Dog Sitting Wellesley

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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: Michael G.
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Michael G.
$23
total per visit
1 repeat client
12 years of experience
Medfield, MA, 02052

About: Dogs have been part of my life as long as I can remember — I grew up with a black Lab (12 great years), have had my own dog for almost 7, and regularly watch a close friend's dog when they travel. So I'm used to slipping into someone else's routine and earning a new dog's trust while making sure they are enjoying themselves. On walks I'm patient and attentive: no phone-scrolling, pace matched to your dog, and a photo update after every visit. Happy to do a meet-and-greet first if your dog is nervous, senior, or just particular. Message me anytime. I am a Marketing Consultant by trade so I typically have time during my days to come meet up with a dog who needs some care. That's why I started my Rover profile. I love dogs and have time for them! I have two young kids and a dog at home so I'm accustomed to taking direction. Happy to follow any directions you have to care for your dog - every dog has a 'thing' :) My main goal is to always make sure the dog gets the essentials - exercise, food, water - and from there it's about happiness. I'll play, give pets, take outside in the yard...whatever the dog needs!

Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
$39
total per visit
5.0 out of 5 stars
• 136 reviews
37 repeat clients
23 years of experience
North Dorchester, Waltham, MA, 02453

“Such good care for our cats! Even when one cat developed an allergy and unexpectedly needed some meds while we were away, Michelle took excellent care of her. Will be happy to use again.”

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Darcy T.
Sitter Profile Image: Mark V.
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Mark V.
$23
total per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
15 years of experience
Newton, MA, 02458

“Mark was easy to communicate with and took great care of my cat, plus he took amazing photos!”

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Hassaan E.
Sitter Profile Image: Jose H.
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Jose H.
$28
total per visit
30 years of experience
Newton, MA, 02459

About: Hi, my name is Jose and I'm excited to meet you and your pet. I have cared for and looked after dogs, cats, birds, and other animals for most of my life. Your pet will be cared for and loved when they're with me, because above all, I love animals! I have the most experience with dogs and cats, and when it comes to dog training, I implement positive reinforcement methods. I have handled dogs of all sizes, breeds and energy levels. I love dogs because of their boundless enthusiasm and love for even the simplest of things. Your dog will get a lot of attention and playtime when they're with me. You can rest assured that I will treat them as if they were my own. Cats are also welcome, and in fact, most of my experience for the past 5+ years has been with cats, whether it's feeding them, sifting their litter, or keeping them entertained. I'd love to set up an initial call to see if I would be a good fit for your pet. If that goes well we can then set up a meet and greet to confirm details and allow your pet to become familiar with me. I don't work a full-time job since I also take time to take care for my child, so my day time hours are very flexible. For dogs I make sure they're on leash at all times outside and for cats and other animals I just make sure they have everything they need and are entertained under my care.

Sitter Profile Image: Thomas D.
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Thomas D.
$17
total per visit
5.0 out of 5 stars
• 2 reviews
5 years of experience
Waltham, MA, 02453

About: Had a Bernese Mountain Dog for over 6 years that I would care for after school. I have been dog sitting regularly throughout college, from things like overnight care, dog walking, or watching for a couple of hours. I am currently a Senior at Bentley University living off campus in a house. I am taking 6 classes but my schedule is very flexible since the school is only 5 minutes away from my house. I live in a neighborhood with a huge park next to my house where dogs can go for a walk! We know all of our neighbors. My house is very dog safe and pay very close attention to detail when watching them. I very hardly ever leave the dogs alone unless it is a complete emergency.

Sitter Profile Image: Hanna A.
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Hanna A.
$28
total per visit
4.9 out of 5 stars
• 20 reviews
4 repeat clients
15 years of experience
Watertown, MA, 02472

“I booked Hanna last minute to dog sit our aussie Freckles and she was amazing! Super flexible, friendly, and great with our pup. Highly recommend her to anyone looking for a reliable and caring sitter!”

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Daniella N.
Sitter Profile Image: Marcy G.
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Marcy G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Newton, MA, 02458

About: I've been doing pet care since I was 8 and have lots of experience with animals of all ages and personalities. Typical animal care from me looks like refilling food and water, walks, cleaning litter boxes, and finding creative ways to keep your animals thoroughly entertained. This summer I'm taking online college classes so my schedule is super flexible. The only set times I'll be busy doing virtual classes are from 11:00-4:30 on Mondays, Wednesdays, and Fridays. Please let me know what times work for you. I will always make sure to keep your dogs on leashes when not in fenced in areas to ensure your pup's safety is accounted for.

