Dog Walking Wooster Square

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

End
Search

Over 84
pet parents in Wooster Square have booked dog walking

Wooster Square, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Carole N.
Verified Enhanced Background Check
Carole N.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
232 reviews
47 repeat clients
15 years of experience
New Haven, CT, 06511

Carole has been an incredible addition to our support team with Orfeu. She is extremely knowledgeable about dogs and has already helped us provide our highly anxious pup with more structure and security. We are beyond impressed with her professionalism and care. We would recommend her very highly to anyone!

Profile image
Julia B.
Sitter Profile Image: Jen N.
Verified Enhanced Background Check
Jen N.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
470 reviews
130 repeat clients
30 years of experience
Edgewood, New Haven, CT, 06511

Jen was the consummate professional. She was quickly responsive to our request, came by a day early to assess her compatibility with our pets, and sent plenty of cute pics as she was walking/feeding our fur babies. She even found a new spot for our dog to poop! 10/10, would recommend.

Profile image
Jamison L.
Sitter Profile Image: Christopher P.
Verified Enhanced Background Check
Christopher P.
from
$25
per walk
5.0 out of 5 stars
10 reviews
8 repeat clients
14 years of experience
Dwight, New Haven, CT, 06511

About: I have taken care of dogs of all breeds, sizes, and temperaments since I was 18. Now working in the medical side, I am able to make sure pets get their medications (including insulin) appropriately. I am mostly able to care for pets during the weekends or at nights. My work schedule at the veterinarian keeps me busy during the weekdays. I am unfortunately not able to offer pet care at my personal home. I am more than willing to travel to a clients house to care for their pets in their most comfortable environment.

Sitter Profile Image: pauline g.
Verified Enhanced Background Check
pauline g.
from
$35
per walk
5.0 out of 5 stars
119 reviews
26 repeat clients
20 years of experience
East Rock, New Haven, CT, 06511

Pauline helped me out last minute when I needed to work unexpectedly. She did a great job with my two dogs one of whom is scared around new people. She was reliable, patient with them, and communicative, which I really appreciated!

Profile image
Sarah F.
Sitter Profile Image: Amy F.
Verified Enhanced Background Check
Amy F.
from
$18
per walk
5.0 out of 5 stars
43 reviews
7 repeat clients
25 years of experience
Branford, CT, 06405

Amy did great with our Husky! She was very patient with her and took her time because she is shy. We are going to use her for the rest of our travel contract.

Profile image
Alem H.
Sitter Profile Image: Heather M.
Verified Enhanced Background Check
Heather M.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
110 reviews
22 repeat clients
6 years of experience
Orange, CT, 06477

Heather is the best!!!

Profile image
Colleen M.
Sitter Profile Image: Andrea R.
Verified Enhanced Background Check
Andrea R.
from
$25
per walk
4.9 out of 5 stars
66 reviews
32 repeat clients
6 years of experience
Newhallville, New Haven, CT, 06511

Andrea was so great to communicate with - she sent lots of videos and was clearly so sweet with our dog. Very happy to have connected with her, and highly recommend!

Profile image
Erika S.
Sitter Profile Image: Liam H.
Verified Enhanced Background Check
Liam H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
14 reviews
3 repeat clients
7 years of experience
Hamden, CT, 06517

About: I've been taking care of dogs since I was 16. Friends and family trust me to walk, feed and take care of their dogs. I am comfortable taking dogs for long walks around the neighborhood or to the dog park, and I have stayed in home as a pet sitter. My family has a dog and I am involved in her care and play time on a daily basis. I have a very flexible schedule and have lots of time for your pup. I am available for late morning and afternoon walks and playtime. I have an energetic 60 pound dog. I am used to walking a strong dog and can easily handle a dog that may pull. I am happy to walk your dog in your neighborhood and/or play in your yard. I will work with whatever routine your dog is accustomed to.

