Dog Boarding Winthrop

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Over 403
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.
Star Sitter
$64
total per night
5.0 out of 5 stars
• 135 reviews
58 repeat clients
10 years of experience
Winthrop, MA, 02152

“Russell had a marvelous time with Zwany and Leandro. They were very communicative and provided a loving home for our pup while we were away. We will be repeat customers for sure!”

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Lily C.
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
• 26 reviews
8 repeat clients
9 years of experience
East Boston, Boston, MA, 02128

“Nola and Damian were amazing! They took us last minute for my two young high energy pups. Communication was prompt and professional. My boys came home happy and well cared for, and I would happily book with Nola & Damian again!”

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Lisa B.
Sitter Profile Image: Vanessa T.
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Vanessa T.
$50
total per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
16 years of experience
East Boston, Boston, MA, 02128

“Tobie had a great stay with Vanessa. She was very communicative and sent lots of photos and updates during the stay. Tobie can’t wait to come back! 💕”

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Erica S.
Sitter Profile Image: Svetlana T.
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Svetlana T.
$84
total per night
5.0 out of 5 stars
• 31 reviews
15 repeat clients
6 years of experience
East Boston, East Boston, MA, 02128

“Svetlana watched Harper for me at last minute notice while we moved - thank you Svetlana! Harper had a great time and I got lots of pictures and updates! Appreciate it so much!”

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Holly C.
Sitter Profile Image: Chanel K.
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Chanel K.
Star Sitter
$70
total per night
5.0 out of 5 stars
• 103 reviews
28 repeat clients
7 years of experience
Malden, MA, 02148

“Chanel was wonderful! She not only took our little guy on short notice but she was also very flexible with drop-off and pick-up times. She sent updates and pictures of him. He seemed very happy and content. Highly recommend her!”

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Robert P.
Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
$70
total per night
5.0 out of 5 stars
• 297 reviews
115 repeat clients
15 years of experience
Chelsea, MA, 02150

“Victoria is amazing! Super communicative and caring, she sent lots of pictures and Bagel was clearly having a great time. We will definitely use her again!”

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Maria S.
Sitter Profile Image: Linda K.
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Linda K.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 54 reviews
14 repeat clients
30 years of experience
Medford, MA, 02155

“Thank you for loving and caring for Ralphie. He always enjoys the stay with you. I appreciate all of the updates and pictures from you as well.”

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Mami N.
Sitter Profile Image: Jessica G.
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Jessica G.
$78
total per night
5.0 out of 5 stars
• 38 reviews
9 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: Brooklynn H.
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Brooklynn H.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
16 years of experience
South Boston, South Boston, MA, 02127

“Brooklynn and Adam are amazing!! My dog is anxious and leash reactive, but he had no problems staying with Brooklynn. She made sure to walk him in quiet areas during less busy times, and her home is quiet and peaceful, which I'm sure helped Monty a ton. She had no problem giving him two different medications every morning, and he got so much love all weekend. We got so many pictures of Monty snuggling with Brooklynn and Adam - so cute! It was like he went to the spa for the weekend - we would love for her to watch Monty again!”

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Maddie H.
Sitter Profile Image: Radka O.
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Radka O.
$73
total per night
5.0 out of 5 stars
• 21 reviews
9 repeat clients
13 years of experience
Winthrop, MA, 02152

“Our two dogs stayed with Radka and her daughter for over a week and loved their time there! She was great about giving daily updates and sending lots of pictures, and it was clear from all of them that the dogs were in great hands and having a lot of fun! I think they especially loved the extra attention from her sweet daughter 😊 We highly recommend them and will definitely be trying to book with them again!”

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Mia M.
Sitter Profile Image: Maddy K.
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Maddy K.
Star Sitter
$69
total per night
5.0 out of 5 stars
• 34 reviews
11 repeat clients
10 years of experience
East Cambridge, Somerville, MA, 02144

“Maddy was so wonderful with my dog Jester!! We got tons of pictures and videos and you could tell how happy Jester was staying there. I was assured the whole time that my dog was well taken care of. We will use her again!”

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Lauren C.
Sitter Profile Image: Yuliet M.
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Yuliet M.
$47
total per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
2 years of experience
Revere, MA, 02151

“I’m always extra worried when I leave Bear but I felt like he was in really great hands with Yuliet! She sent lots of great updates while I was away and he was a very happy boy! Would love to have Bear stay with her again sometime”

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Ashlyn H.
Sitter Profile Image: Elizabeth & Rodrigo S.
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Elizabeth & Rodrigo S.
Star Sitter
$64
total per night
5.0 out of 5 stars
• 66 reviews
21 repeat clients
5 years of experience
Somerville, MA, 02145

“Elizabeth & Rodrigo always treat Gator as part of their family and I cannot express enough how much that helps my anxiety being away from him. I never worry about him knowing that he’s being loved & cared for! They always send plenty of updates and truly are the sweetest family. Gator & I are their biggest fans!!!”

