House Sitting Oak Creek

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

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Over 99
pet parents in Oak Creek have booked house sitting

Oak Creek, 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: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 212 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

“Blythe is a fabulous dog sitter!! She truly loves her clients and you can tell‼️ She’s great at sending pictures and messages to keep you updated. I can’t say enough about her caring heart.”

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Mary Ellen G.
Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$65
per night
5.0 out of 5 stars
• 210 reviews
37 repeat clients
4 years of experience
South Milwaukee, WI, 53172

“Stephanie was amazing watching our baby! Great updates, she stayed at our place so it was an easier adjustment for our pup. We came home to a nice letter letting us know how it went and she was so kind to vacuum. Definitely will use again!”

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Stephanie S.
Sitter Profile Image: Teri B.
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Teri B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 111 reviews
42 repeat clients
16 years of experience
St. Francis, WI, 53235

“Teri was amazing and did a wonderful job looking after my dog while we were away on vacation. She spent the time to keep to his routine of walks and medicine and even sent us pictures and updates everyday! I felt completely at ease knowing she was there for my pup. I would definitely recommend her and have already mentioned her to other pet owners looking for sitting services! :)”

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Alexandra B.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 112 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

“Patricia was great with Jeter! He was very well taken care of and she shared pictures with us while we were away. We will definitely rebook with her in the future!”

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Julie Q.
Sitter Profile Image: Kylie R.
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Kylie R.
from
$47
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Oak Creek, WI, 53154

About: I have grown up with dogs and absolutely love them. I enjoy taking walks and playing outside with them. When I watch dogs I make sure they are fed and have enough water and make sure that they have there energy put to good use. If you dog likes to go on long walk or short ones I will enjoy it. If you pet needs extra loving care I can provide that. If you are puppy training I will bring a bag of treats outside and on walks to reward them for going outside. I also will leave your house just as you left it and clean up after your pet. I look forward to spending time with your furry companion. I will go above and beyond to make your dog happy. I have experience with all ages and if your dog needs extra care I will be able to provide for them. I have given meds to dogs before and would do anything for you companion. If you have any questions or concerns please feel free to contact me.

Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 6 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

“Emma was so sweet with my little senior dog! My dog has various quirks and some chronic health and anxiety isssue and Emma was very accomadating with it all! She was also a great communicator and would check in and ask questions to clarify if she needed anything. I would definetely recommend her to anyonne and would trust her again with my furbabies <3 Thanks so much Emma!”

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Adriana S.
Sitter Profile Image: Adrianna H.
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Adrianna H.
from
$40
per night
4.9 out of 5 stars
• 9 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53207

About: I am a part time college student. I am going to school to get my ECE Degree. I’ve been taking care of dogs since I was 10 by volunteering at humane societies and having my own dogs. I also worked at a doggy daycares throughout Florida and Wisconsin. I love all dogs like they are my children. I would love to own my own rescue center but as of now I want to gain more experience with taking care of different breeds and just express my love of animals to the world. I hope that you choose me to be a temporary parent for your dog and that he or she is in perfect hands and will feel at home. Thank you. Hopefully we speak soon. I work third shift for Target and dog sit during the day. I make sure they are taken out three-four times and feed twice a day. I care for them like they are children. Go on walks, feed, cuddle. Run like crazy and crash from exhaustion. I also love getting to know the dogs personality.

Sitter Profile Image: Evita E.
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Evita E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 26 reviews
5 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Evita was absolutely amazing with both of our dogs. She took great care of them and even pivoted during unforeseen circumstances to ensure our dogs stayed loved on and safe while we were gone. We will definitely use her again in the future!”

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Frances T.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 36 reviews
13 repeat clients
12 years of experience
Racine, WI, 53402

“We were extremely pleased with the diligent care Monica provided for our 4-year-old Miniature Australian Shepherd. She did an excellent job not only watching Jaco, but also taking great care of our home while we were away. It gave us real peace of mind knowing everything was in such good hands. We would absolutely use Monica again and highly recommend her to others.”

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Janine B.
Sitter Profile Image: Adrianne R.
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Adrianne R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 reviews
2 repeat clients
20 years of experience
Franklin, WI, 53132

“Andrianne was wonderful! She was communicative throughout her time with Tex. Pictures often! She Not only took good care of our precious dog, but Our Home as well! I would highly recommend Adrianne for your pet sitting needs! We will definitely be using her again! Words I would use to describe her: kind, trustworthy,friendly!”

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Pamela W.
Sitter Profile Image: Melana R.
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Melana R.
from
$30
per night
5.0 out of 5 stars
• 14 reviews
7 repeat clients
7 years of experience
Oak Creek, WI, 53154

“Melana was very accommodating to all our needs and wants and was flexible with everything we asked for to help us and our puppy out!”

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Isaac S.
Sitter Profile Image: Calliya S.
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Calliya S.
from
$40
per night
5 years of experience
Oak Creek, WI, 53154

About: I’ve had friends and family members rely on me to board, walk, feed and bathe their pets! I am very attentive and have been around pets big and small since I was born! I am currently graduated and working full time! I typically have off on Fridays and weekends. I work alternating hours so evenings and mornings are possible. Let me know little things your fur baby likes or dislikes! Every animal is different. I will enjoy playing outside with your furry friend no matter the weather!

