House Sitting in Oak Park

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

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Top rated Oak Park house sitters

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: Diane B.
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Diane B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
42 reviews
15 repeat clients
40 years of experience
River Forest, IL, 60305

Diane is always the best with our senior, snuggly dog! She is our first sitter we contact when we are headed out of town. Diane consistently communicates, makes sure our dog is well cared for, and has gotten to know her silly personality. We highly recommend Diane!

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Stone H.
Sitter Profile Image: Allison M.
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Allison M.
from
$30
per night
5 years of experience
Oak Park, IL, 60302

About: I have been watching my friends’, family’s, and neighbors’ pets for 5+ years now. I offer a “Wow” factor of service that goes beyond the traditional water, food, bathroom routine. When I care for any pet, I take the extra care and time to play and cuddle so your fuzzy friend is never lonely. I make sure to bring my Polaroid camera to take pictures of your pet while you’re away so you never miss a moment and can display your cutie anywhere in the home - completely complimentary! I also have extensive experience with administering medicines like liquids, pills and subcutaneous fluids to differently abled pets. My own cat has needed each of those in the past so I have grown comfortable doing so and take extra care in the practice. My service is exemplary; neighbors who no longer live close to me still call me up to take care of their pets. I can’t wait to take care of yours! I am a primary grades teacher on summer break. This means I have lots of unused patience I typically spend on my little ones to use on taking care of your beloved pets and household, as well as lots of time on my hands to attend to your needs! I care for any pet like they are my pet. As a pet owner myself, it is so hard being away and worrying how they’re doing. When I leave them in others’ care, I would hope they care for my pet like they are their own. I take this philosophy into the homes and lives of others. With extensive practice in child care, pet care and medicine management, and house sitting, I will come to your aid with a lens of empathy and compassion.

Sitter Profile Image: Sarah L.
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Sarah L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
58 reviews
13 repeat clients
10 years of experience
Oak Park, IL, 60304

I have had some pretty crazy experiences with dog-sitters in the past and Sarah was so great with my girl. Glory is a very sensitive dog and we’ve been going through a lot of changes around the house/personally and it was such a relief to know someone so caring was with her while I had to be away. Sarah sends lots of photos and updates, is very down-to-earth, and left my home how a houseguest should…as they found it. She even went above and beyond to strip the bed she slept in. Sarah is a great person to have take care of your loved ones while you’re away.

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Darcy H.
Sitter Profile Image: Robin P.
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Robin P.
Star Sitter
from
$90
per night
5.0 out of 5 stars
381 reviews
129 repeat clients
35 years of experience
Oak Park, IL, 60302

Robin was absolutely incredible. Our dog, Payton, was recovering from ACL surgery and was in a cone, needed Physical Therapy, close leash walks, and a lot of medicine throughout the day. Robin sent us consistent pictures and updates, including her snuggling with him on his dog bed. When Payton first met Robin, he instantly bonded, which made us comfortable leaving him for a long weekend. And we knew that Payton loved Robin during the stay based on the great photos she sent. She was great to communicate with and left our house cleaner than when we left it :) Thank you Robin - we will be in touch soon!

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Abby R.
Sitter Profile Image: Justice P.
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Justice P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
29 reviews
14 repeat clients
1 year of experience
Austin, Chicago, IL, 60644

Justice took good care of my dog and four cats. She was very communicative and had to follow a medication regimen and somewhat complicated feeding system. I will definitely book her again when I’m next out of town!

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Caroline H.
Sitter Profile Image: Ariana M.
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Ariana M.
from
$38
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Oak Park, IL, 60302

About: I've been surrounded by the pets of friends and family for my whole life, as a college student, I love petsitting over summer break! I've worked with a diverse range of animals, providing care such as baths, walks, feeding, and most importantly, cuddling! I have experience with dogs with anxiety who need medication as well. I have tons of free time over summer break, and I'd love to help out with your furry friends. Currently on summer break, so pet care would fit seamlessly into my schedule. I'm used to dedicating my summers to animal care, so driving to multiple locations for feedings/walks multiple times a day, or overnight stays, is no problem. I live in an apartment with no front or back yard but am located right across the street from a large park. It may be a little small, but there is more than enough room for animals to roam around. As for pet care outside of the home, I take these duties very seriously and am more than happy to visit multiple times a day, or as necessary. I also frequently take pictures/videos to send updates, and am happy to do so at your immediate request.

