Drop-In Visits in Winthrop

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Danielle

Experienced Sitter!

Winthrop, MA, 02152

Dog Boarding, Drop-In Visits, Doggy Day Care

16 repeat clients

"We have an extremely shy foster dog, and Dani was wonderful with her. We really appreciated the updates and photos she sent, and the time she took to make o... (more)"

2. Anna

Experienced pet-sitter in S. Boston

South Boston, Boston , MA, 02127

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Anna made me and my girls (the dogs) feel comfortable right away. She stayed in touch with me throughout the weekend, sent pictures and I didn't have to worr... (more)"

3. Lauren

I like long walks on the beach!

Nahant, MA, 01908

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Lauren was absolutely great. She recorded every visit and sent pics. I could tell that Pumpkin was happy and well taken care of. Thanks again Lauren? (more)"

4. Angela

A gal with a sunny spirit

East Boston, Boston, MA, 02128

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Angela is a great sitter and my three cats were so happy. Angela fed, watered, and cleaned the litter pan. She was so professional that she made the arrangem... (more)"

5. Hanna

Loving, Active, Punctual Pet Sitter

Back Bay-Beacon Hill, Boston, MA, 02114

Dog Boarding, House Sitting, Drop-In Visits

13 repeat clients

"Hanna was great! She did a fantastic job taking care of my buddy while we were away. She sent pictures and a little commentary each day. Normally, my dog is ... (more)"

6. Kelly

I Want To Spoil Your Dog!!

South Boston, Boston, MA, 02210

Drop-In Visits, Dog Walking

1 repeat client

"Kelly is the most amazing dog sitter I know. She is in love with all types of animals, but dogs are her true passion. An avid dog fan since childhood, there ... (more)"

7. Julia

New to Rover, not to dogs :)

Somerville, MA, 02145

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Julia is great with dogs. She's watched our first-born, Oden (70lb boxer), many times and he absolutely loves her. It's always such a comfort knowing he is... (more)"

8. Becky

I will love your dog like you do

South End, Boston, MA, 02118

Drop-In Visits, Dog Walking

"Becky is the most loving caring person I know. Loves people & animals. Grew up with a bunny ( lighting) a cat ( Daisy) a dog (trixie). They all love her & ca... (more)"

9. Sophie

Lover of All Animals

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sophie is great! She immediately put me at ease by initiating a meet and greet before my weekend away, (more)"

10. Stefania

Mid day walk availability!

East Boston, East Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"I would recommend Stefania to anyone who needs a reliable dog sitter! Thanks to Stefania my dogs are always happy when I return home. And if anyone is like m... (more)"

11. Maira

Loving pet-sitter

Chelsea, MA, 02150

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I take care of my mother's in law dog. Her name is mystic and likes to go for long walks and play on the yard. I love her because she is good with ... (more)

12. Kelsey

Dogs are people too.

South Boston, Boston, MA, 02127

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

"Kelsey has been an animal lover her entire life. She is particularly fond of dogs as the immediate family as well as extended family members have always had... (more)"

13. Emily

I'm a dog lover since Day One!

Central, Boston, MA, 02113

House Sitting, Drop-In Visits, Dog Walking

"Emily is an amazing dog lover who started to care for our dog at a very young age. She is kind, gentle, and patient. I would completely trust her with my d... (more)"

14. Morgan

!!!$20 off for new clients!!!

Revere, MA, 02151

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"I am a dog mom who was very nervous leaving my boy in the hands of someone who was not a family member. I met Morgan and right from the start she made me fee... (more)"

15. Maureen

Home full-time. Fenced-in yard

East Boston, Boston, MA, 02128

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Maureen is great with pups, she ensures they get enough exercise, sticks to your food plan and of course gives all of the love. She keeps you updated on how ... (more)"

16. Jocelyn

Dog sitting equals to a happy life!

everett, MA, 02149

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jocelyn did drop in visits over the Christmas New Years holidays for our cat Inky. She was very organized and even gently reminded me to give her information... (more)"

17. Elaine

Fun, lovable and flexible !

Chelsea, MA, 02150

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Nothing but great things to say, my girl is well taken care of, I don't have any worries while I'm at work, Elaine is amazing ! (more)"

18. Jasline

Dog will be treated like my own

Revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

"Jasline has always been an animal person. She has a great vibe to her which dogs seem to really love. In the past Jasline has taken great care of my dog whil... (more)"

19. Ericka

Does your dog like the beach?

Winthrop, MA, 02152

Dog Boarding, Drop-In Visits, Dog Walking

"Excellent care!! Stayed a long time and very thorough. (more)"

20. Gina

Dog whisperer

Revere, MA, 02151

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

2 repeat clients

"Gina has been a dog owner and a dog lover for her entire life. I have seen her interact with dogs many times, and she is fun yet loving and caring at the sa... (more)"

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Learn About Premier

With over 140,000 pet sitters and dog walkers on Rover.com, you can easily find pet sitting near you.

Rover.com is the simple, savvy way to find and book drop in pet sitting. It's easy to find the perfect pet sitter - many sitters have worked through Rover for years pet sitting, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter on Rover. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.