Pet Sitting Wellesley Hills

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 62
pet parents in Wellesley Hills have booked pet sitting

Wellesley Hills, Find top rated pet 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: Qiqi F.
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Qiqi F.
$16
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Weston, MA, 02493

About: I love all furry friends - I have a lovely cat, and I enjoy taking care of my friends’ puppies short or long terms. Taking them to long walks is my favorite part! I work on a flexible schedule, so I’m available on most weekday mornings or afternoons. I’d be ou-of-town on some weekends so pls let me know what’s your schedule like if pup needs walks on weekends! I have leashes (non-retractable) for small and medium dogs. I’m confident keeping pups of these sizes safe from traffic / other animals all the time. It’ll definitely be a plus if your pup know some commands!

Sitter Profile Image: Caroline C.
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Caroline C.
$23
total per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Wellesley, MA, 02482

Caroline is an amazing cat sitter. She took care of my cat, made her feel safe, fed her and kept her area clean. She made the whole experience great. I would highly recommend her.

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H D.
Sitter Profile Image: Ari A.
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Ari A.
Star Sitter
$22
total per visit
5.0 out of 5 stars
20 reviews
8 repeat clients
11 years of experience
Waltham, MA, 02453

Third time booking with Ari, he’s the best! He cares for my cats just like I would and sends a lot of photos each time he visits. Highly recommend!

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Sarah T.
Sitter Profile Image: Kylie S.
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Kylie S.
$25
total per visit
5.0 out of 5 stars
38 reviews
10 repeat clients
7 years of experience
Wellesley, MA, 02481

Kylie stopped in to bring my dog Patsy out when I had to work longer shifts at work. She was a great communicator and I felt very comfortable having her care for Patsy. I could tell Patsy loved her too based off how happy she looked in the photos Kylie sent! I would definitely recommend any of her services!

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Rachel F.
Sitter Profile Image: Caroline H.
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Caroline H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
18 years of experience
Newton, MA, 02464

About: Hi! I’m Caroline, a lifelong pet lover with years of experience caring for cats and dogs of all personalities. I understand that every pet has their own unique quirks, routines, and needs, and I pride myself on providing loving, reliable, and attentive care that keeps them comfortable while you're away. Whether it’s playtime, feeding, medication, or just quiet companionship, I tailor each visit to suit your pet’s preferences. I also offer regular updates and photos so you can enjoy peace of mind knowing your furry family member is safe and happy. I treat every pet like my own with patience, respect, and lots of affection. Let me know how I can help! I currently work in biotech at an office job during the day Monday - Friday with some flexibility to be remote a day here and there, so I am available to stop by early mornings (5-7am) or after work (3-10pm) on days I’m at the office. I am available any time on weekends! At your home, I will be respectful of your space and the way you cater to your pet and their needs. I want to build a relationship to get to know you and your pet and will treat them as if they were my own!

Sitter Profile Image: Jacqueline H.
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Jacqueline H.
$19
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Newton, MA, 02466

Jacqueline was so great! Wonderful communication, our cat loved her!

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Megan L.
Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
15 years of experience
Needham, MA, 02494

Alyssa was amazing for my dog and me. Highly recommend. I had a last minute business trip and she was able to drop in to save the evening and walk Louie while I was out of town. And it was her first walk with us. She knew just what to ask during the meet and greet and then again right before the walk to make it be a success for her, me and most importantly Louie! Thx!!!!

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Natalie G.
Sitter Profile Image: Wendy W.
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Wendy W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
30 years of experience
Natick, MA, 01760

Wendy is kind and trustworthy. She took the time to get to know my dog and made sure she was comfortable at the first visit. My dog is a unique breed so I really appreciated the patience. She was very professional!

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Erika H.
Sitter Profile Image: Nathalia P.
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Nathalia P.
$17
total per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Needham, MA, 02492

About: Growing up with dogs in the family made me learn how to care for them naturally and see animals as friends. I will be more than happy to know your buddy, make sure they have everything they need, and have amazing moments together. I’m working part time and mostly available up to two hours during the morning and evenings after 5pm. Weekends are flexible with all day availability and flexibility. I always double check any house doors, to make sure it’s safe. Keep them near me in any outdoor environment is a rule, never unleashed or left alone outside. I’ll love to know more about your dogs habits and personality to adjust to their needs, restrictions and expectations.

Sitter Profile Image: Angelica C.
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Angelica C.
$26
total per visit
4.6 out of 5 stars
8 reviews
7 repeat clients
25 years of experience
Needham, MA, 02494

Angelica is a wonderful pet sitter, she is very friendly and responsive. She took good care of my cat and did everything that I requested and more. My cat loved her, and I had a worry-free trip knowing that my cat is in good hands. I will definitely book her again in the future and recommend her to my friends and family! Thank you Angelica!

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

Charlene goes above and beyond every time! It is such a weight off knowing our sweet Julius is well taken care of and happy and comforted while we are away. She is the absolute best!

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Margaret A.
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: Lucy L.
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Lucy L.
Star Sitter
$25
total per visit
5.0 out of 5 stars
391 reviews
150 repeat clients
10 years of experience
Framingham, MA, 01701

Lucy was absolutely wonderful! Great communication and super accommodating with my last minute booking. I could tell that Cider had a great time with her (and even made a new friend!) I will definitely be back :)

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Michiko T.
Sitter Profile Image: Tingting W.
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Tingting W.
$19
total per visit
4 years of experience
Natick, MA, 01760

About: I have hands-on experience caring for both cats and dogs. As a cat owner of two, I’m very familiar with daily feeding routines, litter box maintenance, playtime, and recognizing changes in behavior to make sure they’re happy and healthy. In addition to caring for my own cats, I’ve also looked after two medium-to-large dogs for friends. This included feeding, walks, playtime, providing companionship, and making sure they stayed on their regular routines while their owners were away. I understand that every pet has a unique personality and needs, and I always strive to provide patient, attentive, and loving care so they feel safe, comfortable, and well cared for. Pet care is already a part of my everyday life as I care for my two cats. I have a flexible schedule, which allows me to plan my day around the pets I’m caring for. Whether it’s walks, feeding, playtime, or simply keeping them company, I enjoy making sure they get the attention and care they need. For drop-in visits, I focus on keeping your pet’s routine as consistent as possible while you’re away. During each visit, I’ll make sure they have fresh food and water, clean up after them as needed (including litter box cleaning for cats), provide playtime, affection, and companionship, and make sure they’re happy and comfortable. I’m happy to follow any specific instructions regarding feeding schedules, medications (if needed), or your pet’s preferences.

Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
$25
total per visit
5.0 out of 5 stars
57 reviews
22 repeat clients
6 years of experience
Dover, MA, 02030

Sam is great! She watched our oldest kitten when he was just a few months old, and again now that we have two! Our oldest loves playing with her and hanging out, and though our second is a little shy, she did manage to come out at the end of the visit. Sam is reliable and has great communication. Looking forward to booking her again in the future!

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Taryn G.
Sitter Profile Image: Tanya M.
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Tanya M.
$28
total per visit
5.0 out of 5 stars
12 reviews
2 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: Juyeon H.
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Juyeon H.
$27
total per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
2 years of experience
Wellesley, MA, 02482

Juyeon was so kind to my cat while I was away for a few days, was great at communicating, and very flexible. When I extended my trip last minute, Juyeon was able to come for another two visits! I definitely recommend Juyeon!

