House Sitting Winthrop
Find a loving house sitter to watch over your pets and your home.
Over 55 pet parents in Winthrop have booked house sitting
Winthrop, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Marissa took great care of our senior dog for the weekend! She was super communicative even before the stay began, and sent us great pics of our guy to keep us updated. She also checked on our chickens and made sure they were all ok, super helpful since they are in different areas and life stages at the moment. Overall Marissa was responsible, kind, and friendly- a great combination for pet sitting! We would welcome Marissa to care for our pets again in the future!”
“Kim is the most phenomenal person for pets and house and everything in between. Her attention to detail and true genuineness is unmatched. Good people still exist and Kim is one of them. I will definitely continue to seek her out for our family. She loves the animals and really understands each pet and their different needs and adapts to whatever the challenge may be, effortlessly.”
“Lauren was an absolute pleasure. She gave my sweet girl lots of loving, adventures and snuggles. She left the house in great condition. I highly recommend her for all your pet needs!”
“Avery took wonderful care of our dog for a full week while we were on vacation. This was our first time using Rover, and he truly exceeded all of our expectations. He was incredibly communicative, providing updates that helped put our minds at ease while we were away. It made such a difference knowing our dog was in great hands. We’re so grateful for the care he provided and would absolutely recommend Avery to anyone looking for a trustworthy and attentive sitter.”
“Erin was amazing! She answered promptly and took me on very last minute. My two dogs loved her and she made me feel very comfortable: as someone who has never used a sitter before! Will be booking again !!”
“Jackie was great with my new puppy Otto, she was on time and communicated throughout the say. I will definitely be using Jackie again when I need somebody to watch my pup! Thanks Jackie!”
“Lauren was an amazing and took very good care of our dog and home. We had a heck of a time coming home from vacation because our flights were delayed for 3 days due to almost 2 feet of snow and extremely cold temperatures that rolled in the night before we were due to fly home. She was so kind, so understanding. The one and only thing we were not worried about was Teddy and our home. I cannot say enough about how comfortable we were having Lauren here. Probably one of the only vacations i have been on in YEARS that i did not worry about my baby and that is huge ! 10 stars from me... Thank you, Lauren.”
“Hannah was the BEST! She really is an animal lover. Our cats took to her upon meeting her for the first time because she gave them each individual attention and pets to introduce herself. She was responsive, sent pics, and I did not worry. We came back to an immaculate house, and 3 happy cats. Thank you Hannah!”
About: I have worked at a Veterinary Hospital for about 5 years, working to keep their experience as comfortable as possible, along with growing up with cats, dogs, and farm animals.I do work another job so for house/dog sitting I would be getting to the location usually between 6:30-7ish depending on location, so keep this in mind when considering booking me While I work full time my schedule is set so there will not be likely to have unexpected changes giving your animals a good structure to work with I can come to your location to let your dogs out/take them for a walk, as well as feed them and get in playtime while keeping them in a space they feel comfortable.
“Ann was wonderful with our 13.5 year old English setter. She took extra care making sure Buddy was safe and comfortable. She was very communicative about his health to make sure she was doing everything she could for him. We couldn’t have left him in better hands I highly recommend Ann!!!”
“She did a great job with my two boys. She communicate daily and even took the time to do somethings I told her on how to extra spoil them. I can honestly after a few years of trying I've finally found someone I trust dog/housesit.”
“Candi is the best dog sitter we have ever had, and that is truly the highest compliment! We have adopted many dogs over the years, many of whom were seniors with health issues. For that reason, it can be difficult to find a dog sitter who can give them the level of care they need. When we returned from our recent trip out of town, our normally anxious Chloe was completely calm and happy. Working with Candi feels like you're leaving your furbaby with your closest family. She is incredibly compassionate, caring, and a consummate professional. If you have pet care needs, do yourself a favor and book her today!”
About: I have always had dogs and love walking and playing with them. I always share a special bond with dogs, they are so friendly and comforting. My mom used to have her own doggy day care business and train dogs. I would love to meet new friendly faces and get to know your dogs. I believe that once I get to know your little pup, we will have a lovely time together. I have mostly had collies and shelties and currently I also have a pitbull/boxer mix. If your dog need meds, I have given plenty to other dogs in the past. I am very good at keeping dogs occupied and busy while having a good time too. I believe that if you give me a chance, your dog and I will have great times together going for walks and playing. I’m a teacher so this summer of ‘22 I am looking to have this as my full time job! I think that would be so much fun and the perfect fit for me and my schedule as I am very flexible! I love having toys around that my dogs love to use. I usually put my dogs closed in separate rooms during the day when we are gone. I would make sure all the dogs/pets would be as open or as separated as you’d like. Every dog is unique in their needs.
“Christi was a terrific house/pet sitter for us. She sent daily updates of activities and pictures of our cat, Lucy, and young golden retriever, Pepper. Pepper is a bit of a handful and Christi spent a lot of time with her on walks, car rides and clicker training. We really appreciated her efforts. The daily communications reassured us that our pets were in good hands. It was nice to see how Lucy snuggled right up to her. We were greeted by happy pets on our return and a tidy house. We highly recommend Christi for a pet sitter.”
“As always Tim has done a wonderful job with Dunkin. Unfortunately, he will be leaving the area soon and I won't be able to use him anymore. If he ever comes back, I will definitely be using him again.”
The median cost per night for house sitting in Winthrop is $60
Pet parents share their Rover experiences - Winthrop
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?
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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 pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for house sitting - Winthrop
Select a filter and find qualifying sitters offering house sitting.Sitters in Winthrop average 4 repeat house sitting clients
FAQs for House Sitting - Winthrop
Frequently asked questions about Rover
The average cost for House Sitting in Winthrop on Rover is $55.5 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of August 2026, there are 198 sitters on Rover offering House Sitting across Winthrop. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winthrop walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Winthrop maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Winthrop. On Rover:
- 100% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% 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.
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