Dog Boarding Winthrop
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 444 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%.
“Thank you so much again . Fantastic host . My little friend was super happy in his new home for 5 days . I wi definitely used them again and recommended everyone🐶”
“Another lovely stay for our girl Mocha at Victoria's! We loved getting all the photos and videos of Mocha out with other pups. She looked so so happy in each pic, gives us great peace knowing she is also having fun and being taken care of well during our trips. Thank you, Victoria!!”
“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!”
“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.”
“Elizabeth & Rodrigo always treat Gator as part of their family and I cannot express enough how much that helps my anxiety being away from him. I never worry about him knowing that he’s being loved & cared for! They always send plenty of updates and truly are the sweetest family. Gator & I are their biggest fans!!!”
“Maple loved her beach vacation with Elliot! We always love our updates while we’re away because she always looks like she is having a blast! Thank you for everything!”
“Nola and Damian were amazing! They took us last minute for my two young high energy pups. Communication was prompt and professional. My boys came home happy and well cared for, and I would happily book with Nola & Damian again!”
“This was the first time we have been away from our puppy for a long period of time and Akhil did an amazing job easing our anxiety and our puppy's. Akhil was in constant communication with us, sent us plenty of pictures and videos throughout the day and kept our puppy entertained via multiple enrichment activities. We could tell our puppy enjoyed her time with Akhil because she gave him a going away hug when we picked her up haha. Akhil will be our go to dog sitter moving forward!”
“Rachel took great care of my dog, Ivy! She sent lots of updates throughout Ivy’s time with her, which I appreciated having never left Ivy with anyone from rover and Ivy having separation anxiety.”
“Natali was able to take Chunk for a last minute visit and she could not have been more wonderful! Chunk had a great weekend with her and she was flexible, attentive, and took such great care of him.”
“Our two dogs stayed with Radka and her daughter for over a week and loved their time there! She was great about giving daily updates and sending lots of pictures, and it was clear from all of them that the dogs were in great hands and having a lot of fun! I think they especially loved the extra attention from her sweet daughter 😊 We highly recommend them and will definitely be trying to book with them again!”
“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!”
“Chanel was incredible - my first time leaving my pup with someone other than family! My pup definitely gave her a run for her money with some weird behaviors but she was incredibly patient and communicative. Lots of updates, photos, and videos throughout the week. Will absolutely book again!!”
“John did an amazing job watching my dog LD! He took care of her for 9 nights 10 days while we were on vacation. He provided daily updates and I never worried or wondered what she was up to. My dog has separation anxiety and blues and John dealt with it by adjusting to what she was comfortable with regarding feeding schedule and going outside. He is a very trustworthy dog sitter. Thank you again John!”
“Jessica was the perfect match for Chumlee. Her and her family were loving and attentive to my Old girl and kept her calm and entertained. She gave her meds and accommodated her needs. We will booking with Jessica for our next trips. She is communicative and easy to coordinate with”
“Kimberly and Brian were wonderful! They took sent lots of updates and pictures of my pup and took great care of him. With a senior dog who has to take medication morning and night, it was a relief to have him in such good friends. And he and their dog, Lola, became buds by the end of it. Would absolutely recommend them!”
“Wonderful experience. Sarah took in our two pups on a last minute booking for the weekend, made sure she had all the details about their care, and sent pictures of how well they were doing. We were confident they were in good hands.”
The median cost per night for dog boarding in Winthrop is $65
Dog parents share their Rover experiences - Winthrop
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!
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.
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.
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.
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 🙂
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!!
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 !!
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.
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. Search
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Popular requests for dog boarding - Winthrop
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winthrop average 10 repeat dog boarding clients
FAQs for Dog Boarding - Winthrop
Frequently asked questions about Rover
The average cost for Dog Boarding in Winthrop on Rover is $59.94 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 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 September 2026, there are 3,869 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.
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