Pet Boarding Winthrop

Find a loving Winthrop pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 485
pet parents in Winthrop have booked pet boarding

Winthrop, Find top rated pet boarding

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: Lori G.
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Lori G.
Star Sitter
$73
total per night
5.0 out of 5 stars
86 reviews
33 repeat clients
19 years of experience
Melrose, MA, 02176

This was Luna’s first stay with Lori and I knew she was in great hands. Lori has a great set up with a fenced in yard and lives in a nice, quiet neighborhood. Lori was amazing at communicating, sending lots of pics and updates and making sure I knew Luna was safe and having lots of FUN! Lori took her on lots of adventures and took videos to show me real-time action. Lori also went above and beyond when Luna lost her Fi GPS device and Lori tracked it down by retracing steps and finding it in the woods. I highly recommend Lori and will absolutely be partnering with her again to watch Luna for me!

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Brenda S.
Sitter Profile Image: Sarah R.
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Sarah R.
$67
total per night
4.8 out of 5 stars
106 reviews
55 repeat clients
6 years of experience
CHELSEA, MA, 02150

Our westie Thor had a wonderful time staying with Sarah! He got along great with her two Maltese and came home happy and tired. Sarah was excellent - easy to work with, super responsive and sent regular updates and videos to keep us posted on our little guy's weekend away. Would highly recommend - thanks for taking such good care of Thor!

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Tony P.
Sitter Profile Image: Jhona F.
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Jhona F.
Star Sitter
$45
total per night
5.0 out of 5 stars
7 reviews
5 repeat clients
7 years of experience
East Boston, Boston, MA, 02128

Pablo had an excellent stay! Jhona was very communicative and I appreciate all the details shared during Pablo’s stay. I definitely recommend Jhona to anyone in need of a sitter!

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Sayo B.
Sitter Profile Image: Haowen S.
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Haowen S.
Star Sitter
$76
total per night
5.0 out of 5 stars
157 reviews
48 repeat clients
13 years of experience
Everett, MA, 02149

What an amazing experience. My first time using Rover and Haowen exceeded all expectations. Haowen's apartment was neat and clean, and has many pet friendly amenities at his complex. His communication is superb and responses are very prompt (usually within mere minutes). All throughout the stay, he kept me posted with lots of photos. My dog was definitely well taken care of. Will definitely book again.

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Michael Y.
Sitter Profile Image: Jamie A.
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Jamie A.
$62
total per night
5.0 out of 5 stars
13 reviews
2 repeat clients
21 years of experience
East Boston, East Boston, MA, 02128

Jamie was great taking care of Maya, she sent me multiple updates throughout the week and made sure Maya was comfortable and happy!! I would definitely recommend her and will use again in the future!!

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Edgardo C.
Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
$84
total per night
5.0 out of 5 stars
286 reviews
112 repeat clients
15 years of experience
Chelsea, MA, 02150

This was our first booking with Rover. Victoria has been amazing and made this a great first experience! She was very easy to communicate with and send us frequent updates and pictures. Our dog was well taken care off and we could see on the pictures that he had a great time and felt comfortable. We will definitely book with her again.

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Mandy L.
Sitter Profile Image: Felice S.
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Felice S.
Star Sitter
$47
total per night
5.0 out of 5 stars
9 reviews
2 repeat clients
9 years of experience
East Boston, Boston, MA, 02128

Felice was very communicative and took great care of my old dog Charlie. She let us introduce Charlie a couple of days before his stay and remained in communication throughout to let us enjoy our time away without worrying about his wellbeing. Would recommend!

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James F.
Sitter Profile Image: Peyton E.
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Peyton E.
$45
total per night
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
South End, Boston, MA, 02118

Peyton took great care of my puppy, Luna while I was away for the weekend. She was very reliable and attentive and I could tell Luna was very happy and content to be in her care. She sent lots of photos and updates which I really appreciated, and I’d definitely recommend Peyton to anyone looking for a pet sitter!

