Dog Sitting in Crestwood
Book a Crestwood dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Crestwood dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I had two dogs of my own that I trained and loved dearly. I have doggy sat for friends and family for years, and haven't meet one I didn't fall in love with. I am comfortable with all ages, special needs and administrating meds as well as basic training. If you have any further questions feel free to ask. Sincerely, Tricia Curley I work part time, so that leaves plenty of time to help with you pup! Right now my availability is for Tuesday and Thursday. I like to keep my weekends open. Lots of patience,love and attention 💖 In clients homes, I follow the pups routine, it is key to their happiness 😊 along with consistency. Also, I have watched MANY different breeds.
“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. ❤️”

“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’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!!!
“Kelera was great! She played with our cats and gave great updates with photos and videos. I have an older cat that is scared of everything and she did her best to check in on her. Our younger cat was so excited for playing”

About: I have worked at Markim Pet Resort in San Diego, California since 2013 till now all summers as a dog Caretaker. I have been caring for dogs of all sizes and breeds for 5 years now. My father trains dogs, so I have been around dogs my whole life. I will be an upcoming college student at Triton college this fall. I am a runner and love being athletic, so running or playing fetch with your dog will not be a problem. I have a love and care for dogs that grows with each experience. Your dog(s) will have an enjoyable experience under my care amd watch. They will be cared for and respected every second under my care. Thank you and I appreciate the opportunity. I currently take care of my brothers boxer and have 3 birds of my own that I take care of daily. I am constantly around dogs through family or with my parents cats In clients homes I will respect all rules and boundaries stated and make sure to follow all instructions given. I will keep a close eye on the pet every second and make sure they are doing well.

“I was able to find Jennifer quickly on the Rover app. I chose her by her profile and her close proximity to where I live. She responded very quickly to our request thru the app. She came for a short visit so we and our doberman could meet her. I wanted her also to feel comfortable with our large dog. We needed someone to come a couple of days around midday to fed, potty, walk and play our very active 8 month old 60 lb dog. We had her come for an hour each day. It was also the first time we were leaving her all day. Jennifer did exactly what was asked and says she looks forward to helping us out again. I know we will use her in the future.”

“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!”

About: I’ve had pets all my life. I adore all sizes, dogs or cats! I’d love to play/walk with them. And of course take care of any other needs they might need I mostly work night shifts. I’m free mornings and afternoons. I’m also willing to stay with your fur babies during the day while you’re at work. I’m happy to take your dogs on walks or to parks to let out their energy. And for your cats I have two of my own so I know how to fully care for them as well
About: Hi! My name is Alysia, and I’ve been caring for dogs for over 10 years through family, friends, and neighbors. I’ve worked with dogs of all ages, from energetic puppies to senior dogs who need a little extra patience and care. During visits and walks, I focus on keeping your pet safe, comfortable, and following their normal routine. Whether that means a long walk, playtime, feeding, administering simple medications, or just providing companionship, I treat every pet like they’re my own. I currently work at a childcare center, where responsibility, patience, and attention to detail are essential every day. Those same qualities carry over into the care I provide for pets. I understand how important updates are when you’re away, so I always send photos and messages so you can feel confident that your pet is happy and well cared for. I’d love the opportunity to meet you and your furry family member! Pet care fits naturally into my weekly routine. I work Monday, Wednesday, and Friday from 12:50 PM to 5:30 PM, which allows me to provide morning walks, drop-in visits, feedings, and playtime before work. I am also available on Tuesdays and Thursdays for additional daytime care and can accommodate evening visits after work. I understand the importance of consistency for pets and always make sure they receive the attention, exercise, and care they need while their owners are away. I do not usually have dogs stay at my house because I have family members who are allergic but I am very respectful of your space. I make sure that they are fed at the exact times needed especially if they have a certain schedule and make sure that they get their exercise daily.
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!
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’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!

“Suzanne has taken care of my cat a couple of times and she has been always going above and beyond. Each day she drops in she gives me constant detailed updates and sends me pictures. She made my life easier & I’m definitely going to use her help again when I’m traveling next.”

Crestwood dog parents share their Rover experiences
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.

Our babies loved Chantal and we loved leaving them in her care! One of our dogs attacked a bird and she handled the situation on her own so well and communicated very nicely what was going on. She is quick to respond and accommodate to their needs. We also got a good report back from our babies that they wanted her to come back and see them!

Popular requests near you
Select a filter and find qualifying Crestwood sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per night for dog sitting in Crestwood is $20
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Crestwood average 6 repeat dog sitting clients
Dog Sitting FAQs
Frequently asked questions about Rover
Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Crestwood on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 12,153 dog sitters in Crestwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Crestwood dog sitters respond in under an hour.
Dog sitters in Crestwood have an average of 14 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Crestwood.
Rover makes it easy to find Crestwood dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
There are 12,153 dog sitters in Crestwood on Rover, so you’re sure to find the perfect match for your dog! In Crestwood, 96% of dog sitters offer daily exercise, 95% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.












