House Sitting in Vineyard Haven
Find a loving house sitter to watch over your pets and your home.

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Top rated Vineyard Haven house sitters

“Eva was so helpful and flexible with scheduling and she really connected with my dog and sent photos showing how he was doing! Highly recommend her.”


About: I have over 20 years experience in pet sitting. I love giving a helping hand to all pets. Being on schedule is important and key. I’m currently working only part time! And have time for cat cuddles, and dog walks. Pet sitting fits right into my schedule. It works perfectly Not applicable at this time. As I do not meet the requirements to keep dogs safely in my home. Hopeful someday! It is a goal

“Kathleen was amazing with our three pups. When first meeting with her, they took to her immediately, which is always a good sign. She checked in with us several times a day, with text messages, photos and videos. The pups looked very happy. Thank you so much Kathleen, we definitely be using your services again!”


“Cecilia was awesome I felt very comfortable having her stay in my home for three nights and watch Milo my 85 pound lab I do plan on using her services in the future.Grace and Milo”



“Amanda is an outstanding pet caregiver who truly goes above and beyond. She has been dependable time and time again, putting my worries at ease when I do need to travel without my dog. When my dog needed extra care after surgery, Amanda didn’t hesitate to step in and help. She was incredibly accommodating, adjusting her schedule to meet my dog's needs. She carefully administered medication, provided gentle assistance during walks, and created a calm, loving environment that made my dog feel safe and cared for during recovery. Amanda's patience, attentiveness, and genuine love for animals shine through in everything she does. Whether it's a short walk or more intensive care, she always prioritizes my dog’s comfort and happiness. I trust her completely and highly recommend her to anyone looking for a compassionate and reliable pet caregiver!”

“Daniel did an awesome job caring for Lucy and Captain while staying at our house for an extra long weekend. We would absolutely recommend him! It was a pleasure to return home to two happy pups.”


“Hey there! My name is Jamie Ottaviani and I’m writing in behalf of Crystal B! She would make an excellent care taker for any animal! I have seen her over the years with animals and they immediately gravitate toward her friendly and calm demeanor! She is also a very trustworthy and kind person! She is also very reliable when it comes to other peoples time and needs. Thank you! 🙏🏼”

“Ashley was amazing. Updates daily about our Dog and Cat. When we got home house was clean and everything was as we left it. We will use her again.”


“Morgan was a wonderful dog sitter. She offered to arrive early, was perfect with our two dogs and sent us pictures throughout the evening. We will definitely book her again in the future.”


About: Have experience with own dog (yorki mix) and taking care of cousin’s dogs (golden doodle and pit bull mix) . . . . . . I am currently working full time during the day but can provide services in the mornings, early evenings and weekends. . . . . . I love animals and will care for your pet like they are my own! Like to send updates / photos during visit to make you feel comfortable that your pet is being looked after


“She was wonderful, took well care my dog. She is very responsible and answers my text right away.”


“Olivia was great. She took care of our dog Buster while we had to go off island for a funeral. Olivia keep us updated with pictures and messages multiple times while we were away. I have let my whole family know when they are staying on the island and need Pet sitting to look no further contact Olivia!!”


“Kim was wonderful! I especially appreciated that she understands the complexity and beauty of rescue pups. Our little girl took to her right away!”



About: Happy Paws Dog Care will give your friend a pawsitively wonderful tail-wagging experience. Whether your buddy is a couch potato or very active, we can develop a program that will put a smile on their face and a wag in their tail. I have 55-years experience taking care of cats and dogs. Our 2,000 square ft ranch with fenced in backyard is located in a quiet sea coast community two tenths of a mile from the water and open fields. I have high energy, really enjoy taking dogs on long walks along the beach, wooded areas and residential communities.

About: I have been working part time at the vets office for two years, taking care of boarded animals. I see a large variety of pets weekly, as I am a kennel attendant. I meet dogs and cats of all ages and breeds all the time. I have always had a special connection with animals. I stopped eating meat when I was six years old because I learned the chickens on the farm were what chicken nuggets are made of. I’ve grown up helping out at farms, as I’ve always had a drive to help animals to the best of my ability. I’ve been watching pets for the past three years and I have never met a dog that didn’t end up liking me by the end of the day! My entire life is based around animals, as I have my own pets and I’m a full-time pet sitter. I truly spend more time with pets than people, and I enjoy it. I take great pride in caring for pets, whether in my own home or others'. I go above and beyond to ensure they feel safe, loved, and comfortable, providing them with personalized attention and care. From maintaining their routines to offering plenty of playtime and cuddles, I make sure their environment is stress-free and enjoyable. Whether it's administering medications or ensuring they have all the comforts they need, I treat each pet as if they were my own, always striving to exceed expectations! I do not take any dogs with even the slightest aggression towards other animals into my home.

“Rachel did a wonderful job caring for Meloni the month I was away. She was kind, considerate, and made sure to update me when anything seemed slightly amiss with him. Highly recommend.”


“Meredith was amazing! She sent so many pictures to ease my mind and always gave a detailed report. It was my first time having someone house sit and she was great. My dog adored her and I will definitely be booking her again!”


“Mrs. Manning has watched my cats for almost 10 years she house trained all five of my cats in using the litter box and getting them on a feeding schedule and a sleep schedule as well she was very loving,kind and patient with my animals and was extremely good with them and a couple were strays that was found and were older also she groomed them and even showed me how to actually bath them with getting clawed up I highly recommend her for any animal care”


“Annie did a great job pet sitting for us for a couple days before Christmas! It was nice hear that our dog and cat were both doing well and to get some pics. Thanks, Annie!”


“Sonja is very important to Shaka and my family. She cares for our puppy Shaka as if he was her own. We are greatful to have met her and blessed to have such a wonderful relationship with her. What a blessing!! ?”

Loving house sitters in your neighborhood
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1. Éva R.

“Eva was so helpful and flexible with scheduling and she really connected with my dog and sent photos showing how he was doing! Highly recommend her.”


2. Ellen D.
About: I have over 20 years experience in pet sitting. I love giving a helping hand to all pets. Being on schedule is important and key. I’m currently working only part time! And have time for cat cuddles, and dog walks. Pet sitting fits right into my schedule. It works perfectly Not applicable at this time. As I do not meet the requirements to keep dogs safely in my home. Hopeful someday! It is a goal


3. Kathleen R.

“Kathleen was amazing with our three pups. When first meeting with her, they took to her immediately, which is always a good sign. She checked in with us several times a day, with text messages, photos and videos. The pups looked very happy. Thank you so much Kathleen, we definitely be using your services again!”


4. Cecilia L.

“Cecilia was awesome I felt very comfortable having her stay in my home for three nights and watch Milo my 85 pound lab I do plan on using her services in the future.Grace and Milo”




5. Amanda D.
“Amanda is an outstanding pet caregiver who truly goes above and beyond. She has been dependable time and time again, putting my worries at ease when I do need to travel without my dog. When my dog needed extra care after surgery, Amanda didn’t hesitate to step in and help. She was incredibly accommodating, adjusting her schedule to meet my dog's needs. She carefully administered medication, provided gentle assistance during walks, and created a calm, loving environment that made my dog feel safe and cared for during recovery. Amanda's patience, attentiveness, and genuine love for animals shine through in everything she does. Whether it's a short walk or more intensive care, she always prioritizes my dog’s comfort and happiness. I trust her completely and highly recommend her to anyone looking for a compassionate and reliable pet caregiver!”


6. Daniel V.

“Daniel did an awesome job caring for Lucy and Captain while staying at our house for an extra long weekend. We would absolutely recommend him! It was a pleasure to return home to two happy pups.”


7. Crystal B.
“Hey there! My name is Jamie Ottaviani and I’m writing in behalf of Crystal B! She would make an excellent care taker for any animal! I have seen her over the years with animals and they immediately gravitate toward her friendly and calm demeanor! She is also a very trustworthy and kind person! She is also very reliable when it comes to other peoples time and needs. Thank you! 🙏🏼”


8. Ashley K.

“Ashley was amazing. Updates daily about our Dog and Cat. When we got home house was clean and everything was as we left it. We will use her again.”


9. Morgan B.

“Morgan was a wonderful dog sitter. She offered to arrive early, was perfect with our two dogs and sent us pictures throughout the evening. We will definitely book her again in the future.”


10. Brooke B.
About: Have experience with own dog (yorki mix) and taking care of cousin’s dogs (golden doodle and pit bull mix) . . . . . . I am currently working full time during the day but can provide services in the mornings, early evenings and weekends. . . . . . I love animals and will care for your pet like they are my own! Like to send updates / photos during visit to make you feel comfortable that your pet is being looked after




11. Michelle A.

“She was wonderful, took well care my dog. She is very responsible and answers my text right away.”


12. Olivia H.

“Olivia was great. She took care of our dog Buster while we had to go off island for a funeral. Olivia keep us updated with pictures and messages multiple times while we were away. I have let my whole family know when they are staying on the island and need Pet sitting to look no further contact Olivia!!”


13. Kim G.

“Kim was wonderful! I especially appreciated that she understands the complexity and beauty of rescue pups. Our little girl took to her right away!”




14. Sam M.

About: Happy Paws Dog Care will give your friend a pawsitively wonderful tail-wagging experience. Whether your buddy is a couch potato or very active, we can develop a program that will put a smile on their face and a wag in their tail. I have 55-years experience taking care of cats and dogs. Our 2,000 square ft ranch with fenced in backyard is located in a quiet sea coast community two tenths of a mile from the water and open fields. I have high energy, really enjoy taking dogs on long walks along the beach, wooded areas and residential communities.


15. Ruby S.
About: I have been working part time at the vets office for two years, taking care of boarded animals. I see a large variety of pets weekly, as I am a kennel attendant. I meet dogs and cats of all ages and breeds all the time. I have always had a special connection with animals. I stopped eating meat when I was six years old because I learned the chickens on the farm were what chicken nuggets are made of. I’ve grown up helping out at farms, as I’ve always had a drive to help animals to the best of my ability. I’ve been watching pets for the past three years and I have never met a dog that didn’t end up liking me by the end of the day! My entire life is based around animals, as I have my own pets and I’m a full-time pet sitter. I truly spend more time with pets than people, and I enjoy it. I take great pride in caring for pets, whether in my own home or others'. I go above and beyond to ensure they feel safe, loved, and comfortable, providing them with personalized attention and care. From maintaining their routines to offering plenty of playtime and cuddles, I make sure their environment is stress-free and enjoyable. Whether it's administering medications or ensuring they have all the comforts they need, I treat each pet as if they were my own, always striving to exceed expectations! I do not take any dogs with even the slightest aggression towards other animals into my home.


16. Rachel C.

“Rachel did a wonderful job caring for Meloni the month I was away. She was kind, considerate, and made sure to update me when anything seemed slightly amiss with him. Highly recommend.”


17. Meredith B.

“Meredith was amazing! She sent so many pictures to ease my mind and always gave a detailed report. It was my first time having someone house sit and she was great. My dog adored her and I will definitely be booking her again!”


18. Lesley M.
“Mrs. Manning has watched my cats for almost 10 years she house trained all five of my cats in using the litter box and getting them on a feeding schedule and a sleep schedule as well she was very loving,kind and patient with my animals and was extremely good with them and a couple were strays that was found and were older also she groomed them and even showed me how to actually bath them with getting clawed up I highly recommend her for any animal care”




19. Annie B.


“Annie did a great job pet sitting for us for a couple days before Christmas! It was nice hear that our dog and cat were both doing well and to get some pics. Thanks, Annie!”


20. Sonja J.

“Sonja is very important to Shaka and my family. She cares for our puppy Shaka as if he was her own. We are greatful to have met her and blessed to have such a wonderful relationship with her. What a blessing!! ?”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Vineyard Haven on Rover as of Mar 2025 was about $65 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Mar 2025, there are 243 house sitters in Vineyard Haven. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Vineyard Haven house sitters respond in under an hour.
House sitters in Vineyard Haven have an average of 17 years of experience. This can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Vineyard Haven.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Vineyard Haven house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
