Drop-In Visits in Winchester

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

1. Sandy

Hanging with Mosley

Malden, MA, 02148

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

5 repeat clients

"Sandy is great! She watched both of our cats this weekend while we were out of town. She sent us pictures daily, fed them their wet food and even cleaned the... (more)"

2. Susan

We love dogs like a family member

Burlington, MA, 01803

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

8 repeat clients

"Thor really enjoyed his time with Susan and her kids, Cohan and Makayla. Their family really love dogs. They took really good care of Thor and was always on... (more)"

3. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

15 repeat clients

"Candice was very sweet and able to stop by same-day to pick up keys to drop in on my dog the next day. Very prompt, trustworthy, and kind to my pup! I highly... (more)"

Confirmed Thanksgiving Availability
4. Ginie

Run & play as much as pup wants!

Winchester, MA, 01890

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"our 2 Frenchies love Euginie! (more)"

Confirmed Thanksgiving Availability
5. Susana

Trustworthy and loving pet sitter!

Medford, MA, 02155

Drop-In Visits, Dog Walking

4 repeat clients

"Susana is awesome! I was looking for someone nearby to check on my two cats and feed them and play with them while I was away for work. My cats seem to love ... (more)"

6. Grace

Fun, friendly, happy animal lover!

Melrose, MA, 02176

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Grace was awesome! My boyfriend and I had her drop in on our two cats over Christmas week and she was great about sending photos and updates, and responding ... (more)"

7. Cassandra

Tons of love! Active walker/sitter

North Cambridge, cambridge, MA, 02140

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

About: Hello all, I am a pet care professional and independent business owner. My focus is on dog walking but I also do doggy daycare and boarding in m... (more)

8. Sophia

Loving Dog Sitter and Trainer

Somerville, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Sophia was so great! We definitely plan on asking her to help out again in the future. Besides being super knowledgable and easy to communicate with, she had... (more)"

9. Katie

Stand in best friend for your doggie!

Somerville, MA, 02144

Drop-In Visits

"Katie is the first person (besides my parents) whom I ever asked to take care of my dog, Paris -- and I've had her for 7 years. Katie is so loving and gentl... (more)"

10. Shannon

Nursing Student/Dog Lover :)

Medford, MA, 02155

Drop-In Visits, Dog Walking

"Shannon is great with dogs! She has taken care of our dog Rupert many times. Shannon is very caring and attentive to Rupert's needs. She always kept us up... (more)"

Available this weekend
11. Dan

Whatever you and your dog need!!

Somerville, MA, 02144

House Sitting, Drop-In Visits, Dog Walking

About: I have had 3 different family dogs while growing up, including two Springer Spaniels, a Cockapoo weighing in at 16 pounds. I currently have Br... (more)

12. Ally

Dog park regular

Woburn, MA, 01801

Dog Boarding, Drop-In Visits, Dog Walking

"The first thought that comes to mind when I think of Ally is... 'total animal lover.' I've known her my entire life and she is my first contact when my pup n... (more)"

13. Becky

HRS 4-9PM; 430-530 AM

stoneham, MA, 02180

Drop-In Visits, Dog Walking

"Becky brings her therapist mentality into her love for all animals. Becky has always been an animal lover especially dogs. When she shows you baby pictures o... (more)"

14. Collins

Lover of woofers big and small

Medford, MA, 02155

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"My boxer (Gunther) is sort of a handful: he is awfully affectionate, but he thinks he's an 85 pound lap-dog and wants to jump all over people and play. He fe... (more)"

15. Clara

I Like Dogs More Than People

winchester, MA, 01890

House Sitting, Drop-In Visits, Dog Walking

"Clara has been dogsitting for me for the last two years! I have a black lab mix and sheltie, and my pups absolutely adore her. She is professional, prompt, t... (more)"

16. Meghan

Fenced in yard- Love to walk!

Woburn, MA, 01801

Dog Boarding, Drop-In Visits, Dog Walking

"Meghan has watched my maezie on several occasions this past year. She is an absolute animal lover and provided a friendly and safe environment for our puppy.... (more)"

17. Alexandra

Huge park outside my front door

Winchester, MA, 01890

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

"Alexandra is a nurturing and responsible animal lover. She understands that each animal needs a different level of devotion and care. I completely trust her ... (more)"

18. Luciana

Join the pack

Medford , MA, 02155

House Sitting, Drop-In Visits, Dog Walking

"Luciana has known my dog, Elsa, since she was a puppy. Luciana's dog Xiina and Elsa often have play dates. Luciana seems to have a special connection with t... (more)"

Confirmed Thanksgiving Availability
19. Eric

Walk, play, socialize... Anything!

Stoneham, MA, 02180

House Sitting, Drop-In Visits, Dog Walking

"Eric did an awesome job with our two young dogs!! He was very flexible and was willing to come the very same day to give our dogs a break while we were out o... (more)"

20. Rachel

I will love your pet as my own!

Arlington, MA, 02474

House Sitting, Drop-In Visits, Dog Walking

"Rachel was amazing with my dog. While he is a pretty large golden doodle, she was able to control him and keep him at her side throughout the walk. She let m... (more)"

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

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet lovers for hire.