House Sitting Oswego

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

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Over 80
pet parents in Oswego have booked house sitting

Oswego, 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.

1 / 1
Sitter Profile Image: Nancy A.
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Nancy A.
from
$60
per night
5.0 out of 5 stars
• 45 reviews
11 repeat clients
25 years of experience
Oswego, IL, 60543

“Nancy is always great with our dogs! They get plenty of play time and the house is always in order when we return. This time, was less satisfied with the communication concerning the parameters of the "house sitting" portion, as I was informed on my return that hours had changed due to a new job. Totally get the necessity of that, but would prefer to have outlined the expectations in advance of the sitting. House was in great shape and dogs seemed happy.”

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Jennifer S.
Sitter Profile Image: Carly C.
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Carly C.
from
$60
per night
4.8 out of 5 stars
• 11 reviews
2 repeat clients
17 years of experience
Oswego, IL, 60543

“Carly did an excellent job watching Bella and our home. I appreciate that she had it all handled and I did not have to worry about anything. I would recommend her anytime.”

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James P.
Sitter Profile Image: Madison O.
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Madison O.
from
$50
per night
6 years of experience
Montgomery, IL, 60538

About: I’ve taken care of our own, family and friends dogs since I was a kid. I previously worked with a dog walking company in college. I currently have my own, a 3-year-old Cavapoo named Berlioz who I adore. I look forward to hopefully meeting your furry friend! My schedule is pretty flexible right now. I am working part-time, so I can be available whenever needed. I prefer weekdays, but am willing to do weekends. Timing is flexible as well :) I have a fenced-in yard, and two dogs at the house. They are both under 20 pounds, but friendly. I can also keep dogs separated if needed.

Sitter Profile Image: Carol K.
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Carol K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 63 reviews
13 repeat clients
40 years of experience
Yorkville, IL, 60560

“Carol took great care of Charlie while we were gone! She played in the yard with him and took him on walks. We would definitely use her again!”

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Patricia W.
Sitter Profile Image: Lyndsey T.
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Lyndsey T.
from
$50
per night
10 years of experience
Aurora, IL, 60505

About: I've been a pet sitter, groomer, been involved in boarding, training, daycare, and even swimming dogs. I also grew up with farm animals my whole life. I am very hardworking and can administer meds and solve problems when needed. I am currently working part time at a boarding facility where I play with and clean up after dogs all day. I also volunteer as a trainer in my free time. I live on a farm so I have experience with multiple different kinds of animals and almost every single animal ive ever met has loved me! I am very loving and respectful towards all animals and am able to problem solve when needed and administer meds if needed.

Sitter Profile Image: Valerie M.
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Valerie M.
from
$75
per night
5.0 out of 5 stars
• 89 reviews
33 repeat clients
11 years of experience
Aurora, IL, 60502

“Thank you so much for your help !!!! Valerie was updating me with photos and videos all the time !!! I’m very satisfied❤️ My doggie was in good hands ☺️”

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Viktoriia B.
Sitter Profile Image: Emma C.
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Emma C.
from
$70
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Aurora, IL, 60506

About: I’ve taken care of all kinds of pets since age 10. We’ve always had at least 2 dogs of our own and have fostered consistently as well. I spend my free time volunteering at the Aurora Animal Shelter and feel comfotable working with dogs of all sizes! I also house/dog sit frequently for multiple people in the area I’m currently in college but I only have class three days a week. I live at home so my I am able to be very flexible with my schedule. I have a large amount of experience caring for dogs of all sizes and temperaments. I have grown up around animals and am very comfortable caring for them.

Sitter Profile Image: Sarah N.
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Sarah N.
from
$60
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Oswego, IL, 60543

“We couldn’t be happier with our experience! Sarah stayed in our home for 5 days and took wonderful care of our dogs and our house. She walked them every day, played with them in the backyard, and followed all of our recommendations. Communication was great and she sent us daily updates and pictures. When we came back, our dogs were happy, relaxed and well cared for. Also our home was in great condition. We highly recommend Sarah and will definitely trust her with our pups again!”

