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House Sitting in Oakland, MA

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Nichole

Loving dogs since 1986

Taunton, MA, 02780

House Sitting, Drop-In Visits, Dog Walking

"Nichole watched our dogs for three nights. She sent pictures and kept us updated on their daily activities. She seems to really enjoy spending time with an... (more)"

2. Nikki

Full-time dog lover!

Norton, MA, 02766

Dog Boarding, House Sitting, Drop-In Visits

"Nikki was amazing with my Millie. Millie just loved Nikki too!! Nikki took great care of her while I was away for the weekend with the family. She sent me pi... (more)"

3. Caroline

Easy access to park/walking trails

South Easton, MA, 02375

House Sitting, Drop-In Visits, Dog Walking

About: It's all about the dogs! I love the outdoors and your dog(s) will enjoy going on long walks, hikes or just the dog park with me. Relaxation and dow... (more)

4. Kerryanne

Senior Dog Day Care

Norton, MA, 02766

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

About: Welcome to the Peaceful Paws Family! This unique family style dog care is a safe, warm, and peaceful place for your aging dog to come spen... (more)

5. Marci

Home full time!

Easton, MA, 02375

House Sitting, Drop-In Visits, Dog Walking

"There is nobody I can think of I would rather have take care of my dog. Hands down, Marci is the best. From walks, to treats, to cuddling by her side, my d... (more)"

6. Julia

Just a full time dog lover!<3

Norton, MA, 02766

House Sitting, Drop-In Visits, Dog Walking

"Our dog loves Julia! She has watched our black lab many times and they have an incredible bond. She is caring, responsible and enthusiastic. Julia has even... (more)"

Confirmed 4th of July Availability
7. Tanja

Experienced pet caregiver

Norton, MA, 02766

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Tanja as a service provider for many reasons. She is trustworthy, dependable, prompt, professional, adaptable and knowledgeable. Ultimatel... (more)"

8. Lyndsay

Does doggy leg lifting excite you?

Taunton, MA, 02780

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

About: I will bring my Jaxson with me if you have a yard, he will tire your pup right out. Dogs love someone who speaks baby talk to them. My Jaxson is a ... (more)

Confirmed 4th of July Availability
9. Shana

Professional Belly Scratcher

RAYNHAM, MA, 02767

House Sitting, Drop-In Visits, Dog Walking

"Shana is a kind, trustworthy person whose personality shines wherever she goes. Her deep appreciation for animals (and humans) combined with her reliability ... (more)"

10. Sara

All dogs are puppies

North Dighton, MA, 02764

House Sitting, Drop-In Visits, Dog Walking

"Sara has watched dogs for many families including my own. She is a very responsible and trustworthy person that makes you feel very comfortable leaving your ... (more)"

11. Maggie

Dog loving college student

Norton, MA, 02766

House Sitting, Drop-In Visits, Dog Walking

"Maggie is a responsible and reliable person who has always loved animals. She loves to care for her sister's dog. She has had multiple pet-sitting jobs and... (more)"

12. Michele

I love all dogs!

Raynham Center, Raynham, MA, 02767

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

"I’ve never met anyone who loves dogs as much as Michele! She has watched our dog before for a weekend while my husband and I were away. I was so pleased wi... (more)"

13. Laura

I will take great care for your dog

North dighton, MA, 02764

House Sitting, Drop-In Visits, Dog Walking

"Laura Watched our two dogs and cat while we were out of town for 5 days. She was great with all of them, keeping us up to date with pictures, and daily updat... (more)"

Confirmed 4th of July Availability
14. Sara

Your pet will be treated like fam

Norton, MA, 02766

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

"Sara has always loved cats and dogs. She enjoys walking dogs and taking them to the dog park to play with other dogs. She enjoys giving them treats and cuddl... (more)"

15. Rebecca

I love dogs and all animals!!

Berkley, MA, 02779

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

"Becky is probably the biggest animal lover I know. She has so much compassion towards animals and especially dogs she has her own dog and treats him as if he... (more)"

16. Amanda

Experienced dog lover!

Taunton, MA, 02780

House Sitting, Drop-In Visits, Dog Walking

"Amanda is such an amazing person, super dependable, very capable handler, and I would trust her with any of my animals. She has watched my dogs on a number o... (more)"

17. Davina

Furry Babies are my Favorite

Taunton, MA, 02780

House Sitting, Drop-In Visits, Dog Walking

About: I've been dog sitting on and off for a little over five years now. It was always little tasks here and there such as taking dogs for walks, feeding... (more)

18. Richard

Can I run with your dog?

Taunton, MA, 02780

House Sitting, Drop-In Visits, Dog Walking

"Richard is very reliable. We had no issues with this dog walker & our pup seemed very comfortable with him. I have reccomended him to other family members. (more)"

19. rachael

Rachael Walls ( Pet sitter )

Taunton, MA, 02780

House Sitting, Drop-In Visits, Dog Walking

"Rachael is an animal lover and especially dog lover. Animals always come first with her and taking care of and/or saving them is her passion. Every dog she i... (more)"

20. Sara

Lifetime dog owner, 1 with the dogs

Raynham, MA, 02767

House Sitting, Drop-In Visits, Dog Walking

About: My family has owned dogs my entire life and I have now raised my own 3 year old lab pit mix from a young pup of 8 weeks old named Moxie Nova and e... (more)


Rover.com is the simple, savvy way to find and book Oakland house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Oakland on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Oakland house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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

How it works

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1) Browse Sitters

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

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2) Contact Sitters

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

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3) Book & pay

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

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4) Enjoy your trip

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