Dog Sitting in Oakland

Dog sitters in Oakland, Massachusetts who will care for your furry friend at home without any charges!

When do you need a dog sitter?

How it works?

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Reviews from Dog Owners

4.93
253,301 reviews
4.93
253,301 reviews
4.96 Organised 4.96 Reliable 4.95 Clean and tidy 4.97 Self-sufficient 4.91 Pet care
User
Jana
Eliza was my first sitter after signing up on zeewoi.  I’m Soooo happy to have had her in my home watching over my dogs.  They were very well taken care of and she did everything I asked her to do with the dogs meals and medication. Plus she took excellent care of my home and plants.
If you are lucky enough to get Eliza to stay at your home, you will be so glad it was she who took care of things! 
Very happy 😃
User
Lainie
Brian is absolutely amazing.  This was his third time sitting for us and the dogs love him, he left the house immaculate, and is totally reliable and communicative.  We can’t imagine a better sitter and hope he’ll come visit and stay in touch now that he has moved to the area.
User
Natalie
Kelly was an excellent sitter for us. She communicated well, before the sit and during the sit. When we got home, the dogs and our guinea pig were happy and well. Kelly was dependable and showed up exactly on time. The house was well maintained and clean when we arrived home. We would definitely host Kelly again.
User
Karen
Once again Dede was the most perfect pup and house sitter you could ever hope to have the pleasure of using. She leaves our home cleaner than we left it and our pups so happy that they continue to search for her after she leaves.  Dede handled an emergency situation with a false CO2 alarm which resulted in a visit from the fire department perfectly and we were so grateful!  I feel completely comfortable with her in our home and know she is giving our 2 dogs the very best care. Thank you Dede - you truly are the best!
User
DAVID
This is our second time with Jamie and she’s really a great sitter for our dogs . She’s a trusted person, smart. You can leave her your house and pets. Can’t wait to have Jaimie back next summer
User
Leslie
I’m sure most folks say the nicest things about their sitter, but honestly, if there were a “super star” status available then Denise would win the prize as sitter of the year!

From the start, Denise was an excellent communicator.  While we were still in the decision phase, Denise was always available to chat either by FaceTime, telephone or text.  It was so easy to choose Denise; as you can see from her countless 5 star reviews, she truly is the only pet sitter you’d ever need and the one everyone hopes to have.  

Denise came to our house eager to meet us, our pets and the quirks of our house.  Denise has an excellent sense of humor and immediately put us all at ease.  Our pets took to her as if she was a long lost friend (even our finicky Siamese cat was loving on her from the start).  

While we were gone, our dog had a non-emergency health issue come up and just like that Denise was taking her to our vet, and administered the dog’s meds like a champion (Denise is also a nurse BTW).  Additionally, Denise brought our pup to her scheduled groom appointments and even made future appointments for us to make our return home as seamless as possible.

Denise was even above and beyond helpful to our neighbors and they appreciated her giving them access to our refrigerator when theirs broke down on Thanksgiving Eve!  

When we got home we were super impressed by how perfectly immaculate our house was!  Most sitters leave the house clean, but Denise met and may have even exceeded our military standards of clean and orderly.  Seriously, our house felt like we never left it.  Everything was spotless, shinny and clean.  She didn’t miss a beat!!  Our pets were so happy to see us but honestly, I felt like our pup and kitty were disappointed when we walked in the door (I believe they were expecting to see Denise!).  Haha.  

If you are ever fortunate enough to have Denise apply for any of your sits then I can’t recommend her enough.  Seriously, you can stop reviewing applicants and just go with Denise.  She was awesome in every sense of the word and I hope she’ll come back and stay with our pets again.
User
Sally & Andy
Lori is the best of the best! I would recommend her 100 times over! Lori is great at communicating and our dogs were extremely happy. She was very attuned to our dog’s anxiety and did a great job making the dogs feel safe and loved. The house was spotless when we returned. Lori also had the job of taking care of my numerous plants. I have to say the plants look better when I got home than they did before I left😂 Lori has a green thumb. Lori is so kind and just a wonderful person. Rest assured if you choose her as your sitter your dog and home are in the best hands. Thank you again, Lori! Blessings!
User
Geo
Truly The Best House sitters Ever!!! Shannon, Travis and their son were absolutely terrific. I’m so lucky to have had the genuine pleasure of meeting them. Very warm, generous, open and loving people. My dog Wolfie usually barks at men who come in the house and I was a little worried about how he would be with Travis, but I had nothing to fear because within seriously 1 minute from Travis walking in the door, Wolfie was giving him kisses on the lips! I was so happy to receive their updates and photos and videos of my pets while I was away. They really went above and beyond taking terrific care of my many, many furry and feathered friends. When I got home, the place was sparkling clean, all linens laundered and beds made and they even left me sweet little surprises. I would welcome The Exums back with open arms anytime and highly recommend them.
User
Mark & Anne
Lynn and Ray were fabulous sitters, going above and beyond to take care of our home, yard, and rambunctious pup. Leaving him for three weeks was very difficult but we felt confident once we met them. They are great communicators, very professional, capable of handling any situation, and personable. Since they are fully self-contained in their van, they arrived a day early so we could show them the place, have our dog Bailey get comfortable with them (that was immediate ☺), and get to know them over dinner together. While on our trip, they sent us daily photos of Bailey, which we really appreciated, and updates on their activities. They took him hiking almost every day and kept him well exercised. 
Any issues that came up (e.g., our irrigation water ran dry a couple weeks in) they communicated to us and we were able to resolve them quickly. They also harvested ripe berries and squash for us and even harvested and dried tomatoes in our dryer. We spent our entire trip feeling assured that all things were being taken care of and feel ever so grateful that we found Lynn and Ray through TH. We returned from our trip to a house that was thoroughly cleaned (better than we left it ☺), with fresh sheets on the bed, and a happy dog. Five-star sitters for sure!
User
cookie
Ranji was a wonderful pet sitter for my dog Zoe and was very easy to communicate with and kept me informed.  She took wonderful care of our condo and wouldn’t hesitate to have her in my new home in NJ if she wants to check out a new area.

House Sitting FAQs

Pet sitters on Zeewoi offer pet sitting free of charge.

The main reasons dog sitters join Zeewoi are:
- They can't have their own dog right now but want to share their love for animals by helping out locally.
- They are work from home professionalist and want to pet sit in different cities.
- Many retired teachers, nurses, firefighters, and others enjoy traveling and caring for dog on Zeewoi.

As of Aug 2024, there are 1,387 dog sitters in Oakland, Massachusetts .
You can filter, sort, expand your radius to find the perfect pet sitter near me.
As a reminder, pet sitters joining Zeewoi must pass a background check for you and your dog safety.

Zeewoi makes it easy to reach out to multiple dog sitters about your booking.
Typically, 94% of Oakland, Massachusetts dog sitters respond within 24 hours.
Once you create your profile, dog sitters can apply to care for your pets, and you can also invite them!

Yes! dog sitters joining Zeewoi must pass a background check before offering their services.