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Fernanda H.
Sitter Profile Image: Charles & Glaiza S.
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Charles & Glaiza S.
from
$80
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
1 year of experience
Aurora, IL, 60504

About: Hi! We’re a couple who genuinely love dogs. We’ve also spent plenty of time looking after our family members’ pets, so we know how much they become part of the family. We both work in healthcare, so we’re used to being patient, responsible, and paying attention to the little things. We know every dog has their own personality and routine, and we’ll do our best to keep them comfortable and happy while you’re away. We’re excited to meet some new furry friends, whether that means going for walks, playing, giving lots of belly rubs, or just keeping them company. 🐶❤️ We both work full-time in a hospital, so our schedules vary, but we’re upfront about our availability and only accept bookings we can commit to. We’ll follow your pet’s routine, give them plenty of love and attention, and keep you updated with photos while you’re away. 🐾❤️ Your pet’s safety and comfort come first! We live in a clean, cozy first-floor apartment with a safe and welcoming environment for pets. We’ll keep a close eye on your fur baby, follow their routine, and give them plenty of love, cuddles, and playtime. ❤️

Sitter Profile Image: Sara K.
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Sara K.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Aurora, IL, 60504

“Sara was amazing! She took care of my dog and my home while I was out of town and kept me updated throughout. Her communication was excellent and I swear my dog missed her when I came home. I even booked her for another stay before the first one ended. Highly recommend her services.”

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Callie P.
Sitter Profile Image: Micaela T.
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Micaela T.
from
$75
per night
5.0 out of 5 stars
• 36 reviews
12 repeat clients
10 years of experience
Naperville, IL, 60564

“Micaela has house sit for my dog twice so far and I’ve had a great experience both times. She’s very kind, professional, and responsive. I really appreciate all the updates and pictures she sends daily and it puts me at ease when I have to leave my pup!”

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Lorien S.
Sitter Profile Image: summer a.
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summer a.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
6 years of experience
Naperville, IL, 60540

About: I will care for your pet as if they were my own! I’ve been caring for animals for over 6 years and have experience with pets of all different personalities and needs. I’ll make sure they feel safe, comfortable, and loved while you’re away. I’ll also keep you updated with plenty of photos and messages so you never have to wonder how your pet is doing! Please note that my house sitting rates are for overnight pet care. if you are needing constant care that is a different rate that we can discuss :) I am a college student with a flexible schedule, which allows me to provide dependable care throughout the week. I’m available for walks, drop-ins, and house sitting, and I do my best to keep each pet’s normal routine as consistent as possible while you’re away. Whether your pet needs a check-in, feeding, litter box cleaning, playtime, or extra attention, I’ll make sure they receive personalized care and plenty of updates while you’re away. Please note that my house sitting rates are for overnight pet care. if you are needing constant care that is a different rate that we can discuss :) Your pet’s comfort and safety are my top priorities. I’ll carefully follow all of your care instructions, including feeding, walks, medications, litter or potty routines, and any special needs. I’m patient with shy or nervous pets and always give them time to get comfortable with me at their own pace. I’ll also send plenty of photos and updates so you know they’re happy and safe!

Sitter Profile Image: Michael D.
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Michael D.
from
$30
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Plainfield, IL, 60586

About: Hi! I’m a lifelong animal lover! I grew up with two wonderful dogs and I’ve raised my three cats since they were kittens, so I understand just how much care, patience, and attention pets need to feel safe and happy. They’re part of my family, and I treat every animal I care for with that same level of love and respect. I also really enjoy spending time with pets and getting to know their unique personalities. Whether your pet is playful and energetic or more laid back and cuddly, I’m happy to meet them where they’re at and make sure they feel comfortable while you’re away. I know how important it is to trust someone with your pets, and I take that responsibility seriously. You can count on me to provide reliable, attentive care for your furry loved ones! I work full time remotely, so as long as I can bring my laptop I can work from anywhere with wifi. I take frequent breaks so I can play with and give your pets plenty of attention. I take careful attention to detail when it comes to care instructions and the things that make every pet unique. I’m very flexible and adaptive; always happy to accommodate their needs.

