House Sitting Crestwood

Find a loving house sitter to watch over your pets and your home.

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Over 16
pet parents in Crestwood have booked house sitting

Crestwood, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Sara T.
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Sara T.
from
$50
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
4 years of experience
Oak Forest, IL, 60452

“Sara did a great job making my two cats and a dog feel safe and loved in our absence. She did everything we asked of her and more. Thank you, Sara, for easing our worries about leaving our animals!”

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Lee K.
Sitter Profile Image: Cynthia S.
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Cynthia S.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
15 years of experience
Midlothian, IL, 60445

“She was great!!! Took care of copper like we would!!! Will definitely use her again”

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Jeffrey Z.
Sitter Profile Image: artiss m.
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artiss m.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 38 reviews
11 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

“Artiss was amazing! She was able to squeeze me in last minute when I really needed someone to watch my dog, and I’m so grateful she did. Communication was great from start to finish, and I felt comfortable knowing my dog was in good hands. I really appreciated how accommodating and dependable she was. I would definitely book with Artiss again! 10/10 would Recommend.”

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Laura D.
Sitter Profile Image: Patrycja B.
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Patrycja B.
from
$50
per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
10 years of experience
Oak Lawn, IL, 60453

“Very happy with Patrycja. She dog sat last weekend and I felt she gave my Ivy a great amount of attention and exercise. She even washed the sheets before she left, which was an unexpected bonus! Would definitely use her again.”

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Karen K.
Sitter Profile Image: Cheyenne W.
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Cheyenne W.
from
$55
per night
5.0 out of 5 stars
• 34 reviews
7 repeat clients
10 years of experience
Chicago, IL, 60643

“Cheyenne has dog sat for us a few times and each time she was timely and a good communicator. We’d definitely recommend and continue to book her!”

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Brittany M.
Sitter Profile Image: Laura V.
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Laura V.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Oak Lawn, IL, 60453

“Laura is wonderful! She stayed at our house with our 14 year old dog while we were on vacation for almost two weeks. She took amazing care of our special guy and kept us updated everyday. She was also incredibly respectful of our space. We will absolutely use her services in the future.”

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Megan Y.
Sitter Profile Image: Shannon R.
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Shannon R.
from
$25
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
8 years of experience
Palos Park, IL, 60464

About: I have about eight years of experience caring for friends' and clients' pets when they are moving or on vacation. I have a very open schedule and my lines for communication are very open. I live in a condo in Oak Lawn and own my own car meaning I have reliable transportation to any of the surrounding areas, if required for your needs. Pets seem to make themselves right at home even if they haven't been there before. I love long walks and don't mind laying around the house or jumping up and going out every hour depending on the pet's needs or desires. I am friendly and pets seem to warm up to me quickly. I have a knack for anticipating a pet's needs and go to whatever lengths I need to keep them safe and happy. I'm lucky enough to be able to mold my schedule around your pet's schedule. So whatever walking and feeding routine you have them on I can easily adjust to fit their needs. I follow every detail the pet parent leaves me to the letter. Even if your pet needs me to spin around 3 times and pretend to microwave his/her food or ACTUALLY has food that needs to be microwaved! I make sure to review instructions with the client the day of so we both feel comfortable that we are on the same page and their fur baby is getting the best care.

Sitter Profile Image: dennis c.
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dennis c.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Oak Lawn, IL, 60453

About: Dogs are my favorite, cats come in 2nd. I've rescued 2 dogs in my 70 some years. Retired and widowed now with plenty of time on my hands. Give me a call. I'm mostly available from early am to early pm. 7 days a week. Retired and widowed with plenty of time on my hands. Give me a call. Currently no pets in my home but have had a few dogs and 1 cat in the past. Will follow your instructions. I'm honest and dependable, give me a call!

Sitter Profile Image: Karen D.
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Karen D.
from
$55
per night
25 years of experience
Orland Park, IL, 60467

About: What sets me apart from other pet sitters is a lifetime of dedicated, hands-on experience caring for animals of all kinds—from cats, dogs, and birds to rabbits. My expertise spans every stage of a pet’s life, including raising energetic puppies and delivering compassionate end-of-life care for a terminally ill dog who needed to be hand-fed and wear diapers at just six years old. As an authentic animal lover with a deep well of specialized experience, I bring both the practical knowledge required for complex care routines and the genuine empathy every pet owner looks for. ♥️🐾 Pet care seamlessly integrates into my daily and weekly routine, serving as a primary focus alongside my other responsibilities while I am currently not working traditional hours. A major part of my days is dedicated to caring for my daughter's two German Shepherds, which keeps me active with regular feeding, exercise, and attentive supervision suited for large, high-energy breeds. Balancing this with part-time house cleaning and studying to earn my real estate license has taught me how to manage my time effectively, ensuring that every dog in my care receives consistent attention, structured routine, and dedicated affection throughout the week. When caring for your pets in the comfort of their own home, my top priority is maintaining their familiar routine to keep them feeling safe, happy, and stress-free. I adhere strictly to their usual feeding schedule, walking habits, and medication needs, while providing plenty of quality playtime and affection to keep them company. Beyond basic care, I keep a watchful eye on their health and behavior, ensure your home stays clean and secure, and send regular updates and photos so you have complete peace of mind while you are away.

Sitter Profile Image: Marya K.
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Marya K.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
4 years of experience
Mount Greenwood, Chicago, IL, 60655

About: Hello! I am a natural animal-lover so I became a vet assistant 🐾I have personal experience with labs, lab-german shepherd mixes, Rhodesian ridgebacks, toy poodles, german shepherds, and pitbulls. I also have experience with cats and volunteered at a cat rescue. I have also had a hamster, Guinea pig, and many fish. Currently, I have a bully mix, a russian tortoise, three cats, a fish tank, two frogs and two guinea pigs! I can’t wait to meet your furry family members! :) I currently work full-time at a clinic but am available during my lunch hour (mid-day) for walks and drop-ins. My regular availabilty is as follows: Sunday: open Monday-Friday: 5am-7am, 6:30pm-9pm Saturday: 5am-7am, 1:30pm-9pm Please check my calendar for specific dates or feel free to send me a message. I can easily crate your dog if needed. I also have experience with dogs on and off leash. I am also available to scoop litter boxes, pick up poop, and refill water/food bowls when requested. I have a lot of experience administering medication and will do so upon request.

Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 21 reviews
13 repeat clients
10 years of experience
Palos Hills, IL, 60465

About: Dogs are my favorite animal! Why? Because they are loyal, caring, fun and you already know this because you own one! :) I have a shepherd mix who I love dearly. I used to volunteer at West suburban humane society, and have dealt with dogs of all sizes and temperaments. I feel comfortable around dogs and have lots of experience. I treat them like a member of the family. I love all animals, so if you have cats rabbits etc I will not be bothered. I have been around dogs since childhood and working with dogs is a dream of mine. If your dog needs medicine I have experience with that as well. I am extra gentle with senior dogs and can keep up with puppies I have a flexible schedule so I can work with your schedule. We can discuss your pets needs so I can accommodate your schedule easily. I follow owner instructions precisely and ask questions if anything seems unclear. Pet safety is always my number one priority. If I think a pet may not be safe for anyone I always reach out to the owner.

Sitter Profile Image: Brit O.
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Brit O.
from
$40
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
5 years of experience
Tinley Park, IL, 60477

“Brit was available last minute and took excellent care of our Moose, even though she was recovering from a little illness. She was prompt, communicative, and caring. Would recommend her to anyone in need of great care for their fur family.”