Sitter Profile Image: Jeanne F.
Verified Background Check
Jeanne F.
from
$25
per walk
5.0 out of 5 stars
42 reviews
16 repeat clients
17 years of experience
East haven, CT, 06512

Jeanne is wonderful. Checks all the obvious boxes – reliable, trustworthy, punctual, etc. But most importantly,IMO, incredibly patient and kind. I don’t need Jeanne’s services terribly often, so there are usually big blocks of time in between her visits with Sadie. She’s always so patient in allowing Sadie to take her time and get reacquainted. Equally sensitive to her comfort as to getting the walk done and the business taken care of. I’m grateful to have found her.

Profile image
Beth R.
Sitter Profile Image: Catie P.
Verified Enhanced Background Check
Catie P.
from
$25
per walk
5.0 out of 5 stars
25 reviews
8 repeat clients
30 years of experience
New Haven, CT, 06515

Catie’s been fantastic! She is so kind, trustworthy, and good with our dog. Our dog has a lot of energy and needs a good walk while we’re working. Catie always brings her back well exercised and ready to nap the rest of the day!

Profile image
Julia N.
Sitter Profile Image: Katherine T.
Verified Enhanced Background Check
Katherine T.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
12 reviews
6 repeat clients
5 years of experience
West River, New Haven, CT, 06519

Kat has been so amazing! My dog looks forward to seeing her “bff” for their walks and playtime. Kat is very responsive, thorough, kind and dedicated.

Profile image
Daunlee W.
Sitter Profile Image: Alex T.
Verified Enhanced Background Check
Alex T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
64 reviews
18 repeat clients
4 years of experience
North Haven, CT, 06473

Alex came over every weekday to walk and play with my Morkie, Kimchi, while I was in Scotland for a month. Alex sent me pictures of Kimchi and gave me a report on what they did every day -- it was great! I came home to a happy, relaxed dog, so I know he had a good time. I felt reassured that he was doing well, and I plan to have Alex continue to visit from time to time so they can keep up their friendship. This was the next best thing to having Kimchi with me! I highly recommend Alex.

Profile image
Andrea O.
Sitter Profile Image: Sandra D.
Verified Enhanced Background Check
Sandra D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
33 reviews
17 repeat clients
15 years of experience
North Haven, CT, 06473

Sandra was fantastic!! She was friendly, professional and great with our dog Maple. We had a last minute need and she came in clutch and would absolutely recommend her!

Profile image
Jennifer B.
Sitter Profile Image: Yunwen S.
Verified Enhanced Background Check
Yunwen S.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
33 reviews
11 repeat clients
2 years of experience
Wooster Square, New haven, CT, 06510

My dog can be picky with strangers, but she loves Yunwen. Yunwen is super sweet—she took my pup to a big grassy field to play, and brought water so she could drink on the way. I could tell my pup was super happy and relaxed after the walk. Yunwen is reliable, and genuinely cares about dogs. I’d 100% recommend her to anyone looking for a great walker!

Profile image
Jingyao L.
Sitter Profile Image: Jessica A.
Verified Enhanced Background Check
Jessica A.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
44 reviews
15 repeat clients
4 years of experience
West River, New Haven, CT, 06511

Jessica was great. She asked all the right questions and was professional, experienced, and caring.

Profile image
Abigail W.
Sitter Profile Image: Jalirakay V.
Verified Enhanced Background Check
Jalirakay V.
from
$20
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
9 years of experience
Hill, New Haven, CT, 06519

About: I have experience caring for a variety of pets, including dogs and cats. My responsibilities have included feeding, providing fresh water, walking dogs, cleaning litter boxes and living areas, administering medications when needed, and ensuring pets receive plenty of exercise, attention, and affection. I am attentive to each pet's individual needs and prioritize their safety, comfort, and well-being. I am reliable, patient, and committed to providing loving, responsible care while owners are away. I’m currently unemployed while my children are in daycare and after school programs. Outside of appointments I’m free spending time with my cats and my females kittens I currently have 2 black cats. My female whom I rescued recently was pregnant and had 6 babies(3 weeks old) I’ve also had dogs and cats in my past. I love animals. My home is clean and organized.

