Dog Boarding Winthrop

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

Over 436
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%.

1 / 1
Sitter Profile Image: Zwany & Leandro C.
Verified Enhanced Background Check
Zwany & Leandro C.
Star Sitter
$62
total per night
5.0 out of 5 stars
129 reviews
55 repeat clients
10 years of experience
Winthrop, MA, 02152

zwany did really well with my anxious pup - she was incredibly patient with her and adjusted her care for what Gouda needed. I had complete peace of mind while away that my pup was in the best of care. We will definitely be rebooking her again in the future!

Profile image
Ro R.
Sitter Profile Image: Kerrin C.
Verified Enhanced Background Check
Kerrin C.
Star Sitter
$78
total per night
5.0 out of 5 stars
10 reviews
2 repeat clients
30 years of experience
Winthrop, MA, 02152

Kerrin and Chris were amazing with our dog Lizzie—she had an absolute blast staying with them. They sent daily pictures, which gave us total peace of mind, and it was clear she was being cared for like part of their own family. We couldn’t have asked for a better experience!

Profile image
Colleen Crane C.
Sitter Profile Image: Victoria B.
Verified Enhanced Background Check
Victoria B.
Star Sitter
$67
total per night
5.0 out of 5 stars
291 reviews
113 repeat clients
15 years of experience
Chelsea, MA, 02150

It was our first time leaving Miss Kiki alone with anyone else overnight and we were a bit worried how she’d react. Well, Victoria put me at ease with a meet/greet a couple of days before to get acquainted. She stayed over for two full nights and during that time I received pics of their walks, bath and just hanging out cuddling etc. I would/will call upon Victoria again - she truly put me at ease. Oh, and Miss Kiki loved her too!

Profile image
Raymond J.
Sitter Profile Image: Elliot C.
Verified Background Check
Elliot C.
Star Sitter
$111
total per night
5.0 out of 5 stars
131 reviews
35 repeat clients
23 years of experience
Revere, MA, 02151

Lady just had her first visit with Elliot. She has had a traumatic past and does not respond well to strangers, however in this case, she immediately seemed to feel safe and comfortable. We are very grateful for the peace of mind he provided!

Profile image
Margaret L.
Sitter Profile Image: Emily & Daniel D.
Verified Enhanced Background Check
Emily & Daniel D.
$70
total per night
5.0 out of 5 stars
30 reviews
11 repeat clients
13 years of experience
East Boston, East Boston, MA, 02128

Ellis had a short stay with Emily and Daniel but will definitely be back! They sent great pics and updates and were flexible when our plans shifted slightly. Their dog seemed super sweet too and it looks like the pups got along well!

Profile image
Ileza C.
Sitter Profile Image: Tyler S.
Verified Enhanced Background Check
Tyler S.
Star Sitter
$62
total per night
5.0 out of 5 stars
145 reviews
63 repeat clients
10 years of experience
South Boston, South Boston, MA, 02210

Tyler and his fiancé went above and beyond and seemed like our Yuki had an amazing time ☺️ regular updates and pictures were always included and he even offered to drop her off the next day, which was so so sweet of them to do! Highly recommend and we will definitely book again for sure!

Profile image
Dani N.
Sitter Profile Image: Rachel A.
Verified Background Check
Rachel A.
Star Sitter
$70
total per night
4.9 out of 5 stars
170 reviews
72 repeat clients
6 years of experience
Chelsea, MA, 02150

Rachel did a wonderful job taking care of Duke! We got plenty of updates, pictures and even videos of him having fun during his stay. Rachel was easy to communicate with and coordinate drop-off and pick-up. Would highly recommend!

Profile image
Rachel V.
Sitter Profile Image: Jing P.
Verified Enhanced Background Check
Jing P.
Star Sitter
$73
total per night
5.0 out of 5 stars
51 reviews
15 repeat clients
5 years of experience
Quincy, MA, 02171

Jing and her husband took such good care of Monty while I was away. They sent tons of photos/videos, and it was so reassuring to see him having fun at their house. I think their dog is Monty’s best dog friend now!

