Dog Walking North Westchester

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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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
53 reviews
16 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: Jennifer M.
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Jennifer M.
from
$25
per walk
5.0 out of 5 stars
59 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: Vanessa W.
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Vanessa W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
41 reviews
7 repeat clients
30 years of experience
Colchester, CT, 06415

Vanessa has been so great with our puppy. We 100% recommend her!

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Danielle W.
Sitter Profile Image: GISELLE V.
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GISELLE V.
from
$20
per walk
5.0 out of 5 stars
40 reviews
9 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: Izzy M.
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Izzy M.
from
$20
per walk
5 years of experience
East Hampton, CT, 06424

About: I have cared for and owned many of my own animals in the past and have been taking care of others for many years. I have become the neighborhood and family pet sitter and would love to be yours as well! I am open to giving pet care at anytime of need, just give me a call and I will do the best I can to fulfill your request! I have always been an animal lover and prioritize treating animals gently. I will do the best I can to make your pet feel comfortable and safe in my care.

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: Shannon P.
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Shannon P.
from
$25
per walk
5.0 out of 5 stars
10 reviews
3 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: 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 was incredibly kind and patient with my senior dog. She took the time to earn my dog's trust, thoughtfully bringing treats to the meet and greet. Her dedication and gentle approach made all the difference. I highly recommend Mary—she’s fantastic!

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Heidi L.
Sitter Profile Image: Grace L.
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Grace L.
from
$25
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
12 years of experience
Marlborough, CT, 06447

About: I have been taking care of and had pets my whole life, and taken on more responsibility as soon as I have been able. I am patient and dedicated, and easily adapt to what you and your pet want and need. I have pet sat for many neighbors and family friends and friends of friends, and both the people and the pets absolutely adore me. Especially the pets. I have taken care of senior pets, special needs pets, adult pets, and kittens and puppies/baby animals. I have also worked with people a lot too, through childcare, babysitting, senior care, and customer service! I do especially love to watch pets though! I am going to be working a part time job, but I will always make time to try and make care work! I am communication first, and a problem solver, so I will always communicate to make things try to work!!!! I am a very dedicated and flexible person. I am safety and other primary needs first, but I am dedicated to make sure every pet and person feels comfortable and safe with me. I am calm but can be assertive, but I make it a point to follow what works best for others.

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

Lindsay is fantastic with my dog Cooper! She has quickly attuned to his quirks and is able to anticipate and address his needs with skill. Lindsay is reliable and shows great care with my pup.

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Kerri D.
Sitter Profile Image: Nina F.
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Nina F.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
12 years of experience
Lebanon, CT, 06249

Nina was so great, we rebooked her for the whole week! She was able to handle my big and small boy on a great schedule and made all of us feel very comfortable so I highly recommend!

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Taylor E.
Sitter Profile Image: Brianna S.
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Brianna S.
from
$28
per walk
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: Isabella D.
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Isabella D.
from
$13
per walk
6 years of experience
Glastonbury, CT, 06033

About: Currently a veterinary assistant at veterinary hospital and I’m an animal science major! Cared for and love animals all my life and looking for extra things to do for the summer with my free time💗 I work part time as Veterinary Assistant and I intern at a zoo as well! I see and care for a multitude of different species of animals everyday, while also owning my own dog! I’m mostly free nights and I have a couple days a week off. I’m very familiar with giving meds to animals, as well as catering to whatever needs they may have! just had surgery? I know how to care for them! I don’t mind going on long walks, or playing outside for long periods of time. If you have specific things in your routine you would like me to do with your pets, please let me know!

Sitter Profile Image: Amanda W.
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Amanda W.
from
$20
per walk
40 years of experience
Lebanon, CT, 06249

About: I have always loved dogs. I am the one my friends always relied on to watch their dog when they went away. I can’t inagine a world without dogs. I have a huge english black lab and a small terrier. I get along with all dogs big amd small. I have references. I am reliable and experienced. I would do anything to make sure your dog is safe and happy. Dog kisses are the best. I have great instincts with dogs and am not afraid of any dog. Respect and empathy is what I am about when it comes to animals and humans. I look forward to meeting you and your dog. The famiky member that you cherish. Thank you very much. See you soon. I work at an elementary school so I can watch fur babies evenings and weekends and holidays. Summers are totally open for any play dates. I have a fenced in yard with plenty of room to run around with my German Shephard who loves to play and make new friends.

Sitter Profile Image: Riley E.
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Riley E.
from
$20
per walk
10 years of experience
Lebanon, CT, 06249

About: Hi! Im 24 and I live on Amston Lake and I love to walk dogs! I have a lot of free time in the mornings before work and on my days off. I am open to walking big and small dogs! Also open to walking more than one dog at a time! I have a 8 year old Shihpoo that is very dog friendly! I also have two indoor cats! Let me know if he can join on the walk with your dog! I would prefer walking dogs around the lake, but I am open to going to new neighborhoods, trails, or dog parks! I am currently working full time, I work a 5 on 2 off, 5 on 3 off schedule (evening hours) so my days off change every week. I have a lot of free time in the mornings before work and on my days off. On my days off I am available all hours! I can provide walks around the lake, nearby neighborhoods, dog parks,and hiking trails. I am open to feeding pets, letting them out to use the potty, and play time!

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: Darcy A.
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Darcy A.
from
$30
per walk
5.0 out of 5 stars
24 reviews
10 repeat clients
25 years of experience
EAST HADDAM, CT, 06423

Darcy is great with my 2 girls! On nights when I work late it's awesome to get some cute pics during the middle of the day letting me know they got out and had some fresh air. I could tell immediately she was a true dog lover! Very quick to answer any messages I send, checks they have water before she leaves, and always sends me a report of what they did that day as well as multiple pictures ☺ thank you so much Darcy!

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Daphne V.
Sitter Profile Image: Stephen S.
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Stephen S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
84 reviews
29 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: 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
5.0 out of 5 stars
36 reviews
12 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.
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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 August 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 August 2026, there are 2,163 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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