Dog Boarding Westchester

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Over 169
pet parents in Westchester have booked dog boarding

Westchester, Find top rated dog 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: Shirley M.
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Shirley M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
60 reviews
13 repeat clients
15 years of experience
Westchester, IL, 60154

Shirley was fabulous! She communicated with us many times a day and sent pictures regularly. Our dog was relaxed and very happy when we brought him home. Thank you Shirley!!

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Camber D.
Sitter Profile Image: Connie K.
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Connie K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
50 reviews
16 repeat clients
10 years of experience
Westchester, IL, 60154

This is the second time we have used Connie and we were happy yet again! Our dog was so excited to come in and be with Connie and Jojo at drop off. She sent pictures and kept in touch while we were away. Marco is blind, so I am sure he is extra work, but Connie has been amazing and we will use her again!! Thanks so much!!

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Brenda A.
Sitter Profile Image: Michelle W.
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Michelle W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
12 years of experience
Oak Brook, IL, 60523

Michelle was wonderful! She was very responsive and my dog absolutely loved her. She sent picture updates and was very prompt with drop off and pick up. Highly recommend

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Amber M.
Sitter Profile Image: Sarah V.
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Sarah V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
56 reviews
23 repeat clients
10 years of experience
Villa Park, IL, 60181

Sarah was great. She took very good care of my dog and cat and kept me updated with photos and recaps of their activities. She obviously loves animals and I felt my boys were very safe in her care--I recommend her highly.

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Jessica W.
Sitter Profile Image: Barbara B.
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Barbara B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
40 reviews
10 repeat clients
12 years of experience
Brookfield, IL, 60513

Barbara was absolutely wonderful and very accommodating to a last-minute request. Thank you so much. The girls had a wonderful time. Will definitely be back! 💕

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Bella L.
Sitter Profile Image: Angelica C.
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Angelica C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
108 reviews
48 repeat clients
40 years of experience
Melrose Park, IL, 60160

Angelica is the nicest most sincere person I have met on Rover. It was my 2 dogs that were equally on a great vacation maybe even better than mine. The dogs have a ramp to their bed, other dogs to play with and a great environment to play and live. A+++. She also was extremely accommodating to our schedule and sent wonderful pictures. Will DEFINITELY use again.

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Anthony M.
Sitter Profile Image: Eniya H.
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Eniya H.
from
$38
per night
5.0 out of 5 stars
114 reviews
47 repeat clients
15 years of experience
Forest Park, IL, 60130

Eniya was so wonderful. She took great care of King as if he were her own. She communicated everyday sending pictures and videos. I was at ease knowing that he was in such good hands. I highly recommend her and will definitely be booking her again when I need. Thank you so much Eniya!

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Sophia M.
Sitter Profile Image: Mariana D.
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Mariana D.
from
$45
per night
8 years of experience
Riverside, IL, 60546

About: I’m a lifelong dog lover with years of experience caring for dogs for friends, family, and neighbors. What sets me apart is the level of care, patience, and attention I give every dog as if they were my own. I understand that every dog has a different personality, comfort level, and routine, and I take the time to make them feel safe, relaxed, and loved while their owners are away. Whether your dog is energetic and playful or calm and cuddly, I adapt to their needs and make sure they receive plenty of attention, affection, exercise, and companionship. I know how important it is to trust the person caring for your pet, and I take that responsibility seriously. I’m dependable, attentive, communicative, and genuinely enjoy being around dogs. I’m comfortable following feeding schedules, walks, routines, administering basic medications if needed, and providing updates/photos so you feel at ease while away. My goal is to create a warm, low-stress environment where your dog feels comfortable, cared for, and happy — not just watched. It would truly be an honor to care for your dog and give them the same love and attention every pet deserves. Daily and evening care including walks, feedings, playmate, bath time and bed time with any other activities including the dog park when availabe based on weathe. Pets are free to roam while I am home and crated when I need to run errands. They are treated like the rest of the family.

Sitter Profile Image: Janeth R.
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Janeth R.
from
$35
per night
5.0 out of 5 stars
6 reviews
20 years of experience
Brookfield, IL, 60513

We had a wonderful experience with Janeth! She sent me daily photos and updates, which gave our family so much peace of mind while we were away. From the pictures, it was obvious how much love and attention our dog was getting—there were hugs, kisses, playtime outside, and a very happy pup in every photo. What really stood out was her flexibility and kindness when our return flight was cancelled and rebooked for the next day due to weather. She graciously cared for our dog an extra day without hesitation. She even provided her door code so we could pick him up at a time that worked with our delayed travel schedule. It’s clear she truly cares about the dogs she watches, and we never had to worry while we were gone. We highly recommend her and will absolutely use her again!

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Debbie T.
Sitter Profile Image: Tamara C.
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Tamara C.
from
$45
per night
5.0 out of 5 stars
96 reviews
24 repeat clients
17 years of experience
Brookfield, IL, 60513

We had a great experience with Tamara! She is very communicative, responsive, and flexible when needed. Winnie and Otis loved playing with Maggie. You can trust your pets will be in good care with Tamara!

