Dog Sitting Wellesley

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

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Over 16
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: Sally S.
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Sally S.
Star Sitter
$18
total per visit
5.0 out of 5 stars
• 137 reviews
44 repeat clients
9 years of experience
Natick, MA, 01760

“Sally was wonderful. She kept the litter box clean and played with our friendly cat. She also was wonderful with our hostile cat, understanding of his anxiety and not afraid to tend to the house completely. She brought in our mail and made a key drop off and pick up plan on her own. We were so happy with her!”

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Jana L.
Sitter Profile Image: Madeleine F.
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Madeleine F.
$34
total per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
6 years of experience
Wellesley, MA, 02482

“Madeleine is absolutely amazing! I have a very shy but super sweet cat who is usually wary of strangers, but she loved Madeleine from her very first visit. I was so impressed! Madeleine sent me adorable pictures every day, was incredibly responsive, and gave me complete peace of mind while I was away. I will 100% hire her again and feel so lucky to have found such a wonderful, trustworthy pet sitter. I highly recommend her!”

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C F.
Sitter Profile Image: Brittany R.
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Brittany R.
Star Sitter
$24
total per visit
5.0 out of 5 stars
• 183 reviews
66 repeat clients
20 years of experience
Framingham, MA, 01702

“Brittany was great and communicative. I got lots of pictures and felt like I knew how my cat was doing while I was gone. Would definitely recommend!”

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Katelyn B.
Sitter Profile Image: Sana S.
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Sana S.
$19
total per visit
5.0 out of 5 stars
• 9 reviews
14 years of experience
Wellesley Hills, MA, 02481

About: I’ve had the joy of caring for a wide variety of animals—from turtles and birds to fish and beyond! Whether it’s feeding, cleaning, or just spending quality time with them, I genuinely love every moment. It’s not just a responsibility for me—it’s pure enjoyment and something I’m truly passionate about. I’m taking online college courses, which means I currently have lots of free time and no major obligations. That gives me the perfect opportunity to focus on providing your pets with all the attention and care they need. Whether it’s going for walks, playtime, or just keeping them company, I’m here and happy to help! When caring for pets—whether in my home or a client’s—I always prioritize their safety, comfort, and routine. I make sure the environment is clean, pet-proofed, and calm. I follow any instructions carefully, whether it’s feeding schedules, medication, or specific behavior needs. I also take time to build trust with each pet so they feel secure and cared for, not just watched. My goal is to make the experience stress-free for both pets and their owners, with plenty of love and attention every step of the way!

Sitter Profile Image: Holden C.
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Holden C.
$12
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Boston, MA, 02132

“Holden was an amazing pet sitter for our cat, Maribel! He was very responsive and replied to messages quickly. Maribel was quite shy but he made sure she felt safe, supported and had treats nearby to stay happy! We were so glad to find Holden to take care of our kitty and will surely book with him again and recommend him to anyone in the area with pets! :)”

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Marian C.
Sitter Profile Image: Bo & Xiaosong C.
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Bo & Xiaosong C.
Star Sitter
$19
total per visit
5.0 out of 5 stars
• 65 reviews
21 repeat clients
2 years of experience
Natick, MA, 01760

About: My family began taking care of different dogs at the beginning of 2024. Our licensed home kennel is a single large house with a backyard that is partially fenced where the dogs can play. I work mostly from home, and my mom is a housewife, so we’re both able to spend plenty of time caring for the dogs. We’ll also share photos and videos with you to make sure you feel confident that they’re having a great stay with us! We would like to schedule a meet-and-greet (a one-night trial is preferred) before the actual stay to ensure everyone feels comfortable. To follow state regulations, we require that your pets have an up-to-date rabies vaccination and that you provide the records for us to keep on file. We also need your pets to wear a collar with their current license attached. My parents and I love dogs and cats very much. We know they are part of your family, and we will treat them as part of ours as well. Thank you for trusting us! Since I work mostly from home and my mom is a housewife, we’re both home throughout the day. This gives us plenty of time to care for the pets, supervise them, and play with them as part of our daily and weekly routine. I have a clean, dedicated bedroom that can be used as a private space for pets if they need their own room. I also have a backyard that is partially fenced where pets can safely play. Whenever they are outside, I stay with them to provide supervision and ensure they are safe and comfortable.

Sitter Profile Image: Brian T.
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Brian T.
$20
total per visit
19 years of experience
Newton, MA, 02462

About: I am new to Rover, but I grew up with both cats and dogs and genuinely love both equally. As I’ve gotten older and needed pet sitters of my own, I appreciate the trust that goes into making sure your pet is taken care of while you’re not home. I recently made a career shift from medical device sales to pursuing veterinary medicine as this is something I’m passionate about. Your pets will get the same care and attention to detail that I give my own. I’m going back to school so I have a good amount of flexibility. I’m here to help make sure your pet stays on as close to a normal schedule as possible! I appreciate detailed instructions and the most important thing to me is making sure I give your pet exactly what you need me to give them. Need the food weighed and some meds administered? Got it. Need me to sprint around with them so they can burn some energy? No problem. Whatever you need from me, no matter how unique the request may be to you, I’ve got it.

Sitter Profile Image: Michaela C.
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Michaela C.
Star Sitter
$20
total per visit
5.0 out of 5 stars
• 21 reviews
4 repeat clients
25 years of experience
Norwood, MA, 02062

“Michaela was so communicative throughout my trip away from home. I felt rest assured that my kitties were well taken care of while I was away!”

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Lane S.
Sitter Profile Image: Christie O.
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Christie O.
$28
total per visit
5.0 out of 5 stars
• 21 reviews
3 repeat clients
20 years of experience
Newton, MA, 02459

“Christie was great when we needed a last-minute walk! She gave a full report of her activities with my pup and took a ton of photos. Would definitely recommend!”

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Patrick M.
Sitter Profile Image: Natalie W.
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Natalie W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 122 reviews
40 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: Theodore N.
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Theodore N.
$23
total per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
4 years of experience
Natick, MA, 01760

About: I’m an experienced animal-care professional with hands-on experience supporting the daily care and facility operations of a high-volume rescue housing more than 100 dogs. My responsibilities included coordinating feeding schedules and outdoor rotations, maintaining clean and safe environments, assisting with dog handling, and helping prospective adopters during meet-and-greets. I understand that every dog has a different personality, comfort level, energy level, and routine. I prioritize safe handling, patience, clear communication, and following each owner’s instructions carefully. I’m comfortable working with dogs of different sizes and temperaments, while always being honest about whether a particular pet is a good match for my experience. I recently moved to Natick and am available for local dog walks and drop-in visits. I will provide dependable arrival updates, photos, and a detailed report after every visit so you know how your pet is doing. I currently have a flexible, open schedule and am available throughout the week for daytime and early evening visits. I plan to continue offering dog walks and drop-in care alongside my future work schedule. I provide care in and around each client’s home, following the owner’s instructions closely for feeding, water, potty breaks, walks, playtime, and household access. I prioritize safe handling, secure leashes and doors, clear communication, and detailed photo updates after each visit.

Sitter Profile Image: Naomi R.
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Naomi R.
$18
total per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
18 years of experience
Needham, MA, 02492

About: Hi! My name is naomi, i am 26 and live in the greater boston area. I have joined Rover because I have loved animals , and spending time with animals for my entire life. I have had dogs all throughout my life and constantly walked my dogs on a regular basis. I also have had a dog with behavioral issues so i know how to work with all different dogs and understand that they all have different needs. I currently have 2 cats and have had cats my whole life so I am also very accustomed to taking care of cats as well as dogs! I hope to meet some incredible animals and keep them happy! My schedule is very flexible currently as I am between jobs. I also have a vehicle which makes traveling to you and your lovely pets much simpler! I ensure my pet is feeling safe and happy at all times to the best of my ability. I walk and feed the dogs and ensure they are cleaned if necessary. If I also make sure that the animal (cat or dog) has been fed and has enough water, and ensure their water is clean. If I am taking care of a cat, I would ensure their litter box is cleaned at least once a day.

Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter
$30
total per visit
5.0 out of 5 stars
• 22 reviews
12 repeat clients
7 years of experience
Waltham, MA, 02453

“Jessica was great! Booked a drop-in with short notice. She was responsive, flexible, and showed a care and understanding for my pooch's well-being as well as any concerns I had”

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Corwin C.
Sitter Profile Image: Charlene H.
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Charlene H.
Star Sitter
$56
total per visit
5.0 out of 5 stars
• 148 reviews
38 repeat clients
30 years of experience
Wellesley, MA, 02481

“Charlene did a great job caring for my cat. She spent time with him and sent lots of pics and videos. I highly recommend her and will absolutely choose her in the future.”

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Kristi K.
Sitter Profile Image: Sabrina C.
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Sabrina C.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 12 reviews
5 repeat clients
10 years of experience
Watertown, MA, 02472

“Sabrina was a fantastic caretaker for my pup during his lunch time walks! She was responsive, gave great updates and I could tell my dog was in a great hands!”

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Liz T.
Sitter Profile Image: Amber B.
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Amber B.
$28
total per visit
5.0 out of 5 stars
• 20 reviews
7 repeat clients
12 years of experience
Auburndale, MA, 02466

“Thanks again for stopping by and taking care of the pups last minute!”

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Matt L.
Sitter Profile Image: Emily P.
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Emily P.
$26
total per visit
6 years of experience
Newton, MA, 02466

About: Hi! I am excited to meet your pets! I have had animals my whole life and have a special loving bond with all animals! I have done pet sitting and work in shelters for a number of years. Pet care is my daily responsibilities with my own pets at home. I volunteer at shelters but would love to make your pets part of my day! I am very knowledgeable about animal behavior and animal needs. I understand the importance of understanding each animal and their needs! I approach each animal slowly and calmly to help comfort them as we get to know each other.

Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 21 reviews
12 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

“Lindsay did a wonderful job with my puppy for her second visit here. She is always easy to work with, follows the instructions I leave, and connects so well with my pup. Thanks again!!”

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Victoria S.
Sitter Profile Image: Rachael B.
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Rachael B.
$28
total per visit
5.0 out of 5 stars
• 53 reviews
17 repeat clients
5 years of experience
Newton, MA, 02464

About: I’ve had pets and been around animals my whole life, and truly adore all breeds. I know how important keeping to a schedule is for your pets and have always been a reliable person once I commit to a task. I have experience caring for my own pets as well as other family members pets. I am work part time at a cafe in Somerville and do freelance work on the side and have a pretty flexible schedule to accommodate pet care! At your home, I will be respectful of your space and the way you cater to your pet and their needs, I’ll leave it as I found it! I want to build a relationship to get to know you and your pet so everyone feels comfortable.

Sitter Profile Image: Joseph & Alexandra C.
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Joseph & Alexandra C.
Star Sitter
$38
total per visit
5.0 out of 5 stars
• 218 reviews
114 repeat clients
15 years of experience
Medfield, MA, 02052

“Such great service! Great with all three of our dogs and super communicative! Will be using again for sure!”

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Samantha H.
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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

Angela was very helpful with a last minute request caring for maple. She was very communicative and sent us lots of photos. Will be rebooking.

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Judith B.
Drop-In Visits
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
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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • 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
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Popular requests for dog sitting - Wellesley

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Sitters in Wellesley average 6
repeat dog sitting clients

FAQs for Dog Sitting - Wellesley

Frequently asked questions about Rover

The average cost of Dog Sitting in Wellesley on Rover is $22 per visit as of October 2026. Most bookings cost between $16 and $34 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 11,147 sitters on Rover offering Dog Sitting across Wellesley. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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:

  • 90% of sitters can help with special care needs
  • 95% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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