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 459
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%.

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Sitter Profile Image: Belinda B.
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Belinda B.
Star Sitter
$89
total per night
5.0 out of 5 stars
• 20 reviews
12 repeat clients
2 years of experience
Stoneham, MA, 02180

“Piper came back happy from Belinda’s! Belinda was very responsible, flexible, and made sure to slowly introduce Piper to her own pup! If I am back in town with Piper I will definitely reach out to her again!”

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Ilana F.
Sitter Profile Image: Brooklynn H.
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Brooklynn H.
$45
total per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
16 years of experience
South Boston, South Boston, MA, 02127

“Brooklyn watched our Sydney for a quick overnight. She was very kind and responsive. Very accommodating of our pup's schedule and needs. We felt very at ease knowing she was in good hands”

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Ken S.
Sitter Profile Image: Fatima &  Eric G.
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Fatima & Eric G.
$47
total per night
10 years of experience
East Boston, East Boston, MA, 02128

About: I’ve spent the last 10 years as a dog mom to three very different pups, each of whom taught me something different about caring for dogs. I’ve cared for a disabled dog who required daily hands-on care and mobility assistance, a large senior dog, and a nervous/reactive dog. Because my own dogs had needs that made leaving them with someone else stressful, I understand how important it is to find someone you truly trust. I was always the nervous dog mom asking a million questions and worrying while I was away, so my goal is to give other dog parents the peace of mind I always wanted. I’m comfortable with senior dogs, mobility needs, medications, diapers and hygiene care, nervous or anxious pups, and dogs who simply need a little more patience and understanding. These days my home is a little quieter, and I have a lot of dog-mom love with nowhere to go. I’d love to give your pup a safe, comfortable home away from home where they can settle in, be loved, and be treated like one of my own while you’re away. I’m a consultant with a flexible schedule and work from home on Mondays and Fridays. Our mornings are pretty flexible, so your pup’s day can start with a walk, breakfast, potty time, and plenty of attention before I begin my day. On the days I do go into work, I plan my schedule around the pups staying with me and aim to never leave them alone for more than 3–4 hours at a time. Whether your dog is used to being crated when home alone or prefers to free roam, I’m happy to follow the routine they’re most comfortable with. My boyfriend also lives with me and will be part of their care. He is home after 2 PM Tuesday through Saturday, and I don’t work weekends, so between the two of us there is plenty of time for walks, playtime, cuddles, and keeping your pup company. I know every dog is different, so I want their stay with me to feel as close to their normal routine as possible. I’m happy to follow your pup’s feeding, walking, medication, sleeping, and crating routine, including dogs who are more comfortable having their own space. I live in a dog-friendly area of East Boston with the waterfront and beach right behind me, so there are plenty of options for walks and outdoor time. I also understand that a dog-friendly neighborhood isn’t necessarily ideal for every dog. If your pup is reactive, nervous, or uncomfortable around other dogs, I’m comfortable adjusting our walking route and schedule to give them the space they need. I also have a dog stroller available for senior dogs or pups with mobility limitations who still enjoy getting outside. Most importantly, I’ll never force your dog into an environment or interaction they aren’t comfortable with. I want your pup to feel safe here and you to feel comfortable knowing their individual needs are being respected.

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

“Jennifer was amazing watching our puppy, Loki! She even provided pet taxi for pick up and drop off! She kept us updated throughout his weekend stay with her the entire time and he loved playing with her 2 pups! Thank you so much!”

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Vy C.
Sitter Profile Image: Ilya V.
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Ilya V.
$73
total per night
5.0 out of 5 stars
• 119 reviews
33 repeat clients
3 years of experience
East Cambridge, Cambridge, MA, 02141

“Charlie loves Ilya’s place and all the fun friends he meets on a visit. Ilya has been so helpful and flexible with drop off and pickup times while my apartment is having realtor showings and I’ve been on longer work trips, saving me a lot of stress!”

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Clayton W.
Sitter Profile Image: Tiffany & Steve L.
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Tiffany & Steve L.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 521 reviews
183 repeat clients
10 years of experience
East Boston, East Boston, MA, 02128

“Tiffany and Steve boarded our dog Ralphie for 8 days. We tried their daycare services out a few times prior to leaving Ralphie for 8days so he would feel more comfortable with them. After only two day visits Ralphie, who is in a fearful stage of people he doesn’t know, took right to Tiffany and Steve due to their caring and attentive nature. Needless to say the 8 days of boarding went great. Lots of updates and even helpful tips for some new dog parents like us. We willl continue to send Ralphie to Tiffany and Steve for daycare trips and overnights. We highly recommend.”

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

“Linda was so kind and sweet withy dog. She sent updates and pictures. She has a great dog-friendly couch my dog loved, and she got non-skid mats to make sure my dog was comfortable. My dog is elderly so can either be sleepy and peaceful or need a little extra TLC, and Linda took great care of her. She was attentive to my dog’s needs, health, and comfort. I would be happy to trust Linda with my dog’s care again!”

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

“Rachel was great! It was Harley’s first time staying with a new sitter and he can be unpredictable, but Rachel was reassuring and positive about watching Harley and that helped ease my anxiety! She was communicative, sent pictures and did a great job with giving Harley his meds that he is sometimes fussy about. Very happy to have a new reliable dog sitter to add to my rotation!”

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Colie C.
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 and Diana took amazing care of our dog! They were incredibly flexible when we needed to push our pickup time back a few hours. I could not recommend them highly enough!”

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Carley G.
Sitter Profile Image: Julie J.
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Julie J.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 251 reviews
74 repeat clients
22 years of experience
Brookline, MA, 02445

“Julie was amazing, it’s no wonder she has star sitter status! I always get nervous leaving my dog with new people, but she sent lots of pictures and updates about how he was doing. Seymour came home so content and relaxed!”

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Jessica S.
Sitter Profile Image: Aurora C.
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Aurora C.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 384 reviews
92 repeat clients
7 years of experience
Malden, MA, 02148

“Aurora is an amazing sitter for our black lab Iris. She’s the number one person I trust to take care of my fur baby while I’m away. She’s dependable and responsible.”

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Alana O.
Sitter Profile Image: Maryah A.
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Maryah A.
Star Sitter
$39
total per night
4.8 out of 5 stars
• 23 reviews
8 repeat clients
10 years of experience
Stadium-Armory, Everett, MA, 02149

“Maryah did a great job taking care of Alfie. She was quick to respond to my messages and provided me updates on Alfie. When I went to pick up Alfie, I could see he was very well taken care of. Thank you, Maryah!”

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Diana H.
Sitter Profile Image: TIANYUE S.
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TIANYUE S.
Star Sitter
$73
total per night
4.9 out of 5 stars
• 56 reviews
28 repeat clients
5 years of experience
Quincy, MA, 02169

“Tianyue took great care of Elliot. She sent lots of photos and managed his medications and eye drops very well. I felt super comfortable leaving Elliot with her for nearly a week.”

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Meghan S.
Sitter Profile Image: Christina B.
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Christina B.
Star Sitter
$70
total per night
5.0 out of 5 stars
• 58 reviews
13 repeat clients
15 years of experience
Wellington-Harrington, Cambridge, MA, 02141

“The best experience I have ever had with a sitter! Christina was extremely flexible and communicative! She provided photos of our pup having the best time all weekend and frankly our dog was less than impressed with us when we picked her up. Will definitely be booking her again.”

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Samantha H.
Sitter Profile Image: Haowen S.
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Haowen S.
Star Sitter
$76
total per night
5.0 out of 5 stars
• 197 reviews
64 repeat clients
13 years of experience
Everett, MA, 02149

“Haowen and his girlfriend were wonderful Rovers! I found Haowen after my previously-booked Rover cancelled last minute. Because of the last minute booking, I was very nervous, but Haowen was very attentive and asked a lot of questions up front to understand my dog’s needs and how best to accommodate her. During her stay, I received multiple pictures per day showing her having a wonderful time with Haowen.”

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Devin S.
Sitter Profile Image: Richard Y.
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Richard Y.
$56
total per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
South End, Everett, MA, 02149

“Richard and his gf were amazing, very responsive and periodically sent pictures and updates without us asking. 10000% would recommend and use again”

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Johnny H.
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

“Joe and Adam were awesome with Livey, she can be a lot because she has so much energy, but they made sure to give her plenty of exercise and stimulation as I had instructed, and were responsive and willing to ask questions if necessary”

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Robyn R.
Sitter Profile Image: Zoe C.
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Zoe C.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
9 years of experience
South Boston, Boston, MA, 02127

“Zoe was great taking care of Rosie. She communicated well and it was clear that Rosie really enjoyed her stay and even got to see Zoe’s office :) I will definitely book Zoe again! Thank you!”

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

“We’ve left our dog Oscar with Sarah a couple times now, and she’s been super responsive and accommodating, kept us updated, and Oscar always seems happy to see her and in a great mood when we pick him up!”

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Alexandra P.
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
Lynn, MA, 01905

“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.
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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

Sundae had a great time! We were out of town for our wedding and I’m so thankful she was happy and secure here. Can definitely recommend!

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Maisie M.
Boarding
5.0 out of 5 stars

Excellent communication, easy pick up and drop off, incredibly friendly. John cared for Chunk like he was his own. Chunk had a wonderful vacation with John and was so happy making new friends with his pups. Highly recommend!

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Nicholas C.
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

Tippy had another wonderful stay with Elliot and Jo! They always take fabulous care of him and ensure he gets all the adventures, food, and cuddles he could ever want! Love their daily updates and photos too. ☺️

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Ni L.
Boarding
5.0 out of 5 stars

I was apprehensive about leaving my two small dogs with a stranger fir a few days, as we already had traveled a bit this summer a d they were still a bit out of sorts, but Monica quickly eased those concerns. She sent me a video almost immediately, and kept the photos and videos.coming. The love she and her children have for animals was evident. My dogs were well-cared for, and mu older, still-energetic Russell terrier enjoyed his play time with the kids Would use Monica's services again.

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Ed G.
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

Ana was communicative, respectful and patient with our fur babies! She sent us pics and kept us informed of any issues or concerns. We really appreciate her flexibility with drop-off and pick-up times.

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Joselyne R.
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

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
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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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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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

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Sitters in Winthrop average 10
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FAQs for Pet Boarding - Winthrop

Frequently asked questions about Rover

The average cost for Pet Boarding in Winthrop on Rover is $58.85 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of 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 3,981 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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