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Bridget H.
Sitter Profile Image: Samantha D.
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Samantha D.
Star Sitter
$84
total per night
5.0 out of 5 stars
103 reviews
46 repeat clients
5 years of experience
Lynn, MA, 01904

Samantha and her family loved Willow like one of their own! I would send her back any time. They were also extremely understanding and flexible when our flight home was delayed and we had to adjust our pickup time several hours later.

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Becky S.
Sitter Profile Image: Jennifer K.
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Jennifer K.
Star Sitter
$73
total per night
5.0 out of 5 stars
14 reviews
3 repeat clients
30 years of experience
Swampscott, MA, 01907

We sent our little Skaii to board with Jennifer and her family for the 4th, they were so lovely and caring. She sent adorable photos of her to us as well, overall loved how she took care of our little chihuahua and would definitely rebook with her again! ❤️

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Alex G.
Sitter Profile Image: Gienna S.
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Gienna S.
Star Sitter
$75
total per night
5.0 out of 5 stars
81 reviews
35 repeat clients
25 years of experience
Lynn, MA, 01904

Gienna was great with our dog Murphy. She had excellent communication (lots of notes and photos) during his stay with her and she clearly has a lot of valuable experience taking care of dogs and making sure they adjust into the new space.

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Emily P.
Sitter Profile Image: Sarah W.
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Sarah W.
$69
total per night
5.0 out of 5 stars
5 reviews
3 repeat clients
25 years of experience
South End, Boston, MA, 02118

Wonderful experience. Sarah took in our two pups on a last minute booking for the weekend, made sure she had all the details about their care, and sent pictures of how well they were doing. We were confident they were in good hands.

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Jessica G.
Sitter Profile Image: Linda K.
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Linda K.
Star Sitter
$62
total per night
5.0 out of 5 stars
47 reviews
13 repeat clients
30 years of experience
Medford, MA, 02155

Our dog Anfi is a shy and very anxious girl. We’re usually unable to leave the house without her due to her separation anxiety, but thanks to Linda that’s no longer the case! Linda has been so amazing. She has treated Anfi with much love and care, and we are so appreciative of that! We look forward to many more day care and boarding stays with Linda!

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Samantha L.
Sitter Profile Image: Julie J.
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Julie J.
Star Sitter
$56
total per night
5.0 out of 5 stars
224 reviews
70 repeat clients
22 years of experience
Brookline, MA, 02445

I would highly recommend Julie. She watched my golden retriever for a weekend while I was out of town. She send frequent updates and photos which I loved. Julie clearly loves dogs very much and that is evident in how well she takes care of them.

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Katie K.
Sitter Profile Image: Chanel K.
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Chanel K.
Star Sitter
$70
total per night
5.0 out of 5 stars
97 reviews
27 repeat clients
7 years of experience
Malden, MA, 02148

Chanel is probably the best pet sitter we’ve ever had on this app. She was attentive and communicative and our pup seemed to really like being with her. Can’t recommend her enough!

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Emilio P.
Sitter Profile Image: Lynne C.
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Lynne C.
Star Sitter
$100
total per night
5.0 out of 5 stars
363 reviews
70 repeat clients
2 years of experience
Somerville, MA, 02143

Lynne was fantastic when we needed someone last minute on NYE!! She was attentive to my pup’s sensitive stomach, and sent tons of photos and updates. Thanks, Lynne!!

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Sophia S.
Sitter Profile Image: Ilsa K.
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Ilsa K.
Star Sitter
$56
total per night
5.0 out of 5 stars
8 reviews
2 repeat clients
11 years of experience
Somerville, MA, 02143

Ilsa is a great dog sitter! She sent me tons of cute pics and videos of my dog during his stay. She lives in a great neighborhood with a yard which I know my dog loved. I would absolutely recommend her services and definitely book with her again!

