Dog Walking South Wellfleet

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South Wellfleet, 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%.

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Sitter Profile Image: Marlo J.
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Marlo J.
$23
total per walk
20 years of experience
Wellfleet, MA, 02667

About: I’m a young outdoors person who loves animals. Your animals needs will always be met with me. Whether it’s a younger dog who need lots of playing time and exercise, or an older pet who just needs loving, I will be perfect for the job. I’ve lived with animals in my house for my entire life. From Dobermans to Shih Tzus and turtles to fish. I have been house sitting for friends and neighbors for a while now with no issues. I’ve also done some dog training while my brother got his service dog. No matter what, your pets needs will be taken care of with me with love. I am a college student on winter break and would love to work a little bit over the break. Until January 20th, I am available 7 days a week and any times you need. The only times I will not be available is Christmas Eve/ Christmas Day. Other than that I have a very flexible schedule. I’ve got 2 older dogs (poodle and shih tzu) who are very friendly and love to play. I’ve got 2 different sized cages, small and large, for any type of dog you have. We do not have a fence in back yard but a large backyard to run around in with a leash and lovely neighborhood.

Sitter Profile Image: Emily D.
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Emily D.
Star Sitter
$25
total per walk
5.0 out of 5 stars
62 reviews
13 repeat clients
17 years of experience
Brewster, MA, 02631

Emily has been wonderful walking my dog. Very punctual and sends great pictures. And always very communicative. I’m not worried about my doggy when she’s with her

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Jenna A.
Sitter Profile Image: Zuzana C.
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Zuzana C.
$34
total per walk
4.8 out of 5 stars
26 reviews
9 repeat clients
23 years of experience
Orleans, MA, 02653

About: I have take care of animals for over 2 decades. Pups are my favorite and I also have chickens and volunteers with horses on a local farm. I respect nature and appreciate what great companions animals are for us humans. I treat them as family members. I had 3 dogs from puppies to their senior age and understand all stages of dog lives. I can play, socialize, train puppies. Walk fast pace with athletic dogs or slow down for littles or seniors. I can give medicine and keep an eye on health any conditions. I have 10yo son who is a huge dog lover and helps out with our dog and chickens and also does barn chores at the farm. I feel so blessed we both feel the same love for all creatures on Earth. I currently work from home, so your pup(s) will have a companion most of the time. I also go on 2-3 walks a day and we have a nice private yard for additional play and relax. We have a private yard, one friendly 2yo Boston terrier who has proven to be more than a gracious host to all sorts of furry visitors. He naturally accepts their energy if they want to play or are shy and need time. We also had some rescues and traumatized pets and Gizmo proved to a respectful companion. He is the reason I love pups and want them to have the most fantastic time in our home.

Sitter Profile Image: Aliaksandra I.
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Aliaksandra I.
$22
total per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
21 years of experience
Dennis Port, MA, 02639

Aliaksandra was lovely and incredibly helpful with walking my dog, Kona. She gave a detailed report of their walk with photos and her communication was great. She took such good care of my pup and I would recommend her to anyone.

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Julia D.
Sitter Profile Image: Abby H.
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Abby H.
$28
total per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Eastham, MA, 02642

About: I grew up with cats and dogs for my whole life. I love caring for them as I believe they care for us too. Own an oldie Goldie with my boyfriend! I am currently working in Chatham. I get out at 1pm Tuesdays, Thursdays and Saturdays. I go into work at 1 pm on Monday's and Fridays. I have Wednesdays and Sundays off. I have a golden retriever and a 15 year old black cat! I don’t have a fenced in yard. Looking to do more dog walking and watching!

Sitter Profile Image: Allison V.
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Allison V.
$23
total per walk
3.0 out of 5 stars
2 reviews
2 repeat clients
2 years of experience
harwich, MA, 02645

Allison is a very good communicator. When she was running late she gave me a generous discount. She followed my instructions carefully and did a great job walking Thurston twice in the same day. Thanks so much!

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Kim N.
Sitter Profile Image: Rachael H.
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Rachael H.
$45
total per walk
5.0 out of 5 stars
37 reviews
8 repeat clients
8 years of experience
Yarmouth, MA, 02664

Brewster LOVES walking with Rachael. She has been a pleasure to work with and we feel so safe leaving Brewster in her care as she always has Brewsters best interests at heart.

