Pet Boarding Winnetka

Find a loving Winnetka pet sitter to watch your cat or dog overnight at your sitter’s home.

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Winnetka, Find top rated pet boarding

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: Laura & Vladimir H.
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Laura & Vladimir H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 79 reviews
23 repeat clients
10 years of experience
Niles, IL, 60714

“Fantastic experience with Laura and Vladimir. Communication was great throughout. They sent pictures and updates on the dogs daily. Both my dogs seemed really happy when I picked them up. Would definitely recommend and use them again.”

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Steve C.
Sitter Profile Image: Rico Raymundo A.
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Rico Raymundo A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 31 reviews
14 repeat clients
11 years of experience
West Ridge, Chicago, IL, 60659

“This is the second time we have had Rico take care of our dog for the weekend and we felt so great knowing that Odin was in such good hands. Rico sent lots of pictures each day and truly made Odin feel welcome and comfortable in his home. We highly recommend Rico and his wife!”

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Kimberly R.
Sitter Profile Image: Sophie H.
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Sophie H.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 160 reviews
49 repeat clients
16 years of experience
Rogers Park, Chicago, IL, 60626

“Sophie was great. She was loving and gentle with Regina George and asked a tons of questions to better understand her needs. Regina came home calm as could be and seemed to enjoy her time with Sophie and her boyfriend. Looking forward to booking again.”

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Corey B.
Sitter Profile Image: Mario I.
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Mario I.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 23 reviews
8 repeat clients
30 years of experience
Des Plaines, IL, 60016

“Mario took great care of our Rhea when we went on vacation. He consistently updated us everyday with pictures of our dog. He responds to us right away and made us feel that Rhea is well taken cared of. Thank you, Mario!”

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Dl L.
Sitter Profile Image: Rebeca A.
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Rebeca A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 27 reviews
7 repeat clients
15 years of experience
Wilmette, IL, 60091

“Great experience overall. Rebeca was communicative, reliable, and took good care of my dogs. I felt comfortable while I was away and would happily book again.”

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Robert G.
Sitter Profile Image: Bin "Vivian" L.
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Bin "Vivian" L.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
7 years of experience
Kenilworth, IL, 60043

About: As someone who has raised my Havanese dog Oreo for 7 years, I have all the experience needed to ensure pets a comfortable and fulfilling time while you're away. Oreo, despite barking a lot, is friendly with dogs and children. He loves company and is very gentle. He is a great companion for dogs of all sizes needing a place to stay! Although I am working full-time, I usually come home earlier to walk and feed pets. During weekends and holidays, I am usually available all day to satisfy your pet's needs. I typically go for a walk before and after work. I also have cameras for when I am at work, to ensure that nothing goes wrong while I am away. I typically take dogs for walks around my neighborhood or nearby lakeside parks, where there is plenty of space and active and friendly dog communities. Pets can sleep wherever they feel comfortable. I have a fenced courtyard and backyard that pets can roam freely.

Sitter Profile Image: Rizwan & Noorjahan & Salaa M.
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Rizwan & Noorjahan & Salaa M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 49 reviews
10 repeat clients
6 years of experience
Morton Grove, IL, 60053

“Noor and her family took such good care of our dog. She came home healthy and happy. Noor sent us photos frequently while we were gone. We highly recommend!”

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Sung Yeon C.
Sitter Profile Image: Nikolay G.
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Nikolay G.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Evanston, IL, 60202