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Abby K.
Sitter Profile Image: Bailey A.
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Bailey A.
from
$40
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
15 years of experience
Berwyn, IL, 60402

Baily did an outstanding job taking care of our little Greta (6 years old pug/boston terrier mix rescue). She kept us updated on Greta's stay with her and it was obvious from the updates and accompanying photos that Greta was feeling right at home and being showered with affection by Baily.

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Annette F.
Sitter Profile Image: Rae D.
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Rae D.
from
$55
per night
5.0 out of 5 stars
40 reviews
12 repeat clients
12 years of experience
Maywood, IL, 60153

Rae was amazing! She has a pup as well and Duke got along with him well. Rae even met me halfway to drop Duke off. And when I picked him up, she sent him home with some toys that she had that he enjoyed playing with. 10/10!!!!

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Anastacia K.
Sitter Profile Image: Katherine H.
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Katherine H.
Star Sitter
from
$50
per night
4.9 out of 5 stars
49 reviews
15 repeat clients
20 years of experience
Forest Park, IL, 60130

We are repeat customers and will continue to be. Thanks Katherine for always making it easy to leave Charley knowing he will be well taken care of!

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Jennifer P.
Sitter Profile Image: Angelina O.
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Angelina O.
from
$50
per night
5.0 out of 5 stars
91 reviews
43 repeat clients
15 years of experience
Brookfield, IL, 60513

Angelina went above and beyond caring for our Butterscotch. Excellent communication and multiple pictures sent every day. She even noticed his itchy skin issue and offered to recommend homeopathic remedies. Will definitely be booking with her again.

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Colin C.
Sitter Profile Image: Jenny Y.
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Jenny Y.
Star Sitter
from
$60
per night
5.0 out of 5 stars
97 reviews
25 repeat clients
5 years of experience
River Forest, IL, 60305

Jenny took really great care of Luna during her 3 night stay. She made sure her routine was followed and ensured to keep me up to date throughout the stay. I can tell Luna enjoyed spending time with her. We’ll be booking again for future trips! 😊

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Nancy G.
Sitter Profile Image: Kandyce B.
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Kandyce B.
from
$50
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
7 years of experience
Oak Park, IL, 60304

Kandyce was great with our dog and with us! She kept in touch and was responsive, while also being patient with our dog's idiosyncrasies. The dog loved playing with Kandyce's dogs, too. Highly recommend!

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Carolyn B.
Sitter Profile Image: Eleanor d.
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Eleanor d.
Star Sitter
from
$50
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
2 years of experience
Chicago, IL, 60647

Eleanor was a great sitter for my dog Oliver! She was very communicative throughout his boarding, providing many updates and pictures. He had the best time with her and her very sweet pup Frankie. Couldn’t recommend enough!

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Chelsey F.
Sitter Profile Image: Lorraine C.
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Lorraine C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
104 reviews
29 repeat clients
25 years of experience
Berwyn, IL, 60402

Lorraine was amazing with my pup-achinos. I have two dogs, one is a surrender and one is a rescue. After having some bad experiences with past sitters and boarding, I was starting to settle for having the Vet Kennel them while I was away. I love my dogs and sometimes I want people to love them the way I do, and she DEFINATLEY does! Lorraine is a natural care giver and has a great calm demeanor. They took to her right away, even my rescue who is very shy and is afraid of the washing machine. Lorraine is very attentive to both of them and their separate needs, sent pictures to me the whole time I was away and I never had to ask. They always look happy and comfortable, able to hang out on her back deck which they LOVE. Outside time is their favorite!! She did walks with them, too! I felt so comfortable to have them with her, she is very responsible, flexible, and responsive! So grateful to have met her.

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Margaret M.
Sitter Profile Image: Jessica Z.
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Jessica Z.
from
$45
per night
25 years of experience
Bellwood, IL, 60104

About: What sets me apart is the level of care and attention I give every pet as if they were my own. My love for animals comes from raising my own dogs, especially my sweet girl, Roxi, whom I was fortunate to have from the time she was a puppy until she crossed the Rainbow Bridge in February 2026 at 15 years old. Caring for her through every stage of life gave me firsthand experience with senior dog care, medication schedules, mobility assistance, and the extra patience, compassion, and love that aging pets deserve. I'm comfortable maintaining feeding routines, administering oral medications, providing potty breaks, and recognizing when a dog's behavior or health seems out of the ordinary. I understand that every dog has a different personality, energy level, and comfort needs, and I adapt my care to make them feel safe, relaxed, and loved. For puppies, I'm happy to reinforce the training and routines you're already working on, including crate training, potty schedules, basic commands, and positive reinforcement. I know consistency is important, and I'll follow your instructions to help keep your puppy on track. You'll also receive regular updates, photos, and messages so you can enjoy your time away knowing your pet is happy, comfortable, and in caring hands. My goal is to provide a stress-free experience for both pets and their owners. Pet care fits well into my schedule because I work a hybrid full-time position, which allows me flexibility throughout the week. I carefully manage my calendar and only accept bookings that I know I can fully commit to, ensuring every pet receives the attention, exercise, and care they deserve. Whether it's morning walks, evening visits, overnight stays, or weekend care, I plan my schedule around each pet's needs. I believe reliability and consistency are just as important as love and affection, so I make it a priority to maintain your pet's normal routine as closely as possible. Pet care fits well into my schedule because I work a hybrid full-time position, which allows me flexibility throughout the week. I carefully manage my calendar and only accept bookings that I know I can fully commit to, ensuring every pet receives the attention, exercise, and care they deserve. Whether it's morning walks, evening visits, overnight stays, or weekend care, I plan my schedule around each pet's needs. I believe reliability and consistency are just as important as love and affection, so I make it a priority to maintain your pet's normal routine as closely as possible.