Sitter Profile Image: Jacob W.
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Jacob W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
31 reviews
18 repeat clients
10 years of experience
Oak Park, IL, 60304

He was able to respond really fast and had availability last minute which was wonderful. He came over and immediately had a rapport with my dog it was so nice. He sent picture updates the whole time I was away and when I got home my pets were happy and healthy! Thanks so much Jacob!!!!

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Karen D.
Sitter Profile Image: Miguel G.
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Miguel G.
Star Sitter
from
$30
per night
4.9 out of 5 stars
17 reviews
3 repeat clients
20 years of experience
Forest Park, IL, 60130

Miguel was fantastic! I got tons of updates, I could see that my dog was getting the very best care. Would definitely recommend Miguel for a dog sitting and walking.

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Molly M.
Sitter Profile Image: Jamie Q.
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Jamie Q.
Star Sitter
from
$75
per night
5.0 out of 5 stars
87 reviews
27 repeat clients
6 years of experience
Forest Park, IL, 60130

Jamie was perfect. She went above and beyond with Bernie. And somehow our place looked better when we got back than when we left. Between this and all of the sticks Bernie got on his walks I'm wondering if witchcraft was afoot! Or maybe that's just the time of year talking and Jamie is simply a great person to hire!?

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Charlie W.
Sitter Profile Image: Samuel P.
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Samuel P.
Star Sitter
from
$48
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
26 years of experience
Forest Park, IL, 60130

Sam was great - very kind and communicative and sent lots of photos. We really appreciated knowing our dog was taken care of well!!!

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Allyson K.
Sitter Profile Image: Coleen T.
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Coleen T.
Star Sitter
from
$75
per night
5.0 out of 5 stars
205 reviews
45 repeat clients
24 years of experience
Chicago, IL, 60634

Coleen stayed with our animals while we were gone and was amazing. She sent many messages and photos throughout our trip so we knew they were getting the best care. When we got home our dog was tired and happy - a sign of a fun long weekend! We will definitely rebook with Coleen and would recommend her to anyone.

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Andrea B.
Sitter Profile Image: Nataliia V.
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Nataliia V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
11 reviews
8 repeat clients
20 years of experience
Oak Park, IL, 60302

Nataliia was so sweet with jinx! Very attentive, sent lots of pictures and made sure jinx was happy and healthy while we were gone! Would definitely book again.

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Kristyn W.
Sitter Profile Image: Joyce W.
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Joyce W.
from
$175
per night
4.9 out of 5 stars
58 reviews
23 repeat clients
4 years of experience
Oak Park, IL, 60301

Joyce did a fantastic job watching my two older dogs (10 and 12) for a week. She responded as soon as I contacted her on Rover, we talked-out the details and finalized the booking. My 12-year-old dog has diabetes and needs two insulin injections per day. Joyce had no problem giving him the injections which was a load off my mind. She also sent us tons of updates and photos. My neighbor even texted to say that she saw Joyce walking the dogs a bunch and that it looked like they were all having a great time. I will definitely book her next time I go out of town.

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Matthew C.
Sitter Profile Image: Tanisa L.
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Tanisa L.
from
$50
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
3 years of experience
Chicago, IL, 60641

Tanisa was wonderful! Checked in often with the best pictures of our pups. They were happy and content with her! We enjoyed our weekend away knowing they were in good hands!

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Stephanie M.
Sitter Profile Image: Natalie D.
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Natalie D.
from
$45
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Oak Park, IL, 60302

About: My name is natalie and I live in chicago west suburbs with my westie Libby. I’ve had weties since I was a little girl. I work from home and have lots of free time over the next few months to help families or individuals who need some help. I used to dog sit in the city and have love the opportunity to hang out with other dogs. I have a lot of flexibility right now for whatever you may be looking for. I work from home and have lots of flexibility with no other priorities right now than to lay low and make some extra money during the winter. I am flexible for whatever you may see I have a 12 year old Westie who is my baby. I treat her like a child and would do the same with any dog I watch. Lots of love hugs kisses and cuddles

Sitter Profile Image: Kelso A.
Verified Background Check
Kelso A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
33 reviews
6 repeat clients
11 years of experience
Chicago, IL, 60622

Kelso was great watching my 12-week old puppy for the day! I was worried because it was our first time leaving him with a sitter, and Kelso rally put us at ease and took great care of him. Would recommend and use again for sure!

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Deanna B.
Sitter Profile Image: Kat V.
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Kat V.
from
$66
per night
4.9 out of 5 stars
64 reviews
18 repeat clients
35 years of experience
Cicero, IL, 60804

Kat is an unbelievable pet and house sitter! Our senior dog has cancer and she provided the most compassionate care. Our house was cleaner than we left it! We are thankful to have found her.

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Nicole S.
Sitter Profile Image: Lauren D.
Verified Enhanced Background Check
Lauren D.
Star Sitter
from
$75
per night
5.0 out of 5 stars
16 reviews
9 repeat clients
15 years of experience
Berwyn, IL, 60402

About: Hi, I’m Lauren! I work from home, which gives me a flexible daytime schedule, and I’m also available evenings and weekends. I’m comfortable administering both pill and liquid oral medications, so you can feel confident your pet will be well cared for. I currently have two dogs and two cats of my own, and I’ve had animals my entire life, I have always been passionate about their care. I treat every animal like they’re part of my family and always aim to provide a safe, loving, and stress free experience. I work from home so I enjoy getting out of the house and going on walks later in the day. On the weekends I like to stay busy. I always try to meet your pets while you're home if possible, this helps keep your pets from getting anxious meeting a new face. When going on walks I try to meet the dogs pace to make them as comfortable as possible, I often go on runs with my own dogs. Please let me know if there is anything extra I can do to ensure your pets comfort.

Sitter Profile Image: Nuraini H.
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Nuraini H.
from
$40
per night
5.0 out of 5 stars
2 reviews
14 years of experience
Oak Park, IL, 60302

Nuraini is the absolute best!! She was available last minute when I needed a dog sitter and came in and loved my dog like her own! She’s very communicative sends plenty of pictures of your fur baby to keep you up to date and she even sat and played with my dog after walks and check ins! I would book Nuraini everytime I need a sitter she really cares about animals and did what she could to make sure my fur baby was comfortable and warmed up to her. 100000/10!!

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Anazette S.
Sitter Profile Image: Milagros B.
Verified Enhanced Background Check
Milagros B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
13 years of experience
Logan Square, Chicago, IL, 60647

Milagros did a good job taking care of our dogs while we were away. She was reliable, communicated well, sent photos, and made sure they were well fed and walked.

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Andy R.
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Over 546
pet parents in Oak Park have booked house sitting

Oak Park pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jniyah was great! Our dog was well taken care of and we got frequent updates throughout our trip! She was very responsive and flexible when we needed a little extra time in the back end of our trip! We would definitely recommend her!

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Lydia H.
House Sitting
5.0 out of 5 stars

Naylah is absolutely fantastic with our two Australian shepherds, one with senior needs and the younger one with high energy. She went above and beyond to take one on lengthy walks, and the other, more leisurely. Naylah is also a great communicator and took great care of our home. When we came home, our Aussies looked great, were calm and happy. Highly recommend Naylah.

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Ann & Pat R.
House Sitting
5.0 out of 5 stars

Sarah did an amazing job taking care of our dog while we were gone for our wedding/honeymoon! We will definitely be booking her when we travel in the future!

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Jacob U.
House Sitting
5.0 out of 5 stars

Abby stayed at our house with our 2 dogs and they had a great time! She provided lots of photos throughout the visit and was always very responsive to our questions.

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Anna R.
House Sitting
5.0 out of 5 stars

Diane is delightful. Her presence was calming and made my pup fall in love right away. She was very educated, responsive, and attentive to all the fine details I provided for her stay. She left a tidy home + a very happy pup for me to come back to. We look forward to having Diane back soon.

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Kattie F.
House Sitting
5.0 out of 5 stars

Jessica is a 12 out of 10. Wonderful with our energetic dog Bernie, a thoughtful steward for our home during housesitting, and and the perfect communicator. Couldn't ask for anything more!