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Madison J.
Sitter Profile Image: Jo & Adam C.
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Jo & Adam C.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 93 reviews
43 repeat clients
15 years of experience
East Cambridge, Cambridge, MA, 02142

“Bosco loves his time with Jo & Adam. He gets excited whenever we are near their apartment and we know that means he's we'll cared for and has a great time with them.”

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Micah K.
Sitter Profile Image: Yin L.
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Yin L.
$95
total per night
5.0 out of 5 stars
• 24 reviews
9 repeat clients
25 years of experience
South Boston, Boston, MA, 02210

“Yin was amazing!!! She was excellent at communicating, sent tons of pictures and updates, and was very accommodating as I adjusted timing last minute. Most importantly, it was obvious she really cared for my pup!! I’ll definitely have her care for Winston again.”

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Corey D.
Sitter Profile Image: Natasha & Jonathan M.
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Natasha & Jonathan M.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 160 reviews
62 repeat clients
20 years of experience
Lynn, MA, 01904

“Leo had a great time staying with Natasha. She’s was very communicative and shared many pictures throughout his stay. Will book again in future.”

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Derek M.
Sitter Profile Image: Alejandro H.
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Alejandro H.
$62
total per night
5.0 out of 5 stars
• 17 reviews
15 years of experience
Central, Boston, MA, 02113

About: Experienced with puppies, senior dogs, and dogs of all sizes. Former ASPCA shelter volunteer in San Francisco, providing safe, compassionate, and dependable care for every pet. I'm currently working at Lahey hospital im off at 3 and working to be a firefighter. Spending time with animals brings me happiness and joy I can take dogs on walks and get there energy out. Make sure they are hydrated. Or to just to keep them company at any time after 3

Sitter Profile Image: Arlene & Josiah A.
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Arlene & Josiah A.
Star Sitter
$95
total per night
5.0 out of 5 stars
• 31 reviews
5 repeat clients
18 years of experience
Chelsea, MA, 02150

“Fantastic! Completely flexible when my flight back into town got canceled, super communicative, and gave Peaches all the TLC she needed. Highly highly recommend”

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Daniel A.
Sitter Profile Image: Rob W.
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Rob W.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 131 reviews
63 repeat clients
15 years of experience
MELROSE, MA, 02176

“Rob was great with Boeing! Bo got great walks and puppy play time, and had fun playing with Rob’s kids. Rob was very attentive, sent pictures every day, and was very understanding when our return flight and Boeing’s pickup was delayed. Thanks so much Rob!”

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Jack K.
Sitter Profile Image: Jennifer C.
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Jennifer C.
$73
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Somerville, MA, 02145

“Jennifer is phenomenal!! I got so many adorable pupdates throughout the day, from how our pup was feeling, to photos of him smelling some pretty flowers (really!! it was the cutest!), to videos of him playing fetch. I love seeing that he’s having a great time, and it’s absolutely a doggie vacation when he’s at Jennifer’s. Highly highly recommend!”

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Danielle G.
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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

Ngoc and her family treated our puppy with incredible love and affection. We picked her up and she was so happy and calm. You know things are good when our dog made sure to say "bye" to Ngoc before we left her house! We would absolutely leave our puppy with Ngoc again. She was amazing!

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Brian G.
Boarding
5.0 out of 5 stars

Zwany & Leandro are very kind and extremely detail oriented in their care. I really appreciated all the pictures and updates. I knew my dog was always safe and well looked after!

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Laura H.
Boarding
5.0 out of 5 stars

Radka is always so great with Tilly! She loves to spoil her and she always comes home so happy and tired!! The best outcomes of a good sit :)

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Lindsey S.
Boarding
5.0 out of 5 stars

Fatima and Eric helped me out last minute with my reactive dog and I lucked out. It is obvious they have a lot of experience taking care of dogs. They provided updates every day that I was away. I am happy I found them and hope they are available the next time I am away.

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Lucas R.
Boarding
5.0 out of 5 stars

Lidiya made sure my dog was as comfortable as possible the whole time she watched him and kept us updated with messages and pictures the entire time- would definitely recommend her!

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Alex L.
Boarding
5.0 out of 5 stars

She was amazing with my 4-month-old puppy! Her communication was great, she kept me updated, and I felt comfortable knowing my puppy was in good hands. She was reliable, caring, and made the whole experience stress-free. I would definitely recommend her to anyone looking for a great pet sitter! ❤️

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Ellen B.
Boarding
5.0 out of 5 stars

Thanks Kerrin for taking excellent care of Char! We appreciated the updates and had such peace of mind knowing she was in good hands 😊

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Lisa H.
Boarding
5.0 out of 5 stars

Ana is a fantastic pet caretaker. She watched our young dog (8 months old) for over a week and he came back happy, healthy, and without skipping a beat. She communicates well, is flexible, and has a lot of experience. She is our go-to when we are away and need some extra support for our pets.

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Naya W.
Boarding
5.0 out of 5 stars

Elliot always takes Daisy on such fun adventures when she’s with him! It’s so comforting to know she is being well cared for while we are away.

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Jenna & Peter T.
Boarding
5.0 out of 5 stars

Yet another fun 🤩 time at John’s with his beautiful doggies. Marnie could not wait to go to him again! And came back exhausted from all the playing, love and affection she gets there. Simply the best! 🫶

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Jonathan W.
Boarding
5.0 out of 5 stars

Yan was so responsive and kind! It was easier to enjoy our vacation knowing my baby was in good hands 💞

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randi c.
Boarding
5.0 out of 5 stars

Nubia was amazing! Responsive, incredibly helpful, our dog absolutely loved her. We’ll definitely use her many more times!

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Katherine B.
Boarding
5.0 out of 5 stars

Jing is exceptionally kind, great with animals, and very easy to communicate with. I really appreciate her flexibility and always going above and beyond. Thank you Jing!

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Titi A.
Boarding
5.0 out of 5 stars

Laura did a wonderful job caring for my puppy, Kiki! She was incredibly patient and understanding of Kiki’s training needs and daily schedule. Laura was also very flexible with the pickup and drop-off times when I needed to pick Kiki up earlier than planned. She is thoughtful, caring, and clearly loves animals. I highly recommend her!

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Nina K.
Boarding
5.0 out of 5 stars

My 1.5 year old dog Obi LOVES going to boarding at Giana’s. We’ve had 2 weekend stays with her so far and I’m extremely happy with the whole experience. Both times Giana responded quickly to last minute requests - she was very accommodating to my schedule. I was really skeptical of using rover - we just moved back to Boston and had not yet found a good option for overnight stays for our dog and were in a bind so decided to try it out. I’m really glad we went with Giana. I was drawn to her by her profile and especially with her outdoor space. My dog loves to play so he has a blast there. What I love the most is all the updates. She sends photos / videos multiple times a day. Would 100% recommend Giana if you’re looking for someone you can trust and count on.

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Samantha J.
Boarding
5.0 out of 5 stars

I’m always extra worried when I leave Bear but I felt like he was in really great hands with Yuliet! She sent lots of great updates while I was away and he was a very happy boy! Would love to have Bear stay with her again sometime

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Ashlyn H.
Boarding
5.0 out of 5 stars

Weronikka and her husband took care of my dog for five days and did an amazing job. I had never met her or even spoken to her on the phone, before, so I was pretty nervous. But even before I left on my trip, she made me feel comfortable. Her constantly positive communication gave me confidence that I had left my baby with the right person. I will definitely ask her to take care of Herbie again.

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Peter M.
Boarding
5.0 out of 5 stars

Carlos was a amazing with my overactive Beagle mix! He even got her to be friends with another dog (she attacks all dogs), taking walks together, so he's a miracle worker. He is responsible and communicative. Highly recommend him and will def use him again!

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Elise M.
Boarding
5.0 out of 5 stars

Marianna was great watching my pup! She was very responsive when coordinating drop off and pick up. She also sent me photos a few time a day of different activities - napping, walking, playing, and meal time. I really appreciate Marianna opening her home to my pup and the amazing care she gave him. If I need anyone to watch my pup while I’m away, I will certainly reach out to her again. I definitely recommend to anyone looking for a reliable and caring person for boarding or daycare 🙂

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

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
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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 Dog Boarding - Winthrop

Frequently asked questions about Rover

The average cost of Dog Boarding in Winthrop is $56 per night as of October 2026. Most bookings cost between $32 and $77 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 3,915 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

94% of sitters in Winthrop can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

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

<b>Tip:</b> 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 , 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 .

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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