Pet Sitting & Drop In Visits in Oakland, MA

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

1. Kerryanne

Senior Dog Day Care

Norton, MA, 02766

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

5 repeat clients

"Kerryanne was fantastic and helped me to have peace of mind while I was away. This was my first time having a pet sitter for my two cats, and she listened t... (more)"

2. Stephanie

PERSONALIZED 4-LEGGED FAMILY CARE

Attleboro, MA, 02703

Drop-In Visits, Dog Walking

2 repeat clients

"I hate to leave a glowing review- because I'm afraid if the "secret" gets out about how awesome Stephanie is, it will be hard to book her. Stephanie has bee... (more)"

Confirmed available next weekend (Jan 25 - Jan 28)
3. Darian

Active & ready to walk, jog, &play!

Norton, MA, 02766

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

About: My name is Darian Grace & I always had a love for animals as I grew up with cats and dogs in my family. I have been walking dogs since I was 12, (a... (more)

4. Emily

Reliable & Experienced- Dogs & Cats

Easton, MA, 02375

Drop-In Visits, Dog Walking

1 repeat client

"She was amazing with my two babies! Ty 5-⭐️⭐️⭐️⭐️⭐️ (more)"

5. Rebecca

I love dogs and all animals!!

Berkley, MA, 02779

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

4 repeat clients

"Rebecca did an awesome job with my dog Mickey. She sent me pics of him while she was walking him. She also brought her dog so Mickey had a pal to play with. ... (more)"

6. Cassandra

Paws big or small, I love them all!

Bridgewater, MA, 02324

House Sitting, Drop-In Visits, Dog Walking

"Cassie’ love for dogs is incredible, she treats them like the family they are!! My dog Marley loves playing with Cassie, her kind heart and friendly personal... (more)"

Confirmed President's Day Availability
7. Jessica

Full time Pet sitting & daycare!

Rehoboth, MA, 02769

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

41 repeat clients

"Jessica was the perfect solution to help us go away without a worry! Our 3 dogs have never been kenneled. We moved to a new area and knew no one. Our daughte... (more)"

8. Nichole

Loving dogs since 1986

Taunton, MA, 02780

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"A+++ Nichole was absolutely AMAZING. Communicative throughout my trip and very trustworthy, She went above and beyond. I have never seen my cat more conte... (more)"

9. Laura

I will take great care for your dog

North dighton, MA, 02764

House Sitting, Drop-In Visits, Dog Walking

"Not even sure where to begin- laura has been a friend of mine for almost 11 years now and in between these years she has been a blessing to my family in rega... (more)"

10. Siara

I’ll jog with your dog

Taunton, MA, 02780

Drop-In Visits, Dog Walking

"Siara is an awesome pet and house sitter! She is a dependable, motivated and wonderful young lady. She loves animals, is very comfortable with them and ove... (more)"

11. Kim

Pay me to play with your puppy?

Taunton, MA, 02780

House Sitting, Drop-In Visits, Dog Walking

"Kim is one of the most loving people I've ever met. She is an absolute sweetheart and has loved animals longer than I've known her. She's looked after my dog... (more)"

12. Elisa

I Rover to improve our dogs' lives

Raynham, MA, 02767

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

9 repeat clients

"Elisa is very dependable and trustworthy when it comes to dogs. She loves animals of all kinds and personally, I would trust her with my dog for an extended ... (more)"

13. Kelly

Its sll about my furry friends

Rehoboth, MA, 02769

Drop-In Visits, Dog Walking

About: I love dogs, have never been without one since birth. I presently have three of my own. I honestly cannot imagine life without my four (or three) l... (more)

14. Jen

FURgettabout Who Will Walk the Dog!

North Dighton, MA, 02764

House Sitting, Drop-In Visits, Dog Walking

About: I am a huge animal lover. I have two Pitbulls at home who are my four-legged children. One is 4, the other is 7. Both are high energy and love to b... (more)

15. Jackie

Dogs will play while you are away!

Norton, MA, 02766

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

9 repeat clients

"Jackie has helped watch our pup Dexter when we've been away on vacation and we couldn't ask for someone better to watch our guy. She takes him in and makes h... (more)"

16. Jacqueline

experienced dog sitter and walker

Norton, MA, 02766

House Sitting, Drop-In Visits, Dog Walking

About: I have worked with dogs for over three years now. While in high school I learned basic care, maintenance, and grooming for dogs. I have dog sat for... (more)

Confirmed available next weekend (Jan 25 - Jan 28)
17. Julia

Just a full time dog lover!<3

Norton, MA, 02766

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Julia has cared for our two dogs many times, and we love her! She's a bright, cheerful girl who really seems to enjoy spending time playing with our furry fr... (more)"

18. Lisa

Tight on time? I walk canines!

Taunton, MA, 02780

Drop-In Visits, Dog Walking

4 repeat clients

"Lisa has been walking and sitting for our dog Charlie for over a year. There is no one more trustworthy!!! She plays with, cares for and walks Charlie. Mos... (more)"

19. Stephanie

Animals are our greatest companions

Taunton, MA, 02780

Drop-In Visits, Dog Walking

"I cannot think of a more honest, reliable and compassionate sitter that I would rather have for my dogs. My fur babies are a bit on the hyper side, but are a... (more)"

20. Lauren

Nature, fence, and snuggles!

Norton, MA, 02766

Dog Boarding, Drop-In Visits

"Lauren is a true dog lover. She has watched my two dogs on many occasions for both short periods and longer stats away too, once for nine days. My dogs alway... (more)"

The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Oakland pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Oakland, MA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Oakland pet sitters and avoid the kennel.