House Sitting Winthrop

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Over 193
pet parents in Winthrop have booked house sitting

Winthrop, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Melissa R.
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Melissa R.
Star Sitter
$95
total per night
4.9 out of 5 stars
110 reviews
36 repeat clients
12 years of experience
Boston, MA, 02128

We're so grateful to Melissa for taking such good care of our wonderful but neurotic dog Birdie! Melissa is communicative, responsible, and clearly loves dogs. We would have her to sit for Birdie again anytime.

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Cornelius H.
Sitter Profile Image: Alexandra L.
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Alexandra L.
$117
total per night
5.0 out of 5 stars
48 reviews
19 repeat clients
7 years of experience
Winthrop, MA, 02152

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!!

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Jeremy D.
Sitter Profile Image: Jake M.
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Jake M.
$36
total per night
1 repeat client
1 year of experience
Revere, MA, 02151

About: I’ve had animals of all kind my entire life, from guinea pigs to pugs to rescue mixes, and everything in between. I’ve worked as a professional dog walker caring for up to 8 dogs at a time. I take great pride in treating all of the animals like my own! My goal is to work in pet care full time! I’m available Monday through Friday, any time between 8am and 5pm. I am also available on weekends if communicated in advance. I tailor my care to each pets individual routine to maintain consistency and minimize their stress. I am comfortable greeting dogs who have free rein of their home or dogs who are crated during the day. I would love to take your pet for walks, to play in a nearby park or yard, or just stop in for potty and snack breaks - whatever they need!

Sitter Profile Image: Lauren B.
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Lauren B.
$89
total per night
5.0 out of 5 stars
34 reviews
8 repeat clients
10 years of experience
Boston, MA, 02129

Lauren took great care of the house and Greta. She was very communicative and a pleasure to talk to. We very much appreciate her time, efforts, and advice

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John K.
Sitter Profile Image: Arshneel K.
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Arshneel K.
$89
total per night
5.0 out of 5 stars
59 reviews
21 repeat clients
8 years of experience
Boston, MA, 02110

Arshneel has been a wonderful sitter for my two dachshunds! She has watched them twice for a day each and has been very kind and flexible to work with

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Mj K.
Sitter Profile Image: Haowen S.
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Haowen S.
Star Sitter
$100
total per night
5.0 out of 5 stars
190 reviews
63 repeat clients
13 years of experience
Everett, MA, 02149

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!

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Ilana R.
Sitter Profile Image: Kristina M.
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Kristina M.
Star Sitter
$106
total per night
5.0 out of 5 stars
107 reviews
26 repeat clients
34 years of experience
South End, Boston, MA, 02116

Kristina was wonderful with our bernadoodle puppy! She gave us a few updates throughout the night, followed all instructions we left regarding her bathroom routine etc and also sent amazing pictures! Will definitely book her again!

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Hannah E.
Sitter Profile Image: Mia O.
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Mia O.
$89
total per night
5.0 out of 5 stars
5 reviews
3 repeat clients
8 years of experience
Winthrop, MA, 02152

About: I’ve been working in the pet care industry for over 8 years, with experience in both dog and cat care. I’ve spent time in grooming salons and doggy daycares, where I developed strong skills in handling pets of all temperaments and sizes. My training began at Essex Tech, where I learned how to groom dogs and gained a foundation in basic obedience training. Over the years, I’ve been trusted by many pet owners to care for their beloved animals—whether it’s grooming, feeding, walking, administering medications, or just spending quality time with them. I’m confident in my ability to care for both dogs and cats with patience, compassion, and attention to detail, and I take pride in creating a safe and loving environment for every pet I look after. I’m fully committed to giving your dog the attention and care they deserve. Whether it’s a fun outing to the dog park or beach, a long walk, or just a quick stroll around the block—I’ll be there to make sure they’re happy, safe, and well-loved every step of the way. Every animal in my care receives the attention, love, and support they need—whether they’re staying in my home or I’m caring for them in yours. I always strive to do what’s best for the dog, their owner, and myself, making sure everyone feels comfortable, respected, and at ease in every situation.

Sitter Profile Image: Sasha P.
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Sasha P.
Star Sitter
$106
total per night
5.0 out of 5 stars
42 reviews
15 repeat clients
25 years of experience
Boston, MA, 02128

Sasha was responsible, communicative and enthusiastic, and Rosie and I liked her right away! I would give Sasha the highest of recommendations, and hope to have her take care of Rosie again.

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Susan B.
Sitter Profile Image: Anastasia C.
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Anastasia C.
$70
total per night
5.0 out of 5 stars
6 reviews
2 repeat clients
5 years of experience
East Boston, Boston, MA, 02128

Anastasia responded to my booking with less than an 24 hour notice. She immediately responded and made time to meet my pup Clem within an hour of booking! She was very communicative while I was away and made sure to send lots of updates throughout her stay. She’s dog and human approved!!

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Kristian B.
Sitter Profile Image: Triin P.
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Triin P.
$95
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
14 years of experience
Chelsea, MA, 02150

Triin was so great with my golden retriever, Louis! Triin was so sweet and caring with him and loved spending time with him! Triin was so professional and flexible with timing as well and respectful of my home. I am definitely rebooking!

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Jennifer C.
Sitter Profile Image: Denise P.
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Denise P.
$75
total per night
5.0 out of 5 stars
12 reviews
1 repeat client
16 years of experience
Central, Boston, MA, 02114

Denise was wonderful with our dog Bear!

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John L.
Sitter Profile Image: Annaliese G.
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Annaliese G.
Star Sitter
$89
total per night
5.0 out of 5 stars
108 reviews
31 repeat clients
3 years of experience
Chelsea, MA, 02150

Sophie and my cats were happy and well cared for when I returned, and my home was left clean and tidy. Communication throughout the stay was good, and I also appreciated her willingness to be flexible while battling a cancelled flight incident during my travels. Overall, it was a positive experience.

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Merisa A.
Sitter Profile Image: Masiel P.
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Masiel P.
Star Sitter
$145
total per night
5.0 out of 5 stars
67 reviews
30 repeat clients
5 years of experience
East Cambridge, Cambridge, MA, 02141

Our first experience with Masiel was great. She was warm, friendly and had great energy. She was so loveable with my dog, Charlie. She sent photos and updates and kept my house very clean. We’re excited to use her again.

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Jasmin W.
Sitter Profile Image: Hang Y.
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Hang Y.
$56
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
9 years of experience
South Boston, Boston, MA, 02127

About: I’m a lifelong animal lover with experience caring for cats and dogs. I’m a cat mom since 2017, volunteer at a local cat shelter, and enjoy spending time with animals of all personalities and energy levels. Whether it’s a walk, playtime, feeding, or simply keeping your pet company. I have a very flexible schedule, which allows me to be available for your pet’s needs throughout the day. I’m happy to accommodate different routines and schedules, and I’m also available for evening, nighttime, and weekend care. I’ll work with you to make sure your pet gets the attention and care they need! I live in a spacious apartment with plenty of room for pets to feel comfortable. I also have a separate room available for shy or nervous cats who may need a quiet space to settle in. When visiting your home, I’m always careful when opening doors and entering or leaving to help prevent curious cats or dogs from accidentally getting out.

Sitter Profile Image: Carlie H.
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Carlie H.
$45
total per night
5 years of experience
Winthrop, MA, 02152

About: I’ve cared for dogs and pets for friends, family, and neighbors for years and genuinely love spending time with animals. I’m responsible, attentive, and comfortable with feeding, walks, playtime, check-ins, and keeping pets on their normal routines. I’m active and happy to give energetic dogs plenty of exercise, but I’m just as happy hanging out with pets who prefer cuddles and a relaxed day. I’ll treat your pet like my own and make sure you feel comfortable and updated while you’re away! My schedule is currently very flexible, which gives me plenty of time to care for your pets and work around their normal routine. I’m available for walks, drop-in visits, and pet sitting throughout the week and on weekends, including mornings, afternoons, and evenings. I always make your pet’s safety and comfort my priority. I’ll follow your instructions closely, keep their feeding, walking, and medication routines consistent, and make sure your home is left exactly as I found it. I’m also happy to send regular photos and updates so you know your pet is happy, safe, and well cared for.

Sitter Profile Image: Volkan E.
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Volkan E.
$117
total per night
5.0 out of 5 stars
64 reviews
16 repeat clients
20 years of experience
Boston, MA, 02129

We can’t say enough positive things about Volkan! Our dog Kiko spent 9 days with him, and she was the happiest we’ve seen her in our absence. Thank you so much for your care, dedication, and consistent communication. We’ll definitely be asking for your help in future!

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Elizabeth E.
Sitter Profile Image: Sarah L.
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Sarah L.
$100
total per night
5.0 out of 5 stars
13 reviews
3 repeat clients
13 years of experience
East Boston, east boston, MA, 02128

Sarah took really great care of my dog and listened to all the instructions! I appreciate her going above and beyond with my dog while I was away.

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Laura & Clif B.
Sitter Profile Image: Jessica A.
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Jessica A.
Star Sitter
$134
total per night
5.0 out of 5 stars
50 reviews
27 repeat clients
9 years of experience
Central, Boston, MA, 02109

It was my first time using Rover and Jessica was the best cat sitter! She sent me pictures of my cat everyday and was on top of everything! She is so incredibly kind and my cat absolutely loved her! Can’t recommend her enough!

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Payton G.
Sitter Profile Image: Christian P.
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Christian P.
$105
total per night
4.8 out of 5 stars
17 reviews
6 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

Thank you Christain for taking care of Harley!

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Vincent L.
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The median cost per night for house sitting in Winthrop is $65

Pet parents share their Rover experiences - Winthrop

1 / 1
5.0 out of 5 stars

Annaliese was amazing with our pup for a week long stay! She left the house tidy, was kind enough to bring in our mail, and most importantly loved on our boy and gave us plenty of updates. Quick responses to our messages and great communication overall. We will definitely be booking with her again!

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Kristen T.
House Sitting
5.0 out of 5 stars

Skylar rocks. Atlas is going through medical issues. Skylar followed our specific instructions, and she allowed him quality playtime and matched his energy. It was clear from our initial meet and greet that Atlas decided that she was part of his pack.

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Edwin B.
House Sitting
5.0 out of 5 stars

Super professional, awesome and very sweet with our super skittish cat who took to her quickly! Very communicative and sent us tons of pics of our baby, 1000/10!!!

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Merry C.
House Sitting
5.0 out of 5 stars

Julia was an excellent house sitter. She took great care of our pets and left our home in cleaner shape than she found it! Would definitely hire her again

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Luke R.
House Sitting
5.0 out of 5 stars

As always, my 2 angels didn't fail to make her stay eventful, but Maddie genuinely loves them, no matter what trouble they cause!

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Holly T.
House Sitting
5.0 out of 5 stars

We booked Alexandra last minute. The very next day she arrives at the agreed arrival time and my dog loved her. The entire time we were away she was open to communication and sent videos of she and my dog playing and on walks. She left our apartment exactly how we left it, with happy healthy pets.

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Grayson & Mark P.
House Sitting
5.0 out of 5 stars

Emily was so great! We came back to a happy dog and a clean house. She was super communicative over the course of her whole stay with our dog. She sent a lot of great updates and pictures. She took care of our home and our dog so well. We will definitely use her again!

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Alison B.
House Sitting
5.0 out of 5 stars

Alicia watched dog at my home while I was at my wedding, everyone who I usually have watch her was also at my wedding.She was so amazing, It felt so good knowing my dog was in such good hands. She sent so many pup dates and was just absolutely lovely. She stayed at my house and left it so clean and my dog was so happy and loved her so much!

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Sarah K.
House Sitting
5.0 out of 5 stars

Absolutely amazing dog/ house sitter! Shaun is VERY responsive and reliable; and provides real-time updates with pictures and videos. Apparently there was a coyote near our backyard when our dog was outside and he notified us immediately, picked up our dog and went inside. He's thoughtful, caring and left our house exactly as we left it for the weekend. We will absolutely use Shaun over and over again. We feel lucky to have found him. Thanks again Shaun!

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Scott R.
House Sitting
5.0 out of 5 stars

Trin was absolutely wonderful with our Cavalier King Charles Spaniel, Zero! From our first meet & greet, she was kind, professional, and made us feel completely at ease. While we were away, she sent us regular updates and lots of photos, which meant so much to us. Zero looked happy, relaxed, and comfortable the entire time. When we got home, he was calm, content, and clearly very well cared for. She also took great care of our home, followed all of our instructions, and communicated with us throughout the stay. We truly felt that Zero was treated like one of her own. We couldn’t have asked for a better first Rover experience, and we would absolutely book with Trin again. Highly recommend her to anyone looking for a trustworthy, caring, and reliable sitter!

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Burçin S.
House Sitting
5.0 out of 5 stars

Melissa was awesome with my fur babies! She responded quickly and gives frequent updates and pictures. I plan on using her again!

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Lisa B.
House Sitting
5.0 out of 5 stars

We are so grateful to Amy for taking care of our pup while we are away. Her communication helps us navigate all the emotions of being away.

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Nicholson D.
House Sitting
5.0 out of 5 stars

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.

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Ana E.
House Sitting
5.0 out of 5 stars

Jennifer was amazing! She provided great updates throughout the day and I could tell from the pictures my needy & quirky pup was very comfortable around her!

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Chase G.
House Sitting
5.0 out of 5 stars

Sergio is always so amazing with Summer! We are so grateful he had time to come hangout with her while we went out for the night. He keeps you constantly updated and overall does such an amazing job! We will continue to book with him!

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Kayla C.
House Sitting
5.0 out of 5 stars

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!

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Jami W.
House Sitting
5.0 out of 5 stars

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!

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Rebecca M.
House Sitting
5.0 out of 5 stars

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!

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Dominique G.
House Sitting
5.0 out of 5 stars

Sophia is wonderful! Communicative, friendly, and was great with my giant dog and cat. She hunkered down with my pets during a massive blizzard and eased our minds during the storm while we were out of town. Thank you, Sophia!!

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Paige B.
House Sitting
5.0 out of 5 stars

Stephanie always takes amazing care of our pups and our house! She is reliable and extremely communicative and we trust her completely. She has become our go-to for sitting when we go away.

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Vanessa O.
House Sitting
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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

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  • 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. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for house sitting - Winthrop

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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 $46.62 per night (as of September 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 September 2026, there are 6,235 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:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% 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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