Dog Walking Winter Park

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

End
Search

Over 6
pet parents in Winter Park have booked dog walking

Winter Park, 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%.

1 / 1
Sitter Profile Image: Lauren P.
Verified Enhanced Background Check
Lauren P.
Star Sitter
$39
total per walk
5.0 out of 5 stars
14 reviews
4 repeat clients
5 years of experience
Tabernash, CO, 80478

So reliable and responsive. We booked very last minute and had issues with the code to get in our building but she was so helpful and diligent to make sure our sweet furry baby got lots of love.

Profile image
Tracy H.
Sitter Profile Image: Cherie C.
Verified Enhanced Background Check
Cherie C.
$45
total per walk
5.0 out of 5 stars
10 reviews
1 repeat client
35 years of experience
Fraser, CO, 80442

Cherie is amazing to work with! Not only is she communicative and knowledgeable, she genuinely cares for our dog Ari in such a personal and wonderful way. Truly, we couldn’t ask for anyone better to walk him and are so lucky we connected with her.

Profile image
Stephanie H.
Sitter Profile Image: Paige S.
Verified Enhanced Background Check
Paige S.
$23
total per walk
1 year of experience
Fraser, CO, 80442

About: I have a multifaceted knowledge of dogs and cats of many breeds. My first job was as a receptionist at a veterinary clinic, and I have had many pets in my family over the years. Including a massive German Rottweiler, two tiny sphinx cats, and two bulldogs (that doesn't include the guinea pigs or bunnies). I have a well rounded knowledge of needs and medical necessities of different breeds. I have fed, bathed, walked and played with animals all my life, it’s like second nature. I live with several animals at home I feed, play, walk, bath and love on animals every day and have for the last 17 years. I am used to all different breeds of dogs/cats. In a clients home I am very flexible when it comes the to the individual needs of the pet and the parent. I know how different animals react to different things and understand each one is their own little Individual! I especially love all pets different quirks and routines.

Sitter Profile Image: Shelby D.
Verified Enhanced Background Check
Shelby D.
$34
total per walk
5.0 out of 5 stars
3 reviews
20 years of experience
Fraser, CO, 80442

Shelby was so great. Showed up on time and kept me in the loop the whole time.

Profile image
Hilary M.
Sitter Profile Image: Kelsie H.
Verified Enhanced Background Check
Kelsie H.
$28
total per walk
10 years of experience
Tabernash, CO, 80478

About: I’ve been caring for dogs for many years, both my own and those of family, friends, and anyone who has needed a helping hand. I have experience breeding Labrador Retrievers, raising litters of puppies, and caring for dogs through every stage of life. As a dog owner myself, I know how important it is to find someone you can trust. My three dogs are part of my family, and I treat every dog in my care with the same love, patience, and attention I give my own. To me, dogs are so much more than pets—they’re family. My goal is to make every dog feel safe, loved, comfortable, and well cared for while you’re away, so you can have peace of mind knowing they’re in good hands. I have a very flexible schedule, which allows me to provide reliable and consistent care for your pets. I work from home with our family business, giving me the flexibility to accommodate morning, afternoon, evening, and weekend visits whenever possible. Whether your pet needs a walk or drop in visit, I’m committed to providing dependable, attentive care while keeping their routine as normal as possible. My goal is to be available when you need someone you can trust with your furry family member. I provide dependable, loving care for pets in the comfort of their own home through drop-in visits, walks, and pet sitting. I know pets thrive in their familiar environment, so my goal is to keep their routine as consistent as possible while you’re away. Whether it’s feeding, fresh water, potty breaks, walks, playtime, companionship, or simply giving them extra love and attention, I’ll care for your pet as if they were my own. I understand that every pet has unique needs and personalities, and I’m happy to follow your instructions to ensure they feel safe, comfortable, and well cared for. My priority is giving you peace of mind, knowing your pet is receiving reliable, compassionate care while you’re away.

Sitter Profile Image: Aleah G.
Verified Enhanced Background Check
Aleah G.
$28
total per walk
4.7 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Granby, CO, 80446

Wonderful last minute walk for our dog.

