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: Nicky L.
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Nicky L.
from
$28
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
43 years of experience
Wilton, CT, 06897

Nicky was great with our two large dogs. The older one, 10, has always been very suspicious of new people, but Nicky cracked the code! Definitely a true dog lover. We will definitely use her services again when needed.

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Jennifer B.
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: 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: 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: Ivon Melissa C.
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Ivon Melissa C.
from
$25
per visit
5.0 out of 5 stars
113 reviews
48 repeat clients
9 years of experience
Stamford, CT, 06905

Poppy LOVES spending her hour with you! She is always so tired from her walk and the photos we get are amazing! You are so flexible and always so accommodating! We know Poppy is well taken care of when she’s with you

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Tess K.
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: 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 was great! She was punctual, warm, friendly and playful with my dogs, and she was also careful to clean the food bowls after she fed my puppies. I highly recommend her!

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Olga F.
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: Nicholas P.
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Nicholas P.
from
$18
per visit
1 repeat client
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: 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: 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 fantastic! She helped take care of our puppy in the afternoons for a drop in visit and did an amazing job! Our Teddy loves her! She was on time , polite and had great communication skills! We loved getting the updates and awesome pictures! Thank you Becky for doing such a wonderful job caring for Teddy!

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Julia F.
Sitter Profile Image: Tara B.
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Tara B.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
636 reviews
174 repeat clients
18 years of experience
Purchase, NY, 10577

Tara was absolutely wonderful!! This was our first time using Rover and she put our minds completely at ease. Our cat is older and anxious around new people but Tara handled her perfectly. Thank you so much Tara!

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Rohit M.
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: Cassidy M.
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Cassidy M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
84 reviews
30 repeat clients
6 years of experience
Downtown, Stamford, CT, 06905

Cassidy made sure our 3 cats ate while we were away and kept us updated with photos. Coordinating our first meet up and the actual drop ins was a breeze ! Great to have someone nearby who can look after our pets !

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Maria R.
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: Spencer K.
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Spencer K.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Ridgefield, CT, 06877

About: I have had dogs, cats, puppies in my life since I was born. I have had the pleasure of training all types of dogs in many different areas. When I was younger my family used to always take trips up to Marthas Vineyard, we always had to leave our dogs at a kennel which we realized later on was not the best thing to do for our dogs. Emotionally/mentally we could tell it had taken a toll on them, so we started leaving them home with Pet Sitters. That was the best decision we had made. I want to be able to provide the same love and care that our pet sitters have provided in the past, but for your pet! Im currently working privately as a Personal Trainer and a Hypnotherapist Practitioner so my schedule is quite flexible. I also offer Reiki for both people and pets (Dogs, Cats, Horses)!!! I don’t typically board pets but would be willing to work with someone if the situation was right. I am also willing and able to crate your pet if thats something you do in your home!

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

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

Book with peace of mind

  • 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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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

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

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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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