House Sitting Westchester

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

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Over 19
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
• 28 reviews
5 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: Dana R.
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Dana R.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
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: Stephanie M.
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Stephanie M.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 45 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: 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: 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: Ashley B.
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Ashley B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 133 reviews
29 repeat clients
4 years of experience
Lombard, IL, 60148

“Ashley was great!! I had no worries about leaving my dog with her and she did such a good job at updating me throughout the day and responding quickly! Will 100% use her again if I need to!”

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Michele R.
Sitter Profile Image: Maddie M.
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Maddie M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 76 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: Maggie D.
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Maggie D.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
5 years of experience
Westmont, IL, 60559

“Maggie did a great job with my two dogs! She stayed overnight with them and made sure they had what they needed. Very responsible!!”

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Carla J.
Sitter Profile Image: Gena S.
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Gena S.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Brookfield, IL, 60513

“Gena was great! My dog can be shy with new people, but she warmed up to her right away. Gena sent pictures and showed them walking and sitting outside on the deck. Gracie was calm and happy when we got home. We’ll definitely use Gena in we have a need in the future.”

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Linda H.
Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 310 reviews
71 repeat clients
20 years of experience
Riverside, IL, 60546

“After having some pretty negative petsitting experiences, I was nervous to try someone new again. Jessica was great. She did everything we asked of her and even took the dog to the vet for a quick bandage removal (following an emergency we had the morning before we left town). Would definitely book her again!”

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Shannon P.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 16 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: Irene M.
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Irene M.
from
$70
per night
5.0 out of 5 stars
• 9 reviews
7 repeat clients
5 years of experience
Riverside, IL, 60546

“We were so grateful to find Irene when our original plans for our dog, Tucker, fell through right before a two-week vacation. We booked her at the last minute, and she was incredibly responsive and reliable from the start. While we were away, Irene sent us regular updates and photos of Tucker, which completely eased any worries we had about leaving him behind. It was clear he was well cared for and happy. We’ll definitely be reaching out to Irene first the next time we need someone to stay with Tucker. She gave us complete peace of mind and went above and beyond!”

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

“Cristian was awesome. Very communicative and asked all the right questions before booking and updated us frequently with what was going on with our dog. He went above and beyond and took him for an extra walk and feed when our flight was delayed for 4 hours. I’ll definitely book him again!”

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Jessica W.
Sitter Profile Image: Xandi W.
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Xandi W.
from
$65
per night
5.0 out of 5 stars
• 26 reviews
4 repeat clients
20 years of experience
Chicago, IL, 60656

“Xandi was kind, reliable and communicative from start to finish. They asked thoughtful questions and spent a good amount of time with my dog while I was gone for 5 days, making sure she got the attention and care she needed. Would definitely book Xandi again!”

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Katie S.
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: Dorota D.
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Dorota D.
from
$70
per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
8 years of experience
Bensenville, IL, 60106

“Dorota and Olivia did a fantastic job taking care of our little guy! They stayed over at our house and made sure our dog was well taken care of. They communicated promptly and sent lots of pictures during the stay. We can’t wait to book again!”

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Elizabeth W.
Sitter Profile Image: Jessica T.
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Jessica T.
from
$25
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
30 years of experience
Hinsdale, IL, 60521

About: Hi there! I’m a lifelong animal lover who treats every animal like my own. Whether it’s a walk around the block, playtime in the yard, or cozy cuddles, I make sure your pet feels safe, happy, and loved while you’re away I work in education, so I am available in the late afternoons and evenings during the week. My weekend availability is generally very open. :) When caring for pets in a client’s home, I treat each animal like they’re my own: with love, patience, and respect. I take time to understand each pet’s routine, personality, and needs, whether that means sticking to specific feeding times, giving medication, going for long walks, or offering extra cuddles and playtime. I also make sure their environment stays clean and comfortable, and I’m happy to send updates and photos to keep you at ease while you’re away. My goal is always to provide consistency and care so your pet feels safe and happy in their familiar surroundings.

Sitter Profile Image: Christopher P.
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Christopher P.
from
$65
per night
1 repeat client
25 years of experience
Brookfield, IL, 60513

About: My family has had at least one dog most of my life, one of which became my best friend, and he (Bear) was the reason I named my current dog (Polar) after him. I have my own 100+ pound white Lab who had a whole lot of energy when he was a puppy ,so I am familiar with how crazy the young ones (and older ones too) can get. Your pet is safe with me, (s)he will be treated like family, and as if (s)he were my own dog to love. I am currently a full-time MBA student and can be home full-time if needed. Potty breaks every few hours, or as requested by him/her. Lots of play time in between, as I always need an excuse to take a break from my studies... My family has had at least one dog almost my entire life, and I currently have my own 100+ pound white Lab, so I am capable to providing care as if it were my own dog. I have a fenced in yard that your dog will be allowed to go out to every few hours, or whenever he/she indicates the need. One neighbor does not have a dog, the other house does have a dog but is only outside for a few minutes at a time. I do have an alley behind my house where very rarely somebody in the neighborhood might walk their dog, but the strong chain link fence will keep them separate. Inside has miscellaneous stuff around the house that may be an issue if your dog chews items, but I can identify and remove any distractions deemed necessary. I have lots of toys and balls for your dog to play with, whatever he or she wants... In your home, I will follow any and every rule you establish. Whatever you say goes. Please give me a detailed list with any guidelines that need to be followed and I will do so.

Sitter Profile Image: Dylan M.
Verified Enhanced Background Check
Dylan M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 22 reviews
7 repeat clients
1 year of experience
Chicago, IL, 60657

“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: Elizabeth W.
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Elizabeth W.
from
$84
per night
4.9 out of 5 stars
• 19 reviews
5 repeat clients
30 years of experience
Villa Park, IL, 60181

“Elizabeth was absolutely wonderful with Wrigley! I will definitely use her again! She was extremely reliable and sent lots of happy pictures!”

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Elisabeth R.
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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

Miguel was so good with our old girl! He even carried her down the stairs when she was having trouble. He was great with communication and made sure everything was in order so we could relax on our trip!

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Kristyn W.
House Sitting
5.0 out of 5 stars

Just got home from a long weekend and Kat took great care of our baby. He’s a real people person and Kat was the perfect fit to give him all the attention he needs. She kept in touch with us and left the house cleaner than when we left.

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Beth 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

Fiona was very professional. She responded quickly, checked in with instructions, showed up on time, and took great care of our dog. She also was a very nice person. I would highly recommend her to anyone.

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Martha K.
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
5.0 out of 5 stars

Kristen has been stopping in on the twins for a couple of months now, and they had their first extended slumber party this past week. The twins seem really well cared for and comfortable, and we are also very comforted by Kristen's reliability, communication, and level of care. We feel very fortunate and thankful to have her looking after our boys!!

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Michelle V.
House Sitting
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  • 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?

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  • 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

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 of House Sitting in Westchester on Rover is $64 per night as of October 2026. Most bookings cost between $33 and $83 per night. 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 October 2026, there are 7,958 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.

<b>Tip:</b> 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 , 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 .

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 .

sitters on Rover set their own , 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
  • 92% 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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