Dog Boarding Westchester

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Over 173
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
• 63 reviews
17 repeat clients
15 years of experience
Westchester, IL, 60154

“Shirley did a wonderful job taking care of our dog! She kept us updated and sent plenty of photos, which gave us peace of mind while we were away.”

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Christina C.
Sitter Profile Image: Barbara B.
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Barbara B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 48 reviews
15 repeat clients
12 years of experience
Brookfield, IL, 60513

“My pupper had such a wonderful time! Barbara was great and communicating and sending me updates! I knew my Indy was being well taken care of.”

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Karla L.
Sitter Profile Image: Sarah V.
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Sarah V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 61 reviews
25 repeat clients
10 years of experience
Villa Park, IL, 60181

“Sarah was excellent! She sent us photos and updates of our dog Gus while we were out of the country for two weeks. She was understanding and able to care for our senior dog with special needs. Would highly recommend!”

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Tim And Angela J.
Sitter Profile Image: Dezmond M.
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Dezmond M.
from
$48
per night
5.0 out of 5 stars
• 42 reviews
16 repeat clients
8 years of experience
Broadview, IL, 60155

“Dezmond took fantastic care of our pup! He was very communicative and asked thoughtful questions to ensure he provided the best, safe environment for her. Monse and Dez were patient as she warmed up and got comfortable in their home. She left happy and exhausted from playing with Dez’s pups!”

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Nicole B.
Sitter Profile Image: Jessica Z.
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Jessica Z.
from
$45
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
25 years of experience
Bellwood, IL, 60104

“Jessica couldn’t be any sweeter. We have a 12 year old Great Dane, and certainly no longer an easy dog to take care of (although sweet!) Jessica went above and beyond to make him comfortable and happy. So much so he didn’t want to leave!!! Not enough good things to say about Jessica, her husband, or Capone. Highly recommended 😍”

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Danielle B.
Sitter Profile Image: Angelica C.
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Angelica C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 113 reviews
49 repeat clients
40 years of experience
Melrose Park, IL, 60160

“This was my first time leaving my dog with a sitter. Things could not have gone smoother. I met with her in advance of the booking. She clearly loves dogs and taking care of them. My dog is very active and she has a nice backyard for the dogs to run and play. She then had to coordinate with my son on the pickup as I was still out of town. She was very accommodating and helpful with both of us. Will 100% use again!”

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Charlie T.
Sitter Profile Image: Katherine H.
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Katherine H.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 51 reviews
17 repeat clients
20 years of experience
Forest Park, IL, 60130

“Katherine and her partner did a wonderful job taking care of my Aegon and I'd be delighted to have him stay there again! Cuddles and trips to the dog park, frequent communication and even a stuffy that my pup loved while he was there to take home! A great relief to have my boy cared for while I was away.”

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Adam C.
Sitter Profile Image: Jan E.
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Jan E.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 35 reviews
8 repeat clients
52 years of experience
River Grove, IL, 60171

“So, I know she was awesome because I was waiting for my puppies/babies to be super excited and uncontrollable when they saw me and NOPE they were cool calm and collected because they really liked Jan. They felt at home with her and not sure what she did, but they are definitely more chill. I will only use Jan going forward if she'll have us because she's also reasonable price wise.”

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Blak W.
Sitter Profile Image: Cheryl T.
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Cheryl T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 60 reviews
17 repeat clients
35 years of experience
Bellwood, IL, 60104

“Cheryl was very responsive and gave super care to our two dogs, one of whom was recovering from surgery and still had stitches. She careful to follow directions, sent photos, and informed me what they were doing 2x per day. We will definitely be sending our pups to Cheryl again soon!”

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Kristin W.
Sitter Profile Image: Anette B.
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Anette B.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
5 years of experience
Oak Park, IL, 60302

“Anette was so kind and wonderful. She kept me updated daily with photos and my dogs were so well taken care of while boarding! 10/10 would recommend her. One of my senior dogs has some health issues but Anette skillfully administered her daily medications, and kept me updated. I will definitely reach out again to rebook pet boarding with Anette in the future.”

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Rebecca J.
Sitter Profile Image: Lauriann & Sven L.
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Lauriann & Sven L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
16 years of experience
Dunning, Chicago, IL, 60634

“Lauriann and Sven were wonderful sitters! They sent pictures and updates every day. They made sure my Shar-Pei mix felt comfortable through the rain and fireworks, which she can get anxiety about. I felt so safe leaving her in their care and I would definitely book them again.”

