Pet Setting & Drop Ins in Oak Bluffs, Clearwater, FL

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Confirmed Holiday Availability
1. Connie

No pets of my own for the 1st time.

Dunedin, FL, 34698

Drop-In Visits

3 repeat clients

"Chickee and I Love Connie! I have scheduled her to sit for Chickee again on Saint patties day weekend 3/16-20 Chickee can't wait for some extra Loven. (more)"

Confirmed Christmas Availability
2. Shannon

One On One Care For Your Dog

Clearwater, FL, 33759

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"Shannon was amazing! My pup has never been away from me before so I hired Shannon to come visit a couple times during the day for our daytrip. My pup made a ... (more)"

Confirmed New Years Availability
3. Diane

Home Full Time in a Pup Paradise!

Largo, FL, 33771

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"We were so lucky to have found Diane. Diane helped us immensely and treats our pooch like a member of her own family. I strongly recommend Diane for any an... (more)"

4. Dawn

It's a Dogs Life...let's live it.

Clearwater Beach, Clearwater Beach, FL, 33767

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Dawn was excellent with my two dogs. Very attentive and easy to communicate with. Would definitely recommend! (more)"

Confirmed Holiday Availability
5. Bethany

Future Vet who loves all animals

Largo , FL, 33771

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"This was my first time using rover.com. I am so happy I made the choice bc Bethany took great care of my Bruiser and sent pics each day to put me at ease. I ... (more)"

6. Suzanne

I will love your baby like my own

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with a German Shephard, I have had 2 dogs of my own (Jack Russell and Beagle mix) for the last 5 years, and I have been a loyal and lovin... (more)

7. Kayla

Kayla's Pet Sitting

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

"Kayla has always taken care of my two dogs, a 70lb boxer & a 70lb pit mix. They absolutely adore her!!! She gets lots of sloppy kisses. We love her!! (more)"

Confirmed Holiday Availability
8. Petra

Mature, responsible local pet lover

Belleair Bluffs, Belleair, FL, 33770

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"We found Petra through a neighbor recommendation. She took such great care of our fur babies. It made going on our trip much more enjoyable knowing our dog... (more)"

Available this weekend
9. Demi

All dogs are my favorite dogs.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Knowing the loving passionate way in which Demi regards all animals of the world, I would highly recommend her to care for my pets with Love, attention to ... (more)"

10. Jessica

Professional Dog Cuddler

Clearwater, FL, 33764

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"When my wife and I had our out-of-town wedding, we were frantic because our normal pet-sitters were attending. Jessica came through and took great care of ou... (more)"

Confirmed New Years Availability
11. Laura

Mutter Strutters

Island Estate, Clearwater, FL, 33767

House Sitting, Drop-In Visits, Dog Walking

29 repeat clients

"Great job Laura with our dogs!!! (more)"

12. Peggy

Happiest with My Dogs

Clearwater, FL, 33755

Dog Boarding, Drop-In Visits, Doggy Day Care

12 repeat clients

"Peggy was perfect. She immediately bonded with my dogs and went above and beyond to care for my dogs while I was away! I highly recommend her! (more)"

Confirmed Holiday Availability
13. Danika

Board your dog in our Home!

Clearwater, FL, 33756

Dog Boarding, Drop-In Visits, Doggy Day Care

4 repeat clients

About: Family owned and operated, we are here for your fur baby family! Our two golden retrievers will welcome your dog into our home with wagging tails. ... (more)

14. Melanie

Trust, Peace of Mind & Tons of Love

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I am extremely happy with the time Melanie spent watching my cat. I felt completely up to date the whole week and I felt extremely comfortable that if anythi... (more)"

15. Lisa

Dog whisperer I ❤️ them, they ❤️ me

Sarasota, FL, 34232

Drop-In Visits, Dog Walking

"Lisa has watched my dog Moxie. She loves taking him for long walks and playing in the park. She has taken him for some overnights too. She is punctual and ve... (more)"

16. Misty

Our children deserve the best care

Clearwater , FL, 33755

Drop-In Visits, Dog Walking

"Misty is one of the most loving and loyal friends I have.... and with that being said, she is also one of the most loving and caring persons when it comes to... (more)"

Confirmed Christmas Availability
17. Natalie

Puppy vacation!

Pride, Clearwater, FL, 33756

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Natalie S. is a super pet lover!! She has dedicated her life to her pets since she was a young girl. She had gold fishes, parakeets, hamsters etc. and obviou... (more)"

18. Dori

Wagging Tails is My Wonderland! :)

Largo, FL, 33770

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Dori is very responsible and loves dogs. I highly recommend her. She loves to take the dogs for a walk. You can trust Dori with your home and pets. (more)"

19. Blakelee

Animal Loving Introvert

Belleair, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"My cats were well taken care of. I highly recommend Blakelee! (more)"

Available this weekend
20. Macaela

When your Pet is Happy I'm Happy!

Island Estate, Clearwater, FL, 33767

House Sitting, Drop-In Visits

"Macaela, being a dog owner herself, really enjoys being around dogs and caring for them. She is very responsible and takes time to get to know the dogs. Ma... (more)"

In Oak Bluffs, Clearwater, FL, dog lovers trust Rover.com for their pet sitting needs. Over 5,453 pet owners have reviewed pet sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5 stars. Booking pet sitting in Oak Bluffs can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Clearwater on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Oak Bluffs pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Oak Bluffs, Clearwater, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Oak Bluffs pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Oak Bluffs, Clearwater donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Clearwater.

We're proud to support over 200 organizations across the nation, including: