Dog Sitters in Winthrop, MA

Any sitter, one price
20$ per night

Loving sitters in Winthrop, MA

Loading...
Sign Up

Create your free profile and find a trustworthy sitter near you today!

Add Details

Add your pet care details and dates, then invite as many sitters as you’d like.

Confirm Your Ideal Sitter

Pick a sitter and confirm the sit. Relax knowing your pets are at home instead of in a kennel.

Enjoy Your Trip

Your sitter will send updates while you’re away. After the sit, write a review for your sitter.

Reviews from Dog Owners

4.93
4.93
4.96 Organised 4.96 Reliable 4.95 Clean and tidy 4.97 Self-sufficient 4.91 Pet care
User
Abby
David and Elynn were fabulous pet sitters and house sitters. Our dog and rabbit were well-taken care of, the house was left even cleaner than when they arrived! I would highly recommend David and Elynn, and would happily have them again!

David and Elynn took excellent care of our dog Cosmo and our rabbit Oreo. They made sure they were happy, well-fed, and got exercise and fresh air! We were very happy to receive several photos of our furry friends while we were away.

They took amazing care of the house and yard, and were very open with communication. If they were uncertain of anything or had a question, they were very open about reaching out!

David and Ellyn were wonderful houseguests, who left the house even cleaner than they found it!

I would highly recommend David and Elynn and their two adorable children. They are wonderful, respectful people who definitely love animals and will give your pets and home lots of care! Thank you!! :)
User
Natalie
Kelly was an excellent sitter for us. She communicated well, before the sit and during the sit. When we got home, the dogs and our guinea pig were happy and well. Kelly was dependable and showed up exactly on time. The house was well maintained and clean when we arrived home. We would definitely host Kelly again.
User
Mia
Anita was a wonderful dog sitter for Balto! They were super tentative, made sure to ask any and all questions before we went away, and they sent the best updates about Balto while we were gone. I felt so much better knowing my dog was in great hands, and I could not recommend Anita enough! Quality care, and our apartment was spotless when we returned home.
User
Lisa
Jasmine is a five-star sitter.  She is everything you want in a sitter when you go away and leave your beloved pet and home.  She is reliable, communicative, respectful, and flexible.  We had no worries about our dog or home while we were away, and will be having Jasmine sit for us again soon.  Our home was immaculate when we got home, and our dog was obviously well-cared-for.  Can't say enough good things about this wonderful human.
User
Rob
David was a great sitter for our dog! It was just him for this sit. He was very communicative before, during, and after the stay. He visited the apartment before we left to meet our dog and talk with us, and went above and beyond to make us feel comfortable and confident that our dog was in good hands. He sent us updates throughout the stay, and left the apartment in great condition. While our dog is on the older side, he can still be a handful at times, but David didn’t seem to have any problems. Would definitely recommend David for any future sit!
User
Deborah
This was our first experience with TH and we are very pleased. From the moment Rose arrived we knew she was the right sitter for our “kids”. Communication while we were away was great with pics of the dogs as well as text messages. Rose cared for our home and our “kids” with great care, she is very conscientious of your space. Extremely pleased with the care she provided to our “kids” and our home. We have another trip planned in a couple of weeks and are happy Rose will be staying in our home again. I highly recommend Rose as a sitter!
User
Linda
Christina is the best house and pet sitter that we have ever had.  She leaves the house immaculate. She is independent, reliable, and totally professional. Communication is excellent. In terms of pet care, Christina is special.  I think that she is a dog whisperer.  Bridie, our crazy Wheaten, adores her and is sad when she leaves.
User
Colleen
I was fortunate to have Lisa as a sitter for my active, 7-year old lab mix (Ozzy) for a week in Bend.   Lisa took the time to meet us via Facetime and in person before her stay.  It was apparent she wanted to be well-prepared and aware of any special doggie needs he may have, or any help I needed with watering plants or bringing in mail.   She took great care of Ozzy while I was away and sent me regular updates and photos of their outdoor adventures.  I returned home to a very happy dog and a house exactly as I had left it.  I'd welcome Lisa back anytime!
User
Anne
The two-leggeds and four-legged members of this household give Tess a 5-star rating! We think she's one of the best sitters you will find - highly communicative, friendly, competent, reliable, and great with pets. Tess was also flexible about start and end dates to accomodate possible winter weather complications. For this sit, Tess was able to bring along her mom, Cathy. Tess introduced me to Cathy during one of our Skype conversations prior to the sit. It was a bonus to have her here with Tess. Their travel to Marquette was complicated by weather. A fierce winter storm swept across Michigan just before the sit. It took Tess and Cathy two days to drive here but they arrived, as promised, in time for us to fly out early the next morning. We even had time for a lovely dinner together and to introduce them to the dogs and house. We left the next day and never had a moment's worry while Tess and Cathy were caring for our pets and home. Tess sent us regular updates and photos. The dogs immediately accepted them as great new additions to their pack of friends - even our cranky, old chihuahua, Nike! We returned to happy pets and a spotlessly clean home. We plan to invite Tess (and Cathy if available) to return for future sits. Thank you, Tess and Cathy!
User
Christine
Cannot say enough good things about Charli and Jeff, a delightful couple who took great care of both dog and house.
Loved their enthusiasm and attention to details. They are full time traveling pet/house sitters and it shows. They are organized, punctual, extremely tidy and completely self-sufficient.
Charli, Jeff, it was a true pleasure to meet you both and you are welcome back any time your future travels bring you to the Charleston area. Warm hugs from myself and Forest.

House Sitting FAQs

Pet sitters on Sittsy offer pet sitting free of charge.

The main reasons dog sitters join Sittsy are:
- They can't have their own dog right now but want to share their love for animals by helping out locally.
- They are work from home professionalist and want to pet sit in different cities.
- Many retired teachers, nurses, firefighters, and others enjoy traveling and caring for dog on Sittsy.

As of Aug 2024, there are 1936 dog sitters in Winthrop, Massachusetts .
You can filter, sort, expand your radius to find the perfect pet sitter near me.
As a reminder, pet sitters joining Sittsy must pass a background check for you and your dog safety.

Sittsy makes it easy to reach out to multiple dog sitters about your booking.
Typically, 94% of Winthrop, Massachusetts dog sitters respond within 24 hours.
Once you create your profile, dog sitters can apply to care for your pets, and you can also invite them!

Yes! dog sitters joining Sittsy must pass a background check before offering their services.

GgN1Cg2RAldNuq7K00KrJWehrDpOLYPbwb5QCu2Zb2Xb2dSPhCzDcD7yoQh8yiDQ