Dunedin Doggie Destination

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Ashley and Will S.

20 Reviews
11 Repeat Guests
Other Sitters Nearby
  • 3 days notice required for bookings
  • Responds within 25 minutes
  • Cancellation Policy:

Pet Requirements

  • 1-20 lbs
  • 20-40 lbs
  • 40-80 lbs
  • 80+ lbs
All Ages OK
List of Pets OK for House Sitting

Ashley and Will's Resident Pets

7 yr 1 mo old
5 yr 1 mo old

Ashley and Will's Apartment

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Outdoor area
Smoke-free home
Pets allowed on furniture
Air-conditioned inside

About Ashley and Will

10 Years Experience Caring For Dogs

We offer a quality alternative in comparison to placing your dog in a kennel. Your pet will have a comfortable and active environment to spend their vacation here in Dunedin. We live in a condo complex that is completely gated and has very little traffic. There are also no size or breed restrictions in our complex as well. Nearly all dogs are welcome. We also maintain a smoke free environment for your dog's comfort.

We enjoy exercise and feel that our pets need it as well. We are near the Pinellas Trail which makes for great walks! We are also only 3 miles from Happy Tails dog park in Dunedin and Crest Lake Park in Clearwater. We love to take our dogs as often as possible.

There are no kids in our condo in case your dog isn't kid friendly. We do however have two chihuahuas, Mango and Peanut. Both are males and dog friendly. Mango in particular loves meeting new friends!

We have been taking care of dogs for many years now and really enjoy meeting all personalities of furry friends. Please feel free to message us with any questions you may have and let's set up a meet and greet! As an added bonus William works from home so during the day you have the piece of mind that your pup is under supervision and feeling comfortable.

Thank you!

***If your dog isn't picked up by 12 PM the next day another $10 is added on and if the dog isn't picked up by 5PM you will be charged for an additional night.***
Read More about Ashley and Will...
Contact Ashley and Will
Can administer oral medicine

Ashley and Will S.

20 Reviews
11 Repeat Guests
Other Sitters Nearby
  • 3 days notice required for bookings
  • Responds within 25 minutes
  • Cancellation Policy:


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


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.
Pack Promoter
Pack Promoters are active members of the community who promote DogVacay and hosting best practices.
Pay through DogVacay for:
Premium Pet Insurance, 24/7 Customer Support and Daily Photo Updates!

Services & Rates

Boarding Overnight At Ashley and Will's Home
$25 /night
  • Watches up to 3 dogs/night
  • Dogs may be unsupervised for no more than 1 hour/day
  • 5+ potty breaks/day
  • 3+ walks/day
  • Pets can sleep wherever they want
House Sitting Overnight At Your Home
$40 /night
  • Dogs may be unsupervised for no more than 1 hour/day
  • Willing to travel 10 miles
Daycare At Ashley and Will's Home
$17 /day
  • Watches up to 3 dogs/day
Dog Walking
$15 /half-hour
$30 /hour
  • Willing to travel 5 miles
$20 /bath
$10 each way
  • Willing to travel 10 miles
More Services
20 Reviews
Ashley and Will are awesome! We met at the dog park prior to our dog's stay and we could see right away that they were animal lovers! Our dog, Honey, felt right at home with them and their pups. We could tell from the great photos that were sent to us. They are very professional, responsible and super friendly. We highly recommend them! We will definitely book them again soon!
Ashley and Will took care of our pups as their own, they made it easy to adjust a reservation when our flight home was delayed. Simply put, Ashley and Will went above and beyond! Could not have asked for better hosts!

You will not be disappointed, choose hen as your hosts!

We will be back!
Ashley and Will were terrific. They met us and our dog at a nearby dog park with their two dogs to introduce themselves, and we did a day care to try it out. We found them to be very sensitive to our older shelter dog's issues and were very accommodating. Will was very thoughtful in sending me several texts and photos of our dog during the stay. We hope to use them again in the near future.
We had never used Dog Vacay before so we were a little nervous at first. We reached out to Will & Ashley and set up a meet and greet. All my worries disappeared after that. It was comforting to know that our pet would be with people who really love dogs.
Will and Ashley took great care of our dog and we are 100% satisfied. They used great communication to keep us updated with her care and even sent us a nice picture of our dog sleeping peacefully.We're looking forward to using them again.
This was our 2nd time having Will take care of Molly and it felt so good going out of town knowing that she would be well taken care of - we can't thank you enough! Best thing ever finding you on Dog Vacay!
Thank you so very much for putting up with our crazy dog! We are so lucky we found you! Thrilled that we found our new go to sitter! Thank you, Will!
Sugar stayed during Thanksgiving.
I only met Will but I thought he was wonderful and truly loves dogs. My dog, Harry, was very happy to be there. They are great, but don't tell anyone cause I may not be able to use them when I need them if everyone else is using them. :)!!!
Great experience, as usual. Will and Ashley are so dependable. We always turn to them first when we need a sitter.
Just got home from a 6-day trip and my doggies are exhausted! They must have had so much fun with Will and Ashley's pups. Thank you so much Will and Ashley for caring for our little ones while we were gone. Can't tell you how much we appreciate not having to worry while we're gone.
We left our dog with Will & Ashley for the 2nd time in less than 2 months and once again it went great! Not only were they very accommodating but our dog was happy to go back to play with Peanut & Mango.
Good communication and easy to work with. Cooper came home happy and appeared to have a nice stress free weekend.
We had to go on a last minute trip and after finding the dog vacay website only 1 week before leaving, we requested a meet & greet with Will & Ashley. They were very accommodating & professional so we decided to leave our dog with them for 2 weeks. We were delighted to receive pictures and updates all along our trip. They walked our dog on a regular basis and we know he was happy to play with their 2 chihuahuas Peanut & Mango.
We definitely will use their services in the future.
Will and Ashley are our #1 go-to sitters for Hunter. This time they went above and beyond in great customer service. When we arrived to drop off Hunter, we realized we forgot to bring his food along! Will said it would be no problem to pick some up at the store, so we gave him the cash and trusted him to take care of things. We really appreciate this level of accommodation!
We had no worries in leaving Hunter in their care while we were on a two-week cruise. We were still able to keep in touch via email, which Will and Ashley did on a regular basis, sending us pics and updates. We've gone to Will and Ashley multiple times now and plan to continue to do so because of the wonderful care they give Hunter.
thanx I believe Cali had a good time! especially w/ Mango!
We were very happy with Sugar's visit with Ashley and Will! We hope to use their services again soon! John, Terri and Sugar
Ashley and Will did an excellent job caring for Hunter. Usually when he's homesick, Hunter will lose his appetite and not eat his dinner. However, during his stay with Ashley and Will this was not a problem--he must have felt very comfortable with them. They did a great job communicating with us. Highly recommend.
I wasn't able to transport my dogs to meetup or stay. Ashley & Will made it very convenient for us to meet. They were able to bring the dogs back and forth (for a small fee, of course) with no issues.

Coordination was simple, and (looking at the pictures) the dogs had a good time at their place. All dogs got along nicely. Great experience!
Ashley and Wil are very caring and responsible pet sitters. Buddy Fro and Daisy Rose had a wonderful time. They send photos and video of their vacay. They accommodated their little quirks, i.e.: Daisy sleeping on the bed and Buddy's need for space.

I will definitely leave Buddy Fro and Daisy Rose with Ashley and Wil again.
Read All 20 Reviews