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Lucy S.
Sitter Profile Image: Grace & Andrew C.
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Grace & Andrew C.
$89
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
East Cambridge, Cambridge, MA, 02141

Grace and Andrew were great! Super responsive, kept us constantly updated on Gus and all the fun activities they did with him, and sent lots of photos which we appreciated! They were able to keep up with our high-energy boy and took great care of him. Thank you guys, highly recommend!

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Patrick J.
Sitter Profile Image: Zach C.
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Zach C.
Star Sitter
$73
total per night
5.0 out of 5 stars
63 reviews
19 repeat clients
15 years of experience
Back Bay-Beacon Hill, Boston, MA, 02114

Zach was fantastic! He came through for us last minute when our other sitter cancelled last minute. He watched our dog Nugget for the weekend, and was flexible, communicative, easy to work with, and very attentive to our needs and directions. We'll definitely use him again.

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Owen S.
Sitter Profile Image: Logan M.
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Logan M.
$72
total per night
5.0 out of 5 stars
4 reviews
15 years of experience
South Boston, Boston, MA, 02127

Logan and her dog Gus were wonderful with my golden. Logan has a natural confidence and calm presence that the dogs respond to immediately — they listen to her and clearly feel comfortable around her. She handled everything with ease and professionalism. I felt completely at ease knowing my dog was in such capable hands. Highly recommend!

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John S.
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The median cost per night for pet boarding in Winthrop is $65

Pet parents share their Rover experiences - Winthrop

1 / 1
5.0 out of 5 stars

Zwany and Leandro were fantastic! They were very communicative while watching our three dog crew, sending pictures and videos all throughout our trip! Will definitely book again.

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Scott D.
Boarding
5.0 out of 5 stars

Yan did incredibly with Otto! He can be a very nervous dog and she went above and beyond to make sure he was comfortable and happy while respecting his boundaries. I would definitely recommend Yan.

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Julia S.
Boarding
5.0 out of 5 stars

If I could give John more than five stars, I would. He accepted Loki on emergency short notice after another sitter cancelled, and spent the weekend pampering Loki like no one else! He was even willing to watch Loki for an extra day after my flight back was severely delayed.

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Serena N.
Boarding
5.0 out of 5 stars

Elliot cared for our pup during the 4th of July holiday and took excellent care of the fur baby! We got daily updates and beautiful pics taken in portrait mode. Will be rebooking Elliot for our future travels!

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Kathryn & Matthew H.
Boarding
5.0 out of 5 stars

Symonne was fantastic! She was reliable, communicative, and took excellent care of my cat while I was away. I received regular updates and photos, which gave me peace of mind. My cat was happy, and clearly well cared for when I returned. I would definitely book with her again and highly recommend her services! -AC

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Alex C.
Boarding
5.0 out of 5 stars

Kiara was super nice and communicative with me before and during my pups stay with her. She walked him a lot and had a yard he could run and lay in which he loved! My dog is anxious and has separation anxiety but he went with her with no issues or hesitation. All of the pictures she sent of him, he seemed happy calm and relaxed which definitely put my worries at ease. 10/10 recommend Kiara!!

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Nia O.
Boarding
5.0 out of 5 stars

Kerrin was fantastic! Duke had so much fun with her, she sent the cutest pictures and he was having a blast! She’s wonderful and kept my puppy very happy while I was away.

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Katrina K.
Boarding
5.0 out of 5 stars

Lindsey spent the week with my 5 month puppy. Lindsey immediately made Fredrick feel at home, and they had the best time together. Lindsey provided the best care for my little guy, they did all sorts of activities together, and I got photo updates regularly! I am so thankful for Lindsey and recommend her to all other pet owners. I will definitely reach out to Lindsey next time I need care! Thanks so much !!

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Gideon C.
Boarding
5.0 out of 5 stars

Sarah took great care of our dog Saucer while we were away! She spent lots of time with him and sent regular updates with great photos. I would definitely recommend her for any dog sitting needs!

