House Sitting in Windermere

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Loving house sitters in your neighborhood

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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
10.0 mi. away
House Sitting
from
$38
per night
5.0 out of 5 stars
25 reviews
3 repeat clients
Profile image

Therese did an amazing job with our boys! Our dogs typically bark at new people but during the meet and greet they went up to her no problem. She sent us daily updates and took great care of everything!

Availability updated yesterday
Sitter Profile Image: Nickolas J.
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Sitter Profile Image: Nickolas J.
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2. Nickolas J.

Star Sitter
Best Home for Lazy Dogs
Florida Center North, Orlando, FL, 32811
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
211 reviews
53 repeat clients
Profile image

Nick was an amazing sitter for my dog Leonard! The peace of mind was really something that was invaluable. Plenty of contact and accommodation for my travel schedule, really can't recommend him enough!

Availability updated 3 days ago
Sitter Profile Image: Imani Z.
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Sitter Profile Image: Imani Z.
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3. Imani Z.

Star Sitter
I care for your pets like family
Winter Garden, FL, 34787
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
Profile image

Imani did an outstanding job caring for our 4 dogs. She was communicative, professional and very sweet with our pups. They responded positively towards her right away. We are happy to have Imani for our pet sitting needs!

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

Fur Mom Who is Here to Help!
Orlando, FL, 32819
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
43 reviews
11 repeat clients
Profile image

Chandrika has been an incredible sitter for Louie. She is timely, sends a lot of updates, and is patient with his needs since he is an elder dog. We appreciate her so much!

Availability updated today
Sitter Profile Image: Nathan B.
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Sitter Profile Image: Nathan B.
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5. Nathan B.

RoverGO
Rover 101
Star Sitter
Much Love for dogs (and cats too!)
Windermere, FL, 34786
3.5 mi. away
House Sitting, Drop-In Visits
from
$97
per night
5.0 out of 5 stars
64 reviews
25 repeat clients
Profile image

Nathan was AWESOME!! He came to our home to care for my 3 pups while we were on family vacation. He had his hands full with 2 young boxers & my older senior shih

Availability updated yesterday
Sitter Profile Image: Alyson F.
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Sitter Profile Image: Alyson F.
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6. Alyson F.

Star Sitter
Lots of Love for your Dog
Windermere, FL, 34786
3.1 mi. away
House Sitting, Drop-In Visits
from
$40
per night
5.0 out of 5 stars
48 reviews
12 repeat clients
Profile image

Alyson was wonderful with our two large dogs over Thanksgiving! She was prompt and timely and sent a lot of photos of our happy pups. Thank you again, Alyson!

Availability updated 4 days ago
Sitter Profile Image: Nicholas G.
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Sitter Profile Image: Nicholas G.
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7. Nicholas G.

Dependable Pet Care, Always!
Windermere, FL, 34786
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$29
per night
5.0 out of 5 stars
4 reviews

Nick is one of the people I trust the most and I would recommend him to anyone as a pet caregiver. He is very responsible, organized, caring, and thoughtful. I witnessed his love for his past and current pets and he is truly amazing in going above and beyond making sure they have everything they need and more! I am absolutely sure that he will treat your pets as they are his own!!

Availability updated yesterday
Sitter Profile Image: Sarah C.
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Sitter Profile Image: Sarah C.
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8. Sarah C.

Creating loving experiences!
Orlando, FL, 32835
4.2 mi. away
House Sitting, Drop-In Visits
from
$35
per night
5.0 out of 5 stars
36 reviews
9 repeat clients
Profile image

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 25 days ago
Sitter Profile Image: Diahann B.
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Sitter Profile Image: Diahann B.
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9. Diahann B.

Home full-time, years of experience
Winter Garden, FL, 34787
5.7 mi. away
House Sitting
from
$35
per night
5.0 out of 5 stars
9 reviews
1 repeat client
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 29 days ago
Sitter Profile Image: Amanda T.
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Sitter Profile Image: Amanda T.
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10. Amanda T.

Star Sitter
Queen of the Menagerie
Millenia, Orlando, FL, 32839
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
Profile image

Norman is a covid baby, so he needs a little extra time when meeting new people. And Amanda fully accommodated to meeting with him before I left. Being the longest time I've been away, Amanda sent me updates the whole time on how Norman was doing and pictures throughout the sitting. Would definitely book again😊

Availability updated yesterday
Sitter Profile Image: Victoria D.
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Sitter Profile Image: Victoria D.
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11. Victoria D.

