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.

1 / 1
Sitter Profile Image: Louisa H.
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Louisa H.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
3 years of experience
Fairfield, CT, 06825

Louisa was a great help to our two cats while we were away!

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Kristin B.
Sitter Profile Image: Taylor L.
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Taylor L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
12 reviews
8 repeat clients
10 years of experience
Trumbull, CT, 06611

Taylor is fantastic with our dog! She takes great care of her, is on time and communicates clearly about her visits! Cheez is always happy and calm when we come home from her time with Taylor and we love that we have someone we can trust to care for her while we’re away!

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

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.
Sitter Profile Image: Betsey M.
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Betsey M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
91 reviews
26 repeat clients
30 years of experience
Bridgeport, CT, 06606

Thank you so much Betsey! Lacy was so happy when we got back to her. I appreciate your ability to step in last minute. You went above and beyond for Lacy.

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Anissa V.
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: Erin C.
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Erin C.
from
$38
per visit
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: Amy C.
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Amy C.
from
$20
per visit
5.0 out of 5 stars
8 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: Dimitrios K.
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Dimitrios K.
from
$17
per visit
5.0 out of 5 stars
4 reviews
3 years of experience
Norwalk, CT, 06851

About: I’ve taken care of pit bulls, golden retrievers, and tabby cats! Entrusted by friends and family with their pets, I’ve learned that I have a great affinity for animals (maybe more than I do for people) I currently work evenings at a restaurant, and I’m searching for daytime employment as we speak. In the meantime, I’m open to daytime supervision of animals as well as overnights after work. I have a fenced-in yard and a very docile and friendly golden retriever. She’s 11 and gets along with every animal she meets. When taking care of a pet at client’s homes, I prioritize leaving it in the same or better condition than I found it.

Sitter Profile Image: Kim A.
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Kim A.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
88 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: Charlotte S.
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Charlotte S.
from
$30
per visit
4.9 out of 5 stars
51 reviews
16 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: Taylor V.
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Taylor V.
from
$31
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
15 years of experience
Bridgeport, CT, 06605

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.
Sitter Profile Image: Olivia H.
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Olivia H.
from
$20
per visit
10 years of experience
Bridgeport, CT, 06605

About: I’ve had both a dog and cat of my own and have taken care of neighbors’ pets for years! I am an animal lover and will give your fur babies the love they deserve :) I am currently a full time graduate student, but I have lots of availability on weekends if you go away on a trip, and I can do drop in visits on most weekdays! I am unable to board your pets but can stop by as often as needed. You can trust me to keep your pets safe, healthy, and happy in your home while you’re gone!

Sitter Profile Image: Matthew D.
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Matthew D.
from
$30
per visit
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: 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: Brittany D.
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Brittany D.
from
$25
per visit
20 years of experience
Fairfield, CT, 06825

About: I’ve had and watched lots of different pets. I own two large rescue dogs, and have watched many others. I’ve also cared for small dogs like Yorkers and bichons as well. I have owned 3 cats so I have experience with cats as well. I don’t know anything about caring for bunnies, rodents or reptiles. I work part time. My days off are Mondays, Wednesdays and every other Sunday. I am happy to do overnights within a 30min drive from Trumbull, CT. Tues 2-8pm Thurs 10-4 Friday 10-4 Saturday 10-3 Every other Sunday 10-2 I offer in-home care, walks around the park or local neighborhood, hikes, and/or play time in the yard. I prefer not to bring your pets into my own home as my dogs don’t always like having other animals visiting.

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: 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.

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: Caroline P.
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Caroline P.
from
$20
per visit
5.0 out of 5 stars
15 reviews
2 repeat clients
14 years of experience
Fairfield, CT, 06825

We love using caroline! Our pup easily engages with her and she always keeps us in the loop. Will continue to use her again and again

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Makenzie G.
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.

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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

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

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
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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 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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