Dog Walking Weston

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

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Over 11
pet parents in Weston have booked dog walking

Weston, 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: Cam C.
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Cam C.
from
$22
per walk
5.0 out of 5 stars
• 59 reviews
30 repeat clients
6 years of experience
Wilton, CT, 06897

“Another successful experience with Cam! He took Sarge on two walks a day for us and introduced him to some fun new places to go! Very grateful for his awesome walking service!”

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Peggy O.
Sitter Profile Image: Nikki W.
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Nikki W.
from
$20
per walk
5.0 out of 5 stars
• 13 reviews
8 repeat clients
5 years of experience
Norwalk, CT, 06850

“Nikki was very patient with our little nervous dog Teddy! We look forward to working with her again.”

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Jon & Satoko K.
Sitter Profile Image: Kimberly S.
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Kimberly S.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 26 reviews
9 repeat clients
35 years of experience
Fairfield, CT, 06824

“Very nice, my dog loves Kim. KIM HAS A great way with Gretel, very sweet and is right on time! I would definitely have her walk my dog again!”

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Susan S.
Sitter Profile Image: Emily O.
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Emily O.
from
$17
per walk
4 years of experience
Southport, CT, 06890

About: I’ve taken care of elderly dogs that required medication multiple times a day, reactive dogs, and very large dogs. I don’t mind working with challenging dogs. I’m currently in school to be a vet tech so I will be unavailable wednesdays. Other than that I have an open schedule. Prefer 1 week notice. I can do whatever the client needs including walking, feeding, administering meds (including topicals and injectibles) and I have absolutely no problem playing with your pup all day.

Sitter Profile Image: Devora L.
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Devora L.
from
$35
per walk
4.6 out of 5 stars
• 24 reviews
12 repeat clients
8 years of experience
Norwalk, CT, 06851

“Devora was very good watching our dog and other animals for four days while we were away. She came to our house three times per day to walk our dog and feed her at night. She is very good with all animals. Definitely recommend her.”

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Brian R.
Sitter Profile Image: Claudia R.
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Claudia R.
from
$25
per walk
16 years of experience
Norwalk, CT, 06851

About: I’ve dog and cat sat for family and friends for years, and they always have a great time with me, lots of play, cuddles, and love. I’m responsible, very clean, and respectful of boundaries as a guest in your home. I have two dogs of my own (a pit bull and a miniature schnauzer), so I understand different personalities and needs. I don’t play favorites, I love all pets! Pet care fits easily into my routine since I’m home often and flexible with my schedule. I make time each day for walks, playtime, feeding, and cuddles, so your pet always gets consistent attention and love. In my own home, I keep a safe, comfortable space where pets can relax and play, with my dogs for company if it’s a good match. In a client’s home, I follow their routines closely, keep everything clean, and double-check that doors and gates stay secure so pets can’t get out. Either way, every pet gets the same love, attention, and respect I’d give my own.

Sitter Profile Image: Alexis S.
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Alexis S.
from
$17
per walk
5.0 out of 5 stars
• 5 reviews
4 repeat clients
5 years of experience
Bridgeport, CT, 06606

“Alexis was great for some last minute walks I needed for my pup while I was at work. Thank you for being flexible!!”

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Andrea G.
Sitter Profile Image: Edyta A.
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Edyta A.
from
$25
per walk
6 years of experience
Weston, CT, 06883

About: I grew up around dogs and my love for pets have followed me to my adult life. I have two dogs (5-year-old Shih tzu and a 1-year-old Terrier). We have lots of space in my home and a fenced yard which your dog will love. I enjoy walking and playing with dogs. I work from home and have a very flexible schedule. Your dogs will love running around in my fenced back yard and playing with me! I have a fenced yard to guarantee plenty of moving and can create your dog too if needed. I work from home so your dog will have plenty of opportunities for walks, play and affection.

Sitter Profile Image: Ian S.
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Ian S.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
22 years of experience
Wilton, CT, 06897

“I went away for two weeks and had Ian walk our husky. Our husky is very high maintenance not to mention a flight risk. We had no worries while away and received pictures of everyday along the way as we enjoyed our trip. Highly recommend!”

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John T.
Sitter Profile Image: Samantha C.
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Samantha C.
from
$30
per walk
7 years of experience
Westport, CT, 06880

About: I have developed a deep understanding of the unique needs and personalities of our furry friends. From daily walks to specialized care, my commitment to providing loving and reliable service ensures that your pets receive the attention and affection they deserve. Whether it's a playful pup or a gentle senior, I tailor my approach to meet the individual needs of each pet, guaranteeing their happiness and well-being. I currently am a student and have a part time job. In my free time I am available to help with animal care in the mornings and afternoons/nights when free I have a fenced in yard. But I do not offer home care at this moment. In the future looking at it though. Will update!!!

Sitter Profile Image: Beatriz G.
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Beatriz G.
from
$20
per walk
20 years of experience
New Canaan, CT, 06840

About: I have been care dogs since my 8 years old,I always had dogs and I love to spend my time with them,playing,walking ,I like the connection with the dogs and of course life is so much better with them! Weekly routine I am always free and I like to go walk with the dogs. Weekday usually I am free between 9 am until 1 pm. I like to use some toys to play with the dogs, ball or anything that I know the dog likes, also I try to keep all organized after the dogs play.

Sitter Profile Image: Alexis H.
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Alexis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 14 reviews
5 repeat clients
10 years of experience
FAIRFIELD, CT, 06824

“Alexis is reliable and flexible. My dogs love her!”