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Cameroun S.
Boarding
5.0 out of 5 stars

Our dog stayed with Radka for two weeks. She was excellent at keeping in touch, sending us daily pictures and detailed accounts of his day. She also checked in regularly about his eating and pooping issues and was very responsive and dedicated to his well-being. I know she not only met his basic needs but also provided him with lots of love and attention, which is really what he needs. It really felt like he was on vacation, too - what a relief! We are so grateful for all the care and thought she put into this and we will for sure ask gor her help watching Pumpkin again.

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Magda T.
Boarding
5.0 out of 5 stars

Ana did an amazing job of taking care of my dog during his multi-day boarding. Ana paid close attention to my dog’s needs that we discussed beforehand. During my dog’s visit, Ana stuck with his routine and provided me regular updates with photos. I appreciated that. I highly recommend booking your pet boarding with Ana. They will be in her safe and capable hands.😊

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Charles R.
Boarding
5.0 out of 5 stars

Lulu takes great care of my cat and provides updates and cute photos constantly. I’ll definitely have Lulu to look after my cat.🐈‍⬛

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Bryan L.
Boarding
5.0 out of 5 stars

Maylis took great care of my dog. She was very communicative throughout her time pet sitting and sent daily pictures as well. My dog seemed comfortable in his pictures and happy when I picked him up. Maylis also informed me of his seasonal allergies kicking in towards the end of his stay with her. I would recommend her to anyone!

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Daniel V.
Boarding
5.0 out of 5 stars

As always, working with Kayla was seamless and an absolute pleasure! We love to travel but hate leaving our pup, so it is wonderful to know that he is happy and well cared for while we are away. He gets walks, treats, and lots of snuggle time, and loves playing with her sweet dog. Thanks so much, Kayla!

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Eve L.
Boarding
5.0 out of 5 stars

Colleen and Kevin were amazing. This was our first time using Rover and they exceeded all expectations. They showed our dog, Milo, the love and attention he needs while also advocating for him when another guest was all over him. They kept us updated at all times with photos and videos and showed genuine love and care for Milo. 10/10 would recommend!

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Tom M.
Boarding
5.0 out of 5 stars

Monica is warm and friendly. She sent regular photos and videos of my dog throughout the weekend. Poppy looked happy and cared for

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Sarah D.
Boarding
5.0 out of 5 stars

Catherine was great! She sent daily pictures and never had me worry about Bob when he was staying with her. I would rebook her services again in a heartbeat!

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Meredith P.
Boarding
5.0 out of 5 stars

Mia took care of our dog Sonya while we were on vacation for a week. She has a small apartment, so Sonya was always near her when she was at home. Mia was sending daily updates with photos, and was answering all the questions. I recommend Mia to anyone who is looking for help with their pets!

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Julia T.
Boarding
5.0 out of 5 stars

Shaun was wonderful! He took care of my dog after my prior care plans fell through last minute right before an international trip. He made time to do a meet and greet and talk through care despite the time crunch. Shaun was extremely attentive and communicative, letting me know immediately about anything that seemed worth discussing. He also sent lots of cute pictures and great updates! Pooka was sad to leave him!

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Leah S.
Boarding
5.0 out of 5 stars

I was on a work trip to London for a week and it was my first time to leave Charlie with Jordyn. She did a fantastic job taking care of Charlie and provided me with updates daily few time!!! Very respectful and great caregiver!

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Nachi P.
Boarding
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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

    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. 1. Search

    Browse profiles of sitters near you who offer pet boarding
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Sitters in Winthrop average 10
repeat pet boarding clients

FAQs for Dog Boarding - Winthrop

Frequently asked questions about Rover

The average cost for Pet Boarding in Winthrop on Rover is $55.5 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding 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 Pet Boarding. For more information on service fees, click here .

There are 4,062 sitters on Rover for Pet Boarding in Winthrop. About 90% of Winthrop sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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.

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.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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