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Jacob & Marne G.
Sitter Profile Image: COURTNEY A.
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COURTNEY A.
from
$45
per night
10 years of experience
Chicago, IL, 60632

About: Loving and Experienced Pet & Home Care I've always had a deep love for animals of all kinds, so I'm not easily squeamish. My biggest concern is always safety, both for the pets and myself. As long as I understand what's expected of me and what your pet needs, I'm confident in my ability to provide excellent care. Most of my experience has been with cats. I've had two of my own and cared for nine kittens at once. I've also spent plenty of time around multi-cat households and looked after cats with all sorts of personalities. Dogs are close to my heart too. I grew up with two and have since cared for dogs of different ages and temperaments. More recently, I've taken on extended house sits with multiple dogs, getting to know their daily routines and making sure they have plenty of attention while their owners are away. I've cared for fish and smaller animals as well. One of my more memorable experiences was keeping a rat receiving hospice care comfortable during its final days while its owner was away. I know how much these little companions mean to the people who love them. When it comes to your home, I'm just as attentive. I grew up in a household where my parents had nearly professional standards for cleanliness, and those habits have stayed with me. I naturally keep things tidy and take pride in leaving a space in excellent condition. I'll treat your home with respect and make sure everything is just as you left it, if not a little better. I also understand how important it is to feel connected to your pets when you're away. I'm happy to send photos and updates, and I'll always reach out if something needs your attention. Ultimately, I want your pets to feel safe and loved in their own home while you enjoy your time away without worrying about them. I'm an artist and writer who works remotely, so my schedule is pretty flexible. I spend a lot of time at home working on my projects, and I really enjoy having animals around to keep me company. I actually find that looking after pets is good for my own routine too. It gives me a reason to step away from my work, get outside, and have a little structure to my day. I enjoy getting to know each pet's personality and settling into a rhythm that works for both of us. I grew up in a household where my parents had near professional standards for cleanliness, so keeping things tidy and in order comes naturally to me. I bring that same care and respect into every home I stay in. When it comes to pets, I do my best to maintain the routines they're already comfortable with. I know how important consistency can be, especially when their favorite humans are away. I take the time to learn their personalities and preferences so they can feel safe and at ease with me. I'm also happy to look after plants, bring in mail, and tend to other household needs while you're gone. My goal is for you to come home to happy pets and a home that feels just as good as you left it.

Sitter Profile Image: Ariel T.
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Ariel T.
from
$100
per night
3 years of experience
Posen, IL, 60469

About: What sets me apart is that I’m a veterinary technician, so I have professional experience caring for animals with a wide range of needs. I’m comfortable administering medications, following specific care instructions, and recognizing potential warning signs of illness or changes in behavior that may need veterinary attention. I know how to assess a situation, monitor pets closely, and communicate with owners if I notice anything concerning. I’m also comfortable caring for puppies who need extra patience, consistency, supervision, and guidance as they learn routines. For senior pets, I understand that they may need a slower pace, extra attention, medication, or additional monitoring to keep them comfortable. Most importantly, I treat every pet as an individual and take the time to learn their personality, routine, and needs. Whether your pet wants lots of playtime and walks or prefers relaxing and cuddling, my goal is to make them feel safe, comfortable, and cared for while you’re away—and to give you peace of mind knowing they’re in experienced hands. Pet care fits naturally into my daily and weekly routine. As a veterinary technician, I’m accustomed to caring for animals and making their health, safety, and well-being a priority. I’m available all day Sunday and Monday, and Tuesday through Saturday from 4:00 PM to 10:00 PM. I can provide feeding, walks, playtime, medication administration, and attentive monitoring based on each pet’s individual needs and routine. When caring for pets in a client’s home, I focus on maintaining their normal routine so they feel comfortable and secure while their owner is away. I follow feeding, walking, exercise, medication, and care instructions closely, while also providing plenty of attention and companionship. As a veterinary technician, I’m experienced with administering medications and monitoring pets for changes in behavior or potential signs of illness. I take their health and safety seriously and will communicate with the owner promptly if I notice anything concerning. I also make sure pets receive appropriate exercise, playtime, bathroom breaks, and plenty of love and attention. My goal is for every pet to feel safe, comfortable, and well cared for in their own home.

Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$100
per night
5.0 out of 5 stars
• 7 reviews
5 repeat clients
7 years of experience
Orland Park, IL, 60467

“Jennifer was FANTASTIC! She actually spent time hanging out with my dogs when house sitting. Jennifer even came back over to check on dogs when flight got in late. I will use her again! Thank you!”

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Renee L.
Sitter Profile Image: Noah C.
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Noah C.
from
$30
per night
7 years of experience
Orland Park, IL, 60462

About: I’ve been around dogs of all shapes and sizes essentially my entire life. I’ve dog sat for a multitude of family friends as well as caring for my own dogs at home extremely well from training them in their puppy stages all the way to caring for them in their senior lives. I genuinely love all dogs and would be more than happy to help love yours as well! I’m currently a commuting student at DePaul University in Chicago, meaning I travel in and out of the city most of the morning. However, my afternoons are almost always free and I have no classes on Friday’s or during weekends so I’m even more available during them. I help care extensively for my own dog at home as well as having experience caring for dogs in an overnight stay setting with various family friends as well, so staying overnight for a dog is no issue in anyway to me.

Sitter Profile Image: Miguel G.
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Miguel G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 25 reviews
4 repeat clients
20 years of experience
Forest Park, IL, 60130

“Miguel could not have possibly been better. He took great care of all 3 of my dogs as well as I do. He kept me up to date with messages and pictures and videos. I will use Miguel every time if at all possible.”

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Jim K.
Sitter Profile Image: Dana R.
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Dana R.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
25 years of experience
La Grange, IL, 60525

“Thank you so much for caring for my fish, pups, and plants. I hope you were comfortable. I would definitely book again. I would even like to see your band play again. I really enjoyed the last time. I follow you on Facebook so maybe I’ll see one that’s close. Be well, Angelique”

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Angelique L.
Sitter Profile Image: Michelle B.
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Michelle B.
from
$49
per night
4.8 out of 5 stars
• 19 reviews
5 repeat clients
30 years of experience
Westmont, IL, 60559

“Michelle was GREAT! I had care for my dog Tyson fall through last minute and she was a lifesaver. Replied right away, kept me updated throughout the weekend and took great care of him 😊 even brought her dog over to play which he loves! Would absolutely reach out to her again if I ever needed help!”

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Sydney P.
Sitter Profile Image: Jane S.
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Jane S.
from
$100
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Tinley Park, IL, 60477

“Jane was phenomenal! We booked her on relatively short notice, and she was a champ! She kept in constant contact with us, sharing pictures of our babies and letting us know how things were going. Communication was excellent! She knocked it out of the park! Highly recommend!!!”

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Kristen J.
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The median cost per night for house sitting in Crestwood is $50

Pet parents share their Rover experiences - Crestwood

1 / 1
5.0 out of 5 stars

Kathryn was great with Sheila. She sent lots if photos, took her on many walks and kept us updated on how things were going.

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Christine O.
House Sitting
5.0 out of 5 stars

Our girls were so spoiled and loved while we were away! We'll use Alyssa again anytime we go out of town. It's such a relief knowing they'll be so well cared for!

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Darla G.
House Sitting
5.0 out of 5 stars

Very professional. She was on time and very kind, and patient with Sweety. Definitely will book again

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S C.
House Sitting
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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
  • 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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  • 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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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

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Sitters in Crestwood average 4
repeat house sitting clients

FAQs for House Sitting - Crestwood

Frequently asked questions about Rover

The average cost of House Sitting in Crestwood is $45 per night as of November 2026. Most bookings cost between $33 and $109 per night. 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 November 2026, there are 7,458 sitters on Rover offering House Sitting across Crestwood. 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 Crestwood 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 Crestwood 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 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!

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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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.

Yes, you can find sitters who have experience with handling special pet needs in Crestwood. On Rover:

  • 87% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 95% 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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