Pet Sitting Oak Bluff

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Oak Bluff, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Kristin C.
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Kristin C.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 64 reviews
25 repeat clients
15 years of experience
Winnipeg, MB, R3J

“This is our second time to have Kristin visit our apartment fur baby cat while we are away. Kristin has been great working with us and communicating to us and keeping us informed on how things are going. We are planning her for our next trip too!”

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Robert S.
Sitter Profile Image: XiaoYu W.
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XiaoYu W.
$28
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
13 years of experience
Winnipeg, MB, R3T

About: Pet owner since 2013 with both dogs and cats at home (cockapoo, Labrador, and a cat), all friendly and well-socialized. I have years of experience as a kennel attendant in a boarding and grooming facility, handling daily care and monitoring pets. I’m also a pet groomer, comfortable with dogs of different sizes and temperaments. My partner has experience in a veterinary clinic setting, and together we provide a calm, clean, and reliable environment for pets. Pet care is already part of my daily life since I have pets at home. I’m usually home most of the day, so your pet will have lots of attention and won’t be left alone for long periods. My schedule is flexible, so I can easily follow your pet’s routine for feeding, walks, playtime, and any special needs. At my home, your pet will enjoy: ✅ A calm, clean, and secure environment with a fenced yard ✅ Constant supervision ✅ Flexible feeding, walking, and medication routines ✅ Daily photo updates and check-ins ✅ Outdoor meet & greet first, for a safe and stress-free introduction

Sitter Profile Image: Kiersten K.
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Kiersten K.
$23
total per visit
14 years of experience
Winnipeg, MB, R3N

About: My education is in zoology and I have worked with dogs throughout my life. I am a dog owner myself, love staying active with my pooch, and love staying up-to-date about the best practices in dog training and welfare. If I have a free moment, it's yours to book! I would be delighted to spend time with your pets whenever I can. Right now, my availability is very open and I would love the chance to work with you and your pets! When I show up, I am ready to play, train, head outside, or walk around the block. I would be more than happy to take your fur baby to the park if that is something you would like! When I'm with your pet, I treat them like my own with love and care. A walk with me is fun, safe, and enjoyable for both myself and your pets. Where we go, for how long, and any training is up to you. I will do everything I can to make sure the walks or visits are exactly as you would like. This is important to ensure continuity in your pet care, routines, and training.

Sitter Profile Image: Melissa F.
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Melissa F.
Star Sitter
$35
total per visit
5.0 out of 5 stars
• 29 reviews
8 repeat clients
20 years of experience
Winnipeg, MB, R3M

About: We’ve always been happiest with a dog in our home. With one of us working from home full-time, we’re able to give visiting dogs steady company throughout the day along with the walks, playtime, and routine they’re used to. After caring for our girl Nora for 17 wonderful years, my husband and I have lived through every stage of a dog’s life and still miss having that energy around. We already look after the pets of friends and family, and we’re excited to welcome a few more furry guests. We tailor each stay to your dog’s usual needs, whether that means long neighbourhood walks, extra exercise, or trips to the dog park. We’re big believers in keeping things consistent for the dogs we watch. If your pup has house rules, feeding schedules, training cues, or favourite spots to nap, we follow them closely so their stay feels familiar and comfortable. We reinforce the habits and boundaries you’ve already worked hard to build. Caring for our own dog through a few medical challenges taught us how to handle medications, mobility needs, and gentle support for older pets. If your dog needs special care or a bit of extra patience, we’re comfortable providing it. During the week, there is always someone at home, and weekends are usually spent together too. If your dog enjoys little outings, we’re happy to bring them along on pet-friendly errands or quiet park trips. If they prefer a slower pace, we’re just as happy to relax on the couch and keep things calm. We’re simply hoping to bring a bit of that tail-wagging joy back into our home and make your dog feel safe and loved while you are away. My husband works from home and I work 20% at home and 80% in office. We are both off evenings and weekends. We have a 18 year old who is eager to help out when they are around. When it comes to your dog’s safety and comfort, we’re your people. We treat every dog like they’re part of our family, so much so, we’d probably share all our snacks with them if they gave us that “sad puppy eyes” look. Hopefully we would make them do a trick first. Our yard is fully fenced, which means no escape artist dogs on our watch! While we love giving dogs the run of the yard, we also recognise that some dogs need to have their own space. If your dog has a special bed, crate, mat that brings them comfort, bring it. This ensures they have a place they can feel comfortable in. For success we know following usual routines make your pup feel comfortable and safe as possible. Basically, your dog will be treated like royalty... with extra belly rubs.