Profile image
Tyler M.
Sitter Profile Image: HALEY W.
Verified Enhanced Background Check
HALEY W.
$17
total per walk
5.0 out of 5 stars
1 review
20 years of experience
Georgetown, CO, 80444

About: I have been taking care of a large variety of dogs for 20 years. From eight weeks old to 16 years old, from pugs to chows and pitbulls to 140 pound malamutes I have cared for them all. I can come by to walk and feed your best friends once a day or stay and cook them meals as per your request. I want to make sure you and your loved ones are as comfortable as possible while you are away. I do freelance work so I have pretty open availability. Making sure you're needs are met so you are comfortable is my top priority. If for some reason I can't meet all of your needs I will tell you before committing to something that doesn't fit my schedule or abilities. I am here for you. How I care for your pets and home is mostly dependent on your requests. I give medicine, food and exercise as requested. I can simply fill a food bowl, measure servings and even cook protein and veggies for your dogs if that is what you want. I am happy to keep you updated or send you pictures if you'd like. Walks are as far/long/plentiful as requested. I want to provide you with the comfort of knowing someone is there to care for your loved one as you would while you are away.

Sitter Profile Image: Ilana W.
Verified Enhanced Background Check
Ilana W.
$56
total per walk
5.0 out of 5 stars
2 reviews
3 years of experience
Fraser, CO, 80442

About: I helped a family friend for years with her pet care business. I've gotten to know dogs of all breeds and really fell in love with animals! I've done lots of long walks and playtime and got comfortable with giving medicine if needed. I currently work 5 nights a week so I have daytime available. Most Sundays and Mondays I'm available at night and on those days I'm willing to do two visits. I am very flexible and will tend to whatever needs you and/or your pet have. I am willing to do walks, feeding, playtime, just no overnights.

Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sarah M.
$45
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Winter park, CO, 80482

About: Ive taken care of dogs since I was in college and always love giving pets attention! I’m super active and enjoy scenic daily dog walks - the more the merrier! I’m a remote worker and my schedule can be flexible! I love early mornings and am happy to take dogs on longer walks in the afternoon and evening. I live in a small quiet area with a great dog walking loop. I have my own transportation and wouldn’t mind taking the pups on an outing!

Sitter Profile Image: Lauren R.
Verified Enhanced Background Check
Lauren R.
$34
total per walk
5.0 out of 5 stars
34 reviews
8 repeat clients
35 years of experience
Granby, CO, 80446

Lauren was wonderful with our sweet Nala! She gave her lots of love, took tons of pictures, and sent great updates about her walk and behavior. It’s obvious she’s a true dog lover. She was also incredibly flexible with our last-minute booking and schedule. We’d definitely use Lauren again!

Profile image
Kimberly S.
Sitter Profile Image: Larry R.
Verified Enhanced Background Check
Larry R.
$84
total per walk
5.0 out of 5 stars
19 reviews
40 years of experience
Fraser, CO, 80442

About: I look forward to being able to help you with outdoor doggy adventures! My daycare/dog hike times are; pickup between 8-9am and half day drop off between 12-1pm ($60), full day drop off between 3-4pm ($120). These times are a bit flexible, talk to me about working outside these guidelines! I have loved dogs and animals in general since I was a boy. I have worked as a professional dog caregiver for the last 15 years. My clients have always relied on my love of their dogs, consistency of care, and my flexibility with their schedules. I will take your dog on half or full day adventures in the great outdoors! Examples of activities are; hiking, biking, trail running, cross country skiing, snowshoeing, etc. I am trained in E-collar use and have helped my clients learn basic skills such as; come, sit, stay, drop, etc. I have owned senior dogs and had to administer medications and IV bags. It is a full time job for me. I love working with dogs and will continue to make it my number one priority going forward I am in a condo with a dog door that leads to a deck. Dogs that visit are allowed on the couch, 4 or 5 dog beds available, or sleeping on my bed! I walk all clients dogs on leash in the neighborhood, on/off leash on my outdoor doggy adventures depending on dogs skill set and owners preference.

Sitter Profile Image: Sarah O.
Verified Enhanced Background Check
Sarah O.
$34
total per walk
5.0 out of 5 stars
11 reviews
1 repeat client
40 years of experience
Winter Park, CO, 80482

Sarah was wonderful! We didn't even have a chance to meet in person and she came to walk our dog when we had a long day competition in Steamboat. She was SUPER communicative and that was so helpful to make us feel like our pup was completely taken care of. She sent pictures and everything. It was just perfect and I will definitely call on her again.