Trusted Fur Baby Bestie
Winter Garden, FL, 34787
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
Profile image

Victoria was a fantastic house/pet sitter. She sent us updates and we can tell our puppies were very well taken care of. We will absolutely be booking Victoria again when we leave town!

Availability updated yesterday
Sitter Profile Image: Abigayle A.
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Sitter Profile Image: Abigayle A.
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12. Abigayle A.

Love Your Pets 🥰
Kirkman North, orlando, FL, 32811
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
2 reviews

We have had great experiences using Abigayle for our 2 boys! (& one of them is a handful) Our dogs love her and we are comfortable with her in our home! Highly recommended!

Availability updated 7 days ago
Sitter Profile Image: Ava A.
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Sitter Profile Image: Ava A.
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13. Ava A.

Sincere and honest care for pets!
Orlando, FL, 32836
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$56
per night
5.0 out of 5 stars
50 reviews
20 repeat clients
Profile image

Ava is fantastic! She sat our house and Cane Corso (no easy feat as he can be very intimidating for most people). She gave us daily pics of our babies while we were away and we came home to a very happy dog and cat. I would 1000% recommend her to anyone. She is very responsible and someone you can trust.

Availability updated today
Sitter Profile Image: Jonathan W.
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Sitter Profile Image: Jonathan W.
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14. Jonathan W.

Star Sitter
Animals are my favorite people!
Orlando, FL, 32819
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
28 reviews
12 repeat clients
Profile image

Jonathan has a clear love for animals and he did a tremendous job with our dog and cat. Great updates, very timely and house was spotless. Would highly recommend, in fact, we are already hiring him for a second job in a few weeks!!!!

Availability updated 9 days ago
Sitter Profile Image: Lauren H.
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Sitter Profile Image: Lauren H.
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15. Lauren H.

Devoted to your pets care
Orlando, FL, 32836
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
Profile image

Lauren was awesome sitter for our senior pooch. She took him on multiple walks, sent photos and videos and even brought the mail in and even changed the garbage bag in our home. She cared for him like her own. I will be hiring her again!

Availability updated 23 days ago
Sitter Profile Image: Kaitlyn J.
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Sitter Profile Image: Kaitlyn J.
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16. Kaitlyn J.

Trustworthy, loving pet care expert
Windermere, FL, 34786
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
6 reviews
Profile image

Kaitlyn was awesome! Great with communication, super friendly and easy to work with. I will definitely be using her again.

Availability updated 3 days ago
Sitter Profile Image: Quade G.
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Sitter Profile Image: Quade G.
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17. Quade G.

MD grad who loves animals
Metro West, orlando, FL, 32835
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
7 reviews
1 repeat client

Quade is a wonderful pet sitter! He takes time to let your pet feel comfortable and always plays with them. My cats were very well taken care of and he always sends pictures so I’m updated constantly! Would definitely recommend!

Availability updated today
Sitter Profile Image: Lisa M.
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Sitter Profile Image: Lisa M.
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18. Lisa M.

Animal lover & treat ur dog as mine
Ocoee, FL, 34761
3.3 mi. away
Boarding, House Sitting, Doggy Day Care
from
$58
per night
5.0 out of 5 stars
94 reviews
22 repeat clients
Profile image

Lisa is awesome. She made my 2 boys feel right at home. She kept me updated daily and shared photos that meant the world to me. I highly recommend her! We will book her again.

Availability updated 2 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Chelsea D.
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Sitter Profile Image: Chelsea D.
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19. Chelsea D.

Star Sitter
Attentive care for your pets!
Windermere, FL, 34786
2.5 mi. away
House Sitting, Drop-In Visits
from
$100
per night
5.0 out of 5 stars
60 reviews
18 repeat clients
Profile image

Chelsea was so kind and patient with our fur babies and our home while we were away. We loved her updates and pictures, and our dogs were so relaxed when we came home! We would have her stay with them again in a heartbeat. 😊

Availability updated 11 days ago
Sitter Profile Image: MARK B.
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Sitter Profile Image: MARK B.
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20. MARK B.

For great pet care, and Exercise
Windermere, FL, 34786
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
142 reviews
40 repeat clients
Profile image

I don’t think anyone could have been better suited to care for my dogs when I was out of town. I booked Mark for dog sitting for 5 days and the pups were very well loved as evident by the pictures I received of the multiple daily walks and the calm and happy demeanor when I returned. He was attentive and understanding of the little quirks each of my babies have. I will 100% use Mark’s services again and highly recommend him to care for your babies as well.

Availability updated 17 days ago

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  1. 1. Search

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  2. 2. Meet & Greet

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Why Choose Rover?

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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