Sitter Profile Image: Taylor C.
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Taylor C.
$20
total per visit
5.0 out of 5 stars
• 7 reviews
4 repeat clients
10 years of experience
Boston, MA, 02135

“Taylor was fantastic! She was easy to coordinate with, responsive, and my dog loved her. Would definitely book again.”

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Molly B.
Sitter Profile Image: Lior Y.
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Lior Y.
$39
total per visit
5.0 out of 5 stars
• 3 reviews
4 years of experience
Needham, MA, 02492

“Super responsive for a last minute request. Did everything we asked!”

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Asmahan O.
Sitter Profile Image: Mitra M.
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Mitra M.
$28
total per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
Boston, MA, 02135

“mitra is amazing! she took great care of my dog during the drop in visit, and sent a lot of photos and updates :) will definitely love to have her again!!”

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Robin P.
Sitter Profile Image: Sydney P.
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Sydney P.
$28
total per visit
4.9 out of 5 stars
• 68 reviews
27 repeat clients
5 years of experience
Allston-Brighton, Brighton, MA, 02135

“Sydney was wonderful to work with. The cats took to her easily, she communicated well and accomplished everything we needed from her. Because of her care we were able to fully enjoy our trip. Thanks again!”

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Daniel A.
Sitter Profile Image: Emma B.
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Emma B.
$28
total per visit
5.0 out of 5 stars
• 6 reviews
10 years of experience
Allston-Brighton, Boston, MA, 02135

About: Caring for animals has been a part of my life for as long as I can remember. I've grown up with dogs of all sizes, from energetic Huskies and Labs to smaller breeds like Havanese, so I'm comfortable with different personalities, energy levels, and care needs. I'm experienced caring for multiple pets at once and am confident managing busy households. While babysitting, I've often cared for children and dogs together, which has taught me how to stay organized, attentive, and calm in any situation. I’ve helped care for my mom's Husky with two torn ACLs, giving me experience with pets who need extra patience, gentle handling, and special attention. I'm comfortable administering medications, treating ear infections, and following detailed care instructions to keep your pet healthy and comfortable. I've also lived with cats throughout college, where my roommate had two cats, and I'm now the go-to pet sitter for both of my brothers' two-cat households. I'm just as comfortable caring for cats as I am with dogs. I'm an active person who does long walks everyday and I'd love to have a furry friend join me for walks and adventures. Whether your pet loves long walks and playtime or prefers a quiet companion, I'll make sure they feel safe, loved, and well cared for while you're away. I work full-time but have a flexible schedule. I work remotely on Tuesdays, Wednesdays, and Fridays, which gives me flexibility for walks, drop-in visits, and pet care throughout the day. On Mondays and Thursdays, when I'm in the office, I'm available for early morning and evening walks or visits. My weekends are wide open, so I have plenty of time for longer walks, overnight stays, and lots of quality time with your pets! Your pet's safety and comfort are always my top priorities. I carefully follow each pet's routine, including feeding schedules, medications, and any special care instructions. During walks, I stay alert, keep dogs securely leashed, and avoid unsafe situations or extreme weather. At home, I make sure pets have a calm, clean, and secure environment where they can feel relaxed. I know every pet is different, so I take the time to build trust and provide care that's tailored to their individual needs.

Sitter Profile Image: Marilyn M.
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Marilyn M.
$39
total per visit
5.0 out of 5 stars
• 17 reviews
6 repeat clients
8 years of experience
West Roxbury, West Roxbury, MA, 02132

“My dog, Rocco, is a 15 year old terrier who had never been under the care of a dog sitter. I was extremely fortunate that Marilyn was available to attend to his care over the past weekend. Marilyn is a very warm, friendly, compassionate, and deeply caring sitter. My dog gravitated to her immediately. Marilyn provided the most amazing and utmost care of our dog throughout the weekend. I highly recommend her services, and will contact her immediately for all my future dog sitting needs.”

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Michael E.
Sitter Profile Image: Allison Elizabeth A.
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Allison Elizabeth A.
$45
total per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
20 years of experience
Needham, MA, 02492

About: I had a black lab for 15 years who was my right hand man. We went everywhere together, including the beach, parks and even restaurants. He unfortunately passed away due to old age and I now have a 7 year old and a 2 year old English cream golden. I have trained and loved both of them since they were just 7 weeks old. We love to go on long walks with many stops to roll in the grass and chase squirrels. I work from home and take my own two dogs out multiple times a day, so I’d be more than happy to take yours along with us. I can easily crate your dog, if needed, but also will make sure to take them out on a leash and only let them off where it’s safe to do so.

Sitter Profile Image: Loui L.
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Loui L.
Star Sitter
$39
total per visit
5.0 out of 5 stars
• 90 reviews
25 repeat clients
10 years of experience
Weston, MA, 02493

“I knew Kenzie was going to be a great companion for Raylan while we were away, but she exceeded those expectations. I would highly recommend her to take care of your beloved pet.”

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John B.
Sitter Profile Image: Margaret G.
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Margaret G.
$20
total per visit
20 years of experience
Allston-Brighton, Boston, MA, 02135

About: I have cared for animals since I was a child - mostly I have owned cats, but I've owned lizards and taken care of many dogs over the years. I am happy to be active and play around, or just lounge if that's what your animals are more about. I'm just happy to help keep your pet safe and happy and take care of any to-dos around the house that you need done! I work 9 am-5 pm on weekdays but tend to be free in the evenings or on weekends, so if that fits with what you need in terms of pet care, then I am happy to help! I do not currently have any pets in my apartment, but the unit is cat-friendly. I easily adapt to anyone else's living situation so as long as you lay the ground rules, I will respect them!

Sitter Profile Image: Brenda M.
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Brenda M.
$39
total per visit
5.0 out of 5 stars
• 17 reviews
9 repeat clients
10 years of experience
Wayland, MA, 01778

“Brenda is great. Very responsible, reliable and flexible. And she has a great manner with the dogs. I like things done a certain way, and she totally gets that which I really appreciate!”

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Sara M.
Sitter Profile Image: Charles O.
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Charles O.
$28
total per visit
5.0 out of 5 stars
• 20 reviews
7 repeat clients
2 years of experience
Newton, MA, 02460

About: I have two years of experience looking after dogs and cats. I work from home and have a flexible schedule to board and provide walks for pets. I currently work part time and am able to provide walks or board animals 7 days a week. I have a very flexible schedule throughout the week. I live in a spacious apartment with a nice park across the street to go for walks. I am also very respectful of other peoples spaces.

Sitter Profile Image: Amauris A.
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Amauris A.
$28
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
1 year of experience
Framingham, MA, 01702

About: I treat every dog like family-with love, patience, and attetion. I make sure each pyp feels safe, happy, loved and cared for while you're away. Pet care is part of my daily routine. I set aside time every day for walks, feeding and playtime. i enjoy spending time with animals and always make sure they are well cared for. During walks, I focus on the dog's safety and wellbeing. I choose quiet routes when possible, bring water if it's hot, and make sure they get exercise and simulation. I always treat them withcare and respect

Sitter Profile Image: Samantha S.
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Samantha S.
$23
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
16 years of experience
Natick, MA, 01760

About: Over the course of my childhood, my family has had a variety of pets including bunnies, fish, parakeets, and puppies as loved additions to our family. I’ve been around animals my whole life, and have walked, fed, played with and cared for our family dogs Luna and Slomin for over 10 years. I absolutely love dogs and animals of all kind!! I live with my partner, Jacob (featured in profile’s photos) who will be sharing responsibility of taking care of your fur baby with me! We are both open to being interviewed as a team upon meeting. We have been partners with Rover for years and thoroughly enjoy the job! Please note: we cannot provide recurring services as we do travel on occasion. Bookings are evaluated and accepted on a week by week basis. Thank you for your understanding! I am a full time worker outside of Rover with a flexible schedule. I work with my husband Jacob as a team for Rover and we are available for dog walks everyday of the week from 8-10AM and 5-7:30PM. Jacob and I are featured together under my Rover profile and we are both open to being interviewed as a group to care for your fur baby! We are able to travel to you and pet and are open to both drop-in care and dog walks! We have experience with both options and love spending time with your fur baby either way!

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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

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

Another amazing experience with Eva!! She is quick to reply, great updates, great photos, and most importantly, she provides so much love and care while I’m away!!

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Joshua K.
Drop-In Visits
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How to book dog sitting

  1. 1. Search

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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 is $22 per visit as of October 2026. Most bookings cost between $16 and $34 per visit. On Rover, 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 11,026 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:

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 94% 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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