House Sitting Westchester

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

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Over 62
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
$40
per night
5.0 out of 5 stars
• 21 reviews
4 repeat clients
15 years of experience
Berwyn, IL, 60402

“Katalina gave us great peace of mind watching our dog Avery. She gave regular updates and pictures of our pup, and she was clear and friendly in her communication. Such a professional who wants to make sure your fur baby is taken care ofb”

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Drew A.
Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 44 reviews
14 repeat clients
10 years of experience
Irving Park, La Grange, IL, 60525

“Stephanie takes great care of Lilah Blue -- he levelheadedness and great communication is especially appreciated when things go a little sideways (thanks to Lilah's obsession with squirrels/rabbits.)”

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Darice B.
Sitter Profile Image: Miguel G.
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Miguel G.
Star Sitter
from
$30
per night
4.9 out of 5 stars
• 20 reviews
5 repeat clients
20 years of experience
Forest Park, IL, 60130

“Oh goodness, I don't know where to begin! Miguel is wonderful! He kept in touch with me and if he had questions on Zona's care he reached out to me for clarity. Photos were sent to me daily with days activities! My home was secure and Zona cared for with Miguel. We will definitely use him again. Thank you Miguel!!”

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Kathleen D.
Sitter Profile Image: Diane B.
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Diane B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 53 reviews
17 repeat clients
40 years of experience
River Forest, IL, 60305

“DIane was fantastic with our dog, Bailey, during our weekend trip. Communication was excellent; we loved the photo & videos she was thoughtful enough to share daily, which gave us peace of mind. She followed all of our specific instructions for feeding and walks and it was clear our Bailey girl was happy and comfortable in her care. We would highly recommend Diane and will definitely be booking again in the very near future:) she was absolutely fantastic:)”

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Laura F.
Sitter Profile Image: Natalie K.
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Natalie K.
from
$50
per night
4.6 out of 5 stars
• 13 reviews
5 repeat clients
8 years of experience
Elmhurst, IL, 60126

“Natalie did such a great job watching our 3 pets! I came home to 2 happy dogs and cat. I would recommend to anyone and will def book again’”

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Maria G.
Sitter Profile Image: Dana R.
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Dana R.
from
$48
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
25 years of experience
La Grange, IL, 60525

“Thank you so much for caring for my fish, pups, and plants. I hope you were comfortable. I would definitely book again. I would even like to see your band play again. I really enjoyed the last time. I follow you on Facebook so maybe I’ll see one that’s close. Be well, Angelique”

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Angelique L.
Sitter Profile Image: Ruby A.
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Ruby A.
from
$32
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
Cicero, IL, 60804

“Ruby did a fantastic job taking care of our pets and our home!! We came home to three very happy nuggets. I think she brushed them while we were away, since our (very large) dog’s coat is super shiny - and she even took out the trash before leaving! We had to extend our trip by 2 days for a family emergency, and she was incredibly flexible and was able to provide care for the additional 2 days. Ruby definitely went above & beyond, and we’d love to have her sit for our dog & 2 cats again any time!”

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Julia P.
Sitter Profile Image: Fiona M.
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Fiona M.
from
$30
per night
8 years of experience
La Grange Park, IL, 60526

About: I recently graduated from Northern Michigan University this past spring with a bachelors degree in Education. Before pursuing my career, I am taking time off to work and spend time with family. I am a lover of all animals, though I have the most experience with cats and dogs of all ages and sizes. Over the past 8 years, I have worked with several families for drop by visits and extended stays while they travel. I have a fur baby of my own, my cat Ringo, who I love very much. I have several references available for back ground check and to hear from prior families I have worked with for feedback if desired! I would love to work with you and your pets! I have a pretty open schedule! I work 1-2 shifts a week of retail for roughly 4 hours per shift. I can do overnights, extended stays, multiple visits per day, and so on. I’m flexible to your needs! When caretaking for you animal, I’ll be more than ready to follow your expectations. I have a list of references available from prior families I’ve worked with in the past that I am more than welcome to share with you. At any point, feel free to contact me via call or text if you have questions or concerns about the wellbeing of your animal.

Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 130 reviews
28 repeat clients
4 years of experience
Lombard, IL, 60148

“Ashley did a great job watching our puppy in our home for a few hours. He was just neutered and she made sure to follow special care instructions. She sent multiple updates and pictures throughout the day!”

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Madison M.
Sitter Profile Image: Sarah P.
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Sarah P.
from
$65
per night
5.0 out of 5 stars
• 44 reviews
8 repeat clients
12 years of experience
Western Springs, IL, 60558

“We recently had Sarah house sit our dog for a few days and she was terrific! She provided updates each day on how our pup was doing and had thoughtful questions prior to our departure so we felt all was in good hands before we left. She even put our garbage cans out for us on garbage day and cleaned our dog’s food bowls before we came home. We would definitely use Sarah’s services again in the future!”

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

“Cynthia is very sweet and made sure I knew what was going on. My dogs loved her, and I definitely will be asking her to sit for them again!”

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Rebekah G.
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: Kandyce B.
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Kandyce B.
from
$44
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
7 years of experience
Oak Park, IL, 60304

About: We are the proud owners of an adorable dog (Ace) and are adept with dogs of all shapes and sizes. Everyone in the house (Micah and I) work from home full-time, so the dogs will never be left alone. Ace is always great host and will have a lot of fun with his new furry friend 😊 Ace (a miniature poodle / Bishon mix) can mingle with any visitors but can be separated upon request. Please bring dog beds and food. We can’t wait to host your little friend! We work from home full time and plenty the time to dedicate to watching and playing with the pups! Morning walks, afternoon potty breaks, whatever the dogs needs are will be met. Fenced in backyard and large park across the street for long walks. Perfect environment for your dogs staycation! As a proud dog owner ourselves, the pups are never far from our minds and will get plenty of attention…maybe too much lol

Sitter Profile Image: Malcomn F.
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Malcomn F.
from
$60
per night
5.0 out of 5 stars
• 54 reviews
19 repeat clients
8 years of experience
Austin, Chicago, IL, 60651

“Malcolm is very flexible and punctual! He gave our dogs so much attention and love. I have a reactive and anxious dog I was very worried of being away from, but she loved him and did well. He provides thorough updates and is detailed. Would recommend for dog walks and house sitting needs!”

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Ashley L.
Sitter Profile Image: Rajda S.
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Rajda S.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Lombard, IL, 60148

“Rajda did an amazing job taking care of our 4 small dogs! Each one has their unique personality and she was able to meet each of their needs. They loved her from the first time they met her. She was able to think outside of the box to make sure they all ate and gave our senior dog her daily medicine. She followed our directions and kept us informed and sent photos and videos so we could see how our babies were doing. She was very responsive and left the house in great shape. She even watered our flowers. She was the best sitter we have had! We will be hiring her again!”

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Diana B.
Sitter Profile Image: Esther I.
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Esther I.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
7 years of experience
Lyons, IL, 60534

About: I’ve taken care of dogs ever since I was young. I’ve had many dogs over the years and all were loved, cared for, and given a life they deserve. I’m currently working part time and have hybrid classes. So, I have time to meet the needs of families and their fur babies. I am available to drop in the day, or spend nights to make sure your animals are cared for. I make sure they have clean water and food when needed. I let them out to run around and take pets on walks. I brush animals to make their coats soft, and offer baths.

Sitter Profile Image: Beryl O.
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Beryl O.
from
$70
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
3 years of experience
Forest Park, IL, 60130

About: Hello! My name is Beryl! I am a big animal lover, and have been fortunate to have owned 2 dogs in the past. I love being around animals because I feel that they teach me a lot about life, love, and patience. I have experience caring for mainly dogs, and select cats, therefore I am more than comfortable walking, feeding, playing with, lightly grooming, and overall caring for your pet. I have been pet sitting for several years now before discovering Rover, so I decided to make it official. I am a current law student at DePaul University, and I love being active, so I have a lot of energy! Please feel free to reach out to discuss in detail my services. I look forward to meeting your furry friend! Sincerely, Beryl I am working remotely at the moment and because of that, I have more time on my hands to look after your pet and make sure they receive ample attention. I live in a home that has a pretty big backyard so I’m sure I will be able to provide lots of physical activity for your pet!

Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$43
per night
4.9 out of 5 stars
• 12 reviews
5 repeat clients
10 years of experience
Chicago, IL, 60638

“Chelsea was so kind and did a great job taking care of Archie, my high energy puppy! She sent lots of cute photos over the weekend which was lovely.”

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Emily F.
Sitter Profile Image: Dylan M.
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Dylan M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
1 year of experience
Portage Park, Chicago, IL, 60641

“Dylan was a wonderful sitter! He was very accommodating to my last minute plans and was able to come to my house to sit my dog Sabu. I think Sabu really enjoyed his time with him and I would recommend him to any pet parent!”

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Nikita J.
Sitter Profile Image: Jailene T.
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Jailene T.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
8 years of experience
Chicago, IL, 60707

“Jai pet sat for my two cats and went above and beyond! She left the house cleaner than she found it, and accommodated their early feeding times/ medications, and sent detailed updates that were very much appreciated”

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Haley G.
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The median cost per night for house sitting in Westchester is $50

Pet parents share their Rover experiences - Westchester

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5.0 out of 5 stars

Stephanie stayed with our 4 large dogs over a long weekend and was absolutely fantastic. She provided frequent text and photo updates assuring us that the dogs were being well cared for. Our dogs that typically hides away when we are gone was warmed up to her within hours! She left our home better than she found it. We are so appreciative.

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Adrienne S.
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

Great experience with Miguel house-sitting my two dogs! He had consistent communication and would send updates with pictures. My pups had a great time!

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Yesenia A.
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

Julia did excellent job housesitting my cat and dog - really liked how she provided updates and took great care of house.

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Kristen G.
House Sitting
5.0 out of 5 stars

Kat took care of my four dogs for a long weekend. They all love her and she loves them! I came home to a very clean house which is awesome! Thank you Kat!

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Patricia H.
House Sitting
5.0 out of 5 stars

Katherine was incredibly accommodating and was very thorough to make sure she was giving Caesar the best care. She even stayed additional time to make sure Caesar had company. 100% would book again and highly recommend!

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Steve C.
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

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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?

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

Meet local sitters who will treat your pets like family

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    Browse profiles of sitters near you who offer house sitting
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Popular requests for house sitting - Westchester

Select a filter and find qualifying sitters offering house sitting.

Sitters in Westchester average 4
repeat house sitting clients

FAQs for House Sitting - Westchester

Frequently asked questions about Rover

The average cost for House Sitting in Westchester on Rover is $111 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting 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 House Sitting. For more information on service fees, click here .

As of September 2026, there are 8,103 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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

  • 93% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% 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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