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%.

1 / 1
Sitter Profile Image: Jennifer K.
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Jennifer K.
Star Sitter
$73
total per night
5.0 out of 5 stars
14 reviews
3 repeat clients
30 years of experience
Swampscott, MA, 01907

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

They did a great job looking after my two year old golden retriever. I received text messages every day showing that my dog was well looked after. I recommend.

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Christopher D.
Sitter Profile Image: Belinda B.
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Belinda B.
Star Sitter
$89
total per night
5.0 out of 5 stars
19 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: Antonio L.
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Antonio L.
$63
total per night
4.9 out of 5 stars
82 reviews
20 repeat clients
23 years of experience
Chelsea, MA, 02150

Antonio was great with our two dogs. We will be leaving them for a longer period soon, but wanted to do a trial run to make sure it would work. I appreciate him being in contact with us as we planned this out, and his working to understand the needs of one of our dogs who has separation anxiety.

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

Rachel was amazing! She made us and Joey feel comfortable. She was super communicative and let us know how he was doing. We would book Rachel over and over.

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Jordan W.
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

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: Chanel K.
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Chanel K.
Star Sitter
$70
total per night
5.0 out of 5 stars
101 reviews
28 repeat clients
7 years of experience
Malden, MA, 02148

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

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Emilio P.
Sitter Profile Image: Ilya V.
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Ilya V.
$73
total per night
5.0 out of 5 stars
118 reviews
30 repeat clients
3 years of experience
East Cambridge, Cambridge, MA, 02141

Ilya was responsive, gave detailed daily updates, and sent pictures throughout the stay. He took Lia on multiple walks a day, and I think she really enjoyed her time there. I also appreciated that Ilya was super accommodating with a last minute change in my pick up time.

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Audrey M.
Sitter Profile Image: Megan P.
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Megan P.
Star Sitter
$78
total per night
5.0 out of 5 stars
35 reviews
10 repeat clients
15 years of experience
Central, Boston, MA, 02114

Megan was wonderful throughout the entire process. We got picture updates every day and he was absolutely loving all the walks and cuddles. Absolutely would recommend.

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Dr D.
Sitter Profile Image: Miranda M.
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Miranda M.
$73
total per night
5.0 out of 5 stars
9 reviews
6 repeat clients
18 years of experience
South Boston, South Boston, MA, 02127

Miranda was so wonderful with Charlie! She sent me so many cute photos and videos while I was away and I could tell he was having the time of his life! Would recommend her in a heartbeat!

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Jill T.
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: Todd V.
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Todd V.
Star Sitter
$79
total per night
5.0 out of 5 stars
25 reviews
8 repeat clients
17 years of experience
Medford, MA, 02155

Thank you so much for watching Harley! I could tell immediately that she felt comfortable/trusted you when I dropped her off and it made such a difference in allowing me to enjoy my trip. She’s already eaten the treat you sent her home with.

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Emily P.
Sitter Profile Image: Kylie R.
Kylie R.
$62
total per night
5.0 out of 5 stars
23 reviews
4 repeat clients
16 years of experience
East Boston, East Boston, MA, 02128

Kylie was so wonderful!! She was sent lots of pictures and updates during the stay! She quickly responded to messages and pick up/drop off were a breeze! Our dog came home happy and seemed to miss her new friend! Highly recommend Kylie!

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Kailey M.
Sitter Profile Image: Felice S.
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Felice S.
Star Sitter
$50
total per night
5.0 out of 5 stars
11 reviews
2 repeat clients
9 years of experience
East Boston, Boston, MA, 02128

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

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James F.
Sitter Profile Image: Joseph O.
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Joseph O.
Star Sitter
$67
total per night
4.9 out of 5 stars
261 reviews
126 repeat clients
22 years of experience
South Dorchester, Boston, MA, 02122

Our 10-year-old greyhound had an awesome time staying with Joe while we were up north with family. We will 100% use him again in the future! Easy to work with, communicative, and took good care of Maisey.

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Jordan H.
Sitter Profile Image: Aurora C.
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Aurora C.
Star Sitter
$78
total per night
5.0 out of 5 stars
383 reviews
89 repeat clients
7 years of experience
Malden, MA, 02148

Aurora was great with our dog Hailey! She stayed with her for more than two weeks and we got a lot of pictures! It was the first time Hailey stayed with someone else then family or friends, so we were anxious at first. We would book Aurora again, she also took the time to do a meet and greet upfront.

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Sarah S.
Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
$84
total per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
South Boston, Boston, MA, 02210

She sent so so many photos which I loved! Walked Blu so much and took great care of her! Will definitely rebook again and highly recommend! 💖

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Zayla J.
Sitter Profile Image: Yuliet M.
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Yuliet M.
$47
total per night
5.0 out of 5 stars
6 reviews
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: Julie J.
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Julie J.
Star Sitter
$67
total per night
5.0 out of 5 stars
244 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: Lori G.
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Lori G.
Star Sitter
$73
total per night
5.0 out of 5 stars
91 reviews
36 repeat clients
19 years of experience
Melrose, MA, 02176

Lori provided excellent care to our dog, Apollo, while we were away on vacation. She was very communicative, provided regular updates and sent a lot of great photos and videos! I would highly recommend her and will ask for her help again. Thank you so much, Lori!!

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Christina A.
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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

As always, Marnie had the best time with John and his beautiful doggies - whenever we take her to John she cannot wait to see him and she enjoys every second of her time spent with him and the gang. He’s the best!

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Jonathan W.
Boarding
5.0 out of 5 stars

Nubia was so sweet to my pup! Super communicative and was very good at sending updates! Will book again in the future, she’s so sweet!

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Katelyn M.
Boarding
5.0 out of 5 stars

Yan is THE BEST dog sitter! She was attentive to our dog’s needs and asked lots of thoughtful questions during our meet-and-greet. My dog was a bit nervous about boarding, but I could tell he adjusted quickly—Yan took him for long walks and even brought him to the beach. She also sent tons of pictures every day, which really eased my worries. On top of all that, Yan is a great communicator and such a kind person! We’re so lucky to have found her and will definitely hire her again for our future needs. Thank you, Yan!

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Ying Q.
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

We are repeat customers for a reason!!! Zwany and Leandro take such amazing care of our babies we don’t have to worry at all while we’re trying to enjoy our vacation. They are responsive and kind and love our dogs like they were their own. Their grooming service is also top notch!! I love being able to come home from a trip with clean and happy dogs waiting for me. We already have our next booking with them.

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Vanessa J.
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
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

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

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Bryan L.
Boarding
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Sitters in Winthrop average 10
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FAQs for 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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