House Sitting in Winter Garden

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Sitter Profile Image: Therese F.
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Sitter Profile Image: Therese F.
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1. Therese F.

50 years experience with pets!
Four Corners, FL
11.2 mi. away
House Sitting
from
$38
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
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Once again Therese did a great job providing loving care for Indy while we were away. She is great with dogs and Indy loves her.

Availability updated 3 days ago
Sitter Profile Image: Noah B.
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Sitter Profile Image: Noah B.
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2. Noah B.

Your Pets New Best Friend!!!
Clermont, FL, 34711
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
13 reviews
7 repeat clients
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Noah was great with my dog, Blu. She sent updates as needed. No issues throughout the day. My guy seemed to enjoy having someone with him while we were away.

Availability updated 4 days ago
Sitter Profile Image: Chandrika B.
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Sitter Profile Image: Chandrika B.
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3. Chandrika B.

Fur Mom Who is Here to Help!
Orlando, FL, 32819
10.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
29 reviews
7 repeat clients
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Chandrika was amazing! She handled our two large dogs wonderfully. She communicated with us and sent lots of pictures. Our older dog just started pain meds to treat an unknown pain source and she did a good job of keeping us informed of how she was doing. The dogs were happy and healthy when we returned home!!

Availability updated today
Sitter Profile Image: Nickolas J.
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Sitter Profile Image: Nickolas J.
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4. Nickolas J.

Best Home for Lazy Dogs
Florida Center North, Orlando, FL, 32811
9.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
200 reviews
51 repeat clients
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The best!!! Trust him completely! I felt very comfortable having my dogs with Nick and they were comfortable too, which is something! He's very flexible and super helpful, recommend him highly.

Availability updated today
Sitter Profile Image: Alyson F.
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Sitter Profile Image: Alyson F.
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5. Alyson F.

Lots of Love for your Dog
Windermere, FL, 34786
6.2 mi. away
House Sitting, Drop-In Visits
from
$40
per night
5.0 out of 5 stars
46 reviews
11 repeat clients
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Absolutely amazing - Alyson was one and considerate and helped with my little dog Daisy's severe separation anxiety. She sent so many check-ins - I was very grateful for her help and responsiveness,

Availability updated 2 days ago
Sitter Profile Image: Marlene W.
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Sitter Profile Image: Marlene W.
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6. Marlene W.

Your dog's new buddy is here!
Clermont, FL, 34711
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
38 reviews
5 repeat clients
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Marlene was incredible! She sent updates, plenty of pictures, walked and loved our dog like he was her own. We had a bad experience with the previous person we used and we’re nervous to be gone a week but Marlene made us feel so at ease. We won’t use anyone else!

Availability updated 3 days ago
Sitter Profile Image: Sarah C.
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Sitter Profile Image: Sarah C.
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7. Sarah C.

Creating loving experiences!
Orlando, FL, 32835
8.2 mi. away
House Sitting, Drop-In Visits
from
$35
per night
5.0 out of 5 stars
33 reviews
8 repeat clients
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There are no words! Sara is one in a million. So kind, professional, responsible a nd caring. We usually experience such anxiety over leaving our pets in vacation, but no more! I know they are in the best hands. Thank you so very much for everything!??

Availability updated 3 days ago
Sitter Profile Image: Nathan B.
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Sitter Profile Image: Nathan B.
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8. Nathan B.

RoverGO
Rover 101
Much Love for dogs (and cats too!)
Windermere, FL, 34786
8.0 mi. away
House Sitting, Drop-In Visits
from
$97
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
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Nathan was an amazing dog sitter! He took great care of my dog and sent me lots of photo updates throughout my trip. He went above & beyond helping out when I needed an emergency repairman visit to my home while out of town. I will definitely be booking with him again and I highly recommend him to anyone needing a sitter.

Availability updated 9 days ago
Sitter Profile Image: Kaitlyn J.
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Sitter Profile Image: Kaitlyn J.
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9. Kaitlyn J.

Trustworthy, loving pet care expert
Windermere, FL, 34786
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
4 reviews
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Kaitlyn has been absolutely on point taking care of our three dogs. She's got the routine down, and it's transparent and communicative.

Availability updated yesterday
Sitter Profile Image: Alexis T.
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Sitter Profile Image: Alexis T.
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10. Alexis T.

I love animals more than anything
Winter Garden, FL, 34787
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
13 reviews
6 repeat clients
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Alexis was amazing! She sent us pictures and kept us updated. The dogs looked so happy!! She stayed at our house, and we came back to a beautiful, clean home. We’d definitely use Alexis again!

Availability updated 3 days ago
Sitter Profile Image: Karrie M.
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Sitter Profile Image: Karrie M.
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11. Karrie M.

Just retired exp with pet rescue.
Clermont, FL, 34711
6.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
5 reviews
2 repeat clients

Karrie is a wonderful dog sitter and experienced with a lot of animals. Her house was very dog friendly and she has a beautiful fenced in back yard. She took great care of my elderly dog before she passed.

Availability updated yesterday
Sitter Profile Image: Diahann B.
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Sitter Profile Image: Diahann B.
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12. Diahann B.

Home full-time, years of experience
Winter Garden, FL, 34787
0.1 mi. away
House Sitting
from
$35
per night
5.0 out of 5 stars
7 reviews
Profile image

I am so glad that I found Diahann to pet/house sit while we were traveling internationally. She was great with our 2 pugs. She was extremely responsible and communicative, sending us daily updates about our girls. Our home was also in perfect condition when we returned. Being a veterinarian myself, I can be picky about who takes care of our dogs, but Diahann definitely passed with flying colors. As long as she is available, she will be my go to pet sitter from now on.

Availability updated today
Sitter Profile Image: Isabelle C.
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Sitter Profile Image: Isabelle C.
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13. Isabelle C.

Looking to give pets love
Orlando, FL, 32818
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
5 reviews

Isabelle has been amazing watching my cat when I go out of town. She always tires him out using his favorite toys and makes sure he has everything he needs.

Availability updated today
Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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14. Kaylee C.

I Sit, They Stay, You Relax!
Ocoee, FL, 34761
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
3 reviews

Big shoutout to Kaylee for being an amazing pet sitter! She has looked after my dog and cat several times now, and I couldn’t be happier with the care she provides. Kaylee is great with animals and instantly connected with my pets. I love how she sends regular updates and cute photos while I’m away, which always puts my mind at ease. Once, when my cat, Albus, wasn’t feeling well, Kaylee noticed right away and handled everything perfectly, making sure my pet got the care he needed. That kind of attentiveness is really appreciated! On top of that, Kaylee is super reliable and respectful of my home. It’s always clean and tidy when I return, which is a huge bonus. I can’t recommend her enough! If you’re looking for someone who will genuinely care for your pets and treat them like family, she is the one to go with.

Availability updated today
Sitter Profile Image: Chelsea D.
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Sitter Profile Image: Chelsea D.
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15. Chelsea D.

Attentive care for your pets!
Windermere, FL, 34786
4.3 mi. away
House Sitting, Drop-In Visits
from
$100
per night
5.0 out of 5 stars
54 reviews
17 repeat clients
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Chelsea is a sweet person and took great care of Ava and Mochi while I was gone. She sent me photos during the weekend, asked questions and made me feel good that our pets were well provided for during our vacation. I’d definitely use her again to watch our pets!

Availability updated yesterday
Sitter Profile Image: Imani Z.
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Sitter Profile Image: Imani Z.
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16. Imani Z.

I care for your pets like family
Winter Garden, FL, 34787
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
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Imani is great! My two dogs love her. She communicated with me as needed and sent pictures to me. I would definitely use her again.

Availability updated 9 days ago
Sitter Profile Image: Skylar D.
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Sitter Profile Image: Skylar D.
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17. Skylar D.

I'm dog's best friend.
Ocoee, FL, 34761
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
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This was our first time and Skylar did an amazing job with our cat and put us at ease leaving our cat at home instead of boarding at a facility

Availability updated 16 days ago
Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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18. Hannah R.

Everything your pet needs! Msg me!
Winter Garden, FL, 34787
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5.0 out of 5 stars
49 reviews
18 repeat clients
Profile image

Hannah was great! She took wonderful care of my three dogs and six chickens. I received pictures and updates daily, and never worried about my babies while gone. I will definitely call on her again in the future!

Availability updated 3 days ago
Sitter Profile Image: Jeffrey D.
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Sitter Profile Image: Jeffrey D.
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19. Jeffrey D.

I take care of both cats and dogs!
Winter Garden, FL, 34787
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
4 reviews

Jeff is so patient and loving with our two dogs! He is always sure to make sure they have everything they need when he pet sits and walks them. Jeff is also very reliable and communicates well. I definitely recommend Jeff!

Availability updated 34 days ago
Sitter Profile Image: Katie S.
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Sitter Profile Image: Katie S.
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20. Katie S.

Rover 101
Dependable and Flexible Pet Sitter!
Oakland, FL, 34760
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
Profile image

I was so worried and nervous when I left my dog Rambo with Katie but she was so wonderful she put my mind at ease. She was so good to Rambo he felt happy and secure. Katie e-mailed me daily with an update and pictures to reassure me that Rambo was happy and healthy. Katie was also a gracious house guest and even did the towels and sheets before our return. I would recommend Katie to anyone who is looking for a house/dog sitter!

Availability updated 29 days ago

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