Happy Tails on the Vineyard

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Jacquelyn F.

39 Reviews
13 Repeat Guests
Other Sitters Nearby
  • 3 days notice required for bookings
  • Responds within 30 minutes
  • Cancellation Policy:

Pet Requirements

  • 1-20 lbs
  • 20-40 lbs
  • 40-80 lbs
  • 80+ lbs
All Ages OK
Must Be Vaccinated

Jacquelyn's Resident Pets

5 yr 5 mo old
4 yr 11 mo old
5 yr 2 mo old
1 yr 11 mo old

Jacquelyn's House

View Neighborhood Map
Medium Yard
100% fenced & locked
Smoke-free home
Pets allowed on furniture
Air-conditioned inside

About Jacquelyn

20 Years Experience Caring For Dogs
. Serving every town on Martha's Vineyard Island, I have had animals all my life and have had kennel experience in the past, but why put your fur baby in a cage when they can run around my home free to have fun! I currently have 4 beautiful rescues, and love every minute of them. Cody, my adult son, also lives on property, and frequently helps out with the care of some visitors. My home is very quiet and a smoke free zone,and has central air for those hot summer days. My house has a fully double fenced in back yard for our friends safety. My main goal daily is to keep your pet happy with love, playing outside, treats, walks, and doggy naps. Please make sure your pups are on flea/tick prevention also. Hope to see you soon!

Read More about Jacquelyn...
Contact Jacquelyn
Can administer oral medicine
Special Needs Accommodated
  • Separation anxiety
  • Leash Pulling
  • Not yet house-trained

Jacquelyn F.

39 Reviews
13 Repeat Guests
Other Sitters Nearby
  • 3 days notice required for bookings
  • Responds within 30 minutes
  • Cancellation Policy:


  • Available
  • Unavailable
  • 1 Spot Left
  • Booked
  • Last updated February 14, 2017


Background Checked
This sitter has passed a background check, which searches a variety of criminal databases.
Course 101 Graduate
By completing courses at DogVacay University, hosts learn about best practices to help them provide the highest quality care for your dog.
Course 102 Graduate
By completing courses at DogVacay University, hosts learn about best practices to help them provide the highest quality care for your dog.
Facebook Connected
This Host has provided DogVacay access to their Facebook information.
Pack Promoter
Pack Promoters are active members of the community who promote DogVacay and hosting best practices.
Disaster Relief
This sitter has completed training for the DogVacay Disaster Relief Program and volunteered to help displaced pets in the event of a natural disaster.
Pay through DogVacay for:
Premium Pet Insurance, 24/7 Customer Support and Daily Photo Updates!

