Dog Sitting Wellesley

Book a Wellesley dog sitter to watch your dog in your sitter’s home or yours.

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Over 12
pet parents in Wellesley have booked dog sitting

Wellesley, Find top rated dog sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Isabella A.
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Isabella A.
Star Sitter
$23
total per visit
5.0 out of 5 stars
25 reviews
15 repeat clients
7 years of experience
Wayland, MA, 01778

Isabella did a great job taking care of my cats while I was away! They seemed to really warm up to her, and I felt confident leaving them in her care.

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Olivia M.
Sitter Profile Image: Sally S.
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Sally S.
Star Sitter
$18
total per visit
5.0 out of 5 stars
128 reviews
43 repeat clients
9 years of experience
Natick, MA, 01760

Sally does such a great job with both our cat and dog. Sally walks our dog weekly and is always on time and super communicative. She’s also super reliable for random drop ins needed for our cat when I am out of town! Highly recommend Sally!

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Angela C.
Sitter Profile Image: Madeleine M.
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Madeleine M.
$19
total per visit
12 years of experience
Natick, MA, 01760

About: From my experience growing up with dogs, I will adequately walk, feed, and care for medium-small dogs. I have also provided in-home catsitting services while family-friends are away for up to two weeks at a time (feeding, playing, litter). I'm currently a college student in Fairfield, Connecticut. I'm looking for a job in pet care over school breaks in the summer and between semesters in the winter. I do not take animals into my own home so I do not disturb my family or aging dog, but I will gladly care for your pet in the comfort of your home and walk your dog in your neighborhood.

Sitter Profile Image: Tanya M.
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Tanya M.
$28
total per visit
5.0 out of 5 stars
11 reviews
1 repeat client
50 years of experience
Needham Heights, MA, 02494

Thank you Tanya!! She was great with our little Fifi, on time and reliable. Thanks a million.

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Missy L.
Sitter Profile Image: Emma P.
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Emma P.
$32
total per visit
5.0 out of 5 stars
22 reviews
8 repeat clients
5 years of experience
Natick, MA, 01760

Emma was super sweet and so helpful. My usual sitter canceled extremely last minute which left me scrambling and Emma was able to help with essentially 12 hours notice. She saved me from having to call out of work. The dogs seemed to love her and she took adorable pictures. Thank you so much for being a lifesaver!

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Kristen W.
Sitter Profile Image: Amber B.
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Amber B.
$28
total per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
12 years of experience
Auburndale, MA, 02466

Thanks for taking care of our pups! They were happy and well taken care of when we arrived home. Hope to book you again in the future!

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Matt L.
Sitter Profile Image: zhiyan y.
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zhiyan y.
$19
total per visit
5 years of experience
Wellesley, MA, 02482

About: I have experience caring for dogs of different sizes, breeds, and energy levels. I am comfortable with walking, feeding, playing, and making sure pets feel safe and cared for while their owners are away. I pay close attention to each pet’s needs, routine, and personality to make sure they are comfortable and happy. I am reliable, patient, and truly enjoy spending time with animals, treating every pet as if they were my own. Pet care fits well into my weekly routine as a student because I keep a consistent schedule and have dedicated time before and after classes for walks, visits, and feeding. I’m also usually more flexible on weekends, which allows me to spend extra time with pets. Since I enjoy being around animals and staying active, taking care of pets is something that easily fits into my day. When caring for pets in my home or in a client’s home, I always focus on keeping them comfortable by following their normal routine as closely as possible. This includes feeding them on schedule, giving them fresh water, taking them on walks, and making sure they get plenty of playtime and attention. I also make sure they have a clean, safe, and calm environment where they can feel relaxed. I pay close attention to each pet’s personality and needs, whether they need extra exercise, quiet time, or lots of affection, and I always keep owners updated so they know their pet is in good hands.

Sitter Profile Image: Lilly C.
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Lilly C.
$23
total per visit
5.0 out of 5 stars
3 reviews
15 years of experience
North Rosslyn, Wellesley, MA, 02481

