The #1 network of pet sitters & walkers
200,000+ Sitters
1M+ Reviews
95% Perfect 5-star ratings
18M+ Photo Updates

Drop-In Visits in Gloucester

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

1. Mandy

Nature loving pet sitter

Rockport, MA, 01966

House Sitting, Drop-In Visits, Dog Walking

"I’ve hired Mandy to watch my dog Tesni a few times now and I couldn’t be happier. She makes sure to keep me updated with pictures so I can see how happy my d... (more)"

2. Kara

Available Anywhere on North Shore!!

Gloucester, MA, 01930

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

"My dog loves when Kara comes over. She is a different dog afterwards; very puppylike and wants to play. Kara, Cosmo, and Harper are definitely the highlight ... (more)"

Available this weekend
3. Kirstin & Thomas

Competent care. Genuine affection.

gloucester, MA, 01930

Drop-In Visits, Dog Walking

"I would highly recommend Thomas as a dog walker/ pet sitter. His love of dogs is evident by the way he has always treated my dogs, as well as his own dog, M... (more)"

Confirmed 4th of July Availability
4. Hannah

Reliable dog walking and training!

Gloucester, MA, 01930

House Sitting, Drop-In Visits, Dog Walking

"She was fantastic and responded quickly to messages. I would reccomend her! (more)"

Confirmed 4th of July Availability
5. Joanna

I LOVE dogs & they LOVE me!

Gloucester, MA, 01930

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

About: I am a 34 year old MSW student who lives right by to the ocean! I adore animals, especially dogs, and have had one since I was 4 years old. I have ... (more)

6. Allison

Experienced, Professional, Flexible

Gloucester, MA, 01930

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

"Allison has taken care of my golden retriever puppy, Luna, on numerous occasions. The longest was when I went abroad for 2 weeks. Allison takes Luna into her... (more)"

Confirmed 4th of July Availability
7. Keyra

Active and Energetic!

Gloucester, MA, 01930

Drop-In Visits, Dog Walking

About: I am 22 years old and have loved and cared for dogs my whole life. I currently have three dogs, that my family and I adopted from the Cape Ann Anim... (more)

Confirmed 4th of July Availability
8. Allison

Beach or woods - let's run!

GLOUCESTER, MA, 01930

House Sitting, Drop-In Visits, Dog Walking

About: I take my dog (Waffles) out for a long run every morning, and we're so excited to bring a friend anytime! We go to the beach or trails in the woods... (more)

9. Cecely

Strong pullers & hard dogs welcome!

Rockport, MA, 01966

House Sitting, Drop-In Visits, Dog Walking

"Works great with high energy dogs knows basic dog training. Can handle large and small breeds of dogs while hamdling multiple dogs at the same time. Would re... (more)"

10. Dawnielle

TLC for your pup -walks, runs, play

Rockport, MA, 01966

House Sitting, Drop-In Visits, Dog Walking

"Dawnielle was so helpful while I was away on vacation. She stayed in consistent contact with us and sent awesome pictures! Thanks Dawnielle! (more)"

11. Ariana

I'll treat your pup as my own!!

Manchester, MA, 01944

House Sitting, Drop-In Visits, Dog Walking

"Dogs may be a mans best friend, but Ariana was my goldendoodle, Dolce's, best friend. Ariana is a patient, attentive and responsible young lady who I would g... (more)"

12. Melissa

Let’s go for a walk

Gloucester, MA, 01930

House Sitting, Drop-In Visits, Dog Walking

"Melissa was great and very helpful. I was in town for a wedding and needed help taking care of my French bulldog while I was at the wedding. Melissa was quic... (more)"

13. Alexandra

I'd love to play/run with your dog!

Rockport, MA, 01966

House Sitting, Drop-In Visits, Dog Walking

About: I am the family dog sitter, if my aunts or cousins go away on vacation, I am usually the one they call! I have done many over night stays and make ... (more)

14. Brenda

Home is where the dog is!

Gloucester, MA, 01930

House Sitting, Drop-In Visits, Dog Walking

"Brenda was excellent with our two dogs. She visited three times a day for four days in a row, morning, midday and evening. Dogs were fed, allowed out into ou... (more)"

15. Carolina

I'll take great care of your pet

gloucester, MA, 01930

House Sitting, Drop-In Visits, Dog Walking

About: I just graduated from Becker College with a degree in animal care and a minor in animal behavior, so I feel more than comfortable to take care of y... (more)

16. Alea

Long Distance Dog Admirer

Gloucester, MA, 01930

House Sitting, Drop-In Visits, Dog Walking

About: I absolutely love dogs but have never had the opportunity to have a furry doggo friend at home. I would really enjoy helping your pawed pal get som... (more)

17. Sylvie

Active and loves dogs

Gloucester, MA, 01930

Dog Boarding, Drop-In Visits, Dog Walking

"Sylvie is amazing! She made our boy feel loved and happy. She's great at balancing exercise and companionship; if you need someone to take care of your pup w... (more)"

18. Liz

Gloucester Dog Lover

Gloucester, MA, 01915

Drop-In Visits, Dog Walking

About: Two of my most favorite things in life are dogs and walking around our beautiful town! My dog Margot (the wonder- puggle) can attest that I am an e... (more)

19. Alexis

I'd love to get to know your pup!

Gloucester, MA, 01930

Drop-In Visits, Dog Walking

About: I am 19 years old, but do not let that fool you. I have plenty experience with dogs as Iv'e grown up with them. I've been lucky enough to spend my ... (more)

Confirmed 4th of July Availability
20. Whitney

Home full time

Gloucester, MA, 01930

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

"I have whitney c walk my dog on occasion she's on time and alway available when I need her even on short notice.and she get along with the dog very well (more)"

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect pet sitter in seconds. Rover sitters are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters who can provide the care your pet needs, when they need it.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.