Pet Sitting & Drop Ins In Westover

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Westover pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: David S.
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David S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
24 reviews
17 repeat clients
40 years of experience
Turn Of River, Stamford, CT, 06905

Great man, my big dogs have no problem going with Dave on walks. They feel very comfortable with him. So do I. Very reliable. So happy we found him!

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Dave F.
Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
18 years of experience
Downtown, Stamford, CT, 06902

Chris was great with my puppy! Very attentive to both my needs and my puppy’s needs during his visits. Great communication and photos to ease my nerves. I’m would highly recommend him for any of your pets needs!!

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Amanda E.
Sitter Profile Image: stefanie o.
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stefanie o.
from
$20
per visit
5.0 out of 5 stars
59 reviews
17 repeat clients
20 years of experience
Stamford, CT, 06902

Stefanie is an all-star! My fur baby is extra ornery and finicky. Stefanie managed it all. She is a fantastic communicator and kept me in the loop about her every time she stopped in. You are in good hands with Stefanie!

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Anne B.
Sitter Profile Image: Nicole M.
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Nicole M.
Star Sitter
from
$24
per visit
4.9 out of 5 stars
20 reviews
7 repeat clients
1 year of experience
Downtown, Stamford, CT, 06901

Nicole is wonderful with my Atlas. She is always on time, communicative, and sends lots of pics. I was concerned that he might develop separation anxiety when I returned to work, but Nicole’s drop-ins keep him happy and engaged (the only separation anxiety is mine 😊). Her consistency and experience is helping him learn his manners (leash and potty etiquette) very well.

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Amanda B.
Sitter Profile Image: Daniela L.
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Daniela L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
385 reviews
168 repeat clients
10 years of experience
Downtown, Stamford, CT, 06905

Daniella was great. She was attentive and took great care of my dog! Danielle consistently checks in and sends updates. Will definitely book again.

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Kelsey H.
Sitter Profile Image: Alexandra T.
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Alexandra T.
Star Sitter
from
$36
per visit
5.0 out of 5 stars
85 reviews
19 repeat clients
6 years of experience
Stamford, CT, 06905

Alexandra did an amazing job with our two kitties while we went on vacation. They were loved and well cared for, and she played a LOT with them! We definitely would recommend her!

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Allison H.
Sitter Profile Image: Leidy A.
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Leidy A.
from
$20
per visit
4.8 out of 5 stars
7 reviews
7 years of experience
Westover, Stamford, CT, 06902

About: I've had dogs all my life, and grown up with them and ! have been relied to feed them, walk them, and play with them too. Because I grew up with them I have been compassionate to take care of pets. I have a loads of time so I work full time to take care of your beloved pets because ,that's my job to love your fur babies and we're also available for overnight care! I have a large yard with plenty of space so your pets can distress them selves if you need to me to leash my up I can do that a well. If they need them to be in a crate not a problem we have crates of all sizes. I do not lock them up in a crate if I am not instructed to. We also provide toys to play with. you may also bring your own toy! I also keep in touch with the parents and send videos of your pets having an amazing time.

Sitter Profile Image: Hanaya D.
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Hanaya D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
93 reviews
47 repeat clients
4 years of experience
Stamford, CT, 06902

Hahaha is very responsive. She was always on time for check ins and treated my cat very well. I would definitely recommend her and I would book her again any day.

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Gabrielle J.
Sitter Profile Image: Nina G.
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Nina G.
from
$28
per visit
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Downtown, Stamford, CT, 06901

Nina is so great! She is so quick to respond and was able to accommodate a very last minute meet and greet and drop in services for our pup! She is very communicative, sends great updates, and our pup loved her. Will definitely be reaching out to her again in the future!

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Kristen T.
Sitter Profile Image: maria alexandra v.
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maria alexandra v.
from
$25
per visit
5.0 out of 5 stars
32 reviews
9 repeat clients
16 years of experience
Downtown, stamford, CT, 06902

Extremely impressed with Maria taking care of my cat. My cat is newly rescued and very scared of people. While I was away my cat found some places I didn't even know were possible to hide that were probably not very safe for a cat. Maria went out of her way to get my cat out, and prevent her from going back. By the end of the week my cat was even opening up a bit towards her.

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Zachary H.
Sitter Profile Image: Molly M.
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Molly M.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Springdale, Stamford, CT, 06907

Molly was great with Bella! Communication was on point (quick responses and always confirmed a day before), received cute photos of Bella playing in the backyard, seems like they had the best time! Would absolutely trust Molly again with my dog!

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Brendan C.
Sitter Profile Image: Cassidy M.
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Cassidy M.
from
$20
per visit
5.0 out of 5 stars
75 reviews
29 repeat clients
6 years of experience
Downtown, Stamford, CT, 06905

Cassidy was great, she was able to help us out last minute! She found our baby who locked themselves in a room playing and made sure they were taken care of!

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Milton R.
Sitter Profile Image: Ashley & Mauricio H.
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Ashley & Mauricio H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
91 reviews
31 repeat clients
5 years of experience
Downtown, Stamford, CT, 06905

Ashley and Mauricio did a great job caring for Turmeric/Ric the cat. They sent lots of pictures playing with him and petting him each night we were away. I know he was very well cared for and it set my mind at ease! Will definitely book them again!!! Highly recommend!

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Charlotte F.
Sitter Profile Image: Emily C.
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Emily C.
from
$22
per visit
5.0 out of 5 stars
21 reviews
4 repeat clients
10 years of experience
Shippan, Stamford, CT, 06902

Emily is an exceptional pet sitter. We recently left her in charge of our two cats while we travelled abroad. She not only sent us daily check-ins and photos which eased our minds, but she also spent time playing with them and giving them the loving attention and affection that they needed and were missing. Emily was responsible, reliable, responsive and even left our house clean and tidy. But most of all, our cats seemed happy and stress-free when we arrived home. I highly recommend Emily and will most definitely request her service in the future.

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Gretchen E.
Sitter Profile Image: Hailey D.
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Hailey D.
from
$30
per visit
13 years of experience
North Stamford, Stamford, CT, 06903

About: As a helicopter puppy-mom and pet owner/sitter for over 10 years, I understand the anxiety associated with leaving your pet in someone’s care. I am happy to provide your pups with the same love and care that you would, so you can be worry free!! I am also a volunteer at Lucky dog refuge and a volunteer foster dog trainer. I have service/task-trained my own puppy as well from 8 weeks old, so I am happy to provide training sessions and structures in our time together as well. I would be honored to care for your furry best friend As an incoming first year law student, I have taken the summer off of work to enjoy a flexible schedule, the beautiful weather, spend time enriching my own pup, and volunteering in my spare time. I am very flexible for walks, drop in visits, and training! Reach out in advance or day of! In a client’s home, I follow your pup’s set routine, diet, training tool use, and rules! I’m happy to offer training input and opinions on useful tools or routines to make days where you’re away more manageable. I am focused on physical and mental stimulation to ensure that your pup is properly enriched while you are away, and that they will be snuggled, exercised, and ready to rest anxiety free!

Sitter Profile Image: Ziyi Y.
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Ziyi Y.
from
$20
per visit
15 years of experience
Downtown, Stamford, CT, 06901

About: I’ve had animals my whole life, including dogs, cats, birds, and reptiles. I’ve trained multiple puppies, cared for senior dogs, and have years of experience looking after cats. I’m patient, detail-oriented, and always make sure each pet feels safe and loved. I currently work from home, so I have a flexible schedule for walks and drop-in visits throughout the day. At the moment, I’m not able to offer boarding, as my own pets may not adjust well to new animals in the home. My approach is calm and understanding. I like to respect each pet’s unique personality and habits. I don’t believe in being overly strict, but I always make sure they are safe, comfortable, and well cared for.

Sitter Profile Image: Wendy R.
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Wendy R.
from
$20
per visit
5.0 out of 5 stars
26 reviews
15 repeat clients
2 years of experience
West Side, Stamford, CT, 06902

Wendy is super sweet and responsive to all of my messages ! She texts me pics and short videos & responds timely to all of my requests . She is attentive to my puppy even when the weather is a bit chilly and it’s mostly indoors apart from a potty break . I would book her again :)

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Rachel E.
Sitter Profile Image: Ashley L.
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Ashley L.
from
$50
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
23 years of experience
Stamford, CT, 06902

About: Hi, I’m Ashley — founder of Kindred Canine Co. I have over 23 years of hands-on experience in dog training, behavioral rehabilitation, rescue work, fostering, structured socialization, and canine management. I specialize in highly individualized, trainer-led care for dogs requiring structure, reinforcement, enrichment, confidence building, and real-world behavioral development. My approach goes far beyond standard daycare or pet sitting — dogs in my care receive consistent structure, guidance, and reinforcement throughout the day in a calm, highly managed environment. I’m fully insured and based in the beautiful Westover neighborhood of Stamford, CT on a private 2-acre property with secure outdoor space, structured walking routes, and training equipment used for confidence-building and behavioral development. SCHEDULE I provide boutique, trainer-led care focused on structure, enrichment, behavioral reinforcement, and real-world manners — not standard daycare. Dogs in my program receive hands-on guidance, individualized attention, and consistent routines throughout the day in a calm, highly managed environment. Services include: • Structured Day Training & Care • Private Training • In-Home Training • Board & Train Programs Please reach out to schedule a Meet & Greet so we can determine the best fit for your dog. SAFETY, TRUST & ENVIRONMENT Your dog’s safety, comfort, and structure come first. I intentionally keep my program limited-capacity so every dog receives close supervision and individualized attention. Dogs are either expected to already have structure and manners, or they are actively trained to develop them while under my care. I’m fully insured and based on a private 2-acre property in Westover, Stamford with secure outdoor space, structured walking routes, and a calm home environment.

Sitter Profile Image: shannon p.
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shannon p.
from
$35
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
1 year of experience
West Side, Stamford, CT, 06902

About: I’ve always loved animals and genuinely enjoy spending time with them, especially getting outside for long walks and playtime. I regularly care for my family’s pet, so I’m very comfortable with daily routines like feeding, walking, and making sure pets feel safe and happy. I’m patient, attentive, and reliable, and I understand that every pet has their own personality and needs. Whether your dog loves energetic walks or a slower, relaxed pace, I’ll tailor each visit to keep them comfortable and engaged. I also make sure to communicate with updates and photos so you can feel confident your pet is in good hands. Although I work full-time, I’m mainly remote, which gives me the flexibility to incorporate pet care throughout my day. I can schedule walks, drop-in visits, and check-ins around my work, making sure pets get attention, exercise, and companionship when they need it. I enjoy spending time outdoors and going on long walks, so dog walking fits naturally into my daily routine. Being at home most of the day also allows me to monitor pets, provide care, and give them comfort and reassurance. I’m reliable, attentive, and make sure each pet feels safe and happy while keeping owners updated with photos and messages. I provide care in your pet’s home so they can stay comfortable in their familiar environment and routine. I follow all instructions closely, including feeding schedules, walks, playtime, and any specific care needs. For dogs, I make sure they get the exercise, attention, and companionship they need through walks and active time. For cats, I keep things calm and consistent, maintaining litter boxes and giving attention based on their comfort level. I’m very respectful of your home and always keep things clean and organized while I’m there. I pay close attention to each pet’s behavior and needs to make sure they feel safe, relaxed, and well cared for. I also provide regular updates and photos so you can feel confident and at ease while you’re away.

Sitter Profile Image: Claudia L.
Verified Enhanced Background Check
Claudia L.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
26 reviews
9 repeat clients
10 years of experience
Greenwich, CT, 06830

We’re so grateful to Claudia for taking such great care of Luna and Beanie while we were away! She did an amazing job not only spending time with them but also keeping everything clean and tidy. One of the cats had an accident outside the litter box, which I was a bit worried about, but Claudia took care of it right away and reassured us that everything was fine. It really gave us peace of mind knowing they were in such good hands. Thank you, Claudia, for treating our cats and our home with such care!

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Saiem F.
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Westover pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Margaret did an amazing job as always. She is so attentive and my cats love her! Highly would recommend her

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Kelsea A.
Drop-In Visits
5.0 out of 5 stars

Nicole is wonderful with my Atlas. She is always on time, communicative, and sends lots of pics. I was concerned that he might develop separation anxiety when I returned to work, but Nicole’s drop-ins keep him happy and engaged (the only separation anxiety is mine 😊). Her consistency and experience is helping him learn his manners (leash and potty etiquette) very well.

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Amanda B.
Drop-In Visits
5.0 out of 5 stars

Cassidy always takes such great care of our cats. Very easy to coordinate with and sends good updates/pics

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Maria R.
Drop-In Visits
5.0 out of 5 stars

Serena was great with my two cats for 10 days. My two cats were very trusting with her. My orange cat ahoweed his belly on day one and my other one who is usually very cautious and scared of strangers approached her. She was very consistent and showed up every day. She is also very responsive and provided pictures daily.

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Henry L.
Drop-In Visits
5.0 out of 5 stars

Very dependable and reliable! Along with being respectful with the home, I completely trust Francisco to watch my 2 needy dogs.

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Steven Y.
Drop-In Visits
5.0 out of 5 stars

I was so nervous about leaving my cat but Stefanie was great! She made sure to get photos everyday and provided details each visit so I could relax while on vacation. I would definitely recommend Stefanie!

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Alison G.
Drop-In Visits
5.0 out of 5 stars

This is my 2nd time with Maria and I could not be happier! We usually have a friend house/ pet-sit for us, so I was a little nervous about having a stranger caring for our dog and 2 cats, but Maria immediately put those worries to rest! Our pets loved her so much they weren't even that happy to see us when we returned home ;) Highly recommend!

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Jennifer D.
Drop-In Visits
5.0 out of 5 stars

Connor was great watching our cat Pepper while we were away! He sent photos and a detailed check in each day, making sure she had everything she needed. He went above and beyond cleaning around her little box and taking out the trash when he noticed it was full. Pepper can be quite shy, and he took the time to coax her out with toys and give her extra attention! Would highly recommend Connor for any pet sitting needs!

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Presley R.
Drop-In Visits
5.0 out of 5 stars

Alison’s 5-star rating is well deserved! Her attention our cat and updates to us were excellent. We will definitely use Alison again!

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Julie L.
Drop-In Visits
5.0 out of 5 stars

Ursula is reliable and does a great job being in contact with us. She always sends pics and updates about our cat. She is also very clean and tidy. I will definitely hire her again and again!

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Kristen S.
Drop-In Visits
5.0 out of 5 stars

We’ve used Danielle to watch our two kitties for the past few years and she’s always been so attentive, responsive, and caring.

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Alessandra N.
Drop-In Visits
5.0 out of 5 stars

Madison sent great updates on my cat and offered to check in on my pet later in the day when he was feeling nervous with a new caretaker. I appreciated her extra efforts to ensure everything went smoothly.

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Briana C.
Drop-In Visits
5.0 out of 5 stars

Completed all tasks efficiently, did a good job, and good communication! Schedule a bit random but didn’t bother me

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Gabriele G.
Drop-In Visits
5.0 out of 5 stars

Chris was great with my puppy! Very attentive to both my needs and my puppy’s needs during his visits. Great communication and photos to ease my nerves. I’m would highly recommend him for any of your pets needs!!

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Amanda E.
Drop-In Visits
5.0 out of 5 stars

Excellent: Reliable, caring, and responsible. Claire provided us with photos and updates while taking care of our dog. HIGHLY RECOMMEND!!!!!

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John M.
Drop-In Visits
5.0 out of 5 stars

Evelina was absolutely amazing with my Marley while I was away on a week-long cruise. From the start, she was professional, kind, and very communicative, which gave me real peace of mind. She sent regular updates and photos, and it was clear Marley was happy, comfortable, and well cared for the entire time. When I got back, Marley was relaxed, healthy, and clearly loved his time with her. Evelina truly treated him like her own. I couldn’t have asked for a better sitter and will definitely be booking with her again. Highly recommend Evelina to anyone looking for a trustworthy and caring Rover helper.

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Rafael Y.
Drop-In Visits
5.0 out of 5 stars

Anna took exceptional care of my two babies, and followed all of my instructions! She was polite and checked in with me on any questions about the babies and gave me a heads-up if she might be stopping by early. I came home to a perfect and clean apartment, and two very happy and well-fed babies. Highly recommend!

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Kirstie Y.
Drop-In Visits
5.0 out of 5 stars

Paige is incredible! She is very reliable, flexible, and also very responsive. She is great with my two very shy kitties and has even gotten them to trust her enough to let her pet them (which is not a small feat). I trust her completely with my cats and I am always assured that they will be well cared for. I’ve booked Paige’s services for almost a year now and plan to keep booking her whenever she is available to help.

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Celena S.
Drop-In Visits
5.0 out of 5 stars

Nicole was really great! Our dog can be nervous around new people but he seemed to really like her. We felt confident she’d take good care of him.

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Rebecca R.
Drop-In Visits
5.0 out of 5 stars

We have used Nicole multiple times. We needed her to come let our dog out while we were away from our home for a long day. She was prompt and loving to our dog. She is always dependable for a drop in visit. We will use her again for sure.

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Patty N.
Drop-In Visits
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The median cost per night for pet sitting in Westover is $25

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Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Westover on Rover as of May 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Westover pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Westover.

Rover makes it easy to find Westover pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.