Dog Boarding in Winthrop

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Top rated Winthrop dog boarders

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
$62
total per night
5.0 out of 5 stars
122 reviews
49 repeat clients
10 years of experience
Winthrop, MA, 02152

Zwany is amazing as always. She's responsive, caring, and always puts your dog's best interest first. I have booked with her three times now and I wouldn't want to book with anyone else!

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Amanda B.
Sitter Profile Image: Kerrin C.
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Kerrin C.
$78
total per night
5.0 out of 5 stars
6 reviews
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: Elliot C.
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Elliot C.
Star Sitter
$111
total per night
5.0 out of 5 stars
126 reviews
34 repeat clients
23 years of experience
Revere, MA, 02151

Elliot and Jo are the best! We felt immediately comfortable at our meet and greet and they took the time to make notes about Maple’s schedule as well as her little quirks and things to look out for that set her off. While we were gone we received daily updates with pictures showing off how much fun she was having at the park. Will definitely book with them again next time we go out of town!

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Helen B.
Sitter Profile Image: Jing P.
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Jing P.
$62
total per night
5.0 out of 5 stars
31 reviews
8 repeat clients
5 years of experience
Quincy, MA, 02171

Jing was highly responsive and took great care of Baks. Communication was thoughtful and prompt. She sent tons of pictures and updates which put my mind to ease. I was able to pick Baks up early with no issue and was very happy to see him early. Baks stayed with Jing for 4 nights while I was out of town.

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Lisa M.
Sitter Profile Image: Tyler S.
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Tyler S.
Star Sitter
$62
total per night
5.0 out of 5 stars
131 reviews
59 repeat clients
10 years of experience
South Boston, South Boston, MA, 02210

Tyler is AWESOME! He is prompt with messaging and sending photos. Not only did he provide some extra TLC to Vivian (helping her with stairs, etc.), Tyler was very accommodating of our travel schedule. Vivian also made some new friends during her stay! Highly recommend his friendly and thoughtful services.

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Loren S.
Sitter Profile Image: Rachel A.
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Rachel A.
Star Sitter
$70
total per night
4.9 out of 5 stars
167 reviews
71 repeat clients
6 years of experience
Chelsea, MA, 02150

It was our first time using the app and Rachel was amazing! We got frequent updates and lots of cute pics. I hope she’ll agree to watch Heyhey again!!

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Kate M.
Sitter Profile Image: Ivis S.
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Ivis S.
$67
total per night
4.9 out of 5 stars
80 reviews
38 repeat clients
6 years of experience
Charlestown, Charlestown, MA, 02129

Ivis was a wonderful sitter. She was happy to come pick Hugo up and drop him off and was very flexible with her times and communicative about when she would be arriving. One Hugo was with her we got regular updates and a Hugo had a great time. Highly recommended!

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Peter B.
Sitter Profile Image: Jamie A.
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Jamie A.
$62
total per night
5.0 out of 5 stars
9 reviews
1 repeat client
21 years of experience
East Boston, East Boston, MA, 02128

Jamie was great taking care of Maya, she sent me multiple updates throughout the week and made sure Maya was comfortable and happy!! I would definitely recommend her and will use again in the future!!

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Edgardo C.
Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
$78
total per night
5.0 out of 5 stars
281 reviews
111 repeat clients
15 years of experience
Chelsea, MA, 02150

Victoria was amazing!! Sent me lots of pictures and Beau always looked like he was having so much fun! He was a very happy pup when I got him back

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Rebecca F.
Sitter Profile Image: Emily & Daniel D.
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Emily & Daniel D.
Star Sitter
$67
total per night
5.0 out of 5 stars
25 reviews
9 repeat clients
13 years of experience
East Boston, East Boston, MA, 02128

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

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Eric J.
Sitter Profile Image: Silver E.
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Silver E.
$67
total per night
2 repeat clients
14 years of experience
South Boston, Boston, MA, 02127

