House Sitting Westchester

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

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Over 61
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: Celeste H.
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Celeste H.
from
$60
per night
4.6 out of 5 stars
17 reviews
3 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: Blue I.
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Blue I.
from
$25
per night
2 years of experience
Richmond, VA, 23235

About: I've been volunteering at the Richmond Animal League for over a year and have previous experience working at shelters and dog daycares. I've always loved caring for animals; I used to volunteer at the SPCA when I was younger and I have two dogs of my own that I enjoy taking on walks and playing fetch with in the backyard. I have a part-time job that I work 3-4 days a week (mostly evenings). Other than that, schedule is pretty flexible! I'm available throughout the week, as well as weekends. I'm more interested in drop-in visits and dog walking, but I'll be able to petsit for as long as you need with enough notice! For pet-sitting, I'll be able to stay and take care of your pets for as long as you need me to be there. I can stay all day and even overnight if needed, or just check in periodically throughout the day! I'll carefully follow instructions given on feeding, walks/exercise, morning and bedtime routines, medications, and just overall entertainment. I'm great with dogs of all kinds of energy, whether they want to be active all day long, or just snuggled up on the couch!

Sitter Profile Image: Kira J.
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Kira J.
Star Sitter
from
$34
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
7 years of experience
Richmond, VA, 23173

Kira and her family have been taking care of my Sooki for a number of years now, so I trust her immensely. You can tell immediately that Kira loves animals. She is kind, conscientious, and follows directions perfectly. If you have a request she follows up quickly and follows through. Your pet will be well taken care of ! I highly recommend her for all of your pet care needs.

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

Marissa did an absolutely fabulous job of taking care of our two "elderly" greyhounds for a week. She made them comfortable and secure by sticking to their routine and gave them lots of love. She sent pictures and gave us regular updates and was very responsive to any questions that we had so we never had to wonder what was going on. I would highly recommend Marissa!!

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Michele M.
Sitter Profile Image: Oli L.
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Oli L.
Star Sitter
from
$80
per night
5.0 out of 5 stars
106 reviews
35 repeat clients
18 years of experience
Richmond, VA, 23221

Oli did a great job with our finicky dog- again! We were so glad to have her back. She sent daily updates with pics and left our house cleaner than she found it!

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Erin B.
Sitter Profile Image: Jocelyn C.
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Jocelyn C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
11 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: Allison M.
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Allison M.
from
$60
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
18 years of experience
Stony Point, Richmond, VA, 23235

Allison was great!!! She watched our golden retriever (Shockoe) at our house for 3 days. She sent lots of updates and handled Shockoe’s food and medicine needs like a pro. Will definitely have her back!

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Morgan S.
Sitter Profile Image: Catherine S.
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Catherine S.
from
$90
per night
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Colonial Place, Richmond, VA, 23221

Catherine was truly an angel, and I honestly don’t think we could have asked for a better sitter! She stayed with our two dogs for about a week while we were out of town, and during that time our air conditioning unexpectedly went out for two days. Instead of leaving or making it our problem, she handled everything with so much patience and grace, communicated with us throughout, and stayed with the dogs the entire time to make sure they were comfortable and cared for. She even coordinated with our landlord, who later told us she was the best house sitter/Rover he’d ever met - which says a lot! When we got home, our dogs were so happy, relaxed, and completely themselves. There was zero stress or adjustment period, and honestly, I don’t even think they missed us with Catherine around! 😂 She went so far above and beyond what anyone could reasonably expect, and it’s obvious she genuinely loves the animals she cares for. We would trust her with our home and our pups again in a heartbeat. If you’re considering booking Catherine, do it - you (and your pets) will be incredibly lucky to have her! 🙏🏼

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

Mark is everything you could possibly want to take care of your pets. He is kind, responsible, communicative, knowledgeable, and seems to really care for the pets.

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Sandi K.
Sitter Profile Image: Nicholas C.
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Nicholas C.
from
$38
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Richmond, VA, 23220

About: My name is Nick and I am a teacher in Chesterfield county looking to use my love for animals as a way to make some extra money over the summer. I have had dogs and cats growing up my whole life and currently have a dog named Bagel and a cat named Friday. I also have lots of experience dog/cat sitting for friends and family over the years ever since I was in high-school. I am a teacher so I won’t be working during the summers so I will have unlimited time during the day/night to take care of your pets and their needs! Once the school year starts I can do weekends and afternoon/nights! I have a lot of energy myself so if your pets love to get exercise/play around I am very up for that. I also try to be very thorough with the pet care instructions and will ask questions/for clarification to ensure I am giving your pet the best care as possible.

Sitter Profile Image: Sara G.
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Sara G.
from
$60
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
11 years of experience
Richmond, VA, 23220

First experience with the app it was awesome ❤️ Sara was very caring and great with my two dogs?. Sara was very punctual and she was always keeping me updated with the care of my dog will I was in my trip. I definitely going to get in touch with her for the future caring of my dogs. ?❤️?

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

Ada stayed overnight at my house with Bailey. She did an excellent job. Bailey loved her. She walked Bailey in the neighborhood and cuddled with her...No wonder Bailey loves her. She also left my house very nice and clean after staying there for 5 days. I will definitely call her again when Bailey needs a sitter.

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marolyn s.
Sitter Profile Image: Le'Yana O.
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Le'Yana O.
from
$46
per night
4.7 out of 5 stars
16 reviews
8 repeat clients
12 years of experience
Midlothian, Richmond, VA, 23224

Le’Yana was amazing ! My first time using the app to book someone to watch my dog and I don’t regret it ! Very sweet women , definitely would be booking her again . Thank you

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Shanecia D.
Sitter Profile Image: Victor S.
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Victor S.
Star Sitter
from
$70
per night
4.9 out of 5 stars
32 reviews
11 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.

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Stephanie R.
Sitter Profile Image: Mary M.
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Mary M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Richmond, VA, 23235

Mary did a wonderful job looking after our dog Maverick. We will definitely use her again in the future.

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Jimmy R.
Sitter Profile Image: Kiara P.
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Kiara P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
253 reviews
70 repeat clients
4 years of experience
Richmond, VA, 23236

Kiara provided exceptional service and consistently went above and beyond expectations. As pet owners, our primary concern is knowing our animals are in capable and caring hands, and Kiara delivered exactly that.

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Ben M.
Sitter Profile Image: Claudia M.
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Claudia M.
from
$45
per night
5.0 out of 5 stars
11 reviews
1 repeat client
9 years of experience
richmond, VA, 23230

Claudia did a great job. We have 4 dogs and she took great care of them and they seemed to really like her. Would definitely ask her to sit for us again.

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Walter A.
Sitter Profile Image: Carolyn H.
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Carolyn H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
10 reviews
3 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: 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: 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

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

I highly recommend Erica , she was incredible! She sent daily pictures and updates that allowed me to enjoy my vacation without worry. I cannot say enough about the care Erica gave the "girls", they both were very happy and content when we came home. The house was just as I left it, clean and tidy. Thank you Erica, I look forward to having you house/dog sit again.

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Tammy G.
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

Sarah was so kind and caring with our energetic 10 month old puppy- our first long trip away from him! She put our minds at ease with regular updates, even sending videos of her playing some training ("find-it") games with him. Without being asked to do so, she did the laundry before leaving - what an amazing house guest! We cannot thank you enough, Sarah.

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Patricia K.
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
5.0 out of 5 stars

Julia was fantastic! Mogs and Amy were so comfortable with her. I think they are actually still looking for her ☺️ I am so glad she was available and understood the dogs story. I would highly recommend Julia and hope I can book her services again in the future.

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Ronnette N.
House Sitting
5.0 out of 5 stars

Upon meeting Charly, I quickly felt confident that I had found a great sitter for our 2 border collies and our home who would not only take good care of them but also could handle the quirks that come with the breed and the quirks that come with a big old house. Boy, was I right. There was a huge thunderstorm while we were gone and the neighborhood lost power. When she was unable to reach me, Charly remained calm, spoke with a neighbor who finally reached me. (Poor reception where I was staying.) I talked Charly through our blackout protocol. She handled it while keeping the dogs calm in the storm. She is calm, confident and clear-headed. I hope to engage her again for our travels. Thanks Charly!!!

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Sara M.
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

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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 for House Sitting in Westchester on Rover is $42.8 per night (as of July 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 July 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.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Westchester choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Westchester. On Rover:

  • 93% of sitters can help with special care needs
  • 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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