Pet Sitting Winthrop

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 280
pet parents in Winthrop have booked pet sitting

Winthrop, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Xianxin D.
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Xianxin D.
$26
total per visit
4.9 out of 5 stars
• 27 reviews
8 repeat clients
8 years of experience
Revere, MA, 02151

“Xiaxin is thorough and such a dolllll to my pup. My dog immediately connected with her and her communication was impeccable and intentional. Will always book with Xiaxin”

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Christina J.
Sitter Profile Image: Alexandra S.
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Alexandra S.
$15
total per visit
5.0 out of 5 stars
• 3 reviews
3 repeat clients
10 years of experience
East Boston, Revere, MA, 02151

About: Hi there! I am a responsible and reliable pet lover who currently has a chihuahua mix! In addition to my dog, I grew up caring for a golden retriever, husky and mini dachshund so I have experience with many different breeds. I also grew up with 2 cats! Would love to care for your pets with the same care and attention that I've shown my own! Thank you so much for your consideration and I am looking forward to hearing from you and meeting your wonderful pet very soon! I am working remotely 2 days a week so I am available for walks or drop-ins during those days! Tuesday and Thursday are my work from home days! I am also available most weekends as well. Sometimes I have occasional weeks where I work from home all week and can do drop ins--check my calendar for availability! I am a very safe dog-walker! I will make sure your dogs do not interact with dogs they don't know while on our walks so they stay safe! I will make sure to clean up after them! I am very reliable and will 100% follow any pet care instructions you give/will ask for clarification when needed!

Sitter Profile Image: Mia O.
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Mia O.
$23
total per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
8 years of experience
winthrop, MA, 02152

“Mia was very punctual and followed our directions to a T! She made sure to call me when my cat wasn’t taking his pill right away which I appreciated and she gave me comfort that my cats were taken care of. Thanks so much Mia!”

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Seth A.
Sitter Profile Image: Jennifer B.
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Jennifer B.
$34
total per visit
5.0 out of 5 stars
• 226 reviews
37 repeat clients
8 years of experience
Winthrop, MA, 02152

“Jennifer was incredible with my two kitties! She spent a lot of time with them and arrived for her visits exactly when she said she would, which meant so much to a nervous cat mom. She clearly cares deeply for animals. I will absolutely call on her the next time I go out of town. Thank you, Jennifer!”

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Erika F.
Sitter Profile Image: Roxana L.
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Roxana L.
$30
total per visit
5.0 out of 5 stars
• 31 reviews
10 repeat clients
12 years of experience
Boston, MA, 02128

“Roxana was great with Miss Priss! She was very responsive and timely and took special care to make sure that Miss Priss had some company and loving. Thanks so much, Roxana!”

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James C.
Sitter Profile Image: Gwyneth Y.
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Gwyneth Y.
$19
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
East Boston, Boston, MA, 02128

About: I've grown up around animals. My family was always the "go to" family in the neighborhood to watch dogs and cats, so I've had experience since I was little taking care of pets. I recently did my senior capstone with my local Humane Society where I cared for cats while creating content on both cats and dogs available for adoption! I'm a graduate student at Suffolk University, so I will be able to care for your lovely companion during the day (before my night classes), typically the busiest times of peoples' days. This unique time frame allows for owners to not worry about their pet being left alone midday before they get home. I have experience with both dogs and cats, and own a cat at my home back in PA. I will go off of the owners' requests and what serves the animal best. If the dog is energetic, we will play! If the cat is more of a snuggle bug, we will snuggle until the cows come home.

Sitter Profile Image: Bianka C.
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Bianka C.
$20
total per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
East Boston, Boston, MA, 02128

About: Hi! I’ve been caring for dogs since I was 12, from playful puppies to sweet senior dogs. I’m experienced with walking, feeding, bathing, giving medication, and, of course, lots of cuddles! I love dogs of all breeds and sizes and will treat your furry friend like family. I speak both English and Spanish and can’t wait to meet your pup! 🐾 I love being around animals, especially dogs! They make me really happy. My schedule is very flexible and always happy to make it work out. My dogs currently live with my parents, but I treat every dog I care for as if they were my own, giving them all the love, attention, and care they deserve.

Sitter Profile Image: Cat D.
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Cat D.
Star Sitter
$32
total per visit
5.0 out of 5 stars
• 53 reviews
16 repeat clients
15 years of experience
East Boston, Boston, MA, 02128

“Cat was amazing! She was very attentive to our cat and gave her all the attention she needed while we were away. We received a lot of cute pictures and appreciated that so much! Would 100% use Cat again!”