About: I’m a lifelong dog owner with hands-on experience caring for a wide range of breeds, from energetic puppies to quirky seniors. I work from home, so I’m able to offer tons of attention, exercise, and consistency throughout the day. Having lived with everything from labs to Pyrenees mixes, I understand the importance of meeting each dog’s unique needs, whether that’s structured walks, gentle senior care, or patient socialization for shy pups. I’m comfortable with big dogs and independent personalities, and my own experience training puppies and supporting older dogs means your pup is in caring, knowledgeable hands.What sets me apart is my lifelong experience caring for a variety of breeds—including puppies and seniors—and my work-from-home flexibility means dogs get real companionship and attention all day. I understand big, independent, and quirky personalities, and I prioritize individualized care, from puppy training to gentle support for older dogs. I take the time to get to know every dog, building trust through patience, routine, and play. Pet care is a natural part of my daily life, not an afterthought. Since I work from home, I’m able to integrate walks, playtime, and check-ins throughout the day—whether it’s a morning stroll, afternoon games in the park, or relaxed evenings together. My routine is flexible, so dogs always get outside for fresh air and exercise and receive plenty of attention between my work sessions. On weekends, I love exploring new neighborhoods, local parks, or heading to the beach—always bringing dogs along for new adventures. Whether it’s active pups needing stimulation or seniors who prefer a calm presence, I adapt my days to make sure every dog feels comfortable, safe, and part of my everyday world. When caring for pets in my home, I make sure they’re comfortable, safe, and integrated into my daily routine—regular walks to nearby parks or the beach, supervised playtime, and cozy rest spots throughout my home. I keep to each dog’s familiar schedule as much as possible, including feeding times, exercise, and any training or medication routines. In a client’s home, I respect their space and routines, making sure pets feel secure in their own environment. I follow all instructions closely, from special diet needs to unique quirks or favorite toys, and keep in touch with updates and photos so owners know their pets are happy and cared for. Most importantly, I treat every dog like they’re my own—with patience, structure, and genuine affection—whether they’re here for a day, a weekend, or longer.

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

Super responsive and communicative! It was my first time boarding Koi with a Rover sitter and Linda was very reassuring and bonded very quickly with Koi. I'd board Koi with her again! The only downside is that Koi came home smelling a little bit of cigarette smoke, but Koi did stay with Linda for a whole week and I know Linda only smokes outdoors.

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Marilynn B.
Sitter Profile Image: Yan Y.
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Yan Y.
Star Sitter
$56
total per night
5.0 out of 5 stars
28 reviews
9 repeat clients
2 years of experience
East Boston, Revere, MA, 02151

Yan was a great sitter for our dog! She was super communicative and was great at sending us updates! Also, her ability to do pick up and drop off service was super helpful!

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Lisa F.
Sitter Profile Image: Laura A.
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Laura A.
Star Sitter
$39
total per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

About: I’ve been caring for family pets for over 10 years and have developed a deep understanding of the attention, patience, and love that animals need. From daily walks and playtime to feeding routines and basic grooming, I’ve helped care for dogs of all ages and personalities. I’m comfortable handling pets with different energy levels and temperaments, and I always prioritize their safety and well-being. I know how important it is to find someone you can trust with your furry family member, and I treat every pet like they’re my own. I just graduated from Suffolk Law and will be home studying for the bar exam all summer! Having furry friends around is a great way to unwind and recharge from studying! Your dog’s safety is my top priority every step of the way. I take great care to make sure each pup is safe, secure, and stress-free! Whether we’re on a walk, playing in the yard, or hanging out indoors.

Sitter Profile Image: Ana Paula P.
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Ana Paula P.
$74
total per night
5.0 out of 5 stars
89 reviews
38 repeat clients
25 years of experience
Revere, MA, 02151

My dog stayed with Ana for a few days and was incredibly well taken care of! She looked so happy and comfortable the whole time. Even though she has some trust issues, she warmed up to Ana very quickly and was cuddling with her as if they had known each other forever. Highly recommended!!

