Dog Walking North Westchester

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North Westchester, Find top rated dog walking

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

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Sitter Profile Image: Tyler R.
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Tyler R.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
• 59 reviews
20 repeat clients
3 years of experience
Hebron, CT, 06248

“Tyler is wonderful. My pup is usually shy around males due to her past but she absolutely adores him. As soon as she sees his car in the driveway she gets so excited. He's great with her.”

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Lisa L.
Sitter Profile Image: Stephen S.
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Stephen S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 89 reviews
31 repeat clients
40 years of experience
Hebron, CT, 06231

“Awesome Dog Walker! He was great with our dog, Greta. I would not hesitate to use Stephen for any of your pet care needs!”

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Bernard P.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 60 reviews
22 repeat clients
15 years of experience
East Hampton, CT, 06424

“Jennifer is amazing and has been extremely patient with our not so easy going, possessive dog. Highly recommend.”

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Shelly M.
Sitter Profile Image: Shannon E V.
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Shannon E V.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 37 reviews
11 repeat clients
7 years of experience
Marlborough, CT, 06447

“Shannon is always great with our wild girl. Thank you for accepting a last minute booking!”

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Meghan S.
Sitter Profile Image: Emily O.
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Emily O.
from
$20
per walk
5.0 out of 5 stars
• 15 reviews
7 repeat clients
14 years of experience
Colchester, CT, 06415

“Emily is extremely punctual as well as reliable and my Josie just adores her. What more could you ask for?”

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Rebecca B.
Sitter Profile Image: Shannon P.
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Shannon P.
from
$25
per walk
5.0 out of 5 stars
• 14 reviews
7 repeat clients
3 years of experience
Colchester, CT, 06415

About: My name is Shannon and I love dogs! 🐾 I have a wide variety of experience with big dogs, small dogs, special needs dogs, and senior dogs! I am here to work with your schedule and accommodate you! Low cost and no commitment necessary—every booking is on your terms! Same day cancellation is available with no stress! Every visit includes lots of photo updates to ensure peace of mind 😊 I’m so excited to meet your puppers 🐶🦮 I am extremely flexible and I can work to accommodate to your schedule! Where you have school, work, or are going away, I can make it work 😁I have very open availability, just message me to book! 📆🐾 I have a large, open yard with a fenced in area. I have two smaller fur babies of my own—a beagle and a chihuahua! I also have plenty of toys, treats, and snacks to share with your buddy 🐶 Your dog will never be bored at my house!!

Sitter Profile Image: Diana C.
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Diana C.
from
$20
per walk
5.0 out of 5 stars
• 12 reviews
1 repeat client
3 years of experience
East Hampton, CT, 06424

“Diana was great with my pup! He sometimes likes to be lazy, but she was able to coax him into a some exercise. She did a great job of keeping me updated of their activity and she sent some great pics! I would definitely recommend!”

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Michele S.
Sitter Profile Image: Mary K.
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Mary K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 36 reviews
17 repeat clients
21 years of experience
Moodus, CT, 06469

“Mary has been awesome. She was quick to respond to a last minute need and super flexible. From the first meet and greet she was fantastic with our nervous pup. Our pup quickly warmed up to her and our stress about the daily need for walks was gone. Mary has a great sense for our girl and we couldn’t be happier. Highly recommend!”

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Jason H.
Sitter Profile Image: Caitlin P.
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Caitlin P.
from
$17
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
22 years of experience
Colchester, CT, 06415

About: I have a large yard fully fenced in and a large home for your dog to hang out in! I have two rescue dogs that are like my children who love to play with new doggie friends! I love to play with them in the backyard and give them all the snuggles. I grew up with dogs and even as a child I walked dogs to earn extra money, I will treat your dogs like my own because they too are part of the family and deserve to be treated as so. From over night care or walking your doggies or just check ups your pup(s) they will have the best time with my and my babies! Can’t wait to care for a special part of your family!

Sitter Profile Image: Kristen A.
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Kristen A.
from
$30
per walk
5.0 out of 5 stars
• 21 reviews
6 repeat clients
10 years of experience
Colchester, CT, 06415

“This was my first time Kristen visited my fur baby. She was prompt and followed directions. I could tell from my pups pictures that she was happy to be with Kristen. Our meet and great and getting to know Kristen a bit gave me a sense of confidence l, responsibility and love of animals. I will definitely use Kristen again and again”

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Nancy X.
Sitter Profile Image: Brianna S.
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Brianna S.
from
$28
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
30 years of experience
East Hampton, CT, 06424

About: My first experience was 5 y.o when I was selected to help train Fidelco search and rescue dogs. From then on, my whole life has been surrounded by animals of all sorts. From going to UCONN for large animal science, to always being the designated pet sitter for friends and family, to now- still doing that, running my own hypoallergenic cattery & working a couple horse barns! I bring years of experience with all sizes, ages, behavioral issues, illnesses and providing medications. Safety is my #1, with an obvious close 2nd, their happiness! I currently work part time at 2 barns, a few days a week, and no longer than 4 hours a day. I also run a cattery at my home, so squeezing in a quick walk or even accepting a night over, on short notice, isn't usually an issue for me! I currently do not offer for other animals to stay at my house, due to having my cattery and my elderly dog, but I'm more than happy to stay at yours and care for your fur-baby!

Sitter Profile Image: GISELLE V.
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GISELLE V.
from
$20
per walk
5.0 out of 5 stars
• 40 reviews
11 repeat clients
4 years of experience
Portland, CT, 06480

“Giselle was awesome! She was extremely responsive, easy to work with, and amazing with my boy :-) (a big high energy Belgian malinois). I will definitely work with her again!”

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Aaron S.
Sitter Profile Image: Sydney B.
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Sydney B.
from
$24
per walk
10 years of experience
East Hampton, CT, 06424

About: I’ve been an animal lover my whole life! Friends and family have always said that I’m an animal whisperer. Since I can remember, I’ve taken care of neighbors, friends, and family pets. I’ve worked at a doggy daycare for 3 years spend a majority of my time with animals! I am a recent college graduate and am exploring this new phase of my life. If you leave your pets in my care, I can assure you they will receive constant love and attention! I am a recent college grad looking to dive head first into my pet sitting business! My schedule is currently wide open as I also search for my first post-grad career! I have a lot of experience working with pets and can deal with practically any temperament! I feel comfortable learning your dogs daily routine and staying in your home, as long as you are!

Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$25
per walk
12 years of experience
East Hampton, CT, 06424

About: I have over 12 years of experience caring for dogs of different breeds, sizes, ages, and personalities, including large dogs up to 115 pounds. I’ve owned and raised dogs from the puppy stage through their senior years, so I understand how different their needs can be at every stage of life. I have experience with puppy training, reinforcing basic commands, crate routines, frequent potty breaks, high-energy dogs, and keeping younger dogs entertained and active. I’m also comfortable caring for senior dogs who may need a slower pace, extra patience, more frequent breaks, or simply some extra love and attention. What sets me apart is the amount of individual attention I’m able to provide. I work remotely with a very flexible schedule, so I’m home almost all day and can adjust my routine around your dog’s normal schedule. For boarding, I only take one family’s dog(s) at a time, so your dog won’t be in a house full of unfamiliar animals competing for attention. My home is also pet-free, child-free, and non-smoking, giving your dog a calm and comfortable place to stay. I’m happy to follow your dog’s usual feeding, walking, sleeping, training, and crate routines so their stay feels as close to home as possible. And yes, dogs are welcome on the furniture here! 🐶❤️ I work remotely in marketing with a very flexible schedule, so pet care fits naturally into my everyday routine. I’m home almost 24/7, which allows me to provide frequent potty breaks, walks, feeding, playtime, and plenty of attention throughout the day. My schedule can easily be adjusted around each pet’s normal routine and individual needs. Whether your pet is used to early morning walks, specific feeding times, frequent puppy potty breaks, or just lots of companionship throughout the day, I’m happy to accommodate their schedule as closely as possible. My availability is very open, including weekdays and weekends! Your pet’s safety and comfort are always my priority. In my home, it’s just my partner and me with no children or pets of our own, so your pet will have a calm, spacious environment. I only board one family’s pet(s) at a time so I can focus on their needs and help them feel comfortable and at home. My yard is unfenced, so dogs will always be leashed and supervised when outside. Inside, pets are welcome to get comfortable and are allowed on the furniture unless you prefer otherwise. I’m also familiar with crates and happy to follow your pet’s normal crate, feeding, walking, sleeping, and potty routines. When caring for pets in a client’s home, I’m respectful of both your pet’s routine and your space. I’ll follow all instructions closely, make sure doors and entrances are secure, keep dogs leashed during walks, and give you updates so you know how your pet is doing. I’m happy to discuss any special instructions, behaviors, or safety concerns beforehand so I can provide care that is tailored to your pet.

Sitter Profile Image: Vanessa W.
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Vanessa W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 44 reviews
7 repeat clients
30 years of experience
Colchester, CT, 06415

“Vanessa treats my puppy as if it were her own. She is an excellent communicator and our puppy loves her!”

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Danielle W.
Sitter Profile Image: Victoria B.
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Victoria B.
from
$30
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
15 years of experience
Haddam, CT, 06438

About: I am a stay at home mother looking for an active hobby. I have taken care of my own pets from a very young age as well as family members pets. I love animals, have helped rehome pets that need better lives and TNR’d cats in my own neighborhood. I will ensure your pets feel loved and safe while in my care. I’m hoping to build consist relationships. I am currently home full time with my children and my husband works from home. I have alot of availability weekdays and weekends mornings noon and night. I have cats at home who are very friendly. I feel very capable of caring for your pets the same way you would showing them love, affection and safety. All rules and routines my clients live by will be followed to ensure trust is built and hopefully lasting relationships.

Sitter Profile Image: Lindsay S.
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Lindsay S.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 127 reviews
38 repeat clients
3 years of experience
Glastonbury, CT, 06033

“We are so happy to have found Lindsay! She is super responsive and fantastic with our super energetic Lab. Our dog has a new BFF in Lindsay and we are so grateful for her walks!”

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Katherine T.
Sitter Profile Image: Laura L.
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Laura L.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
6 years of experience
East Haddam, CT, 06423

About: I am well-versed in pet nutrition, exercise needs, and I am committed to providing the highest level of care to ensure the physical and emotional well-being of every animal in my care. I'm currently in law school, so I'll have plenty of time to spend with your pets throughout the week. I'm available for house sittings and drop in visits. I'm very experienced with dogs and cats. I spend a lot of time with them at home and on walks. I recognize that every pet has unique needs and preferences. I excel at tailoring my approach to meet the specific requirements of each animal, ensuring they are comfortable, happy, and safe.

Sitter Profile Image: Sabrina H.
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Sabrina H.
from
$20
per walk
4.9 out of 5 stars
• 37 reviews
14 repeat clients
9 years of experience
Norwich, CT, 06360

“Sabrina came to watch my dog again for the second time and she is absolutely amazing. My dog loves her! She loves when she brings her dog along for their walks :)”

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Brittany R.
Sitter Profile Image: Lindsey D.
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Lindsey D.
from
$16
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Manchester, CT, 06040

“Lindsey is doing a consistent, effective job with Toni. The weather has been extremely challenging, but she has been faithful and positive and Toni is always happy to see her.”

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carol c.
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The median cost per walk for dog walking in North Westchester is $22

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 walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  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

Popular requests for dog walking - North Westchester

Select a filter and find qualifying sitters offering dog walking.

Sitters in North Westchester average 3
repeat dog walking clients

FAQs for Dog Walking - North Westchester

Frequently asked questions about Rover

The average cost for Dog Walking in North Westchester on Rover is $51.06 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking 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 Walking. For more information on service fees, click here .

As of September 2026, there are 2,160 sitters on Rover offering Dog Walking across North Westchester. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your North Westchester. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in North Westchester.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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.

Every walker 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 .

Yes, you can find walkers who have experience with handling special pet needs in North Westchester. On Rover:

  • 94% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 99% 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 dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.

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