Profile image
Sakura O.
Sitter Profile Image: Yan Y.
Verified Enhanced Background Check
Yan Y.
Star Sitter
$56
total per night
5.0 out of 5 stars
33 reviews
12 repeat clients
3 years of experience
East Boston, Revere, MA, 02151

Yan was very responsive and provided constant updates with photos and videos! She also gave my dog a bath! Would absolutely recommend Yan to anyone looking for a dog sitter in the area!

Profile image
John F.
Sitter Profile Image: Rachel S.
Verified Enhanced Background Check
Rachel S.
$73
total per night
5.0 out of 5 stars
75 reviews
19 repeat clients
10 years of experience
Charlestown, Charlestown, MA, 02129

Highly recommend Rachel. She was very flexible with scheduling as we had to adjust times for both drop off and pick up. Bodhi was very comfortable which we could see from the many photos and video that Rachel sent to us. Such a comfort to know our girl was loved. Thank you, Rachel!

Profile image
Aileen A.
Sitter Profile Image: Nola & Damian S.
Verified Enhanced Background Check
Nola & Damian S.
Star Sitter
$56
total per night
5.0 out of 5 stars
22 reviews
6 repeat clients
9 years of experience
East Boston, Boston, MA, 02128

Nola and Damian were so great! This was our first time using Rover and we were a little hesitant about leaving Toki with someone new. However, they made us feel super comfortable and clearly took great care of her during our time away.

Profile image
Lisa C.
Sitter Profile Image: Natali S.
Verified Enhanced Background Check
Natali S.
$45
total per night
5.0 out of 5 stars
37 reviews
5 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!

Profile image
Hanoi R.
Sitter Profile Image: Kwangwoo K.
Verified Enhanced Background Check
Kwangwoo K.
$67
total per night
5.0 out of 5 stars
23 reviews
2 repeat clients
10 years of experience
South End, Boston, MA, 02118

I boarded my dog for 2 weeks. Kwangwoo was very professional to work with and treated Chiffon very well. Chiffon is a picky eater, and he went out of the way to hand-feed her on her first night when she was too stressed to eat. Thanks a lot!

Profile image
Chengyi L.
Sitter Profile Image: John C.
Verified Enhanced Background Check
John C.
Star Sitter
$67
total per night
5.0 out of 5 stars
53 reviews
9 repeat clients
50 years of experience
Somerville, MA, 02145

I am very glad I found John, as he was such a caring & attentive & calm sitter for slightly anxious dog. He gave routine updates & pictures to keep me informed of how things were going, & I can tell my dog had a very comfortable stay. I will definitely be booking John again!

Profile image
Kerry S.
Sitter Profile Image: Jessica G.
Verified Enhanced Background Check
Jessica G.
$78
total per night
5.0 out of 5 stars
34 reviews
7 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

Jessica and her family were amazing! They took wonderful care of our dogs. I’m definitely using her again! We received pics daily and she is awesome with communication. Thanks again!!

Profile image
Kate M.
Sitter Profile Image: Aurora C.
Verified Enhanced Background Check
Aurora C.
Star Sitter
$78
total per night
5.0 out of 5 stars
376 reviews
89 repeat clients
7 years of experience
Malden, MA, 02148

Our pup was happy in every picture & very excited but quickly calm when she got home, which to me says that she was happy to be home, but didn’t feel nervous at Aurora’s home! Aurora also was diligent to make sure our counter surfing, sneaky dog didn’t get human food during her stay. We will definitely book with Aurora again!

Profile image
Allison W.
Sitter Profile Image: Chanel K.
Verified Background Check
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 was amazing with my elderly dog, who is a kind of persnickety old lady. She sent pics regularly (including her very cute toddler son "helping" with a walk) and let me know everything was going well. She was patient and flexible with scheduling and made me feel completely at ease boarding my beloved pup with her. I would love to bring my dog back to stay with Chanel in the future!

Profile image
Lane L.
Sitter Profile Image: Miranda M.
Verified Enhanced Background Check
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!

