House Sitting Oak Bluffs
Find a loving house sitter to watch over your pets and your home.

Oak Bluffs, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jason took great care of our 5 dogs and house while we were out of town! The dogs all seemed very comfortable with him. Even the one that is very weary of new people warmed up to him particularly quickly! Jason kept the house clean and was very attentive to all of the dogs needs. He read all the instructions we left for him and followed them to a T. Highly recommend Jason!”

“Beverly was a wonderful caregiver to our elderly pup. We could tell he was very comfortable with her and she treated him with love and kindness as if he were her own. We would highly recommend her to everyone who has pets to be cared for.”

“Brook was amazing with Blue. Very patient and understanding of his specific needs. Took time to understand him and provided a detailed overview of her stay with Blue. I will definitely be booking with Brook again.”


About: I’ve grown up with pets and currently have a 5 year old poodle! He’s the best boy, but I’m sure your pet is great too! I make my own schedule as a piano tuner, so I have the ability to work around your schedule helping your pet whenever you need. When caring for pets in a client’s home, I always follow their routine as closely as possible to help their pets feel comfortable and secure. I’ll make sure they have fresh water, meals on schedule, exercise, potty breaks, playtime, and plenty of attention based on their individual needs. For walks, I use secure leashes and harnesses, stay alert to our surroundings, and avoid unsafe situations to keep your pet safe. I also respect your home by keeping it clean, locking doors and gates, and treating your property with care. My goal is to provide dependable, loving care so you can have peace of mind while you’re away.
“David did an awesome job went over and above when I expected of him! Very friendly I could tell he loved the dogs! he showed up on time and was ready to work. We will definitely use David in the future.”

About: I have taken care of dogs, cats and even exotics ever since I was a child. My major in college was Biology and my first job out of college was a Zoo Keeper. I then became a dolphin trainer working and training several types of dolphins, river otters and pelicans. The past two years I have been a Vet Technician working at a large animal hospital. Animals are my passion in life so any chance I get to be around them, I will! I am currently a full time student again and also working four days a week. Any free time I get I enjoy getting outside or relaxing. I am mainly free on week nights and some days depending on class schedule. I will not be watching pets in my own home due to having a cat myself that gets stressed around other animals in his own space. I will watch other's pets at their home and follow their instructions as given.
“Hailee did a great job with our two dogs and cat while we were gone for almost a week. She responded to messages and kept me updated when I checked in. One of my neighbors met her outside with our dogs and said she could tell my babies loved Hailee which just makes my heart happy. When we returned, our house was just as I left it. Thank you for being there for us and our family on pretty short notice when our other sitter fell through. I think we ended up with exactly who we were supposed to.”


“If you are lucky enough to find Joli available, do not hesitate to book her for your pet-sitting needs! We traveled for two weeks – and over Thanksgiving – and needed someone special to watch our awesome, but frankly needy, Frenchie. He's kind of like our kid, and he has some special needs, so I was a little hesitant at first leaving him with someone new for so long. I needn't have worried. Joli stayed at our house and devoted herself to making sure our little guy was catered to like the prince he believes he is, haha. Pretty sure he still misses her! She sent pictures and updates, took him on special outings, and when we came home not only was our little dude happy and healthy, but our house was well cared for, too. Absolutely recommend Joli and will happily hope to book her in the future!”

“I am SO SO happy to have found Wendy! The dogs love her and so do I. She recently watched the dogs for a week while we were out of state on vacation, and even though I ended up with zero cell service and very spotty WiFi making it nearly impossible for me to reply to her texts, I felt completely confident and comfortable knowing that Wendy was with my babies and that they were in great hands! Thank you for loving them!”


“Skyy did an amazing job caring for my sometimes grouchy grandma dog, Coco. She kept me updated daily with messages and photos of their adventures. Skyy also took care to leave my home better than when she arrived. If you ever need a pet sitter, I highly recommend Skyy.”

