Dog Sitting Crestwood

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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.

1 / 1
Sitter Profile Image: Kailey M.
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Kailey M.
from
$17
per visit
3 years of experience
Mount Greenwood, Chicago, IL, 60655

About: I am a verified walker on the app Wag, as well as having over 3 years experience working in animal care. I have been pet sitting for family, friends, and customers on another dog walking app for over 2 years. I work part time so I have a lot of availability! This summer is completely open for me since my nannying job stops for the summer! I have a completely fenced in yard, reliable transportation, a clean background check and I am more than willing to clean up after any mess your pup may make while you aren't home!

Sitter Profile Image: Emilija F.
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Emilija F.
from
$17
per visit
6 years of experience
Palos Heights, IL, 60463

About: I had a senior dog for over 15 years that I took care of! Also fully trained her and loved her. Additionally, I have worked at a barn with horses, cats, and dogs that I have taken care of. :) I am a college student but I am free all days besides Tuesdays and Wednesdays! I can make those days work after 5 pm. Weekends I can do any hours as well for any service. I have a fenced yard and no other pets at my house at the time. I have water bowls and feeders. I also will walk your dog for as long or little as needed because I love walks and runs myself!

Sitter Profile Image: Taylor B.
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Taylor B.
from
$20
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
5 years of experience
Justice, IL, 60458

“Taylor did a great job with my three cats while I was away. She followed all feeding instructions, took time for play and communicated daily.”

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E.V. J.
Sitter Profile Image: April M.
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April M.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
Orland Hills, IL, 60487

About: I have experience grooming and administrating medicine to furry friends that don't enjoy the process. Big or small, quiet or loud, friendly or shy I accept all pets and treat them as if they were my own. I have open availability to take last minute bookings and have the luxury to do this full time.This helps with my ability to work with people’s schedules. Drop in visits and walks are catered to each client. I am flexible with what is provided and have a willingness to adapt. Visits typically include feeding, enrichment activities, and walks.

Sitter Profile Image: Isaiah F.
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Isaiah F.
from
$20
per visit
5 years of experience
Gage Park, Alsip, IL, 60803

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.

Sitter Profile Image: Abigail W.
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Abigail W.
from
$18
per visit
1 repeat client
4 years of experience
Tinley Park, IL, 60477

About: I grew up on a farm and we've always had 3 dogs and 2 cats along with a plethora of other animals. I know how to ensure safety and have a clear head when things go awry. I absolutely adore dogs and cats of all ages and can competently take care of any range of behaviors. I'm a ballerina and a personal trainer. But I will absolutely check in, walk or play with your pet any chance that I get! Normally it would be in the morning or near the evening. My schedule is more open on the weekends. I am a very precautious person when it comes to the safety of your pets. I always double check instructions and make sure the door or cage is secure before I leave. I also will give them all the love and attention they could want.

Sitter Profile Image: Destiny M.
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Destiny M.
from
$17
per visit
7 years of experience
Bridgeview, IL, 60455

About: 𐂯 Meet & Greets
 ฅ ฅ Detailed updates with photos/videos 
ᵔᴥᵔ Puppies, senior pets, anxious dogs & medications I've had pets my entire life and currently have two huskies who are a big part of my life. I've also cared for pets for family, friends, and neighbors, and I've volunteered at animal shelters, where I spent time with dogs of different ages, temperaments, and backgrounds. I know how stressful it can be to find someone you feel comfortable leaving your pet with. I’ll make each experience as easy and reassuring as possible. My goal is to eventually work with animals full-time, and Rover gives me the opportunity to do more of what I love while helping people in my community. I enjoy figuring out what makes each pet feel comfortable and loved! Adjusting to them instead of expecting them to adjust to me. Whether your pet enjoys long walks, playing outside, sticking to their usual routine, or simply having someone nearby, I'm happy to adapt to what makes them most comfortable and gives you peace of mind. You'll receive regular updates and photos throughout each visit so you always know how your pet is doing. I'd love the opportunity to meet you and your pet! ․°𓃠•°․𓃦․• My Availability ﹌﹌﹌﹌﹌﹌﹌﹌ ⟡ Weekday evenings (after school) ⟡ Weekends ⟡ Holidays ⟡ School breaks ⟡ Summer vacation 𓆉°❀⋆.ೃ࿔*:・ I'm flexible, responsive, and believe in open communication, so you'll always have peace of mind while your pet is in my care! Your pet's safety is always my top priority. On walks, I stay alert to our surroundings, use secure leash handling, and tailor each walk to your pet's pace and comfort level. In your home, I'll respect your space, follow your care instructions and routines, and make sure your pet feels safe and comfortable.

Sitter Profile Image: Coretta S.
Verified Enhanced Background Check
Coretta S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 321 reviews
111 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

“Coretta was an angel with our shy cat Harriet—Coretta had her sitting nearby for pets the very first day! It was easy to trust her with our cat and our home, and we can't wait to have her back again.”

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Bill H.
Sitter Profile Image: Kat C.
Verified Background Check
Kat C.
from
$23
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Evergreen Park, IL, 60805

About: Hello! My name is Kat and I am looking to help you out, enjoy spending time with your animals, and to make some extra money to pay off student loans. I love animals with all my heart and have grown up with dogs/cats in my house. I have used this app before and have been very successful! I have dog and cat sat for family members, neighbors, and families of friends. I have a lot of experience with walking, sitting, and with animals in general! Feel free to contact me with any questions or if you would like to get to know more about me! I am available to process the rates through CASH, CHECK, PAY PAL, VENMO, ZELLE, etc! RATES ARE NEGOTIABLE IF NEEDED! :-) I am very flexible! I work mostly remote and I have made time for pet sitting! I can adapt to any schedule that is needed. I am a very experienced pet sitter and have a wonderful reputation. Animals are so important to families and people — so it’s important to treat them with all your heart!

Sitter Profile Image: Tamia S.
Verified Enhanced Background Check
Tamia S.
from
$17
per visit
8 years of experience
Worth, IL, 60482

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.

Sitter Profile Image: Jocelyn W.
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Jocelyn W.
from
$25
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Ashburn, Chicago, IL, 60652

About: Hi! I’m Jocelyn, a dependable and caring pet sitter based in Chicago. I have experience caring for cats, dogs, turtles, and guinea pigs, and I treat every pet like they’re part of my own family. Whether your pet needs walks, playtime, feeding, medication, or just lots of love and attention, I’m committed to making them feel safe, happy, and comfortable while you’re away. I understand every pet has a unique personality, and I take the time to learn their routine so they feel at ease. I work from home, which gives me a flexible schedule and allows me to provide attentive care throughout the day. Because I’m home most of the time, pets receive plenty of supervision, companionship, potty breaks, walks, playtime, and affection. I can easily accommodate their normal routine to help them feel comfortable and stress-free while you’re away. Your pet’s safety and comfort are always my top priorities. I provide a clean, calm, and pet-friendly environment where they can feel at home. I carefully follow each owner’s instructions regarding feeding schedules, medications, exercise, and routines. Whether I’m caring for your pet in my home or yours, I’ll treat them like family and provide regular photo and video updates so you can have peace of mind.

Sitter Profile Image: Asia F.
Verified Enhanced Background Check
Asia F.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
4 years of experience
Country Club Hills, IL, 60478

About: Hi my name is Asia. I’m really excited to have extra income but I’m more in it for the loving animals. Animals are my life! I have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in Pet Care is from having my own pets to care for. I have two bearded dragons, two cats, one dog, and one fish. In the mornings I go to the gym and after I’m pretty much open throughout the day until school starts, which is in the beginning of January. Feeding and watering animals,Playing with them and keeping them company, Walking the dogs, Grooming and brushing the animals' coats, Changing the cat's litter box, Providing health care if necessary. Giving them affection, so they don't feel abandoned after their owner leaves.

Sitter Profile Image: Syirra W.
Verified Enhanced Background Check
Syirra W.
from
$10
per visit
2 years of experience
Riverdale, IL, 60827

About: Worked with everything from tiny puppies to seniors at the kennel and proudly volunteer at Chicago PAWS. I am also pursuing my career in pre-vet, looking forward to gaining more experience along the way. I am currently working part time but will be starting school in the fall so Im available Wednesdays-Sundays after 12pm Wednesday and Fridays: Evening shifts only (2pm-8pm) Saturdays: Morning shifts only (8am-12pm) Sundays: Both morning and evening shifts. (8am-8pm) Strongly prioritize a stress free space by following specific care routines and keeping the environment super clean. My experience at the kennel and at PAWS means that I am aware of safety procedures and keeping an eye out for health changes.

Sitter Profile Image: Sean L.
Verified Enhanced Background Check
Sean L.
from
$30
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Willow Springs, IL, 60480

About: Ever since I was a kid, I’ve just really cherished being around animals, even the ones who aren’t super cuddly. I have a lot of patience and respect for each pet’s personality and comfort level, and I do my best to make them feel safe, happy, and cared for while their people are away. I work full time during the week and try to stay busy on the weekend, but I will absolutely work my weekend schedule around you/your pet’s needs. I have a big fenced backyard and plenty of space inside for house-trained pets to relax, whether that’s on the couch, a comfy chair, or the floor. I share my home with one dog, a terrier mix named Minnie. She’s playful and friendly, but if your dog prefers to keep to themselves, I can easily keep them separated. Older dogs sometimes find her a bit too energetic, while younger pups usually have a great time playing with her.

Sitter Profile Image: Erica S.
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Erica S.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
6 repeat clients
20 years of experience
flossmoor, IL, 60422

“Erica has babysat our cat Domino in our home several times now. Domino is a cat that we took several months to rescue earlier this year. Consequently, she is shy and a bit skittish around new people. She bonded with Erica almost immediately! Erica has two cats of her own, so she knows a lot about them and their finicky nature. Erica has a warm and caring nature that comes across in the way that she communicates with Domino. She calls Domino her niece! Erica is fastidious with Domino’s litter box and feeds her twice daily. She sends us regular posts and updates regarding Domino’s antics. Erica spends time with Domino and plays with her. We miss Domino when we are gone, but never worry that she will be too lonely without us. We feel secure when we are away. We trust Erica with having the keys to our home. We have the utmost confidence that Erica will take great care of our fur baby.”

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Steven S.
Sitter Profile Image: Alexandria S.
Verified Enhanced Background Check
Alexandria S.
from
$18
per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
25 years of experience
South Deering, Chicago, IL, 60617

About: Hi Rover! My name is Alex. I have been a pet owner since I could walk; dogs, cats, fish, birds, gerbils, even rats! I absolutely love animals and I am sure I can give your pet the love they require while you are away. I am the fur mommy of Sāj (pronounced Sage), and my angel fur baby Stasi 🕊️💕. Sāj loves other dogs almost more than she loves me. We have fur friends of all ages, shapes and sizes. So big or small, she can adapt and be a fun friend to play/cuddle with. I do work a full time job, however, I have flexibility in my day for walks, playtime, feeding, etc. I can provide plenty of daily updates and pictures. For new clients, I offer a doggie report card and Polaroid photo to ensure your pet was taken care of with the same love you give. If you have any questions or concerns please do not hesitate to ask. I look forward to meeting you and your dog! I have a hybrid schedule of work from home and office time, with flexibility to ensure your pet, like mine, are not left alone for extended periods of time throughout the day. I have a home with huge fenced yard to roam and play. I live within walking distance to regular parks and don’t mind taking a trip to the dog parks for socializing and exercise.

Sitter Profile Image: Victoria B.
Verified Enhanced Background Check
Victoria B.
from
$28
per visit
5.0 out of 5 stars
• 4 reviews
11 years of experience
Orland Park, IL, 60467

About: I used to be a farm manager and not only took care of domestic pets, but livestock too! I know everyone says that animals love THEM the most, but pets are really drawn to me. I think it’s because I have a deep reverence for them and their ability to so easily love people unconditionally. I also respect their boundaries because I understand that they cannot communicate as easily as we do. I am currently unemployed and going to school part time so my schedule is very open right now! I enjoy nature, even when weather is inclement, and will be there rain or shine. I will follow whatever instructions you have for your pet! No matter how detailed. I would care for your pet in the same manner I care for my own, which is obsessively. As a former anxious pet owner (sometimes I still am), I will provide photos and updates whenever I am with them. I also respect your privacy, as I know allowing someone into your home can be intimidating.

Sitter Profile Image: quianna k.
Verified Enhanced Background Check
quianna k.
from
$20
per visit
2 years of experience
Roseland, Chicago, IL, 60621

About: I’ve been taking care of dogs and cats my whole life. Close family friends have trusted me to watch their animals for them. I love animals so much and enjoy their time. I’m currently home from school. I have plenty of spare time on my hands. Animals are the perfect people spend my time with away from school. I have a friendly small dog named Roscoe who loves to play with other dogs. When I’m in the pets home I will cater to their needs. I love to play and I love to go on nice long walks.

Sitter Profile Image: Aryonna F.
Verified Enhanced Background Check
Aryonna F.
from
$30
per visit
15 years of experience
Blue island, IL, 60462

About: I have taken care of dogs since I was 9 years old. I have walked them, bathed them, cuddles , massages, gave medications you name it. I absolutely love the feeling and genuine love that dogs give so I protect and love them at all cost! A stay home wife with no children home currently, so I’m free a lot! Needing a new hobby I enjoy to consume my days now. I have small babies so the house is already baby proofed! Also can purchase whatever is needed to make them feel comfortable! Not big on dogs being in crates and cages but if that’s what your prefer that can be arranged as well! Long as the dog is comfortable I am happy!

Sitter Profile Image: Jhadira V.
Verified Enhanced Background Check
Jhadira V.
from
$22
per visit
1 repeat client
7 years of experience
Countryside, IL, 60525

About: Hi, I’m Jhadira! 👋 I recently experienced a layoff from my corporate HR career, so I’m taking this opportunity to spend my time doing something I truly love, caring for dogs! I’m located in the La Grange area and have a large, fully fenced backyard that’s perfect for safe, supervised playtime. I share my home with my two spoiled pups, Charlie and August, and I also help care for my family’s senior dog, Tony. Caring for dogs through every stage of life has taught me that each one has their own personality, routine, and unique needs. I have over 7 years of hands-on experience caring for dogs of all ages, breeds, and temperaments. My experience includes potty training puppies, working with high-maintenance dogs, caring for puppies undergoing treatment for intestinal worms and other temporary medical needs, administering oral medications, basic obedience training for both puppies and older dogs, walking and running with active dogs, and providing extra patience and specialized care for senior dogs. Whether your dog is full of energy, needs a little extra attention, or enjoys a slower pace, I’m happy to tailor my care to what makes them feel most comfortable. I’m also training for a half-marathon myself so if your dog needs that outdoor exercise I would gladly love the company on my runs! As a dog mom myself, I know how much trust it takes to leave your furry family member with someone else. That’s why I treat every dog as if they were my own. Their safety, happiness, and well-being are always my highest priorities. I’ll follow your dog’s routine closely, provide regular photo and video updates, and make sure they receive plenty of love, attention, exercise, and enrichment while you’re away. Over the years, I’ve also built relationships with wonderful local pet professionals. If you ever need recommendations, I’m happy to share trusted groomers and veterinarians that I’ve had great experiences with. Whether your pup loves long walks, backyard zoomies, playing fetch, learning new tricks, or curling up for a nap, I’ll make sure they feel safe, loved, and right at home. I can’t wait to meet you and your best friend! Open schedule, I have my own two dogs I look after but have all day to drop in for a walk or to check in on yours! I have a tight schedule with my own dogs and will make sure to make your fur baby feel as safe and loved as if they were home.

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The median cost per visit for dog sitting in Crestwood is $20

Dog parents share their Rover experiences - Crestwood

1 / 1
5.0 out of 5 stars

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!

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Anna A.
Drop-In Visits
5.0 out of 5 stars

Andria did a wonderful job doing check-ins with my pets. My dog Libby loved her so much. You could tell Andi sincerely loves animals. She was great and I would recommend her to anyone and will certainly use her again when needed.

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Christine M.
Drop-In Visits
5.0 out of 5 stars

She went beyond my expectations. A pet lover with a kind heart. Felt very comfortable leaving my Stella in her care.

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J D.
Drop-In Visits
5.0 out of 5 stars

I am very happy with Katherine’s service! My dog loves her, and I will definitely use her again for her services. Definitely recommend!

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Belinda A.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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How to book dog sitting

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Popular requests for dog sitting - Crestwood

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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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