A happy black Labrador Retriever puppy lying down on a wooden doorstep inside a house.

Home Stays

Whether you’re traveling for work or leisure, your pets remain exactly where they feel most secure — their home. Our home stays are designed to preserve your pet’s routine, comfort, and sense of familiarity while providing dependable, attentive care. The result is a relaxed, happy pet and truly stress-free travel for you.

Two dogs lying on a soft pet bed in front of a decorated Christmas tree with wrapped presents underneath.

Your dog stays comfortable and settled at home, surrounded by everything they know and love. No kennels, no disruption, no transition stress.

And for you, that means leaving the island knowing everything is handled, allowing your travels to feel lighter, easier, and genuinely worry-free.

Why pet parents choose Al Fresco Tails Home Stays


Maintain your dog’s peace of mind and familiar routine


Continuous care that feels like you never left


Detailed photo updates and notes for full transparency


No stress of kennels, logistics, or adjusting to new spaces

Smiling golden doodle dog wearing a green harness sitting on a brick and stone sidewalk near pink flowers and a white fence in an outdoor setting

Travel & Off Island Home Stays

For clients who split their time between the Vineyard and the mainland, we occasionally accept select off-island home stays.

This service is designed for longer trips, extended travel, or time away when maintaining your pet’s routine and your home’s sense of normalcy matters most. Your pets remain relaxed in their familiar environment, and your home stays quietly cared for while you’re away.

Off-island stays are best suited for established clients, longer reservations, and households with predictable routines. Availability is intentionally limited throughout the year.

If you have an upcoming trip or anticipate needing coverage at your off-island home, we’re always happy to discuss details and timing.

Contact us
A detailed digital illustration of a Cavalier King Charles Spaniel sitting on a beige cushion on a patterned sofa in a cozy living room.
A black and gray speckled dog peacefully sleeping on a patterned blanket.
A white fluffy dog eating from a yellow YETI pet food bowl placed on a tray inside a home.
Two dogs, a Golden Retriever and a small white dog, standing on a paved forest trail with greenery on both sides, on a sunny day.

Sample Day


• Morning stretch and refreshing walk
• Midday walk and enrichment
• Afternoon rest time in a familiar spot
• Supper and evening calm
• Overnight companionship

A person walking two dogs on a dirt trail through a leafless forest in daytime. The person is wearing a blue jacket, glasses, and has short dark hair. One dog is a basset hound, and the other is a black and tan coonhound.

Home Stays are perfect for dogs who…

• Feel most relaxed in their own home and surroundings
• Thrive on familiar routines and predictable rhythms
• Prefer their usual sleeping spots and comforts
• Find boarding environments overwhelming or stressful
• Benefit from calm, consistent companionship
• Simply love staying where everything feels known and safe

Home Stay Pricing

  • Home-Stay Coverage Block — $244–$286 per day
    (VIP rate available for recurring clients and monthly members)

    Overnight care provided in your home, including a midday visit and supper visit.
    Pricing varies depending on the length of the midday visit and the level of care needed, allowing us to keep your dog’s normal routine as consistent as possible while you are away.

    +$24 per additional dog

  • Home Stay Visits – $184-$222

    (VIP rate available for recurring clients and monthly members)

    A visit-based care option for dogs who are comfortable spending the night independently. This service includes four scheduled visits throughout the day and evening: an early morning visit, midday visit, supper visit, and bedtime visit. Ideal for maintaining routine, companionship, and consistency without an overnight stay.

    +$24 per additional dog

Cartoon image of a young person wearing an orange beanie and gray hoodie, smiling while hugging a happy golden retriever dog sitting on a tan couch.

All of our home stays include:

  • Complimentary care for small pets and pocket animals

  • At least two daily walks for your dogs

  • Fresh water refreshes at every visit

  • Feeding per your pet’s routine (meals, toppers, supplements)

  • Litter box/pet waste scooping as needed

  • Photo & written updates after each visit

  • GPS-tracked walks and visit timestamps

  • Attentive home care, including keeping pet spaces clean, comfortable, and tidy

  • Mail and package collection while you’re away

  • Bringing trash bins in/out when aligned with visit days

  • Snow shoveling of main entrances and pet walkways

  • Plant care & watering

Two happy dogs wearing harnesses sitting on grass with green bushes and a lighthouse in the background under a blue sky with clouds.