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Charlie W.
House Sitting
5.0 out of 5 stars

Great to work with Ashley, she truly cares and it shows. There was a ton of effort and passion put into taking care of our dog, Chewie. Easy to work with, caters to the situation, and super communicative. We would absolutely use her again!

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Nick L.
House Sitting
5.0 out of 5 stars

Sarah did a great job with Jack & Ginger. Both cats clearly felt comfortable with her, as the photo updates showed. This was the least stressed my cats have been at the end of a long trip, I would definitely book again!

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Sarah M.
House Sitting
5.0 out of 5 stars

Isabella did an incredible job watching our fur babies while we were away for our wedding! She was very responsive and kind and our three cats loved her :) She was ready and willing to stay over night and to administer medications for two of them. Thank you so much Isabella!

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Hillary G.
House Sitting
5.0 out of 5 stars

Alma is truly incredible. Alma is my girls established walker, but went above and beyond with our first house sitting/overnight care. Alma is communicative, attentive, friendly, and I can tell she truly cares about my dog Zelda. Alma even extended her care to accommodate a flight cancellation followed by multiple delays. So grateful to have Alma in both my life and Zelda’s! 🐾

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Kayleigh E.
House Sitting
5.0 out of 5 stars

Jamie is the best! We can always tell that she takes such good care of our dog, Kenai, when we are gone. She does a great job at accommodating his set routine, and she was kind enough to water our plants & leave our house spotless for when we got back from vacation 🥲

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Kaelin M.
House Sitting
5.0 out of 5 stars

HIGHLY RECOMMEND!!! Jacob is absolutely the BEST!!! After just meeting Cooper, he jumped in for a last minute sitting request and took the best possible care of Cooper. I received frequent and very thorough updates throughout the stay, Jacob was quick and responsive anytime I had a question or wanted to check in, and most importantly, I could see how safe and happy Cooper felt with him in our home. I cannot thank him enough and so excited to be working with Jacob!!

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Anna P.
House Sitting
5.0 out of 5 stars

Justice is the absolute BEST person to house sit and watch your pets. She followed all instructions perfectly and kept me updated on how my pets were doing. She’s also very responsive and kind. I’ve booked her many times before and I know I will again in the future. Thank you Justice!!! 🙏 🐕 🐈‍⬛

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James P.
House Sitting
5.0 out of 5 stars

Xandi is absolutely the sitter my dog and I prefer! Always communicative and proactive, and did a great job monitoring a sensitive situation with my dog during this visit. Highly recommend!

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Katie S.
House Sitting
5.0 out of 5 stars

Lidi is just wonderful! She communicated with us regularly while we were away for a few days and took such wonderful care of our two pups (and our home)! She went above and beyond with everything, making sure our senior pups were eating well, giving multiple medications daily and walking them regularly. She was so thoughtful every step of the way and we were very grateful to have someone we really trusted to take care of our pups and our home! We’re already booking her for more trips! Highly recommend. 🩵

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Lee Ann F.
House Sitting
5.0 out of 5 stars

This time the prince got a mani pedi massage. I think I will stay home with Wishbone and get such treatment.

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Shirley L.
House Sitting
5.0 out of 5 stars

Malcomn is simply the best and we trust him over everyone. He takes the absolute best care of our pets and home. Our dog has some health issues and he was so attentive to her and communicative with us, we always know that when he’s there that they’re in the best care. He’s our go to guy every time. Couldn’t recommend more!

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Kelsey K.
House Sitting
5.0 out of 5 stars

Megan was fabulous! I had an emergency right before leaving and needed to modify my booking. She was so gracious and accommodating. I will absolutely be using her services again!

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Jessica M.
House Sitting
5.0 out of 5 stars

Lydia was very sweet with my anxious dogs. They were immediately drawn to her. I know she was attentive in her care with them because they were calm upon our return. I enjoyed the frequent updates and pictures.

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Tina B.
House Sitting
5.0 out of 5 stars

Coleen did an amazing job with the our three pups! Two are very nervous about new people, and they made fast friends. She kept us up to date while we were out of town and sent lots of pictures.

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Amber E.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Oak Park is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house 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.

Sitters in Oak Park average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Oak Park on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Oak Park house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 7,544 house sitters in Oak Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Oak Park house sitters respond in under an hour.

House sitters in Oak Park have an average of 13 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Oak Park.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Oak Park house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.