Dog Walking Head of Westport
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 12 pet parents in Head of Westport have booked dog walking
Head of Westport, Find top rated dog walking
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I have been caring for pets ever since I got my own to care for at a very young age. I have years of hands-on experience caring for cats of all ages, including newborn kittens, energetic kittens and cats, and senior cats who all require extra attention, patience and love. I also have well-rounded experience caring for dogs. I have experience with mature and senior dogs, including boarding them, caring for, and walking. I have cared for energetic dogs to calmer dogs and always tailor my care toward their needs. I have dog walking experience on both trail walks and city walks and design appropriate routes depending on the dog’s ability and character. I understand the importance of routine, attentiveness, and gentle handling while caregiving and always follow instructions diligently. Over time, friends and family have relied on me to check in on, feed, play, pet sit, and board their pets for days or weeks while they were away, trusting me to keep their pets safe, comfortable, loved, and well cared for. I currently work from home 3 days a week, only 2 days in office so I will have plenty of time and flexibility to care for pets. I am available Mondays, Tuesdays, and Fridays for check ins or walks. I am also available on weekends and most holidays for all services. I am very respectful of others homes. I will follow every detail and instruction I am given. I can stay in clients homes for boarding, walks, or check-ins. I can provide multiple updates or whatever the client desires. I am accepting of camera monitoring if desired to ensure trust and safety for clients. I have no children and only 1 cat in my house and live in very quiet neighborhood ensuring tranquility for pets to feel safe and comfortable in my home.
“Haley was great! Our dog Phoebe loved her right away and you can tell Haley has the experience necessary to handle new dogs in new environments. We will definitely be rebooking in a few weeks!”
“Kristie and Dom are great! They are so kind, and take such great care of our puppy!! They always send photos while they are there, and follow all the directions I leave to a T! I highly recommend them”
About: I’ve spent years caring for my own dogs and helping out with friends’ and family members’ pets. I’m very comfortable with daily routines like walks, feeding, playtime, and basic training reinforcement. I pay close attention to each pet’s personality and energy level and do my best to make them feel safe, relaxed, and cared for while you’re away. my dog struggles with anxiety, so I also have some experience dealing with that. I currently work part-time, which gives me flexibility and availability for pet care. I’m available on weekends and typically have flexibility with my scheduling during typical working hours (9-5) to care for your pet! I’m happy to work around your pets normal routine for walks, feeding, playtime and check ins. I treat pets like I treat my own, with patience, consistency, and close attention. I carefully follow any instructions you leave, keep pets secure on walks or in the home, and check in if I have any questions. Your pet’s comfort and safety always come first.
“Even when I booked last minute, they still found time to do a meet and greet. They are very professional and kind. My dog absolutely loves Adam! Great team.”
About: I’ve taken care of dogs since I was 15! I’ve had pets all my life growing up though! My neighbors, friends, and family, have relied on me to feed, walk, play, and give cuddles to their pups! I currently am working part time as I just started a new job, so i’ll have plenty of time to play with your pup and get them some exercise! My home has a fenced in dog park that i’m sure your dog would love to run around in and get some energy out! If your dog is better on a leash and loves to walk and sniff around your area I am happy to do that as well! I just want to be able to give your pup a safe and happy visit 😊
“Cassidy has been walking our German Shepherd and Golden Retriever Mix for the past year or so and she has been great! She is very thoughtful and kind. She is also very knowledgeable and has a history of vet tech training. I would absolutely recommend her!”
About: I've had all types of animals growing up. From small critters to dogs. Currently own 2 cats named Sasha and Coco, chickens and have 3 freshwater fish tanks. I've house/pet sit for friends over the years. I have pretty good flexibility everyday for short visits > 2 hours. I have two young children in school so depending on time frame one might have to accompany me but if not needed I can work around it. My cats are pretty self sufficient as cats are but they are fed every morning and evening and get treats. They are indoor cats aged 7 and 8. I feed fish daily and do water changes once a week as Maintenance. Chickens are a bit more daily maintenance with cleaning out coop everyday and filling water and feeder but it's rewarding (especially with getting eggs)
“I felt very confident when she was enthusiastic about setting up a quick meet and greet. She completed the walk despite a minor collar failure, and I appreciated her transparency with the situation. Professional, polite, and wonderful to work with!”
About: I have a passion for dogs and I enjoy spending time with dogs and taking the time to train them. I am dog walking various types of dogs and focused on leash pulling, reactivity, recall and basic commands. I'm currently working part-time, so I have a flexible schedule. I work every other weekend in the morning and afternoon and I work a few nights. I have a young dog at home I often take him on walks and play ball with him. I also have a 13 years old English Golden Retriever. I still take her on small walks. I regularly walk two Great Danes 2-3 times a week. I working on leash reactivity and pulling.
“My dog got a cut on her ear walking in the woods, and Brittanie responded perfectly. She reached out to me, we discussed what to do, and she waited for my sister to arrive. Turned out to be very minor, but I was so grateful she was extra cautious and communicative. I feel really comfortable with her caring for my Millie.”
