House Sitting in Winter Springs

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Sitter Profile Image: Rob & Wynn K.
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Sitter Profile Image: Rob & Wynn K.
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1. Rob & Wynn K.

Safety & Joy for your pets
Winter Park, FL, 32792
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$39
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
Profile image

⭐️⭐️⭐️⭐️⭐️ Cedar was absolutely amazing! Extremely professional, communicative, and attentive throughout the entire stay. They kept me updated with pictures and detailed check-ins, ensuring I always knew how my dogs were doing. I couldn’t be happier with their service! My two dogs can be reactive and challenging at times, but they handled them with such patience and care. I highly recommend them to anyone looking for a reliable and skilled dog sitter. Will definitely be booking again!

Availability updated today
Sitter Profile Image: Ashley R.
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Sitter Profile Image: Ashley R.
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2. Ashley R.

Star Sitter
Dog and cat lover of all breeds
Lake Mary, FL, 32746
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
74 reviews
23 repeat clients
Profile image

Actually seem to get along, just great with my somewhat shy and reluctant cat. She patiently waited for him to come to her over a five day. And by the end they were kissing. The house was clean as I had left it and she even straightened her bed. I feel she’s responsible and I will be home in her again I am sure.

Availability updated 2 days ago
Sitter Profile Image: Hailey H.
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Sitter Profile Image: Hailey H.
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3. Hailey H.

Rover 101
Star Sitter
Your Pet's Best Friend
Lake Mary, FL, 32746
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
Profile image

Hailey was a big help to us this week and was able to stay in our home on a short notice. We have two older dogs and a cat. One dog is deaf and requires diapers, and another has just gone blind and Hailey handled these difficulties easily. Having Hailey around was a peace of mind that our pets weren’t lonely while we were gone and looked after. We also have a lot of plants, which Hailey watered and ensured didn’t die! We’ll definitely be rebooking!!

Availability updated yesterday
Sitter Profile Image: Alicia K.
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Sitter Profile Image: Alicia K.
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4. Alicia K.

TELL YOUR PET I SAID HI
Winter Park, FL, 32707
3.9 mi. away
House Sitting
from
$58
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
Profile image

Alicia stayed at our home for the weekend and took care of our 2 small dogs. They can be barky but they seemed to relax around her pretty quickly. She sent several pix -our doxie was snuggling up to her the same night we left and our nervous chihuahua was in out in the yard wagging away the next day. The house was the same as we left it. We would definitely book Alicia again 😀

Availability updated 2 days ago
Sitter Profile Image: Phoebe H.
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Sitter Profile Image: Phoebe H.
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5. Phoebe H.

Any Shape, Any Size, Any Pets!
Altamonte Springs, FL, 32714
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
Profile image

Phoebe watched our 4 dogs while we went on a 4 night cruise and she was wonderful. We told her she didn't need to walk them but she still took 3 on a walk everyday (very brave as they can be very naughty). The house was clean and well taken care of and all dogs seemed genuinely well taken care for and happy when we got back. Phoebe was also able to be extremely flexible as our cruise return was delayed by 12 hours she was able to stay later and also provided great updates. Will definitely be hiring her again in the future

Availability updated yesterday
Sitter Profile Image: Zachary A.
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Sitter Profile Image: Zachary A.
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6. Zachary A.

Rover 101
Star Sitter
Petting, Playing, Pictures & Praise
Longwood, FL, 32750
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5.0 out of 5 stars
127 reviews
58 repeat clients
Profile image

Animals and house were well cared for. Pictures and videos were sent every day. I felt confident that all my pets were safe and receiving everything they needed. Zack was in frequent communication to give updates and made sure he was providing care exactly as I wanted.

Availability updated today
Sitter Profile Image: Evelyn C.
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Sitter Profile Image: Evelyn C.
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7. Evelyn C.

Pawsitively Perfect Pet Care
Sanford, FL, 32771
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
Profile image

Evelyn was awesome! She took such care to spend time with my two dogs in my apartment while I was out of town for the night as one of them has really bad separation anxiety. She administered medication and took them for walks and they were calm. It gave me such peace of mind and I’ll be booking again! Thank you! 😊

Availability updated 5 days ago
Sitter Profile Image: Heather B.
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Sitter Profile Image: Heather B.
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8. Heather B.

Each animal is a new friend!
Maitland, FL, 32751
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
Profile image

First time using Rover and we had the good luck of choosing Heather. She was AMAZING with our elderly blind & deaf pug, so patient, kind and loving. She stayed at our house including overnight for 2 1/2 days, our first vacation in 6 months. We would not hesitate to have her take care of our girl again- great job Heather!

Availability updated 18 days ago
Sitter Profile Image: Ashley R.
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Sitter Profile Image: Ashley R.
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9. Ashley R.

Star Sitter
Passionate, animal lover at heart
Orlando, FL, 32817
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
Profile image

Ashley was an amazing caregiver to my 2 elderly cats. She administered medication to both cats and cared for them precisely as I had requested down to the last detail. She sent regular photos to keep me in touch with my fur babies. She also took wonderful care of my home while my guy and I were out of town. It was great to come back to 2 calm well cared for cats and a totally orderly home. I can't say enough about Ashley and will definitely use her again to care for my animals.

Availability updated 4 days ago
Sitter Profile Image: Laura K.
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Sitter Profile Image: Laura K.
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10. Laura K.

Meeting your pets will make my day!
Lake Mary, FL, 32746
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
Profile image

Laura is a doglover, my boxer likes her very much. She took him to his favorite dogpark to meet his friends too. Laura is very responsible and is very friendly to work with. Thanks Laura.

Availability updated 4 days ago
Sitter Profile Image: Ashlee B.
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Sitter Profile Image: Ashlee B.
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11. Ashlee B.

Star Sitter
Friendly PetSitter | PT Petcare
Winter Park, FL, 32789
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$58
per night
5.0 out of 5 stars
81 reviews
15 repeat clients
Profile image

Ashlee took great care of our girls in our home. She sent updates with photos, which are always lovely while away from our fur babies. We will use her again in the future!

Availability updated yesterday
Sitter Profile Image: Jenna I.
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Sitter Profile Image: Jenna I.
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12. Jenna I.

Vet clinic experience!
Winter park, FL, 32792
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
223 reviews
63 repeat clients
Profile image

We hadn't taken a vacation for more than 4-5 days in awhile (actually - ever!), but we had Jenna stay at our house for 10 days and she cared for our two dogs and cat. She sends a lot of photos and responded to any comments/questions very quickly. I felt confident the house, pets, animals, mail, etc. were all taken care of. Jenna has a nice personality and did two meet/greets before our trip so we were assured the dogs were comfortable with her.

Availability updated today
Sitter Profile Image: Joyce R.
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Sitter Profile Image: Joyce R.
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13. Joyce R.

Rover 101
Star Sitter
Purr..fessional Pet Sitter
Casselberry, FL, 32707
3.2 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5.0 out of 5 stars
117 reviews
20 repeat clients
Profile image

Joyce is simply outstanding. She is extremely loving and caring towards Hank. It is the 2nd time she takes care of him and we are simply at peace knowing they are buds and we don't have to worry about anything - Thank you again and again - Hanky adores you ♥

Availability updated 12 days ago
Sitter Profile Image: Caroline D.
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Sitter Profile Image: Caroline D.
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14. Caroline D.

Star Sitter
Mother of pets
Sanford, FL, 32773
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
Profile image

Caroline took such great care of our baby while at our home. She sent a ton of updates and pictures and informed me of all little details along the way. Toki absolutely loved her and we can’t wait to have Caroline back. It was such a relief to know she was in great hands while away.

Availability updated 2 days ago
Sitter Profile Image: Samantha L.
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Sitter Profile Image: Samantha L.
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15. Samantha L.

Rover 101
Star Sitter
Ready to Make New Furry Friends!
Winter Springs, FL, 32708
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5.0 out of 5 stars
49 reviews
19 repeat clients
Profile image

AMAZING !! I was very skeptical about using rover because of recently moving to the Orlando area. But Samantha has made us so confident in this system. She was amazing, caring, great communication. Always sent me updates and pictures. I loved how much she loved my babies. Thank you Samantha for making sure they were well taken care of while we were away like they were your own.

Availability updated 18 days ago
Sitter Profile Image: Camille C.
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Sitter Profile Image: Camille C.
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16. Camille C.

Pet Help- Flexible Hours
Casselberry, FL, 32730
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$37
per night
5.0 out of 5 stars
6 reviews
Profile image

This was our first time using Camille and she came for the weekend to watch our 2 dogs. Both standard poodles. In all our interactions Camille has been on time, attentive and very courteous. Our pups are fairly straight forward but she followed our requests on how to interact with them and we returned to happy and settled pups. I will definitely be inviting Camille back to babysit our dogs and house, she’s a pleasure to work with

Availability updated yesterday
Sitter Profile Image: Brittani B.
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Sitter Profile Image: Brittani B.
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17. Brittani B.

Making sure the dogs aren't lonely!
Casselberry, FL, 32707
4.2 mi. away
House Sitting, Drop-In Visits
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
Profile image

Once again Brittani took great care of our dog and two cats! very communicative, very responsible and thoughtful! We couldn’t recommend Brittani more!

Availability updated 4 days ago
Sitter Profile Image: Tyler W.
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Sitter Profile Image: Tyler W.
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18. Tyler W.

Love all animals
Lake Mary, FL, 32746
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5.0 out of 5 stars
11 reviews
7 repeat clients
Profile image

Tyler was great! He updated me as he was at the house and how my two boys were doing throughout the stay. I’ve got 2 big goofballs who think they’re lap dogs and loved Tyler’s experience with bigger dogs!

Availability updated 5 days ago
Sitter Profile Image: Victoria B.
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Sitter Profile Image: Victoria B.
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19. Victoria B.

Rover 101
Victoria loves animals
Casselberry, FL, 32707
2.1 mi. away
House Sitting
from
$50
per night
5.0 out of 5 stars
5 reviews
Profile image

Victoria did a great job taking care of my dog she sent regular updates and did a terrific job of keeping the house clean as well I will use her again when the need arises

Availability updated today
Sitter Profile Image: Ashland B.
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Sitter Profile Image: Ashland B.
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20. Ashland B.

Star Sitter
Experienced and reliable pet sitter
Casselberry, FL, 32707
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
Profile image

Neo LOVES Ashland, just mention her name and he starts looking around..ears are perked up. He definitely glad when she comes over. Neo has never been away from us , so we were not sure how it would be. Trust me once Ashland is here he doesnt care if we leave. He has even done an overnight with no issue. Numerous booking so far, and definitely lots more in the future.

Availability updated today

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