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Top rated Winthrop house sitters
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“We've been using Melissa for dog walking and just had our first overnight sit with her. She is responsive and communicative throughout the process. She takes great care of my dogs. On her first walk, one of my puppies had explosive diarrhea in his crate, and she stay for at least 30 minutes cleaning him and the crate up. She left out house sit with the house in clean condition. I'm very glad to have found someone reliable to watch/walk our two babies!”
“Audrie was fantastic with our dogs and treated our home with great care. She sent pictures daily with updates on them and their adventures as well as left the house tidy with dishes cleaned! Would love to work with her again soon!”
“It's our second time having Alexandra house sit for us, and she took excellent care of our dog and cat! This time we even asked her to do some extra things, like apply a topical spray to our dog's stomach, and give him pills to treat an infection. Alexandra was amazing, sent updates and photos and took great care of the boys!!”
“We had a great experience working with Arshneel for the first time while we were just away for two weeks. She was incredibly reliable and responsive and gave our large, energetic dog plenty of exercise time!”
“Anastasia was great with Willow for the week that I was gone! She was accommodating to my requests for updates and check-ins. She went above and beyond and showed the next sitter around my place before leaving. Thank you Anastasia!!”
“Skylar was excellent!! So communicative, came perfectly on-time and shared so many adorable pup-updates while we were away. Our dogs were very well take care of and we felt at ease with Skylar being with them. I would recommend her to ANYONE looking for a sitter. Thank you, Skylar!!”
“Haowen was so communicative and kept us constantly up-to-date for our slow to warm dog. He was so loving and patient and gave our dog so much attention and care. Can’t wait to have him stay again!”
“Jenn took great care of our 1.5 year old dog while we were on vacation for ~10 days. She was extremely communicative and sent us pictures several times every day to check in, which was really nice while we were away missing our pup. He's a dog that loves to interact with other dogs, and she took him to the North End dog park every day so he could socialize and play. We even noticed he was more confident at the park when we returned home. She stayed at our apartment, which she left very clean. We highly recommend Jenn to anyone looking for a sitter!”
“Exception! Kristina is great with our pup. Very proactive in keeping us updated. It’s clear that she has a special bond with dogs. We would highly recommend her.”
“Shantae is great. She took very good care of my little doggie. She is also very responsible and followed all the instructions I provided pertaining to the dog. I fully recommend her.”
“We had a great experience with Rover.com and Volkan -my dog seemed comfortable and happy and I appreciated knowing he was being taken care of. I would definitely hire Volkan again - his communication was great, he was on time, and he was very calm which is a great style for my dog.”
“Alyssa watched our young husky for the day while we were at work and did a great job! She kept us updated, kept him occupied, took him out often since he’s still potty training, and gave him a nice long walk. It was incredibly reassuring knowing he was being well cared for”
“John was great with my two large dogs!! He is clearly a pet lover and will care for your pets as if they are his own. John was communicative, professional and respectful and we hope to use John again in the future!”
“Fahad was awesome once again with my boys! He is very trustable and my dogs are always happy and relaxed when we came back home. Thank you again, Fahad! Highly recommend to anyone else :)”
“I wish I could give 10 stars… I hate being away from my little princess Macy. Even though she’s a cat I know she misses me too. It was great knowing she was in really good hands with Maisel and getting pictures and videos every day. Definitely will book her again!!”
Over 132 pet parents in Winthrop have booked house sitting
Winthrop pet parents share their Rover experiences
Alicia was absolutely fantastic and outstanding! She took the time to meet Doxy and Sammie and was very comprehensive in reviewing all their routine needs and habits. She bonded very well with our dogs and sent us photos that made us smile, being reassured that they were in great hands. When I returned home, the dogs were very relaxed and happy. We are so thankful and appreciative to have Alicia’s help with dog sitting and highly recommend her without any reservations. She is truly the best! Thank you so much, Alicia, for taking great care of Doxy and Sammie!
Ian's dog sitting was excellent. He is really knowledgeable on dog behavior, and he's highly personable. My dog, Sully, loved him right away. Ian followed all my instructions and kept me updated as I requested. He also gave Sully lots of love, attention, and companionship-- ultimately going above and beyond regular dog sitting duties. He is my sitter again anytime for Sully in the future.
Melissa was awesome! She’s a professional and I could tell she had a lot of experience. She came by for a brief meet and greet before her stay and my dog immediately took a liking to her. I came home to a happy puppy! I will happily reach out to Melissa again in the future
River was able to come and watch our dog for just the evening on semi short notice after he was recovering from surgery. As always she was prompt, communicative and dependable! Wally was so excited to see her and was snuggled up with her all night. Will always recommend her services to anyone looking to hire her!
Colleen was amazing! She spent the weekend with our dog Sage. She sent plenty of updates with tons of pictures. I was a little nervous Sage wouldn't want us to come home. :) They went on lots of walks and did plenty of cuddling. I feel like my house just might have been cleaner than I left it. We are already scheduling our next getaway with Colleen!
We’ve now booked with Audrie twice and she is truly a 10/10 sitter. She stays in our home with our cat and 1-year-old lab, and we always come back feeling like everything was in the best hands. She sends regular updates and photos, which gives us so much peace of mind while we’re away, and she’s great about flagging anything out of the ordinary right away. What really stands out is how intuitive and genuinely caring she is with animals. Our puppy actually went into heat the night we were coming home, and she stayed a few extra hours to comfort her and make sure everything was okay- that meant so much to us. You can just tell she truly loves what she does. As an added bonus, she leaves the house spotless, which is the best feeling after coming home from a trip. We feel so lucky to have found her and will absolutely continue booking with her!
Heaven is absolutely fantastic. My dogs love her, and one of them was an abused rescue dog, so she is very nervous of new people. She loved Heaven right away. My two pugs also instantly felt comfortable with her and she gave them lots of cuddles. We went to Europe for a long time so it was important to is to really trust someone. Out digs have very complicated diets and daily medications. Heaven handled all of that perfectly. She is professional, kind and a great communicator. She is an Awesome pet sitter, and trustworthy in the home.
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Winthrop is $60
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 house 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.
Sitters in Winthrop average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winthrop on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 5,636 house sitters in Winthrop. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Winthrop house sitters respond in under an hour.
House sitters in Winthrop have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winthrop.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winthrop house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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