Dog Sitting Pound Ridge

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

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Over 82
pet parents in Pound Ridge have booked dog sitting

Pound Ridge, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Anna B.
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Anna B.
from
$25
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Downtown, Ridgefield, CT, 06877

Anna took really great care of my cat. I can tell she has a genuine interest in the wellbeing of animals. She even sent a photo during her visit which put me at ease. Would definitely use again!

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Stuart P.
Sitter Profile Image: Casey M.
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Casey M.
from
$35
per visit
5.0 out of 5 stars
2 reviews
17 years of experience
Newfield, Stamford, CT, 06905

About: I was born and raised in Fairfield county and I have always had pets! As a pet parent myself I understand the needs and requirements necessary for you to feel comfortable while you’re away from home. I love animals with all my heart and you deserve to have someone who will go above and beyond to ensure your animals are well taken care of. I am a very active person and enjoy being outside as much as possible. I have a lot of experience with bathing and training both large and small dog breeds. I have experience with special needs cats and dogs and have experience with medication administration. I have a flexible schedule and am happy to work with yours. If you have any questions or would like an additional references I can provide them. I look forward to speaking with you soon! I have my own dogs Milo and Mandy and my cat Oliver, I have a flexible schedule. I am willing to accommodate my clients to the best of my ability Your pets will only get the best possible care. As a pet owner myself I understand the importance of having a trusted sitter. Your animals will get all of the best play time, walks, bonding and affection! Any care details, timelines, specifics that your pet may need I will be happy to provide.

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: Joseph Q.
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Joseph Q.
from
$25
per visit
12 years of experience
Newfield, Stamford, CT, 06905

About: I’ve taken care of dogs my entire life and feel more comfortable around them than I do most humans. I can handle big dogs—I’ve had midsized dogs my whole life, but I’m a big guy myself and have experience with bernese mountain dogs. I also have two dogs at the moment, and can handle zone coverage if necessary! I’m very loving of dogs with any conditions or special circumstances, and will be very respectful of any instructions or boundaries. I’m home from college for the summer. I work from home on my own schedule, so I can basically do whatever is easiest for the dog/family with enough notice. I keep my dogs really active! Walks, car rides, three meals a day, tug of war, fetch, treat training. I find it all very fun so none of it feels like a chore!

Sitter Profile Image: Madyson M.
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Madyson M.
from
$35
per visit
5.0 out of 5 stars
1 review
18 years of experience
South Salem, NY, 10590

Madyson was amazing. She followed directions exactly send a ton of photos and was responsive to texts. I cannot be happier with her. 🐾👍🙌

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Regina B.
Sitter Profile Image: Jennifer J.
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Jennifer J.
from
$18
per visit
1 repeat client
20 years of experience
Bedford, NY, 10506

About: I have cared for puppies to seniors. Knowing their needs is very important for their ultimate well being. I have also have hospice care experience. I am currently taking care of pets full time. Consisting of daily walks, hiking, snuggling and lots of love. Whatever their needs are I am here to help. Home is a sacred space The pet parent’s home will be kept exactly how it was when I arrived. I am happy to make the pup feel at home.

Sitter Profile Image: Piper M.
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Piper M.
from
$20
per visit
10 years of experience
New Canaan, CT, 06840

About: I've been a proud dog owner for more than a decade and have happily cared for two cats for the past four years. My experience has given me a deep bond and understanding of pets, making me your go-to teen for fun and reliable pet care! I’m currently working part-time and have flexible hours during the summer, giving me plenty of time to dedicate hanging out with pets, ensuring they receive all the love, attention, and exercise they need! When caring for pets at my client's home or during walks, I prioritize comfort and safety. I can create customized care routines and ensure they have clean, comfortable areas with access to food and water. During walks, I tailor activities/duration to their energy levels. Plus, I try to have regular communication with pet owners in order to keep them informed and reassured about their pet's well-being.

Sitter Profile Image: Gabriella W.
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Gabriella W.
from
$22
per visit
1 repeat client
10 years of experience
Ridgefield, CT, 06877

About: With over 6 years of experience working in veterinary hospitals and over 10 years of caring for pets, your babies will be in great hands. I have 2 large dogs, 3 cats, and a snake! I have also fostered various other individuals over the years (including a mama with 7 kittens and a geriatric pitbull.) I am experienced in administering medication, as well as basic injections such as VetSulin. If you have any questions at all, please feel free to reach out! I hope to meet you and your fur (or furless) babies soon! I just moved to Ridgefield from Orlando, so my schedule is completely open for your pet care needs! I have 2 dogs and 3 cats of my own, and am excited to add your pets routine into my schedule. I am happy to stay the whole day at your home or make multiple visits throughout the day. Whichever is preferred! I will follow your care instructions meticulously, and I provide regular updates.

Sitter Profile Image: Nicholas P.
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Nicholas P.
from
$18
per visit
20 years of experience
Armonk, NY, 10504

About: I have taken care of Samoyeds my whole life. Many of my own dogs have had litters that I’ve taken care of. I’ve also taken care of my neighbors dogs which range in size from chihuahuas to German shepherds. My main career is mainly remote so I’m able to stay at home and take care of dogs. My own pets are taken out twice a day and fed twice a day. Once in the morning and once at night. In my house we usually cage our dogs until everyone is home so we have enough eyes to watch them. If you need me to stay with your dog the entire time that shouldn’t be a problem.

Sitter Profile Image: Dew G.
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Dew G.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
54 reviews
23 repeat clients
20 years of experience
North Salem, NY, 10560

Dew is wonderful! She is very responsive and trustworthy. Our pups loved her immediately

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Holly C.
Sitter Profile Image: Molly M.
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Molly M.
from
$21
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Springdale, Stamford, CT, 06907

Molly was great with Bella! Communication was on point (quick responses and always confirmed a day before), received cute photos of Bella playing in the backyard, seems like they had the best time! Would absolutely trust Molly again with my dog!

