Dog Boarding Winthrop

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Over 469
pet parents in Winthrop have booked dog boarding

Winthrop, Find top rated dog boarding

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

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Sitter Profile Image: Zwany & Leandro C.
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Zwany & Leandro C.
$62
total per night
5.0 out of 5 stars
127 reviews
53 repeat clients
10 years of experience
Winthrop, MA, 02152

Absolutely thrilled with the care Zwany and Leandro provided for my two dogs over the weekend! From start to finish, they went above and beyond. They kept me updated daily with photos and videos, which really put my mind at ease. They treated my pups like their own, showering them with attention and affection. I was especially impressed with the thoughtful report card they gave me at the end, detailing how the dogs did during their stay. It's clear they love what they do, and I can't recommend them enough. I'll definitely be rebooking their services in the future!

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Adam R.
Sitter Profile Image: Kerrin C.
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Kerrin C.
$78
total per night
5.0 out of 5 stars
8 reviews
1 repeat client
30 years of experience
Winthrop, MA, 02152

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.
Sitter Profile Image: Nola & Damian S.
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Nola & Damian S.
Star Sitter
$56
total per night
5.0 out of 5 stars
20 reviews
5 repeat clients
9 years of experience
East Boston, Boston, MA, 02128

Will definitely board with Nola and Damian again! From the meet and greet to picking our dog up, they were very easy to communicate with and took great care of Bori.

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Ellen L.
Sitter Profile Image: Elliot C.
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Elliot C.
Star Sitter
$111
total per night
5.0 out of 5 stars
129 reviews
35 repeat clients
23 years of experience
Revere, MA, 02151

Lady spent another great day with Elliott! She is always so happy when we arrive and clearly enjoys her time there. We are very grateful to be able to leave her in such good hands!

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Margaret L.
Sitter Profile Image: Jing P.
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Jing P.
Star Sitter
$65
total per night
5.0 out of 5 stars
43 reviews
13 repeat clients
5 years of experience
Quincy, MA, 02171

Not only did we have the benefit of Jing being in literal walking distance from our home, they did a phenomenal job of sending so many daily updates on Akina and Keiko that we were able to enjoy our time away for the wedding knowing they were in great hands. 100% will be going with Jing any time we need a sitter!

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Ricki R.
Sitter Profile Image: Rachel S.
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Rachel S.
$73
total per night
5.0 out of 5 stars
73 reviews
19 repeat clients
10 years of experience
Charlestown, Charlestown, MA, 02129

Rachel took care of Theo for two consecutive weekends when I needed a sitter. She was responsive and pick up/drop off was very easy. Her neighborhood seems good for dogs, with a park very close by. Thank you Rachel!

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Morgan O.
Sitter Profile Image: Tyler S.
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Tyler S.
Star Sitter
$62
total per night
5.0 out of 5 stars
141 reviews
63 repeat clients
10 years of experience
South Boston, South Boston, MA, 02210

Tyler and his fiancée did a fantastic job taking care of Soka again. They were very communicative throughout the stay and even handled both pick-up and drop-off, which was a huge help. We really appreciate the care they showed and look forward to booking with them again in the future!

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Charles A.
Sitter Profile Image: Jessica G.
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Jessica G.
$78
total per night
5.0 out of 5 stars
34 reviews
6 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

Jessica was the perfect match for Chumlee. Her and her family were loving and attentive to my Old girl and kept her calm and entertained. She gave her meds and accommodated her needs. We will booking with Jessica for our next trips. She is communicative and easy to coordinate with

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Ciara A.
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: Emily & Daniel D.
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Emily & Daniel D.
Star Sitter
$67
total per night
5.0 out of 5 stars
26 reviews
10 repeat clients
13 years of experience
East Boston, East Boston, MA, 02128

Emily and Daniel were phenomenal watching my dog Ace! Very accommodating, excellent communication and updates, and could tell Ace genuinely had a fun time and was taken care of!

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Eric J.
Sitter Profile Image: Felice S.
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Felice S.
Star Sitter
$50
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 amazing with joy! it was so much easier leaving for vacation knowing that joy was in good hands. really appreciated how detailed she was & it was clear from the start that joy was well taken care of. i’ll definitely be using her in the future:)

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Kam C.
Sitter Profile Image: Natali S.
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Natali S.
$45
total per night
5.0 out of 5 stars
32 reviews
4 repeat clients
28 years of experience
Lynn, MA, 01902

Natali was great! She watched my pooch for me last minute and ensured he was comfortable and well taken care of after being neutered a few days prior. Would definitely recommend and book her again!

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Lani N.
Sitter Profile Image: Greta W.
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Greta W.
Star Sitter
$50
total per night
5.0 out of 5 stars
11 reviews
4 repeat clients
2 years of experience
Cambridgeport, Cambridge, MA, 02139

Greta was very kind, patient, communicative and accommodating! Lots of updates and pics throughout my dogs stay. Plenty of walks and park time. He seemed genuinely happy to be there!

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Mina C.
Sitter Profile Image: Haowen S.
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Haowen S.
Star Sitter
$76
total per night
5.0 out of 5 stars
167 reviews
51 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: Rachel A.
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Rachel A.
Star Sitter
$70
total per night
4.9 out of 5 stars
169 reviews
72 repeat clients
6 years of experience
Chelsea, MA, 02150

Rachel was great with our German shepherd/ Australian shepherd mix! She sent pictures multiple times a day with an update on how she was doing and followed any instructions I had given prior to dropping our dog off. She deeply cares for the dogs well being and does anything she can for their best interest! We highly recommend Rachel to watch your fur baby ?

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Christie F.
Sitter Profile Image: Akhil N.
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Akhil N.
Star Sitter
$67
total per night
5.0 out of 5 stars
63 reviews
23 repeat clients
4 years of experience
Malden, MA, 02148

Our boys were well taken care of during our week long vacation. Lots of photos and snuggles were provided. We would definitely use Akhil again.

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

Jhona provided excellent care for Demi while I was away for a week. She was very communicative, caring, and attentive, and I was at ease knowing Demi was in loving hands. Jhona clearly is experienced and knows how to follow all instructions when taking care of your fur babies. I will absolutely book with Jhona again.

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Mariam E.
Sitter Profile Image: Ana Paula P.
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Ana Paula P.
$72
total per night
4.9 out of 5 stars
108 reviews
40 repeat clients
25 years of experience
Revere, MA, 02151

Ana was great! Our dog is really shy, and it was clear Ana was very patient with her and our dog quickly warmed up. Highly recommend booking with Ana!

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Sophia B.
Sitter Profile Image: Megan P.
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Megan P.
Star Sitter
$73
total per night
5.0 out of 5 stars
34 reviews
9 repeat clients
15 years of experience
Central, Boston, MA, 02114

We left Leo with Megan for nearly two weeks during our wedding/honeymoon. It was a long time to leave our pup with someone we didn’t know and we were nervous. Megan quickly calmed all our nerves by sending so many pictures and be very communicative. We’re so happy we decided to go with Megan and will definitely be using her again in the future!

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Nik L.
Sitter Profile Image: Rob S.
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Rob S.
$62
total per night
5.0 out of 5 stars
37 reviews
7 repeat clients
14 years of experience
Winthrop, MA, 02152

Rob was amazing! It was our puppy’s first time being away from us, and Rob handled it so well! Very communicative, sent photo updates, and made sure Figgus was taken care of from drop off to pick up! 10/10, would book again!

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Rachael R.
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The median cost per night for dog boarding in Winthrop is $65

Dog parents share their Rover experiences - Winthrop

1 / 1
5.0 out of 5 stars

My pup had another wonderful visit! Thank you, as always, for the peace of mind knowing she is in such good hands. 😄

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Mary G.
Boarding
5.0 out of 5 stars

Destinee was great! She sent us lots of updates, which we really appreciated, and Kiara seemed very happy and comfortable with her. It looked like she really enjoyed her stay. We would definitely recommend Destinee and would be happy to book with her again!

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Nicole V.
Boarding
5.0 out of 5 stars

Monica was an amazing dog sitter! She sent lots of updates and pictures so I could see how well my little anxious dog was doing with them from the very first day through the entire eight day stay for my senior schnauzer poodle with terrible separation anxiety. She was the perfect dog sitter for my pup, she kept her entertained and busy so she didn't even cry when I left her there! I got to actually enjoy my vacation, and do things I've been looking forward to without my dog, all while knowing my little love was in the best hands. My review for Monica would have to highlight her reliability, the warmth in her home she provided for my dog, and her professionalism. I will absolutely be using Monica for my dog sitting needs in the future.

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Laura A.
Boarding
5.0 out of 5 stars

John was the best with our pup! He kept us updated with several pictures throughout the day, and they were the best pics i’ve ever seen of my dog. I had solid peace of mind knowing that Frankie was having fun with other dogs and being well-loved and taken care of.

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Erik J.
Boarding
5.0 out of 5 stars

Yuliet and her husband took a great care of our dog Teddy. She updated me about how Teddy was doing. Teddy had a great time with them.

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Paul P.
Boarding
5.0 out of 5 stars

I have honestly lost count of how many times my dog has stayed with Ana. Every experience has been wonderful. I always know my dog is safe, comfortable, and well cared for.

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Natasa C.
Boarding
5.0 out of 5 stars

Gianna and Louann took amazing care of my babies! I loved the photos they took and they were so fantastic with my anxious pup’s behaviors.

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Melissa & Ashwal P.
Boarding
5.0 out of 5 stars

Zwany and Leandro were amazing with my girl Ruthie. Let were able to accommodate my schedule for my trip. I loved all of the daily updates, pics, and vids they sent. I know My Ruthie was well taken care of. Definitely recommend them!

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Dee D.
Boarding
5.0 out of 5 stars

My pup had a great stay with Yan, she is very communicative and responsive, she will update with daily pictures. Would recommend 100% to other pet owners :)

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Thao N.
Boarding
5.0 out of 5 stars

Carlos was amazing with Kala! He would send updates everyday and made us feel relaxed to enjoy our vacation! Kala had a great time! Will definitely rebook!

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Alejandra D.
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

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

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
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  • 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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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

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Popular requests for dog boarding - Winthrop

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Sitters in Winthrop average 10
repeat dog boarding clients

FAQs for Boarding - Winthrop

Frequently asked questions about Rover

The average cost for Dog 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 Dog 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 Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 3,943 sitters on Rover offering Dog Boarding across Winthrop. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

92% of Winthrop sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Winthrop landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winthrop home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winthrop.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Winthrop sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 .

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.

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

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

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