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Amanda R.
Sitter Profile Image: Jenny W.
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Jenny W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 99 reviews
25 repeat clients
5 years of experience
River Forest, IL, 60305

“Jenny did a great job taking care of our cattle dog for a week. She sent us regular updates and photos and Rosie looked quite comfortable there! We would definitely use Jenny again!”

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Anne J.
Sitter Profile Image: Jasmine T.
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Jasmine T.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 23 reviews
6 repeat clients
8 years of experience
Oak Park, IL, 60302

“Jasmine was amazing to work with. We have an elderly dog who needs gentle care and Jasmine definitely provided that. We received frequent updates and pictures which put us at ease knowing our dog was having a great time and in caring hands. We highly recommend Jasmine for your pet care needs!”

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Sarah S.
Sitter Profile Image: Brian W.
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Brian W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 92 reviews
29 repeat clients
15 years of experience
Northlake, IL, 60164

“We're always confident leaving our dog with Brian whenever we're out of town! Lots of updates with photos and Jack loves hanging out in Brian's backyard. We also appreciate how attentive Brian is during thunderstorms (Jack is terrified of them).”

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Shirley C.
Sitter Profile Image: Emily P.
Verified Enhanced Background Check
Emily P.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 75 reviews
14 repeat clients
12 years of experience
River Forest, IL, 60305

“Emily was very responsive and kept me up to date on how things were going with lots of pics/videos. It’s our second time booking and feel very confident our dog feels comfortable/safe with her!”

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Michael W.
Sitter Profile Image: Jessica W.
Verified Enhanced Background Check
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: Linda B.
Verified Background Check
Linda B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 195 reviews
66 repeat clients
15 years of experience
Downers Grove, IL, 60516

“Choosing Linda and family was one the best decisions I’ve ever made. My dog is a big boy and it’s a lot to ask any family to look after him. They treated him every bit as well as I would have. Couldn’t have found a more loving and patient family!”

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Paula F.
Sitter Profile Image: Alyssa H.
Verified Enhanced Background Check
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 Skyler were wonderful with Cubbie! He even ate while he stayed overnight, which is huge news and demonstrates how comfortable he was. They also gave us the cutest little report card to recap his adventure.”

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Mary R.
Sitter Profile Image: Elizabeth T.
Verified Background Check
Elizabeth T.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 64 reviews
18 repeat clients
15 years of experience
Westmont, IL, 60559

“Elizabeth took great care of our puppy! She sent photos and was even able to wear her out. We would definitely trust her to watch our Raven again”

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Aubrey F.
Sitter Profile Image: Karia J.
Verified Enhanced Background Check
Karia J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 30 reviews
11 repeat clients
15 years of experience
East Garfield Park, Chicago, IL, 60612

“Cooper had a wonderful time and was wonderfully tired after a day of play with Karia. Karia was super easy to coordinate care with. Will be booking again in the future.”

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Kelsey O.
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The median cost per night for dog boarding in Westchester is $50

Dog parents share their Rover experiences - Westchester

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5.0 out of 5 stars

Jacqueline was very quick and courteous when we reached out to book our dog. She provided daily pictures and status updates.

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Mike J.
Boarding
5.0 out of 5 stars

Carmen and her husband took great care of our dog, Emma! Communication was good and Emma seemed like she had a fun time. We’ll definitely use them again!

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Gwendolyn H.
Boarding
5.0 out of 5 stars

Barbara is a very sweet and caring individual. We received multiple daily updates plus numerous photos on how Sunny was doing. Barbara truly has a gift in caring for animals. When we got back and went to pick up Sunny, Sunny ran back to Barbara and gave her a hug. Top notch all the way. We will definitely use Barbara again.

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Thomas R.
Boarding
5.0 out of 5 stars

Our dog feels so comfortable with Shirley, and when she gets dropped off with her, it’s as if she is visiting a long-lost friend. Shirley takes great care of our girl, and goes the extra mile all around.

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Jodee E.
Boarding
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

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 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

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

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

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
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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

  • Reservation protection

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

  • World-class support

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

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

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

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Popular requests for dog boarding - Westchester

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Westchester average 10
repeat dog boarding clients

FAQs for Dog Boarding - Westchester

Frequently asked questions about Rover

The average cost of Dog Boarding in Westchester is $50 per night as of November 2026. Most bookings cost between $37 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.

As of November 2026, there are 5,273 sitters on Rover offering Dog Boarding across Westchester. Enter your ZIP code to see which available sitters are closest to your home.

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.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

95% of sitters in Westchester can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

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.

Yes, you can find sitters who have experience with handling special pet needs in Westchester. On Rover:

  • 87% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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