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.
About: Hello. My name is Vanessa and I am a huge dog lover. I don’t see dogs as pets but more like family members. I’ve had 10+ years experience dogsiting for some friends dogs ranging from teacup Yorkies to Pitbulls. I have also been a dog owner to Rottweilers, American Eskimos and Shih-tzus. I don’t mind giving references if you need them to verify my work. I am a very sweet energetic and responsible person who promises to care for your dogs as best as I can and give them all my love as if they were my own. I take my responsibilities very serious and promise to follow any guidelines given to me and to keep your dogs safe. I am also willing to care for any other pets you have in the home. Being in the presense of dogs is a wonderful feeling and I will do anything in my power to make them feel comfortable and loved while you are away. If you have any questions feel free to ask. I can’t wait to meet your wonderful furry friends. I work on weekdays but am available to work around your schedule and im off weekends to accommodate any weekend travel you have as well. I am willing to follow any guidelines as far as how you would like your pets taken care of. I want to make sure you are always at ease when you leave your pets with me.
“I will never go to another sitter, ever! She takes care of my cat who is an absolute terror to people, and Ethel is bery kind to her. She goes above and beyond every time I have her!”
About: I am caring and patient, and will provide plenty of walks and playtime for your dog. I have raised two dogs to a healthy old age, as well as having provided short-term care for dogs of friends and family. I require a meet and greet for new clients before booking. I may also request a short trial visit (ie 2 hours) for new client boarding. My schedule is flexible so I can accommodate your pet's needs and provide them plenty of attention and care. I love all types of pet personalities! My home has lots of windows for your dog to sit and look outside, a nice neighborhood for walks and a big unfenced yard. I also have an open-door crate if your dog likes that sort of space. Your dog will always be leashed when outside.
About: I have grown up with dogs and cats and have experience caring for both. I have my own pet dog who is a 10 year old mixed breed. I have administered medications and am comfortable caring for pets with special needs. I am a college student and am free for the summer. Have plenty of time to spend with your pets. I like going on walks with my dog clients and am happy to offer pets and treats to your fur baby while you are away. I can provide companionship, walks, feeding and toileting for your pets. Comfortable with both dogs and cats and can assist with any special needs they may have.
About: I have had my dog now for almost 10 years. I used to care for my dog as well as a roommates dog at one point. I can give medications and can provide First Aid/Heimlich if needed. Strong enough to hold back and tame my 60 pound Boxer mix. I’ve also helped care/walk my sisters Great Dane and my friends smaller dogs for 7 years or so. I love animals and if you have other little friends who need care, just let me know what to do and I’ll do it. I work night shift as an ICU Nurse so I’m home all day. I can pop in and check on your babies any time during the day. I would need to know in advance only cause I do eventually sleep during the day. I’m aware you are trusting me with one of the most important members of your family, I’ll be happy to leave a photo and an update of any changes , good or bad, so you can enjoy some peace of mind that everything is alright.
About: I’ve always loved taking care of my furry and not so furry friends!! I grew up in a home full of dogs and a vast range of animals such as reptiles, amphibians, and other aquatic life etc. I’m currently working from home so my schedule is generally open as far as Monday-Friday. I’m available throughout the entire weekend as well. I like to keep the animals in my care on a schedule so they aren’t stressed, I prioritize (the animal’s) comfortability and structure because that’s just what makes sense. It’s my duty to ensure your furry friend can have fun AND be safe so please bombard me with any and all information!!!
“Suzanne took such great care of our pets! She was really communicative and let us know she was concerned about one of our cats not eating (due to missing us.) It was the first time we left our pets in the hands of someone through Rover and Suzanne exceeded our expectations! We are so thankful to her.”
About: I have taken care of dogs since I was a child. I am a school psychologist and very in tune with animals and people and have a passion for taking care of others, especially dogs. I believe dogs truly make a house a home. I am off for the summer so have all day to take care of your pet. I enjoy walking and playing with dogs and would love to spend my summer with your fur baby. I have a fenced in yard. I have three teenage pet lovers who will also shower your dog with attention. I enjoy walking your dog if that is something your pet likes to do. I have a safe neighborhood with trails nearby. I will always be interested in your pet's personality. For example how they get along with other dogs and humans and I will always have their best interest in mind. I work full time but am off during the summer so I have plenty of time to play with your dog. During the school year I am not home from 7:30- 3:30 Monday - Friday. Howeyour family loves weekend visitors. I have a fenced in yard so your dog can play outside. I would like them to bring their own bed or crate so they feel secure at night.
About: I have plenty of experience with both dogs and cats. I have been working in a dog/cat boarding and daycare facility for a little over a year now. At work, we are responsible for providing individual care for each animal staying with us; we are in charge of providing them with playtime, feeding them, giving meds, and more. Personally, I have had two cats going on about 15 years now, and I have had two dogs (a lab mix and a pit mix) for about five years. I also have the experience of being a dog walker volunteer at a humane society! Right now, I am on summer break and home from school, and I am currently only working a part-time job. On days I do work at my part-time job, I’m usually working from 8-230pm 3-4 days a week, so I will usually be available outside of that time period on my working days. On non-working days, I typically have open availability. Since I am around animals pretty much 24/7, caring for them is part of my usual routine, making me very passionate and comfortable around animals. Unfortunately, one of my dogs is reactive and doesn't take well to new doggy friends, so care at my house would not be possible. However, in terms of staying in the owner's home, I would bring over some toys and other things dogs love, like treats, and I could even bring a splash pad for those who like water! I would make sure the dog is my number one priority and be on top of what their daily needs are. For cats, plenty of catnip and fun will be involved!
“katy was so great with our two dogs. she had great communication and notes with photos so we knew what they were up to during the check-ins. she's very sweet and i can tell she really cares for the animals she cares for!”
“Rachel did an excellent job with Monarch. Rachel kept me up to date and took pictures. Rachel took good care of Monarch, played with him, walked him, gave him his meds and fed him. This was my second attempt at home visits while away with Rover and my first went really bad. But Rachel has restored my trust and I will definitely use her services again.”
“This was Kelera's second time watching my cats and once again she did a wonderful job! We came home to a clean house and happy cats. She also went the extra mile in ensuring my special needs cats were all taken care of and attending to my plants.”
About: Hey there! I'm Dakota and I've had years of experience handling both dogs and cats of all breeds and sizes. Early on, I learned that all animals have their own personalities and preferences. Even two pups of the same age and breed can have big personality differences! I like to learn all I can about my canine (or feline) clients to provide them the best care. Experience: I have 10+ years of personal experience from having my own dogs and cats at home, pet sitting, and dog walking for friends and family. I also have 6 years of professional experience from volunteering at PAWS Animal Shelter, working for Field Days Dog Walking in the West Loop area, and working for both cat shelters, Harmony House for Cats and Tree House Humane Society. I've handled all kinds of dogs, from high energy pullers, so low energy strollers who need a little convincing to go out! I look forward to meeting your furry friend(s) in the future! I work part-time right now and would love to dog walk/do pet visits on my free days! I also work on commissions for pet art if any clients are interested! I am always careful to follow all given instructions from pet owners. I will follow all guidelines as closely as possible to provide the best service I can!
“Tara really helped us out by taking care of Monarch when our normal sitter was unavailable and we had a funeral to attend to. Monarch gets a little anxious and jumpy with new people but Tara didn’t give up on him and eventually won him over. Tara took good care of Monarch.”
“I give Iman 5 stars times 20. This is my first time using Rover and I selected Iman for home drop in visits for the week I was on work related travel. To say I was nervous is an understatement. However, from the time I met Iman I knew she was the right choice. I perceived her to be a gentle, compassionate and honest person. This was important to me considering the temperament of my fur babies. One is a rescue due to abuse and none have ever been border and I wanted them to stay in the comfort of their own home. Yes I got that vibe from just meeting her. Very positive ora and energy. Iman exceeded my expectation. My 4 fur babies took to her right away and she cared for them as I would. You can tell this is not just work for Iman it’s what she loves. She absolutely has a love for and way with animals.t antisocial cats were even drawn to her. She made sure the house was locked and secured each time and that the alarm was set. I will definitely continue to utilize her services for my fur babies. I can’t express my gratitude enough for having such an amazing and outstanding sitter. Also, they loved her dog food. ❤️”
About: Hi! I will care for your pet as I do my own. I know dogs need lots of attention and activity. I love to get outside and walk them. My little Teddy loves other dogs too. He is ok with bigger dogs. We go to the dog park a lot so he’s very social. I am flexible and would love to meet you and your dog. My son is a huge dog lover also. Give us a chance, you won’t regret it! I’m ok with dogs on the furniture and wherever. I will listen to you for tips of course because nobody knows your pet like you do. Looking forward to meeting your pet! I know I’ve needed dog sitters in the past! I am off work right now so I have a pretty open schedule! I’m really looking forward to watching your dogs. Pick me! Pick me! My house is fine, or yours. I am trying to do whatever makes sense for you. I have usually dropped my dog off but am not opposed to staying at your house if you prefer that. I may ask to bring my dog Teddy with! He’s 18 pounds, and very sweet. Loves all other dogs!
The median cost per visit for dog sitting in Crestwood is $20
Dog parents share their Rover experiences - Crestwood
This was my first time using Rover for my 2 dogs and Keira was Great! From my first request to the time she completed the drop in visits she was very professional. She was prompt with responding to me and extremely polite. I appreciated all the communication with updates and pictures. I will definitely ask Keira to help us again in the future.
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?
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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 dogs like family
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Select a filter and find qualifying Crestwood sitters!Sitters in Crestwood average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Crestwood
Frequently asked questions about Rover
The average cost for Dog Sitting in Crestwood on Rover is $17.76 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 11,933 sitters on Rover offering Dog Sitting across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Crestwood stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
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:
- 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.
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.
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