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Cassie C.
Sitter Profile Image: Britney G.
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Britney G.
$34
total per visit
5.0 out of 5 stars
• 25 reviews
6 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

“Britney is sweet and high energy so if your dog is high energy she's a great pick! She's a little more flexible with her schedule but she makes every visit fun and I genuinely felt like my girl was far less lonely with Britney around.”

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Kelsi V.
Sitter Profile Image: Brianna R.
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Brianna R.
$23
total per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
9 years of experience
East Boston, Boston, MA, 02128

About: I've lived with pets of all shapes and sizes my entire life. When I was a newborn, my family had 10+ pets at home, including dogs, cats, birds, and reptiles, and I haven't really known life without animals since! I of course do not discriminate against any kind of pet, but my specialty is dogs. We've had all kinds of breeds over the years, from Mini Australian Shepherds and Chihuahuas to adorable mutts and deaf Great Danes. We also fostered litters of puppies and senior pets growing up, so even though it has been a while, I have plenty of experience caring for animals of all different ages. Growing up with so many pets has given me lots of hands-on experience with everything animal, including walking, bathing, basic training, cleaning up some serious messes, and, naturally, never ending cuddles. While I haven't had a ton of formal pet-care experience, caring for animals has always been a huge part of my life. I've also volunteered at animal shelters, where I've walked, cuddled, and cleaned up after all kinds of dogs and cats. I'm the kind of person that asks every owner I see in public if I can pet their dog, regardless of the company I'm in and the places I have to be. Even when they shouldn't be, animals are my main priority, and yours will be too! I have a flexible schedule as a current Master's student. At the moment, I only have classes in the evenings three days a week, so my days are very open! I'm also more than happy to spend time with your pets on the weekends. I am currently in the process of finding a part-time job, so my schedule may change in the future. However, I expect to still have a pretty flexible schedule and will always do my best to communicate my availability clearly! If I'm pet sitting at your home, I'll do my best to spend as much time with your pet as possible throughout the day while balancing classes and other clients. I'll also make sure not to leave your pet alone for longer than necessary and will always do my best to be home before dark. I'll send plenty of puppy updates, pictures, and videos so you can see that your baby is happy and in good hands! I'm also very flexible and will do my best to keep your pet's normal routine and schedule as consistent as possible while you're away.

Sitter Profile Image: Chassity R.
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Chassity R.
$19
total per visit
5.0 out of 5 stars
• 4 reviews
7 years of experience
East Boston, Boston, MA, 02128

“Chassity was great. She works with animals so is super knowledgable and took great care of our cat. We will definitely be going to her in the future!”

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David M.
Sitter Profile Image: Emily R.
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Emily R.
$29
total per visit
5.0 out of 5 stars
• 18 reviews
4 repeat clients
15 years of experience
Boston, MA, 02128

“Emily was extremely responsive and reassuring! She accommodated my super last minute request for cat care and was easy to communicate with. Thank you for everything and can’t wait to book with Emily again!”

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Mary R.
Sitter Profile Image: Daniel B.
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Daniel B.
Star Sitter
$27
total per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
6 years of experience
East Boston, East Boston, MA, 02128

About: I’ve been around animals my whole life and truly understand how important it is to provide attentive, compassionate care. I’m committed to making every pet feel safe, comfortable, and well cared for while you’re away. I also have experience caring for multiple pets at once, as I currently have two cats, so I’m comfortable managing different personalities, routines, and needs at the same time. I currently care for one of my pets who has asthma, which has given me hands-on experience administering medication multiple times a day and closely monitoring health needs. This experience has made me especially attentive to changes in behavior and routine, and comfortable supporting pets with ongoing medical needs. I also adopted a cat who came from a very difficult past and was initially fearful and withdrawn. Through patience, consistency, and a lot of love, I’ve helped him build trust and grow into a more confident, comfortable companion. That experience deepened my understanding of how to work with anxious or sensitive animals at their own pace. Through all of this, I’ve developed a strong understanding of animal behavior along with gentle, effective training techniques, allowing me to provide care that’s both nurturing and responsive to each pet’s unique personality. It is an every day piece of my routine as a primary carer for two pets of my own. I will give your loved ones the same level of care and attention that I am able to give to mine! I have indoor animals of my own, but am fully comfortable in a number of settings. Ive been surrounded by my own pets as well as those of friends and family. I know how much my boys mean to me and I will always approach care for your best friends the same way I would care for mine

Sitter Profile Image: Vee V.
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Vee V.
$25
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
12 years of experience
East Boston, Boston, MA, 02128

“Vee was lovely to work with from start to finish. She took wonderful care of Louis and was so sweet and attentive with him, spending time playing with him and giving him lots of cuddles. It was clear he was comfortable and happy with her, which gave us such peace of mind while we were away. We’d happily have Vee care for him again and would definitely recommend her!”

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Tanya N. B.
Sitter Profile Image: Sergio M.
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Sergio M.
$23
total per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
15 years of experience
East Boston, Boston, MA, 02128

“We had Sergio look after Nabaut, and honestly, he was fantastic. He really went out of his way to make us feel comfortable, and Nabaut absolutely loved him. If you’re looking for someone reliable and super kind, he’s your guy. Big thumbs up!”

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D0rn4
Sitter Profile Image: Macklyne J.
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Macklyne J.
$18
total per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
4 years of experience
Chelsea, MA, 02150

About: I’ve always loved spending time with animals and making sure they feel safe, happy, and cared for while their owners are away! I have experience cat-sitting and regularly caring for my roommate’s cat when she’s out of town. I enjoy playing with him, giving him plenty of cuddles and attention, and keeping him entertained—even turning on the TV so he can watch bugs jumping around! I’ve also helped walk and look after my neighbors’ dogs, spending time playing with them and keeping them company. Whether it’s going for a walk, having a little playtime, giving lots of affection, or simply hanging out together, I love making sure pets get the attention and companionship they need. I’m patient, attentive, and genuinely enjoy getting to know each pet’s personality and making them feel comfortable and loved. Hi my schedule is very flexible! I am able to make time to care for your pets anytime! I am also available on weekends. Please let me know what works best for you. I’d be happy to care for pets in their home by keeping their routine as consistent as possible. I can provide fresh food and water, playtime, walks, cuddles, and plenty of companionship. I’ll also make sure their space stays clean and comfortable and give them lots of love and attention while their owner is away.

Sitter Profile Image: Yan Y.
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Yan Y.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 39 reviews
13 repeat clients
3 years of experience
East Boston, Revere, MA, 02151

About: I used to be a service dog puppy raiser, so I have experience working with puppies on their house behaviors, potty training, basic obedience and socialization skills. There are plenty of outdoor space in my neighborhood. The beach is just 3 minutes away from my place, so I can also take your pup for a walk alongside the beach! I can also provide grooming/ shower services if needed! My schedule is fairly flexible during the week. I am usually free all day on Friday and over the weekends. Appointments only during other weekdays! Caring for pets is something I truly love—it brings me joy, and I take it seriously! My goal is always the same: to keep them safe, happy, and feeling completely loved. In my home, your pet will enjoy a clean, cozy, and pet-friendly space where they’re treated like family. I provide lots of playtime, affection, and personalized attention based on your pet’s unique needs. Whether they’re full of energy and love to run around or prefer quiet cuddles and naps, I make sure they feel comfortable and at ease. I also provide daily updates, including photos and videos, so you never have to wonder how they’re doing!

Sitter Profile Image: Nicholas M.
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Nicholas M.
$18
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
2 years of experience
East Boston, Boston, MA, 02128

“Nicholas was very communicative which made being away from our guy a lot easier!”

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Victoria C.
Sitter Profile Image: Si S.
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Si S.
$16
total per visit
2 years of experience
Revere, MA, 02151

About: I’ve raised two parrots in Shanghai and also cared for a puppy when I was younger. I love animals and am patient, responsible, and attentive to their daily needs. I recently graduated and am currently looking for a job, so my schedule is very flexible. I’m available most days and can easily make time for walks, feeding, playtime, and companionship. I live alone in a one-bedroom apartment with enough space for pets, and I don’t currently have any pets of my own. I’ll provide a calm, clean, and comfortable environment and follow each owner’s care instructions closely.

Sitter Profile Image: Destinee M.
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Destinee M.
$23
total per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
3 years of experience
Revere, MA, 02151

“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)”

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David Ron D.
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The median cost per visit for pet sitting in Winthrop is $25

Pet parents share their Rover experiences - Winthrop

1 / 1
5.0 out of 5 stars

Xianxin did a great job taking care of my cat, olive. She was reliable and spent good time playing with Olive and making sure she was happy. I would book with her again.

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Morgan S.
Drop-In Visits
5.0 out of 5 stars

Mia was professional, communicative and very sweet. She sent plenty of photos and was patient as both my cats were slow to warm up to a new person. She’ll be my first call the next time I have cat sitter needs 🙂

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Ava B.
Drop-In Visits
5.0 out of 5 stars

Ana was great! Communication was great and photos everyday while we were gone gave us peace of mind! Will definitely rebook when we need a sitter again!

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Anna W.
Drop-In Visits
5.0 out of 5 stars

Sym was wonderful with our kitties! She sends the best reports and pictures and our kitties clearly love her :)

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Arianna B.
Drop-In Visits
5.0 out of 5 stars

Ariana was amazing with my kitty Zorro. He absolutely loved her, and I could tell he enjoyed his time with her. She was very communicative, and overall had such a peace of mind having her watch him while I was away. Highly recommend:)

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Melissa R.
Drop-In Visits
5.0 out of 5 stars

Jake did such an amazing job caring for my dog and cats, I have never seen them as happy as they were with him in any other Rover card. His communication is great and I will definitely be utilizing his services again in the future;

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Jeremy C.
Drop-In Visits
5.0 out of 5 stars

Annaliese is amazing and always takes such great care of Kitty Kitty when I’m away. She’s one of the only people I trust in my home and to take care of my fur baby 😻

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Ellie V.
Drop-In Visits
5.0 out of 5 stars

Diana is sweet and kind with my kitties. My kitties are happy and calm. I trust her to take care of my kitties.

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Mei Ling C.
Drop-In Visits
5.0 out of 5 stars

Jing is extremely patient and attentive! She took so many adorable photos during the stay. My cats were a bit shy at first, but Jing was super patient and gave them all the gentle companionship they needed to feel comfortable. Communication with her was smooth and clear, and she was very flexible with our schedule. I highly recommend Jing to anyone looking for a wonderful pet sitter!

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Jiaqi Q.
Drop-In Visits
5.0 out of 5 stars

Roxana has become our go-to cat sitter and she is wonderful! Our cats clearly love seeing her and she is very helpful, responsive, and attentive to our pets’ needs. Highly recommend!!

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Joshua R.
Drop-In Visits
5.0 out of 5 stars

Amy is calm and reassuring and I feel completely at ease having her in our home with our beloved King Ricky. She knows just how to be with a sometimes bossy, sometimes a little naughty older guy. Amy is a true animal lover with a special touch.

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Ivy K.
Drop-In Visits
5.0 out of 5 stars

Adrian took excellent care of my two girls, Eva and Gretta, for 8 consecutive days. We did a brief meet ans greet before the booking and went through the daily tasks. He was very attentive and respectful. I was able to enjoy my vacations knowing my girls were under Adrian’s care. Recommended and I would personally book again with Adrian. :-)

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Katsyris R.
Drop-In Visits
5.0 out of 5 stars

Elizabeth did a wonderful job caring for my three cats while I was away. They were given lots of attention and were well cared for. Elizabeth was professional, flexible, and genuinely enjoyed caring for my cats.

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Anna L.
Drop-In Visits
5.0 out of 5 stars

Nicole was amazing with Shadow. She kept me updated every Morning while I was away on how he was doing and kept me posted with many pictures. It was the first time I used Rover and it was a great experience. I will be contact Nicole again in the future.

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Zully Y.
Drop-In Visits
5.0 out of 5 stars

Brittany was so wonderful to work with! She took care of my cat for a weekend and sent a thoughtful update after each visit. I'm so grateful and would definitely choose her again!

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Veronica R.
Drop-In Visits
5.0 out of 5 stars

Jennifer is my preferred sitter for my cat Franklin as I feel totally confident with him in her care. She sends the best photos and always cares for him as if he were her own.

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Alicia H.
Drop-In Visits
5.0 out of 5 stars

Trin always follows through on our discussed arrangements and sends great pictures! She is very reliable, we’ve used her now a number of times for help with our dog. She is super flexible and has been so patient. Highly recommend!

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Emily R.
Drop-In Visits
5.0 out of 5 stars

Yang took great care of our cat, and we could tell she was satisfied by how much she purred in the videos we were sent. We look forward to requesting if Yang can take care of our cat again!

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Kana T.
Drop-In Visits
5.0 out of 5 stars

Once again, Yaxin did a great job of looking after my elderly kitty. She is very communicative and took some great photos.

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Lorin F.
Drop-In Visits
5.0 out of 5 stars

Melis is an amazing pet sitter! She is always so communicative and provides updates every time she visits. My pet is so comfortable with her and it gives me such peace of mind knowing he is well taken care of, I always come home to a happy pet! Cannot recommend Melis enough, I’ve had her pet sit for me multiple times and will continue to ask her to watch my pet! Thank you!

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Kaylee W.
Drop-In Visits
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  • 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 pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for pet sitting - Winthrop

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Sitters in Winthrop average 6
repeat pet sitting clients

FAQs for Pet Sitting - Winthrop

Frequently asked questions about Rover

The average cost of Pet 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 10,237 sitters on Rover offering Pet 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

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 .

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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