About: I’ve loved animals for as long as I can remember. As a child, I dreamed of becoming a veterinarian, and while my path later shifted toward human medicine, my appreciation for animals and caregiving has never changed. Caring for creatures both great and small has always been meaningful to me. I have hands-on experience caring for a variety of animals. I worked at the Natick Organic Community Farm, where I helped care for farm animals and learned the importance of consistency, patience, and attentiveness in animal care. I also spent many years helping take care of my grandfather’s English Setter, Posey — including regular walks, feeding, and companionship — especially as my grandfather became less steady on his feet. In addition, I grew up with cats from the age of eight and am very comfortable with feline care, routines, and personalities. I’ve graduated with majors in Biology and French with a minor in Fine Arts and completed the pre-med track at GWU. I live in Wellesley, MA, for my gap year. I’m reliable, detail-oriented, and calm under pressure. These qualities that are especially important to me as someone pursuing a career in healthcare. I treat every pet as an individual and aim to provide attentive, gentle, and dependable care so you can feel confident your pet is in good hands. I have flexible weekend and weekday availability, easy access to public transportation, and a genuine love for animals. I’m especially happy to help with midday walks, check-ins, and routine care while you’re at work. Specifically, I have free time: Tues: 8am-10am, 3pm-9pm Wed: 8am-11am, 2pm-9pm Thurs: 8am-10am, 3pm-9pm Friday: 8am-9am, 1pm-6pm I prioritize safety, comfort, and a calm environment for every pet. In my home or the client’s, I make sure all spaces are secure, litter boxes are clean, food and water are fresh, and pets are supervised at all times. I follow each pet’s routine closely, provide plenty of attention and enrichment, and check in with owners regularly to keep them updated. I treat every pet as if they were my own, creating a trustworthy, loving, and stress-free environment.

Sitter Profile Image: Erin C.
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Erin C.
$23
total per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Wellesley Hills, MA, 02481

About: I am a teacher ( and mom) with free time this summer and would love to help care for your dog with walks, play time and overnight care. I have my own 3 year old dog who loves to play with other dogs as well ( but she doesn't have to be included in play or an overnight in your home). Until September I have a flexible schedule and am fairly available weekdays and some weekends with notice. I have an active lifestyle and would enjoy long walks with your dog if needed. I am not offering care in my home at this time. That may change in the future and would depend on the specifics of the dog

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

About: I took care of my dog for 18 years before he passed away in 2022. I have also taken care of other friends dogs so I understand how much time and dedication it takes to care of any dog. I’m an active individual so I can run and play with dogs if needed. I’m willing to travel with your dogs and use my car if they need to taken to any locations. I’m a very patient and will give them the time they deserve. I have experience in giving dogs medication if needed and can attain to any special needs they may have. Overall, there is nothing I wouldn’t be open to in taking care of your dogs! I work as a Middle School Counselor during the Months of September through early June. I will be available to care for your pets weekdays and weekends anytime during the months in of June-August. During the school year I'm available anytime on weekends and after 4pm on weekday evenings. I took my dog on long walks and lots of dog parks. I also am willing to drive to any residence if needed and can bring lots of dog toys to be clients home's if needed!

Sitter Profile Image: Aga G.
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Aga G.
$34
total per visit
5.0 out of 5 stars
228 reviews
88 repeat clients
20 years of experience
Wayland, MA, 01778

Aga is AWESOME, and definitely a dog whisperer!! My usually, clingy, somewhat anxious rescue pup, Buddy had a wonderful drop in visit today, and can hardly wait to head back to Aga's home again soon for his week long vacay❣️

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Carolyn S.
Sitter Profile Image: Caitlin G.
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Caitlin G.
$18
total per visit
5.0 out of 5 stars
3 reviews
15 years of experience
Wellesley, MA, 02482

Caitlin is amazing!!! She was so loving and caring towards my cats, which gave me so much peace of mind while I was away visiting family for a week. I’ve gone through many cat sitters, many of whom I felt like didn’t give my cats enough love during their visits, and I can confidently say that I felt like my cats were very loved and in good hands. I highly recommend booking with Caitlin!! 💕

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Raquel J.
Sitter Profile Image: Julia L.
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Julia L.
$23
total per visit
5.0 out of 5 stars
58 reviews
9 repeat clients
10 years of experience
Weston, MA, 02493

Julia took care of our dogs during the winter holidays. She was just perfect! We got daily reports and cute pictures and by Julia’s messages we could see that the dogs were being super well taken care. Julia went far and beyond even accommodating extra days and making sure that the dogs were eating regularly. I certainly recommend her and will look forward to book her again on our next trip.

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Nadia P.
Sitter Profile Image: Sarah O.
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Sarah O.
$26
total per visit
5.0 out of 5 stars
8 reviews
1 repeat client
4 years of experience
Natick, MA, 01760

Sarah was so fantastic with our two dogs! She took the extra time, brought them for a scenic walk, and made sure our girls were taken care of. I will absolutely be using Sarah again in the future.

