Dog Walking Wellesley Hills

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

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Over 50
pet parents in Wellesley Hills have booked dog walking

Wellesley Hills, 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: Charlene H.
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Charlene H.
Star Sitter
$56
total per walk
5.0 out of 5 stars
143 reviews
38 repeat clients
30 years of experience
Wellesley, MA, 02481

This was the first time I left my rescue poodle - who has separation anxiety - with anyone. Charlene was a dream....he was comfortable with her right away and had enough fun so that he was calm when he saw me again - it was almost as if he wasnt' done playing with her! I would ask for her again in a heartbeat.

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Susan P.
Sitter Profile Image: SU L.
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SU L.
Star Sitter
$28
total per walk
5.0 out of 5 stars
39 reviews
10 repeat clients
2 years of experience
Newton, MA, 02459

Su was absolutely wonderful with Giro. Giro, that is usually poo shy with new people very quickly felt very comfortable 😃 which is a wonderful sign. Thank you Su! We would definitely love to have you walk Giro again

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Avishag D.
Sitter Profile Image: Nathalia J.
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Nathalia J.
Star Sitter
$28
total per walk
5.0 out of 5 stars
12 reviews
6 repeat clients
18 years of experience
Natick, MA, 01760

Booked Nathalia for a last minute dog walk. She arrived on time and most importantly the dogs loved her. Will definitely use Nathalia in the future.

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Mathew K.
Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$25
total per walk
5.0 out of 5 stars
399 reviews
156 repeat clients
10 years of experience
Framingham, MA, 01701

Lucy helped us out while we were on vacation in the springs. She was so thorough and loved our boys so well. If we are ever back, we will be using again!!

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Alexandria T.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
$34
total per walk
5.0 out of 5 stars
126 reviews
34 repeat clients
23 years of experience
North Dorchester, Waltham, MA, 02453

Michelle was so nice and Cookie loves her. She was very accommodating and you could tell she knew what she was doing. I will definitely book again! Thanks Michelle!

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Tiffany W.
Sitter Profile Image: Devon R.
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Devon R.
Star Sitter
$28
total per walk
4.9 out of 5 stars
111 reviews
36 repeat clients
24 years of experience
Weston, MA, 02493

Devon has been walking Millie for several weeks and she is always happy to see her! We love Devon’s Rover Card notes about their time together - nice, personal touch.

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Steve And Deb M.
Sitter Profile Image: Kylie S.
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Kylie S.
$26
total per walk
5.0 out of 5 stars
42 reviews
12 repeat clients
7 years of experience
Wellesley, MA, 02481

Kylie is great! She’s responsive, punctual, dependable and very personable. Most importantly, Samara loves her! I highly recommend Kylie and will be requesting her for additional walks.

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Daryl S.
Sitter Profile Image: Ari A.
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Ari A.
Star Sitter
$25
total per walk
5.0 out of 5 stars
25 reviews
8 repeat clients
11 years of experience
Waltham, MA, 02453

About: Along with growing up with two dogs and helping to raise a puppy as a teenager, family friends and neighbors have relied on me to take care of their dogs and cats since I was ten. I've worked with all types of dogs, from Shih Tzus to Pit Bull mixes. I'm the one in my family who takes the dogs out on long hikes (or for short walks around the block once they get older), brushes their teeth and fur, gives them baths, and trims their nails. I'm a regular volunteer at cat shelters in cat care, and as a student on the pre-veterinary track, I have shadowed and volunteered at vet clinics to better understand the care that goes into your pets' health. Besides dogs and cats, I also have experience with a myriad of animals, such as hamsters, rabbits, chinchillas, guinea pigs, mice, fish, hermit crabs, geckos, snakes, tortoises, and turtles. I have experience in preparing special diets for pets and other animals with specific health needs, and in senior dog care. Over the summer, I work at my internships in animal care for much of the work day, but that leaves afternoons, evenings, and early mornings for me to check in on your pets and give any care they need (breakfast/dinner, walks, baths, etc.). Over the school year, I will have more hours available to fit in more time with your pets (i.e. walking and bathing/grooming, more playtime, etc.). As a lover of all creatures, I take the safety of both pets and wildlife seriously. As such, I will always supervise pets that are outside in yards and keep them on leashes outside fenced-off areas so they are not a danger to others or themselves. If transporting pets in my car, I will keep them safe and secure in a carrier/crate. As a college student who has shared living spaces with new people before, I understand the importance of respecting others' belongings and boundaries. During drop-in visits, I will be sure to respect your home and any rules you may have for your comfort (i.e. no shoes in the house, specific dishes/silverware for pets only, general cleanliness, etc.).

