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: Kristen O.
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Kristen O.
from
$44
per night
5.0 out of 5 stars
• 8 reviews
30 years of experience
Richmond, VA, 23225

“Kristen was wonderful! She took excellent care of Pepper and Merlin while we were away. She was attentive to their routines, followed all medication instructions, and made sure they received plenty of attention and quality time. Communication was great throughout, and she kept me informed, which gave me peace of mind knowing they were in good hands. She even went above and beyond by bringing in packages that arrived while we were away. Most importantly, I came home to two happy pups! I would absolutely book with Kristen again and highly recommend her!”

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Alicia D.
Sitter Profile Image: Sabrina F.
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Sabrina F.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
6 years of experience
Richmond, VA, 23226

“Great with our dogs over a long weekend and left the house spotless. Reliable, concerned and communicative. Our boys were well taken care of.”

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John P.
Sitter Profile Image: Jocelyn C.
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Jocelyn C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 13 reviews
10 repeat clients
30 years of experience
Midlothian, VA, 23113

“Jocelyn was absolutely amazing! Our older dog had an upset stomach from fireworks on the 4th and was refusing to eat her normal kibble- Jocelyn went out of her way to get her some chicken and rice to eat for the remainder of our trip to ease our minds (while dealing with our crazy young dog). We cannot thank her enough and will definitely be looking to use Jocelyn again!”

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Meg P.
Sitter Profile Image: Marina S.
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Marina S.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
10 years of experience
Richmond, VA, 23227

“Maria was very communicative and did not hesitate to ask any questions which made me feel more comfortable her first time house/dog sitting! She left the place spotless, would have never known she was there! Won't hesitate to hire again.”

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Jeremy B.
Sitter Profile Image: Mark M.
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Mark M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 176 reviews
66 repeat clients
20 years of experience
Henrico, VA, 23229

“Mark is extremely caring. He put our minds at ease with many updates along with pictures. Mark went above and beyond. We came home to a very relaxed and happy Cody. Thank you so much Mark! Ann and Kel”

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Ann P.
Sitter Profile Image: Celeste H.
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Celeste H.
from
$63
per night
4.8 out of 5 stars
• 27 reviews
7 repeat clients
15 years of experience
The Museum District, Richmond, VA, 23221

“Celeste was great with our menagerie of somewhat quirky animals. We were out of cell service for the majority of our booking, but I appreciated coming back to pictures and happy animals. They were respectful if the space. Would definitely recommend and book again!”

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Nick K.
Sitter Profile Image: Kiara P.
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Kiara P.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 280 reviews
74 repeat clients
4 years of experience
Richmond, VA, 23236

“She took excellent care of Ezra. I liked how she kept me updated on Ezra’s activities, schedule and feedings with plenty of photos. You could tell she really likes pups. I would definitely have Kiara take care of Ezra again.”

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Shandra D.
Sitter Profile Image: Liesel B.
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Liesel B.
from
$55
per night
5.0 out of 5 stars
• 34 reviews
10 repeat clients
8 years of experience
Richmond, VA, 23226

“Liesel was amazing with my finicky and dog reactive dog, so grateful to have someone who knew how to work with her! Provided lots of updates which I really appreciated as well!”

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Laura P.
Sitter Profile Image: Madelaine E.
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Madelaine E.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 91 reviews
46 repeat clients
50 years of experience
Eastland Park-Dixie Plantation, Richmond, VA, 23230

“Madelaine did an amazing job house sitting and taking care of our dog, LuLu. She was responsive, attentive, and kept us up to date with LuLu by providing photos. We will definitely hire her again!”

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Patrick A.
Sitter Profile Image: Kaity P.
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Kaity P.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
15 years of experience
The Fan, Richmond, VA, 23220

“Kaity was such a great companion for Kiki and Lenny. She was responsive to messages, came for a meet and greet and the arranged time, and took great care of our dogs. We will definitely book her the next time we are out of town!!”

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Melinda B.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$80
per night
5.0 out of 5 stars
• 1 review
18 years of experience
NORTH CHESTERFIELD, VA, 23235