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Danielle W.
Sitter Profile Image: Natasha Pauletti M.
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Natasha Pauletti M.
$23
total per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
22 years of experience
Natick, MA, 01760

About: I’ve had dogs since I was three years old and trained most of them! I often take care of my sisters one year old Pomeranian and take him to the local dog park and on long walks on the nearby trail! With my full time job as an interior designer, I’m free to spend time with your pup on the weekends and on the Mondays or Fridays that I’m working from home! Unfortunately my apartment does not allow dogs but I can care for your pup at your home! I know every pup is different so I can care for her/him according to how you would like :) I love going for walks so I do not mind taking long walks!

Sitter Profile Image: Danya E.
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Danya E.
Star Sitter
$28
total per visit
5.0 out of 5 stars
113 reviews
40 repeat clients
10 years of experience
Framingham, MA, 01702

Danya is a great pet sitter and we will continue to chose her whenever we can! She gives our cats great attention and care, provides great detailed updates, and is very responsive!

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Kevin C.
Sitter Profile Image: lauren b.
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lauren b.
$23
total per visit
5.0 out of 5 stars
30 reviews
12 repeat clients
7 years of experience
Framingham, MA, 01701

About: I’ve owned and taken care of pets of my own and others my whole life! Experienced in walking big and small dogs, and bathing them as well. Experienced cat owner and care taker as well! I also like to think I take pretty awesome pictures to send to you as well:) Welcome to Mammoth Lakes! I’m an experienced dog walker and pet sitter who moved here all the way from Boston, where pet sitting and dog walking was my full time job! I would love to become besties with your furry friend! I live in a quiet neighborhood so not lots of noises for easily anxious pets! I’m very attentive to pet needs and always triple check safety measures in my home and yours to make sure your pet doesn’t get into mischief!

Sitter Profile Image: Natalie W.
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Natalie W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
117 reviews
39 repeat clients
4 years of experience
Newton, MA, 02466

Although we’ve only had one visit so far, I can already tell Winston loves playing with Natalie! He was sleeping hard the moment after she left. I’d highly recommend her to anyone.

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Kelly B.
Sitter Profile Image: Audrey M.
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Audrey M.
$39
total per visit
5.0 out of 5 stars
71 reviews
30 repeat clients
18 years of experience
Weston, MA, 02493

Audrey did a great job looking after our pet bunny. We came home to find him well fed and happy. House was clean and tidy, and she communicated with us daily. I highly recommend her service!

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Elite B.
Sitter Profile Image: Longfei & Luning G.
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Longfei & Luning G.
Star Sitter
$30
total per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
5 years of experience
Waltham, MA, 02451

longfei and Luning are so helpful taking care my cat. Everything is done professionally and friendly. Most importantly, she seems to be happy. Will definitely recommend!

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Lucas Z.
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The median cost per visit for dog sitting in Wellesley is $25

Dog parents share their Rover experiences - Wellesley

1 / 1
5.0 out of 5 stars

Adriana was awesome! She spent time with our dogs this week and took good care of them. She was a good communicator and sent lots of pics! We have already requested to rebook her.

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Megan B.
Drop-In Visits
5.0 out of 5 stars

Megan did a great job taking care of Gracie and even did some training with her! I highly recommend!

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Kathryn C.
Drop-In Visits
5.0 out of 5 stars

Kylie has done an extraordinary job while we were away! very responsive and reliable, and connected wonderfully with our young puppy!

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Roland O.
Drop-In Visits
5.0 out of 5 stars

This was my first time using Rover. It's clear Nina is a pro! My pets are usually wary of any new faces and mostly hide from strangers. They warmed right up to Nina and were well taken care of. She's the best!!

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Christine O.
Drop-In Visits
5.0 out of 5 stars

Karina is great! Very reliable, great communication, and she treats our dog like her own. Highly recommend!

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Jeffrey B.
Drop-In Visits
5.0 out of 5 stars

First time using a drop-in on Rover and could not have picked a better person in Annika. Communication and service provided were excellent. Highly recommend Annika for anyone needing care for their dogs.

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Mathew K.
Drop-In Visits
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  • 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 sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

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  3. 3. Book & Pay

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Sitters in Wellesley average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Wellesley

Frequently asked questions about Rover

The average cost for Dog Sitting in Wellesley on Rover is $24.42 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .

As of July 2026, there are 11,200 sitters on Rover offering Dog Sitting across Wellesley. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Wellesley stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Wellesley choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter 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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Wellesley with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Wellesley. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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.

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 sitter.

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