Pet Boarding Westchester

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

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Over 156
pet parents in Westchester have booked pet boarding

Westchester, 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.

1 / 1
Sitter Profile Image: Alyssa H.
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Alyssa H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Oak Park, IL, 60302

“Alyssa and Skylar were amazing with Rio! They responded right away and kept in constant communication while I was away, which really put my family and me at ease so we could fully enjoy our trip. This was my first time using Rover, and I will definitely be booking with Alyssa and Skylar again!”

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Michelle R.
Sitter Profile Image: Andrea C.
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Andrea C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 45 reviews
13 repeat clients
8 years of experience
Belmont Cragin, Chicago, IL, 60634

“Wow, our Siberian Husky was so well cared for and loved. Andrea and her husband went above and beyond with meeting our dogs needs. We are so grateful for being able to leave Magnus there for 5 days and having him home with no anxiety.”

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Lizelle D.
Sitter Profile Image: Cary B.
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Cary B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 82 reviews
29 repeat clients
40 years of experience
Clearing, Chicago, IL, 60638

“Had a meet and greet with Cary and her daughter. Juno immediately leaned into her daughter which was a good sign (picked her person). Cary carefully introduced her to her dog and explained how she would care for Juno. I had to make several changes and Cary was very understanding and accommodating which was a stress reliever for me. I picked up Juno and she was so happy to see me unlike my previous experience with another sitter where Juno appeared to be mad at me (lol). Well Juno has been on the couch resting so I know she had a good time otherwise she wouldn’t be so tired. Cary responded to my text and sent video of Juno. Oh and Juno smelled so good and looked good when I picked her up. I felt that Juno was well taken care of. Thank you Cary (and fam) will definitely be using Cary again!”

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Marci S.
Sitter Profile Image: Wayne C.
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Wayne C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 89 reviews
45 repeat clients
53 years of experience
Woodridge, IL, 60517

“Wayne watched my 7 month old puppy for 10 days while I was on a trip overseas. Wayne did a fantastic job of making sure my dog would get the attention and safety he needed so I didn’t have to worry about him while I was gone. The fenced in backyard with other dogs around was very beneficial for my puppy’s stay with his energy levels. He gave me daily updates with videos and photos to show how my dog was doing. He also followed all my instructions and made sure to keep away any bones or toys that would have an issue at the home. After the stay, my dog has been behaving well and seemed very satisfied with his stay at Wayne’s.”

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Rokas S.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$45
per night
1 repeat client
35 years of experience
La Grange, IL, 60525

About: I have had the privilege of loving and caring for dog(s) since I was 5 years old. I have raised dogs since they were 6 week old puppies until their final days. I am organized with medication distribution if needed and can follow any cute quirks your baby may need to have that extra attention to detail for them to feel safe and loved. I work full time Monday to Friday from 8 am-4:30 pm. I am available evening hours during the work week and all day on weekends! I have a 3 year old Shetland Sheepdog named Bowie. His brother, Milo, passed away last year, who was my baby since he was 6 weeks old. I would love to take your dog for walks, feed, play, and spend time with your companion. I believe in positive reinforcement for teaching dogs tricks and behavior training.

Sitter Profile Image: Janet M.
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Janet M.
from
$40
per night
4.9 out of 5 stars
• 79 reviews
37 repeat clients
28 years of experience
Summit, IL, 60501

“Janet was great! She was really professional from the first contact to the end. This lady really love dogs and taking care of them with love and passion. Janet introduced us to her dogs and where my dogs is going to be and we really liked it. Dogs can go in and out to the backyard when they need to. My dog was really happy to be there. Thank you Janet I’ll be using your service again and recommend you to friends and family.”

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Tom S.
Sitter Profile Image: Lesslie G.
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Lesslie G.
from
$48
per night
5.0 out of 5 stars
• 28 reviews
14 repeat clients
5 years of experience
West Garfield Park, Chicago, IL, 60624

“So grateful for the wonderful care Lesslie provided for my two doggies. Everyday I received adorable pics and videos that put my mind at ease. Highly recommend Lesslie’s services to any pet parent!”

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Edwin S.
Sitter Profile Image: Susseth M.
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Susseth M.
from
$50
per night
5.0 out of 5 stars
• 660 reviews
224 repeat clients
10 years of experience
Justice, IL, 60458

“This is the second time we’ve trusted Susseth with our two babies and and they love staying with her. They always have the best time playing with the other dogs and we love all of the pictures and updates we get.”

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Martha P.
Sitter Profile Image: Guillermina L.
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Guillermina L.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 113 reviews
36 repeat clients
10 years of experience
Clearing, Chicago, IL, 60638

“5 stars all around! She kept me updated about my baby and definitely worked with my schedule. I appreciated her very much. I will be booking with her more often.”

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Stephanie S.
Sitter Profile Image: Kent L.
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Kent L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 80 reviews
20 repeat clients
52 years of experience
Elk Grove Village, IL, 60007

“Kent was an amazing sitter. He is very communicative, and showed great care for our pup. He is calm and patient, and has a wonderful demeanor. It is no wonder he formed a great bond with her. We would very much recommend him to anyone. Thank you Kent!”

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Calvin H.
Sitter Profile Image: Camille S.
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Camille S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 267 reviews
73 repeat clients
44 years of experience
Belmont Cragin, Chicago, IL, 60634

“Thanks so much for taking awesome care of my puppy Finn while I was out of town. I can tell the moment I saw him that he was happy to spend the time with you in your home.”

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Frank B.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$42
per night
4.9 out of 5 stars
• 62 reviews
21 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

“Manuel is the best. He’s looked after my little corgi Kit twice now and has done an excellent job. I can’t recommend him enough! Your pup will always be in good hands with Manuel. Thanks so much!!”

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Avery K.
Sitter Profile Image: Mercy M.
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Mercy M.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
3 years of experience
Montclare, Chicago, IL, 60707

About: Caring for a pet means much more to me than simply feeding them and taking them for walks. I enjoy getting to know their personality, respecting their routine, and making sure they feel calm, safe, and loved while they are in my care. I am responsible, patient, and very attentive to each pet parent’s instructions. I understand that every pet has their own needs, habits, and preferences, which is why I carefully follow the instructions I’m given and maintain regular communication so you can feel at ease while your pet is with me. I offer walks and care for both dogs and cats, whether in my home, in the pet’s home, or during walks. I especially enjoy spending time outdoors with dogs and paying attention to the little details, such as their behavior, eating habits, energy levels, and overall comfort. I also like to keep pet parents updated throughout the stay, sending photos and updates when appropriate. My goal is for your pet to receive personalized care and for you to have peace of mind knowing they are in good hands. I work part-time, which gives me enough flexibility to dedicate time and attention to the pets in my care. When you’re away from home, I can keep your pet company, play with them, give them plenty of affection, take them for walks, and keep their routine as close as possible to what they are used to at home. I also offer daycare in my home and overnight care, depending on each pet’s needs. I want them to feel comfortable, safe, and cared for, just as they would at home, while their families are away. In my home, pets are part of the family. I have a large, fully fenced and secure yard with a small grassy area where they can go outside, play, and enjoy some fresh air. Inside the home, they have a comfortable and safe environment where they can relax and spend time with the family. I want pets to feel at home and be part of our family life, so I do not use crates as part of their daily routine. They are free to move around the safe areas of the house and yard, always taking into consideration their personality, needs, and their owner’s instructions. I have a one and a half year old Yorkie who is part of our family and is used to enjoying the house and yard freely. Of course, whenever I care for another pet, I respect their boundaries, energy level, and any special instructions provided by their family. If I care for your pet in your home, I maintain their usual routine and carefully follow your instructions regarding feeding, walks, playtime, rest, and any other needs. My goal is for your pet to feel safe, accompanied, loved, and at home while you are away.

Sitter Profile Image: Heather L.
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Heather L.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
25 years of experience
Willow Springs, IL, 60480

About: I grew up with dogs, worked at PetSmart for many years, continued dog sitting professionally, and raised my own current dog, Gizmo, from 5 weeks old. I have gone through extensive training and I use that to help others with training issues when I can. I've been through various medical issues and found the appropriate care, including for a choking dog. I am an artist and like to photograph or draw they dogs I care for - have done separate pet portrait work not included with dog sitting. I like to try to really communicate with and understand each dog in their own circumstances. I have a dog park available just a short walk down the street. I have the ability to schedule working from home if needed. Typically, if you would like your dog to stay at my home, they will be sharing space with my dog, Gizmo. So please communicate if you need special consideration for alone time. I take walks or visit the dog park in the mornings. I typically work 10 to 6 Monday through Friday at an office, but can schedule days to work from home if a dog is staying and can not be left for a long period of time. My dog is Gizmo. He is okay with other dogs and will typically play a little outside and leave your dog to have their own space inside. You will need to discuss your situation with me if your dog needs alone time with me as I would need to address Gizmo's care under those circumstances. My house is on the smaller side, but the yard is fenced in and is reasonably sized. There is a dog door available to allow easy access to the yard. Dogs are allowed on couches and the bed in my home. I have one large crate if you would like your dog to use one. Each room can be closed off if separation is needed. If I am caring for a dog in another home, I need to take the same consideration for Gizmo. Please share your needs so we can adjust as necessary.

Sitter Profile Image: Christina L.
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Christina L.
from
$55
per night
5.0 out of 5 stars
• 68 reviews
21 repeat clients
15 years of experience
West Town, Chicago, IL, 60622

“As always, Christina is fantastic. She always sends updates and we feel so comfortable leaving our dog with her. Definitely recommend her to anyone with pets!”

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Pranshul G.
Sitter Profile Image: Samuel W.
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Samuel W.
from
$70
per night
5.0 out of 5 stars
• 125 reviews
28 repeat clients
25 years of experience
OAK PARK, IL, 60304

“Sam was great with our two dogs, Lucy and Daisy, over a long weekend. I’m always a bit nervous leaving them because Lucy has specific medical needs, but Sam was very accommodating with her special feeding schedule and medications. Communication was great and they came home happy and well-cared for. We are glad we found Sam and will definitely book again!”

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Gabrielle F.
Sitter Profile Image: Maria C.
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Maria C.
from
$38
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
16 years of experience
Addison, IL, 60101

“Muy amable y muy atenta”

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Claudia R.
Sitter Profile Image: Kathleen K.
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Kathleen K.
from
$48
per night
5.0 out of 5 stars
• 13 reviews
7 repeat clients
3 years of experience
Evergreen Park, IL, 60805

“Excellent! She took great care of my little boy. No hesitation I would use her again if in the area. Good communication and accommodating.”

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Chuck E.
Sitter Profile Image: Ian T.
Verified Enhanced Background Check
Ian T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 226 reviews
80 repeat clients
25 years of experience
Avondale, Chicago, IL, 60618

“Ian is incredible — very professional, easy to communicate with pre-stay, and took wonderful care of our Leo! Especially appreciate the many many photos he shared, so we could see how much fun he was having!”

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Spencer & Hattie T.
Sitter Profile Image: Benjamin C.
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Benjamin C.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
15 years of experience
Bushwick, Oak Park, IL, 60304

“Ben was great with Crosby. He was really flexible and understanding about a scheduling error and seemed to have a good time with our boy. Ben was super friendly and helpful, made leaving our pup with him a lot easier.”

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Gretchen M.
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The median cost per night for pet boarding in Westchester is $50

Pet parents share their Rover experiences - Westchester

1 / 1
5.0 out of 5 stars

Susan was amazing with our bernedoodle! She was communicative and thoughtful — and made sure to share pictures and videos frequently. I felt very comfortable with leaving our dog with her and I would 100% recommend her to anyone who asks!

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Hillary W.
Boarding
5.0 out of 5 stars

Ashley was great with my dog and flexible when scheduling. Will definitely book again in the future.

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Michelle P.
Boarding
5.0 out of 5 stars

Janeth and her husband were absolutely amazing with Moose! We got so many pictures and updates throughout his stay, which gave us so much peace of mind. Moose has lots of anxiety, but he seemed so calm, comfortable, and happy with her. It was clear he was getting lots of love and attention. We couldn't have asked for better care and would definitely book with Janeth again! We highly recommend her to anyone looking for somone who will care for their pet like family!

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Corina L.
Boarding
5.0 out of 5 stars

This is our second time having our dog stay with Barbara. She is amazing, and we feel confident having her care for our doodle. We especially love her amazing communication, the photos ever 3+ times/day, and ease of working with her. Lindey looks forward to her next visit with Barbara!

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Kelsey T.
Boarding
5.0 out of 5 stars

Connie was wonderful! Bauer had a great time staying with her and playing with her dogs. It was a big relief knowing he was having such a good time while we were away.

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Jackie D.
Boarding
5.0 out of 5 stars

Jessica is the BEST! We are so grateful to have met her, she had both our fur babies and she took such good care of them. She definitely went above and BEYOND!

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Judy V.
Boarding
5.0 out of 5 stars

Jessica takes great care of our puppy Henry! She keeps us updated with pictures and reports so we never have to worry

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Rob S.
Boarding
5.0 out of 5 stars

Jacqueline was absolutely amazing. She helped us with our dog while we were traveling for my brother’s wedding. We last minute needed a dog sitter and Jacqueline jumped right in to help us. She was kind, communicative and our dog was in great hands with her. If we lived in the area we would have 100% booked her again

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Taylor Ann K.
Boarding
5.0 out of 5 stars

Since our 2 dogs are seniors (18 & 15) and have special needs, we had to look for a person who understands the challenges of taking care of them. We got lucky with Angelina and how she was able to help take care of our dogs for a week while we were away. She was extremely flexible with learning what works for our dogs, and you could actually see that she cares. She sent us updates and photos throughout the day,on a daily basis, which was very much appreciated! I couldn't recommend her enough, esp if you're looking for a sitter/caregiver that understands seniors and special needs dogs.

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Blue C.
Boarding
5.0 out of 5 stars

Been using Tamara for a few months now and I won't use anyone else. My dog loves boarding with her, he always comes back happy and healthy, and Tamara does a great job of keeping me informed.

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Xander D.
Boarding
5.0 out of 5 stars

Cheryl was a perfect and dog sitter for my 2 year old hyper mixed yorkie. Right away she made "Bentley" feel right at home and provided a comfortable and relaxing atmosphere for him to browse both in and outside her home. She treated him as her own pup by catering to his every need. I'm definitely recommending her services at the highest rating possible and will continue to choose Miss Cheryl in the future. You won't be disappointed with her abilities and experience!

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Rhonda S.
Boarding
5.0 out of 5 stars

My Aussie Mollie loves hanging with Dezmond’s pack! Dezmond and his wife are the consummate professionals and I never worry!

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Margo K.
Boarding
5.0 out of 5 stars

Carmen and Hezues were great! I feel like my dog had a great time with them and was very well taken care of. The communication was so on point and I appreciated it all. So glad I found them!

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Athina L.
Boarding
5.0 out of 5 stars

Shirley did an amazing job taking care of my pup while I was out of town. Very communicative and my dog was very comfortable with her. Really appreciate the care she provided.

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Jean E.
Boarding
5.0 out of 5 stars

We love Natalie so much! She takes amazing care of our dogs and has done so several times over. We have 2 dogs with very different personalities - one loves to play outside and hares walks, the other is very mellow and loves walks

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Brittany V.
Boarding
5.0 out of 5 stars

Jocelyn was a wonderful caregiver for Bear. She was very responsible and communicative. Kept us up to date on how everything was going and went above and beyond to make sure Bear was well taken care of. Highly recommend!

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chris p.
Boarding
5.0 out of 5 stars

Our dog, Waffles, has been staying with Regan for over 5 years and he always has the best time! Regan is wonderful to work with and we know that Waffles is always well taken care of and having a great time when he’s there. She’s our go to anytime we can’t bring him on our adventures!

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Eileen F.
Boarding
5.0 out of 5 stars

Thank uou for taking the best care of Finch! We do appreciate you, your flexi it’s/kindness and willingness to play ball at the park! :)

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Kristin F.
Boarding
5.0 out of 5 stars

I loved everything about Rae’s service. She was very informative and kept me updated on everything with Ice during her stay. I would 100% use her again

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Kae C.
Boarding
5.0 out of 5 stars

Selene took wonderful care of our dog, Peanut! She sent us daily pictures and updates, which gave us so much peace of mind while we were away. It was clear Peanut was happy and well cared for. We’re so grateful for her attentiveness and kindness, and we would absolutely trust her with Peanut again. Highly recommend!

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Wesley B.
Boarding
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How to book pet boarding

  1. 1. Search

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Popular requests for pet boarding - Westchester

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Sitters in Westchester average 10
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FAQs for Pet Boarding - Westchester

Frequently asked questions about Rover

The average cost of Pet Boarding in Westchester is $50 per night as of October 2026. Most bookings cost between $44 and $67 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 5,438 sitters on Rover for Pet Boarding in Westchester. About 91% of Westchester 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 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 , 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 .

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 .

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.

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, means our team will work with you to find a suitable replacement as quickly as possible.

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