Profile image
Jill T.
Sitter Profile Image: Elizabeth & Rodrigo S.
Verified Enhanced Background Check
Elizabeth & Rodrigo S.
Star Sitter
$64
total per night
5.0 out of 5 stars
57 reviews
18 repeat clients
5 years of experience
Somerville, MA, 02145

We had a great experience with Elizabeth and Rodrigo! There was daily communication as well as photo updates — our dog looked right at home! We had total peace of mind while we were away. Murphy already can’t wait to go back! Highly recommend!

Profile image
Ryan H.
Sitter Profile Image: Haowen S.
Verified Enhanced Background Check
Haowen S.
Star Sitter
$76
total per night
5.0 out of 5 stars
178 reviews
59 repeat clients
13 years of experience
Everett, MA, 02149

Just moved to the area and he was great ! Great communication and sent pictures everyday ! Took care of my pup and he was happy and healthy when we received him! Would book again!

Profile image
Arnold A.
1 / 1
View more

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

Elliot and Jo were wonderful caregivers for Charlie while we were visiting Boston. Charlie came home relaxed and happy. Elliot took great pictures of Charlie on their outings. I would recommend Elliot and will use him again when we are in the Boston area.

Profile image
Susan V.
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

Profile image
Ashlyn H.
Boarding
5.0 out of 5 stars

John - aka the dog whisperer - is the most wonderful dog sitter you could wish for. Marnie is now a regular and she absolutely adores John and his harem of pups. The best there is. Thanks, as always! 🐶

Profile image
Jonathan W.
Boarding
5.0 out of 5 stars

Zwany and Leandro were amazing - Smitty had his own vacation while we were traveling! 😊 They sent regular updates and pictures, always letting us know how his day went and what he had been up to. Smitty will definitely be coming back!!

Profile image
Vidush D.
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.

Profile image
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!

Profile image
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 🙂

Profile image
Louisa M.
Boarding
5.0 out of 5 stars

Destinee was great! She sent us lots of updates, which we really appreciated, and Kiara seemed very happy and comfortable with her. It looked like she really enjoyed her stay. We would definitely recommend Destinee and would be happy to book with her again!

Profile image
Nicole V.
Boarding
5.0 out of 5 stars

Monica was an amazing dog sitter! She sent lots of updates and pictures so I could see how well my little anxious dog was doing with them from the very first day through the entire eight day stay for my senior schnauzer poodle with terrible separation anxiety. She was the perfect dog sitter for my pup, she kept her entertained and busy so she didn't even cry when I left her there! I got to actually enjoy my vacation, and do things I've been looking forward to without my dog, all while knowing my little love was in the best hands. My review for Monica would have to highlight her reliability, the warmth in her home she provided for my dog, and her professionalism. I will absolutely be using Monica for my dog sitting needs in the future.

Profile image
Laura A.
Boarding
5.0 out of 5 stars

I have honestly lost count of how many times my dog has stayed with Ana. Every experience has been wonderful. I always know my dog is safe, comfortable, and well cared for.

Profile image
Natasa C.
Boarding
5.0 out of 5 stars

Gianna and Louann took amazing care of my babies! I loved the photos they took and they were so fantastic with my anxious pup’s behaviors.

Profile image
Melissa & Ashwal P.
Boarding
5.0 out of 5 stars

My pup had a great stay with Yan, she is very communicative and responsive, she will update with daily pictures. Would recommend 100% to other pet owners :)

Profile image
Thao N.
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!!

Profile image
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.

Profile image
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 !!

Profile image
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!

Profile image
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.

Profile image
Magda T.
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!

Profile image
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!

Profile image
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!

Profile image
Thomas M.
Boarding
1 / 1
Find pet care near you

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.

Meet local sitters who will treat your dogs like family

  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 Boarding - Winthrop

Frequently asked questions about Rover

The average cost for Dog Boarding in Winthrop on Rover is $55.56 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 3,923 sitters on Rover offering Dog Boarding across Winthrop. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

92% of Winthrop sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Winthrop landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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.

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge