Dog Sitting Weston
Book a Weston dog sitter to watch your dog in your sitter’s home or yours.
Over 49 pet parents in Weston have booked dog sitting
Weston, 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%.
“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.”
About: I am a registered nurse with a lifelong love of animals. I have always had pets since I was a little girl. I worked at an animal hospital throughout high school and college, I gained a lot of pet care experience there. I also worked on a farm growing up where I took care of horses, cats and dogs! I know how important it is to trust someone with your animals, as I have 2 kitties I care for very much! I am confident in handling all types of pet personalities and needs. I currently work 3 days per week not on a set schedule. I have 4 days off per week which is why I would love to do dog walking/sitting on those off days! I live in a dog friendly neighborhood in Watertown, MA. I love to walk around Fresh Pond, I also live near several dog parks! I can’t wait to meet your pup :)
“Anna did a fantastic job taking care of our two cats while we were out of town for Thanksgiving. She followed all of our instructions, provided a thorough report and treated our cats with love. I would highly recommend her to anyone. Thank you Anna!”
“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!”
“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.”
“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!”
“Chloe is an excellent dog sitter! She comes on time, makes sure my dog is taken out, and fed. She also walks and plays with her. She is very responsive and will ask if anything is needed. I also like her pricing as it is affordable. I definitely recommend her as a sitter!”
“Avery was awesome! She watched my kitties for multiple days while I was traveling and I came home to very happy and content cats. She brushed and played with them, and gave their oral medications every morning. She always sent a detailed description of each visit with lots of photos. I will be rebooking Avery in the future!”
“Kristina was wonderful! I needed a sitter fast, and in quick order, she met me at an initial consultation and provided terrific care for my Luma. I definitely recommend!!”
“Angela is reliable and trustworthy. Our cat rarely makes a connection with sitters but Angela won her over right away. Thanks so much. Have a great year back at B school!”
“We had a great experience with Annette! She took the time to come beforehand and learn our guinea pigs’ routine, which we really appreciated. She was reliable, attentive, and took great care of them while we were away. It gave us peace of mind knowing they were in good hands. Highly recommend!”
“Cassie was great with our cat Libby. She gave her the attention she needed, and a couple treats! She took some cute photos as well. We will be hiring her again.”
“We can’t say it enough- Kristina has been helping us for almost a year at this point and she’s amazing with our large 80+ pound dog Sully, consistent, great communication. She’s a gem and we are lucky to have her help us on a weekly basis.”
The median cost per visit for dog sitting in Weston is $25
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 - Weston
Select a filter and find qualifying sitters offering dog sitting.Sitters in Weston average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Weston
Frequently asked questions about Rover
The average cost for Dog Sitting in Weston on Rover is $16.05 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 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 August 2026, there are 10,952 sitters on Rover offering Dog Sitting across Weston. 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 Weston 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 Weston 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 Weston 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 Weston. 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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