House Sitting Westchester

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

End
Search

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.

1 / 1
Sitter Profile Image: Kristen O.
Verified Enhanced Background Check
Kristen O.
from
$44
per night
5.0 out of 5 stars
• 7 reviews
30 years of experience
Chippenham Forest, 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!”

Profile image
Alicia D.
Sitter Profile Image: Kimberly S.
Verified Enhanced Background Check
Kimberly S.
from
$45
per night
35 years of experience
Richmond, VA, 23235

About: I’ve taken care of pets for 35 years. I am able to administer medications including injectable’s if needed. I work with all breeds and temperaments, and do not shy away from pets that have behavioral issues. I’ve worked extensively with large farm animals to include horses, goats, donkeys, and cattle and have cared for the occasional parrot, chinchilla, and snake. Since pet sitting is my only employment, I am able to provide companionship to your fur family 14-18 hours daily including overnight care. I also am able to check mail, grab packages, and water plants at no additional charge. I keep to your pets normal daily routine, to include walks, potty breaks, feeding schedule, and of course nap times. Let’s set up a meet and greet to see if I’m a good fit. Currently I am only doing pet sitting and it’s my primary and only employment. This enables me to spend more time with your fur babies. I care for pets in your home as requested. I stick to their normal daily schedule. I also water plants and grab mail as needed.

Sitter Profile Image: Laura K.
Verified Enhanced Background Check
Laura K.
from
$60
per night
4.9 out of 5 stars
• 10 reviews
1 repeat client
17 years of experience
Richmond, VA, 23235

“Laura was great! She took great care with Benji and was very communicative. She gave great updates and I can tell that Benji had a great time with her.”

Profile image
Riel S.
Sitter Profile Image: Carolyn H.
Verified Enhanced Background Check
Carolyn H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
5 years of experience
Richmond, VA, 23233

“Carolyn was wonderful. She took good care of Charlie and was careful to follow instructions including administering medicine and following physical therapy instructions. She left the house very clean and orderly. We would love to use her again.”

Profile image
Becky W.
Sitter Profile Image: Victor S.
Verified Enhanced Background Check
Victor S.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 37 reviews
14 repeat clients
4 years of experience
The Museum District, Richmond, VA, 23220

“Victor was a great companion to Onion - they took to each other right away. Victor was respectful of my place and left it in great condition. Victor is now on my list of pet sitters for the future.”

Profile image
Stephanie R.
Sitter Profile Image: Mark M.
Verified Enhanced Background Check
Mark M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 170 reviews
64 repeat clients
20 years of experience
Henrico, VA, 23229

“Mark did a fantastic job with our pup, Winky, who requires shots twice daily. He handled his care beautifully, communicated frequently, and left the house sparkling! We’re having come back very soon!”

Profile image
Jeff H.
Sitter Profile Image: Kiara P.
Verified Enhanced Background Check
Kiara P.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 275 reviews
73 repeat clients
4 years of experience
Richmond, VA, 23236

“Kiara treated our puppies wonderfully! She stayed three nights and we got over 40 photos so if you are needy with your dogs like us she’s for you! And she left our place cleaner than we left it. Glad we found someone we can trust with our babies!”

Profile image
Mia S.
Sitter Profile Image: Cheyenne B.
Verified Background Check
Cheyenne B.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
4 repeat clients
15 years of experience
Woodland Heights, Richmond, VA, 23225

“Cheyenne did a wonderful job caring for our 3 aussies in our home while we were on vacation. She was very responsive and responsible. We will definitely hire her again for our pet care needs!”

Profile image
Christina Y.
Sitter Profile Image: Michelle C.
Verified Enhanced Background Check
Michelle C.
from
$60
per night
5.0 out of 5 stars
• 14 reviews
1 repeat client
10 years of experience
Midlothian, VA, 23832

“Michelle was great to work with! She was very communicative, sent lots of pictures, and took amazing care of the house. We came home to two very happy and well cared for doggies :)”

Profile image
Katie O.
Sitter Profile Image: Ellie N.
Verified Enhanced Background Check
Ellie N.
from
$65
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
15 years of experience
The Museum District, Richmond, VA, 23221

“Ellie was so amazing at keeping me updated while I was gone, and I could tell my sweet pup was getting lots of love and snuggles every day and night! She is amazing!! I would definitely use her again and recommend anyone else to do so!! Ellie is clearly an animal lover and is so sweet!!! She also left my house cleaner than when I left!!”

Profile image
Heather B.
Sitter Profile Image: Frances C.
Verified Enhanced Background Check
Frances C.
from
$28
per night
20 years of experience
The Fan, Richmond, VA, 23220

About: I am a young professional with two orange cats of my own! I've been watching animals for my family, friends, and neighbors since I was a kid; I love cats and dogs of all colors, breeds, shapes, and sizes. I'm currently between jobs, so I have plenty of time to play with your pups or satisfy your unique care needs! I'm lucky to have a flexible schedule, so I strive to accommodate others' schedules to the best of my ability. Safety is paramount for me. As a pet-owner myself, I strive to meet the needs of each pet without putting them at risk of harm or distress.