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Brendan C.
Sitter Profile Image: Alex Y.
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Alex Y.
from
$15
per visit
5.0 out of 5 stars
56 reviews
17 repeat clients
Wilton, CT, 06897

Alex is truly an exceptional cat sitter. She takes such wonderful care of Obake and Nandor and consistently goes above and beyond. One of my cats is a very shy rescue, and the fact that he feels comfortable with Alex speaks volumes about her patience and kindness. She is extremely communicative, keeps me updated, and I can genuinely tell how much she loves and cares for my cats. I always feel completely at ease knowing they’re in her hands. I can’t recommend her highly enough!

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Brittany S.
Sitter Profile Image: Lanie K.
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Lanie K.
from
$35
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
25 years of experience
Ridgefield, CT, 06877

Lanie saved us at the last minute when our usual sitter wasn’t available. She went above and beyond to communicate updates, accommodate special requests, and more. Thank you for the excellent care, Lanie!

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Taunya R.
Sitter Profile Image: Dominique P.
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Dominique P.
from
$15
per visit
6 years of experience
Norwalk, CT, 06850

About: Whether you need a simple walk, overnight care, or more specialized services (like drop-in visits for feeding and playtime), I offer a variety of flexible options to fit your dog’s routine and your schedule. I know how important it is to stay connected while you’re away, so I send regular updates, photos, and videos so you can see your dog enjoying their time, knowing they're in great hands. I currently have a rather flexible schedule because I only work freelance so I can make plenty of time for your pets and their needs. When I care for pets at your home, I make sure to stick to your pet's usual schedule—whether that’s feeding, walking, or playtime. This routine consistency helps reduce stress and keeps them comfortable in their familiar environment.

Sitter Profile Image: Jessica D.
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Jessica D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
20 years of experience
Ossining, NY, 10562

About: I've owned and cared for animals my whole life, from cats and dogs to snakes and chinchillas. My fur babies are everything to me - I even have them forever tatted on me! My current English bulldog, Stella, is half-blind and all crazy. She is a protector and lover of my two girls, who have known and grown up with animals their whole lives. While a sweetheart, she remains separate from my boarded friends. I have experience caring for senior animals, shy and timid babies with, and large breed guardian dogs. I also enjoy volunteering at two of our local animal shelters and am raising a future veterinarian. I believe animals are the purest form of love and require nothing less in return. Whether my own or yours, you can trust that I'll care for them all the same ♥️ I'm available most days of the week and weekends. Pet care and motherhood are my full-time roles, and my daughter may often accompany me on my walks. My home has large yard and a separate family area where my boarded friends can have their own quiet, private space to hang out with me: hang on the couch, watch TV, or play outside. I have a large crate if needed and plenty of space.

Sitter Profile Image: Becky H.
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Becky H.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
64 reviews
25 repeat clients
15 years of experience
Thornwood, NY, 10594

Becky is amazing! You can tell immediately she is an “animal person” by her energy, and I knew our girls would be in fantastic hands. I was extra nervous since one of our kitties has anxiety and is on medication - it’s a lot to ask of someone else to care for her - but Becky was completely unfazed and didn’t hesitate for a minute. I was totally reassured every minute we were gone and was actually able to enjoy my vacation knowing Becky had everything handled. Thank you, Becky!

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Andrea P.
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: Tara B.
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Tara B.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
635 reviews
174 repeat clients
18 years of experience
Purchase, NY, 10577

Tara took great care of our kitty Smilla!! :) She even took care to clean up the litter that our girl likes to enthusiastically kick around. So nice to come home to a well fed and content kitty! Thanks so much, Tara!!

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Lani B.
Sitter Profile Image: Caitlin N.
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Caitlin N.
from
$30
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Katonah, NY, 10536

About: Hi! I’m Caitlin, a lifelong animal lover with nearly 10 years of pet-sitting experience. I’ve cared for dogs, cats, much more and I’m comfortable with pets of all sizes and personalities. I’m skilled in feeding, exercise, medications, and daily care, always making sure pets get the attention and love they deserve. As a daycare teacher, patience, safety, and reliability come naturally to me. I treat every pet as if they were my own, creating a calm, happy, and stress-free experience. Whether you need walks, drop-in visits, or overnight care, you can trust that your furry friends will be well cared for, loved, and spoiled while you’re away. I work 6:30 AM–3:30 PM as a preschool teacher. I’m available for overnight stays during the week, and depending on your pet’s location, I may be able to stop by during my lunch break for a quick potty break. I’m also available for evening walks, drop-in visits, and weekend care. I provide care in your home, following your pet’s routine and rules to keep them safe, happy, and comfortable. I offer walks, potty breaks, playtime, feeding, and companionship, always supervising to ensure your pet is secure and stress-free. I prioritize safety, trust, and consistency, tailoring care to each pet’s personality and needs. You can relax knowing your furry, feathery, or scaly friend will receive attentive, loving, and reliable care while you’re away

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.

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

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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

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

  • World-class support

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

Meet local sitters who will treat your dogs like family

  1. 1. Search

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Sitters in Pound Ridge average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Pound Ridge

Frequently asked questions about Rover

The average cost for Dog Sitting in Pound Ridge 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 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 5,200 sitters on Rover offering Dog Sitting across Pound Ridge. 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 Pound Ridge 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 Pound Ridge 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 Pound Ridge 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 Pound Ridge. On Rover:

  • 92% of sitters can help with special care needs
  • 94% 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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