Dog Walking Lakeside

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Sitter Profile Image: Robin L.
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Robin L.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 353 reviews
109 repeat clients
30 years of experience
TOMASTON, CT, 06787

“Robin was amazing. Easy to communicate with and was able to walk my dogs on very short notice. Definitely will be rebooking her for future dog sitting inquiries.”

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Karen O.
Sitter Profile Image: Elaina S.
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Elaina S.
from
$25
per walk
5.0 out of 5 stars
• 25 reviews
5 repeat clients
5 years of experience
Washington, CT, 06777

“Elaina is one of the best dog walkers I’ve ever had and I have had over a dozen. Very punctual, you can set your watch by her arrival coming and going. Takes her services seriously and seems to be fond of my dog. I wish I had found her earlier.”

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Jeff D.
Sitter Profile Image: Sharliz A.
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Sharliz A.
from
$20
per walk
1 year of experience
Thomaston, CT, 06787

About: As a loving cat owner and lifelong animal lover, I understand how important it is to know your pets are safe, comfortable, and cared for when you’re away. I’m patient, attentive, and gentle with animals, and I want every pet to feel loved and secure. I understand that every animal has their own personality, preferences, and routine, and I will take the time to get to know your pet and follow your care instructions closely. Whether it’s providing companionship, making sure meals and fresh water are taken care of, or giving your pet extra affection, I will treat your furry family member with kindness and respect. Your pet’s comfort and well-being will always be a priority! I balance work and family life, so I value communication, planning, and reliability. I’m happy to discuss your pet’s routine and arrange visits that fit both your needs and my availability. I understand how important it is to have someone dependable caring for your pets, and I’ll communicate with you about scheduling, care instructions, and updates during each booking. Please reach out with your needs, and we can see if we’re a good fit! Your pet’s safety, comfort, and happiness are always my priorities! As a pet owner myself, I understand how important it is to trust someone with a member of your family. I will take the time to understand your pet’s needs, follow your care instructions carefully, and respect your home and your pet’s routine. I believe in being patient, attentive, and gentle with every animal, while allowing them to feel comfortable at their own pace. I’ll keep you updated during visits with messages and photos so you can have peace of mind while you’re away. My goal is to make sure your pet feels safe, loved, and well cared for every step of the way!

Sitter Profile Image: Cade S.
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Cade S.
from
$34
per walk
8 years of experience
New Preston, CT, 06777

About: Hi! My name is cade I’ve had a dog most of my life, so caring for animals has always come naturally to me. I’ve also spent a lot of time helping friends and family with their dogs, from walks to full-day care. I’m very active and love getting outside, so your dog will get plenty of exercise and attention. I’m comfortable with dogs of all sizes and personalities, and I treat every dog like my own. I’m available most days of the week and always aim to provide reliable, safe, and loving care. Pet care fits easily into my daily routine, and I’m able to be flexible to meet your dog’s needs. I’m available most days of the week for walks, drop-ins, and sitting. I have work on Saturdays, so I’m typically unavailable that day, but with enough advance notice I can sometimes make arrangements. During the week, I have a flexible schedule and can provide consistent, reliable care, whether it’s daily walks or extended stays I mainly care for pets in their own homes to keep them comfortable and on their normal routine. I follow all care instructions closely, including feeding, walks, and playtime. I can also board at my home if needed, but I do have a friendly dog, so your pet must be dog-friendly.

Sitter Profile Image: Tori L.
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Tori L.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
4 years of experience
Roxbury, CT, 06783

“Tori was very communicative and took great care of waffles and took very cute pictures of him on their walk!”