Sitter Profile Image: Sidra T.
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Sidra T.
$26
total per visit
5.0 out of 5 stars
• 15 reviews
6 repeat clients
2 years of experience
Winnipeg, MB, R3T

“Sidra was great! She always spent extra time with our kitty, followed directions, and sent pictures. No compliants! Would definitely hire again! ?”

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Angela C.
Sitter Profile Image: Ann N.
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Ann N.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
Winnipeg, MB, R3H

“My dog has a new best friend and it’s Ann. She is great!”

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Trevor G.
Sitter Profile Image: Kiran S.
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Kiran S.
$24
total per visit
10 years of experience
Winnipeg, MB, R3G

About: I’ve taken care of different kind of pets all my life. My family has a German shepherd who I care for when needed for my parents and I am the standard pet sitter for all my friends. For everything from a bunny to a boxer! I also live in very close proximity to Kilcona dog park if your pet enjoys dog parks! I currently work full time but work from home one day a week. I do travel for work but when at home am done by 4 and have all weekends off. My schedule is very adjustable if needed. I am able to board on weekdays as long as your pet is able to be alone for approximately 8 hours on a weekday! I have a fenced yard and a pet safe home. I have no animals currently so your pet would get all my attention. I live in a two floor house so your pet is free to roam and I have a very dog friendly home as far as furniture goes!

Sitter Profile Image: Payton B.
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Payton B.
$28
total per visit
12 years of experience
Winnipeg, MB, R3K

About: I’ve been caring for large farm dogs since I was 14, so I’m comfortable around bigger breeds. I love animals and enjoy making sure they feel safe, happy, and loved! My schedule is flexible and allows me to dedicate plenty of time to caring for animals. I’m available for walks, visits, feeding, playtime, and companionship throughout the day. As well as boarding on week days and weekends. I follow each owner’s instructions carefully, maintain routines, provide feeding, walks, playtime, companionship, and attention, while keeping their home clean and fur baby safe, comfortable, and happy.

Sitter Profile Image: Brena D.
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Brena D.
Star Sitter
$39
total per visit
5.0 out of 5 stars
• 134 reviews
45 repeat clients
20 years of experience
Winnipeg, MB, R3A

“Brena was able to help us with very short notice for a family emergency out of province. She took great care of our Cali who is very shy. She loves Brena. Thank you so much for putting our mind at ease at a difficult time.”

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Cylina J.
Sitter Profile Image: Bethany B.
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Bethany B.
$56
total per visit
5.0 out of 5 stars
• 25 reviews
7 repeat clients
25 years of experience
Winnipeg, MB, R3T

About: When you get to know me you will quickly see I am dedicated to giving pets their best life. I have been a devoted pet parent for over 25 years, my pet care business began in 2015 through 100% referrals, and I joined Rover in 2024. I have cared for many types of pets (cats, dogs, small animals and fish, farm animals) and have provided over a decade of short and long term stays, vacation/luxury house sitting and maintenance. Every pet is family to me, I bring the same commitment to caring for my pet family as I bring to every reservation, and offer customized support. In celebration of my 11 years of pet sitting anniversary, pet parents who complete a reservation or referral in 2026 will receive a $20 gift certificate valid in 2027! Limit of 11 vouchers. Reach out for more details, or to schedule a complimentary meet and greet. Pet Care I specialize in private stays, providing dedicated care for one pet family at a time, so pets can enjoy a VIP staycation experience that surpasses standard daycares and kennels. My highest priorities are safety, clear communication, and maintaining the routines and comfort your pets are used to. Care is customized, including house sitting, drop-in visits, private boarding for one pet family at a time, active pets, senior pets, and specialty care such as constant supervision. First time reservations include a consultation call and in-person meet and greet, and all stays include clear terms and conditions, and daily photo or video updates. I provide boarding in South Winnipeg (R3T), and in-home services in Winnipeg, St. Norbert, and Niverville. Cat Care My cat Pixi has been with me since 2009, I treat her like royalty and always give the same level of care to your kitties. Pixi happily stays with my boyfriend and his kitten during reservations. I know from decades of experience with cats that they each have a beautifully unique personality and strong preferences. Cats and dogs naturally warm up to me quickly, with tons of attention and cuddles when they want, keeping their litter/dishes/water fresh and clean, playing with them to keep them entertained, and giving them thoughtful care the way you do. Pricing Prices are firm and apply to standard care, additional costs will be clearly communicated if specialty care is requested. Prices displayed show discounts (up to: 20% off extended stays and 50% off additional pet stays for families with multiple pets), Rover's fees (approx. 25-30% per reservation), and taxes. Quiet Hours Messages after 8pm will be received and responded to after 8am the following day. I have availability for drop in-visits, and stays ranging from daily to full season. I work with many pet parents who love to travel or own vacation homes. I specialize in full-season stays. I prioritize a clean, secure and calm environment. My cat Pixi enjoys staying with my boyfriend and his kitten during reservations. When your pets stay in my home they will enjoy roaming around my condo, playing with the many toys, and going for scenic dog walks every day. I will board only one pet family at a time, up to 3 pets per day - house sitting is preferable for larger families. When I stay in your home I am respectful and responsible. I have housesat many vacation and luxury homes in Manitoba. I prioritize leaving homes as clean as when I arrived, and I often provide add-on property care services when requested.

Sitter Profile Image: Kirsten M.
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Kirsten M.
$28
total per visit
5.0 out of 5 stars
• 5 reviews
23 years of experience
Cartier, MB, R4K

About: I have been taken care of dogs since I was a baby and have had 9 puppers in my life time. My dog Beau is my companion who is full of life! Taking care of her includes administering her medication on a daily basis. I have trained Beau since she was a puppy, this includes simple commands such as sit or shake but also includes more complex training including “place” “heel” and other tricks! I also have experience with senior dogs who often require more care. I am a full time University Student with time during the day, evenings, and weekends to care for pets with all levels of needs. I often have breaks in classes that allows me time to care for animals during the day when most people are at work n I create a safe and comforting environment for all animals in my own home or theirs. I do my best to revolve my schedule around the animals daily routines to make the transition more seamless.

Sitter Profile Image: Denis M.
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Denis M.
$28
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
2 years of experience
Winnipeg, MB, R3P

“Denis was so communicative and flexible! Came and did a meet and greet to pick up the keys! My anxious cat loved him, and I loved all the pictures I got! Thank you!!”

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Madly F.
Sitter Profile Image: Bree H.
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Bree H.
$23
total per visit
10 years of experience
Winnipeg, MB, R3T

About: I have grown up with pets my entire life both dogs and cats and love it so much. When I moved to the city I started fostering cats through the humane society and that has taught me many things especially with cats/kittens with medical needs or behaviour issues. I also have helped raise my dogs from puppies. I locally dog/cat sit consistently over the summer and have dealt with kittens, puppies, cats, dogs and seniors and love every single one of them. My priority is making sure your pet is happy and giving them lots of love! I am in school and work. I am able to always make time in mornings or after/in between school or work to see pets whenever possible. I am able to follow any instructions needed for your pet. If there is any medical or behaviour issues, I am comfortable doing whatever is needed. My goal is to make your pets as happy and comfortable as possible.

Sitter Profile Image: Stephane L.
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Stephane L.
$27
total per visit
25 years of experience
Winnipeg, MB, R2C

About: Our house has been a pet loving home for decades. My daughter has grown up with dogs her whole life. We've had small to large breeds. She came up with the idea to start dog walking. I felt helping people in their time of need would be a great idea. I have been actively training and caring for animals for decades. I really enjoy teaching my daughter about caring for animals and keeping their needs met. From burning off some energy, work based activities for mental stimulation or just some relaxing cuddle time to ease their mind, every dog has its own personality and needs. I will give them the most fulfilling experience I can as they are awaiting your return. From daily walks to caring for your friends in your absence, we would love to help you so you don't have to worry. I know... you'll probably still worry. But hopefully your mind will be at ease that they are well cared for. Can't wait to hear from you! Whatever your needs, I can be available weekdays and all weekends as I work a standard day schedule Monday to Friday. Either for scheduled feedings and potty breaks or full attention while your away, I can be consistent with whatever routine is already set in your home. Our dogs are family to us, as yours are with you I'm sure. Proper dog food, consistent exercise and positive reinforcement is how I've learned to keep my dogs living a fulfilling life.

Sitter Profile Image: Amanda B.
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Amanda B.
$50
total per visit
5.0 out of 5 stars
• 3 reviews
24 years of experience
Winnipeg, MB, R3J

About: I have taken care of animals since I can remember. Between caring for my dogs and cat at home or my grandma’s horses, I have always been around animals. As my dog is high energy, I have taken numerous courses on how to help train and guide her through life. These courses has extended my knowledge on how to take care of dogs and love them even more! I am currently working full time from 9am-5pm. I am able to leave during my lunch break to check on your furry friend if needed :) I am able to adapt to your routine to make sure that your pet(s) aren’t thrown off by a new routine created by a new person. This allows for a smoother transition while you are away. I am also comfortable walking dogs of all ages and reactivity as I have well versed experience with reactive dogs.

Sitter Profile Image: Yixi D.
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Yixi D.
$24
total per visit
6 years of experience
Winnipeg, MB, R3Y

About: Hi there, I'm Tara, and along with my friend Iris, we share a deep love for animals. I'm the proud owner of a delightful 3-year-old Shiba Inu, who's like a daughter to me. Iris, on the other hand, has a beautiful 6-year-old cat as her feline companion. Our pets are not just animals; they are cherished members of our families. Now, we're excited to extend that love to your furry friends. With a commitment to treating pets as part of the family, Iris and I are eager to care for your dogs and cats. We understand the importance of providing a warm and nurturing environment, ensuring that your pets feel at home even in your absence. Allow us to share our passion and care for your pets, offering them the same warmth and affection they receive from you. Together, Iris and I are ready to make your pets feel loved and cherished. Caring for pets is not just a passion; it's a commitment that I efficiently manage alongside my studies. When booked, We dedicate all available time to ensure the best care for your beloved pet! We are deeply passionate about animals and have always enjoyed tending to their well-being. Providing affection to animals is my top priority, unless they prefer solitude. While you're away, I'll happily handle walks, feeding, playtime, and shower your pet with the attention they deserve! I'm eagerly looking forward to it :)

Sitter Profile Image: Angela S.
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Angela S.
$24
total per visit
30 years of experience
Winnipeg, MB, R3G

About: I've been a cat owner for most of my adult life and have also done cat sitting, dog walking/sitting for friends and family over the years. Starting at the end of August I'll be working part-time (4 days per week) and can do early morning visits/walks or late afternoon early evenings. I treat all my own and other's pets with lots of love. I generally prefer animals to people and most people would say I'm a natural with animals.

Sitter Profile Image: Hadas K.
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Hadas K.
$39
total per visit
5.0 out of 5 stars
• 2 reviews
16 years of experience
Winnipeg, MB, R3N

About: Hello! My name is Hadas and I am a dedicated pet sitter and dog walker based in Winnipeg. I am 26 years old and work full time from home during the week so my schedule is flexible. I have a passion for caring for animals, and I specialize in providing services for both cats and dogs. I am a big animal lover. I currently have three cats (one senior) and have experience with puppies and senior dogs. 🐶🐈‍⬛ I currently work home full time Monday to Friday 8-4:30. I am always home during the weekends as well. I have a very flexible schedule and can be with your pet all the time and give it all of the love and attention they need and deserve. My home is a very clean, organized and safe place. I have three cats who love dogs. Two of them are four years old and the other one is 11. They are all in great health condition, are fixed and have all their vaccines. We recently had our senior dog pass away and they all got along great. As long as your dog is cat friendly there won’t be an issue.

Sitter Profile Image: Melanie A.
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Melanie A.
$84
total per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
40 years of experience
Winnipeg, MB, R3J

About: Welcome to The Elite Doggie House!!! Where your Doggie is treated like Royalty. If you’re seeking a luxury, personalized, and private Doggie retreat, read on to discover more! Your Doggie will receive one-on-one attention like no other place in town! I limit my care to NO more than 2 unrelated Doggies at one time. I can limit to just me and your Doggie alone, if that’s what your Doggie needs. With car rides, trips to the Doggie park and a walk through the Doggie friendly neighborhood throughout the day, your Doggie will for sure go home tired!!! Your Doggie will receive fresh water, treats, kibble, as no Doggie goes thirsty or hungry here. Constant attention, playing fetch, and belly rubs!! This is your Doggie’s day and it’s all about them! I have big comfy chair, couch, or my bed for your Doggie to sleep on. You are welcomed to bring your Doggie’s bed if they need the scent of home during their stay. If your Doggie enjoys a brushing or bath, I can do that too. Just bring the brush and shampoo!! I offer a small, cozy 900 sq ft, home, with a fenced in backyard, that backs onto a field for convenient walks. A safe space to play, relax and socialize. Your Doggie’s experience will be like no other, and one you’ve never seen, as I constantly send pics and videos throughout their stay for your own peace of mind. Check out the testimonials!! I guarantee you’ll never book anywhere else again. Pet care is a natural and meaningful part of my daily and weekly routine. I structure my schedule around the needs of the pets in my care, making sure they receive consistent attention, exercise, feeding, and companionship. Whether it’s morning walks, midday check-ins, playtime, or evening wind-down routines, I prioritize each doggie’s comfort and well-being as if they were my own. Because I intentionally keep my schedule balanced, I’m able to provide focused, one-on-one care rather than rushing between multiple commitments. This allows me to be fully present, attentive to their cues, and responsive to any special needs, ensuring every pet feels safe, happy, and loved while in my care. I’m committed to working closely with you to understand your dog’s unique needs, preferences, and any special concerns—offering a level of personalized care you won’t find just anywhere. My approach is truly one-on-one, meaning your dog receives my full attention, patience, and dedication, as if they were my own.

Sitter Profile Image: Lauren W.
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Lauren W.
$24
total per visit
4.8 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Winnipeg, MB, R2N

“Lauren took great care of our new puppy for several mid-day pop-ins.”

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Jessica P.
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Popular requests for pet sitting - Oak Bluff

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FAQs for Pet Sitting - Oak Bluff

Frequently asked questions about Rover

Many sitters respond to requests in under an hour. Whether you are planning ahead for public holidays, need last-minute care, or same-day coverage for an urgent trip, you can message multiple sitters at once.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

You can coordinate how much supervision you want directly with your sitter. While every sitter’s schedule varies, here are some examples of supervision by pet care service:

  • Boarding or doggy day care: Many sitters can provide frequent companionship because they design their day specifically around the pets in their care or work from home.
  • House sitting: Your sitter generally stays in your home for the requested duration, which may include overnight care. They may step out briefly to visit other pet clients, but your home remains their primary base.
  • Drop-in visits or dog walking: These can be scheduled in 30- or 60-minute windows (and can be shorter or longer at your request) to help your pet receive dedicated attention and care during those specific times.

Interested in constant or 24/7 care? This service often incurs an additional fee but many sitters are happy to discuss this option with you.

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 Bluff 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 do not have any disqualifying offences.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a 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.

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.

Payment is handled securely through Rover. For a one-time booking, your payment method is charged at the time of checkout when you submit your booking request. This charge will include fees payable to Rover. Your booking is confirmed once the sitter accepts it.

If the request is not accepted, the pending charge is released in 1-7 days. How long it takes to disappear from your account depends on your payment provider.

For eligible recurring weekly services, you are charged for the first week when you book and then each Monday for the upcoming week. You’ll see the full price before you confirm. Always pay through Rover so your booking remains eligible for the Rover Guarantee and support.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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