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Mary Z.
Sitter Profile Image: Caitlin S.
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Caitlin S.
Star Sitter
$39
total per walk
5.0 out of 5 stars
597 reviews
116 repeat clients
29 years of experience
Brewster, MA, 02631

Caitlin was very responsive to set up our walk and easy to make arrangements with. She arrived on time and send a clip of our very happy pup! Our dog seemed happy and taken care of during her visit. We would highly recommend using Caitlin and when we visit the Cape again we would use her again!

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John R.
Sitter Profile Image: Jordan & Daniel G.
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Jordan & Daniel G.
$32
total per walk
15 years of experience
Orleans, MA, 02653

About: My partner and I are absolutely obsessed with dogs! We both grew up with dogs and have each raised and trained our dogs Toffee and Tony since they were puppies. We know the responsibility involved to care for your furry friend and will make them feel at home. - 15 years experience: puppy training, house and crate-training, boarding - 2 dog sitters with 2 dogs at home - Flexible schedule My partner and I both work from home so we walk our pups multiple times a day and take them to the dog park whenever the weather permits! We have two male dogs at home (Toffee, 3 y/o and Tony, 8 months) who love playing, cuddling, and being good boys! They can’t wait to play with your pup!

Sitter Profile Image: Paige K.
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Paige K.
$39
total per walk
5.0 out of 5 stars
9 reviews
15 years of experience
Wellfleet, MA, 02667

About: Hey there, I’m Paige and I have always had a passion for all types of animals since I was young especially cats and dogs. The dog in my profile picture is my almost 2 year old Havanese who is my pride and joy. I always am sure to treat every animal like they are my own and give them all love and support they need. Shoot me a message and we can discuss if you’re dog or cat and myself will be a good fit, thanks! 🙂 I do work in Provincetown Part time on night shifts Sunday-Thursday 3-9:30pm but can work around that for works and drop ins and am available on weekends for overnights, hope to hear from you soon I always try to create a loving and calm environment for dogs with anxiety and a more playful time with the energetic breeds while still making sure everything is safe. For cats I let the independent ones comes to me when they want attention and then cuddle up and give lots of pets to the ones who like more human affection.

Sitter Profile Image: Debbie C.
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Debbie C.
$34
total per walk
5.0 out of 5 stars
17 reviews
1 repeat client
15 years of experience
Chatham, MA, 02633

Debbie took our 2 dogs ( German shorthair pointer and chocolate lab) on nice long walk for two days in a row over the weekend. Debbie arrived on time and communicated with me and followed all of my little tips in a note I left for her. She was even able to switch up the arrival time on the second day as needed. Our pointer has to be crated and Debbie was able to easily access and secure the crate. The same dog is young and strong with a tendency to pull on walks and Debbie was easily able to walk both our dogs together and control them. I would definitely book Debbie again.

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Bridget B.
Sitter Profile Image: Karen H.
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Karen H.
Star Sitter
$39
total per walk
5.0 out of 5 stars
175 reviews
46 repeat clients
40 years of experience
Brewster, MA, 02631

Karen is awesome with dogs. Punctual and flexible for appointments

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Karl K.
Sitter Profile Image: Caroline D.
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Caroline D.
$45
total per walk
4.8 out of 5 stars
29 reviews
5 repeat clients
20 years of experience
Orleans, MA, 02653

Caroline was extremely flexible, reliable, and easy to communicate with. Our dog is cautious around new people and he took to her right away. He dog got to experience some fun adventures with her since she knows some great secret spots around the cape. We look forward to continuing to use Caroline anytime we’re down the Cape.

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Amberly R.
Sitter Profile Image: Tracey D.
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Tracey D.
$36
total per walk
5.0 out of 5 stars
122 reviews
37 repeat clients
30 years of experience
Dennis Port, MA, 02639

I am so glad I came across Tracey's profile on Rover for my stay down the cape. She was very flexible, accommodating to our schedule, and my dog Bodie loved her! I will absolutely be reaching out to her again for my next trip down.

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Briana W.
Sitter Profile Image: Taigh L.
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Taigh L.
$20
total per walk
4.9 out of 5 stars
53 reviews
19 repeat clients
7 years of experience
Orleans, MA, 02653

Taigh was easy to communicate with and did great with walking my dog!

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Hannah Z.
Sitter Profile Image: Peyton V.
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Peyton V.
$18
total per walk
10 years of experience
Harwich, MA, 02645

About: I've always had a furry friend and love all dogs. I've helped train working service dogs and worked in a puppy nursery caring for dog moms and their litters. I'm currently working part-time and have free time. I'm home all summer long and looking for ways to enjoy my day and do something I love to do. I have my own dog at home that is super friendly and live in a quiet neighborhood which is great for walks and meeting other people and their dogs.

Sitter Profile Image: Matthew F.
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Matthew F.
$23
total per walk
18 years of experience
Dennis, MA, 02638

About: With a lifelong love for animals and extensive experience caring for two larger dogs, I offer top-notch dog sitting services. Your furry friend will receive the utmost care, attention, and affection while you're away. I’m currently working part-time and going back to school for my master’s degree. Able to be flexible to take of your pet. Able to stop in the check on your pet several times a day. Also willing to spend extended time playing and exercising your pets. I am a detail oriented person who follows directions. I am comfortable taking your pet on walks. Also, I can take your pet in my car if need. Willing to take your dog to the park as well.

Sitter Profile Image: Necol S.
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Necol S.
$20
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
13 years of experience
Provincetown, MA, 02657

About: I had a dog for over 13 years! After she passed away from lymphoma cancer, I told myself I’d give the love my dog gave me to other cute animals! She taught me patience and love like no other! I have the unique advantage of taking online classes and working from home, which means I can dedicate more time to your animal. My flexible schedule allows me to provide attentive and personalized care for your fur baby! I want to make sure any pets entering my home feel welcome! Patience is the most important thing when it comes to animals entering a new environment! I want to make sure that your animal feel safe in this new environment they’re entering in! I have a two year old cat that is great with dogs!

Sitter Profile Image: Athena G.
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Athena G.
$39
total per walk
7 years of experience
Chatham, MA, 02633

About: I have experience caring for dogs of all ages, from playful young dogs to senior dogs needing extra patience and attention. Whether it’s dog walking or pet sitting, I provide reliable, loving care and treat every dog like my own. Currently I am available per your request! I am happy to help whenever you need whether you are going away on vacation, need a quick drop in or maybe just very busy and need someone to walk your dog. I can provide photos of your pet for every visit to ensure your pet is properly cared for. You can have peace of mind knowing your dog’s safety, comfort, and happiness are my top priorities. I provide loving, attentive care and treat every dog like family, giving them the patience, affection, and attention they deserve.

Sitter Profile Image: Lara S.
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Lara S.
$28
total per walk
5.0 out of 5 stars
2 reviews
45 years of experience
Barnstable, MA, 02668

About: I am a very active 49 year old mom with adult children and two small dogs. I grew up with animals my whole life, and my family even owned a chain of pet stores when I was growing up, where I worked. My family is packed with doctors and vets. I move to the Cape full time and am available to walk dogs, house sit, and board small to medium sized animals in my home in Orleans. We have a fenced in backyard and lots of space to run on the beach. I work remotely, part-time as an attorney and set my own schedule. My true love is animals! My flexibility gives me plenty of time to care for pets, in your home, in mine, or just for a walk. I take my dogs for a daily run to on the beach and am happy to take along another. I can also care for your dog alone in your home (and leave mine home with my amazing family). Finally, I am available for walking your pup, most days in your neighborhood or mine. We have an acre of land and half is fenced in for dogs. We have extra cages if desired. Ours never enjoyed their crates. We will follow your schedule and treat your pet like a member of the family. We invite interviews in advance to ensure we are the right fit for your pet.

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

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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - South Wellfleet

Select a filter and find qualifying sitters offering dog walking.

Sitters in South Wellfleet average 3
repeat dog walking clients

FAQs for Dog Walking - South Wellfleet

Frequently asked questions about Rover

As of August 2026, there are 413 sitters on Rover offering Dog Walking across South Wellfleet. 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 South Wellfleet. 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 South Wellfleet.

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 South Wellfleet. On Rover:

  • 92% of walkers can help with special care needs
  • 100% 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.

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