Dog Sitting Wellesley

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

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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: Caroline D.
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Caroline D.
$26
total per visit
5.0 out of 5 stars
1 review
8 years of experience
Wellesley, MA, 02481

About: I have taken care of dogs of every kind for the past 8 years. This includes overnight care, walks, meals, baths, and puppy training. I have a deep love for animals and I’m often called the ‘dog whisperer’ by friends and family. I care about all dogs like they’re my own! I am currently working part-time in healthcare with a very flexible schedule so I will have plenty of time to take care and spend time with your furry friends! Safety is my top priority. I can easily crate your animals or use gentle training to keep them safe. I have a dog with severe allergies so I am very careful with what my pet can have and I will do the same with yours! I know all owners have different routines and rules for their pets, and will always follow your lead. I am very attentive and caring, so I can be a helping hand and minimize any worry while you’re away.

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

Sally helped us with drop-in visits for our elderly cat while we were away for a few weeks - she was responsible, communicative and took great care of our kitty and a few other small things in our house! We enjoyed meeting her and appreciated her updates while we were away. Thank you!

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

We know our girls are in great hands whenever Aga is watching them. They see her as an honorary member of our family, and knowing they're with someone they love gives us complete peace of mind whenever we travel!

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Bill J.
Sitter Profile Image: Brittany R.
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Brittany R.
Star Sitter
$24
total per visit
5.0 out of 5 stars
174 reviews
64 repeat clients
20 years of experience
Framingham, MA, 01702

Brittany was amazing. We had recently moved so our animals were still adjusting. Brittany gave us great updates to let us know how they were adapting. She even made extra efforts to try and find our shy kitty. In addition, she brought in numerous packages. Having brittany while we were away was such a relief!

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Christopher M.
Sitter Profile Image: Erin C.
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Erin C.
$25
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: Lindsay D.
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Lindsay D.
Star Sitter
$23
total per visit
5.0 out of 5 stars
15 reviews
12 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

Lindsay was incredible with Sunny. She was very thorough during the meet and greet. She gives detailed updates with great pictures. Overall she goes above and beyond. I would definitely recommend.

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Marissa & Christopher F.
Sitter Profile Image: Michaela C.
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Michaela C.
Star Sitter
$20
total per visit
5.0 out of 5 stars
18 reviews
3 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: Jess G.
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Jess G.
Star Sitter
$23
total per visit
5.0 out of 5 stars
63 reviews
29 repeat clients
2 years of experience
Waltham, MA, 02453

Peaches, my little old Yorkie, took to Jess immediately and they enjoyed a nice walk in the neighborhood. I appreciated her promptness in arriving on time, and her photo that she took of Peaches. Highly recommend!

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Kat K.
Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter
$30
total per visit
5.0 out of 5 stars
21 reviews
11 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: Sabrina C.
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Sabrina C.
Star Sitter
$28
total per visit
5.0 out of 5 stars
10 reviews
4 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: Angela N.
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Angela N.
$23
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Natick, MA, 01760

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.
Sitter Profile Image: Justin W.
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Justin W.
$23
total per visit
5 years of experience
Newton, MA, 02462

About: I've cared for and trained dogs and cats since age 6. I'm comfortable working with all sizes and breeds of dogs and cats, and I absolutely love large breeds. I'm currently self-employed, so I have a very flexible schedule. I'll work in my work around your and your dog's schedule. Some weekends, I'm taking my kids to a tennis tournament, so I may not be available, or might need to reschedule. I have a large, furnished basement for your dog to run around in and explore, and there's a large soccer field across the street. If I'm visiting your home, I will work with your layout to insure your dog gets enough activity and has some fun!

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: Isabel E.
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Isabel E.
$28
total per visit
12 years of experience
Needham, MA, 02494

About: I've cared for pets of all sizes and temperaments since childhood. I'm comfortable with daily walks, feeding schedules, medication administration, and behavioral needs. Neighbors and friends trust me with their most beloved companions. I provide attentive, personalized care and regular photo updates to keep owners connected. I work from home, so pet care fits seamlessly into my daily routine. I have flexibility throughout the day for dog walks, feeding sessions, and playtime. Whether it's morning walks, midday check-ins, or afternoon play, I can accommodate your schedule and your dog's needs. My work from home setup means consistent, reliable care without gap. My home is a safe, welcoming space for dogs. I have a fenced yard where dogs can play and exercise safely. I'm experienced managing multiple dogs with different personalities and energy levels. All dogs in my care are supervised closely, with access to water, rest areas, and outdoor time. I maintain a calm, secure environment and follow each owner's specific instructions for feeding, medication, and behavior. Your dog will be treated with the same love and attention I give my own pets.

Sitter Profile Image: Paul B.
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Paul B.
$23
total per visit
10 years of experience
Natick, MA, 01760

About: I’ve grown up around pets and animals and am very comfortable with them. I raised a lab when I was a teenager and love cats too. Currently available any day and time. All weekdays are available and I’m usually free on the weekends. Happy to help take care of the pets I am very patient and like to play with the pets. I want to make sure they have enrichment and exercise time. I am great with cats and dogs

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

Very kind and eager to be a good pet friend to my two cats while I was away. Also conscientious, making sure all was well with a cat who is more shy these days. House was as I left it!

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Caroline L.
Sitter Profile Image: Amber B.
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Amber B.
$28
total per visit
5.0 out of 5 stars
20 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: Theodore N.
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Theodore N.
$23
total per visit
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: Brian T.
Verified Enhanced Background Check
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.

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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
  2. 2. Meet In Person

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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 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 September 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 September 2026, there are 11,072 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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