Sitter Profile Image: Qiqi F.
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Qiqi F.
$17
total per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
2 years of experience
Weston, MA, 02493

About: I love all furry friends - I have a lovely cat, and I enjoy taking care of my friends’ puppies short or long terms. Taking them to long walks is my favorite part! I work on a flexible schedule, so I’m available on most weekday mornings or afternoons. I’d be ou-of-town on some weekends so pls let me know what’s your schedule like if pup needs walks on weekends! I have leashes (non-retractable) for small and medium dogs. I’m confident keeping pups of these sizes safe from traffic / other animals all the time. It’ll definitely be a plus if your pup know some commands!

Sitter Profile Image: Jonathan L.
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Jonathan L.
$40
total per walk
5.0 out of 5 stars
170 reviews
45 repeat clients
5 years of experience
Waltham, MA, 02453

Jon is responsive, reliable, kind, and professional. He is great about letting us know when he’s on his way, his ETA, and then gives us a heads up before he knocks on the door. My dog is extremely anxious, and this has been challenging; Jon has been so accommodating, open to trying anything to get her to trust him, and clearly cares about her.

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Jennifer B.
Sitter Profile Image: Sarabeth T.
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Sarabeth T.
Star Sitter
$39
total per walk
5.0 out of 5 stars
55 reviews
7 repeat clients
17 years of experience
Boston, MA, 02130

Great dog walker!

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Nat H.
Sitter Profile Image: Tricia R.
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Tricia R.
$34
total per walk
5.0 out of 5 stars
84 reviews
30 repeat clients
27 years of experience
Framingham, MA, 01702

Tricia is reliable, kind, and incredibly thoughtful — her detailed updates and care for Max give us complete peace of mind. We’re so grateful to have found her and highly recommend her! 🐾💛

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Susan P.
Sitter Profile Image: Sabrina C.
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Sabrina C.
Star Sitter
$32
total per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Watertown, MA, 02472

About: Hi, I’m Sabrina! I’ve been caring for pets for 8 years, and nothing makes me happier than getting to know each animal’s unique personality. I work with both dogs and cats and have experience with everything from tiny puppies to slow‑moving seniors, from shy kitties to big, energetic dogs. I grew up in a family that owned two Shar‑Peis, so I’m very comfortable with stubborn, reactive, or strong‑willed breeds. I understand body language, thresholds, and how to build trust with pets who need a little extra patience. Whether your dog is still learning manners or your cat prefers a quiet observer, I meet every animal where they are. I currently have a very open schedule, so pet care fits easily into my day. I’m home most of the time and can adjust to your pet’s routine, whether you need morning, midday, or evening visits. I care for pets in their own home so they can stay relaxed in a familiar space. I follow your routines exactly, keep your home secure, and double‑check doors and gates before leaving. I’m respectful of your space and send updates so you always know your pet is safe and comfortable.

Sitter Profile Image: Sydney P.
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Sydney P.
$34
total per walk
4.9 out of 5 stars
67 reviews
25 repeat clients
5 years of experience
Allston-Brighton, Brighton, MA, 02135

Sydney is absolutely great with our dog Jack! She’s always on time, provides updates, and genuinely enjoys her time with him. Would highly recommend for anyone looking for dog walking services!

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Matthew D.
Sitter Profile Image: Megan G.
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Megan G.
$17
total per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
12 years of experience
Wellesley, MA, 02482

Thank you so much for taking Tess and working with our schedule. We appreciate you!

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Exley B.
Sitter Profile Image: Geoffrey K.
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Geoffrey K.
$28
total per walk
5.0 out of 5 stars
40 reviews
18 repeat clients
30 years of experience
Lexington, MA, 02421

I am always happy to hire Geoffrey for a walk around the neighborhood! He makes sure to give my dog some extra pats and check his water while I'm at work and I love getting the photo updates too.

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Abby S.
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$25
total per walk
5.0 out of 5 stars
8 reviews
6 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

Lindsay is great. She’s professional, communicative, and you can tell she genuinely loves dogs. Everything you want in a dog walker.

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Stuart H.
Sitter Profile Image: Alejandro T.
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Alejandro T.
$39
total per walk
5.0 out of 5 stars
96 reviews
39 repeat clients
13 years of experience
Newton, MA, 02458

Thanks Alejandro for the great walks!! Alejandro is super professional and was nice enough to help my husband outside of the walk hours when he locked himself out of our apartment. Would recommend him to anyone looking for a great, energetic walker. :)

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Laura K.
Sitter Profile Image: Linh V.
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Linh V.
$30
total per walk
5.0 out of 5 stars
72 reviews
27 repeat clients
2 years of experience
Framingham, MA, 01701

We can’t speak highly enough about Linh as she was very caring, punctual and responsible with our dog. She’s extremely kind and pleasant to work with as well. We highly recommend her and look forward to her future walks!

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Daryl S.
Sitter Profile Image: Royce I.
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Royce I.
$32
total per walk
5.0 out of 5 stars
194 reviews
56 repeat clients
18 years of experience
Waltham, MA, 02453

Royce is a wonderful conscientious dog walker who genuinely cares about my Baz. He’s had medical issues lately and she’s been so flexible & observant with him, really helpful tending and adjusting to his needs.

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Rachel N.
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The median cost per walk for dog walking in Wellesley Hills is $25

Dog parents share their Rover experiences - Wellesley Hills

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5.0 out of 5 stars

Caroline is truly amazing! And so good with big dogs. Tripp is always SO EXCITED to see her. I had a family emergency arise and she stepped in with care and attentive communication, allowing me to tend to my family without worrying for my dog. I highly recommend Caroline for your dog needs

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Victoria A.
Dog Walking
5.0 out of 5 stars

Angelica was absolutely wonderful with Boomer and Simba! She was on time, available on short notice, and made the whole experience stress-free. The dogs were so excited to see her and clearly enjoyed their walks. It’s obvious she genuinely cares about animals, and I wouldn’t hesitate to book her again. Highly recommend!

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Cristiane H.
Dog Walking
5.0 out of 5 stars

Devon came through for us with a last minute walk request. She always does a fantastic job with Bodie.

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William K.
Dog Walking
5.0 out of 5 stars

Emily is wonderful. She is prompt, very friendly, and confident with dogs. My dog didn’t want to leave because he knew I was home and she gently nudged him along. They ended up having a great and much needed walk.

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Meg O.
Dog Walking
5.0 out of 5 stars

Charlotte was really fabulous! She was responsive, communicative and flexible with scheduling the meet and greet! Charlotte shared great pics playing with our pup ❤️

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Allyssa W.
Dog Walking
5.0 out of 5 stars

Natalie just loves dogs! And they love her! Great communication and we look forward to working with her again!

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Kate S.
Dog Walking
5.0 out of 5 stars

Rose was very prompt and helpful, especially with the extreme weather. She was able to make quick adjustments to our dogs mood to help make him comfortable.

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Daniels W.
Dog Walking
5.0 out of 5 stars

Kendra was absolutely wonderful! She is friendly, very professional, and clearly amazing with our dog. From the start, she was incredibly responsive and easy to communicate with, which made the whole experience stress-free. It was obvious how comfortable and well cared for our dog was with her. We will definitely be using Kendra again and highly recommend her to anyone looking for a reliable and caring dog walker!

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Kimberly R.
Dog Walking
5.0 out of 5 stars

Kylie was great. I needed someone to walk Teddie while I was away for the evening. She was very responsive and I could tell Teddie would be in good hands with her. Thank you Kylie!

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M T.
Dog Walking
5.0 out of 5 stars

Emma was fabulous to work with! Extremely professional, punctual and responsive. Our Newfie Lab Lincoln sure will miss her!

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Kristen D.
Dog Walking
5.0 out of 5 stars

Gabrielle was fantastic with my dog poppy! She was easy to schedule with and took great care of my pup. Would love to use her services again.

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Emily A.
Dog Walking
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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  • Reservation protection

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    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

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    Browse profiles of walkers near you who offer dog walking
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Popular requests for dog walking - Wellesley Hills

Select a filter and find qualifying sitters offering dog walking.

Sitters in Wellesley Hills average 4
repeat dog walking clients

FAQs for Dog Walking - Wellesley Hills

Frequently asked questions about Rover

The average cost for Dog Walking in Wellesley Hills on Rover is $27.75 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 11,564 sitters on Rover offering Dog Walking across Wellesley Hills. 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 Wellesley Hills. 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 Wellesley Hills.

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 Wellesley Hills. On Rover:

  • 90% of walkers can help with special care needs
  • 95% 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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