Pet Sitting Old Greenwich

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 2
pet parents in Old Greenwich have booked pet sitting

Old Greenwich, 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: Hanaya D.
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Hanaya D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
108 reviews
55 repeat clients
4 years of experience
Stamford, CT, 06902

Hanaya was great with our anxious mini-Golden doodle. She took great care of him, and was extremely flexible with dates and times. We will definitely use Hanaya again!

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Rebecca K.
Sitter Profile Image: Victoria B.
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Victoria B.
from
$13
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
20 years of experience
Cove-East Side, Stamford, CT, 06902

About: I have cared for dogs my entire life and have experience with dogs of different ages and needs. I am dependable, attentive, and passionate about animal care. I enjoy spending time with dogs and ensuring they feel safe, comfortable, and well cared for. I currently work from home so I have a lot of free time. Why not spend time with furry friends! It’s also a great opportunity to take a breather and get fresh air during daily dog walks. When caring for pets in a client's home, I ensure that their daily routines are maintained to keep them comfortable and stress-free. I also make sure the home remains clean and secure while providing pets with plenty of attention, affection, and companionship. I am attentive to each pet's individual needs and committed to creating a safe, loving environment while their owners are away.

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

Crystal is the best. She is excellent with Snow. She is the doggie whisperer. Crystal is my fur baby favorite. Professional,on time, and goes beyond expectations.

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Dina M.
Sitter Profile Image: Daniela L.
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Daniela L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
397 reviews
175 repeat clients
10 years of experience
Downtown, Stamford, CT, 06905

Daniela was great to work with. She was very communicative and someone we were comfortable with letting into our home/taking care of our dog. We’ll definitely use her again!

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Nick H.
Sitter Profile Image: Annabel B.
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Annabel B.
from
$25
per visit
4.7 out of 5 stars
10 reviews
6 repeat clients
10 years of experience
Downtown, Stamford, CT, 06901

Annabel did a great job for my 2 cats while I was away for a week. She sent great pictures and even cleaned up when they got into a treat bag one day. Highly recommend!

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Connor C.
Sitter Profile Image: stefanie o.
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stefanie o.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
75 reviews
21 repeat clients
20 years of experience
Stamford, CT, 06902

Stefanie was amazing! Always kept me updated and was so communicative. My kitty cat loved her and I would absolutely recommend her in the future! An amazing sitter.

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Samantha B.
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
102 reviews
34 repeat clients
5 years of experience
Downtown, Stamford, CT, 06905

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

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Charlotte F.
Sitter Profile Image: Jailene C.
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Jailene C.
from
$20
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
5 years of experience
Stamford, CT, 06902

About: I love going on walks with the pets and treat them as my own. I have experience with small and big dogs, and some that need extra care. I am available daily to dog walk or dog sit in someone’s home. Also free on the weekends all day. Weekdays- early a.m. until 3pm Weekends- all day I make sure to stick to their schedule and treat them like my own. Love to play, walk, give them belly rubs/groom and go to the dog park.

Sitter Profile Image: Allison L.
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Allison L.
from
$25
per visit
1 repeat client
6 years of experience
West Side, stamford, CT, 06902

About: I love all pets. I’ve taken care of over seven different dogs ranging from 8 weeks old to 15+. I’ve administered medication orally and topical long walks and assistance after medical procedures. I do not do boarding in my own home. 100% in the comfort of your own home please do not hesitate to reach out for any questions! I am very flexible for any pet care for any questions. Feel free to reach out. I’m available at all times of day and night to make sure our babies are okay I have a dog and cat we feed both twice a day the correct amount needed for them. Our dog goes on a daily walk. Other client care I do whatever the pet parent needs and wants to ensure the safety of their pet and whatever they are comfortable with.

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

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

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Dave F.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
43 reviews
14 repeat clients
7 years of experience
South End, Stamford, CT, 06902

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

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Rebecca R.
Sitter Profile Image: Claire C.
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Claire C.
from
$30
per visit
5.0 out of 5 stars
90 reviews
34 repeat clients
3 years of experience
Greenwich, CT, 06807

Claire was really helpful with a drop in for our new puppy. Send great updates and videos so we felt reassured.

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Beth R.
Sitter Profile Image: Ron C.
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Ron C.
from
$25
per visit
18 years of experience
Waterside, Stamford, CT, 06902

About: I've had dogs all my life and since I'm self employed, I have time on my side and find caring for dogs to be very relaxing & rewarding for us both. I enjoy hiking with them or going to a dog park, with the owners permission of course, to let them run around. I also enjoy going to parks and when I see a senior citizen, let the dog say hello. Nothing better than seeing a smile on someones face after playing with a friendly dog. I love to take walks outside and I have a ton of patience when it comes to letting dogs do their business. I always put myself in a dogs mind thinking what I would want to do when outside in the beautiful air. Since I’m self-employed I have very flexible hours to work around a pet owners needs. My commitment to your pet will always come first while on schedule. I will always make sure your pet is properly leashed to protect them and other animals. My apartment complex has over 60% people with dogs so it’s a really pet friendly building and the surrounding area has fenced in areas to keep your dog safe.

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

i never met elvia, only spoke on the phone, making arrangements for my dog. Having never met her, leaving my house keys was honestly a bit uncomfortable for me. however, given her excellent reviews, i decided to just trust and go for it. elvia came exactly on time, fed and played with my dog for a half hour and then left. everything went just as planned. her communication was great, which was essential, and put me at ease. i had a postive experience.

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Leslie T.
Sitter Profile Image: Michelle K.
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Michelle K.
from
$25
per visit
30 years of experience
Stamford, CT, 06820

About: My love of dogs led me to start a dog walking business when I was only 10 yrs old. Once I finally convinced my parents to get a dog, I was 15 and we ended up with two bichon-malteses who were the loves of my life. As an adult, my career has me traveling frequently so I haven’t become a pet owner, but I continue to dogsit for friends and neighbors because I love the companionship when I’m home. I am committed to providing your dog a comfortable home away from home where they will be well cared for and loved. I work from home Mondays and Fridays so can be available for care for a long weekend (Fri-Sat-Sun-Mon). My availability may be limited based on work travel. I live in a dog friendly building, where there is greenery and walking paths around the building for daily walks and enjoy going for longer walks in nearby parks.

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

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

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Kristen T.
Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
23 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: Sarah D.
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Sarah D.
from
$30
per visit
5.0 out of 5 stars
62 reviews
20 repeat clients
9 years of experience
Riverside, CT, 06878

Sarah was excellent when it came to checking in on our two cats while my husband and I were away for the week. I get anxious leaving them and Sarah was very communicative/made me feel at ease. She sent tons of pics and lots of texts as to how they were doing so I could tell she was spending her time well here. She was even so kind and attentive as to take out the garbage! Highly recommend!!

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Rachel B.
Sitter Profile Image: Claire F.
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Claire F.
from
$16
per visit
10 years of experience
Greenwich, CT, 06878

About: I’ve grown up with dogs and they hold such a special place in my heart!! I’m comfortable with dogs of all sizes and currently live with my roommates dachshund! I have flexibility in my work schedule during the week and am available most weekends as well. Any time I can fit in caring for your dog I will! I live in an area with lots of parks, grass and outdoor spaces!! If I’m in your home, I will ensure the dog is watched carefully and feels safe.

Sitter Profile Image: LisaLeigh R.
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LisaLeigh R.
from
$20
per visit
5.0 out of 5 stars
21 reviews
14 repeat clients
4 years of experience
Waterside, Stamford, CT, 06902

LisaLeigh really helped us out when we were in a bind. She was communicative and took great care of our two pups for the night. I will absolutely be calling her again!

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Kathleen A.
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The median cost per visit for pet sitting in Old Greenwich is $25

Pet parents share their Rover experiences - Old Greenwich

1 / 1
5.0 out of 5 stars

Rebooked Margaret - I don’t want anyone else to watch my elderly cat when I go out of town! Margaret is simply the best.

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

Cassidy is a perfect sitter for our two cats! She was so helpful during our vacation, ready to help with everything needed to make our pets’ stay less stressful. Caring and understanding to our girls, detailed in her reports to us, sending photos. I’m so thankful that I found Cassidy - now we have a reliable sitter for all our trips.

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

Claire was amazing! She took so many videos of scout, and he looked like he was really comfortable with her and enjoying the pets! I will definitely use Claire again.

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

Daniela took good care of the cats. Setting up are communications are smooth and easy. Ad hoc requests on unexpected incidents were well taken care of. The house is clean after the sessions. Overall it was a great experience. Will request their help again in the future.

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

Maria was great with my dog. She came in at the last minute - she was so very responsive and communicative- providing happy pictures of their short time together. I will definitely be using her again! Many thanks Maria!

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

My cat loves Ashley and Mauricio! They are super friendly, responsible and caring. I have always had a great experience with them ☺️

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

I am so happy with Rover and Aaron.I have complete piece of mind when I am away from my 17 year old dog with him .

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

Nicole was so great with our cat Pepper! She sent so many photos updates and was super communicative throughout the time watching her. Would highly recommend!

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

Maria took such good care of my two cats while I was away and took amazing photos of them and kept me updated throughout! Thank You!!!

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

Serena was absolutely amazing. She took great care of our two cats when we were out on vacation. Highly recommend!!

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

Crystal is the best. She is excellent with Snow. She is the doggie whisperer. Crystal is my fur baby favorite. Professional,on time, and goes beyond expectations.

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

Stephanie always comes on time. She is caring for the dogs and has great communication skills. She is a top sitter for us.

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

Michelle took great care of my dog when I was away. She was on time, communicative and responsive when needed. I’d highly recommend her to other local pet parents.

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

Ursula was fantastic with my cat Millie! Daily photo updates kept me stress-free, and we came home to her happy and well cared for. Super reliable highly recommend

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

Kaitlyn was on time and so sweet with my Leo! He loved playing in the backyard with her for the afternoon!

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

Annabel was on time and so great with my Leo! He had tons of fun running around in the backyard with her .

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

Ali was perfect. Responsive communicator, kind spirit, and genuine affection for our puppy. Could not have had a more positive experience. Would highly recommend!

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

Anna was very reliable and communicative when dropping in on my girls! I knew they were in good hands with her :)

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

Anni took care of our two cats while we were gone for over a week. She did an amazing job, our shy girls warmed up to her very quickly. We will definitely book her again in the future!

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

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

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Steven Y.
Drop-In Visits
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Popular requests for pet sitting - Old Greenwich

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Sitters in Old Greenwich average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Old Greenwich

Frequently asked questions about Rover

The average cost for Pet Sitting in Old Greenwich on Rover is $17.76 per visit (as of August 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 August 2026, there are 18,880 sitters on Rover offering Pet Sitting across Old Greenwich. 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 Old Greenwich 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 Old Greenwich. On Rover:

  • 89% of sitters can help with special care needs
  • 93% 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.

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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