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Olivia W.
Sitter Profile Image: Mara L.
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Mara L.
$39
total per visit
5.0 out of 5 stars
27 reviews
23 repeat clients
6 years of experience
Wellesley, MA, 02481

Mara is wonderful! She is the first sitter we reached out to about our puppy, and ended up being the only one! Mara offered to visit our home (free of charge) before the dates we needed her to sit our puppy so she could meet us and our puppy and get the lay of the land at our home. This made us feel so much more comfortable leaving her with our precious fur baby! Mara is great with our pup and leaves nice visit notes and pictures. We immediately booked her for another drop-in right after this and will definitely be hiring her again in the future.

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Becca C.
Sitter Profile Image: Linh V.
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Linh V.
$29
total per visit
5.0 out of 5 stars
69 reviews
27 repeat clients
2 years of experience
Framingham, MA, 01701

Linh was absolutely amazing. She kept us updated the entire time we were away and provided thoughtful, consistent communication. When our flights were delayed due to THE blizzard, she showed up without hesitation to make sure Sienna was taken care of. I would honestly recommend her to anyone using Rover who wants great service, excellent communication, and someone who will truly care for your fur babies like they’re her own.

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Andres C.
Sitter Profile Image: Cole L.
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Cole L.
$28
total per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Newton, MA, 02466

About: Plenty of experience with all types of pets! I have been around dogs and cats all of my life and I currently own an AMAZING corgi named Macy. I am very comfortable around all dogs whether they are small or large. I love dogs and will definitely take wayyyy too many pictures of your fur babies. Your pets are your children and I am more than equipped to meet their needs. I lived with 4 dogs before so I’m very used to watching more than 1. Keeping your pets happy is my priority!!! I typically work 8-5pm at Texas a&m and I’m free outside of that! Depending on how close you were I could potentially let the dogs out at lunch. Your pets typically feel most comfortable in their own environment so while I can’t keep them at my house with my current housing restrictions I am more than willing to house sit so that they can feel at ease while you are away.

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The median cost per visit for pet sitting in Wellesley Hills is $25

Pet parents share their Rover experiences - Wellesley Hills

1 / 1
5.0 out of 5 stars

Angelica was great! She provided wonderful care and thorough updates while caring for our kitties while we were away.

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Laura L.
Drop-In Visits
5.0 out of 5 stars

Caroline is an amazing cat sitter. She took care of my cat, made her feel safe, fed her and kept her area clean. She made the whole experience great. I would highly recommend her.

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H D.
Drop-In Visits
5.0 out of 5 stars

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.
Drop-In Visits
5.0 out of 5 stars

Rose was available with short notice and took wonderful care of our two large golden retrievers! We will absolutely be reaching out to her in the future!!

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Allison Elizabeth A.
Drop-In Visits
5.0 out of 5 stars

Amber was awesome! She was very responsive, super kind, and our cat, Bodhi, was relaxed and happy when we returned from our vacation. We will definitely be asking her to come again in the future. Thank you for taking such good care of Bodhi, Amber!

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Anna D.
Drop-In Visits
5.0 out of 5 stars

Kyra did a great job caring for my two cats, sometimes coming twice a day to feed, water and litter. Kyra also gave ear drops to Nike who had an infection. She sent pictures and was in contact, and I think the cats really liked her. I trust her and would certainly book Kyra again.

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

Devon took such wonderful care of Dutton and Ranch again! She always goes above and beyond and gives us so much peace of mind while we’re away. She’s thoughtful, reliable, and clearly cares so much about our cats. We always come home to happy, well cared for pets and couldn’t recommend her more.

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Jaidan R.
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

Kristin was great! Our cats are happy, everything is clean and perfect. I felt safe with Kristin coming to take care of our two fur babies while we were away. She was also very helpful with a special delivery request, giving Santa a hand :)

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Anna D.
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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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Popular requests for pet sitting - Wellesley Hills

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Sitters in Wellesley Hills average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Wellesley Hills

Frequently asked questions about Rover

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

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

As of August 2026, there are 11,714 sitters on Rover offering Pet Sitting across Wellesley Hills. 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 Hills 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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