House Sitting Westchester

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

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Over 58
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: Marina S.
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Marina S.
from
$30
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Richmond, VA, 23225

Marina was fantastic highly recommend her great communicator and Butch loved having her watch him

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Babs P.
Sitter Profile Image: Blue I.
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Blue I.
from
$25
per night
5.0 out of 5 stars
5 reviews
1 repeat client
2 years of experience
Richmond, VA, 23235

Blue is thoughtful, thorough, and did an amazing job taking care of our pets and home after we had a sitter situation fall through last minute. Blue was communicative and very sweet with our fur babies (Alaskan malamute and very shy cat). Will definitely be working with Blue again and you should too!

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Olga M.
Sitter Profile Image: Allison M.
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Allison M.
from
$60
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
18 years of experience
Stony Point, Richmond, VA, 23235

Allison did a great job housesitting with my cat Annie! She gave her lots of attention and sent me daily updates and pictures/videos. I would recommend Allison and book with her again.

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Darlene K.
Sitter Profile Image: Marissa J.
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Marissa J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
11 repeat clients
6 years of experience
Richmond, VA, 23221

Thank you Marissa! Figgy was well cared for and were so thankful to be able to leave her at home instead of at a kennel. Marissa left the house spotless and was extremely flexible when our plans changed.

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Leah T.
Sitter Profile Image: Kelsey G.
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Kelsey G.
from
$65
per night
5.0 out of 5 stars
12 reviews
9 repeat clients
8 years of experience
Richmond, VA, 23235

Kelsey was amazing with our two Australian Shepherds. I’d recommend her to anyone for in home pet sitting or whatever else. Thank you Kelsey!

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Garret L.
Sitter Profile Image: Kaleb B.
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Kaleb B.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
14 years of experience
Richmond, VA, 23226

We had a great experience with Kaleb. He took excellent care of both our dog and cat, sending regular updates and pictures so we felt at ease while away. He left our home in the same good condition he found it, and most importantly, our pets were happy and well cared for. He’s trustworthy and reliable, we wouldn’t hesitate to recommend him to anyone looking for a responsible sitter.

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Gina H.
Sitter Profile Image: Ada C.
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Ada C.
from
$60
per night
4.9 out of 5 stars
18 reviews
5 repeat clients
4 years of experience
Richmond, VA, 23236

Ada house sat my dog who was both diabetic and recovering from bronchitis which required shots and other medications twice a day. She not only cared for MMO’s medical needs but provided emotional support for him in my absence. She sent pictures and conducted a River video chat with me to ensure not only Momo’s emotional support but for mine as well. I felt confident my beloved pet was in good hands.

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Mary k S.
Sitter Profile Image: Victor S.
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Victor S.
Star Sitter
from
$70
per night
4.9 out of 5 stars
35 reviews
13 repeat clients
4 years of experience
The Museum District, Richmond, VA, 23220

Victor was an exceptional guest and a wonderful caretaker for my two dogs. He followed all instructions carefully, maintained great communication while I was away, and most importantly, my dogs absolutely adored him. The house was spotless when I returned! Victor went above and beyond to ensure everything was in order, and I felt completely at ease knowing my pets and home were in such capable hands. I would not hesitate to welcome him back again. Highly recommended!

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Cole M.
Sitter Profile Image: Kaylynn H.
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Kaylynn H.
from
$60
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
18 years of experience
The Fan, Richmond, VA, 23220

Kaylynn was super easy to work with, responded to messages quickly, and our dogs seemed to her! We wouldn’t hesitate to book her again when we need to.

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Morris B.
Sitter Profile Image: Celeste H.
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Celeste H.
from
$63
per night
4.7 out of 5 stars
22 reviews
4 repeat clients
15 years of experience
The Museum District, Richmond, VA, 23221

Celeste was an absolutely wonderful dog sitter. She was communicative, thoughtful, and consistently kept me updated, which gave me so much peace of mind while I was away. It was clear she genuinely cared about my dog, and seeing how happy and comfortable my dog was in her presence meant everything to me. I could tell my dog felt safe, loved, and well cared for the entire time. I would absolutely trust Celeste again and highly recommend her to anyone looking for a reliable and caring sitter.

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luanda f.
Sitter Profile Image: Carolyn H.
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Carolyn H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
5 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.

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Becky W.
Sitter Profile Image: Jocelyn C.
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Jocelyn C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
30 years of experience
Midlothian, VA, 23113

Jocelyn is the dog whisperer … one of our dogs is skittish around strangers but she quickly became trusted and loved by both dogs. Great with my birdies too! Really appreciated the photo updates she sends. Can’t wait to use her again in a couple weeks!!!

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Renee K.
Sitter Profile Image: Mark M.
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Mark M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
154 reviews
62 repeat clients
20 years of experience
Henrico, VA, 23229

Mark was incredible…he did overnight stays with our 11 year old blind, deaf pup without any hesitation. He is a great communicator and left the house in perfect condition. As this was a new arrangement, he asked questions to make sure something wasn’t out of the ordinary for our extraordinary pup, which I appreciate as he has truly had only 1 sitter in nearly 11 years! I cannot recommend him enough and we are actively booking out the rest of the year with him!

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Gretchen B.
Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
from
$150
per night
5.0 out of 5 stars
64 reviews
18 repeat clients
15 years of experience
Richmond, VA, 23236

Sarah did an amazing job. I am extremely overprotective and type A about my pets and their schedule and she was amazing. She gave my pets a ton of affection, she administered their medications, she maintained our tidy home and we came home to happy pets and a clean living space, and she sent daily updates with pictures and videos like she said she would. She arrived on time and left at the planned time. We would absolutely hire Sarah again. Our dog is actually searching for her!

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Lindsey G.
Sitter Profile Image: Nathan C.
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Nathan C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
10 reviews
4 repeat clients
16 years of experience
Midlothian, VA, 23113

Nathan was great, super accommodating and did very well with our pup. He handled a challenging situation and didn't have any issues taking good care of our girl.

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Richard M.
Sitter Profile Image: Sabrina F.
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Sabrina F.
from
$35
per night
5.0 out of 5 stars
5 reviews
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: Sara W.
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Sara W.
from
$45
per night
5.0 out of 5 stars
5 reviews
1 repeat client
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.

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Tina B.
Sitter Profile Image: Kiara P.
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Kiara P.
Star Sitter
from
$80
per night
5.0 out of 5 stars
262 reviews
71 repeat clients
4 years of experience
Richmond, VA, 23236

I had an out of state house buying trip planned and my boxer randomly got kennel cough and was on medication. So, no kennel for him! I found Kiara on Rover and took a chance. Although I was a little nervous about the idea of someone I don’t know in my house, Kiara worked out perfectly! She kept in regular contact with pictures of Roscoe and what they were doing. She took great care of him, gave his meds as requested, and was a great companion for him during my absence for 5 nights. Oh, and she was a great house sitter as well (she spent the nights here too) I’d recommend Kiara! 5 ⭐️

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Susan T.
Sitter Profile Image: Teresa P.
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Teresa P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
6 years of experience
Cedarhurst, Richmond, VA, 23225

Teresa was just AMAZING! So many updates and photos!! And our girls CLEARLY loved hanging out with her! Will definitely have Teresa watch our furbabies again soon!

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Sarah Y.
Sitter Profile Image: Kayla M.
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Kayla M.
from
$85
per night
5.0 out of 5 stars
13 reviews
6 repeat clients
4 years of experience
North Chesterfield, VA, 23235

My cat took to Kayla right away which is always the most important first sign of a great petsitter. Kayla is always punctual and she communicates every day.

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Stephanie R.
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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

Blue is thoughtful, thorough, and did an amazing job taking care of our pets and home after we had a sitter situation fall through last minute. Blue was communicative and very sweet with our fur babies (Alaskan malamute and very shy cat). Will definitely be working with Blue again and you should too!

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Olga M.
House Sitting
5.0 out of 5 stars

Sarah stayed with my 3 month old kitten for the weekend and was amazing!!! She sent so many pictures and left my apartment so clean! Will be booking with her next time!!

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Macie 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

Our pets (cat and dog) were so so well cared for by Allison over the course of the week. She stayed in communication for the duration of our trip with photos and videos! Will 100% rebook!

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Nicholas T.
House Sitting
5.0 out of 5 stars

Andrea did a great job with house sitting our puppy. We were nervous about leaving him for our first time but Andrea was great. Her communication was on point and gave us multiple updates throughout her stay. Highly recommend!

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Zach R.
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

Sydney was great with my cat Willow! I came home to a very happy cat. She kept me informed of everything going on and sent me photos throughout. I will definitely be using Sydney again in the future!

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Lucy M.
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
5.0 out of 5 stars

Hannah was awesome, she cared for our dog and home as if they were hers. She sent lots of updates and photos. We cannot wait to use her again.

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Joseph P.
House Sitting
5.0 out of 5 stars

Meredith was great! I came home to two very happy, well loved pups. I appreciated the daily update photos/videos as well. I’ll definitely be using Meredith again and I recommend you do as well!

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Laura S.
House Sitting
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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.

Meet local sitters who will treat your pets like family

  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 for House Sitting in Westchester on Rover is $42.8 per night (as of August 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 August 2026, there are 1,441 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:

  • 94% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 98% 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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