About: I have grown up with dogs and cats since infancy and I started petsitting professionally for neighbors, friends, family and others at age 12. Now, I love providing petsitting, dogsitting and petcare services for animals on the side. I have two well-behaved indoor cats of my own and they have many "cousins" (my mom bred Shelties and currently owns three, in addition to a kitten and my sister has a rescue pup). I have fostered moms with kittens from the SPCA. I am patient, kind, loving and caring for furry-faced friends brings me much joy and fulfillment! I currently take care of my best friend’s Maine Coon when she is out of town and on weekdays, I let out and play with her Corgi and lab puppy mid day. I also Petsit for neighbors as needed and have long term relationships with families whose dogs and cats I have taken care of for going on 6+ years! I work full time but it is regular 9-5 Mon through Fri hours and it is a remote job so I work from home. I am available in the mornings, evenings, weekends, holidays and can check in on pets during the day if needed. I have petsat for many folks while working full-time without any issues, and have already established a great routine for petsitting while working remotely! I live in a spacious two bedroom, two bathroom apartment. I have two friendly, well-behaved indoor cats who are familiar with dogs, cats and pets and have had foster cats, kittens and dogs in our apartment with no fights or problems! We do not have a yard, but the apartment is pet-friendly, in the suburbs, in a safe neighborhood and has lots of sidewalks, grassy areas and space for dog walking, etc. There is even a fenced-in dog park a minute from our apartment, in the complex! :) Our apartment is clean, spacious and has plenty of blankets, furniture and space for fuzzy-faced kiddos! I work full time but remotely and it’s easy for me to fit pet care into that routine! Having a flexible schedule allows me to work around your pets’ needs! I am flexible and am comfortable caring for your fur baby in my home or yours! Have provided both services over the years. Just let me know what best suits you!

Sitter Profile Image: Isaiah M.
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Isaiah M.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Chester, VA, 23836

“Isaiah did a wonderful job babysitting our dogs and house! We came back and the dogs were not anxious at all and the house was clean. They were well taken care of and he sent many photos. Definitely will use again!”

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Alexis H.
Sitter Profile Image: Ashley H.
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Ashley H.
from
$70
per night
5.0 out of 5 stars
• 22 reviews
6 repeat clients
30 years of experience
Carytown, Richmond, VA, 23221

“Ashley is an absolute pleasure to work with. She handled my small high energy dog and two high maintenance kitties with ease and they loved her. I came home to happy content pets She kept me updated throughout, sent photos, brought in packages, and is extremely tidy. I look forward to working with her again! Thanks Ashley!”

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Denice D.
Sitter Profile Image: Akash R.
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Akash R.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
12 years of experience
Midlothian, VA, 23113

About: I’m a lifelong dog lover and have cared for dogs throughout all stages of life. My days are flexible and I’m easy to get a hold of, so you can expect your pup to get quality care and attention however they need it! I’m currently in between jobs and grad school, so my days are very open! I am up early and live an active lifestyle, so walks and playtime (and chill time) are more than welcome! I am available to care for your pet at my home or from yours. I do have a 10 year old Westie at home who gets along with others just fine! However if you prefer the individualized attention, I am more than happy to care for your pet from the comfort of their own home.

Sitter Profile Image: Oli L.
Verified Enhanced Background Check
Oli L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 117 reviews
36 repeat clients
18 years of experience
Richmond, VA, 23231

“Oli was an exceedingly professional sitter. The house was so well maintained on our return. I have a dog with some behavioral quirks and is often very distrusting with new folks at first. She was patient with him and let him warm up at his own pace. She sent daily updates to ease my mind on how everyone was doing. Have no hesitation in booking her.”

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Dawn B.
Sitter Profile Image: Helena B.
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Helena B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 32 reviews
11 repeat clients
10 years of experience
Henrico, VA, 23294

“Helena was absolutely AMAZING!!! This was our first time using Rover and the first time we left our dog overnight. She sent us pictures and updates throughout the time we were gone, showing just how relaxed and happy our dog was in her care. When he whined about sleeping in his crate, she kindly let him share the bed with her (with our approval, of course!). He even seemed disappointed when we came home 😉. We cannot recommend Helena more highly!!”

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Linda M.
Sitter Profile Image: Catherine S.
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Catherine S.
from
$90
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
Colonial Place, Richmond, VA, 23221

“Catherine was amazing! Our dogs usually get sad and stressed when we leave, but they were so relaxed and happy when we got back from our trip. I could tell she had taken great care with them, with tons of walks, snuggle time, etc. She was communicative and responsible and completely trustworthy. Very much worth the peace of mind (ours!) and wellbeing (the dogs!), and we look forward to booking with her again.”

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Kaitlin M.
Sitter Profile Image: Mel C.
Verified Background Check
Mel C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 49 reviews
21 repeat clients
12 years of experience
Short Pump, VA, 23233

“This was the first time leaving Gracie for several days. Mel did such a great job keeping her anxiety level low. We felt keeping Gracie in her own home environment would be the best. Mel did such a wonderful job taking care of Gracie. We will definitely use Mel the next time! I would highly recommend her!”

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Terri B.
Sitter Profile Image: Christell A.
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Christell A.
from
$50
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
19 years of experience
Richmond, VA, 23236

“Christell is very sweet and was great with my kitties! She was able to manage their specific dietary and medication needs easily. They both seemed calm and happy in her presence during her stay; even my scaredy-cat came out to spend time with her. We received lots of updates w/ pics/videos and our home was kept in good care while we were gone. Overall great experience, and would recommend her to others!”

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Samantha W.
Sitter Profile Image: Jenna A.
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Jenna A.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
5 years of experience
Richmond, VA, 23228

About: I’ve never lived a day in my life without having a dog by my side, and I can confidently say that I can’t imagine it any other way. From puppies to our older friends, I love them just like they’re my own. After many years spent with different breeds, sizes, and ages, I am also well versed in common health conditions. I am especially fond of senior dogs and would be honored to care for them. I have recently begun a full time job in Richmond but still petsit often since I truly enjoy it. My schedule best suits check ins with pets in the mornings or evenings. I have the most flexibility on Sundays and Mondays and can do midday visits usually only on those days. You will never have to worry about how your baby is doing. Because of my own personal (and very anxiety inducing!) experiences with being away from my boy, I am very diligent about keeping pet parents in the loop.

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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

Janini was absolutely wonderful with our pup while we were away for the weekend! She was quick to respond to messages, sent us updates and many cute pictures throughout, and is very knowledgeable about caring for animals. We couldn’t have asked for a better experience!

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Sidney R.
House Sitting
5.0 out of 5 stars

Maria was very communicative and did not hesitate to ask any questions which made me feel more comfortable her first time house/dog sitting! She left the place spotless, would have never known she was there! Won't hesitate to hire again.

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Jeremy B.
House Sitting
5.0 out of 5 stars

Kristen did a fantastic job with out pups this past weekend. She kept us informed on how they were doing and the pups seemed very relaxed and content when we returned. Will definitely be a repeat customer.

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Leigh J.
House Sitting
5.0 out of 5 stars

Blue is very responsible, kind, communicative, and best of all, clearly loves dogs! Our dogs love him already. He will be our first choice whenever we need to get a dog sitter!

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Kelsey S.
House Sitting
5.0 out of 5 stars

Andrea is one of the best! She was on time, sent pictures and I swear my house was cleaner than when I left it! So positive and truly is a credit to her profession....

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Jacquelin Y.
House Sitting
5.0 out of 5 stars

Sarah was an incredible dog sitter! She was wonderful about responding promptly and sending pictures and daily updates. It’s clear that she truly loves animals. She was punctual, left our home neat and tidy, and, most importantly, we could tell when we returned that our dog had been very well cared for. We would definitely have Sarah sit for our dog again and highly recommend her!

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Tom H.
House Sitting
5.0 out of 5 stars

jessica was awesome - lots of communication both before and during the service; and she went above and beyond, bringing special toys and treats for my cat during her stay.

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Thomas C.
House Sitting
5.0 out of 5 stars

Audrina was an absolute star! She took wonderful care of our cats & home while we were away. Couldn’t recommend her more!

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Elizabeth E.
House Sitting
5.0 out of 5 stars

Allison is a fantastic pet sitter! She is easy to communicate with and attentive. Our senior dog is especially complex and Allison was able to handle her care with ease. We will definitely be requesting Allison to petsit again in the future.

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Ann B.
House Sitting
5.0 out of 5 stars

We love having Erica stay with our pups and they love her too. She spoils them rotten! They even got a few new toys! We would definitely use Erica again

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Lisa S.
House Sitting
5.0 out of 5 stars

Charlotte is an incredible dog sitter! She took such great care of Watson and our home. She’s very communicative and sends lots of photos. I felt completely at ease while we were gone. We would absolutely ask her again next time.

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Shannon D.
House Sitting
5.0 out of 5 stars

Jazmine was great! She house sat our shy dog and older cat and kept us updated with daily pictures and videos! The pets really warmed up to her after a day and that is proof of how well she took care of them. Thank you Jazmine!

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Madison B.
House Sitting
5.0 out of 5 stars

Margot was absolutely amazing. We got constant updates and photos which we so appreciated. When we got home the house was just as we left it and so clean. She left the guest room so clean which we didn’t except given we’ve had other pet sitters who have left the house very dirty. When we met her we fell in love and will definitely be rebooking if she’ll allow us!! 10000/10 🤍🤍🤍

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Alessandra A.
House Sitting
5.0 out of 5 stars

My doggie absolutely loved Lidiya. When she dropped him off back home I could just see the connection they made! He didn't want to leave her! I could not have felt more comfortable while away knowing he was in good hands. Lidiya sent me numerous pictures of my senior pooch snoozing snuggly in her home. She and her family are animal people, dogs, cats, horses. This was the perfect scenario. I'm so grateful. Highly recommend this responsible, gentle soul.

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Pamela L.
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
  • 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

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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 $43 per night as of November 2026. Most bookings cost between $27 and $67 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 1,446 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:

  • 91% of sitters can help with special care needs
  • 95% 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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