Dog Sitting Wellesley Hills
Book a Wellesley Hills dog sitter to watch your dog in your sitter’s home or yours.
Over 39 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%.
“Claudia is an amazing pet sitter. She's incredibly considerate of our skittish kitty. Giving her plenty of time and space to get comfortable. Thanks to her, Smokie, our adult cat, is in wonderful hands when we're away. Can't recommend her enough!”
“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.”
“Madeleine is absolutely amazing! I have a very shy but super sweet cat who is usually wary of strangers, but she loved Madeleine from her very first visit. I was so impressed! Madeleine sent me adorable pictures every day, was incredibly responsive, and gave me complete peace of mind while I was away. I will 100% hire her again and feel so lucky to have found such a wonderful, trustworthy pet sitter. I highly recommend her!”
“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!”
“Asmahan has been great! She was very understanding that our anxious dog takes a few visits to warm up to new people. She was patient and had great instincts with our pup. We are looking forward to continuing to hire her in the future!”
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.
“Leanne was absolutely wonderful taking care of my cat Poe while I was traveling. She was communicative, thoughtful, consistent, and clearly loves animals. I didn't have to worry once about Poe's care -- highly recommend!”
About: I grew up with Goldens and as an adult have always had a dog. My entire family loves dogs and our own dog, Leo, loves to have canine company to play in the house and go out for walks. Boarding: I can only accept hypoallergenic dogs Day Care: I can only accept hypoallergenic dogs Dog Walk: I am happy to walk dogs of all kinds. Hypoallergenic and non-hypoallergenic alike :-) I am a stay at home Mom to 4 teenagers with lots of flexibility to care for dogs. My own dog loves playmates and my kids all love to take long walks with furry four leggeds. I leash-walk dogs at least twice a day. Happy to let those who are voice command trained to be off leash if owner approves. We have a large crate if your dog likes to have a separate space for sleeping. Otherwise he/she can sleep on a dog bed or snuggle up with one of us humans. Whether your dog needs a drop-in walk, day care or boarding my family and I will take excellent care of him/her.
“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 had cats since I was 8 years old. With the 16 years of experience with cats, I believe every fur baby needs a home away from home. Like with every pet parent, I strive for the best with my cat. If you choose me to watch your fur baby, I will provide the best and safest environment for them. Do they need a room to themselves? You got it. Has explosive diarrhea? I have cleaning supplies. Medical issues? Another way to keep me on my toes. I hope you consider me as a prospective aunt to your kitter cat or doggo and can’t wait to fill up my camera role with adorable pictures. I look forward to hearing from you 💕 I am a grad student at Brandeis University. My classes are usually over by 2 pm, so after then I’m usually at my apartment caring for my cat and completing schoolwork. So needless to say, I have a lot of flexibility within my schedule for your pets individual needs. If I am doing home visits, I would like to visit the clients home a day or two prior to the arranged visit(s) to understand the animals needs and to see if we would be a good fit. I believe it is important to establish an understanding with the animal in question before I frequent the premises so there isn’t any unnecessary stress for your pet. In regards to boarding, I have a medium sized apartment that would be good for any cat or small-medium dog. There are multiple grassy areas for bathroom breaks and walks around the premises. You will have to provide me with your animals usual schedule (times for bathroom breaks, when and how much time are committed to walks, feeding times, etc.) so I can build my set around them and their needs
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
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.
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!
About: I took care of my dog for 18 years before he passed away in 2022. I have also taken care of other friends dogs so I understand how much time and dedication it takes to care of any dog. I’m an active individual so I can run and play with dogs if needed. I’m willing to travel with your dogs and use my car if they need to taken to any locations. I’m a very patient and will give them the time they deserve. I have experience in giving dogs medication if needed and can attain to any special needs they may have. Overall, there is nothing I wouldn’t be open to in taking care of your dogs! I work as a Middle School Counselor during the Months of September through early June. During the school year I'm available anytime on weekends and after 4pm on weekday evenings. I’m off from mid June to late August. During this time I’m available to care for your pets anytime on weekdays and weekends. I took my dog on long walks and lots of dog parks. I also am willing to drive to any residence if needed and can bring lots of dog toys to be clients home's if needed!
About: I’m not just a dog lover—I’m a proud dog mom of 9 years! I know how much your pup means to you because I feel the same way about mine. I bring the same care, attention, and love to every walk and drop-in as I do with my own dog, Dobby. I currently have a hybrid work schedule and work from home Mondays and Fridays. So Mondays and Fridays are pretty open. Tuesdays and Thursdays I would be available after 6pm so please feel free to message me if interested. Weekends I am available! When I drop in to care for your pet, I treat your home and your furry friend with the same respect and love I give my own. I always follow your care instructions closely—whether that’s feeding, potty breaks, playtime, or medication. I keep things calm and comforting for your pup, so they feel safe and happy.
About: I have hands-on experience caring for dogs and pets of all personalities, providing dependable and compassionate care tailored to each pet’s individual needs. From daily walks and playtime to feeding, companionship, and in-home pet sitting, I treat every pet with the same love, patience, and attention I would give my own. I am currently working part time as a dog walker Monday-Thursday 9-2. I have availability after 2 or before 9 and I have availability Friday-Sunday all day. I prefer to care for pets in the clients home depending on the service needed. I have 2 dogs of my own so I don’t have the room to board in my own home.
The median cost per visit for dog sitting in Wellesley Hills is $25
Dog parents share their Rover experiences - Wellesley Hills
Angelica was totally great with my very sensitive pup who was anxious due to a recent move. She came by to meet us first then was very detailed and caring in all her visits and gave thorough accounts. My dog became much calmer. I will hire her again and highly recommend Angelica.
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.
Meet local sitters who will treat your dogs like family
1. Search
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Popular requests for dog sitting - Wellesley Hills
Select a filter and find qualifying sitters offering dog sitting.Sitters in Wellesley Hills average 6 repeat dog sitting clients
FAQs for Dog Sitting - 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 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 11,081 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.
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