Sitter Profile Image: Douglas B.
Verified Enhanced Background Check
Douglas B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
8 years of experience
Oregon Hill, Richmond, VA, 23220

“Douglas was such a great dog sitter! Being new to the area and looking for a new dog sitter I decided to try rover for the first time and was not disappointed. He treated my dog like his own and sent tons of photo updates so I never had to worry! He even went above and beyond and watched my dog for an extra half day when my flight got delayed so he wouldn’t have to be home alone. Definitely the best dog sitter we’ve had!”

Profile image
Karlee K.
Sitter Profile Image: Shanna K.
Verified Enhanced Background Check
Shanna K.
from
$60
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
10 years of experience
Richmond, VA, 23236

“Shanna was an excellent caregiver for dog, Tessa, while we were out of town. She was attentive to our girl’s additional needs, administering medications and care for Tessa’s health issues. Shanna kept us updated throughout the week and was responsive to any questions we had. We highly recommend her!”

Profile image
Sarah M.
Sitter Profile Image: Sara W.
Verified Enhanced Background Check
Sara W.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
15 years of experience
Henrico, VA, 23229

“Sara was very responsible and loving to my great Dane and spent a lot of time with her sent me pictures and kept me posted. I would highly recommend her to sit with your animals.”

Profile image
Tina B.
Sitter Profile Image: Danielle K.
Verified Enhanced Background Check
Danielle K.
from
$40
per night
5.0 out of 5 stars
• 1 review
2 repeat clients
1 year of experience
University Of Richmond, Richmond, VA, 23173

About: I’m a reliable pet sitter with a deep love for all animals. Whether it’s providing the gentle affection and strict routine a cat needs to feel comfortable or the high-energy attention a dog deserves, I treat every pet like family. Beyond standard pet sitting, I’ve also gained unique experience walking alpacas and feeding goats, so I’m very comfortable adapting to different personalities and requirements. I look forward to providing your pets with the most attentive care possible! I work part-time on weekdays, which leaves me flexible and available for pet care. I am fully available on weekends to give pets consistent attention and care. I provide a clean, safe, and calm environment while respecting each client’s home. I follow instructions carefully and ensure pets feel comfortable, secure, and well cared for.

Sitter Profile Image: Lothrop "Ajax" G.
Verified Enhanced Background Check
Lothrop "Ajax" G.
from
$40
per night
3.8 out of 5 stars
• 14 reviews
2 repeat clients
30 years of experience
Henrico, VA, 23294

“Ajax is terrific--we will definitely use him again. He stayed in our home, and everything was immaculate when we returned and our 2 Shelties were very happy pups!”

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

“She is amazing! Our dog was obviously pampered and much more relaxed than usual when we get back. I’ve never been so confident that she was treated well and our house was exceptionally well cared for as well. She even taught our old dog a new game. 100% recommended.”

Profile image
Marie H.
Sitter Profile Image: Vincent K.
Verified Enhanced Background Check
Vincent K.
from
$50
per night
25 years of experience
Huguenot, Richmond, VA, 23235

About: I have owned dogs and cats most of my life. I currently have 5 - 4 Jack Russells and 1 Frenchie. I will care for you dogs or cats like they were my own I have a very flexible schedule and would be able to come to your home at most anytime of the day or week to help. Your pets health and safety is a priority. If you are away my goal is for you to enjoy that time and not worry about your pets at home.

Sitter Profile Image: Alison S.
Verified Enhanced Background Check
Alison S.
from
$80
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
21 years of experience
Midlothian, VA, 23114

“Alison was so wonderful taking care of Lilly, I would absolutely have her back again!! She was so attentive and caring the whole time I was away, ensuring Lilly got plenty of walks, treats & love and she shared pictures frequently. She is such a kind & caring person. Thank you so much Alison!😊❤️”

Profile image
Erin E.
Sitter Profile Image: Claudia M.
Verified Enhanced Background Check
Claudia M.
from
$48
per night
5.0 out of 5 stars
• 14 reviews
2 repeat clients
9 years of experience
richmond, VA, 23230

“Claudia took amazing care of our dog and two cats while we were out of town for the week! She sent regular updates and pictures which gave us peace of mind and let us fully relax. When we returned home, the house looked great and all our guys were in good spirits! We would 100% recommend Claudia and will definitely be rebooking her in the future. Thanks, Claudia!”

Profile image
Devon B.
1 / 1
View more

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

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!

Profile image
Kelsey S.
House Sitting
5.0 out of 5 stars

Marina took excellent care of my German shepherd, Keisel, and my staffy/English bulldog mix, Rosie. They both seemed happy and Marina had great communication. Highly recommend.

Profile image
Emily H.
House Sitting
5.0 out of 5 stars

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!

Profile image
Alicia D.
House Sitting
5.0 out of 5 stars

She was amazing either way our lil pup, and he doesn’t like just anyone. She sent pictures to reassure us that our Waylon was fine during our outing. I would highly recommend her.

Profile image
Heather G.
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....

Profile image
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!

Profile image
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.

Profile image
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!

Profile image
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.

Profile image
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

Profile image
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.

Profile image
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!

Profile image
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 🤍🤍🤍

Profile image
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.

Profile image
Pamela L.
House Sitting
5.0 out of 5 stars

Adele was great with our three dogs, including a puppy. We received daily updates, with pictures and videos, and came back to a clean home.

Profile image
Anthony P.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

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 $43 per night as of October 2026. Most bookings cost between $27 and $67 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 1,447 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:

  • 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge