Pet Sitting Darien

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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Over 57
pet parents in Darien have booked pet sitting

Darien, Find top rated pet 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: Skyler M.
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Skyler M.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Darien, CT, 06820

About: Hello! My name is Skyler and I am currently a mammal trainer at an AZA accredited aquarium with a background in veterinary care. I would love to help walk your dog, whether you have certain training goals or just needing extra help while you are at work! I started my career by walking my friend’s crazy, (but adorable) puppy in high school. I was able to help train the puppy during every walk, and left her tired out when her owner got home. I am off two of the busiest days of the week- Monday and Tuesday. I have full availability to do drop ins, daycare, or dog walks! I have an unfenced yard and plenty of grass out front. I take frequent trips to my local park that has tons of room to play.

Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
22 reviews
7 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: Kevin & Ana C.
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Kevin & Ana C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
147 reviews
33 repeat clients
4 years of experience
Norwalk, CT, 06854

Kevin and Ana were terrific with my two pups. On time, followed all instructions carefully. Felt very comfortable with them and will be using their services again soon!

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Kimberly C.
Sitter Profile Image: Elvia C.
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Elvia C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
76 reviews
25 repeat clients
7 years of experience
Stamford, CT, 06902

Elvia was great with Ophelia! Came to do a meet and greet before, and was very flexible when our plans changed at the last minute, which we appreciated. We will definitely be booking dog sitting with Elvia again in the future!

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Maria B.
Sitter Profile Image: Pam C.
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Pam C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
20 years of experience
Norwalk, CT, 06854

Pam was so great with our two kitties while we were away. She was on time every day and we truly appreciated the extra steps she took like vacuuming and offering to take out the trash. Would definitely book again. Thanks!

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Rabecca P.
Sitter Profile Image: Hanaya D.
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Hanaya D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
101 reviews
54 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: David S.
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David S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
26 reviews
18 repeat clients
40 years of experience
Turn Of River, Stamford, CT, 06905

We feel so lucky to have found David; truly, we only wish that we had found him sooner! He is reliable, considerate, and, most importantly, our dog LOVES him. Our dog is older, with some medical issues, and can be standoffish to new people but David won him over almost immediately. We always have complete confidence and peace of mind that our dog is well cared for.

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Casey S.
Sitter Profile Image: Patrícia C.
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Patrícia C.
from
$30
per visit
5.0 out of 5 stars
84 reviews
30 repeat clients
4 years of experience
Norwalk, CT, 06854

Our cats were very happy when we came back, we got consistent updates and photos, she was communicative and she did what we had asked regarding the care of our kitties as well as keeping our home secure. We recommend booking Patricia, and will use her in the future! Thank you! 😻😻

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Jacqueline G.
Sitter Profile Image: Aaron G.
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Aaron G.
from
$20
per visit
4.9 out of 5 stars
73 reviews
42 repeat clients
10 years of experience
Downtown, Stamford, CT, 06905

Aaron has been an amazing sitter for my pets. I have an older lab and he has worked with him on several behavior issues and I see such a dramatic change in my dog! I highly recommend Aaron not only for pet sitting but training as well.

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Carrie W.
Sitter Profile Image: Nina G.
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Nina G.
from
$30
per visit
5.0 out of 5 stars
45 reviews
12 repeat clients
10 years of experience
Downtown, Stamford, CT, 06901

Nina is wonderful. She made me feel so safe leaving my 7 month old puppy. I was able to enjoy my vacation and my dog loved her. She has great character and is an educated woman. I was blessed to find her . I wish she lived closer to me.

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Linda S.
Sitter Profile Image: Gloria M.
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Gloria M.
from
$25
per visit
4.9 out of 5 stars
14 reviews
4 repeat clients
4 years of experience
Stamford, CT, 06906

About: I have taken care of several dogs in the past of different ages. This care has included walks, dog sitting overnight and drop in’s. Some of the dogs have required medication and specialized diets. I am currently in a masters program for Occupational Therapy. I am available Monday-Thursday in the morning, Friday nights and Saturday-Sunday all day. I am near some parks with lots of grassy areas and am in a good neighborhood. I will make sure to be attentive to their needs, give them affection and keep them safe during our outings. I will abide by food restrictions and will adjust locations of walks depending on if the dogs are dog friendly/aggressive.

Sitter Profile Image: Kate D.
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Kate D.
from
$30
per visit
5.0 out of 5 stars
296 reviews
49 repeat clients
3 years of experience
Norwalk, CT, 06854

Kate was an excellent caretaker, very adjusting for a last minute need for my cat and took tons of photos, let me enjoy my vacation in peace. Would absolutely work with her again

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Thomas F.
Sitter Profile Image: Yushin "Tina" P.
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Yushin "Tina" P.
from
$35
per visit
5.0 out of 5 stars
21 reviews
3 repeat clients
22 years of experience
Cove-East Side, Stamford, CT, 06902

About: Welcome, if you happened to find my page, I am offering many services for you loving pets. 1. Boarding, small breeds only. I have a big back yard, fenced, no harmful pesticides. Your fur babies can run around to their hearts content. I offered daily walk during boarding( weather permitting). 2. Drop in visit. I usually visit twice a day, staying one hour or more each time. Following the client' instruction on routines for your pet. Small, medium, and Large dogs are all welcome. 3. Day Care, usually 8 hours duration, your fur pal gets plenty of companionship from my dogs, on our laps, backyard and daily walks. Plenty cuddle time and what ever routine you prefer. Small breed only. 4.Walks: each walk is 30 min or 1 hour. if you need other service besides during that time just let me know. Small, medium, and Large dogs are all welcome. A little bit about myself, I live with husband and 2 fur babies. I have owned various size and breed of dogs since I was in elementry schools. Right now I have 3 small dogs( all were adopted), one is a senior and one is handicapped. They go out for walks at least 30 min per day in the parks, and I groom them myself. We trained them well and they dont beg by the table, they dont bark for no reasons, and they are well socialized. I am so grateful for able to take care them. One of the dog is 15 years old she got adopted by us at age 7, she came with anxiety issues. we retrained her to relieve herself outdoor, she learned fast, and she was rehabilitated into a wonderful, fun, loving dog. The handicapped one has a birth defects but he is the sweetest dog I ever owned, he is well behaved and very smart. I want to pour more time into taking care of these amazing pets, they are not just dogs, they are our family, companions and true friends I work as arts and craft teacher at elementry school (5 hours per week). I also teach 3 hours per week at the YMCA. I have ample time to take care of the dogs. At my home the dogs are being monitored with servalliace camera. I let them out every 2 -4 hours during the day if I am home. Our yard is fenced. They get 2 meals a day. some treats. I follow clients instruction on taking care of dogs.

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
99 reviews
33 repeat clients
5 years of experience
Downtown, Stamford, CT, 06905

Ashley and Mauricio were absolutely amazing with our cat Porfirio during the holidays. They went above and beyond to make sure he was comfortable, happy, and well cared for while we were away. They were super reliable and communicative. Porfirio warmed up to them quickly and seemed to really enjoy their visits, which gave us so much peace of mind. I would 100% trust them again. Highly recommend! 🐾

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Mariel H.
Sitter Profile Image: Evelis D.
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Evelis D.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
1 year of experience
Norwalk, CT, 06850

About: I speak Spanish, so feel free to communicate however is better for you! I have personally helped my family and friends with pet sitting since I was a kid. I’ve been scooping poop and petting animals for a long time. I love to be active and can easily adapt if your pet doesn’t. My availability is completely flexible and open to fit your needs! I can be up as early as you need or as late! I currently live with a dog so it is like first nature to provide for your pet’s needs :) As someone who loves animals and also children, certain safety precautions are necessary in my mind. I, also, love to update and share pictures with parents who miss their babies!

Sitter Profile Image: Emma S.
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Emma S.
from
$30
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
20 years of experience
Norwalk, CT, 06854

My dogs loved Emma right away. She is reliable and truly professional. We'll definitely contact her for more walks.

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Tava A.
Sitter Profile Image: Samantha D.
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Samantha D.
from
$25
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
New Canaan, CT, 06840

I am a new Rover user and was nervous about entrusting my 8-month-old puppy to someone I didn't know. But Samantha exceeded expectations in many ways! She clearly loves dogs and was excited to meet my Yogi. She gave him a wonderful walk, made sure he had plenty of water, and even adjusted her schedule to meet our preferred timeline. Yogi was happy as a clam when we got home, and we are thrilled that we now have a reliable sitter to call for future needs.

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Christine F.
Sitter Profile Image: Devora L.
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Devora L.
from
$40
per visit
4.6 out of 5 stars
20 reviews
12 repeat clients
8 years of experience
Norwalk, CT, 06851

Was great to have such a lovely caretaker take care of my kitty while I had to travel. Came out before the scheduled time to meet my cat and the reliable communication was great peace of mind! Would recommend and will absolutely use again.

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Hunter N.
Sitter Profile Image: Crystal I.
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Crystal I.
from
$30
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
8 years of experience
Waterside, Stamford, CT, 06902

Responsive and kind!

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Megan D.
Sitter Profile Image: Ginger R.
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Ginger R.
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
13 years of experience
Norwalk, CT, 06850

Ginger was great! She bonded quickly with both dogs. The visit went smoothly and I really appreciated the pictures. Will definitely book again!

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Kc H.
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The median cost per visit for pet sitting in Darien is $25

Pet parents share their Rover experiences - Darien

1 / 1
5.0 out of 5 stars

Kevin & Ana are a great team. My dogs warmed up to them very quickly. They gave the full attention to both my energetic jack Russell Terrier and my old timer 12yr old pitbull. This was our second booking and my dogs are sure looking forward to seeing them again.

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craig m.
Drop-In Visits
5.0 out of 5 stars

Pam did an amazing job taking care of our dog while we were out of town for a few days! She was very responsible, communicative, and trustworthy.

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

Marcelline sent great updates while we were away and checked in our our cats well being, playing with them and even took note of any potential issues and was very communicative via the app. Great experience always!

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

Lindsay is such a kind sitter with whom we always feel comfortable trusting with our senior golden retriever. She follows direction for feeding, medicine, and making sure he is safe when she leaves.

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

My dogs loved Emma right away. She is reliable and truly professional. We'll definitely contact her for more walks.

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

Thanks again KathyG. and thanks for the pics of Norris... outside, inside, eating, then shacked up in his cave. i like the side view pic of him eating bcuz it gives me a chance to eyeball his collar and make sure its still on.

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

Brooke is fantastic! I highly recommend her I left so many confusing instructions about my not-so-friendly, finicky cat and Brooke just rolled with it. Absolutely no judging when I explained that she’d need to open the door, wait a few seconds… then close the door and repeat numerous times until my cat finally agreed to go outside. (My cat is obnoxious) She came to the house even in a snow storm. Brooke really is wonderful and I hope you’ll be lucky enough to have her !

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mec
Drop-In Visits
5.0 out of 5 stars

Sofia did an excellent job with our 2 dogs. She came out on an emergency for the night shift while we were away. I have one handicapped pitbull and a 1 yr old jack Russel terrier who quickly warmed up to Sofia. Thank you again 🙏

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craig m.
Drop-In Visits
5.0 out of 5 stars

My dog is very shy and Alexis took her time to get to know him. She was very gentle and confident. Thank you, Alexis.

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Lisa P.
Drop-In Visits
5.0 out of 5 stars

I booked Junior to watch my dog while I was away for a day , he was very accommodating and flexible since it was a last minute . My dog loved him and he took great care of him . I would book with him again !

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Ashley & Mauricio H.
Drop-In Visits
5.0 out of 5 stars

Keira is very responsible. My dogs react well to her. We have a shy little one and she works with her to get her more comfortable.

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Cheryl W.
Drop-In Visits
5.0 out of 5 stars

Daniel was the absolute BEST! We could not have asked for a better dog watcher. My family and I were away, leaving our pups alone for the first time. Daniel was super reassuring before, during and even after his time with us. He is very responsive to messages, sends check in messages with every visit and even did some extra efforts to make sure our pups felt comfortable. 10/10 recommend.

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

Jill has watched our cats several times over the last few years, and she is always our #1 pick on Rover if she's available. She sends us tons of pictures, plays with them, communicates throughout, and our cats really love her (they are typically shy with strangers, but they always remember Jill). She's the best.

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Kiera P.
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?

  • Cashless payments

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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 pets like family

  1. 1. Search

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

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Sitters in Darien average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Darien

Frequently asked questions about Rover

The average cost for Pet Sitting in Darien on Rover is $33.3 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 6,852 sitters on Rover offering Pet Sitting across Darien. 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 Darien 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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

  • 90% of sitters can help with special care needs
  • 93% 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.

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

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

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

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

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