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Adam M.
Sitter Profile Image: Meaghan G.
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Meaghan G.
from
$30
per walk
5.0 out of 5 stars
• 19 reviews
8 repeat clients
10 years of experience
Harwinton, CT, 06791

About: I’ve cared for many different animals throughout my life, including mammals, birds, reptiles/amphibians, exotics, farm animals, and wildlife. I’ve cared for pets of friends and family. I have experience with overnight sitting in the pet’s home. I also have experience caring for senior and special needs animals. I spent 6 months as a volunteer at a vet clinic assisting with exams and surgical procedures, and I am currently exploring career paths in animal sciences and wildlife rehabilitation. I have lots of availability to care for your fur babies! I work part-time as a waitress while exploring different careers in the field of animal behavior and sciences. I have the flexibility to accommodate to your schedule and needs. I can be available on most weekends and holidays. I also accept same-day bookings. I prefer to care for animals in their own home where they feel most comfortable. As well as walking in areas they are familiar with. I always make sure to maintain pet safety in the home such as keeping doors/windows/gates shut and keeping hazardous items and toxic plants out of reach or locked away.

Sitter Profile Image: Laura L.
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Laura L.
from
$60
per walk
4.9 out of 5 stars
• 80 reviews
49 repeat clients
30 years of experience
Thomaston, CT, 06787

“Great caretaker!! Great communication!! Outstanding!”

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John and Deb F.
Sitter Profile Image: Thea J.
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Thea J.
from
$16
per walk
5.0 out of 5 stars
• 15 reviews
2 repeat clients
5 years of experience
Woodbury, CT, 06798

“Thea was the best!! She came right on time and gave Maggie a nice long walk. She seemed so happy in the pictures and our girl even gave her the infamous sad puppy face when she was leaving. That’s how we know she loves Thea!!”

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Rachael L.
Sitter Profile Image: Megan W.
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Megan W.
from
$45
per walk
5.0 out of 5 stars
• 53 reviews
17 repeat clients
30 years of experience
Roxbury, CT, 06783

About: With a lifelong passion for animals and decades of hands-on experience with personalized pet care, you can rest assured your pet is in great hands while you are away! I have been a show jumping horse trainer for most of my life, and caring for client’s pets while they were away just fell into place! From horses and dogs to a wide variety of different types of pets, I bring my knowledge, empathy, and commitment to every animal. After years of caring for many “regulars” in Santa Barbara, CA while their owners were away, I recently relocated to Roxbury, CT, where I offer high-quality, attentive care in a safe and serene environment. My property spans over three manicured acres, with more than one acre fully fenced and wired—complete with automatically closing gates—providing a secure, pet-friendly space for dogs to play, explore, and relax under supervision. Whether providing in-home pet care, or hosting animals on my property, I treat every pet as if they were my own—with love, patience, and respect. I look forward to meeting new pets and their owners here in CT! I don’t accept pets from different families at the same time, and when I take on caring for your pet, that is my full time job. My dogs tend to like to run errands with me, when weather permits, so your pet is welcome to join, or they are all also welcome to hang inside my home while I am out. I am never gone for longer than 2 hours at a time, and I am yet to leave my dogs outside in the yard when away with all the wildlife around… I adjust to whatever your pet is most used to when they are in their own home. Fenced in and wire lined 1+ acre grass manicured yard and over two acres of manicured grass outside the fenced yard for those pups once they bond with me and will reliably come when called. Your dog can sleep on my bed or in one of the plush dog beds I have around my home. Each door has an alarm system that sounds when the door is opened, and cameras surrounding the property... I always have eyes even when I am out running errands.

Sitter Profile Image: Madi C.
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Madi C.
from
$50
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
18 years of experience
Watertown, CT, 06795

About: I’ve taken care of cats, dogs, birds, chickens, fish, and horses since I was little. Anything from feeding to exercise to medical needs I can handle. As I am taking online classes for college as well as commuting from home, my schedule is super open and I’m ready to care for your animals! I have a large fenced in yard with a park right next door for easily accessible walks and exercise. I also have two dogs who are very friendly and love to be around others. I can easily separate if necessary

Sitter Profile Image: Katie W.
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Katie W.
from
$30
per walk
5.0 out of 5 stars
• 26 reviews
7 repeat clients
10 years of experience
Watbury, CT, 06708

“Pleasent and good care!”

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Connor M.
Sitter Profile Image: Mair H.
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Mair H.
from
$50
per walk
5.0 out of 5 stars
• 8 reviews
40 years of experience
Woodbury, CT, 06798

About: I adore pets. I've cared for dogs/cats my entire adult life. I'm an expert in senior animal care as well as puppy/kitten care. Dignity's a must. I can't wait to meet and care for your pet! I'm currently a part-time fitness trainer/nutritionist, sculptor & writer, so I have lots of time to care for your pets. My schedule is flexible. Avail. weekdays, weekends, and holidays. While I'm caring for your pet in your home, I am attentive to their needs. I'm especially compassionate with fearful animals. Always loving & gentle.

Sitter Profile Image: charleen m.
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charleen m.
from
$18
per walk
2 years of experience
torrington, CT, 06790

About: What sets me apart is my hands-on experience and genuine love for dogs of all ages. I worked at a dog kennel for two years, where I cared for dogs with all kinds of temperaments, ages, and needs. I’m experienced with senior dog care and I’m comfortable with puppies too—whether it’s crate training, potty breaks, or just keeping up with their energy! Your pet’s comfort and safety are always my top priority. Pet care fits easily into my weekly routine since I have a pretty open and flexible schedule. I’m most available Tuesday through Friday between 11:30 AM and 4:30 PM, which works great for midday walks or drop ins. That said, I’m always happy to discuss and make arrangements that work best for you and your pet! Whether I’m caring for pets in my home or yours, their safety and comfort always come first. I take the time to understand each pet’s routine, needs, and personality to make sure they feel secure and loved. I keep a clean, pet-friendly environment and follow any instructions you provide whether that’s feeding schedules or favorite toys. I also provide regular updates so you can feel confident and at ease while you're away.

Sitter Profile Image: Elizabeth L.
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Elizabeth L.
from
$25
per walk
5.0 out of 5 stars
• 24 reviews
4 repeat clients
3 years of experience
Naugatuck, CT, 06770

“Elizabeth is an amazing dog walker! She takes my dog on a 30 minute walk, plays with him, makes sure his water is filled, and is on time. I am so glad I found her for my dog!”

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Kayla R.
Sitter Profile Image: Yvonne D.
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Yvonne D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
20 years of experience
southbury, CT, 06488

About: Hi! I enjoy meeting, engaging with, and caring for family pets and have experience with all breeds of dogs and cats at all age ranges. I am available for ongoing long-term set schedules as well as flexible schedules for pet sitting. My schedule allows me to check in morning, midday, and/or late afternoons/evenings. I do not presently render services at my home, but I do not mind crating your dog at your home and enjoying many walks and hikes nearby.

Sitter Profile Image: Kejda K.
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Kejda K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
4 repeat clients
5 years of experience
Meriden, CT, 06451

About: Hi everyone. I am new to Rover as a sitter but I’ve taken care of different types of dog breeds for 5 years! Dogs are considered to be humans best friends and I treat them like they’re mine! I provide comfort and care and help each dog with anything they may need, ranging from love, to energy and any special need care the owner may have! I alter my care depending on each need to each individual dog! I am comfortable around all dogs. While also having a job as an engineer, I try to make time for my animals even if that means leaving work and coming home to make sure they have everything they need! I also have days off that need to be filled with more joy and more animals! With a lot of free time, I can make sure your fur baby is never alone and bored! I’m also new on rover as a sitter and I’m super excited to start meeting new pets! I have 2 mini golden doodle puppy one named Tobi and one named Rylee. They are as playful and energetic as they can be. I provide them with attention and energy anytime they need/ want and they control my whole world! This would be no different than taking care of your pets too! Every pet deserves love so I will provide that level of comfortability! I adapt to your pets as if they are my own.

Sitter Profile Image: Kelsey L.
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Kelsey L.
from
$25
per walk
5.0 out of 5 stars
• 27 reviews
9 repeat clients
17 years of experience
Farmington, CT, 06032

“Kelsey was great with Gigi- she was prompt and sent pictures and videos. I will definitely use Kelsey again. I know Gigi is in good hands with her.”

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Karen C.
Sitter Profile Image: Don H.
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Don H.
from
$20
per walk
5.0 out of 5 stars
• 7 reviews
30 years of experience
Pawling, NY, 12564

About: My name is Don H. I am a professional pet sitter, dog walker and licensed dog trainer for 30+ years. I have been in the pet industry for many years, this is what I do full-time and love every minute of it. I care for all breeds of dogs and cats and also reptiles, fish, rodents, goats, horses I will e-mail/text or phone you updates and photos of your pet while you are away. I would love to help you out whether you need a pet/house sitter, dog training, dog walking, trail walks or your dog to be transported to Vet or Groomer. Your pet will be well cared for whether in your home or ours. I am a call way. Sincerely, Don My clients will give reference to how trustworthy and experienced I am when caring for pets in your home. I have respect for your property and even go the extra mile making sure your home is maintained and your pets are safe. I will take in your mail, water plants, take out your garbage/recyclables at no charge. Overnights include picking up after your pet inside and out. Why I love dog sitting I have been around all animals my whole life, I started my journey when I became a certified dog trainer. I also worked as a Kennel Manager for a medium-size kennel in Greenwich, CT. People tell me that I have great patience and calmness when working with difficult dogs. my goal is to help owners and their pet's to become one. I have over 25 years experience as a dog trainer and pet care provider. About my yard Yes i do have a backyard. Although it is not fenced in but I have tree barriers that keeps them safe. I also am close to a dog friendly park where all dogs are on leashes. I will not take a dog off leash when he/she is in my care. My experience administering medication Yes with my kennel experience, I am very comfortable administering medication. I am also comfortable administering shots for dogs and cats. I am a full time pet care provider and a dog walker and i have been training dogs of all breeds for the last 30 years. I give all my furry guest lots of play time and walks and all of our guest hang out with us we are cage free unless your owner wants your dog to sleep in one

Sitter Profile Image: Amanda K.
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Amanda K.
from
$45
per walk
5.0 out of 5 stars
• 19 reviews
8 repeat clients
23 years of experience
Southbury, CT, 06488

About: Current Veterinary Technician Providing services for dogs, cats, and exotics Specialized care for senior pets and young puppies Oral or injectable medication or fluid administration, nail trims, bathing, or anal gland expressions available upon request Currently working a few days a week as a Veterinary Technician. Fairly open availability for overnights, drop ins, and dog walking. No boarding or daycare at this time. I always keep rover dogs on leash, introduce them to my animals slowly with permission from the owner, and follow their routine as written providing them with safe and thorough care.

Sitter Profile Image: Tayo F.
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Tayo F.
from
$10
per walk
4.0 out of 5 stars
• 2 reviews
3 years of experience
West Hartford, CT, 06110

About: I've helped family members with their dogs since I was 7, spent months working 11 hours a day at dog training school, and recently, my home has become a second house for a little Scottish terrier named 'Zoe.' and for a few years, we've been taking care of her, and her owner has been happy to send her back again and again. I am very flexible, I can work any day as I love taking care of pets and knowing they are as happy and safe as they can possibly be. I am not able to host dogs in my home, however, when taking care of a dog in your home, I would be willing to feed, walk, bathe or play with them in exactly the preferred way.

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The median cost per walk for dog walking in Lakeside is $24

Dog parents share their Rover experiences - Lakeside

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5.0 out of 5 stars

Jennie has been great with Leo. She has been a huge help with him, and his mom, getting adjusted to life in a retirement home.

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Matt T.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Lakeside

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Sitters in Lakeside average 3
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FAQs for Dog Walking - Lakeside

Frequently asked questions about Rover

As of October 2026, there are 2,617 sitters on Rover offering Dog Walking across Lakeside. 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 Lakeside. 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 Lakeside 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 Lakeside. 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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