Sitter Profile Image: Tabitha K.
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Tabitha K.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
8 years of experience
Yankee Hill, Milwaukee, WI, 53202

“Tabitha was awesome! One of our dogs is extremely cautious with new people, and Tabitha was so patient and understanding with him. She had the knowledge to work with him communicated with us consistently with any questions. We are very grateful. She was also very respectful of our home and followed any tips/directions we left her with. Would absolutely recommend Tabitha to anyone.”

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Lucas C.
Sitter Profile Image: Genevieve S.
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Genevieve S.
from
$35
per night
4.8 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Caledonia, WI, 53126

About: Have administered specialized medicine to senior animals for ongoing diseases such as kidney disease and hyperthyroidism. Was very diligent nursing my senior kitty before he passed. I work and go to school so my schedule varies but I always have some nights and mornings free each week that I would love to use on animals. Constant Care policy: if you are needing constant care that would require me to not leave for more than 4 hours, please book atleast 2 weeks ahead of whatever dates you need so I can accommodate that. I would also need to adjust my rate to reflect the lost income. I understand and respect animals boundaries and try my best not to encroach them. I've also mastered the "foot as barrier" approach when opening doors.

Sitter Profile Image: Erin M.
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Erin M.
from
$70
per night
5.0 out of 5 stars
• 142 reviews
36 repeat clients
13 years of experience
Town Of Lake, Milwaukee, WI, 53207

About: I have had years of experience taking care of and loving dogs in my own home. I’ve cared for and loved fur babies as small as a chihuahua and as large as an Irish Wolf Hound. I have experience with senior dogs and puppies and I’m no stranger to dogs with special needs. I’ve handled belly bands, insulin shots, multiple medications per day, and throwing a tennis ball no less than 500 times a day. 🥰 I grew up with dogs in my home and always found them to be the kindest creatures in the world. I’ve always provided a happy and healthy home for my dogs and will provide the same for your pup. My dog clients are part of the family and I love them all. We’ll walk, play in the yard, work on treat puzzles, and snuggle. Drop your worries and leave your precious, furry family member with me! I work from home so I am available for your dog’s needs. My furry friends usually make the best coworkers. We will typically take a walk at least twice a day. My yard is completely fenced in and dog friendly. I never have dogs from multiple families stay unless they have met each other first. I always separate the dogs during meal time and pay close attention to their triggers while walking.

Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$36
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53204

“I am an anxious cat mom and leaving my babies even for a few days is always rough for me. Finding a trustworthy sitter is VERY important to me and from the moment I met Stephanie I knew she would take excellent care of my babies. She sent me many photos every day and I loved seeing them happy in her care. She treated them like her own and slept with them every night. Stephanie is thoughtful, communicative, responsible and you can tell she has a genuine love of animals. I will 100% book her again for any pet care service. I can’t recommend her enough to take care of your babies because she took exceptional care of mine!!!”

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Taylor B.
Sitter Profile Image: Jillian C.
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Jillian C.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
4 repeat clients
2 years of experience
Milwaukee, WI, 53202

About: Hey! My name is Jillian and i’m here to make you and your pets life easier. Personally I have 1 dog of my own, 2 hamsters and 1 leopard gecko, so I have a lot of experience with all different types of animals. I also have done many drop in visits for friends over the years, dog walks, and over night stays, so you can be sure I will provide the best expiernce to your pet that I can and have done in the past for other pets. I am willing to take care of any pet you may have as long you just give some information on what I can do to make them comfortable. Thank you for taking the time to ready my profile and i’m excited to meet your pet! Currently I am working a steady 4 days a week from 7-3pm on Monday, Tuesday, Thrusday and Friday, so any time after that I should be able to provide care. For Wednesdays I’ll be at class at random times but will have free time periodically, and then for Saturday and Sunday I should be free at any time unless I have something planned for that day. I currently walk my dog every day so I have lots of experience dealing with a bigger dog on walks, and I also make sure he gets 2 good portioned meals a day and a treat in the afternoon after his walk! I will do the same for your dog unless they have a special diet or meal times that I need to know about. I also make sure to play ball with my dog everyday because he has lots of energy! With my smaller pets they are also fed twice a day and I always make sure they have water and I try to put something enriching in there cage especially while i’m gone.

Sitter Profile Image: Lauren S.
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Lauren S.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Greenfield, WI, 53221

“Lauren is fantastic! Very trustworthy, kind, responsive and our pups love her!”

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Sarah H.
Sitter Profile Image: Miranda V.
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Miranda V.
from
$150
per night
5.0 out of 5 stars
• 1 review
25 years of experience
Oak Creek, WI, 53154

About: I’m very attentive to routines, instructions, and little details — whether that’s feeding schedules, medication timing, favorite walking routes, or specific behavior cues. I take time to learn each pet’s personality so they feel safe, comfortable, and loved while you’re away. I’m especially good with:     •    Puppies — I’m patient, consistent, and happy to reinforce basic training like potty routines, crate training, leash manners, and positive behavior.     •    Senior pets — I’m calm, gentle, and very observant. I’m comfortable giving medications, watching for changes in behavior or appetite, and making sure older pets move and rest safely.     •    Anxious or shy pets — I move at their pace and focus on building trust so they feel secure. I also prioritize communication and reliability — I send regular updates, photos, and check-ins so you always know how your pet is doing, and you can trust that your home and your pet are being cared for responsibly. Above all, I bring patience, consistency, and genuine care — so you can travel or work knowing your pet is not just being watched, but truly looked after. I work from home, so I enjoy morning, afternoon, and night walks. I have 2 daughters ages 14 and 5. They both love and adore animals. I care for pets in my home by keeping things calm, safe, and as close to their normal routine as possible. I follow feeding and potty schedules, give dogs regular walks and playtime, and make sure cats have fresh food, water, and a clean litter box. I keep my home pet-safe and cozy, give each pet plenty of attention, and always watch for any changes in behavior or appetite. I’ll also send updates and photos so you know how your pet is doing!

Sitter Profile Image: Kim S.
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Kim S.
from
$100
per night
5.0 out of 5 stars
• 52 reviews
18 repeat clients
10 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Amazing care for our pets! It was bitterly cold, so our dog wasn’t super interested in long walks but Kim brought out some puzzles and toys for additional brain stimulation. Our dog is now hooked on puzzles 😂”

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Nicole W.
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The median cost per night for house sitting in Oak Creek is $50

Pet parents share their Rover experiences - Oak Creek

1 / 1
5.0 out of 5 stars

Anna was exactly what we were looking for! She loved on Duncan like the best auntie, giving our senior boy lots of attention. Her communication was excellent, with updates throughout the day without us even asking. We were able to enjoy our day away knowing Duncan was in wonderful hands. We would absolutely book with her again!

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Ginny P.
House Sitting
5.0 out of 5 stars

Elba took care to keep our dogs exercised and entertained while also showering them with love. She provided daily updates with photos and left our home in great condition. Thank you!

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Bethany R.
House Sitting
5.0 out of 5 stars

Blythe always takes such good care of our dog and two cats. They are all calm when we get home (well, as calm as pets are when you return from being away), and her updates each day let us know what’s gone on while also letting us focus on our travels. Can’t recommend her enough.

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Nicole W.
House Sitting
5.0 out of 5 stars

Amazing with our 3 cats and was so attentive! She was wonderful with last minute directions for one of our cats who ended up having a medical issue and tended to his needs perfectly! Would recommend 100%!

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Catalina N.
House Sitting
5.0 out of 5 stars

Joe was amazing with our 4 furry toddlers! We've never really went on vacation because of our dogs and fears of boarding our dogs. Joe sent nearly daily updates, some pics and videos of them having a great time without us. He's super responsive to messages and very patient with people and our crazy pack of 4. Thanks again for allowing us to have a worry free 1st vacation!

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Samantha S.
House Sitting
5.0 out of 5 stars

Cassandra took wonderful care of our fur babies!! Super responsive and sent lots of pictures. Would 100% recommend.

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Emily H.
House Sitting
5.0 out of 5 stars

Wow! Definitely recommend River. She worked with us over the course of a few home visits to get our nervous, anxious dog acclimated to her. Then we had her dog sit in our house for 8 days. They became best of friends. She kept the house in tip-top shape and even left little gifts for my human children. Will definitely have her back!

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Amanda B.
House Sitting
5.0 out of 5 stars

I had a last minute cancellation frim a friend that was supposed to take care of my dog when I was going on vacation. I found Kelsey on Rover. We set up a meet and greet quickly. She came over and met my dog Bailey. We agreed they were a good fit. She took excellent care of him . She went above and beyond sending me pictures and videos of Bailey. This was the first time I had left him. She made sure I was comfortable. Highly recommend!

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Billie N.
House Sitting
5.0 out of 5 stars

Cannot recommend Cassandra & Tyler enough! They have done two in-house sits for me, and they took such incredible care of my dogs both time. Excellent communication, really thoughtful support for a couple of issues that came up and coming back to two very happy boys. These were both longer sits (14 days and 7 days) and the level of communication, professionalism and just care for the boys never dwindled, and that meant the world for me actually getting to enjoy my time away from them. Highly recommend these two if you are in need of help with your furbabies!

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Tamara M.
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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    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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How to book house sitting

  1. 1. Search

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Popular requests for house sitting - Oak Creek

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Sitters in Oak Creek average 4
repeat house sitting clients

FAQs for House Sitting - Oak Creek

Frequently asked questions about Rover

The average cost of House Sitting in Oak Creek is $28 per night as of October 2026. Most bookings cost between $27 and $56 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 October 2026, there are 1,264 sitters on Rover offering House Sitting across Oak Creek. 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 Oak Creek 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 Oak Creek 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 Oak Creek 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 , 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 .

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 .

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.

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

  • 88% of sitters can help with special care needs
  • 94% 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.

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