Dog Sitting Fairfield

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

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Over 41
pet parents in Fairfield have booked dog sitting

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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: avery b.
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avery b.
from
$18
per visit
5.0 out of 5 stars
• 14 reviews
5 repeat clients
5 years of experience
Fairfield, CT, 06824

“Avery was fantastic! Great communication, kept me updated each time she checked in. As my dog has gotten older, she can be a little difficult to deal with but Avery handled her great. Highly recommend her to anyone needing a dog sitter!”

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Taylor B.
Sitter Profile Image: Tara D.
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Tara D.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
15 years of experience
Fairfield, CT, 06824

“Tara did a wonderful job taking care of our two cats while we were away! She provided us with detailed updates and photos every visit and was excellent with communication. Would highly recommend her to anyone!”

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Amanda D.
Sitter Profile Image: Ella S.
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Ella S.
from
$20
per visit
15 years of experience
Fairfield, CT, 06824

About: Grown up with multiple dogs my whole life! Self trained them all and love taking long walks and giving pets! Love hanging around dogs and caring for them. I am currently a student at Fairfield University but can be flexible outside of class time! I have a car so I am also able to drive myself wherever needed. I have a dog which we walk with a leash. I can handle dogs very easily as I’m used to it from growing up with them!

Sitter Profile Image: Brittinay J.
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Brittinay J.
from
$20
per visit
16 years of experience
Fairfield, CT, 06825

About: I have been surrounded by animals for most of my life and truly believe they are some of the most loyal and loving companions. I currently have a 16-year-old Papillon, and I was blessed to have my Pit Bull for 13 wonderful years before she passed away last year. Caring for senior dogs has taught me patience, attentiveness, and the importance of providing gentle, loving care. I also have experience caring for my sister’s two Bengal cats, whom I lived with and helped care for over the course of two years. This has given me experience with both dogs and cats and an understanding that every pet has a unique personality and needs. In addition, I worked at Dogtopia, where I cared for dogs of all breeds, sizes, and temperaments. That experience strengthened my ability to multitask, remain calm in busy environments, and ensure every dog received the attention, affection, and care they deserved. During the school year, I work as a substitute teacher, which gives me a flexible schedule. I adapt quickly to new routines and understand how important it is for pet owners to know their furry family members are in safe, caring hands. When caring for your pets, I will treat them as if they were my own—with patience, kindness, respect, and lots of love. Whether it’s going for walks, playing, cuddling on the couch, or simply keeping them company, my goal is to make them feel comfortable, happy, and loved while you’re away. I’ll also treat your home with the same care and respect that I would expect for my own. I’m a substitute teacher during the school year, which gives me a flexible schedule and allows me to make time for walks, playtime, cuddles, and making sure pets feel comfortable and cared for. My day usually starts at 5:30am or 6:00am and ends by 4pm, with my weekends being free and many holidays off. When caring for pets in a client’s home, I follow all instructions exactly as provided to ensure their routine stays consistent and stress-free. I’m very neat, organized, and respectful of the home, and I always treat it as if it were my own. I make sure doors and gates are securely closed at all times, keep a close eye on pets when they’re outside, and stay alert for any wildlife or other potential hazards. My goal is to keep pets safe, comfortable, and happy while maintaining a clean and well-cared-for home environment.

Sitter Profile Image: Katherine P.
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Katherine P.
from
$18
per visit
5 years of experience
Fairfield, CT, 06824

About: I've grown up around animals my entire life, especially dogs, and have always been comfortable caring for them. Both of my grandparents have owned dogs over the years, so I've spent a lot of time around dogs of different breeds and sizes. I genuinely enjoy being around animals and understand the importance of providing them with attention, patience, and care. In addition to caring for family pets, I've pet sat for my neighbor's dog and have helped walk and care for pets belonging to friends and family. Whether it's going for walks, feeding, playing, or simply keeping pets company, I make sure they feel comfortable and well cared for while their owners are away. I treat every pet as if they were my own. I'm currently home for the summer from college, which gives me a flexible schedule throughout the week and on weekends. I'm happy to work with a variety of schedules. Caring for pets is a great way for me to earn extra income while spending time with animals, something I've always enjoyed. For walks and drop-in visits, I prioritize your pet's safety, comfort, and routine. I always follow the owner's instructions regarding feeding, exercise, medications, and any specific needs their pet may have. During walks, I make sure dogs remain securely leashed and avoid situations that could put them at risk. During check-ins, I'll provide companionship, playtime, fresh water, and any other care requested. My goal is to make sure your pet feels comfortable and cared for while you're away, and I'll keep you updated with messages and photos whenever possible.

Sitter Profile Image: Charlotte S.
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Charlotte S.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
• 56 reviews
20 repeat clients
30 years of experience
Westport, CT, 06880

“Charlotte was great! So dependable and easy going letting out our precious Pomeranian who is anything but easy going. Charlotte persisted to earn her trust and slowly Poppy warmed up. We will absolutely use Charlotte again. We feel very lucky to have come across her wonderful Pet Sitting Services.”

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Jennifer L.
Sitter Profile Image: Taylor L.
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Taylor L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 18 reviews
9 repeat clients
10 years of experience
Trumbull, CT, 06611

“Taylor took such great care of our two dogs. She made sure they were well fed, had plenty of water, and got tons of play and fun while she was visiting.”

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Ian B.
Sitter Profile Image: Eliza L.
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Eliza L.
from
$16
per visit
5.0 out of 5 stars
• 2 reviews
13 years of experience
Westport, CT, 06880

About: I have had dogs for over 10 years and absolutely love all dogs. I love to work with all types of dogs and will be sure to make your dog feel safe and welcome with me! I am a recent college graduate and am working in pet care during part of my gap year to help save up for my own dog. I am in the local area for the months of November and December between travel periods and have a very open schedule during that time. Please reach out if you’re interested in working with me :) I have had my own dogs for many years and have helped others care for their pets as well. I am very comfortable working with dogs of all sizes and breeds and will be sure to keep your dog safe and comfortable if you choose to work with me!

Sitter Profile Image: Julie M.
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Julie M.
from
$35
per visit
4.6 out of 5 stars
• 76 reviews
52 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: Taylor G.
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Taylor G.
from
$25
per visit
5.0 out of 5 stars
• 18 reviews
6 repeat clients
7 years of experience
Westport, CT, 06880

“Taylor is the best. She came to meet my puppy before taking the job which I loved. She is awesome and my Chihuahua, King Olaf, was a happy puppy upon my return so I know Taylor took very good care of him. Thank you!”

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Jayne C.
Sitter Profile Image: Victoria C.
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Victoria C.
from
$20
per visit
3 years of experience
Bridgeport, CT, 06606

About: I have plenty of experience being around and helping take care of dogs all ages sizes and breeds! I love pups who want to run around or just lounge on the couch! I’m more than happy to treat yours like my own. I’m currently a full time second year graduate student at SHU, but my classes are mostly in the morning. I have some long days but always finish before 5. Fridays are wide open including weekends and most days I’m done fairly early! I am happy to accommodate whatever safety measures make you and your pup comfortable! If they need to be crated that’s perfectly fine, if they can run around without a leash that’s also great too!

Sitter Profile Image: Alexandra S.
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Alexandra S.
from
$30
per visit
5.0 out of 5 stars
• 19 reviews
6 repeat clients
12 years of experience
Fairfield, CT, 06825

“Very nice girl.”

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Marie B.
Sitter Profile Image: Marilyn C.
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Marilyn C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 72 reviews
13 repeat clients
31 years of experience
Westport, CT, 06824

About: I have been babysitting for my neighbors, friends, and family. They really rely on me to take care of their babies when they are on vacation, at work, or running late. They have also asked me to run home and take care of their animals. I'm currently working a part-time job, so I have plenty of time to walk and play with your pups! I'm available on the weekends and weekdays. I have a multiz male dog who is very friendly and playful. He is used to being around other dogs and loves to go to the dog park to play with them.

Sitter Profile Image: Lindsay K.
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Lindsay K.
from
$35
per visit
4 years of experience
Fairfield, CT, 06824

About: I previously co-founded a dog training business, managing client relationships and operations, but I have since stepped away from it. Prior to that, I worked for Coaching for Paws, a renowned dog training business in northern Connecticut. I have been working with dogs for around five years and have experience with training basic obedience, dog walking, dog sitting, and overall care. I currently have most weekdays free to dedicate to your pups’ needs, which allows me to provide consistent attention, care, and companionship throughout the day. Pet care fits very naturally into my daily routine, and I genuinely enjoy spending time with animals, whether that means going on walks, playing, feeding, or simply keeping them company. Because of my flexible schedule, I am able to accommodate different care needs and maintain reliable routines for pets, helping them feel comfortable, safe, and well cared for while their owners are away. I have lots of experience with different dogs and understand the needs of dogs and owners. I am able to meet any needs or criteria.

Sitter Profile Image: Kim A.
Verified Background Check
Kim A.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 90 reviews
15 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: Matthew D.
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Matthew D.
from
$31
per visit
5.0 out of 5 stars
• 9 reviews
1 year of experience
Westport, CT, 06880

About: Growing up with cats and various household pets, and loving dogs all my life has lead me to care and appreciate pets into my adult life. Looking to take care of the ones who love us the most for you. I am currently a full time music educator during the weekdays so I am available after school to walk and pet sit on an hourly basis. On Fridays and weekends I am also available for over night care as needed. In your home I will abide by all rules and routines you may have already. I can also ensure consistent care and attention to your pet’s needs.

Sitter Profile Image: Erin C.
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Erin C.
from
$38
per visit
5.0 out of 5 stars
• 5 reviews
10 years of experience
Westport, CT, 06880

About: I began pet sitting for neighbors in Boston and continued building my network after moving back to Connecticut. I now care for dogs throughout the year for friends and their families, usually four to five weeks annually. I work fully remote, so pets get steady company and attention throughout the day. I enjoy having animals around and treat them like part of the routine, not an interruption. I have an indoor cat who is fully vaccinated, so dogs are still welcome. If your pet needs a calm home, a reliable schedule, and someone who is present, I am a strong fit. I work fully remote, so pets are with me throughout the day. I start early, which leaves time for morning routines before work, and I take regular breaks for walks and check ins. Evenings are for longer walks, feeding, and downtime. If a pet has specific needs, I adjust my routine to match them. Pets stay in a calm, tidy home where I am present throughout the day. I work fully remote, so dogs get steady company, regular walk breaks, playtime, and a consistent routine. I follow each pet’s feeding schedule, medication needs, and any rules you share. My indoor cat is fully vaccinated and comfortable with visiting dogs. I introduce pets slowly and make sure everyone has their own space. If your dog has specific routines or preferences, I adjust to match them.

Sitter Profile Image: Olivia H.
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Olivia H.
from
$27
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Fairfield, CT, 06825

“She was amazing ! She was on my point with the walks and my dog truly enjoyed her . Will book again”

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Herlyne D.
Sitter Profile Image: Angelina B.
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Angelina B.
from
$35
per visit
4.8 out of 5 stars
• 12 reviews
7 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: Alondra C.
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Alondra C.
from
$25
per visit
5.0 out of 5 stars
• 15 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.

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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

Destiny excels at reading my dog’s moods and whether he wants to go on a walk or play catch. He is always happy with Destiny.

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Kristie K.
Drop-In Visits
5.0 out of 5 stars

Heather is prompt and always has a great little update and photos. She is consistent and we just love her!

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Shannon U.
Drop-In Visits
5.0 out of 5 stars

We have had her take care of our pets 2 times and she has been very good in providing updates and pictures that are reassuring that they are doing well while we are away!

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

Tiffany was very thorough and professional. She completed all that was asked of her and we are very satisfied with her service!

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

Samantha was very communicative and took adorable pictures of our pup. She also was kind enough to come and meet our special needs girl before the first drop in. I highly recommend her!

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Courtney H.
Drop-In Visits
5.0 out of 5 stars

Taylor is very reliable and communicative, and our pets love her! Highly recommend for drop-ins or house sitting.

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

Juliana was great. She kept in touch and notified me of anything out of the ordinary with my pet. She was very dependable and I would definitely ask her to help out again with my dog!

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jennifer l.
Drop-In Visits
5.0 out of 5 stars

Wonderful lady. Very helpful and kind to my pack. She sent frequent updates and photos, and I will hire her regularly to care for my animals.

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VJ t.
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
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Popular requests for dog sitting - Fairfield

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Sitters in Fairfield average 5
repeat dog sitting clients

FAQs for Dog Sitting - Fairfield

Frequently asked questions about Rover

The average cost for Dog Sitting in Fairfield on Rover is $17.12 per visit (as of September 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 September 2026, there are 4,260 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
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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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