Dog Sitting in Oak Bluffs

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

When do you need a dog sitter?

How it works?

video thumbnail

There are 6,652 dog sitters near you

Sitter Profile Image: John
John

Oak Bluffs, Massachusetts

Experienced Responsible, Retired gentleman seeking to enjoy our beautiful country and beyond!

5.0
• 27 reviews
Owner Image

John came on his own and seemed perfectly happy to hang out with the dog. They bonded instantly and I had no qualms Bertie wouldn’t be well cared for. We gave John the use of our car and he enjoyed exploring areas where Bertie would be able to enjoy lots of smells. John checked in with us on a daily basis with photos and reports. The house was in good shape and he’d even done linens and remade the bed. Very thoughtful. John is a very nice fellow who really loves animals.

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Eddie
Eddie

Oak Bluffs, Massachusetts

From good homes.

5.0
• 18 reviews
Owner Image

There are really no words for how fantastic Eddie and Dave are - as house sitters, dog sitters, and as people. They really went above and beyond. We had an unexpected circumstance and needed to stay away an extra day. Eddie and Dave were happy to adjust their plans to accommodate us. The dogs had a great week of walks and attention. The house was probably cleaner than we left it. Thanks Eddie and Dave! Please come back!

Sitter available from Oct 1
Verify availability
Sitter Profile Image: William
William

Oak Bluffs, Massachusetts

Retired Navy Data Analyst, Hospital Corpman and Pet Lover

5.0
• 15 reviews
Owner Image

William was wonderful, he took great care of Tucker and our house. He even put together some furniture we had, which was most appreciated. Tucker had a medical issue and William took good care of Tucker, contacting the Vet and kept in touch with us. We felt confident he was in good hands and we didn’t need to worry. When we got home Tucker was happy and the house immaculate. We would absolutely have William stay with Tucker again!

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Lesley
Lesley

Oak Bluffs, Massachusetts

Love cats--conjuring up the next travel adventure!

5.0
• 12 reviews
Owner Image

Lesley and Tim were truly wonderful cat sitters- they showed up prepared with notes and questions, hit it off with my cats immediately, and were communicative throughout my trip. I came home to a very clean apartment and happy cats! They would be more than welcome to stay again.

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Katherine
Katherine

Oak Bluffs, Massachusetts

Compassionate Animal Lovers, Responsible Housesitters living in Dennis, MA

5.0
• 11 reviews
Owner Image

Katherine and Scott were excellent sitters. The house was very clean when they left and they even left us a bottle of wine and chocolate. What a nice surprise! They sent me photos of the cats and stayed in touch while we were on our trip. Their questions were minimal and the cats seem happy when we got home. I would highly recommend them for future sits.

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Lisa
Lisa

Oak Bluffs, Massachusetts

Kind, responsible retired librarian, traveler, serial crafter. Nice!

5.0
• 10 reviews
Owner Image

I had a great experience with Lisa. She was very communicative ahead of the sit and took great care of my pup. Thank you Lisa!

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Tim
Tim

Oak Bluffs, Massachusetts

We are a non-smoking, reliable, clean couple who love both animals and travel.

5.0
• 9 reviews
Owner Image

We couldn't be happier with the care that Tim and Cathy gave to our dog, Winston. We received photos daily with information regarding Winston's daily routine. They cared for my home and we were very pleased when we returned. I highly recommend them!

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Elizabeth
Elizabeth

Oak Bluffs, Massachusetts

Responsible World Traveler Animal Lover

5.0
• 9 reviews
Owner Image

Two very relaxed cats. Thanks Elizabeth!

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Emily
Emily

Oak Bluffs, Massachusetts

Enjoy Worry-Free Travel with Emily, A Reliable and Caring Pet Sitter

5.0
• 8 reviews
Owner Image

Emily was a stellar sitter. She was communicative throughout and took such good care of our dog Fonny. She also helped us out by coordinating with a repair man while we were away. We came home to a clean house and even a few little gifts! We would invite Emily back to sit in a heartbeat, and anyone would be lucky to have her!

