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 61
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%.

1 / 1
Sitter Profile Image: Qiqi F.
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Qiqi F.
$16
total per visit
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: Ari A.
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Ari A.
Star Sitter
$19
total per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
11 years of experience
Waltham, MA, 02453

Ari was on-time and did a great job with Lou. The pictures indicated she was very happy with the visit, and we were happy to return to a clean litter box and healthy cat.

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Leigh M.
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: Nathalia P.
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Nathalia P.
$17
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
5 years of experience
Needham, MA, 02492

About: Looking for my first clients in the area 🐶 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: Caroline C.
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Caroline C.
$17
total per visit
1 repeat client
3 years of experience
Wellesley, MA, 02482

About: I have extensive experience caring for large and small dogs, walking multiple large dogs off-leash, and caring for dogs and cats overnight, or for drop-ins. As a collegiate field hockey player, I can keep up with the highest energy dogs! I love the outdoors and going on walks as well as just staying in and playing with your pets. I am a college student and have free time in the evenings, on Sundays, and during mid-day on most days. I love spending time with pets and go out of my way to make time for them! I foster a calm and comfortable space in your home to make your pet feel comfortable when their owner is away! I will adopt any habits you do to make them happy as well.

Sitter Profile Image: Devon R.
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Devon R.
Star Sitter
$34
total per visit
4.9 out of 5 stars
108 reviews
35 repeat clients
24 years of experience
Weston, MA, 02493

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.
Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$23
total per visit
5.0 out of 5 stars
384 reviews
143 repeat clients
10 years of experience
Framingham, MA, 01701

Lucy was really wonderful with my two cats. She was always on time and made sure to give me details. I love her short stories of how they were doing, definitely my favorite. She also gave me lots of pictures and videos. The kitties seemed to warm up to Lucy very quickly. She was awesome with them and very respectful of our home.

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Crystal R.
Sitter Profile Image: Kyra S.
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Kyra S.
$18
total per visit
5.0 out of 5 stars
2 reviews
3 years of experience
Needham, MA, 02494

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.
Sitter Profile Image: Sana S.
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Sana S.
$19
total per visit
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 heading off to college soon, 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: Kylie S.
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Kylie S.
$25
total per visit
5.0 out of 5 stars
36 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: Wendy W.
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Wendy W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
19 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: Madeleine F.
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Madeleine F.
$16
total per visit
6 years of experience
Wellesley, MA, 02482

About: I have worked as a vet tech for 4 years, and am well versed in caring for dogs and cats of all ages and degrees of health. I have also worked in shelters, and have 4 dogs of my own including 2 German Shepards, a pit-bull, and a golden, so I am comfortable about dogs of all temperaments. I am currently working with flexible hours, mostly from home. I am available most hours and can work around your schedule. I am more than happy to plan my day around the needs of your pet! I am familiar with how to introduce myself to a pet in their own environment in order to build their trust and leave them at ease. I am happy to follow any instruction on crating or other requests to ensure your pet is safe.

Sitter Profile Image: Rose K.
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Rose K.
Star Sitter
$28
total per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
10 years of experience
Needham, MA, 02492

Rose did a great job taking care of my pups! They were very happy and she followed all of my instructions perfectly!

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Alyssa P.
Sitter Profile Image: Charlene H.
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Charlene H.
Star Sitter
$56
total per visit
5.0 out of 5 stars
138 reviews
37 repeat clients
30 years of experience
Wellesley, MA, 02481

Charlene once again proved why she’s the only person we trust to care for our cat while we travel. During our recent trip to California to visit our son, she made sure our cat had consistent companionship, attention, and care throughout our time away. After years of using her services, we’ve come to rely on her not just for the essentials like food, water, and litter box maintenance, but for the genuine warmth and attentiveness she brings to every visit. Knowing our cat is in such loving hands makes it so much easier to be away and fully enjoy time with family. We can’t recommend Charlene highly enough.

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Steve C.
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
21 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: Angelica C.
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Angelica C.
$26
total per visit
4.6 out of 5 stars
7 reviews
5 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: Emily R.
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Emily R.
$26
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Wellesley, MA, 02482

Emily took care of our cat like she was her own while we were out of town. She was incredibly responsive, gave us regular updates, and went above and beyond to make sure our cat was happy. It gave us such peace of mind knowing she was in such loving and capable hands. We came home to a very happy cat—and a spotless home. Highly recommend her to anyone looking for someone trustworthy and genuinely caring.

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Sarah K.
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! I was in from out of town visiting my parents and she took care of my dog Teddy so we could take a day trip. She was so kind, accommodating and Teddy loved her! I will definitely use her again when I’m in town! Thank you Mara!

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Christine E.
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: Julia P.
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Julia P.
$28
total per visit
1 repeat client
10 years of experience
Wellesley, MA, 02481

About: Dog-walker, lover, care-taker here! I’ve always loved dogs from a young age and have been exposed to all breeds from the start! I have a rescue lab mix of my own, since 9 weeks old and also live with 2 pitties. I’m here to help with routine dog walks as well as check-ins, feeding, baths.. you name it. I work part time with a scattered shift schedule so my days are always different. What makes me unique with this type of schedule is that I can accommodate your schedule with the openness of mine. I am available most days of the week during the work day and most nights. Not only am I timely and punctual, but I am also full of energy and another human for your dog to interact with during a long work day. I make sure your dog is well cared for in the time that I have for them and take environmental factors into account (weather,etc.). O give extra attention to dogs every time I see them and take my time on walks if I feel they need more time.

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The median cost per visit for pet sitting in Wellesley Hills is $24

Pet parents share their Rover experiences - Wellesley Hills

1 / 1
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

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.
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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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 July 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 July 2026, there are 11,749 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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