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Nancy S.
Sitter Profile Image: Nicole D.
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Nicole D.
from
$20
per walk
5.0 out of 5 stars
• 1 review
10 years of experience
Wilton, CT, 06897

“Nicole did a great job! Went on an extra long walk too.”

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Upasana U.
Sitter Profile Image: Carli C.
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Carli C.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Ridgefield, CT, 06877

About: Hi all! I just recently graduated from Bates college and am looking to pet sit! I’ve been taking care of family dogs and cats my whole life, but have been pet sitting for others for about 10 years now. I am looking to go back to school in the future to get my doctorate in physical therapy, but in the meantime I’ll be home throughout this school year! I currently am working part time as a physical therapy aide. I am free on both weekdays and weekends, I just ask that you contact me in advance! On Mondays I work 2-7, and on Tuesday, Thursday, and Friday, I work 7am-12pm. I can stay in your home to pet sit, or I can make frequent stops to feed them, play with them, and take them out to use the bathroom! I am available for one day gigs or for long term!

Sitter Profile Image: Eva V.
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Eva V.
from
$25
per walk
5.0 out of 5 stars
• 16 reviews
7 repeat clients
4 years of experience
Bridgeport, CT, 06606

“Great dog walker!”

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Christine B.
Sitter Profile Image: Nataliya G.
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Nataliya G.
from
$20
per walk
13 years of experience
Fairfield, CT, 06824

About: Hello, I’ve always been an animal lover but I have a special place in my heart for dogs. Big or small, young or old. They make me happy. They make me smile. Their unconditional love and loyalty is a priceless gift. I will treat your dog with care and affection they deserve. You can count on me to be there for them when you can’t. Thank you I am currently working part time which will give me plenty of time to spend with your pets. I will make sure that they are taken care of and happy. I will treat your pets with love and care. I will pay attention to their needs and wants, and make sure that they are safe and happy.

Sitter Profile Image: Leigh K.
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Leigh K.
from
$17
per walk
5.0 out of 5 stars
• 4 reviews
3 years of experience
Ridgefield, CT, 06877

About: For the past three years, I’ve volunteered at a local animal shelter with my mother. I completed my senior internship there and now volunteer on my own. In my time at the shelter, I’ve gained lots of dog walking experience, especially with young puppies. I’m familiar with shelter training techniques and with cleaning and sanitation. I have two dogs of my own, one of which is a difficult walker. I know how most types of dog harnesses work. My internship involved spending time in the cat room, during which time I worked with cats of all temperaments. I don’t currently work in an official capacity and don’t play any sports, so I’m free pretty much all the time aside from my volunteer work. I’m going to college in September, so I’m not available for long term arrangements that go past summer. I’m used to animals with a wide range of play styles. I have a dog that loves to play fetch and go for swims, and I live near a large trail system, so I’m most familiar with those forms of enrichment. I have a minivan and can drive dogs to dog parks, trails, and fields.

Sitter Profile Image: Pam C.
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Pam C.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 18 reviews
8 repeat clients
20 years of experience
Norwalk, CT, 06854

About: Are you looking for a reliable and caring pet sitter? Look no further! • Experienced with Cats and Dogs: I have grown up with cats and dogs, including raising kittens and puppies. I have my own cat and understand the nuances of pet care. • Trusted by Friends: I’ve provided pet sitting services for multiple friends in NYC while they traveled, ensuring their pets were happy and well-cared for. • Personal Touch: Your pet will receive personalized attention and care, just like my own. Contact me to ensure your pets are in good hands while you’re away! I work from home, so I can be flexible with my schedule. I am free on weekends, and during the week, I am available early in the morning, around 12:00 PM, and in the evenings. I will take care of your pet as if it were my own. Having been a nanny, I bring the same level of care and attention to pet sitting, treating my cat like my own child. Safety is my number one priority.

Sitter Profile Image: Emily E.
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Emily E.
from
$22
per walk
2 years of experience
Bridgeport, CT, 06606

About: I’ve taken care of dogs and cats all my life. I am very sure in my experience to handle others beloved pets! I am hands on, energetic and reliable. I’ll make sure to respect, love and to take care of any and all animals that come into my care! I am flexible. I do need at least a day in advance to be asked to dog sit but that does not mean I am able to accept all requests. I am only comfortable with pets who are well trained and comfortable with others. I have a small fenced yard and an orange cat that loves dogs! Your pet won’t be left alone and will always have company and friends!

Sitter Profile Image: Carolina B.
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Carolina B.
from
$21
per walk
5 years of experience
Norwalk, CT, 06854

About: I will take care of your dogs as if they were mine. I will become your doggos bff until your back home! I will also make sure to send lots of pictures :) I will be available on weekends and week nights. It would be very important to me to meet your dog before sitting so they know me before sitting. I do not have any pets. I recently lost my beautiful Choco to cancer. He was a beautiful brown golden doodle but looked more like a brown golden retriever. I have a small fenced yard and the neighborhood I am in is very quiet and pet friendly.

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The median cost per walk for dog walking in Weston is $25

Dog parents share their Rover experiences - Weston

1 / 1
5.0 out of 5 stars

Kayla was great with walking Nico! Extremely professional, responsive and flexible with our schedule.

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Zachary N.
Dog Walking
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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.

How to book dog walking

  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 - Weston

Select a filter and find qualifying sitters offering dog walking.

Sitters in Weston average 3
repeat dog walking clients

FAQs for Dog Walking - Weston

Frequently asked questions about Rover

The average cost of Dog Walking in Weston is $36 per walk as of October 2026. Most bookings cost between $28 and $50 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 4,433 sitters on Rover offering Dog Walking across Weston. 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 Weston. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Weston after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

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

  • 88% of walkers can help with special care needs
  • 91% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

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