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

Over 43 pet parents in Wellesley Hills have booked dog sitting
Wellesley Hills, 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%.
About: I am a 28 year old nurse with much pet experience. I currently have a 12 year old frenchie, Willie! I grew up with two cats and a dog, which I helped take care of. Additionally I have done a lot of pet sitting for neighbors and friends over the years! I am back in school so have flexibility most days to walk, drop in to check or feed your animals! Of note: I have class on Mondays and Tuesdays all day so I can drop in early morning or in the afternoons (I have a couple hours midday on Mondays between classes so just inquire and I can see if we can work anything out!). Just send me a message to see how I can help! I have been around many types of animals growing up so am comfortable caring for them. I treat them just as I would my own, with their safety being a priority.
“longfei and Luning are so helpful taking care my cat. Everything is done professionally and friendly. Most importantly, she seems to be happy. Will definitely recommend!”

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.
About: Dogs have always been a huge part of my life. I have two Bernedoodles, Cosmo and Shep, who are the loves of my life and have taught me so much about caring for dogs. From daily walks and playtime to keeping them happy, healthy, and comfortable, I’ve gained years of hands-on experience caring for dogs of different personalities and energy levels. I’ll treat your dog with the same care, attention, and affection that I give my own. I currently work as a host in the evenings, which gives me flexibility during the day for dog walks and drop-in visits. I’m generally available throughout the week and love spending my free time with animals whenever I can. While I am unavailable on Tuesdays and Wednesdays, I strive to be as available as possible on other days to provide reliable care, exercise, and attention for your pets. Whether your dog needs a walk, a quick check-in, or some extra companionship during the day, I’d be happy to help! Your pet’s safety and comfort are always my top priorities. I understand that every dog has their own routine, personality, and needs, and I take the time to follow your instructions carefully to help them feel comfortable and secure. During walks, I prioritize leash safety, pay close attention to my surroundings, and make sure your dog gets the exercise and attention they need. For drop-in visits, I’ll ensure your pet is cared for according to their normal routine, including feeding, water, potty breaks, playtime, and plenty of affection. I also believe in keeping owners updated with photos and messages so you can have peace of mind while you’re away.
About: The Pet Whisperer: I have decades of experience both caring for AND owning pets; mainly cats and dogs. My first dog was already in the family when I was born; I don't know life without caring for a pet. Dog walks and cat play have always been a part of my lifestyle. Looking to carry my love of pets into caring for yours! I currently have flexibility in my schedule from 6:30 am - 10:30 pm seven days per week; ideally with advance notice especially for boarding and/or around holidays. If an opportunity arises where I am at my home with your pet, I have a fenced in backyard for outdoor play. Indoors I have several dog beds of varying sizes for your dog to feel comfortable and right at home and dog toys to enjoy (both of which get cleaned after every use dog visit)
“Although we’ve only had one visit so far, I can already tell Winston loves playing with Natalie! He was sleeping hard the moment after she left. I’d highly recommend her to anyone.”

About: I’ve loved animals for as long as I can remember. As a child, I dreamed of becoming a veterinarian, and while my path later shifted toward human medicine, my appreciation for animals and caregiving has never changed. Caring for creatures both great and small has always been meaningful to me. I have hands-on experience caring for a variety of animals. I worked at the Natick Organic Community Farm, where I helped care for farm animals and learned the importance of consistency, patience, and attentiveness in animal care. I also spent many years helping take care of my grandfather’s English Setter, Posey — including regular walks, feeding, and companionship — especially as my grandfather became less steady on his feet. In addition, I grew up with cats from the age of eight and am very comfortable with feline care, routines, and personalities. I’ve graduated with majors in Biology and French with a minor in Fine Arts and completed the pre-med track at GWU. I live in Wellesley, MA, for my gap year. I’m reliable, detail-oriented, and calm under pressure. These qualities that are especially important to me as someone pursuing a career in healthcare. I treat every pet as an individual and aim to provide attentive, gentle, and dependable care so you can feel confident your pet is in good hands. I have flexible weekend and weekday availability, easy access to public transportation, and a genuine love for animals. I’m especially happy to help with midday walks, check-ins, and routine care while you’re at work. Specifically, I have free time: Tues: 8am-10am, 3pm-9pm Wed: 8am-11am, 2pm-9pm Thurs: 8am-10am, 3pm-9pm Friday: 8am-9am, 1pm-6pm I prioritize safety, comfort, and a calm environment for every pet. In my home or the client’s, I make sure all spaces are secure, litter boxes are clean, food and water are fresh, and pets are supervised at all times. I follow each pet’s routine closely, provide plenty of attention and enrichment, and check in with owners regularly to keep them updated. I treat every pet as if they were my own, creating a trustworthy, loving, and stress-free environment.