Sitter available from Oct 1
Verify availability
Sitter Profile Image: Susan
Susan

Oak Bluffs, Massachusetts

Susan Nannette

4.89
• 9 reviews
Owner Image

Susan was fantastic. We needed to do a virtual handover and so took a few additional calls prior to her arrival and messages. She gave me extra confidence by the questions she asked about Baci and clearly taking notes. She sent regular updates and some with pics showing that Baci was truly enjoying being the only child and getting all of Susan’s attention. All in all it was a great experience and would recommend Susan for your sit.

Sitter available from Oct 1
Verify availability

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
Christina
Maryna was an excellent pet sitter and houseguest! Communicating with her was easy, and she always responded to my messages quickly. She was also incredibly self-sufficient! Moreover, Maryna graciously agreed to check on my neighbor's cat for a couple of days as well. My dog bonded with her quickly and was happy and healthy when I returned. The house was also spotless. I would happily have Maryna sit for me again!
User
Casey
Angela provided complicated medical care for my sick dog for three weeks in Mexico City with the utmost professionalism and kindness 

Right before Angela’s arrival, my dog was hospitalized and almost died. Angela took care of follow up vets visits, administered eight medicines a day for two weeks, and nursed tico completely back to health 

I could tell from the photos and videos that she was taking excellent care of him - he was too weak to walk so she made a comfy bed for him in a large bag and carried him a over the city so he could still have fun during his recovery

I could not recommend Ángela more. She went so far above and beyond what a pet sitter should do, and she did it all with a caring and capable attitude
User
Emilie
Wendy was the perfect dog sitter and house sitter for us. She managed our house  and dog and in such a caring a responsible way. Wendy was prompt with communicating with us and managed situations that arose professionally. Our house was spotless and our dog happy  when arrived home. I knew everything thing was in good hands while we were away. I hope we can invited her to stay with us again.
User
Velia
Care and compassion for my dogs was at the top of the list of John's attributes. He was the first sitter I have used through zeewoi that was close enough to come meet the dogs before the sit. John not only came for an initial meet and greet, but he made time to meet the pups a second time prior to my departure to better familiarize himself with both the dogs and my home. Having put the fear of God in him about Penny's reactivity (I might have been a bit over the top, but better more attentive than less!), he was cautious with her in the beginning. Later in the sit, they trooped off to the beach on multiple occasions - all good! My 10-yr-old was on some meds for a serious battle with arthritis, and John managed Cooper's needs beautifully. John even made a call and a trip to the vet to re-up Coop's prescription when it was clear he needed to continue the protocol. I received daily updates by  text, including photos and video; communication is hugely important to me. I feel blessed to have had John care for my fur-babies.
User
JoAnn
Hamsa was very quick to respond in all communication.  She was prompt on her arrival and listened carefully to our detailed instructions about the house and dogs.  While we were away the amount of communication between us was just right.  When we arrived home the dogs were happy and the house was in order.  A good sign that a dog sitter paid lots of attention to the pups is when we see a bit of depression set in after a dog sitter departs - this did occur after Hamsa left our home  She is a very caring and nurturing individual.
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
Jane
Piper was a wonderful sitter and I would definitely have her come again.  My dog .Winston loved her and was very happy while I was gone.  When I returned home everything was orderly and clean, she changed her bed and washed all the towels.  I totallly recommend Piper to sit at your home.
User
Colleen
I was fortunate to have Lisa as a sitter for my active, 7-year old lab mix (Ozzy) for a week in Bend.   Lisa took the time to meet us via Facetime and in person before her stay.  It was apparent she wanted to be well-prepared and aware of any special doggie needs he may have, or any help I needed with watering plants or bringing in mail.   She took great care of Ozzy while I was away and sent me regular updates and photos of their outdoor adventures.  I returned home to a very happy dog and a house exactly as I had left it.  I'd welcome Lisa back anytime!
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.
User
Paula
Lori and Joe took great care of our two dogs and tow cats while we were gone. Our plans changed and we actually asked if they could come a day before we had originally planned to leave and they said no problem!   They even stayed over on the night we got home so that we could meet them which was very nice!

Lori was very good with communication before the house sit and also during the time they were here.  She  let us they had arrived safely and then sent us a short text or pictures every day of the  animals. 

The house looked cleaner than when we left it when we got home!  Lori and Joe were great house sitters and we wouldn't hesitate to recommend them!

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 Oak Bluffs, 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 Oak Bluffs, 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.