Sitter Profile Image: Tanqueray H.
Verified Enhanced Background Check
Tanqueray H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
2 years of experience
Oak Park, IL, 60302

It was a pleasure having tanqueray look after my baby Mya . She kept me updated with Mya and took such great care of Mya . Mya has never been away from home before so I was a bit iffy at first but tanqueray made me feel so much more calm and relaxed. Definitely will be booking with her next week

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sherai L.
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The median cost per night for dog boarding in Westchester is $50

Dog parents share their Rover experiences - Westchester

1 / 1
5.0 out of 5 stars

I was nervous about leaving our sweet dog for the longest stretch so far, but I immediately felt comfortable with Tamara. She sent videos, photos and updates to show how well our dog adjusted. She is a lovely, caring person who I fully trust with my dog and highly recommend!

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Mary P.
Boarding
5.0 out of 5 stars

We had a wonderful experience with Janeth! She sent me daily photos and updates, which gave our family so much peace of mind while we were away. From the pictures, it was obvious how much love and attention our dog was getting—there were hugs, kisses, playtime outside, and a very happy pup in every photo. What really stood out was her flexibility and kindness when our return flight was cancelled and rebooked for the next day due to weather. She graciously cared for our dog an extra day without hesitation. She even provided her door code so we could pick him up at a time that worked with our delayed travel schedule. It’s clear she truly cares about the dogs she watches, and we never had to worry while we were gone. We highly recommend her and will absolutely use her again!

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Debbie T.
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

Barbara was amazing! She kept me updated daily and sent a lot of pictures. My dog was so happy and well taken care of. I look forward to working with Barbara again!

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Veronica T.
Boarding
5.0 out of 5 stars

Sophie enjoyed her stay …. Thanks you for a great experience!!!! Will be book again for future stays!

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Jeanette C.
Boarding
5.0 out of 5 stars

Ashley is very sweet. I can see how much she loves dogs. She sent sweet pictures of Sadie during the time she sat for us.

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Lydia W.
Boarding
5.0 out of 5 stars

Our dog loved staying with Angelina! She took great care of her, and spent a lot of time outside or taking her on walks. Would highly recommend!

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Jessica J.
Boarding
5.0 out of 5 stars

5 stars is simply not enough for this special, God-sent woman. Oh my goodness—where do I even begin? Ms. Cheryl came into my life at the exact perfect time. She has such a warm, caring spirit and treated my two dogs as if she had known and loved them forever. The constant love and attention she gave—both in person and through pictures and videos—was truly priceless and gave me so much peace of mind. I would absolutely recommend her to anyone in need of genuine, loving care for their pets. And I will most definitely continue to use her services for as long as I possibly can. You truly can’t go wrong with her. Highly, highly recommend!

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Betty Boyd T.
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

Natalie was great with my dog, Ralphie. It was very comforting to know he was in great care and made me at ease on vacation! I would definitely trust Natalie with Ralphie again.

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Matt A.
Boarding
5.0 out of 5 stars

This was our puppy’s first time being away from us and Connie helped it go smoothly! She was great at sending a couple pictures while we were away, and when we picked him up, he was clearly very happy and comfortable in her home. She’s warm and welcoming.

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Michelle M.
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
5.0 out of 5 stars

She watched her pup last minute so we could show our house! Super reliable and accommodating! I don’t care about no we’re not gonna watch out there that’s silly

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Dawn R.
Boarding
5.0 out of 5 stars

It is so much easier to enjoy a trip out of town when you know your four legged loved ones are in good hands. We always feel that way when they’re with Jennifer. She will always be our “go to.”

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Charlie J.
Boarding
5.0 out of 5 stars

Our pup had another great stay with Dez! We appreciate that Dez is always reliable, communicative, and takes great care of our dog. Our dog is an anxious pup but she’s always excited to see Dez!

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Nicole B.
Boarding
5.0 out of 5 stars

Catalina was wonderful watching our pup! She sent pictures and updates and we felt very comfortable having her watch our dog. A+!

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Emily H.
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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

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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 dogs like family

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    Browse profiles of sitters near you who offer dog boarding
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Popular requests for dog boarding - Westchester

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Westchester average 10
repeat dog boarding clients

FAQs for Boarding - Westchester

Frequently asked questions about Rover

The average cost for Dog Boarding in Westchester on Rover is $49.95 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 5,445 sitters on Rover offering Dog Boarding across Westchester. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

94% of Westchester sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Westchester landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Westchester home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Westchester.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Westchester sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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.

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

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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