Profile image
Monica Petraglia B.
Sitter Profile Image: Francis E.
Verified Enhanced Background Check
Francis E.
$17
total per walk
5.0 out of 5 stars
15 reviews
2 repeat clients
3 years of experience
Idaho Springs, CO, 80452

About: My family and I are truly comfortable with creatures of all sizes! Our pet care experience ranges from cuddly companions like dogs, cats, rabbits, and guinea pigs. You can trust your entire animal family is in knowledgeable hands! Hello! My family and I bring a unique blend of dedication and flexibility to our pet care services. As a part-time student and photographer, I am highly reliable, utilizing my own transportation to ensure punctuality for every visit. We are a family of 5, including me and my two little brothers. We all take care of the pets at our home like our own pets, and somebody will always be at home to watch and care for all pets! We have a wonderfully flexible schedule that allows us to prioritize your pet's needs, whether it's for house sitting, drop-ins, or mid-day walks. We are comitted to providing your pet with the structured care and gentle companionship they deserve! We prioritize quality over quantity, we accept a limited number of clients to guarantee each pet receives our full attention and the highest level of care. We am experienced in administering oral and topical medications, managing anxious or reactive pets, and strictly following specific diets. We provide peace of mind through professional communication and unwavering reliability.

Sitter Profile Image: Julie S.
Verified Enhanced Background Check
Julie S.
$34
total per walk
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Central Boulder, Boulder, CO, 80302

About: I have had my own beloved dogs for 20+ years, and have experience house-sitting and taking care of pets all over the world! As a creative industries business owner, I have the flexibility of working remotely with WIFI access. I am a neat, quiet and organized homebody, and like to spend my time with books and music in the company of loving creatures. I work remotely, so I have tons of flexibility to care for your animals as you like. I am comfortable with all pet care routines. I love to cuddle and care for your pet and can be trusted to follow instructions well - the daily walks are my zen! I am trustworthy and responsible and your fur baby will love me.

Sitter Profile Image: Lucy M.
Verified Enhanced Background Check
Lucy M.
$67
total per walk
5.0 out of 5 stars
3 reviews
8 years of experience
Tabernash, CO, 80478

About: I have taken care of my own families dogs, my neighbors pets, and even my family friends pets since I was about 11 years old I work for Neil’s Lunceford Landscaping in Tabernash, but live in Winter Park. I work Monday-Thursday from 8am-6pm and occasionally on Fridays until about 2pm. Even with my work schedule, I am flexible to take care of your pets throughout the week! I cater to the pets needs, whether that’s needing food, exercise, or to go outside to the bathroom, I always make sure to be on top of what the pet needs. I am respectful in clients homes and make sure everything in the home is just how they left it, if not even better. I take care of everything like it is my own, I like to show my respect and appreciation! As well as help you out by watching over your fur babies!

Sitter Profile Image: Haley M.
Verified Background Check
Haley M.
$34
total per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Granby, CO, 80446

About: Animals have always been a big part of my life. I love spending time with them, creating a lasting bond, and giving them the best life possible. I have worked with a variety of animals for many years and love getting to know their personalities and quarks. I have extensive experience taking care of dogs, cats, horses, chickens, goats, you name it! I also have experience administering vaccinations and oral medication. I have been petting sitting for friends and neighbors for as long as I can remember, but have also been on the Rover app for a little over 6 years. I have loved getting to spend time with all of my clients pets and am excited to meet yours! It is my goal to cater to your pets needs when you are not there, so I make sure they are as comfortable as possible. I love going for runs, walks, and playing fetch. I can assure you that 100% of my attention and focus will be on your pet when they are in my care. I currently work Thursday and Friday from 6:00-2:30, but I am very flexible and will work with whatever schedule you give me! My boyfriend works from home so he will always be available if needed. My main goal is to make your pet as comfortable as possible and to have fun! I understand each pet is unique and strive to cater to their needs. I know that allowing someone to care for your pet can be a little uncomfortable, but I will do my best in calming any anxieties and will be available for any questions you might have.

Sitter Profile Image: Jake Z.
Verified Enhanced Background Check
Jake Z.
$34
total per walk
5.0 out of 5 stars
3 reviews
14 years of experience
Winter Park, CO, 80482

About: Not only did I grow up my entire life helping raise dogs and cats with my family, but since being independent from my parents I have assisted friends with training, exercising, and loving their pets as well. I am well-recognized by my friend's dogs as the one who always takes them on hikes, so generally they express the same excitement as me when we get to see eachother. I will be available every day to help friends, family, and new folks care for their pets. I have no other work to do during this time so I will be entirely dedicated to giving these pets attention, love, and exercise. I love being outdoors and exercising, whether it is hanging out at a park or going for a walk/run, I always make sure to exercise the pet to their own capabilities. Based on their physical condition, I ensure that they are enjoying their time with me and not being over exerted. Whether they are still learning, just starting training, or fully trained, I always make sure to align myself with the owner or my peer's standards, that way I do not confuse the animal and can help improve upon it's behavior.

Sitter Profile Image: Timothy & Emerald R.
Verified Background Check
Timothy & Emerald R.
$22
total per walk
5.0 out of 5 stars
9 reviews
1 year of experience
Central Boulder, Boulder, CO, 80302

About: My wife(Emerald) and I have experience as professional dog/house sitters. For two years we traveled with our own mobile dog grooming business. We are confident in our abilities to care for elderly and young dogs. We recently took care of a liter of 6 pups and momma till they were ready to be in their forever homes. We really feel in tune with the behaviors of dogs and also enjoy cats too! We love taking walks and hiking. We are available full time since we make our own schedule. Dogs are such unique creatures and we really enjoy getting to learn about them and spend time loving on them. We would love to come play, walk, feed, and care for your pet. We have spent a lot of time with multiple dogs a day so we feel very qualified to look after your special companion. We also have special leash training skills of how to walk dogs. Hope to meet you and your dog!! We work from home, we consider ourselves the utility players, meaning when someone needs us we are available. So we will be able to be with your pets for long periods of the day. We will be with your pets in the comfort of their home and if it something you and the pets are comfortable with we can take them with us to local places.

Sitter Profile Image: Trisha B.
Verified Enhanced Background Check
Trisha B.
$45
total per walk
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Frisco, CO, 80443

Trisha is awesome! She took great care of our two dogs. 10/10 highly recommend.

Profile image
Thomas G.
Sitter Profile Image: Aspen H.
Verified Enhanced Background Check
Aspen H.
$19
total per walk
5.0 out of 5 stars
15 reviews
8 repeat clients
5 years of experience
Central Boulder, Boulder, CO, 80303

About: Hello pet parents! I hope you choose me to help care for your pets - I can't wait to meet them! I have had pets in my house ever since I was born. I grew up with many varieties of animals among the years and numerous cats and dogs. I have always been a huge animal lover and can't wait until I have the property and space to home more friends! Until then, I am eager to meet others' animals and help take care of them and give them lots of love! The very first thing I have always done at new people's houses with animals is greet all of the animals. I am a highly energetic individual with a strong eye that seeks to pay attention to the needs of other beings. I am looking forward to hearing from you and your pets I make my own scheduled so I am highly flexible and available for caring for your pets! I have two cats and a fish that I give lots of love and attention daily - and looking forward to caring more for other animals too! I do not have a home space in which I am capable of taking in others animals currently, but I take care of the pets at the owners home this same way! First thing when I get home is to greet my pets and give them attention and love. I play for a little and then check to see the water bowl is full (and for my cats that the food is also - I know dogs are on a schedule). With dogs, I would regularly schedule times to take them out for walks - and make sure I match them for however they wanna walk! (Slow, adventurous, running a little faster) I make sure that I have plenty of plastic bags and treats to take with on the walk. I do not like to leave dogs alone for more than 2-4 hours. I love interacting with animals and giving them lots of attention!

1 / 1
View more

The median cost per walk for dog walking in Winter Park is $20

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 - Winter Park

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winter Park average 4
repeat dog walking clients

FAQs for Dog Walking - Winter Park

Frequently asked questions about Rover

The average cost for Dog Walking in Winter Park on Rover is $19.26 per walk (as of September 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 September 2026, there are 2,759 sitters on Rover offering Dog Walking across Winter Park. 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 Winter Park. 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 Winter Park.

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 Winter Park. On Rover:

  • 94% of walkers can help with special care needs
  • 98% can help with giving oral medications or injections
  • 97% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge