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. Ruby

The Crate Escape: Cats & Dogs

South End, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Ruby was wonderful! She spent a lot of time with Salem and sent us plenty of updates. No issues at all. We will definitely book with her again in the future! (more)"

2. Danielle

Your Pet is my PRIORITY!!!

Everett, MA, 02149

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

21 repeat clients

"What can I say? Love love love Danielle! I used Rover.com for the first time recently. My lab mix Lulu is 14 years old and doesn't board well. She likes the ... (more)"

3. Stefania

Mid day walk availability!

East Boston, East Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Stefania is great! So conscientious and loving! She took such cute pictures of my kitty and wrote down a detailed summary each day. I looked forward to seein... (more)"

Available this weekend
4. Jenna

Gaelic Paws pet service Boston, Ma

South Boston, Boston, MA, 02127

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

37 repeat clients

"My beagle Abby had a great time with Jenna! She was so awesome to open her home on a holiday and welcomed Abby with open arms! I dropped her off for the the ... (more)"

5. Anna

Experienced pet-sitter in S. Boston

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Anna was so great! She kept us up to date the entire time she was with Butters. He's a particular dog but immediately loved Anna. Not only is she so easy to ... (more)"

6. Tara

Love to go for a run or a snuggle!

North End, Boston, MA, 02109

House Sitting, Drop-In Visits, Dog Walking

About: I am a very friendly and active dog lover! I miss my dog Jack everyday, and I would love to be around more dogs. I will accommodate any dogs needs,... (more)

Available this weekend
7. Scarlett

Home Full Time - 100% Dog Person

Central, Boston, MA, 02113

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

4 repeat clients

"Scarlett is great with dogs. Even though she doesn't have one herself right now, she often helps with her mom's many dogs by taking them on long walks when s... (more)"

8. Gina

Dog whisperer

Revere, MA, 02151

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

2 repeat clients

"I would recommend Gina to anyone - She has been great to my family and our dogs. Gina has been such a huge help on short notice trips and vacations. My dogs ... (more)"

9. Sydney

Your dog will roam the city leashed

Back Bay-Beacon Hill, Boston, MA, 02114

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

5 repeat clients

"Sydney is wonderful with all animals, especially dogs. Sydney has previously watched my dogs and they were wonderfully cared for. She is incredibly loving an... (more)"

10. Ashley

Responsible and Loving pet owner!

Central, boston , MA, 02114

Drop-In Visits, Dog Walking

10 repeat clients

"Ashlee has walked and cared for my dog for over a year when I lived in Miami. She is trustworthy, dependable and cares greatly for animals- as she has one he... (more)"

11. Alessandra & Jennifer

WE❤ALL FUR BABIES (PLEASE READ ALL)

Everett, MA, 02149

Dog Boarding, Drop-In Visits, Dog Walking

24 repeat clients

"I needed someone to take Thurgood out for me on short notice today and was a little nervous I wouldn't be able to find anyone. Luckily I did. Thurgood was a... (more)"

Available this weekend
12. Sophie

Lover of All Animals

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

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

13. Janine

Responsible in-home care!

Winthrop, MA, 02152

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I will take care of your precious pup(s) as lovingly as my own - In his own home so he will be as comfy as if you were there. As a responsible adu... (more)

14. Kelly

I Want To Spoil Your Dog!!

South Boston, Boston, MA, 02210

Drop-In Visits, Dog Walking

1 repeat client

"Kelly was an excellent care giver for my aging cat, Rosie. She communicated to us about each visit, and allowed me to relax while I was away for 5 days. I ... (more)"

Available this weekend
15. Jack

College student with free time

Central, Boston, MA, 02108

House Sitting, Drop-In Visits, Dog Walking

"What can I say about Jack? A lot. He is accountable, punctual, and clearly loves dogs. I've known him for over 15 years and have experienced first hand hi... (more)"

16. Lauren

I like long walks on the beach!

Nahant, MA, 01908

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Lauren is very friendly and Rajah just loved her. (more)"

17. Tara

Happy hearts & wagging tails!!

Revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Tara was excellent! She was so friendly, so thorough, always on time and left such a sweet note at the end of her visits. I felt 100% confident leaving Maize... (more)"

18. 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)

19. Kristina

Spacious home & backyard to roam!

East Boston, BOSTON, MA, 02128

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

"Kristina is a wonderful person and she really loves dogs. She providers a fun environment for the dog to be themselves as well as make sure they are safe. S... (more)"

20. Elizabeth

Dogless DogLover

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Elizabeth is awesome and our pups love her! (more)"

Experience exceptional service and a personalized match

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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.