About: I’ve been around dogs of all sizes my entire life. Specifically I’ve had two family dogs, one currently that I walk multiple times a week. I am able to handle any size of dog and love to make connections with each one. I view this less as a money making opportunity and more a way to spend time with my favorite animal. I am an actor currently auditioning for shows and love to use my free time to care for dogs. I am also big into fitness having just lost over 80 pounds. This gives me a great way to keep myself active and your pet! I am the type to clean the eye boogies off my dogs face, cuddle for hours, and let them explore the world. I am big on allowing a dog to use their sense of smell when outside because that’s their biggest stimulant of enrichment. I make sure to understand a dogs body language and to know if they are friendly with other dogs/ humans or not.
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.
About: I’ve cared for dogs and cats of all ages and personalities. I’m patient, attentive, and quick to learn each pet’s routine, and I always treat every pet like my own. I currently work web/graphic design freelance part-time, which gives me plenty of flexibility for drop-ins, walks, and playtime throughout the week. Pet care fits naturally into my routine because I love staying active and spending time with animals. Your pet’s safety and comfort are my top priorities. I pay attention to details like locked gates, proper leash handling, and monitoring behavior to ensure pets feel safe. I always follow owners’ instructions closely regarding feeding schedules, training rules, and health needs.
“Julia took care of our dogs during the winter holidays. She was just perfect! We got daily reports and cute pictures and by Julia’s messages we could see that the dogs were being super well taken care. Julia went far and beyond even accommodating extra days and making sure that the dogs were eating regularly. I certainly recommend her and will look forward to book her again on our next trip.”

“Great experience with Michelle. She is very communicative, positive and adaptable. Really felt like our cat was in safe ands while we were away. Much appreciated!”


About: I have been around dogs my entire childhood, and I have had three of my own throughout my life. I grew up training, walking, cleaning, and playing with dogs every day. I have a flexible schedule and would be happy to make house visits! I am an athlete with different training each day, so I can be pretty flexible with my availability throughout the week. I am generally available on week nights and can check in on your dog multiple times each day. I can care for your dog by letting them outside during your preferred times, taking them for walks, cleaning them, and playing with them. I am able to work with multiple dogs as well!
“Danya was terrific! She kept me updated with info and plenty of pictures and exquisitely handled care for 3 cats who had supplements and medications. They were in such great hands with her.”

About: I’ve had dogs since I was three years old and trained most of them! I often take care of my sisters one year old Pomeranian and take him to the local dog park and on long walks on the nearby trail! With my full time job as an interior designer, I’m free to spend time with your pup on the weekends and on the Mondays or Fridays that I’m working from home! Unfortunately my apartment does not allow dogs but I can care for your pup at your home! I know every pup is different so I can care for her/him according to how you would like :) I love going for walks so I do not mind taking long walks!
The median cost per visit for dog sitting in Wellesley Hills is $25
Dog parents share their Rover experiences - Wellesley Hills
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.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
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.
How Rover works

1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Wellesley Hills sitters!Sitters in Wellesley Hills average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Wellesley Hills
Frequently asked questions about Rover
The average cost for Dog 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 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 July 2026, there are 11,205 sitters on Rover offering Dog 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.
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 Hills 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 Hills 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 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.
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.