Sitter Profile Image: Christopher K.
Verified Enhanced Background Check
Christopher K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
10 years of experience
Orange, CT, 06477

About: Caring for animals has been a constant part of my life. I grew up in a home that always had two dogs at a time, and before moving out, my family had raised six wonderful dogs together. From energetic pups to older companions, I’ve experienced the full range of what it means to care for dogs through different stages of life. I currently share my home with two special-needs cats, which has taught me patience, attentiveness, and the importance of understanding each animal’s unique personality and needs. Managing medications, monitoring behavior changes, and creating a calm, safe environment are all things I take seriously. My primary goal when caring for your pet is simple: I want them to feel happy, secure, and relaxed while you’re away. I also know how important peace of mind is for owners. I’m communicative, reliable, and happy to provide updates so you can feel confident your pet is safe and cared for. I treat every animal with gentleness, respect, and the kind of attention I would want for my own pets. I work remotely in IT for a nonprofit organization, which gives me a very flexible weekday schedule. Because I work from home, I’m able to provide consistent supervision, regular potty breaks, and plenty of attention throughout the day. I genuinely enjoy having some furry company during the week. Whether that means a midday walk to break up my workday or a fuzzy companion nearby while I’m at my desk. Pet care fits naturally into my routine, and I’m happy to structure my schedule around walks, feeding times, medication needs, or check-ins. Your pet won’t be left alone for long stretches, and you can expect consistent updates while you’re away. When caring for pets in a client’s home, I respect your routines and instructions carefully. I follow feeding schedules, medication needs, walking routines, and house rules closely so your pet’s world feels as consistent and familiar as possible while you’re away. I also provide regular updates so you can feel confident everything is going smoothly. If your pet stays in my home, their comfort and safety are my top priorities. They will have their own dedicated space in my finished basement office that is clean, hazard-free, and separate from my cats. This allows visiting pets to relax without feeling overwhelmed, and ensures everyone stays safe and stress-free. The space includes a comfortable couch just for them, plenty of room to stretch out, and a calm environment away from household noise. I’m home during the day, so they’ll receive regular supervision, potty breaks, playtime, and attention, balanced with quiet time to rest.

Sitter Profile Image: Heather & Christopher R.
Verified Background Check
Heather & Christopher R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
84 reviews
29 repeat clients
44 years of experience
East Haven, CT, 06512

Heather is wonderful! Maizie cozied up to her immediately, and it's super-clear she and Heather have a tight bond even after just a couple of walks (and belly rubs..). And I get to come home at the end of the day to a very happy and calm pup.

Profile image
Dana W.
Sitter Profile Image: Jae N.
Verified Background Check
Jae N.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
218 reviews
69 repeat clients
8 years of experience
Orange, CT, 06477

Jae is a lifesaver! She walked my dog, Bear, while I was recovering from surgery and even showed up reliably during a snowstorm. She is punctual, professional, and clearly a 'dog person.' Bear was always thrilled to see her and came back happy after every walk. Highly recommended!

Profile image
Joseph F.
Sitter Profile Image: Bruce B.
Verified Enhanced Background Check
Bruce B.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
518 reviews
219 repeat clients
50 years of experience
Woodbridge, CT, 06525

Bruce is wonderful! He jumped in the help on absolutely no notice when my regular dogwalker got sick and walked my dog regularly (3x/week) for a month. Could not be happier and looking forward to hiring him again when the need arises

Profile image
Mary M.
1 / 1
View more

The median cost per walk for dog walking in Wooster Square is $24

Dog parents share their Rover experiences - Wooster Square

1 / 1
5.0 out of 5 stars

We had a wonderful experience! They both were reliable, caring & treated Toots like their own. I felt completely comfortable knowing Toots was in good hands. I highly recommend them and would 100% use them again!

Profile image
Jennifer T.
Dog Walking
5.0 out of 5 stars

We’ve just started working with Carole and she’s fantastic so far! She holds our dog to high expectations, shares robust updates about their walks together, and generously squeezed us in when she already had a full week. We’re grateful to be working with her and look forward to continuing to do so!

Profile image
Shana H.
Dog Walking
5.0 out of 5 stars

Melissa was fantastic about caring for and walking my two dogs, and her communication and timelines was excellent. I highly recommend her services.

Profile image
Abigail W.
Dog Walking
5.0 out of 5 stars

Katherine is really great. Kasper always looked forward to his walk with her. She was also able to improve some bad habits he had while walking, which is amazing. Thank you so much, Katherine.

Profile image
Jimy A.
Dog Walking
5.0 out of 5 stars

Conor was wonderful. I enjoyed meeting him and immediately felt I could trust him with the dogs (and access to my house). He fed and walked my two dogs, and everyone was very content when I returned home. I will definitely ask Conor for help again.

Profile image
Michael R.
Dog Walking
5.0 out of 5 stars

Willow is great. Her availability is up to date which was super helpful. I came home to a happy puppy

Profile image
Rachelle S.
Dog Walking
5.0 out of 5 stars

Jeanne is wonderful. Checks all the obvious boxes – reliable, trustworthy, punctual, etc. But most importantly,IMO, incredibly patient and kind. I don’t need Jeanne’s services terribly often, so there are usually big blocks of time in between her visits with Sadie. She’s always so patient in allowing Sadie to take her time and get reacquainted. Equally sensitive to her comfort as to getting the walk done and the business taken care of. I’m grateful to have found her.

Profile image
Beth R.
Dog Walking
5.0 out of 5 stars

Bailee is a life saver walking my dog!! reliable, takes him for great walks, and always sends me a fun update!!

Profile image
Geffen T.
Dog Walking
5.0 out of 5 stars

Great to have Olivia take care of my girl as always - and her photos of my dog are always SO full of personality!

Profile image
Margaret S.
Dog Walking
5.0 out of 5 stars

Jen is such a great pet sitter and dog walker. She's incredible flexible and generous with her time. Our dog absolutely LOVES her and hates when she leaves! We'll definitely be hiring Jen again for future walks and house-sits.

Profile image
Mel P.
Dog Walking
5.0 out of 5 stars

Garrett has always taken exceptional care of my husky, Alba. He makes himself available, even for last minute bookings, and gives so much love and attention. I can’t recommend him enough!

Profile image
Sean R.
Dog Walking
5.0 out of 5 stars

We’ve had a couple of walks with Rachel and been very pleased! She goes above and beyond and pebbles is always happy after walks with her.

Profile image
Lisa M.
Dog Walking
5.0 out of 5 stars

We like having Joe come and walk our girl, Ginger. He's always prompt and great w the communication.

Profile image
Catie P.
Dog Walking
5.0 out of 5 stars

Gabriela was amazing with my dog and my dog really enjoyed her company!! We are grateful she was able and willing to help us last minute. Will definitely book again in the future.

Profile image
Skiey H.
Dog Walking
5.0 out of 5 stars

Andrea took Harry for good long walks and really engaged with him. She shared photos and videos and was really great to communicate with. Highly recommend her!

Profile image
Anton E.
Dog Walking
5.0 out of 5 stars

Marie has been the perfect person for our pup. She is punctual, loving, and trustworthy. Frances comes home tired, happy, and calm.

Profile image
Jon and S.
Dog Walking
5.0 out of 5 stars

Kelli, five stars Marisol is an older dog Kelli did great with her - her special diet and needs would recommend her 100% and would look forward to having her watch Marisol again.

Profile image
Camille A.
Dog Walking
5.0 out of 5 stars

Kayla is the best - Marisol is a very old dog but lights up like a young puppy. Every time they come over it is a very heartwarming and comforting to know the Marisol is in good hands when we’re gone for the long stent.

Profile image
Camille A.
Dog Walking
5.0 out of 5 stars

Juan was absolutely amazing…He walked my 13 year old Chihuahua Jack for a week and was very punctual, great communication and just an overall great person…Jack doesn’t always like everyone but in no time at all he was wagging his tail in anticipation of Juan coming to get him…have no fear when booking Juan.

Profile image
Robert R.
Dog Walking
5.0 out of 5 stars

This was my 2nd time booking Zyihu and once again she provided excellent service…I would definitely recommend.

Profile image
Robert R.
Dog Walking
1 / 1
Find pet care near you

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 - Wooster Square

Select a filter and find qualifying sitters offering dog walking.

Sitters in Wooster Square average 3
repeat dog walking clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge