Dog Boarding Winthrop

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Over 408
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
• 140 reviews
58 repeat clients
10 years of experience
Winthrop, MA, 02152

“Zwany is always super easy to work with and very communicative about Debbie's status which gives me so much peace of mind while I have to leave her.”

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Amanda B.
Sitter Profile Image: Kerrin C.
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Kerrin C.
Star Sitter
$95
total per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
30 years of experience
Winthrop, MA, 02152

“Our dog was in great hands with Kerrin! When he suffered a minor injury while we were away, she too excellent care of him and gave consistent updates and photos. Highly recommend!”

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

“Our lab Bodhi just spent ten days with Rachel. Since we Rachel had pet sat and walked Bodhi a few times in the past six months we were confident that our girl was well cared for. Rachel has been very communicative and reliable. Highly recommend 🐾”

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Aileen A.
Sitter Profile Image: Akhil N.
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Akhil N.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 65 reviews
25 repeat clients
4 years of experience
Malden, MA, 02148

“Akhil was great with our dog. He frequently shared photos of Romeo investigating the yard, lounging on the couch and eating. Romeo had a great time and returned home even more spoiled than usual. Highly recommend!”

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James K.
Sitter Profile Image: Julie J.
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Julie J.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 256 reviews
75 repeat clients
22 years of experience
Brookline, MA, 02445

“Dusty had a great time with Julie, and she was terrific. Warm and caring, really great communication throughout Dusty’s stay, which is always much appreciated. Flexible and understanding on a traffic delay I had coming to get her. Would definitely have Dusty stay again and highly recommend to anyone else looking for quality care for your pup!”

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Michael L.
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: Aurora C.
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Aurora C.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 392 reviews
93 repeat clients
7 years of experience
Malden, MA, 02148

“Aurora and her husband took great care of my pup Miley. They send me so many updates throughout the day of her stay. Miley and Maddie played so much that she came home tired and happy. I’m looking forward to Miley’s next vacation at there place. Thanks so much.”

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Sups G.
Sitter Profile Image: Vanessa & Diana S.
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Vanessa & Diana S.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 33 reviews
14 repeat clients
15 years of experience
Malden, MA, 02148

“Vanessa & Diana were amazing caretakers for my dog Clover, and extremely attentive to her needs. Thanks so much for everything you did to make both her and I comfortable! So happy I found you 🙂”

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Caroline V.
Sitter Profile Image: Elise H.
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Elise H.
$56
total per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Central, Boston, MA, 02113

“Elise took wonderful care of Dixon! She sent frequent photos, was very accommodating and flexible with pickup and drop off, and he seemed to have a great time. would book again!”

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Daniel H.
Sitter Profile Image: Linda K.
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Linda K.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 57 reviews
15 repeat clients
30 years of experience
Medford, MA, 02155

“It was my dogs first time without us and Linda made me feel so comfortable about the whole thing. She’s very thorough in making sure he would be safe during his stay with her. We got updated throughout which also made me feel much better being without him. When we picked him up, I don’t think he wanted to leave! She is the perfect sitter for him. I already scheduled his next sleep over. Couldn’t recommend her more.”

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Noelle R.
Sitter Profile Image: Haowen S.
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Haowen S.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 201 reviews
68 repeat clients
13 years of experience
Everett, MA, 02149

“Good communication, frequent updates, thoughtful and attentive care and lots of exercise for my active dog! Great stay all around, recommend!”

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Gregory R.
Sitter Profile Image: Jhoanna S.
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Jhoanna S.
Star Sitter
$45
total per night
4.9 out of 5 stars
• 77 reviews
23 repeat clients
14 years of experience
Revere, MA, 02151

“Jhoanna took care of Olive like she was her own! I got tons of updates and quick responses that reassured me Olive was in the best hands possible. I’d use Jhoanna any time again in the future.”

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Julie K.
Sitter Profile Image: kimberly m.
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kimberly m.
$73
total per night
5.0 out of 5 stars
• 16 reviews
30 years of experience
Saugus, MA, 01906

“Kimberly boarded my two dogs, Bud and Holly, and I couldn't be happier with the care they got. They loved her right away and spent a lot of their time running around her yard. She kept me in the loop the whole time with photos and videos, so I had real peace of mind while I was away. Drop-off and pickup were quick and easy. I'd book with her again without a second thought, and I will!”

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Erick L.
Sitter Profile Image: Alec & Damien P.
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Alec & Damien P.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 45 reviews
9 repeat clients
2 years of experience
South Dorchester, Boston, MA, 02124

“They provided excellent care, and sent plenty of photos/updates of my special needs dog while I was away on an extended trip. They were also very accommodating when I needed to extend my trip due to a delay. I cannot recommend them enough.”

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Rocco V.
Sitter Profile Image: Britney W.
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Britney W.
$62
total per night
5.0 out of 5 stars
• 6 reviews
15 years of experience
Quincy, MA, 02170

“Britney was a wonderful sitter for our lab over a long weekend. Our dog came home exhausted and happy after her weekend with Britney, which included lots of playing, walking the neighborhood, and snuggling. Britney provided my husband and I with photo updates frequently, which we appreciated. Would book with Britney again in a heartbeat!”

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Caitlin L.
Sitter Profile Image: Hunter Victoria N.
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Hunter Victoria N.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
6 years of experience
Medford, MA, 02155

“We had a last minute trip during a holiday weekend and reached out to Hunter who quickly agreed to take care of our 15 year old toy poodle. She was quick to respond and provided great communication during the entire care. Our dog also got along great with her dogs. Would use her again!”

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Joseph L.
Sitter Profile Image: Hana E.
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Hana E.
Star Sitter
$39
total per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
2 years of experience
Fenway-Kenmore, Boston, MA, 02215

“Hana was very communicative and sent great photos! She was also very flexible with pickup time as our travel plans changed which we really appreciated. She was a great sitter and we’d absolutely use her again :)”

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Melissa B.
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: Rachael C.
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Rachael C.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
13 years of experience
Central, Boston, MA, 02114

“Rachael took great care of our boy while we were away. Highly recommend this sitter!”

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Amiles R.
Sitter Profile Image: Natasha & Jonathan M.
Verified Enhanced Background Check
Natasha & Jonathan M.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 163 reviews
62 repeat clients
20 years of experience
Lynn, MA, 01904

“Natasha and Jonathan kept this first time dog Daddy at ease the whole time. I had to go into the hospital last minute for emergency procedures and they helped me tremendously and they kept me updated everyday with pictures that made it a little bit easier for me to be separated from my baby girl. I highly recommend them.”

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Chris O.
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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

Fatima (and Eric) were wonderful hosts of Dixon! They opened up their home to him and he seemed to have a great time. She was communicative and followed up frequently with photos of him during his time with them. Would recommend for future bookings.

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Daniel H.
Boarding
5.0 out of 5 stars

Rob was once again an amazing sitter to my sweet, nervous Barry. He is communicative and informative. He sent photos of Barry in a halloweeen costume that I will treasure forever. This is my 2nd time using Rob for a long international trip, and I will return again in the future!!! Thank you!!

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Maura C.
Boarding
5.0 out of 5 stars

Jorge was absolutely fantastic! He was super responsive and kept me updated throughout with photos and videos, which gave me a total peace of mind while I was away. My dog can be sensitive, but I could tell right away that she felt comfortable, happy, and really liked him when I picked her up. I really appreciated Jorge taking care of my dog. I would highly recommend Jorge to anyone looking for a reliable and caring pet sitter!

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Helen J.
Boarding
5.0 out of 5 stars

Nubia is a great dog sitter. She took Mia for a couple of days and gave me daily updates and photos. I would absolutely book Nubia to dog sit again.

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Orla R.
Boarding
5.0 out of 5 stars

We left our dog Theia with John over the weekend while we were on vacation in Maine. John is an absolute dream of a dog sitter - he is attentive, kind, and so clearly loves dogs that we felt totally at ease leaving our dog with him. He has two dogs of his own and they all become fast friends. John sent a bunch of pictures and I swear Theia was smiling in each one. We highly recommend John, he is very responsive and flexible to meet our schedule needs. We feel very lucky to have found John and plan to use him again in the future. Theia came home a tired and happy pup, nothing more we could ask for!

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Maureen S.
Boarding
5.0 out of 5 stars

Ana has watched our dog on multiple occasions and always does a great job. She communicates well, is compassionate, and has been flexible with us. She’s great! We have zero issues with her and will continue to have her take care of our pets.

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Naya W.
Boarding
5.0 out of 5 stars

Rafiki was in such great hands! The videos and photos showed how much fun Rafiki was having. Can’t recommend Elliot enough!

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Colleen D.
Boarding
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

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

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

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
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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.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Winthrop

Select a filter and find qualifying sitters offering dog boarding.

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 November 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 November 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.

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.

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, 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.

Yes, you can find sitters who have experience with handling special pet needs in Winthrop. On Rover:

  • 85% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 94% 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.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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