“I only wish there were more stars to give them!
Our dogs just love Cay and Heather and they are incredibly reliable! Thank you both for such piece of mind.”

  • "We loved all the updates, and we never worried for a minute about the dogs knowing they were in their care! We’re excited for our next Al Fresco adventure!"

    Celia M.

  • "There is no one I would trust more to stay with or walk our dogs than Cay & Heather at Al Fresco Tails! We trust and recommend Al Fresco Tails to everyone that is considering their services. Always leave our house spotless and send tons of cute videos, pictures and updates on our girls. We sometimes joke Chowder and Riley like Cay and Heather more than us because they are that excited when they come to do an overnight or walk!"

    Ashley R.

  • "Our pets are our family! We have been using Al Fresco Tails for 1 year and have had the best experience we could have ever asked for. Our beloved pets look forward to their walks and love provided by Al Fresco Tails. They are always willing to work with us when our needs change. Simply knowing Al Fresco will be there for you provides such a sense of security. You know your pets are being taken care of as if you were there. I would not go anywhere else. Highest recommendation I could give!"

    Dave Z.

  • "Their service is top notch: my house is always spotless when we return from a trip, and in addition to all the photos and notes sent to me from each visit/walk/overnight, there is a thank you note on my counter too. Bottom line, they are more expensive than the random petsitter who sleeps over at your home, but they are professional, intelligent, personable women who deliver what they promise with 100% priority to your pet, to your home, and you."

    Cyndy O.

  • "FANTASTIC FANTASTIC FANTASTIC. We leave our two labs, 4 years old and 1 year old, and 6yo cat in their most capable hands. Just the best ever!!!"

    Geoghan C.

  • "Truly stellar pet care service! Heather and Cay were quite patient with our anxious schnauzer, easing into the meet & greet, and getting him comfortable and happy on his walk! They’re meticulous about every detail, giving us full confidence and peace of mind when we were away from the pup! They also take the cutest pictures on the walks!"

    Martha K.

  • "Just ask my Ivy Rose what she thinks about Heather and Cay. She has been one of their first pups since they started their business. She says: they really are softies. I have them trained to go my way, my pace, and give cookies on demand! We can’t say enough about Al Fresco Tails. We give them 10 paws!"

    Sharon S.

  • "Heather and Cay have always done a great job with our pets. They were able to take care of our aging beagles making us feel they were safe and well attended to. After we lost them, Heather and Cay have worked with us to help Tug Boat (a 3.5 year old rescue beagle) adapt to our home. They go out of their way to get information on his troublesome behaviors and have helped him to join our household. When they sit for us, we get loads of pictures and friendly notes."

    Carol B.

  • "We have been using Al Fresco Tails for the past year and they are amazing! I can’t say enough great things. They make sure our pups are well exercised and loved. They provide updates throughout the day when we are traveling and it puts my mind at ease. Heather and Cay are the best! We love them."

    Kelly R.

  • Close-up of a yellow Labrador Retriever wearing an orange harness, outdoors with leafless trees and another white dog in the background.

    "It's so hard for us to leave our dogs behind, and I can honestly say that this was the most comfortable I have ever been with being away from them."

    Evan S.

  • "They take such good care of the dogs and they are so thoughtful they even do tick checks and send you loads of pictures. It’s clear just how much they love and truly care about your dogs. I feel so grateful for them- like seriously they are a hidden gem that might be no-so-hidden quite soon."

    Shalei H.

  • Close-up of a happy black Labrador puppy with a dock and boats in the background at a marina.

    "The peace of mind that comes with their sincere, kind, clean, personal care and dedication means the world! Highest praise and sincere recommendation for all they do!"

    Kim N.

  • "Cay and Heather are wonderful caregivers and their communication is stellar - fabulous pictures and reports on our two dogs on a daily basis. When you have to travel, there is such comfort knowing your pets are being loved my such remarkable women. Highly recommend this service ❤️❤️ Quinn and Chilie agree!!"

    Marie L.

  • A happy, curly-haired dog with a tan coat standing on a forest trail, smiling with its tongue out, surrounded by green trees and fallen leaves.

    "Took wonderful care of my dog. Communication was excellent. House sitting, additionally, was a bonus and really enhanced the experience for my dog."

    Detta T.

  • "Their communication is stellar and responsive. We have been so impressed with their attention to detail and happy to find the house in great order and the dogs very happy upon our return. I know that both dogs miss them and they genuinely care about our pets. I can't recommend them enough."

    Mary H.

  • Close-up of a black dog with brown eyes on a sandy beach, wearing a green collar, with the ocean and sky in the background.

    "Their level of attention, professionalism, and genuine affection for our spirited 100+ pound canine boy, Oggie is off the charts!"

    Christopher C.

  • "Cay and Heather have lovingly cared for our lab Trudy many times over the past few years when she cannot travel with us. Trudy is now a senior citizen and we would not even consider leaving her under the care of anybody else. They are so incredibly responsible, reliable, and it is fun and comforting to get reports multiple times a day, complete with pictures. They have our highest recommendation!

    Jeff M.

  • "Heather and Cay are amazing! They operate a very professional business, provide timely and clear communication, are very trustworthy and are extraordinarily reliable. As the owner of a small dog with some special needs, I am delighted by the care they provide. I always rest easy knowing that my dog is happy and safe in their care. Both my dog and I adore them!"

    Nancy G.

  • "The ladies of Al Fresco Tails are absolutely wonderful. My dog gets so excited when they see them walking to the front door, and he cannot stop smiling. Not only do I know my dog loves these ladies, I know the ladies care so much for my dog. They send a detailed message via their app after every walk/visit. I know my dog is well taken care of and loved by these truly professional and loving ladies."

    Jessica M.

  • "Al Fresco tails takes such great care of our golden retriever Lambert, whether by daily dog walking or overnight stays when we go away. He absolutely loves them! I look forward to their adorable updates and photos. They are so professional and amazing! Highly recommend."

    Lauren M.

  • "Al Fresco Tails is amazing! Cay and Heather go above and beyond, they are so professional and kind and my dog absolutely adores them. I could not ask for a better pet sitting/dog walking service!"

    Samantha M.

  • "I had Heather and Cay care for my pets while on vacation. They were fantastic. I loved all of the photos and stories they sent me about all my fur babies. I felt confident and secure knowing that my pets were being so well cared for. They are the best."

    Rose W.

  • "Beyond thrilled to have found Cay and Heather! I had been waiting years for a service like this on the Vineyard! Professional, reliable, and loving.....exactly what Posie and Pippa need!"

    Brooke B.

  • "I love Al Fresco’s service! They are extremely reliable and take excellent care of my dogs. I highly recommend their service!"

    Andora A.

  • "Phenomenal service. I could not feel more comfortable leaving my fur kids in their caring, capable hands. They are awesome!"

    Paige G.

  • "Cay & Heather are the best dog sitters ever! I feel so comfortable leaving my dog with them. My dog has some special issues, so it has always been worrisome to leave him in the care of others, but Al Fresco Tails has always done an amazing job! They are very professional, give great updates and stay in touch. I absolutely recommend Al Fresco Tails!"

    Hilary G.

  • "Al Fresco Tails took care of our dog for a week, during which time he obviously enjoyed himself to the point that his greeting on our return was more like “Oh hey, you’re back. Where’s Heather?”

    Chip C.

“They are the best!!! We love them and their services. They care so much for the dogs and are part of our family. They are the only ones we have ever trusted enough to leave the dogs with so we can travel.”

A person wearing sunglasses taking a selfie outdoors with two happy dogs against a background of blue sky and colorful autumn trees.

Leave with confidence. Return with calm.

Your home, your dog, cared for exactly as you would.

Start Your Dog’s Adventure

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Close-up of a happy black dog with its tongue out, outdoors in a grassy area.