Dog Sitting Fairfield

Book a Fairfield dog sitter to watch your dog in your sitter’s home or yours.

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Over 39
pet parents in Fairfield have booked dog sitting

Fairfield, Find top rated dog sitting

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: Claire V.
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Claire V.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
South End, Fairfield, CT, 06824

Claire was great with my young dog. She was reliable and communicative, providing updates before, during and after her visit. Will definitely book again!!

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Lindsey D.
Sitter Profile Image: elizabeth h.
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elizabeth h.
from
$25
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Fairfield, CT, 06824

Ellie was an awesome sitter for my cat Merlin. She was very communicative, flexible with our meet and greet, and sent me plenty of photos while we were away. Merlin was in great hands. I highly recommend her and look forward to using her services again during our next trip!

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Adam H.
Sitter Profile Image: Charlotte S.
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Charlotte S.
from
$30
per visit
4.9 out of 5 stars
47 reviews
15 repeat clients
30 years of experience
Westport, CT, 06880

About: I’m a hard working professional who works remote and looking to spend some time with animals. I’ve always had a dog growing up and am looking to pet sit until I get a dog of my own again. I’ve worked with animals for years and am very fond of them. Always a very courteous person and flexible. Willing to help with anything you need. Would love to have your dog in my home and am willing to travel to yours. Have experience caring for both dogs and cats, open to either. Will love your animal like it’s my own. Please reach out if you have questions. I look forward to meeting you and your pet! I currently work remote and have all the time needed to care for your pet like it’s my own. Looking forward to meeting your pet! I have a spacious house and yard for your pets to enjoy. Walks will be every two hours and many trips to the park for a good time!

Sitter Profile Image: Angelina B.
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Angelina B.
from
$35
per visit
4.8 out of 5 stars
11 reviews
6 repeat clients
10 years of experience
Fairfield, CT, 06824

About: I have had dogs all my life. As well as dog sitter for friends and family. On top of basic care such as feeding and walking I can also bathe and groom them. I am home for the summer so I have an open schedule to care for your dog at anytime you need. Including weekends and holidays. In my home I have a friendly dog who loves to make friends. I take dogs on long walks through the hiking trail next to my home.

Sitter Profile Image: Kim A.
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Kim A.
from
$35
per visit
5.0 out of 5 stars
87 reviews
14 repeat clients
50 years of experience
Westport, CT, 06880

A fantastic relationship through and through. Kim is extremely responsive to communications. Her interaction with my little dog Fred - who is very shy and tentative with new people - was great. She reassured me during my trip that Fred was doing well and interacted with Kim very well. I am grateful for the sitting / home visits Kim provided. I would not hesitate to use Kim in the future.

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Patrick G.
Sitter Profile Image: Julie M.
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Julie M.
from
$35
per visit
4.6 out of 5 stars
74 reviews
51 repeat clients
40 years of experience
southport, CT, 06890

About: I have over 40 years experience caring for dogs and animals. My experience includes employment with a veterinarian, employment at a kennel, and a lifetime of dog ownership. We custom built our home to be a perfect paradise for a dog's life. We have a beautiful fenced in private backyard that offers a grass area, deck area, and a woods area for those adventuresome puppies! We have a dog door for those dog guests that want frequent outings or door service by us for those less ambitious doggies. A typical day at doggy paradise includes numerous supervised romps in the fenced in backyard, walks in the neighborhood, lots of love, and plenty of water and meals as per owners instructions. As a little background we just lost our last two dogs within the past two years, one to old age, and one young to cancer. We still want dogs in our life so we are now boarding. Note: An additional daily surcharge will be collected for dogs over 55lbs, details will be addressed at booking depending on dogs weight and age. Thank you Full time care. We will take great care of your pet in our home and fenced in backyard. Typically there is an adult present for full 24 hr care. I have a fenced in yard where dogs are let out. I follow your specific dogs instructions and routine, depending on what they are used to.

Sitter Profile Image: Sophie H.
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Sophie H.
from
$22
per visit
5 years of experience
Westport, CT, 06880

About: I've grown up with dogs my whole life, I've had a dog for 11 years, so I understand firsthand what it means to care for a pet like family. I have hands-on experience with dog sitting and walking, and I'm comfortable with daily routines, exercise needs, and making sure dogs feel safe and comfortable in any environment. Your dog will always be in caring, attentive hands! I work part-time, which means I have plenty of flexibility throughout the week to give dogs the time and attention they deserve. Whether it's weekday walks or weekend sitting, I'm available, your pet always comes first. When caring for pets in your home, my top priority is keeping things consistent and stress-free for your dog. I follow your established routines: feeding schedules, walk times, and any house rules, so your pet feels comfortable and secure in their own space. I treat every client's home with respect, ensure doors and gates are always secure, and provide updates and photos so you always know your pup is happy and safe.

Sitter Profile Image: Alba A.
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Alba A.
from
$30
per visit
20 years of experience
Westport, CT, 11768

About: My name is Lilly (Middle name). *Background checked* I'm a very active and nature loving pet care professional. I am experienced with all types of dogs. I am very focused on what is best for your pet in terms of health, behavior correction and safety. I work with a trainer mindset. I have volunteered for several dog shelters in Utah and Connecticut. I'm an animal activist. I love dogs and my dream is to one day have a sanctuary so that there are less dogs in shelters. I am kind, compassionate, nurturing and reward good behavior. I spent lots of time outdoors, my life is spent accommodating to clients busy schedules. I am reliable to pick up and drop off on a timely manner always remaining flexible to changes along the way. Safety is my #1 priority, play and exercise is my second. Feel free to message me with any questions. If I can help you, I will. My services are affordable, dependable and honest. I'm available 24/7. I will always be around to care for your dog and tend to its needs. Morning, noon and afternoon walks are provided. Trips to the park are typical with plenty of time for rest. I have a yard, me and your pet are out in nature as much as possible with proper resting periods. I can create train your pup but I am also experienced with pets not comfortable with crating. I will always be sensitive to each pet's needs and well being.

Sitter Profile Image: Colin W.
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Colin W.
from
$25
per visit
10 years of experience
Fairfield, CT, 06824

About: I’ve dealt with pets of all kinds. Big, small, medium, and ones that aren’t potty trained. However, I love all animals! You’re pet will be my top priority, and they will be in good hands for the duration of time that I am needed! As a college freshman on summer break, I have plenty of time on my hands to tend to your pet. Even after finding a job, your pet will be my priority! I own a mini-dachshund who you will find either bubbling with energy, or basking in the sunshine in the back yard. His activity level is completely dependent on our behavior! Thanks to his loving personality, he is always by our side and being loved. He has free access to water whenever he needs it and is fed twice per day. Rocky would never run away, as his he too emotionally attached and can’t stand to be alone for even five minutes!

Sitter Profile Image: Kiersten M.
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Kiersten M.
from
$20
per visit
5.0 out of 5 stars
3 reviews
8 years of experience
Fairfield, CT, 06824

About: With personal experience raising my own 5-year-old dog and caring for neighborhood pets, I understand the importance of dependable, attentive pet care. I’m comfortable with daily walks, playtime, feeding routines, and providing updates so you feel at ease. I aim to create a calm, positive experience for every dog in my care! I am currently a physical therapy student home for summer break. I usually have full availability on weekdays and weekends. Once my clinical starts in mid July my availability will shift to only weekends. Whenever I am watching dogs, I make sure they have a collar on when going outside, make sure all gates and fences are closed, and that they have used the bathroom before I leave the house.

Sitter Profile Image: Avery O.
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Avery O.
from
$25
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Bridgeport, CT, 06606

Avery always makes sure that Milo gets outside for a walk.

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Wendy S.
Sitter Profile Image: Belle L.
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Belle L.
from
$15
per visit
1 repeat client
17 years of experience
Fairfield, CT, 06890

About: I’ve had 8 dogs throughout my life and can take care of all dogs from puppies to senior dogs. Neighbors, family, and friends have trusted me to take care of their dogs, cats, and even bunnies. I’m currently in school so I have plenty of time for your lovely fur-babies. I am available for sitting all day on weekends, and weekdays after 2 pm, I can even pop by in the mornings to feed your pups. I have a fenced in yard and 3 fur babies for yours to play with. I know special tricks to get dogs to eat medicine if they need it as I’ve had many pups in need of medicine.

Sitter Profile Image: Tiffany L.
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Tiffany L.
from
$13
per visit
5.0 out of 5 stars
1 review
1 repeat client
2 years of experience
Fairfield, CT, 06825

Amazing! Great communication and attention to details. I’m sure Franco and Charlie had the best time with Tiffany🐾

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Emily O.
Sitter Profile Image: Amy C.
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Amy C.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
40 years of experience
Westport, CT, 06880

Can’t wait to have her back again! She sent me photos, filled me in on my nervous dog and was so concerned for his safety. Grateful to find someone near me. Thank you!

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Christina M.
Sitter Profile Image: Eileen O.
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Eileen O.
from
$12
per visit
1 repeat client
11 years of experience
Bridgeport, CT, 06604

About: I work at a doggy day care, and spend over 25 hours every week there. I’m experienced with dogs of all sizes and believe every dog deserves all the love and care they can get. I work part-time with dogs, so pet care naturally fits into my schedule. I’m used to early mornings, mid-day breaks and evening cuddle sessions. I’m happy to fit my schedule around your pets needs. I make sure they are always supervised, comfortable, and in a secure environment. I follow any special instructions provided and I’m used to keeping dogs happy, healthy, and stress-free! With lots of love and care included!

Sitter Profile Image: Neyshka P.
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Neyshka P.
from
$20
per visit
20 years of experience
Bridgeport, CT, 06607

About: Responsible, caring, and dependable pet caregiver and proud dog mom with experience providing loving care, walks, feeding, and companionship. I am CPR certified and work as a medical assistant, so safety and attention to detail are very important to me. I treat every pet like family and always provide reliable communication and care. I currently work full time during the week, but I am available on weekends for dog walking and pet sitting. I have flexible availability on Saturdays and Sundays and can accommodate different times as needed I treat all pets as if they were my own. I give them the care and attention they need. I am trustworthy, loving and caring.

Sitter Profile Image: Rachel O.
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Rachel O.
from
$22
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
Westport, CT, 06880

Rachel did a great job taking care of my dog Winnie. He's 14 years old and needs extra attention. Rachel sent me feedback and helped Winnie out when he needed it. I highly recommend her, Charlie

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Charles S.
Sitter Profile Image: Alondra C.
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Alondra C.
from
$25
per visit
5.0 out of 5 stars
14 reviews
9 repeat clients
5 years of experience
Bridgeport, CT, 06604

About: I have grown so fond of taking care of fur babies the more years I do it. I enjoy working with all different breeds and building a connection to the pets I take care of. I’ve learn to work with all ages, breeds, behaviors. The best part? Knowing that people entrust me to bring their fur babies back to me, and knowing that the dogs are excited to return. I have a part time job currently so I have plenty of time to be with your pet(s) whenever I’m not at work, so it’s flexible. I like to thoroughly ask questions about the dog I’ll be taking care of (food, any medications? Exercise? Do they like to play? Etc.) I want to make sure not only yourself but the dog is as comfortable as can be.

Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$15
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Bridgeport, CT, 06606

Patient and reliable.

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Sandra K.
Sitter Profile Image: Ellen C.
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Ellen C.
from
$25
per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Faifield, CT, 06825

About: I have experience caring for dogs in many ways, including: dog walking, play dates with other dogs, overnight dog sitting when the family is traveling and need help to stay with the dog those days they are away from home, or sometimes I have the authorization to bring them to my house, and daytime care. Through those years taking care of dogs I had a privilege to take care of 3/4 dogs at the same time, providing individualized attention and care to each furry companion. Dedicated to providing love and affection, I ensure that every dog in my care receives utmost comfort and attention. Prioritizing your dog's happiness and safety, our time together includes enjoyable walks in the park, fun playdates with other pups, and plenty of cuddles. Rest assured, your furry friend will always be in capable and caring hands with me. I'm currently working part-time, having time to dedicate to the dogs under my care. I prioritize their well-being by scheduling regular walks, play sessions, and ensuring they receive the attention they need throughout the day. I adjust my schedule to fit their needs, whether it's taking them for walks in the morning before I start work, checking in on them during the day, or spending quality time cuddling with them in the evening. Taking care of these furry friends isn't just a duty for me, it's a source of joy and fulfillment that enriches my daily life. In my house, I provide secure, worry-free environment for your beloved pets. I have a medium fenced backyard where I can take the dog to go potty and a great and friendly dog neighbor. My priority is to give the pet attention and make sure they will have love, and protection the whole stay!

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The median cost per visit for dog sitting in Fairfield is $25

Dog parents share their Rover experiences - Fairfield

1 / 1
5.0 out of 5 stars

She is on time . Very sweet and my dog Snow adores her. She keeps me up to date as needed. I have used her in the past and have future visits scheduled.

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

Amazing! Great communication and attention to details. I’m sure Franco and Charlie had the best time with Tiffany🐾

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Emily O.
Drop-In Visits
5.0 out of 5 stars

Oscar was awesome to work with! Great communicator, very proactive in thinking about our dog, and took great care of him. We will 100% be using him again. A great Rover!

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

Alexis was great. She was reliable and had good communication. When our departure date changed due to an illness in our family, she was responsive and flexible to our change in schedule. We would hire her again for future trips.

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Wendy O.
Drop-In Visits
5.0 out of 5 stars

Deirdre did an amazing job taking care of our dog Murphy and the bunnies. She’s a great communicator, took great care of the pets and is someone that I would highly recommend.

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Matthew F.
Drop-In Visits
5.0 out of 5 stars

Kim was wonderful with our 10 week old puppy. She provided great care and feedback after doing 2 drop in visits. She maintained our routine as we are crate training and potty training our sweet little Maisie!

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

Claire was great with my young dog. She was reliable and communicative, providing updates before, during and after her visit. Will definitely book again!!

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

Katherine was a great help for last minute requests , I will definitely book again and highly recommend.

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

Hillary is wonderful! We just moved to the area and really grateful we found her! She is super kind, communicative and took great care of my dog Misu. This is our second time booking her, and we plan to again very soon!

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

Even when dropping in just to let Milo out for a few minutes Valeria always makes sure to play with him and give him attention and treats.

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

She took good care of our 5 cats and 1' 14 year old dog and it went very well. Will definitely use her again!!!

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

Lindsey is a communicative and professional sitter. She followed all our instructions and kept us up to speed on everything while we were away. Very friendly with all of our pets, and patient with our shy nervous doggy!

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Brad
Drop-In Visits
5.0 out of 5 stars

My cookie is usually scare of people. She immediatly took to Avery. Avery went above and beyond to ensure cookie was safe and happy. Even spent extra time with her after her walk. I never worried about anything. Would use her again any day!!!

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Jeanette O.
Drop-In Visits
5.0 out of 5 stars

I highly recommend Olivia! We have a ten year old golden doodle with a lot of anxiety. Our dog has never been cared for by anyone other than family while we have been away so Olivia was the first to dog sit for us and she did an amazing job. In a few short days she built a trusting relationship with our dog and was able to walk her. We returned home to a happy and well cared for dog. We will definitely rely on Olivia to take care of our dog when we travel again. Thank you Olivia!

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Meghan A.
Drop-In Visits
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  • 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?

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  • Reservation protection

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

  • World-class support

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

Meet local sitters who will treat your dogs like family

  1. 1. Search

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

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Sitters in Fairfield average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Fairfield

Frequently asked questions about Rover

The average cost for Dog Sitting in Fairfield on Rover is $16.65 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 4,317 sitters on Rover offering Dog Sitting across Fairfield. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Fairfield stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Fairfield 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!

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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Fairfield with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 92% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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.

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.

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