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 was so great with both dogs. One dog is so scared.. barks, nips. Jason was patient and caring, and soon they were buddies. Jason goes above and keeps house and yard clean. We’ll definitely call on Jason again.”

“Jennifer is the cat whisper and gives total devotion to your pet. Words cant express the enjoyment in my heart when they bonded and I knew after the first day of just meet n grèet she was in great hands. Thank you so much.”

“Jennifer was awesome! She took such good care of my Maggie while I was away during Christmas to visit family. She sent me pictures everyday and told me what they did that day (without me even asking). That was so nice! She told me that Maggie went for a long walk everyday in addition to her being taken out several times a day for potty breaks. It was only 5 days but I swear Maggie lost at least a pound or two! (which she really needs) I was so nervous about leaving Maggie with a stranger but Jennifer was so nice and easy going. She let me come over to meet her and see her house (which was so clean and nice and comfortable I wanted to live there! lol) and her screened in porch. She listened carefully to all of my special instructions about food and medicine and all of Maggie's idiosyncrasies. (and there were alot lol) She was very patient with us! After meeting her I was able to relax because I really felt like I had someone to trust my baby with! I enjoyed my time with family without worry and that is priceless! (I worry about everything!) Thank you Jennifer! I am so grateful and I will definitely contact you next time we get to travel!”

“Brooke was very kind, positive, and communicated well with texts and photos, which allowed us to enjoy our vacation with peace of mind. The pets were well taken care of.”

“Hailey is the best! She handled our wild husky so well! She provided us with updates, pictures, and kept us at ease during our trip! She is so nice and courteous and treated our home with care! It’s great to know we have someone we can trust our dog and home with!! Will def be using her again!”

About: I'm a lifelong dog person that likes them all, big and small! I stay pretty busy dog sitting, especially in the summer, and I'd love to hangout with your four-legged friends. I'm comfortable with cats and other pets as well, just ask! I have had dogs and cats my entire life (not currently) and have experience with several breeds and some medical issues, such as epileptic seizures. I am compassionate and caring, and love puppy snuggles (if they want to give them). I will stay in your house or come by as needed. Along with the pet-sitting, if I'm staying at your place, I'm happy to bring in the mail, roll out the trash, and even take care of your pool if you've got one! work part-time and have some flexible side work, which allows me to structure my schedule around the needs of the pets I care for. I always make sure I have plenty of time for walks, feeding, playtime, cuddles, and keeping animals comfortable and cared for. Being around animals is something I truly enjoy, so it’s an easy and fulfilling part of my routine. I care for pets in my client’s home, where they’re most comfortable and familiar with their surroundings. I usually stay with them and try to keep their normal routine as consistent as possible, including meals, walks, playtime, cuddles, and downtime. I know being away from their family can be stressful for pets, so I focus on helping them feel safe, calm, and cared for while their humans are away.
“Wonderful experience. Stephanie is impressive personally, and with my pup, she is hands on and heart in. Her professional background gives her the expertise and capacity to care for others, whether human or canine, in a remarkable way, and her genuine positivity and perspective are refreshing. It's a joy to work with Stephanie.”


“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! ⭐⭐⭐⭐⭐”

“Anthony was great! Took good care of a Denver with lots of walks and trips to our dog park. Very easy to communicate with him , it was nice to know Denver was in good hands. He even sent pictures everyday of her!”

“Mary is wonderful. We have five pets, 3 cats, a dog and even a parrot - all with different needs and personalities. I appreciate her attention to detail and desire to make sure everyone is happy and comfortable. She is kind, respectful of our home and a true animal lover. I have peace of mind that our animals are in good hands with her. We look forward to having her sit for our babies again in the near future.”

About: I have walked different sized and aged dogs before through volunteering for a dog and cat shelter. I love high energy dogs because they help make sure I get my exercise for the day. I am available during the summer because I am not working much. I will take care of your dogs like they are your kids. I am comfortable taking care of dogs. I know it's important to make sure dogs stay happy while in my care. I will make sure dogs and their owners feel exceptional and well taken care of after I work with them, I am interested in getting to know you and have me get to know your dogs. It's important to have someone to give attention at all times I currently work part time. It's easy for me to do walks in the morning and evening and night time and but I am able to board any time of the week as my boyfriend is able to help as well. I have a large fenced yard and live in a quiet street and neighborhood. There is plenty of space to rest and relax and we can go for long walks together.
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.
“Jennica was awesome! Highly recommend! All 3 dogs loved her. She kept them entertained, safe, and happy the whole time we were gone and sent pictures and updates daily! It was such a relief for us to know they were in great hands.”

About: I grew up on a farm. We had lots of cats and dogs and other animals. I’ve always had a strong love for cats and dogs. I currently have one tuxedo cat and she loves to play with other kitty cats. I’ve cared for many sick animals given shots and medication multiple times a day when needed and can be in contact with pet owners throughout the day when needed. I am a professional stock photographer and work out of my home so I have lots of time to dedicate to loving your pet. I work from my Home Office studio as a professional stock photographer, and Marketing Consultant . I can be available for pet care at all days and all times. I have a fenced in backyard if needed. If I’m caring for your pet in my home, I do have a fenced in backyard if that is a requirement
“You couldn't ask for a better sitter. This was the 1st time we used rover and our dog had never had a sitter. Shawn used his charm and probably patience to win Bernadette over. He also left our house spotless. An all round gentleman. Would hire him again in a nanotechnology second”
The median cost per night for house sitting in Oak Bluffs is $50
Pet parents share their Rover experiences - Oak Bluffs
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! ⭐⭐⭐⭐⭐

Brooke was wonderful! Our initial visit made us extremely comfortable leaving our babies in her care! She updated us often with lots of photos, and updates! She left our home tidy, and just how we left it! I commend her, because even when she had a difficult family situation, she continued to give our babies the love they needed while we were away!

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!

Cindy did a wonderful job taking care of Bailey and Lulu! She sent lots of pictures and made sure they were happy, loved, and well cared for. I could tell they got plenty of cuddles and attention. She also took care of everything while I was away, which gave me such peace of mind. I’ve been using this app for over three years, and Cindy is by far the best sitter I’ve found. I’ll definitely be booking her again for my next vacation. Highly recommend!

Maria is wonderful!!! I was so nervous leaving my babies (two Shih-Tzu mixes) in someone else's home and for a 2.5 week trip overseas - the longest I've ever been away from them. But she put me at ease immediately! It's so clear how much love she showers on the animals she cares for and how much knowledge she has as well. She sent me photos, videos, and messages daily and reassured me. They were completely at ease in her home, well cared for, and having fun too! I was able to quickly relax and enjoy my vacation. I would not hesitate to leave them with her again and, in fact, have already rebooked. Thank you, Maria. Moxie and Tonks can't wait to see you again.

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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local sitters who will treat your pets like family
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