House Sitting Westchester

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

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Over 78
pet parents in Westchester have booked house sitting

Westchester, Find top rated house sitting

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: Katalina T.
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Katalina T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 31 reviews
6 repeat clients
15 years of experience
Berwyn, IL, 60402

“Katalina was great while watching our dog and cat! She was responsive and left our home spotless! Thank you for helping us get away for a few days… not easy to do with 3 kiddos these days. It was such a relief to not have to worry about the animals. I would def recommend her!”

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Jenna G.
Sitter Profile Image: Sage P.
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Sage P.
from
$65
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
La Grange, IL, 60525

“Sage went above and beyond taking such great care of my fur babies and the house. She provided very informative updates with pics which brought great peace of mind. Highly recommend Sage!”

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Kristen G.
Sitter Profile Image: Diane B.
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Diane B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 57 reviews
19 repeat clients
40 years of experience
River Forest, IL, 60305

“I cannot recommend Diane enough! She is everything you hope to find in a caregiver for your little fuzzy family. We will keep having her as long as she'll have us.”

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Erin M.
Sitter Profile Image: Sean L.
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Sean L.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Maywood, IL, 60153

“Sean was an absolute treasure to our girl, Luna. He was very responsive from the get-go and made sure that all of our accommodations were met. I’m not sure that we will ever book with anybody else as Luna adored Sean when we returned. I would give Sean 100/10 stars if I could. I highly recommend entrusting him.”

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Abel v.
Sitter Profile Image: Maddie M.
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Maddie M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 78 reviews
19 repeat clients
12 years of experience
Elmhurst, IL, 60126

“Maddie was just what our family needed. She is responsible and a good communicator- our two Goldens really felt relaxed around her and she gave them really good care. Maddie even got our one storm-phobic dog through two Thunderstorms and they had all their needs met. We felt completely at ease being out of town and leaving Maddie in charge.”

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Fraser S.
Sitter Profile Image: Caitlin M.
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Caitlin M.
from
$70
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Lombard, IL, 60148

“Caitlin handled my three needy kitties with ease, kindness, and professionalism. One kitty needed subcutaneous fluids as well as a twice daily pill and Caitlin was able to administer all without issue. Thank you Caitlin! We will gladly use you again!”

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Grace C.
Sitter Profile Image: Justice P.
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Justice P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 55 reviews
23 repeat clients
1 year of experience
Austin, Chicago, IL, 60644

“Justice is a truly compassionate, conscientious and reliable sitter for our big Great Pyrenees. She has walked and house sat for us and has always been communicative and flexible and we have nothing but great things to say about how she’s helped us over the last few months. We cannot recommend her enough!”

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Lindsay R.
Sitter Profile Image: My'Anna R.
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My'Anna R.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
4 years of experience
Westchester, IL, 60154

About: Hi, I’m My’Anna! I’m a Veterinary Technician with hands on experience caring for dogs and cats in both clinical and home settings. I know how important it is to feel confident that your pet is safe, comfortable, and genuinely cared for while you’re away. I’ve cared for dogs and cats with all kinds of personalities and needs, from energetic pups who want to play to senior pets who need a little extra patience and attention. I’m comfortable caring for pets who need medications, extra monitoring, or special routines, and my veterinary background has taught me how to notice the little things that can make a big difference in a pet’s health and comfort. But great pet care isn’t just about knowing what to do, it’s about getting to know the individual pet! I take the time to learn their personality, routines, favorite activities, and quirks so they feel safe, comfortable, and genuinely cared for while you’re away. Whether your dog wants a long walk, your cat prefers to watch me from across the room, or your senior pet simply wants some quiet company, I’m happy to meet them where they are. My goal is for you to feel confident leaving them in my care and for your pet to be excited to see me again. As a part-time veterinary technician, I have flexibility in my schedule to give my Rover pets plenty of attention and one on one care. I love filling my free time with walks, playtime, cuddles, and keeping pets comfortable in their normal routines. When caring for your pet in your home, I follow their usual routine, respect your space, and make sure they feel safe, comfortable, and cared for. As a vet tech, I’m also trained to pay close attention to changes in behavior and well being. I’ll keep your pet’s safety a priority while giving them plenty of attention, playtime, cuddles, and companionship. I’ll also keep you updated so you can relax knowing your pet is in good hands.

Sitter Profile Image: Cynthia R.
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Cynthia R.
from
$60
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
18 years of experience
Hinsdale, IL, 60521

“Cynthia took good care of my cat with housesitting while I was out of town and provided plenty of photos and recordings. My cat was happy and well-cared for!”

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Shika A.
Sitter Profile Image: Ariana G.
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Ariana G.
from
$60
per night
5.0 out of 5 stars
• 19 reviews
1 repeat client
10 years of experience
Oak Park, IL, 60304

“Ariana is an absolute gem! She watched our senior dog Penny and took such incredible care of her. She took her on regular walks, sent tons of updates, and she even cleaned Penny’s water bowl. The little details really showed how much she cares. We came home to one happy pup and complete peace of mind. Highly, highly recommend Ariana!”

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Gracienne M.
Sitter Profile Image: Lauren G.
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Lauren G.
from
$50
per night
5.0 out of 5 stars
• 22 reviews
14 repeat clients
20 years of experience
Westchester, IL, 60154

“Lauren was great! So sweet and so helpful. She went above and beyond and took Indy to the park to play and sent the cutest pictures! Thanks again, Lauren!”

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Bremen T.
Sitter Profile Image: Alexandria D.
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Alexandria D.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 15 reviews
3 repeat clients
4 years of experience
Lisle, IL, 60532

“Alexandria watched our puppy and we had zero complaints. She offered and initial visit to make sure we were a match, and to get to know us and our dog before booking. She was very professional about all her questions and listened thoroughly to our pups routine and schedule. She kept us updated with pictures and was very flexible with us. I appreciated her very much and will rebook when needed.”

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Keyla M.
Sitter Profile Image: Natalie C.
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Natalie C.
from
$30
per night
28 years of experience
Forest Park, IL, 60130

About: Family and friends have relied on me to look after their furry babies for a couple of years now. Drop-ins, dog sitting, dog walking, and cat sitting. Current cat and dog owner. As a pet owner for quite literally my entire life, I can confidently say your fur babies are in good hands. I work in healthcare on a rotating schedule, so it’s kind of difficult to set days and times. Feel free to reach out and we can discuss what you need, which days, and times. I do my best to accommodate you and your baby. Whatever instruction is given to me I will follow in order to keep pets happy and comfortable as well as owners. Keeping pets happy and comfortable is the motive.

Sitter Profile Image: Daniella C.
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Daniella C.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
River Grove, IL, 60171

“Daniella is AMAZING with my Rotties! I have two and she is wonderful with them. They absolutely love her, my home and my babies are always in shape and safe when I return. She sends updates when needed or just to ease my mind and communicates any changes she sees in my dogs behavior so that I am aware. Will continue to book with her!!”

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Nancy V.
Sitter Profile Image: Quandra S.
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Quandra S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 25 reviews
9 repeat clients
18 years of experience
Villa Park, IL, 60181

“Quandra took excellent care of Yoshi while we were on vacation! She is friendly and communicative and took lots of pictures which is always appreciated. We would love to have her sit again—would highly recommend!”

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Elizabeth W.
Sitter Profile Image: Cristian S.
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Cristian S.
Star Sitter
from
$75
per night
4.9 out of 5 stars
• 63 reviews
31 repeat clients
3 years of experience
South Lawndale, Chicago, IL, IL, 60623

“Cristian was AMAZING! I could not have had a better first experience on rover than with Cristian, hopefully if he’ll have us we WILL be booking him again! Constantly updated us and let us know what was going on with my girl 🐶 she seemed happy in every picture sent! Couldn’t be happier with the service, really went above and beyond”

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Ruby C.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 18 reviews
7 repeat clients
10 years of experience
Chicago, IL, 60638

“Chelsea was great! Ysa loved her and our cat Mimiw who never comes out for people came out for Chelsea! Thank you for taking care of Ysa, Mimiw, and our home.”

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Ariale Jameel A.
Sitter Profile Image: Yolanda M.
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Yolanda M.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
8 repeat clients
25 years of experience
Melrose park, IL, 60160

“Yolanda took wonderful care of Ollie while we were away. She kept us updated with photos and messages, which we really appreciated and helped us feel at ease. Ollie needed a little time to adjust the first night, and she was very patient and kind with him. It was clear he was well cared for, and he came home happy and relaxed. We’re very grateful for the care she gave him.”

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Olea A.
Sitter Profile Image: Tania P.
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Tania P.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
20 years of experience
Hinsdale, IL, 60521

“We had a wonderful experience with Tania! She took such good care of all three of our dogs and left our home clean and well cared for. She was responsive, communicative, and kept us updated with regular messages, photos, and videos which gave us great peace of mind while we were away. We would absolutely book with Tania again and highly recommend her to anyone looking for a reliable and caring pet sitter!”

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Emily B.
Sitter Profile Image: Summer M.
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Summer M.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
30 years of experience
Oak Park, IL, 60302

“Summer was wonderful with our two dogs. They took to her right away. She was communicative while we were away. We look forward to having her back again.”

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Lesley W.
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The median cost per night for house sitting in Westchester is $50

Pet parents share their Rover experiences - Westchester

1 / 1
5.0 out of 5 stars

Kat was absolutely wonderful with our dog! She took the time to get to know her quickly and cared for her so well. She was proactive and kept us updated throughout the entire week, which gave us peace of mind while we were away. An added bonus was coming home to a spotless house after our trip! We absolutely recommend Kat to anyone looking for someone who will take great care of their pet and home.

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Kim U.
House Sitting
5.0 out of 5 stars

Our twins love Kristen and we're so thankful for her. Whenever we travel, we feel confident that our boys and our home will be safe and loved.

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Michelle V.
House Sitting
5.0 out of 5 stars

Fiona has now watched and house-sat my two dogs, including an elderly 16-year old, twice. I can tell she spends ample time with them. She communicates well and takes great care of both the pups and my place. Looking forward to booking her again over the holidays! Highly recommend!!

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Alec B.
House Sitting
5.0 out of 5 stars

My flight plans got changed and Miguel was soo accommodating to make sure my Girl was taken care of until I got home !! I am so thankful fir him

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Joseph L.
House Sitting
5.0 out of 5 stars

Jennifer did an outstanding job taking care of Ryder this weekend! Anyone familiar with Vizslas knows they can be high-maintenance and need plenty of attention, and Ryder is certainly no exception. Jennifer went above and beyond to make sure he was comfortable and well cared for, even accommodating his late-night potty breaks. She was patient, attentive, and incredibly accommodating throughout the weekend. It was great to see and hear all the updates that she provided and to know Ryder was in such good hands while we were away. We really appreciate everything she did and would absolutely recommend her to anyone looking for a dependable and caring pet sitter!

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Joe E.
House Sitting
5.0 out of 5 stars

Stephanie was very nice and both dogs liked her. She came to our hotel to watch the dogs and took them out for walks. She sent pictures to us several times which my wife really liked. Upon our arrival back as she was leaving the dogs thought they were going with her for a moment which showed how well she had treated them.

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Clifford R.
House Sitting
5.0 out of 5 stars

Sage went above and beyond taking such great care of my fur babies and the house. She provided very informative updates with pics which brought great peace of mind. Highly recommend Sage!