Services & Rates

Boarding Overnight At Jacquelyn's Home
$45 /night
  • Watches up to 2 dogs/night
  • Dogs may be unsupervised for no more than 1 hour/day
  • 5+ potty breaks/day
  • 2 walks/day
  • Pets can sleep wherever they want
Dog Walking
$20 /half-hour
$35 /hour
  • Willing to travel 25 miles
$25 /visit
  • Willing to travel 25 miles
$15 /bath
$10 each way
  • Willing to travel 25 miles
More Services
39 Reviews
This was the second time we've used Jackie. She's is great with the dogs, gives them lots of attention. She's flexible about our schedule. She keeps us updated with how much fun the dogs are having. We will always book Jackie for our Vineyard visits.
nice lady. good service, happy dogs!
Jackie responded immediately, was easy to work with and flexible. She texted me photos and updates daily. Will use her again
Jacquelyn is wonderful. Henry, age 4 months, had a wonderful time and was so well cared for. Suzanne
Jacquelyn was a great babysitter for our pups. One of our dogs required medication and she was able to administer without any issues. We also appreciated the updates / doggie pics throughout their stay with her. She took very good care of them, kept them active, and happy. When we picked up our puppies they were in great shape. I would recommend Jacquelyn to anyone!
Neva Bishon seems to have had a great time, and may be missing her week long -playmates. She was taken good care of.
Jackie is wonderful. We highly recommend her services while in MVY. --Jessica, Washington, D.C..
She was terrific!
My two beagles had a great time during their sleep away. I loved getting the emails with their pics. I would recommend Jackie and hopefu use her again. Thanks Monique
We decided to extend our MV vacation for a few days, but our hosts did not allow dogs. Oh no! What to do? Jacquelyn to the rescue! We read the fabulous reviews about Jacquelyn on "Dog Vacay" and knew our spoiled pups would be in good hands. Jacquelyn was knowledgeable (as an example, a thunderstorm was forecasted and she asked if my pets have any noise phobia -- such an excellent and thoughtful question), attentive, kind, and a fabulous communicator. We received multiple updates and photos. I knew my four-legged children were in good hands. I highly recommend her!
Max loves Jackie's house. He ran up the path, wagged his tail and never looked back. Great stay!
Jacquelyn was awesome and DogVacay is a lifesaver. We adopted a puppy from a shelter and then were invited to join family on their vacation. No hotels had availability for dogs. Jacquelyn was able to take our 3 month old puppy each night and was extremely flexible with pick up and drop offs during the day. One day it poured rain and she was able to keep our puppy for the entire day! It was a wonderful experience and we will request Jacquelyn again if we ever travel to Martha's Vineyard in the future. We will certainly be using DogVacay again!
Jacquelyn took excellent care of our dog Booboo from beginning to end. It was so easy to book with her and she was so kind and helpful. She sent us daily pictures and videos of him that made our days. I'm pretty sure Booboo had a better vacation than us. I will definitely look her up the next time we are in the Vineyard and highly recommend her for anyone who wants to make sure that their dog is loved and well taken care of!
Jackie was great! Really communicative and our dog had a great time.
Our dog Sam's stay with Jacquelyn was fantastic! Jacquelyn clearly loves dogs and has a confident, expert touch in managing them. Sam is senior, with some special needs, and Jacquelyn managed it all with ease. Sam had a great time!

Jacquelyn was also a pleasure to deal with, as she was easygoing about some changes in our schedule. Finally, she surprised us with some lovely treats for Sam as a going away present!

Highly recommended!
Our pup Margarita had an amazing time with Jacquelyn. Great to have someone actually on the vineyard to keep her close and that we can always trust.
We cannot say enough nice things about Jacquelyn! We booked a vacation to the Vineyard well before adopting our rescue pup, Sadie. We were not able to bring Sadie to our rental house and we were reluctant to board her at a kennel. We had only had her for a month and we did not want her to think we had abandoned her. Jacquelyn made Sadie feel right at home and she made us feel better with daily photos and videos. We were able to pick Sadie up for daily hikes on island trails. She even sent Sadie home with a goodie bag of homemade treats! We would definitely recommend Jacquelyn to anyone needing to board their dog.
Jackie was so easy to work with and so accommodating. Rosie will be back.
Odin had a wonderful stay with Jacquelyn! She sent frequent photo/video updates and was always available for communication throughout his whole stay.

This was my first time using DogVacay, and Jackie set the bar very high! I was traveling to Martha's Vineyard, and although I have been going for many years, this was the first time with a pet, and the place where we were staying was not pet-friendly. Even before I officially made the reservation, Jackie answered all of my (many) questions and remained very flexible - we had planned to bring him around the island to do different things during the day and board him at Jackie's house at night. Unfortunately since it's well into tourist season, there weren't a ton of things we could do with Odin, but I was happy to know that he still had fun on his trip! He got along well with her pups, too!

Thank you again, Jackie!
Benny stayed with Jackquelyn twice. He was taken good care of. We received pictures each day for his happy playing, sleeping, etc. Benny is very comfortable playing with other dogs. THe environment is very clean, quiet, and safe.

Jackquely loves little Benny.
jacquelyn is a fantastic dog sitter. Her dogs and mine got along great. She sent super daily pix and reports. She was great with their daily routines, supplements etc. I am so grateful to have found her.
Jacquelyn was a life savior. Had a wedding on MV and needed someone to walk two shih tzus at a last minute. She was responsive, on time, took a video of the pups and sent it over so we knew we could enjoy a late night celebrating without worrying about the dogs. Thank you!
Jackie was great with my dog who has a bit of separation anxiety. She kept me updated with messages and photos which made me feel really good about leaving him when I knew he would be a little upset at first. Just booked my 2nd stay!
Jacquelyn was attentive, thoughtful, sent great photos and was an all around great dog-sitter. The only reason not to share is I'd hate to lose her when I need her. It was great for my dogs to hang out with other small dogs. This was the calmest I've seen them after being away for 10 days. No issues about transitioning to home, just 2 happy dogs, ages 8 & 12.
Jackie was such a blessing to find on an island with limited options for pet sitting. We contacted her to walk & feed our Westie Lily during our wedding day. Enter Jackie to save the day! She not only provided excellent caring, attentive, and thorough care for Lily, she e-mailed me updates with pictures, videos, and messages on how she was doing. She even got her to eat her dinner, which Lily never does when we are away! Jackie went above and beyond for our girl, and we couldn't imagine going away to a destination to get married and not include the most important piece of our little family, so for that we are so thankful to Jackie for making it happen without any worries!
Jack and Joie had a nice dogvacay with Jackie and her girls..
Joie learned something new. He now looks at me and barks when he wants something. He used to just tap me..
Both of them have been sleeping alot since they returned home.
They will be with Jackie again on June 16th.
Stella started with a day long visit to get acquainted with Jackie and her pups...that went so well! When I went with Stella a few days later to drop her for her 4 day vacation, she could barely contain herself..leaping out of the car to get to Jackie. I was so grateful for the stream of pics and videos of Stella playing and relaxing and looking perfectly content. It was my first time leaving her with anyone. Jackie stayed in touch every day! I could not more Highly recommend this loving home and wonderful pet sitter! Jackie is so kind and responsible and her dogs are equally welcoming! This will be our first choice of pet sitting whenever the need arises! Heidi
We had a great experience with Jacquelyn. She took awesome pictures for us, and it was clear that Quincy had a fabulous time getting to know her dogs and enjoying his day. We will definitely return.
She is the best! Always willing to accommodate you and your pup (s) and LOVES them like her own. I never worry when they are in her care.
Jacquelyn was extremely responsive to my emails as I was very concerned about leaving our dogs. She understood both dogs right away and was very patient with them. She was flexible about pick up and drop off time. My dogs were both very happy when we arrived to pick them up.

Should I be in the area again, I would not hesitate to ask for her help.

Thank you so much!
On short notice Jacquelyn was able to take my dog for an over night while I was off island. I was even late getting back but it was not a problem and my pet was happy and calm when I retrieved her. Thank you. I would certainly use your service again
Jacquelyn is wonderful, our dog has such a lovely time when she's there, and Jacquelyn sends these wonderful pictures that make me feel so secure leaving our pup with her.
It is possible that Jacquelyn is nicer to my dog and cat then I am......very reliable and very nice. This is our second experience and there will certainly be a third. Thank you!
Jacquelyn took care of our dog Maddie with love and care and it was very much appreciated. We will certainly use this service again. Thank you so much! Debby Ware
I had a last-min trip to take, found Jacquelyn on DogVacay and had to leave my chocolate lab, Roo, in a hurry. But Jacquelyn made me feel really good and I could tell Roo was going to be in good hands and the whole day I was gone I saw picture updates and just felt really at peace about leaving her in such a great home. Jacquelyn is wonderful and Roo had a fantastic time. She was happy and tuckered out when she got home.
She is the BEST!!!! Our dogs think it is home--we feel totally comfortable leaving them and knowing they will get the care that we would give them.
Jackie was amazing with my pups! I loved all the updates.
OMG, my dogs have never been happier! Jackie gave them individual attention, emailed pictures and even sent them home with home-baked treats! They LOVED her and the other dogs they stayed with. We could not ask for a better home for them to "vacation in"!!!!
Jackie is great--friendly, flexible, attentive, and caring. She is clearly a dog person. The house has an enclosed backyard, and she would also walk the dog. We knew Hannah was getting lots of TLC. Jackie sent us photo updates during Hannah's stay. We would absolutely use Jackie again to take care of our dog. Two huge thumbs up!
Read All 39 Reviews