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Natasa C.
Sitter Profile Image: John C.
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John C.
Star Sitter
$67
total per night
5.0 out of 5 stars
48 reviews
7 repeat clients
50 years of experience
Somerville, MA, 02145

John is so good to our dog. We’ve left her with him multiple times and trust him to take care of her. John sends thorough updates and great pictures. We always look forward to receiving his updates. We will definitely be rebooking with him in the future!

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Rachel R.
Sitter Profile Image: Peyton E.
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Peyton E.
$45
total per night
5.0 out of 5 stars
3 reviews
10 years of experience
South End, Boston, MA, 02118

Peyton took great care of my puppy, Luna while I was away for the weekend. She was very reliable and attentive and I could tell Luna was very happy and content to be in her care. She sent lots of photos and updates which I really appreciated, and I’d definitely recommend Peyton to anyone looking for a pet sitter!

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Bridget H.
Sitter Profile Image: Natali S.
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Natali S.
Star Sitter
$45
total per night
5.0 out of 5 stars
9 reviews
2 repeat clients
28 years of experience
Lynn, MA, 01902

Thank you so much for your professionalism and empathy during Mylo’s day. I felt comfortable and confident in your ability to take care of Mylo. I highly recommend!

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Hanoi R.
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
47 reviews
16 repeat clients
5 years of experience
Somerville, MA, 02145

Elizabeth and Rodrigo were absolutely amazing with Bruno over Christmas break. From the start, they were kind, communicative, and clearly cared so much about him. I felt completely at ease knowing he was in such good hands, and it was obvious he was happy and well cared for the entire time. They kept me updated, treated him like one of their own, and went above and beyond. I could not recommend them enough!!!

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Gabrielle P.
Sitter Profile Image: Jess M.
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Jess M.
Star Sitter
$67
total per night
5.0 out of 5 stars
102 reviews
63 repeat clients
10 years of experience
Milton, MA, 02186

Jess was great! She took great care of Ted over Thanksgiving, kept us well-updated, and he came home happy and completely worn out. Highly recommend!

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Dan C.
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Over 494
pet parents in Winthrop have booked dog boarding

Winthrop dog parents share their Rover experiences

1 / 1
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

I would highly recommend Kerrin to anyone looking for someone to care for their pet! Oakley was so well taken care of and Kerrin provided plenty of pictures and updates during his stay with them! Picked him up knowing he was well cared for and happy!

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Nathaniel H.
Boarding
5.0 out of 5 stars

Otto can be a very nervous little guy, but Yan and her roommate were very patient and understanding and went above and beyond to make sure Otto was happy and comfortable. Would definitely book with Yan again!

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Julia S.
Boarding
5.0 out of 5 stars

Ana did an amazing job of taking care of my dog during his multi-day boarding. Ana paid close attention to my dog’s needs that we discussed beforehand. During my dog’s visit, Ana stuck with his routine and provided me regular updates with photos. I appreciated that. I highly recommend booking your pet boarding with Ana. They will be in her safe and capable hands.😊

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Charles R.
Boarding
5.0 out of 5 stars

Elliot and Jo were great with this trial stay for our pup, Tony. We were able to schedule a Meet & Greet promptly, and we all agreed to a one night trial stay to ensure that they could meet Tony’s needs and our expectations. We got multiple updates with photos and/or videos and they followed his instructions to a T. We’re glad to have found new, quality sitters to care for our baby when we travel!

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Kathryn & Matthew H.
Boarding
5.0 out of 5 stars

We found Zwany & Leandro after our regular Dog sitter moved away - and they are such a gem! Super communicative, extremely responsible but easy-going at the same time, and very sweet with the pups. You can tell this is truly what they love to do. They were also very flexible and accommodating when our travel plans suddenly changed which was super appreciative. They are awesome!!

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Rachel H.
Boarding
5.0 out of 5 stars

Maylis took great care of my dog. She was very communicative throughout her time pet sitting and sent daily pictures as well. My dog seemed comfortable in his pictures and happy when I picked him up. Maylis also informed me of his seasonal allergies kicking in towards the end of his stay with her. I would recommend her to anyone!