About: I have 15 years of experience providing loving, reliable pet care, including feeding, medication, walks, playtime, overnight stays, and plenty of attention, comfort, and companionship. I currently work part-time, which gives me a flexible schedule for pet care. I’m available for overnight stays, daily drop-in visits, walks, and can easily adjust my schedule to meet each pet’s individual needs. I provide a safe, loving, and comfortable environment for every pet in my care. I carefully follow each pet’s normal routine, feeding schedule, exercise needs, and any special instructions from their owner. I make sure they receive plenty of attention, affection, playtime, and supervision while always keeping their safety my top priority. 🐾❤️
“Kelly was great with my 5 month old puppy! She took him on walks and played with him and even cleaned up after him when he got sick! We will definitely be using her again in the future!”

“I have never left my dog with anyone other than family or friends so I was nervous using rover for my first time. I had a friend cancel for watching my dog Saint a DAY before a trip I had planned. I was freaking out and didn’t know what to do. I found Kierra and rover and gave it a shot. She accepted my booking the day before I left and I couldn’t be more thankful. Kierra exceeded my expectations x 100! My dog Saint loves her and when I came home he was happy and well taken care of. Kierra checked in with me and sent me photos during my time away which made me feel sooooo much better. I would 100% recommend her to anyone, and will be using her services anytime I go out of town again and can’t take my baby!”

“Kallie did a great job caring for my two senior pets. Both the cat and dog were calm and comfortable when I arrived home. The house was in order and Kallie kept me informed throughout my travels. I plan to call on Kallie again the next time I travel.”

The median cost per night for house sitting in Oak Bluffs is $50
Pet parents share their Rover experiences - Oak Bluffs
I had an excellent experience with Jason. He took wonderful care of Smokey during my trip and was incredibly friendly, professional, and accommodating throughout the entire process. My travel plans changed on both ends of the booking, and he was extremely understanding and flexible with the adjustments, which I really appreciated. He followed all of my instructions perfectly, took great care of Smokey, and left my home very clean and exactly as I had left it. It’s such a relief to find someone you can trust with both your pet and your home. I couldn’t have asked for a better experience and would absolutely book with him again. Highly recommend!

Beverly took great care of our puppy. She communicated daily with texts and pictures. It was so good to know she was safe and cared for while we were out of the country! Poppy is a handful and Beverly gave her 3 walks a day. Thankful we had Beverly to count on.

Katie went above and beyond for us when we needed a house sitter. She communicated frequently, spent a lot of time caring for the animals, and the house was clean and tidy when we got home. Above all, you can tell she really cares for animals and is a really cool person. I cannot recommend her enough, and I will keep inviting her back, because I’m sure my boys will miss her!

Brooke was fabulous with my 7 year old Luna. I had a weekend wedding to attend in NY and was very concerned with leaving Luna home. She is very much a creature of habit and usually gets anxious with any changes. Brooke understood this and followed Luna’s routines and provided lots of TLC. She also excelled at communicating with me and sent lots of pictures. Will definitely have her dog sit for me again.
Jennifer was absolutely fantastic! We tasked her with our 3 doggos, one being a 8 week old puppy. Her communication was exceptional. She sent us videos and pictures so we were updated on the dogs day! She was absolutely fantastic and I would recommend her to everyone!

Deniz was wonderful with senior dogs. She was very professional yet loving with them, sent me lots of pics which I really appreciated as I missed them. I will definitely rebook with her my next trip! She fed them and walked them as I asked. My home was clean. Great experience!!
Shareka was absolutely wonderful! Her communication was excellent from start to finish, and she gave me so much peace of mind while I was away. My dogs are incredibly spoiled. They’re used to lots of attention, affection, and company, and she exceeded my expectations in every way and I felt zero guilt for leaving my dogs. I use Rover almost every weekend, and I can honestly say she has been my favorite sitter so far. I would recommend her without hesitation and would hire her again every single time if our schedules line up. She’s reliable, caring, and truly treats your pets like her own. I almost don’t want to leave this review because I want to keep her my little secret. 😂 But she deserves every bit of the praise. Five stars all the way! ⭐⭐⭐⭐⭐

Madison went above and beyond during her stay at my house. Communication was great, she sent so many pictures and videos. I know my dog Nash had a great week with her and got so many cuddles. She left my house better than she found it. I highly recommend her for any service!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book house sitting

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