Pet Sitting Vineyard Haven
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 23 pet parents in Vineyard Haven have booked pet sitting
Vineyard Haven, Find top rated pet sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“I really appreciated Eva’s flexibility when we needed someone to check in our dog during our MV vacation. She came a day before our service date to meet us and Luna, who was instantly comfortable with her. She (and her daughter) went above and beyond to meet our needs and in communicating with us. I would definitely use them again in a future trip to the island.”
About: I’m an incoming veterinary student and pet owner. I’ve grown up taking care of my cat and dog and love spending my time with animals. I have worked as a veterinary assistant for the past 3 years. Daily dog walks are an important part of my routine and I have a flexible schedule. I love meeting new people and animals on the island! I have experience with dogs of all sizes and am an active person. I also keep my dog leashed and am amenable to dog’s specific needs.
About: *Martha’s Vineyard Only* I have had pets of all kinds for as far back as I can remember. I currently have a very loving, sweet, energetic and playful dog of my own, Lola. She is 10 years old and enjoys playing with new friends! I am knowledgable and caring and will provide your dog with lots of love and care! I am comfortable caring for dogs of any size and breed as well as administering medication (oral, injections, eye and ear drops and topicals). I currently work part time from home so I am flexible and available throughout the day to tend to and care for pets in my care I have a fenced in yard, but don’t leave dogs unattended in the yard. I have a dog of my own to provide your dog with companionship and a playmate while they stay with us! A crate is not required but I’m happy to set yours up if it makes your dog comfortable. I can provide care for potty trained dogs, though I am comfortable with and have experience with senior dogs who require diapers.
About: People have trusted me to take care of their pets for decades. As a positive rewards trainer-in-training, I provide excellent, loving care to puppies, kittens, senior pets and all stages between. I have certifications in animal behavior and I can administer medication if necessary (depending on the patient's temperament). My services are limited to Martha's Vineyard. Depending on your needs, I can make most days and times work. Feel free to ask for what you need and we can discuss further. I cannot bring other pets into my own home, but I can spend nights at yours and/or housesit. I will follow your instructions to the letter, I will respect your privacy, I will bring no one but myself, and I will leave everything exactly how you left it.
The median cost per visit for pet sitting in Vineyard Haven is $25
Pet parents share their Rover experiences - Vineyard Haven
Kassie is spectacular! This is our first time doing drop in visits on Rover for our boys! As soon as we met her our minds were put to rest of what to expect. She knew exactly what to do when she came in. Our Jet and Copper adore her! She gave our guys lots of love, pets and play time! She picked up after them and send us photos of them having a great time. It was an easy seamless experience! Definitely will be reaching back out to her in the future! You can see how much she truly loves dogs and how much they love her back!! :)
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 pet sitting
1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - Vineyard Haven
Select a filter and find qualifying sitters offering pet sitting.Sitters in Vineyard Haven average 5 repeat pet sitting clients
FAQs for Pet Sitting - Vineyard Haven
Frequently asked questions about Rover
The average cost of Pet Sitting in Vineyard Haven is $78 per visit as of October 2026. Most bookings cost between $28 and $78 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 728 sitters on Rover offering Pet Sitting across Vineyard Haven. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience with handling special pet needs in Vineyard Haven. On Rover:
- 92% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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