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%.
“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.”
“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.”
“Melissa is terrific! Our dog can be tricky sometimes and my partner and I were originally worried about leaving her with someone else while we were away. Melissa totally assuaged our concerns and multiple times we said to each other “we picked the right person!” Melissa regularly communicated updates and made sure our pup had everything she needed while we were gone. At one point, she let us know that Noodle had an upset stomach. Not only did she give us all the details we asked for and do everything we said Noodle needed, she stayed with our pup for a while to make sure she was feeling better! It was very reassuring to know someone was there caring for our dog just as we would have. I cannot recommend Melissa more! You and your pup will both love her.”
“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!”
“Leanne is such a wonderful sitter for my cat Ellie! She looks after her with so much care and love. I used to feel much more anxious leaving Ellie but now I always know she is in good hands with Leanne.”
“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!”
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!
About: Hi! My name is Dora, and I'm a 20-year-old neurobiology student at Boston University. I've been around animals my entire life, growing up in a family that rescued pets. Back home, we currently have two cats and a dog who I miss very much while I'm away at school! In addition to caring for my own pets, I have experience dog sitting and cat sitting. I’m comfortable with feeding, walks, cleaning litter boxes, and giving lots of love! I’m currently working part-time, so my schedule is very flexible! I am available in the mornings Monday, Wednesday, Friday, Saturday. I am available in the afternoons and night time Tuesday, Thursday, Sunday. I am currently living in a college apartment where I am not permitted to have any pets. But, I am happy to commute to your place!
About: I am warm caring and protective! I will make sure your pet has everything it needs!!! I can go on walks with it, put it on a pouch and show it around, cuddle and pet it. Teach him tricks!!! And reward it with treats accordingly. I have a car, live near playgrounds and shopping plazas. I can take it to doggy play date parks in Brookline. I can take naps with it and provide nice companionship!!! I love dogs, and have a few favorites. They are; Yorkies, shitzus, teacup poodles. But I am super nice to all kinds I take on for care. So, you can feel safe leaving your canines with me. Feel free to drop them off or have me dog sit them! It allows me to structure my day to assign time for the dog"s daily activities. I combine both mine and theirs. I make sure they are well taken care of! I love small dogs the best! I look at their care info, and follow through all aspects of it! I also engage them in fun interactions with me. They usually have a blast!
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.
“Melissa was a wonderful sitter- extremely communicative & responsive. This was my first time hiring a rover/leaving my cat alone & I had such a positive experience. Would highly recommend & would rebook!”
“Peaches, my little old Yorkie, took to Jess immediately and they enjoyed a nice walk in the neighborhood. I appreciated her promptness in arriving on time, and her photo that she took of Peaches. Highly recommend!”
“Wendy was wonderful! She was dependable and very caring for our 13 + year old dog. It was obvious when Wendy arrived one day b-4 we got out the door how happy Lady was to see her. Highly recommend! John and Di”
“Hannah is reliable and flexible with my animal’ needs. I’m so happy that she could work with me, and I will definitely check with her again when I need someone to check on my pets.”
About: With my 6+ experience with pets I feel I am equipped for check ins, walks, overnight stays, etc. I’m willing to be flexible in order to accommodate you and your pets needs! I am a teacher full time and rover is something I use to fill my free time! Come summertime I will have more availability for boarding, check ins and walking! Please reach out if you have any inquiries! I am flexible and have great problem solving skills to accommodate any situation that may arise. I have great communication as well for anything that the pawrents might need while their pet is under my care.
“Jessica was great! Booked a drop-in with short notice. She was responsive, flexible, and showed a care and understanding for my pooch's well-being as well as any concerns I had”
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.
“Allie always provides excellent care for our senior bunny. We really appreciate her great communication providing daily updates on our little guy, including several photos.”
“Daniel was an excellent drop-in visitor and playmate for our cat Georgie. We really appreciated his friendliness, prompt communication, and genuine affection for our cat. Bonus points for his availability short notice during holiday season as well! We’d definitely recommend Daniel.”
“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!”
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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
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 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 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 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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