Dog Sitting Crestwood
Book a Crestwood dog sitter to watch your dog in your sitter’s home or yours.
Over 6 pet parents in Crestwood have booked dog sitting
Crestwood, 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.
“Katie was amazing! With Peanut recently going blind and our honeymoon coming up, we couldn't board him and needed someone to come and give him his oral meds/insulin injections. She took the time to come by to watch me do his feeding/injections and was able to do the same without any issues! Highly recommend her services!”
About: Animal Lover , ! all animals, and I have experience taking care of cats and dogs 🐈🐕 Currently have 2 cats , specializing in cats and small dogs I am a stay at home mom so I have a lot of free time to take care of your pets ! I will be active taking care of their needs. I have two friendly cats to keep your cat company . I will also be active with your cat so they will be very comfortable.
About: I love dogs and cats, all animals really. I have had my dog for 5 years, I trained her since she was 8 weeks. I am very hardworking and punctual. I will give ur pup love and attention and any guidance needed :) Pet care is my priority everyday as a pet owner, and it would be my top priority to treat others pets with utmost care and provide any services needed. I have a large house and a big backyard. I also love taking walks and I always take my furbaby with me. I have a small 10 pound dog. She is shy and well behaved, mostly sleeps but loves to play. Good with dogs or cats.
“Nicole was amazing with our puppy! We were very anxious dog moms and they did everything to calm our nerves! The pictures they took had us dying! Our puppy was clearly have the BEST time and was very comfortable with Nicole. Would highly recommend them!!”
“Finn has been absolutely fantastic with my pup Bowser! Very flexible, clear communication, and attentive!! Bowser is high anxiety so having someone that he’s super comfortable with gives me all the confidence!!”
About: I’ve been a dog mom for 12 years. I have 4 dogs that are my world. I have experience with puppies and taking care of a senior dog. I would love to help you take care of your fur baby. I have a hybrid work schedule allowing me a lot of flexibility. I am available for short notice on several days out of the week. I have 4 wonderful dogs at home that I love dearly. I have experience with different breeds and sizes. Your animals safety and welfare is of the upmost importance to me and I hope they don’t mind a little extra love!
“Jacquelyn and Ryan arrived on time and immediately connected with my senior fur babies. They were gentle and kind to me (as I am recovering from surgery and can't do much yet) and to my dogs. I trusted them and look forward to using their services again soon!”
About: I’m a compassionate and experienced pet caregiver with 8 years of hands-on experience caring for both cats and dogs of all sizes and breeds—from tiny kittens and puppies to large, high-energy dogs. I understand that every pet has unique needs, personalities, and routines, and I take pride in providing patient, attentive, and personalized care. I have experience with puppy delivery and newborn care, which has given me a strong foundation in gentle handling, close monitoring, and supporting pets during important early stages of life. Whether it’s playtime, feeding, walks, litter care, medication, or simply providing calm companionship, I always prioritize safety, comfort, and love. I treat every pet as if they were my own and strive to create a stress-free, nurturing environment so both pets and owners can feel completely at ease while they’re in my care 🤍🐶🐱 Pet care is already a natural part of my daily routine. I structure my day to prioritize feedings, walks, playtime, and quality time so each pet receives consistent, attentive care in a calm and loving environment. I care for pets by following their normal routine to keep them comfortable and stress-free. Whether in my home or a client’s home, I provide attentive care including feeding, walks, playtime, litter care, medication if needed, and lots of love. I prioritize safety, cleanliness, and treating every pet like family.
About: I treat every pup like my own. If your dog isn't napping or resting, we'll be active and engaged. That may include playing with their favorite toy, going on a walk, or getting plenty of belly rubs and pats. I believe dogs thrive on love, attention, and activity. Therefore, I make sure they're never bored or lonely. I'm currently a student at UIC with one class online and one class in person. My schedule is very flexible, which allows me plenty time for walks, drop-ins and overnight care. Your dogs safety and comfort are my top priorities. On walks, I let your pep lead the way so they can explore at their own pace. I love finding nearby parks where they can burn energy. It I'm caring for a pet in your home, I'll always follow your instructions closely to maintain their normal routine.
About: I’ve grown up with dogs my whole life, and taking care of them is second nature. I see Rover as a way to interact & keep them in my life while not having one of my own at home. I already routinely take 1 to 2 walks during my day, so the addition dog walking or sitting fits rights into my daily schedule now. In your home, I am clean, orderly, and can clearly follow all instructions given. You will find your fur baby and your home better off than you left them before
About: With over 20 years of dedicated pet care experience, I provide compassionate and reliable services tailored to each pet’s unique needs. Whether it’s daily walks, administering medication, or offering overnight stays, I ensure your fur love bugs receive the utmost care and attention. My commitment to building trusting relationships with both pets and their owners has been the cornerstone of my long-standing career in pet sitting. As a dedicated pet sitter, I structure my daily and weekly schedule to ensure I am highly available and responsive to the needs of both pets and their owners. Caring for pets in their owners’ homes requires a combination of attentiveness, respect, and adherence to established routines to ensure the well-being of the animals and the security of the home.
About: Los amo con mi vida son la Mejor compañía que pueda existir, no espero menos de ellos su fidelidad, son únicos y merecen Mucho amor compresión y ternura. Llevándolos a pasiar caminar es vida y salud, para ellos la mejor medicina es el amor y la compresión, escuchando sus necesidades y dándole mucha atención.💘👑🙏🏻 Atendiendo sus necesidades siguiendo indicaciones de su amo, consintiendo sus caprichos, paseando por los senderos bellos de Chicago descansando en algún parque bello y leyendo algo bien bueno☺️😻
About: Taken care of many pets/houses while family and friends were out of town growing up Doggy mommy of a 3 year old pup who is house, command and crate trained by me. Auntie of my sisters dog who I have house sat for multiple times for long periods of time. Work hybrid, in office M T W, remote Th & F Remote 1st week of every month Flexible to come hang with your dog, walk him, play with him, I could even work from the dog’s house versus mine. Can Crate Leashed Walks Bring him to Fenced Yards via Sniffspot Dog Parks / Trails Making sure pets are safe, happy, cared for and socialized with. Can follow directions and pick up the routine quickly.
About: I offer a home-based boarding experience designed for pets who deserve thoughtful, elevated care. My home is calm, beautifully maintained, and intentionally structured—ideal for dogs who thrive on routine, comfort, and personalized attention. I share my home with a 15-year-old miniature poodle, so I selectively welcome only gentle, compatible dogs to maintain a peaceful, low-stress environment. With limited capacity, each guest receives attentive supervision, individualized care, and a nurturing, high-quality stay. I’m enjoying early retirement and have chosen to devote my time to providing full-time, attentive care for dogs. This allows me to be consistently present, unhurried, and deeply focused on each guest’s comfort, routine, and overall well-being throughout their stay. I have a beautiful and clean spacious split level home for your fur baby to freely move around in. My home features a securely fenced yard designed for safe, supervised playtime. Dogs enjoy calm outdoor breaks and gentle activity in a controlled environment, always under attentive supervision to ensure comfort, safety, and peace of mind.
“Angelina was wonderful! She took great care of our elderly cat and had helpful suggestions for some of his ailments. We will definitely have her back again the next time we are traveling.”
About: I’ve had my dog Ace (Cane Corso/Lab mx) for 4 years. Although my family has been fortunate enough to take care of him together, I understand the struggle of finding someone who will care properly for your pet as you do. Pets are our chosen family, and I will ensure your pet is properly cared for. In addition to my dog, I have 3 years of experience in animal husbandry from my previous position as a animal care technician I work another during the week. My most consistent availability is Saturday and Sundays (mornings, afternoons, early evening) for pet sitting and/or walking your pet. I walk my dog 3x a day. I am also sure to change and clean his water bowl multiple times a day. Any special instructions or requests for your pet with be met
About: I’ve grown up around animals and truly love spending time with them. I had a German Shepherd named Sheba and two cats, Pichu and Mitzu, and I’ve also cared for friends’ pets. Through Rover, I’ve walked and cared for pets of a wide range of ages. I’m experienced with walking, feeding, bathing, and giving pets the attention and care they need to feel comfortable and happy. I work remotely and thus have a flexible schedule when it comes to pet care. I am happy to accommodate the needs of my clients. In my client’s home I am happy to abide by any and all rules specified by the client, and ensure that their pet is happy!
The median cost per visit for dog sitting in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
We had such a great experience with Kathryn watching Marty! She went above and beyond to make sure Marty was happy and well cared for. She even stopped by a few days before to meet Marty, which gave us so much peace of mind. While we were away, she kept us updated with lots of photos, made sure Marty got her dinner, and took her on a walk. It was clear that she genuinely cared about her and treated her like her own. We would absolutely recommend her and will definitely book her 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 dog sitting
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.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog sitting - Crestwood
Select a filter and find qualifying sitters offering dog sitting.Sitters in Crestwood average 6 repeat dog sitting clients
FAQs for Dog Sitting - Crestwood
Frequently asked questions about Rover
The average cost of Dog Sitting in Crestwood is $18 per visit as of October 2026. Most bookings cost between $18 and $31 per visit. 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 11,488 sitters on Rover offering Dog Sitting across Crestwood. 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.
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 Crestwood 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 .
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.
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 .
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 Crestwood 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 Crestwood. On Rover:
- 85% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 94% 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 , 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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