About: Growing up i had a husky and a chocolate lab a couple pit bulls amongst other animals like ferrets, ducks and plenty of cats. I live with my 9 goldfish and two male corgis mixed with Australian cattle dog, 5 and 4 year old now :) I work Monday -Fridays 7am-3pm so I would be available anytime after that during the week and on Saturday and Sundays i am flexible with the times. I look forward to spending time, exercising and playing with your fur babies I'm currently working full time during the week but at night I can take your pups out for walks or play with then in the back yard. And if you happen to have cats I can also feed and play with them too. I love all animals. I don't have boarding as an option, I do offer to stay overnights if needed. I would give your fur baby love attention just as I would give mine.
“Dependable, kind and most importantly Blue loves her. Our situation at the time meant we didn’t meet her first. Trusted the app and now trust Ixia with our most cherished family member. Thank you”
About: I’ve cared for dogs and cats of all ages and personalities my entire life, and working with animals truly feels second nature to me. For the past five years, I’ve gained hands-on experience caring for pets professionally, and I currently work part-time at a doggy daycare where I’m trusted with dogs of all sizes and temperaments. I’m comfortable administering oral medications and insulin, and I’m CPR certified for dogs so your pet safety is always a top priority. I stay calm, attentive, and prepared in any situation. Whether it’s a playful puppy, a shy rescue, or a senior pet who needs extra patience and gentle care, I always treat every animal like they’re my own. I only work part-time so I have plenty of time and flexibility to give pets the attention they deserve. I’m able to structure my schedule around walks playtime, feedings, and any special care that they may need. Because I’m not gone long hours pets aren’t left them alone for extended periods, and I can provide consistent companionship and supervision. When caring for your baby in your home I do my best to keep the routine as normal inconsistent as possible, and follow all feeding schedules, walk, routines, medication, instructions, and household guidelines, exactly as provided. I make sure that your pets receive plenty of attention, exercise, and affection while also respecting their comfort levels.
About: I have 3 dogs of my own! I’ve taken care of dogs my whole life! And I even used to work at a horse farm! I grew up helping take care of goats, chickens, cows and horses! My work schedule is flexible! I spend a lot of time driving around so have plenty of time to run to your house every few hours to let your dog out or take care of any pet needs. My 3 dogs are crate trained, they know how to walk on leash and they also follow commands and walk alongside off leash. I can let dogs out for a quick bathroom break or take them for a walk to help stretch their legs
About: I have been taking care of pets since I was 15! Dogs, cats, ferrets, rabbits, and fish from all breads and ages, big or small. I take care in bathing, grooming, feeding, and walking! I am currently a full-time college student so I am only available during holiday breaks and in the summer. I take care of my own pets and sisters but I love to keep busy throughout the week!! I can keep to the schedule you give me for your companion! I can give baths, play, feeding, and go on walks. I take lots of pictures and will update you on how the walk/sitting is going frequently. I know every companion has their own personality and will take the time to get to know them to make their experience with sitters a comfortable one!
About: My animal care experience ranges from rats to horses! I ride horses and perform barn duties regularly and have cared for a variety of animals personally. I’ve also worked with hospice animals and have experience and knowledge in providing a wide variety of medications both orally and intravenous. I am also knowledgeable on canine and feline CPR. I work a full time job Monday through Friday. I am currently in office in Boston from 9AM-5PM. I can take long lunches as needed for walk breaks. I will be moving to a hybrid schedule at the end of May where I only have to be in office twice a week. My weekends are open! I currently live at home with my parent and am unable to board animas but am happy to care for your pet in your home! When staying in a client’s home I make sure to pack all my own food and essentials as to not disturb my client’s homes too much. I like to spend as much time as I can with your pet at the home so that way they feel most at ease!
About: I have always loved animals, since I was a kid. At 14 I started working at an animal shelter where I gained a lot of experience with dogs and cats as well as other animals of all sizes. I have always had a habit of bringing home animals in need and helping to find them a home. I also had my own cat, a large Maine coon for about 12 years. Never met a pet I didn’t like! Currently have open availability! S-Sat. Morning, Afternoons and nights. Afternoons work best but morning appointments are always welcome with at least one days notice! Late night check ins also available if need be! Spacious fenced in yard, no other pets currently. Lots of toys from previous pets to keep your loved one busy and stimulated. Located very close to several trail heads where dogs can play exercise and be one with nature !
The median cost per walk for dog walking in Head of Westport is $24
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Meet local walkers who will treat your dogs like family
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Select a filter and find qualifying Head of Westport sitters!Sitters in Head of Westport average 3 repeat dog walking clients
FAQs for Dog Walking - Head of Westport
Frequently asked questions about Rover
The average cost for Dog Walking in Head of Westport on Rover is $22.2 per walk (as of July 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 July 2026, there are 2,528 sitters on Rover offering Dog Walking across Head of Westport. 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 Head of Westport. 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 Head of Westport.
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 Head of Westport. On Rover:
- 94% of walkers can help with special care needs
- 98% 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 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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