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Daniel V.
Boarding
5.0 out of 5 stars

As always, working with Kayla was seamless and an absolute pleasure! We love to travel but hate leaving our pup, so it is wonderful to know that he is happy and well cared for while we are away. He gets walks, treats, and lots of snuggle time, and loves playing with her sweet dog. Thanks so much, Kayla!

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Eve L.
Boarding
5.0 out of 5 stars

Colleen and Kevin were amazing. This was our first time using Rover and they exceeded all expectations. They showed our dog, Milo, the love and attention he needs while also advocating for him when another guest was all over him. They kept us updated at all times with photos and videos and showed genuine love and care for Milo. 10/10 would recommend!

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Tom M.
Boarding
5.0 out of 5 stars

Monica is warm and friendly. She sent regular photos and videos of my dog throughout the weekend. Poppy looked happy and cared for

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Sarah D.
Boarding
5.0 out of 5 stars

Catherine was great! She sent daily pictures and never had me worry about Bob when he was staying with her. I would rebook her services again in a heartbeat!

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Meredith P.
Boarding
5.0 out of 5 stars

Mia took care of our dog Sonya while we were on vacation for a week. She has a small apartment, so Sonya was always near her when she was at home. Mia was sending daily updates with photos, and was answering all the questions. I recommend Mia to anyone who is looking for help with their pets!

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Julia T.
Boarding
5.0 out of 5 stars

Shaun was wonderful! He took care of my dog after my prior care plans fell through last minute right before an international trip. He made time to do a meet and greet and talk through care despite the time crunch. Shaun was extremely attentive and communicative, letting me know immediately about anything that seemed worth discussing. He also sent lots of cute pictures and great updates! Pooka was sad to leave him!

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Leah S.
Boarding
5.0 out of 5 stars

I was on a work trip to London for a week and it was my first time to leave Charlie with Jordyn. She did a fantastic job taking care of Charlie and provided me with updates daily few time!!! Very respectful and great caregiver!

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Nachi P.
Boarding
5.0 out of 5 stars

We are so grateful for Louann and Gianna - we actually had a tough spot where we booked a cheaper dog sitter who did an awful job and thankfully L&G took in our pup and took amazing care of him. They’re great people and so good with our fur babies :) thank you!!

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Alec R.
Boarding
5.0 out of 5 stars

Ruby takes excellent care of Spunki for us and he loves his visits with Santiago, Don Pedro, and Pablo!

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Miguel B.
Boarding
5.0 out of 5 stars

Svetlana was really great with my 4year old cockerpoo. She was responsive to my inquiry, met up with us for a meet & greet, and seemed to really enjoy hosting my pooch. We’re all in for our next visit ! 🐾🐾

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Viking G.
Boarding
5.0 out of 5 stars

I couldn't he happier with the care Capo (my dog) received. During the 15 days over Christmas and New Year holidays, Yunlou was incredibly attentive and responsible. He sent me regular photos and updates, which gave me so much peace of mind while I was away. It was clear my dog was well cared for, comfortable, and happy the entire time. Communication was excellent, and I truly appreacited the kindness and dedication shown. I would absolutely book with Yunlou again and highly recommend him to anyone looking for a trustworthy and caring sitter.

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Flora C.
Boarding
5.0 out of 5 stars

Gabriel took great care of our senior pup, kept us up to date with notes and photos, and had some great tips for how to approach some issues we're having as Olive is aging. Will definitely book when possible!

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Ethan B.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Winthrop is $63

Why Choose Rover?

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  • Reservation protection

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

  • World-class support

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

Sitters in Winthrop average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Winthrop is $63 per night, including service fees. Boarding your dog for one week typically costs $441. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winthrop dog boarding rates can be found as low as $29 to as high as $79 per night.

If you’re searching for a Winthrop dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 4,051 sitters provided dog boarding in Winthrop. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Winthrop dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Winthrop have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winthrop.

Rover makes it easy to find Winthrop dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 4,051 dog boarding sitters in Winthrop on Rover, so you’re sure to find the perfect match for your dog! In Winthrop, 91% of sitters offer daily exercise, 95% offer medication administration, and 88% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.