About: I have extensive experience walking, and boarding dogs of all sizes and breeds. Caring for animals is something I truly enjoy, and I am committed to providing the highest level of care for every pet I welcome into my home. I understand that every dog is unique, which is why I tailor my care to each pet’s size, age, health, energy level, and individual needs. My goal is to make your dog feel like they’re on their own vacation while staying with my family! I provide regular photo updates so you can feel confident that your furry friend is happy, safe, and well cared for. I also carefully follow all owner instructions because I know how important consistency and trust are when it comes to your pet’s care. I have an 15 year-old Brittany Spaniel who is friendly and well-trained. Your dog will have companionship and plenty of opportunities to socialize, play, and have fun. In addition to dog care, I also offer drop-in visits for cats, including feeding, playtime, litter box cleaning, fresh water, and plenty of attention. You’ll receive updates and photos after every visit. What Your Dog Can Expect During Their Stay: Plenty of exercise, walks, and potty breaks Constant supervision and human interaction A safe, loving, family environment Freedom to roam indoors (no crating unless requested by the owner) Daily photos, videos, and updates The typical daily routine includes: Morning walk Midday potty break Afternoon walk and playtime Evening walk I would love the opportunity to care for your pet and treat them like a member of our family. Please don’t hesitate to reach out with any questions! This is my full-time job! I have more than 20 years experience training, walking, and boarding dogs of all sizes. Caring for dogs is something I truly enjoy, and I always give my best to make sure every pup feels safe, happy, and loved. I provide personalized care based on each dog’s size, age, health, energy level, and individual needs. Whether your dog loves long walks, playtime, or simply relaxing, I’ll make sure they receive the attention and care they deserve. 🐾 My home has a fully fenced backyard where dogs can safely run, play, and get plenty of exercise. In addition to enjoying outdoor time in the yard, they’ll also receive daily walks to keep them happy, active, and engaged. 🐾

Sitter Profile Image: Sandra & Sorin A.
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Sandra & Sorin A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 40 reviews
20 repeat clients
5 years of experience
Skokie, IL, 60076

“This was my first time using Rover, which I was pretty nervous about since I usually have a family member watch my dog. Sandra and Sorin were very friendly sitters. They took excellent care of my dog and sent me cute photos and videos of my dog. Mikey had a great time with them. I will be recommending them again in the near future.”

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Ruffy Anne L.
Sitter Profile Image: Susan N.
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Susan N.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 53 reviews
16 repeat clients
40 years of experience
Lincoln Square, Chicago, IL, 60625

“Susan was incredible taking care of Ernie for the week!! From home made dog treats, to play time, to wonderful updates, Ernie could not have been in better hands. Thank you Susan!!”

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Mackenzie W.
Sitter Profile Image: Andrea K.
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Andrea K.
from
$65
per night
5.0 out of 5 stars
• 45 reviews
17 repeat clients
25 years of experience
Northfield, IL, 60093

“EXTRAORDINARY! That is the only word I can use to describe my Sophie’s experience with Andrea and her family. Andrea cared for my aging Bassett Hound for 8 days. Sophie is a “special needs dog” in that she has one eye, has glaucoma in the other and is skittish. Andrea administered eye drops and coaxed her into walking outside when Sophie prefers to sleep the day away. Even Andrea’s children took time to sit with Sophie and from all the pix I received it was evident that she had become part of the family. We really appreciated that Andrea’s son bicycled to my son’s house to pick up additional meds for Sophie. It was obvious that Sophie was very comfortable with Andrea and I would gladly leave her with Andrea again. She is truly the best pet sitter Sophie has ever had.”

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Carol P.
Sitter Profile Image: Bridget N.
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Bridget N.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 84 reviews
25 repeat clients
16 years of experience
Rogers Park, Chicago, IL, 60626

“Bridget definitely lived up to her Star Sitter status. First time using her as a sitter and she was great at keeping me up to date with texts and pics/videos of Chloe during her stay. I can tell if things went well when Chloe gives me the silent treatment because she doesn't want to come home just yet. It's like a vacation for her. She came home and laid down and went right to sleep (not her normal). Thank you so much for taking great care of Chloe. Will be sure to reach out again should the need arise!”

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Korey K.
Sitter Profile Image: Cristina F.
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Cristina F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 45 reviews
16 repeat clients
20 years of experience
Des Plaines, IL, 60016

“Christina responded to my booking request promptly. She was flexible with the times I could introduce our dog, Felix, to her at her place. She was warm and genuinely interested in Felix from the moment we first met, and he seemed very comfortable with her both when I dropped him off and when I picked him up. When I booked Christina, our family's travel plans had to be changed multiple times, and she was never flustered by the changes. I absolutely loved Christina's interest in our dog and her unflappability and flexibility. I would recommend her without hesitation.”

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Dheeraj R.
Sitter Profile Image: Tony C.
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Tony C.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 28 reviews
7 repeat clients
4 years of experience
West Ridge, Chicago, IL, 60645

“Tony was so great with our dog, Bean! Upon meeting him, our dog just walked with him and didn’t even look back! He also gave us constant updates - sharing photos and messages to make sure we know our dog is comfy and in great hands. We are so grateful that we didn’t have to worry about anything while we were away!”

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Radda P.
Sitter Profile Image: Diana T.
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Diana T.
Star Sitter
from
$44
per night
4.9 out of 5 stars
• 73 reviews
29 repeat clients
7 years of experience
Desplaines, IL, 60016

“Diana and her family were amazing with our dog. So thankful for their help - will definitely be booking them again! Loved all the pictures she sent too :)”

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Stephanie S.
Sitter Profile Image: Joerg & Lake Z.
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Joerg & Lake Z.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 216 reviews
80 repeat clients
12 years of experience
Edgewater, Chicago, IL, 60660

“Joerg and Lake provided excellent pet sitting for Peppino. We met-up a few days before for a meet & greet, they watched Peppino from Friday morning thru early Monday afternoon. No issues, no concerns, we texted several times and they shared a few fotos and short updates so I could stay connected. Peppino had a great weekend visiting and seemed to really enjoy spending time with their dog, Lizzie, too. Will not hesitate to ask them to host Peppino in the future when needed. Really nice guys: dependable and caring, with very good communication skills and doggie patience..”

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Michael A.
Sitter Profile Image: Claire C.
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Claire C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 30 reviews
11 repeat clients
30 years of experience
Morton Grove, IL, 60053

“Claire has been a wonderful caregiver, tending to the needs of our diabetic pup, Shelly. Claire sent regular updates regarding feeding and medication, as well as photos and updates about how Shelly was doing. We are so grateful to have found Claire - she truly went above and beyond in caring for our beloved pup.”

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Meghan M.
Sitter Profile Image: Paul C.
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Paul C.
from
$49
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
3 years of experience
Rogers Park, Chicago, IL, 60626

“Paul was fantastic with our sheepadoodle, Shibobo! Shibobo can be handful given his large size and energy, but Paul was quick to get to know him and learn how to manage his quirks. Paul was a great communicator and sent us regular updates. Overall, we are so pleased to have found Paul and highly recommend him! We look forward to having him watch Shibobo again soon.”

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Kate M.
Sitter Profile Image: Makda W.
Verified Background Check
Makda W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 128 reviews
36 repeat clients
10 years of experience
North Park, Chicago, IL, 60659

“Makda and her family were wonderful! Luna took to them right away and she looked so happy and calm in the photos they sent. I get really nervous whenever Luna isn't with me, but I'm so, so glad we've found Makda and her family. Thank you so much!”

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E T.
Sitter Profile Image: Cheri R.
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Cheri R.
Star Sitter
from
$53
per night
5.0 out of 5 stars
• 205 reviews
90 repeat clients
30 years of experience
Evanston, IL, 60202

“Cheri is an amazing pet sitter! My dog, Taffy, has a heart condition, and I was so relieved to find Cheri. She listened carefully to all my instructions, took detailed notes, and truly cared for Taffy. She sent updates while I was away, and when I returned, Taffy was happy and healthy. I highly recommend Cheri!”

