attention—it was clear she genuinely cared. We felt completely at ease knowing our dogs were in such great hands.”
About: I have always had a love for dogs and enjoying spending time with animals. I am newer to pet sitting, but I am dependable, active, patient, and committed to helping your pet feel comfortable and cared for! Wether it’s walks, playtime, feeding, or keeping your dog company, I will treat them with the same kindness and attention I’d want for my own pet! I also know how much trust it takes to leave your pet—or your home—in someone else’s care. That’s why I prioritize clear communication and reliability. I’m happy to send regular photo updates, texts, or calls so you can have peace of mind knowing your pet is happy and in good hands. I am currently a full-time student and work part-time at gyms making my own schedule. I am flexible and can make time for your needs. I am available in the mornings and afternoons for walks. Along with random times in the day for potty breaks/attention. When caring for pets in client’s homes, I respect their routines and make sure they feel comfortable in their familiar environment. I provide plenty of attention, playtime, walks, fresh food and water and lots of love. I also send regular updates and photos so owners can feel confident and trust their pets are being well cared for.
“Sara stayed with our motley crew of critters while we went away for a long weekend. They’re somewhat high maintenance and I left feeling confident they’d be well cared for. Sara provided updates whenever asked and everyone was happy and healthy upon our return! Thanks Sara!”
About: I have lived with dogs all my life. I love playing and cuddling with the sweet ones. Once I can I will be getting a dachshund or pitbull. When my neighbor of 2 years is out of town, I take care of his 2 pit bulls, both over 10 years old. I work Monday to Friday 8:30-5:30pm with an hour lunch starting at 12:30. If your house is close enough to my warehouse I will be able to visit them during my lunch hour. In my house, the pets are fully inside cats. We make sure to open blinds during the day so they have places to lie in the sun, which they love. They are dry food once a day and wet food every other day. Whatever the client needs to be done for the pet I will do to the best of my abilities.
“Lisa was responsible, loving and knowledgeable when caring for our boys, Sunny and Louie. This was our first time away from the boys. We were able to really relax and enjoy ourselves knowing they were in good hands with Lisa. They loved her and can't wait for her to come back. When we travel again, Lisa will be our go-to dog sitter. Thank you, Lisa!”
About: I have had dogs half my life, and have loved all animals for all of it. I would love to take care of your loved one for you. I currently have 2 dogs and 3 cats myself. I am more than happy to follow any directions needed for the comfort of your pet. My goal is to provide the best care possible and to make sure your dog or cat enjoys their time with me. Please do not hesitate to call with any questions.
The median cost per night for house sitting in Five Points is $50
Pet parents share their Rover experiences - Five Points
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local sitters who will treat your pets like family
1. Search
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Popular requests for house sitting - Five Points
Select a filter and find qualifying sitters offering house sitting.Sitters in Five Points average 4 repeat house sitting clients
FAQs for House Sitting - Five Points
Frequently asked questions about Rover
The average cost for House Sitting in Five Points on Rover is $43.29 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of August 2026, there are 948 sitters on Rover offering House Sitting across Five Points. 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 Five Points 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 Five Points 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 Five Points 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 Rover Guarantee , 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 Rover's Trust & Safety page .
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 short introductory meeting between you, your pet, 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Five Points. On Rover:
- 98% 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.
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