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Cheryl O.

Windermere, FL

5.0 out of 5 stars
29 reviews
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Services

Cheryl can host

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
Takes only one pet owner at a time

Cheryl can look after

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs

Availability

I am semi-retired and just working a little from home so I am currently free and able at any time for whatever requirements may be necessary.

Available
Not available
MTWTFSS
Boarding Cancellation Policy:

About Cheryl O.

Communication

4 repeat pet owners
100% response rate
Usually responds in under half an hour
70% bookings with photo updates
Sends updates with Rover Cards

Dog skills

24 years of experience
Oral medication administration
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

I do have a large fenced in patio and back on to a conservation area for quick potty breaks. But I love to walk…as far and as often as needed…particularly early mornings and evenings. I would be comfortable staying at the owners home too and be prepared to maintain any schedule.

Home

Lives in a house
Has a fenced garden
Non-smoking household
Has no pets
No children present
Dogs allowed on bed
Pets allowed on furniture
Toilet breaks every 0-2 hours

Information Cheryl O. would like to know about your pet

If your pet has any special needs or is just plain spoiled…let me know! I will be sure to make them comfortable with whatever is necessary and provide undivided love and attention during the time I am with them :)

A typical day

There are a bunch of lakes and conservation areas around my house…I walk what I call, “the three lake walk” daily….approx 2.5 miles. But for those less energetic with wee legs…the small green is a few steps away or we can just hang on back patio under the shade. Oodles of toy and run crazy around the house time when needed too !

Location

Windermere, FL

Cheryl O.'s Local Area

Experienced, mature, trustworthy :)

Pet care experience

Until just recently I have loved and cared for my own big fur babies (sadly just losing my 12 year old boxer)…at the same time as both walking and home-sitting friends and neighbors pets. Thankfully my big boy would tolerate ANY other animal! Now it’s just me!! In desperate need of some fur-baby loving of any size :)

Reviews

Darlene A.
Doggy Day Care • May 30, 2026
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Cheryl took such wonderful care of our 1 year old very shy 6 pound dog Bonnie while we went to the Disney parks during the daytime. This was the first time we had left Bonnie with someone else so we were anxious about it. Once we meet Cheryl we knew Bonnie was in good hands. Cheryl did everything to help Bonnie adjust to her new surroundings. The daily pictures and updates were great and let us know everything was ok. We wouldn’t hesitate to book Cheryl for our future trips.

David B.
Boarding • May 18, 2026
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Lexi had an amazing time - thank you!

Shannon O.
Doggy Day Care • Jul 24, 2025
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We were searching for a pet sitter since we are at the campground of Disney . We found Cheryl she is perfect with our dog. Piper is at home with her. We couldn’t ask more. If you are searching for the best you found it. Your love one will be at the best place . 🐶❤️

Kelsey M.
Doggy Day Care • Mar 09, 2025
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If I could give her more than 5 stars I would! Cheryl was an absolute dream. She was so sweet and great with our spoiled little Yorkie. She was so easy to work with for drops off and pick ups while myself and my family went to the Disney parks. She sent pictures and an update on how my Belle was doing every afternoon. I’m so glad to have found her for my pup!

About Cheryl O.

Communication

4 repeat pet owners
100% response rate
Usually responds in under half an hour
70% bookings with photo updates
Sends updates with Rover Cards

Dog skills

24 years of experience
Oral medication administration
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

I do have a large fenced in patio and back on to a conservation area for quick potty breaks. But I love to walk…as far and as often as needed…particularly early mornings and evenings. I would be comfortable staying at the owners home too and be prepared to maintain any schedule.

Home

Lives in a house
Has a fenced garden
Non-smoking household
Has no pets
No children present
Dogs allowed on bed
Pets allowed on furniture
Toilet breaks every 0-2 hours

Information Cheryl O. would like to know about your pet

If your pet has any special needs or is just plain spoiled…let me know! I will be sure to make them comfortable with whatever is necessary and provide undivided love and attention during the time I am with them :)

A typical day

There are a bunch of lakes and conservation areas around my house…I walk what I call, “the three lake walk” daily….approx 2.5 miles. But for those less energetic with wee legs…the small green is a few steps away or we can just hang on back patio under the shade. Oodles of toy and run crazy around the house time when needed too !

Each sitter joining Rover needs to pass an identity verification. And by booking on Rover, you can get photo & message updates, 24/7 support and reimbursement for eligible vet care.
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Cheryl O.

Windermere, FL

5.0 out of 5 stars
29 reviews