Dog Sitting Winthrop
Book a Winthrop dog sitter to watch your dog in your sitter’s home or yours.
Over 91 pet parents in Winthrop have booked dog sitting
Winthrop, 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%.
“Chloe did a great job with my two cats! From the pictures, they warmed up to her quickly and were happy and healthy upon my return. Chloe followed the care instructions immaculately and was always punctual. I would 100% recommend Chloe!”
“Highly recommend Brittany! She took such wonderful care of my dog, Petunia - checked in consistently throughout her time and sent lots of pics! She is so very kind with my girl, and she can be a bit stubborn at times!”
“Jessica was absolutely wonderful! She was extremely communicative throughout the whole trip, and Rick absolutely loved her — she was even able to brush out a knot in his fur (and he usually hates being brushed!). We will be using Jessica again! ❤️”
About: I’ve had dogs my entire life and have hands-on experience raising and training my own. I’m comfortable with walks, feeding, playtime, basic commands, routines, and lots of love and attention. I know every dog has their own personality, so I’ll follow your routine and make sure they feel safe, comfortable, and cared for while they’re with me. I currently work from home, so I have plenty of flexibility throughout the day for walks, potty breaks, feeding, playtime, and attention. I’m used to caring for my 16-year-old dog and taking him out every 1–2 hour, but he is in doggy heaven now. I treat every pet like they’re my own and make sure they feel safe, comfortable, and loved. I’ll follow their normal routine, including feeding, walks, potty breaks, playtime, medications, and any special instructions. I’m also happy to send plenty of pictures and updates so you know your fur baby is happy and well cared for while you’re away.
“Anastasia was great to work with! She was super accommodating and flexible when we needed to find a Rover for a last minute trip. She was very communicative and thoughtful throughout her visits. 😊”
About: My name is William and I have been professionally house-sitting and providing dog walking services since 2015. I have also had clients' dogs stay in my home for as long as 2 weeks. I take all ages, sizes and breeds. Reach out for a meet and greet! Pet care allows me to keep busy. As of now I'm available to work afternoons and evenings, but I don't mind doing so in the morning. Be advised I value my time. If I don't hear a reply from you within 24 hours, I will move on. Often I like to play and establish a bond with dogs, making sure they're comfortable if not enthusiastic. I enjoy providing a cozy sleeping area and a yard for running.
“Amber has only spent two days with my pup and I can already tell they are going to be friends! He’s happy and lively when I come home so I know he is getting a lot out of her visits!”
About: Caring for animals is something I truly enjoy. I’m a responsible, patient, and dependable pet sitter who will treat your furry family member with the same love and attention I would give my own. Whether it’s walks, playtime, feeding, cuddles, or keeping your pet company, I’m committed to making them feel safe, happy, and comfortable. I always follow each pet’s routine and understand how important it is for owners to have someone they can trust. I have a flexible schedule and I’m available most weekdays and weekends. I can accommodate morning, afternoon, and evening visits depending on your pet’s needs. I’m also open to last-minute bookings when possible and committed to being reliable and consistent with every visit. I prioritize your pet’s safety and comfort at all times. I provide a calm, clean, and secure environment and carefully follow all care instructions, including feeding and special needs. Your pet will always be treated with love, attention, and respect.
About: Nothing really sets me apart. I believe every sitter on here should be Attentive, Caring, Knowledgeable, and Reliable. I am those things as well. Oh. I forgot. I'm a photographer so if you want nice pictures of your pet, I can make that happen. I work part time at the moment 3 days a week. From 6am - 10am. Therefor I have more than enough time to fit in bookings and spend time with your furry friends. I will follow whatever instructions you leave for me no matter how specific. The way you care for your animals and the routines they have are important. I will treat it as such.
About: Hello, My name is Mandi and I live in Revere with my young son. I was a dog mom to an 11 year old English Bulldog named Bailey, whom we lost sadly a few years ago. I've had dogs my whole life and since I work from home I'm able to pet sit any days of the week! We have a dog friendly home with a yard and a private dog friendly beach. Your dog with get lots of hugs and snuggles throughout the day, many bathroom breaks, a few walks, exercise and playtime and will be in a very loving and caring home! I do have an SUV incase of emergencies and I am home 7 days a week! **** Dogs MUST be great with kids please as I have a son and they cannot bark a lot when they are left home alone since I have tenants above and below me. Thank you Why I love dog sitting I have owned dogs since I was little and I love animals especially dogs! My son loves when I dog sit, he's so good with the doggies. About my yard We do have a yard and since I'm home all day they will be let out a lot. I'm a personal trainer so they will get a lot of good walks in.
About: I have dog sitter different sizes, breeds, and “personalities” of dogs, from tea cup yorki to Great Dane. I personally have a German and husky mix. I love spending times with animals and have fun with them!!!! I have a full time job from Monday to Thursday, and get off after 6 PM, I have few hours if needed to walk the animals and/or stop by to check on the animals. I am mostly free on weekends, anytime is available just have to let me know few days before or if it’s last minute, I can try to make time to swing by, but I can’t really promise anything on last minute As of right now, I cannot board any animals, but I can dog sit at clients’ home. Depending on how the owners take care of their dogs, I will try my best to give my best effort to take care the animals the same way the owners take care of their animals. I believe communication is very important, so I love to take pictures and videos to share with the owner to keep the owner updated on anything that is going on.
About: I’ve had my own dog since early on in my childhood until adulthood. I started rover, when I still had my 11 year old golden retriever, he has recently passed away but I loved our daily walks and understand the need for a dog walker sometimes! I understand the needs of a dog and how dogs need attention. I’ve dog sat other dogs for my friends and have always been a dog lover since early on and love meeting new dogs! I am currently a full time registered nurse working nights. I will try to update my schedule on a regular basis as pet care would be worked into my days off & my schedule does vary every month! I care for other pets as if they were my own. I understand being a pet owner how I would want someone else to treat my dog with the same love.
“Yiqi did an amazing job taking care of my cat! She was very responsive, asked questions, and went out of her way to make me feel comfortable leaving my pet in her care. I’d highly recommend Yiqi.”
“Nick did such an amazing job with my 3 month old puppy!! It was her first time being left along for so long and Nick helped her ease into it with awesome play breaks. Nick is the best!”
About: Currently college student seeking to care for dogs/cats :) , Freelanced as a sitter/ walker since 2020, have care experience for dogs of all breeds and ages , and numerous cats ,consistent client satisfaction is my number one priority , daddy of a two year old yorkie chon :) I am currently a college student so my schedule so very flexible , can work morning / nights and even stay over night if needed , live in central Boston so I can go anywhere easily My full attention will be on your pets when they are under my care , as dad of a Yorkiechon and having vast experience freelancing I understand the needs and urgency of pets that require special attention and will consistently keep up with a pets feeding / walking / medical needs schedule
“Shiroq took great care of my cat while I was traveling! She had no trouble giving my cat medication and was very thorough in getting all the details she needed before I left. Would feel confident booking with her again :)”
“Samantha has been amazing. From our initial meet and greet to multiple visits with my kitten, she has been thoroughly communicative, polite, and professional. She has great attention to detail and went above and beyond in providing updates. She even put the cat food away neater than I had left it for her. As a first time pet parent, I felt very comforted that my cat was in kind and safe hands. Beyond feeding, I mainly wanted a companion for my kitten as she is young, and Samantha played with all her favorite toys with her. I’d trust her with anyone’s pet, and I can’t wait to use her services again. Thank you Samantha!”
“Mindy was fantastic at looking after our two cats while we were out of town for the holidays. She is very communicative, and we appreciated the frequent photo updates of our kitties throughout the day. You could tell she cared for our boys as if they were her own cats. It was great peace of mind knowing that our cats were in wonderful hands while we were out of town. I would not hesitate to book Mindy again the next time we go on a trip.”
“Alison was very easy to work with and took wonderful care of our three cats. She made sure they were fed, played with, had plenty of water, and made sure the waste drawer in our litter robot was never too full. She also helped with bringing packages in and watering a couple of plants. Book with confidence when picking Alison!”
About: I always grew up with dogs and cats growing up and still now. I’ve always had a very good connection with animals especially dogs. B If it’s a week day I’m available for walks/visits & sittings. When it comes to boarding I have wider availability on the weekends. Hope this helps I have a dog and a cat they are 2 years and 11 years old they’re allowed on the furniture. They are are friendly but a little hesitant to newcomers but love attention.
The median cost per visit for dog sitting in Winthrop is $25
Dog parents share their Rover experiences - Winthrop
She is incredibly reliable, and my 16 week old puppy absolutely loves her. I can tell she is wonderful with her and genuinely cares about her well-being. She has so much confidence and patience when handling my puppy, and it’s clear that she truly loves dogs. I would 100% recommend her to anyone looking for a trustworthy, caring, and dependable dog walker!
Arianna was amazing! Her responses were timely and professional. She kept me updated on when she was stopping by to take out my pug Winnie, and she sent photos of her on walks, eating, and playing. It was great to know she was in good hands! I would certainly rebook with her 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 to book dog sitting
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 - Winthrop
Select a filter and find qualifying sitters offering dog sitting.Sitters in Winthrop average 6 repeat dog sitting clients
FAQs for Dog Sitting - Winthrop
Frequently asked questions about Rover
The average cost of Dog Sitting in Winthrop is $22 per visit as of November 2026. Most bookings cost between $17 and $42 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 9,746 sitters on Rover offering Dog Sitting across Winthrop. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 Winthrop 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
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 Winthrop 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 Winthrop. On Rover:
- 84% of sitters can help with special care needs
- 89% can help with giving oral medications or injections
- 94% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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