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Kristen G.
House Sitting
5.0 out of 5 stars

We had a wonderful experience with Dana! She took fantastic care of Kona during her 5-night stay, strictly keeping up with all regular feedings and walk schedules. Communication was clear and prompt throughout the booking, and she took wonderful care of our home while we were away. Highly recommend Dana, and we will absolutely book her again!

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Brian W.
House Sitting
5.0 out of 5 stars

I cannot say enough good about Gena. She was wonderful with my kids, kept in touch regularly and just all around great. The house was, dare I say, cleaner when I returned than when I left. My 70+@ collie mix and normally vocal cat were very chill when I walked in the door. Definitely glad to see me but very relaxed and comfortable. I couldn’t ask for a better house/pet sitter. Will definitly check with Gena for all my future overnights away.

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Marcy F.
House Sitting
5.0 out of 5 stars

Isabel was absolutely wonderful with our two dogs, Hawk and Trigger! She went above and beyond to make sure they were happy, comfortable, and well cared for. We received great updates and could tell that she genuinely cared about them. It gave us so much peace of mind knowing they were in such good hands. We would highly recommend Isabel to anyone looking for a trustworthy, caring, and reliable dog sitter. We will definitely be using her again!

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Patrick H.
House Sitting
5.0 out of 5 stars

The weekend of my son and daughter-in-law’s wedding, Angelina provided care to their cat as well as my three cats, staying overnight for two nights at my home. Prior to that weekend, she came over to meet the cats and myself and run through their daily care routine. Even my shy cat Brody seemed curious about her. Wedding weekend, she was great at providing updates through text and photos throughout her stay, and I appreciated her attention to cleaning up their litter boxes and feeding mats one more time before she left. She has a gift for working with animals and is trustworthy and easy to communicate with. I will definitely use her again!

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Kami B.
House Sitting
5.0 out of 5 stars

Samantha was amazing. We couldn’t have asked for a better sitter for Murphy. He loved her right away. She went above and beyond!

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Lindsay R.
House Sitting
5.0 out of 5 stars

Leanna was amazing! She noticed things that needed to be done despite our poor instructions (fish needing to be fed, garbage needing to go out on garbage day). She was very responsive and we loved having her stay with our dogs.

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Kerry R.
House Sitting
5.0 out of 5 stars

Kate did a great job of watching our two French Bulldogs overnight. She knows them well from doing occasional walks with them. They were happy to see her and Kate provided us with lots of feedback about the stay.

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Janet C.
House Sitting
5.0 out of 5 stars

Oh my goodness, Holly is truly the best!!! She sat with our 8 week old (VERY energetic) pup for a long day and was so patient & kind 🥰 She was also great with communication.

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Gina R.
House Sitting
5.0 out of 5 stars

Shayla was amazing! She sent regular updates and took wonderful care of both my dog and cats. She's a true pet lover! I would definitely book with Shayla again!

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Hannah B.
House Sitting
5.0 out of 5 stars

We had Cheryl watch our senior dog, who had only ever been left overnight with family before, so I was definitely a bit nervous. Cheryl was absolutely wonderful and put my mind at ease right away. She took such great care of our dog and kept us consistently updated, which meant so much to us. We could not be happier with the experience and will definitely be using Cheryl again in the future. Highly recommend!

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Kaitlin F.
House Sitting
5.0 out of 5 stars

Ola was wonderful with my two critters. Both were perfectly chill when I came back a day early due to weather. Ola is a very calming presence which is exactly what keeps my Sunny girl and Tank the cat relaxed. Thanks so much Ola and I hope to work with you again. Happy Holidays!

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Marcy F.
House Sitting
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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 house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  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 house sitting - Westchester

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Sitters in Westchester average 4
repeat house sitting clients

FAQs for House Sitting - Westchester

Frequently asked questions about Rover

The average cost of House Sitting in Westchester is $111 per night as of November 2026. Most bookings cost between $33 and $167 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 7,868 sitters on Rover offering House Sitting across Westchester. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Westchester walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Westchester maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Westchester choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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

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 Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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
  • 91% 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.

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