House Sitting Westchester

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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.

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

Rajda is one of the BEST Rovers we have used! She took amazing care of our senior dog and wonderful care of our house. There was a huge storm when we were gone and she went above and beyond to take care of things while we were away. HIGHLY recommend!!

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Stephanie M.
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: Bryan S.
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Bryan S.
from
$45
per night
5.0 out of 5 stars
67 reviews
27 repeat clients
15 years of experience
Lake View, Chicago, IL, 60657

We were happy with the service we had from Bryan house sitting our two dogs for a few days. Great communication and flexibility, dogs seemed very well cared for, and house was left very clean.

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Miriam C.
Sitter Profile Image: Alicia J.
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Alicia J.
Star Sitter
from
$75
per night
4.9 out of 5 stars
59 reviews
15 repeat clients
20 years of experience
Berwyn, IL, 60402

Our dogs had a great time with Alicia! She sent lots of photos and left our place super clean. Would definitely have her watch our dogs again!

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Sarah I.
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

Sarah took great care of our dog while we were away for a few nights! She provided pictures, updates, was super easy to work with. Our dog was well cared for when we returned thanks to Sarah! We will definitely work with her again.

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Colleen C.
Sitter Profile Image: Katelyn D.
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Katelyn D.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
22 years of experience
Norwood Park, Chicago, IL, 60631

Katelyn was great with our fur babies! She sent plenty of photo updates throughout the booking. She updated us about anything going on with the kids and asked questions along the way. We really appreciated her communication! The dogs loved her during meet and greet. I’m sure they wanted her to stay with all the doggy cuddle puddles! Would definitely book her again! It was so reassuring to have someone reliable, communicable, and compassionate. Made our vacation a breeze. We missed our doggos, but didn’t have to worry or stress with Katelyn!

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Bryana M.
Sitter Profile Image: Katalina T.
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Katalina T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
15 reviews
2 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: Dana R.
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Dana R.
from
$48
per night
5.0 out of 5 stars
12 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: Diane B.
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Diane B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
47 reviews
16 repeat clients
40 years of experience
River Forest, IL, 60305

The experience with Diane was great! We will not hesitate to book with her again. She recently stayed for 4 nights with our 90-lb German Shepherd Dog. Being so comfortable with Diane made being away so much more enjoyable and relaxing. Diane sent multiple videos throughout each day to reassure us that our boy was getting exercise and having a good time. In addition, she took great care in the house. We couldn't have asked for a better experience. 5 Stars!!

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

Dylan was a lifesaver when we had another cancellation at the last minute. He was professional and great with our senior pup. We'd definitely work with him again.

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Krysta M.
Sitter Profile Image: Natalie V.
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Natalie V.
from
$80
per night
5.0 out of 5 stars
93 reviews
22 repeat clients
8 years of experience
Albany Park, Chicago, IL, 60630

Natalie was really great! This was my first time leaving my humane society rescue who is a bit of a velcro dog. On top of that, I was going to a remote part of Oregon where there was no cell service. After meeting Natalie, and because of her reliability and clear communication, I felt confident that he was in good hands.

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Lauren N.
Sitter Profile Image: Joanna P.
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Joanna P.
Star Sitter
from
$89
per night
5.0 out of 5 stars
38 reviews
6 repeat clients
20 years of experience
Norridge, IL, 60706

Joanna was great. She obviously loves cats and knows a ton about them, which made me very comfortable leaving her in charge of my 2 guys. She sent me updates including video clips of her engaging and playing with the boys every day. Would definitely rebook

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Tracy B.
Sitter Profile Image: Grace M.
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Grace M.
from
$40
per night
5.0 out of 5 stars
221 reviews
77 repeat clients
6 years of experience
Riverside, IL, 60546

Grace was absolutely wonderful with our two big babies! We are always nervous when we have to get a new sitter, but immediately upon meeting we knew they would be in good hands! She sent us pictures regularly and gave us updates multiple times daily. She was also more than willing to accommodate us when we needed to extend our trip an extra day. We would have her sit for us again in a heartbeat. Look no further, you’ve found your sitter!

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Melody E.
Sitter Profile Image: Kandyce B.
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Kandyce B.
from
$39
per night
5.0 out of 5 stars
21 reviews
5 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: Victor A.
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Victor A.
from
$101
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
35 years of experience
Near North Side, Chicago, IL, 60610

Best vacation sitter! Stayed at our condo for the weekend while we went out of town. Followed all of our directions and sent us pictures frequently. 100/10. 5stars!

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Heather O.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
123 reviews
26 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: Nicholas L.
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Nicholas L.
Star Sitter
from
$100
per night
5.0 out of 5 stars
113 reviews
35 repeat clients
18 years of experience
Edison Park, Chicago, IL, 60631

Nicholas did an excellent job with our two dogs! He was very responsible and communicated frequently. We’ve already rebooked him for next month!

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David B.
Sitter Profile Image: Gia V.
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Gia V.
from
$150
per night
5.0 out of 5 stars
40 reviews
17 repeat clients
12 years of experience
Westchester, IL, 60154

Gia was wonderful watching our quirky guy Winston, and staying at our house. She did a meet and greet quickly upon inquiring about her watching our pup, and did a great job getting along with and taking her time getting to know our loud and nervous boy. I recommend Gia and can’t thank her enough!

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Kristen J.
Sitter Profile Image: Sage P.
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Sage P.
from
$80
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
10 years of experience
La Grange, IL, 60525

Sage was great! I was very nervous using a new sitter for this trip. We were leaving the country and had an elderly cat going through some health issues. Sage was willing to do all the things needed to help our cat, in addition to the regular tasks of care for her, our dog and a couple of little potatoes. She was reliable and very communicative during her stay. Left the house in order. Definitely will use her again!

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Shannon P.
Sitter Profile Image: Sneydy G.
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Sneydy G.
from
$100
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
25 years of experience
River Grove, IL, 60171

Sneydy was wonderful! She was very responsive, sent updates throughout the weekend, and was very attentive to our dog. We returned to a tidy apartment and a happy dog! We will definitely book with her again and would highly recommended her!

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Cora E.
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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

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

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.
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

Stephanie took great care of Drogo and handled my nervous boy with care. She was communicative and responsive and sent lots of pictures while I was away. Drogo had a great time with her and I am looking forward to being able to have her watch Drogo in the future.

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Katy P.
House Sitting
5.0 out of 5 stars

Miguel is more professional and reliable than we could have hoped for in house sitting to care for our Australian Shepard. Miguel is absolutely wonderful, respectful, responsible, and knows dogs!! Our Aussie was well taken care — exercised, fed, meds every morning, and loved. I recommend Miguel and we plan to ask him to watch our pup in the future.

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Anna B.
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

Sage is amazing. She watched our 2 cats, dog, and home while we were on vacation for 9 days. She sent various updates throughout the day and helped ease my anxiety about being away from my animals for so long. Our dog loved her! We will definitely be utilizing her again. I could not recommend her more!

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Nina P.
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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    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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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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