Doggy Day Care Head of Westport
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 8 pet parents in Head of Westport have booked doggy day care
Head of Westport, Find top rated doggy day care
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 15%.
“Kathy was amazing with our dog Jax. My baby girl was having surgery in Boston and she put my mind at ease taking great care of our pup. Sent lots of updates and pictures throughout the day which made us super happy! Can’t wait to bring Jax back for another visit!”
“Austin was Amazing! He took Coco at the last minute and helped me through my first use of Rover. I appreciate him so much! He treated Coco so well and sent pictures during the day. Austin was very patient with puppy behaviors and was polite and respectful during our time with him. I felt safe leaving our puppy with Austin and would recommend him highly.”
About: I have been around dogs my entire life. That’s over 20 years of personal, hands-on experience! I’ve cared for puppies, small dogs, big dogs, calm dogs, hyper dogs - you name it. My responsibilities include daily walks, feeding, bathing, cleaning up after them, and most importantly, giving them all the love and attention. I am comfortable sticking to a routine and keeping all dogs happy and safe! I have a 7 year old dog who I treat like my own baby. Friends and family know me as the 30 year old who’s obsessed with her dog! Let my dog and your dog be the best of friends in our FENCED-IN yard! I am a dog-loving teacher! I work 1 minute down the road so I am able to check on dogs for 30 minutes during my lunch. My schedule is consistent. I wake up every morning with my husband to give our dog his morning routine. I am able to go on walks multiple times in the afternoon. I can also keep up with night time routines! We have a FENCED-IN yard where your dog and my dog can become the best of friends! I have two separate rooms if your dogs likes to have alone time after a day of play. I am also flexible to do in-home care, if that is your preference.
“Carrie was wonderful. My goldendoodle puppy is a tired girl after her stay ( a tired puppy is a happy puppy) There was a nice large yard for her to run around. Carrie was excellent!”
“Excellent! A bit nervous about leaving our pups with a stranger who has good Rover Reviews Well everyone is correct Kevin is a wonderful sitter. He sent pictures and reports. One of our pups didn’t want to leave at pickup He looked longingly at the other dogs having fun in the yard.”
“Kimberly was available to watch Byron for the day on very short notice and he had such a good time playing with other dogs in her large fenced in yard. Would highly recommend her and will definitely book with her again!”
About: Our mission is to offer people a simple, affordable option for boarding their pets: to keep them fed, safe and company while you're away. There's nothing worse than doubling the price of your vacation just to get your pets looked after! We keep our boarding price more than reasonable to give folks the financial bandwidth to spend their vacation money on their vacation--not on boarding their pets. We are both contract workers with flexible schedules, and Taylor is often able to work from home so your pets will have plenty of companionship! So we told you our mission-- There's a few ways this translates. We have a huge yard. So, we don't take your pups on walks. BUT. We play fetch, tug of war, and intentionally initiate zoomies. If your pup is conditioned to expect walks, it's probably most fair to find a sitter who'll get that walk in! We love a good daytime cuddle, but we also like a good night's rest. So, your pets sleep in the living room, helping us avoid chaos while we're getting shut-eye. We kindly ask that if you book with us, that you're confident your doggies can sleep out on their own without too much fuss! We have an array of options for creating ideal environments for your pets, with baby gates, a large yard that can be segmented for dogs needing smaller spaces or space from others, and multiple kennels. Coming soon, an electric fence with an extra collar for your pup if you'd like it!
About: I have lifelong experience caring for dogs, from growing up with them as a child to raising them as an adult. I currently own a puppy and love being hands-on with daily walks, training, and playtime. With years of experience providing consistent care, attention, and affection, I understand the importance of keeping pets happy, healthy, and safe. I work full-time Monday through Friday, but I’m available on weekends for walks, playtime, and pet sitting. During the week, I can also stop by for quick potty breaks, feeding, or check-ins to make sure your pup is comfortable and cared for. Your pet’s safety is always my top priority. I’m lucky to have a fenced-in dog park right in my neighborhood, which gives pups a safe space to play, exercise, and socialize. You can trust that your dog will always be cared for in a secure and loving environment.
About: I have worked as a pet sitter for approximately 3 years. I have worked for a pet sitting service for 2 year in Dalton, Ga. Also have a few clients in New Bedford, ma. I think I sometimes have a better relationship with animals than people, most animals take to me right away. I have sat for dogs, cats, birds, and ducks. I am very dependable and have experience with giving insulin shots to cats and dogs. I will gladly give you exactly what you ask for regarding your pet because I understand how much people cherish their animals .........they are more like people. I have 1 cat and 1 dog of my own and have had ducks, chicken, and birds in my pass. Please contact me so we can talk !....thanks
“First visit for Otis was a success! Rebecca was awesome dealing with our dogs anxiety in "new" places. Her and her children treated him like one of the family. Thanks guys. Ps: The pictures are a great touch.”
About: I’m not just a dog sitter—I’m a partner in your dog’s happiness. With the experience of training and graduating three service dogs, I bring patience, compassion, and structure to every pup I care for. Your dog isn’t just another appointment on my calendar—they’re family, and I treat them that way. From walks to training to daily love, I help dogs feel safe, confident, and understood. Caring for dogs isn’t my side gig—it’s my full-time commitment. As a business owner, I have the freedom and flexibility to dedicate my days to providing top-quality care for dogs. That means your dog isn’t squeezed into a busy schedule—they get my full attention, patience, and time. This isn’t just a job, it’s my life’s passion, and it shows in the way I care for every pup as if they were my own.” Full-Time Care, Full-Time Love—Because Dogs Deserve More Than a Side Gig.” Every dog in my care gets more than the basics—they get a home. At my single-family house, dogs enjoy a safe, spacious fenced-in yard where they can run, play, and explore freely. Inside, they’re treated like part of the family, with comfort, structure, and plenty of attention. From walks and playtime to training reinforcement and quiet downtime, I tailor the experience to each dog’s personality and needs. Whether your pup loves fetch, belly rubs, or simply lounging in the sun, I make sure they feel secure, happy, and cared for—just like they would at home.”
About: I've volunteered at shelters and sanctuaries, worked at dog salon and groomers, have owned, fostered and sat for dogs my entire life. They complete me. I'm currently available during most daytime hours and will work with you to accommodate your schedule with your dog's needs. Available on most weekends also. As a fur mom of two, I already have a fenced in yard with plenty of room to zoom! Crating is available for those that need the peace and quiet also. I have senior and puppy experience too.
“Tara was great with my boys regarding my situation of needing last minute support. She made an accommodation to take my golden even though he is on the bigger side and he came home happy. I would trust her to take care of my boys anytime!”
About: Over 20 years of experience with pets- I trained my very first dog at only 10 years old! I grew up with a Great Pyrenees and am experienced with large / xl breeds. I absolutely love dogs and animals in general. I have two precious dogs of my own currently who I love more than anything. I’d be thrilled to care for your dog! I work remotely full time as a software engineer! Your pets are welcome to hang out with us for the day when you’re busy. Weekends I can provide even more active care since I have the days off. I have a fenced in yard but depending on your pets needs I can take them out on leash still. I let the dogs out to play frequently, every 2-4 hours.
“Nicole & Ryan are absolutely amazing!! They are responsive, kind, and accommodating. We felt very comfortable leaving our dog in their care and cannot recommend them enough. Will definitely be reaching out again and we know our dog is just as excited as we are to have found a good match!”
About: I dog (and house) sat for years for friends, family members and acquaintances. I personally have a playful senior pup who loves to make new friends. I know how hard it can be to leave your furbaby and will treat them as if they were my own. I am open, depending on my schedule, to provide doggie daycare, overnight boarding at my house or staying overnight at your home depending on what is best for your dog. I also do drop ins and walks. I am reliable and will not cancel or let you and your pets down. I have extensive experience administering medication and dealing with pets with special dietary restrictions. References available upon request. I look forward to working with you! I work remotely so my pup is with me most of the time and we take long walks with a lot of outside play and inside cuddles. I will treat your babies as if they are one of my own! I do allow dogs on furniture but am happy to keep yours off.
The median cost per day for doggy day care in Head of Westport is €45
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- 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?
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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 Rover works
1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet & Greet
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 near you
Select a filter and find qualifying Head of Westport sitters!Sitters in Head of Westport average 5 repeat doggy day care clients
FAQs for Doggy Day Care - Head of Westport
Frequently asked questions about Rover
The average cost for Doggy Day Care in Head of Westport on Rover is $42.18 per day (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .
As of June 2026, there are 611 sitters on Rover offering Doggy Day Care across Head of Westport. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Head of Westport commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
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 Rover's Trust & Safety page .
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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 611 sitters in Head of Westport, 86% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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