Sitter Profile Image: Jorden O.
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Jorden O.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
6 years of experience
Plainfield, IL, 60586

“Jorden was very nice. He took good care of the dogs. There weren't messes to clean up when we got home. We were very happy with our choice to have him watch our pets. we would do it again.”

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kelly G.
Sitter Profile Image: Imani R.
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Imani R.
from
$34
per night
4.3 out of 5 stars
• 9 reviews
6 years of experience
Aurora, IL, 60504

“Imani did an amazing job keeping us updated and sending pictures to ease the anxiety of being away from our pup for the first time. Not only that, she also made herself available to us last minute with less than 24 hour notice which we appreciated.”

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Keyla M.
Sitter Profile Image: Rebecca N.
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Rebecca N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
15 years of experience
Downers Grove, IL, 60515

About: As a lifelong animal lover and experienced pet caregiver, I treat every pet as if they were my own. I understand that every dog has a unique personality, so I tailor walks, playtime, and care to meet their individual needs. Whether your pet loves adventures, belly rubs, or a quiet companion, I provide dependable, attentive care that helps them feel safe and happy while you're away. My goal is to give you peace of mind and your pet a fun, loving experience filled with plenty of attention and affection. *** Available after 3:30 pm during the week/open on weekends and holidays *** As a high school teacher, I have a reliable schedule and enjoy spending my free time caring for animals. During the school year, I am available after school, evenings, weekends, holidays, and school breaks. In the summer, I have a very flexible schedule with plenty of availability for walks, drop-in visits, daycare, and overnight care. This flexibility allows me to provide pets with the attention, exercise, and companionship they deserve. Your pet's safety, comfort, and well-being are always my top priorities. I provide a calm, loving, and secure environment where pets can feel relaxed and at home while you're away. With years of experience caring for animals, you can trust that your furry family member will receive attentive care, plenty of affection, and close supervision.

Sitter Profile Image: Vanessa A.
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Vanessa A.
from
$30
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
1 year of experience
Aurora, IL, 60505

About: I've taken care of dogs for over 4 years. Friends and family always come home to a happy pooch! I'll also ensure your fur babys wellbeing by providing appropriate food and water. Caring for pets is part of my daily routine, not just a side task. I am available full-time during the week to ensure your fur baby receives dependable, loving, and structured care. I have a fenced yard were your fur baby can run and play. If your fur baby needs assistance with medication you can ensure I will be there to make sure their medication is taken on time.

Sitter Profile Image: Michael M.
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Michael M.
from
$35
per night
20 years of experience
Naperville, IL, 60540

About: I have owned 3 cats and have taken care of them since i was 10. I have given Medical attention such as giving them medication and fluids for older cats. I have also been around dogs especially young dogs and know how energetic and playful they can be. I have open availability and am willing to work with your schedule with some previous notice whether that be starting early or starting late for house vitsits or house sitting. I have owned and taken care of 3 cats in my life. I have also been around dogs and know how energetic and attention seeking they can be.

Sitter Profile Image: Katy O.
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Katy O.
from
$70
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
8 years of experience
Fox, IL, 60560

“Katy was amazing during her extended stay with our dog Josie. She sent regular pictures and updates and I can tell Josie was happy with her. Cant say enough about how great it was to have Katy watching Josie in our home. Would bring her back anytime!”

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Colleen Z.
Sitter Profile Image: Joshua Y.
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Joshua Y.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
8 years of experience
Naperville, IL, 60540

“Josh was great! Bruce loved hanging with him and we felt so happy knowing our sweet pup was being taken such great care of! Will definitely book with Josh again!”

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Melissa M.
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The median cost per night for house sitting in Oswego is $50

Pet parents share their Rover experiences - Oswego

1 / 1
5.0 out of 5 stars

Nancy is always great with our dogs! They get plenty of play time and the house is always in order when we return. This time, was less satisfied with the communication concerning the parameters of the "house sitting" portion, as I was informed on my return that hours had changed due to a new job. Totally get the necessity of that, but would prefer to have outlined the expectations in advance of the sitting. House was in great shape and dogs seemed happy.

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Jennifer S.
House Sitting
5.0 out of 5 stars

I was very hesitant on trying this app for our “babies” while we were gone but Leo was awesome and I couldn’t recommend him more! He was very good with communication and what we needed done for the dogs. He always asked if there was more he could do and respectful of our home. I will 100% use him again when needed and would recommend him 10/10. He put me at ease about being away and our animals being able to stay home and be taken care of. Thank you so much Leo, can’t tell you enough how much we appreciate you!

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Ashley J.
House Sitting
5.0 out of 5 stars

Ace was fantastic. He is very attentive to Winnie and followed all my instructions. I trust him and would definitely ask him to watch Winnie again if the occasion arises.

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Arlene F.
House Sitting
5.0 out of 5 stars

Sarah was amazing! She has cared for our dogs more than four times and we will definitely ask her again in the future. She is reliable, trustworthy, caring and loving with our dogs. Communication is always easy and she provides daily updates, which gives us great peace of mind. She also takes excellent care of our home and is always respectful of our space. We highly recommend her!

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Fernanda H.
House Sitting
5.0 out of 5 stars

Mariola was fantastic, and we would gladly use her again. From our very first interaction, she was friendly, professional, and asked thoughtful questions to make sure she fully understood our dog’s routine and needs. We really appreciated that she was willing to come to our home for a meet-and-greet before our vacation, which gave us confidence and peace of mind before leaving. Throughout our trip, Mariola kept us updated with great communication. She even contacted us right away about a potential concern she noticed with our dog. It turned out to be nothing serious, but I appreciated her attentiveness and willingness to check rather than make assumptions. She also went above and beyond by helping with a couple of household tasks I had forgotten before leaving. She didn’t hesitate to help, and that level of care was greatly appreciated. When you’re away, peace of mind is everything, and Mariola absolutely provided that for us. Highly recommended! Kurt H

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Kurt H.
House Sitting
5.0 out of 5 stars

Carly did an excellent job watching Bella and our home. I appreciate that she had it all handled and I did not have to worry about anything. I would recommend her anytime.

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James P.
House Sitting
5.0 out of 5 stars

Carol took great care of Charlie while we were gone! She played in the yard with him and took him on walks. We would definitely use her again!

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Patricia W.
House Sitting
5.0 out of 5 stars

Bina is an amazing sitter! We feel so grateful when she sits for us while we’re out of town. She sends us updates everyday with the best photos. We’re able to relax knowing our babies are in the best hands 🫶

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Sara L.
House Sitting
5.0 out of 5 stars

We got so lucky Justin was available for a last minute booking. Justin is very polite and professional as well as responsive. Our dog has been anxious when we traveled before but she did great being able to stay at our house with Justin. He was so kind to my kids at the meet and greet, took great care of our dog and home, and sent videos while we were gone. We highly recommend him and will be reaching out to him again next time we need a sitter. Thank you!

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Chelsea W.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

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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.

  • World-class support

    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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for house sitting - Oswego

Select a filter and find qualifying sitters offering house sitting.

Sitters in Oswego average 4
repeat house sitting clients

FAQs for House Sitting - Oswego

Frequently asked questions about Rover

The average cost of House Sitting in Oswego on Rover is $56 per night as of October 2026. Most bookings cost between $32 and $102 per night. 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 1,861 sitters on Rover offering House Sitting across Oswego. 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 Oswego 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 Oswego 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.

<b>Tip:</b> 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 Oswego 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 Oswego. On Rover:

  • 94% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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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