Dog Walking Winchester

“Took great care of our pup.”

Nathan R.

“Very responsive, kind and caring towards my pup Angus”

Jessica F.

“Kiersten was amazing with my anxious dog! She was patient with him and did a great job making him comfortable. She paid super close attention to his preferences and behaviors, which I really appreciated. She was super reliable as well.”

Miriam K.

About: I used to babysit for my friends, family membersand & neighbors. As well as I've had many pets of my own; cats, dogs guinea pigs, hamsters, you name it. I'm very good at handling bigger dogs. I'm very flexible when it comes to time and will work around your schedule. I'm currently home from college for spring break and my time is very open for both weekends and weekdays. My working hours start at 7am and go till 11pm. (But I can fluctuate with your schedule) I have a fenced backyard. And one very friendly small/medium dog, he's a little shy, but he gets along with everyone. I believe that our pet should be treated like family members. Walks, treats, attention and lots of love.

“Elias is a wonderfully attentive walker. My dog Starts bouncing around the house with joy as soon as their car pulls into the driveway. Five Stars!”

Shannon O.

“Haley is absolutely wonderful! She is great at communicating things ahead of time and is very flexible if there’s a last minute change in the weekly schedule. My dog absolutely loves when it’s a “Haley walk day”. Absolutely recommend her!”

Kenzie B.

About: I love all animals and have fostered for the local Humane Society for the last couple of years. I am drawn to all animals regardless of type, size or breed. Sometimes the more unique the better but there’s something special about every pet. I work remotely so my schedule allows flexibility that is conducive to pet sitting. I am available 7 days a week. I can sometimes accommodate last minute bookings as well. I work remotely and love getting out for walks. I have a flexible schedule but I also know how hard it can be to entrust someone with your fur babies so I am happy to answer any questions you may have.

“We are so grateful to Lori, who hopped in the car and came a long way to help us out at the very last minute. She took our high energy 3-year-old lab on a fun hiking adventure and took so many cute photos. We will definitely use Lori again!”

Amanda G.

About: Experienced in caring for puppies, kittens, and senior pets. I provide walks, playtime, and can manage medications or special diets. I treat every pet like a cherished member of the family, ensuring they feel happy, safe, and loved while you’re away. My schedule is flexible during weekdays, which allows me to provide reliable walks, drop-ins, and pet care throughout the day. I work part time, so I’m able to accommodate many daytime and evening requests with advance notice. I make sure pets feel safe, comfortable, and cared for while keeping their normal routine consistent. I provide feeding, walks, playtime, fresh water, and lots of attention, while also keeping owners updated with pictures and messages. I’m respectful of clients’ homes and always make sure pets are happy and well cared for.

About: I’ve always loved animals and have spent many years helping friends and family take care of their pets. It’s something that brings me a lot of joy. Over the years, I’ve looked after all kinds of pets — from energetic pit bulls and bulldogs to small dogs like Shih Tzus and even cats. Sometimes I’ve stayed in people’s homes for a week or two, and other times I’ve just stopped by for walks or check-ins. I’ve also welcomed pets into my own home when friends needed someone they could trust. I have a calm, friendly personality and get along well with animals, even if we’re meeting for the first time. I’m always careful to notice when a pet might be nervous or needs some space, and I do my best to make sure they feel safe, happy, and cared for. My schedule is very flexible since I work a per diem job and can choose when to take shifts. This gives me plenty of time for pet sitting, walks, or overnight stays. I’m usually available on short notice, too. The only thing I plan ahead for is care for my own cat while I’m away, but that’s easy for me to arrange — so it won’t affect my availability or reliability. When I’m caring for pets in their own home, I do my best to keep their routine as normal and comfortable as possible — feeding, walks, playtime, and cuddles just the way they’re used to. I make sure they feel safe and cared for while their family is away. If a pet stays in my home, I treat them like one of my own. I create a calm, cozy environment with plenty of love, attention, and playtime. I also make sure to follow any specific instructions from the owner so each pet’s needs are met. I’m gentle, patient, and understanding of different personalities — whether a pet is shy and needs space or energetic and ready to play.

“Excellent service and great relationship with Chessie. Kendra did everything I requested in walking Chessie and giving her meals. This was the second time I have engaged her and would definitely engage her again if the need arises.”

John L.

About: I have been around all different kinds of animals since I was a child and have always had a special love for them. All pets deserve unconditional love and kindness, and I am here to help with that! I am working full time from home and am able to adjust my lunch break for pets that need a walk or need someone to check in on them! I am available after 5 on weekdays and am completely free on weekends. Each pet has their own personality, so care will need to be adjusted to meet the needs of each pet. I have plenty experience in high energy dogs as well as very lazy dogs. Some need pets, cuddles, and a walk whereas some will need lots of running around to get their energy out! I am capable of both and will honor what you feel is best for your fur baby.

About: I have had dogs & cats in my life since childhood. A parakeet too! I know how close we become to our pets & how important good care is. I have 2 dogs of my own & have devoted myself to giving them the best life possible. I am newly retired so have lots of time to take care of your beloved pets. I love walking & playing with dogs in all kinds of weather. I will take great care of your pets at your home or while you visit Boothbay Harbor for a few hours or for a day! I will follow your instructions, making sure they are happy & safe. We will always have fun! I am retired and, thus, have quite a bit of time to walk & spend time with your beloved pets!! It’s more than a “job” for me. It’s a labor of love as well. I have a fenced in yard that our dogs use and would prefer walking and caring for your dogs at your home where they are more familiar with the surroundings.

About: I have taken care of cats, dogs, Small animals like mice, guinea pigs, fish, turtles. All way to farm animals like sheep, goats and even horses. Due to growing up in small town farming community. Currently I am supervising and helping my teenage daughter care for multiple miniature and full size horses in Leverett MA. I also have two wonderfully spoiled cats and a dog at home. Have some openings in evening and most weekends as at this time I do have a full time 9-5 job. Looking to see where this goes. I do not have fenced in yard but I keep my current dog on tie out or 50ft lead. Very quiet not normally traveled area around house with big yard to play. At clients home depends on environment there. Would prefer no off leash unless securely fenced area.

About: Hi, I am a retired dog groomer of over 35 years. Now I am a stay at home dog mom. I am pet CPR and first aid certified as well. I am up early and to bed late so I can make sure your pups can stay on their normal schedule and stay as comfortable as possible. I very strongly feel that your pet and home has your rules and find it very important to follow any instructions given to me. That means there are rules that are in place & I stick to them.

About: Growing up in Vermont on a farm, I have been exposed to animals my entire life. I have been taking care of family and friends dogs, horses, cats, guinea pigs, camels (yes, camels) since I was allowed to leave the driveway on my bike as a child. Since leaving high school I took on a professional equestrian career with Wichita riding academy working with rehabilitating abused/ off the track race horses. I have just recently moved to Denver with a fenced in yard and lots of space. I have a dog of my own that is my entire pride and joy who loves spending time with other dogs. Having a fenced in yard, it’s very helpful and handy to those pups with bladder issues to go in and out of the house as needed. My home was completely childproof when I moved in and it’s so far worked for dogs as well. Huge open field located next to the house available for dogs who like to run as well.

About: Hi there! My name is Taylor. I absolutely love dogs and believe that most times they are better than people. I will take care of your dog(s) as if they are my own. I am available all day every day except between the hours of 3-6 pm. I love running and playing with dogs and do not mind cleaning up messes. I have two dogs of my own, a black lab and a hound mix that I absolutely adore. I love taking them for hikes and just spending as much time with them as I can. If you choose me to help take care of your dog(s), I promise you will not regret it. Thank you for taking the time to look at my profile! I work as a school teacher right now so am only available after 5 during the week and anytime during the weekends. After June 17th, I will be on summer vacation and will be available all day every day. I have a fenced in yard and a black lab that loves other dogs to play with if you'd like for me to bring them to my home to get some energy out.

“Maggie's walked my pit bull Edna several times. She's easy to communicate with and Edna's well cared for. I would definitely recommend her!”

Aidan N.

About: Hi! I'm Nicole. I'm a software developer & animal lover. I've been around dogs since I was little and have always wanted to adopt one. Caring for dogs with busy owners is a great compromise! Dog owners will love that I will treat their furry pal as if they were mine. They will also love that I have private outdoor space for playtime, anytime, and am right next to central park so there's alot of ground for your furry friend to explore! I truely care about your pets well being so I am consistent with feeding time and will always make sure your furry friend is comfortable, whether its brushing her or refilling her water bowl. I am available Wednesdays and the Weekends for pet sitting, walking, and house sitting. If you are going away for a weekend and need someone to house & pet sit, I'm your girl!

About: I am currently taking a break from providing any house sitting or boarding, but am available most Mondays for drop ins and walks. I have all morning and afternoon available :) Currently I have Mondays off during the week, and can do morning, afternoon and evening drop ins or walks. I do occasionally have Saturday and Sunday mornings available as well. I am comfortable with any routine you have for your fur baby and need help with, I don’t mind walking neighborhoods or going for hikes or just simply coming over to let them outside and play fetch!