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John B.
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The median cost per night for pet boarding in Winnetka is $50

Pet parents share their Rover experiences - Winnetka

1 / 1
5.0 out of 5 stars

Beca took good care of my dog and my parents' dog while we were away! Got update photos a few times throughout the day which was lovely, and communication was great. Thanks again!

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Jesso W.
Boarding
5.0 out of 5 stars

Ivy loved her stay! She got tons of attention and cuddles - her favorite. I was kept very up to date with photos

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Katie C.
Boarding
5.0 out of 5 stars

The best sitter you could ever hope for. Truly caring people who will be there for your pet when you can’t.

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Sharon K.
Boarding
5.0 out of 5 stars

Jiayi is a wonderful sitter. She is very accommodating and flexible with scheduling. Mocha is always happy and well taken care of. We will always be at peace leaving Mocha with her and her family❤️

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Myla C.
Boarding
5.0 out of 5 stars

Sidney and Ella took care of our golden retriever for 12 days. They did a great job and kept us updated with photos and videos. Our dog had a blast socializing with the other dogs under their care as well. I highly recommend them!

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Eleanor H.
Boarding
5.0 out of 5 stars

Very very dog friendly - tool great personal care of our dog. House well kitted out for dogs. Highly recommend Diane.

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Stephen L.
Boarding
5.0 out of 5 stars

We had our little Dachshund boarded with Kazuhiro & Akemi and found them to be extremely responsive, responsible and easy to work with. With lots of photos daily showing walks, playing and rest time, we felt reassured that our little sausage was being well looked after. I feel very comfortable recommending them!

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Nancy B.
Boarding
5.0 out of 5 stars

Alexis was great!! She came to meet us and our dog the day before he was boarding with her so we could all feel comfortable. Benny had a great time with her and we got photos while we were away. Will definitely use her again!

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Joanna T.
Boarding
5.0 out of 5 stars

I had a last minute booking and Thao was amazing with our dog! This is the second time we have used her and will definitely try to book with here again!

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Kristin T.
Boarding
5.0 out of 5 stars

Ella and Sidney took great care of my dog Sugar! They kept me up to date with photos and text messages for the 3 nights they had her. It’s always a little nerve racking leaving your baby in someone else care that you don’t know and someone your pup doesn’t know either, but it was all good. Thanks again Ella & Sidney !!

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Pearl N.
Boarding
5.0 out of 5 stars

My dog had a very safe and fun experience with Harvin and his family, gave me plenty of updates and photos, would definitely use again!

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Cole K.
Boarding
5.0 out of 5 stars

Katie is awesome! She is responsive and provides regular updates. Teddy loves his time at her home with her dog Mavis. Thanks, Katie!

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Julie M.
Boarding
5.0 out of 5 stars

Caddy loved her time at Fernando and Elizabeth’s! Drop off and pick up was easy and convenient and they always responded right away!

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Sarah J.
Boarding
5.0 out of 5 stars

Katelyn was so warm and responsive throughout the entire boarding process. She has a clear affinity and appreciation for cats, which is so important to us in a sitter. We felt completely confident that our cats were in good, loving hands, and were thrilled to see the daily updates and photos she shared from their stay. 100% would recommend.

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Rebeccah H.
Boarding
5.0 out of 5 stars

We used to leave our dog at a large dog boarding place when traveling, and she would be grouped with so many different dogs that I can tell she was traumatized and often took days to be back to her normal carefree self (and she would have dog drooling all over her). This time under Nancyanne’s care our dog was able to stick to a routine similar to at home, and I can tell she was quite comfortable and after 9 days it was seamless that her demeanor was like she never left home. We would happily recommend Nancyanne to anyone who needs help.

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Jieying Z.
Boarding
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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
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Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

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Popular requests for pet boarding - Winnetka

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Sitters in Winnetka average 9
repeat pet boarding clients

FAQs for Pet Boarding - Winnetka

Frequently asked questions about Rover

There are 5,155 sitters on Rover for Pet Boarding in Winnetka. About 91% of Winnetka sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

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

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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