Dog Sitting Winthrop
Book a Winthrop dog sitter to watch your dog in your sitter’s home or yours.
Over 103 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%.
“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. 😊”
“As always, Destinee does a great job of taking care of our "Kids"!! They love the way she pampers them with pets, belly rubs and having their pictures taken. She is just excellent with watching over them, you could not ask for a better person to take care of your "kids" ( the furry ones)”
“Yiqi was amazing!! She sent so many pictures, made sure everything was cleaned up (our cat is a very messy eater) and followed all directions flawlessly. 10/10 would recommend and rehire for sure!!”
About: I’ve taken care of dogs since i was young. I currently have a 1 year old Aussie who i walk daily and love spending time with. i love all dogs and would love to meet your pups! I have my own transportation and will be able to stop by at any time! my schedule is very flexible and I will be able to work around your schedule! I can easily crate your dog if needed and have experience in giving medications. I am very good with dogs that are anxious or aggressive when around other dogs and will keep them out of situations that may be too much for them
“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: Hi i love doggies and really enjoy being in their company I had a furbaby up until fall 2024 when he went to doggie heaven and I'd like to share my love on other dogs Im a SAHM so I have loads of time to be with your dog whether its walks around the park or snuggles on the couch they will be in good hands I hope to make every dog feel welcome and super cozy in my home My yard space will make any dog curious and ready to explore with my supervision
About: I make sure that pets have the proper care provided by their owner, as well as making sure the pet is happy, comfortable, and well taken care of. I know the importance of having consistency and reliability. I work full-time, but I am available to give full care and attention for pet caring on evenings and weekends. I will comply with the owner’s rules and space, while making sure the pet is safe and comfortable in their environment. It is important to gain the owners and pet’s trust
About: grew up surrounded by pets, so caring for them comes naturally. My experience looking after children makes me patient, responsible, and loving — the same way I care for every dog or cat, as if they were part of my own family. I am available for pet care from 9:00 AM to 3:00 PM, as I work with children in the afternoons. During this time, I can provide feeding, playtime, walks, medication administration, and lots of attention to ensure pets feel safe and happy. I’m flexible with occasional early mornings or later pickups if needed I ensure pets feel safe and comfortable whether in my home or theirs. I create a calm and clean environment, provide fresh food and water, and supervise them at all times. I follow any specific instructions from the owner, including medication or special care, and make sure pets receive plenty of attention, playtime, and affection.
About: I’ve had dogs my entire life and absolutely love all types of dogs! I’ve grown up caring for and walking my own dogs from a young age, and I’ve trained them to be happy, well-behaved pups. I had my black Lab from the time I was 6, along with four other dogs throughout my life, so I’m very comfortable caring for dogs with all different personalities, ages, and needs. I’m also comfortable with senior dogs, puppies, and dogs who need a little extra care or attention. I have a comfortable home where your dog can feel safe and relaxed. I’m very flexible and happy to work with your schedule and your dog’s normal routine. My goal is to care for your pup exactly as you would and make sure they get plenty of love, attention, playtime, and cuddles! 🐶❤️ I’m friendly and comfortable around all types of dogs and would love the opportunity to meet your furry friend. I can’t wait to help give you peace of mind while you’re away! 🐾 I have a flexible schedule and can work with different routines and care needs. I’m happy to plan walks, drop-ins, or overnight stays around your pet’s normal schedule and make sure they receive plenty of attention, exercise, and care. I always prioritize your pet’s safety, comfort, and happiness. In my home, I have plenty of space, toys, and crates if needed. I will also follow your instructions closely and keep your pet’s normal routine as consistent as possible. When caring for pets in their home, I treat their space with the same respect and care I would my own.
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.
“Daniella was the best person I have chosen to look after my dog when I was away for 7 days. I have a small dog ,he is scared with strangers but she knows how exactly to handle him. She built the trust and they became friends. She did a lot during the 7 days drop-in-visit, such as cleaning the dog’s pee pads, walking him, playing with him,giving treats, changing water and food. My dog loves her company and even make friends with her cute little chihuahua. Absolutely amazing!! Definitely will book again in the future .”
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’ve been an owner and cared for pets from a very young age. My first ‘jobs’ as a young kid were walking family members’ dogs and pet sitting for them. Since then I’ve loved doing this for friends and hoping to do more! I am looking to house sit and do drop-in care, but not currently looking to host pets in my space as I have 3 cats and my landlord does not allow dogs in the apartment. I'm currently working full time on a hybrid schedule. I go to the office 3 days a week and the other two days are spent at home when I am remote. On the weekends, my schedule is mostly flexible unless I have plans to attend to. I am a loving pet owner who is very attentive to my pets’ needs. I am happy to meet all of your pet care needs, as dictated by you. I am looking to house sit and do drop-in care, but not currently looking to host pets in my space as I have 3 cats and my landlord does not allow dogs in the apartment.
“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!”
“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!”
About: I have expierence with different types of pets/dogs even dogs with leach anxiety. My favorite summer hobby is walking and would just love to bring a companion along the way! I am currently a college student working a remote internship with lots of flexible hours. Due to this rover would fit with me and my daily schedule perfectly! I am unable to take in pets due to my own dog having anxiety at my home. But I have expierence watching dogs in other people homes as well as stopping by daily to let dogs out and talk the for walks.
“Piper was fast at responding to my request only a day in advance. She was prompt and sent pictures of my puppies! Very responsible and respectful. I will use her again and again!”
About: I have had one dog in the past. Her name is Gigi and she is a golden doodle. She is an extremely active dog who keeps me active 24/7. She loves to cuddle and play and is so caring with people and other animals. The most unique characteristic about Gigi is that she has been obedient since the day we got her. Her training was so simple and easy to do. Training her was so easygoing that I learned enough to train my best friends dog Mia. I think having such a sweet puppy like Gigi made it even more fun to care and train for dogs. I trained Gigi and Mia to be able to remain calm in stressful/overstimulating moments, they are both well skilled in recognizing hand and verbal signals. Both are well behaved when hey are not wearing a leash and also very well in controlling impulsive behavior. I currently work full time so I am available in the afternoons. I am off by 5pm. I am available every weekend, all day. I do plan on having a more flexible schedule in the next 2 months. I personally do not have any pets at the moment. I have had 1 pet in the past and have been trusted by a few friends to care after their pets. I always ask the owner the basic information I need regarding their pets and do my best to ensure a fun and safe environment for all animals!
About: I have over 25 years of experience with puppies & senior dogs with and without medical issues I also have my k-9 Feline cpr certificate house sitting certified We specialize in Pet Sitting over nights Grooming giving meds , Medical Care Drop in services while fur parents are at work during the day and also house sitting I have crates if needed I have two friendly dogs for play time we also provide Training pet walking giving meds playing , toys etc house sitting available too we can go to your home also senior pets welcome with medical issues
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 October 2026. Most bookings cost between $17 and $39 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 October 2026, there are 9,767 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 .
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 , 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 .
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:
- 85% 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 , 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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