House Sitting in Winter Springs

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Top rated Winter Springs house sitters

1 / 1
Sitter Profile Image: Andrea H.
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Andrea H.
from
$26
per night
5 out of 5.0 stars
10 reviews
1 repeat client
6 years of experience
Oviedo, FL, 32765

Andrea was great with my dog! I felt he was in good hands the entire time I was away. She communicated well and sent tons of pictures! I will definitely be rebooking with her for future dog sitting needs.

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Alyssa S.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$45
per night
5 out of 5.0 stars
86 reviews
26 repeat clients
20 years of experience
Lake Mary, FL, 32746

Ashley was wonderful and communicated with me everyday about my sweet little 16 year old Morkie named Teddy. I would highly recommend her to anyone!

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Tori H.
Sitter Profile Image: maria C.
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maria C.
Star Sitter
from
$60
per night
5 out of 5.0 stars
53 reviews
17 repeat clients
20 years of experience
Altamonte Springs, FL, 32701

Maria was absolutely incredible with our two dogs, Finn and Chai! She went above and beyond—giving them tons of love, exercise, attention, and even handling medications with care. We came home to two very happy pups and a tidy space. She kept us updated the whole time and truly treated them like her own. We can’t recommend her enough and are so grateful to have found someone we trust completely!

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Kyla S.
Sitter Profile Image: Phoebe H.
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Phoebe H.
from
$30
per night
5 out of 4.9 stars
21 reviews
7 repeat clients
10 years of experience
Altamonte Springs, FL, 32714

Phoebe is calm and relaxed, which is perfect energy around my dogs, one who is old and one who is young. She spent several hours at my house, and I came home to a very happy household. I have already rebooked her for this week.

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Elissa M.
Sitter Profile Image: Zachary A.
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Zachary A.
Star Sitter
from
$64
per night
5 out of 5.0 stars
151 reviews
63 repeat clients
12 years of experience
Longwood, FL, 32750

Zack is outstanding! All our animals adored him, and he did a wonderful job of attending to each of their unique needs. He also did a fantastic job of alleviating our daughter's concerns about leaving her cat behind by sharing tons of videos and photos for her while we were away. I highly recommend him.

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Christie D.
Sitter Profile Image: Hailey H.
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Hailey H.
Star Sitter
from
$42
per night
5 out of 5.0 stars
20 reviews
8 repeat clients
10 years of experience
Longwood, FL, 32750

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!!

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Sean N.
Sitter Profile Image: Tyler F.
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Tyler F.
Star Sitter
from
$60
per night
5 out of 4.9 stars
38 reviews
15 repeat clients
9 years of experience
Altamonte Springs, FL, 32714

Great sitter! Very attentive, caring, and focused on my little Sully. Not only did she watch him several days, but she went above and beyond. Great communication on her part as well. I would book Tyler 100x over, because she really is one of the best sitters I’ve ever booked on here :)

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Kristen B.
Sitter Profile Image: Alicia K.
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Alicia K.
from
$78
per night
5 out of 5.0 stars
23 reviews
6 repeat clients
30 years of experience
Winter Park, FL, 32707

Alicia took amazing care of my pets and home. She is very professional, a great communicator while away with multiple photos, and when I came home, everything was clean and neat with calm, happy babies! I highly recommend Alicia - she is the best pet sitter that I have met on Rover!

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Jennifer S.
Sitter Profile Image: Vixana F.
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Vixana F.
from
$70
per night
5 out of 5.0 stars
6 reviews
17 years of experience
Maitland, FL, 32751

Vixana took such good care of my pets while I was overseas. She was responsive and kept in contact with me with regular updates and pictures. Both Poppy and Salem loved her and I didn’t feel bad leaving them I would recommend her in a heartbeat. Thank you.

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Lisa S.
Sitter Profile Image: Ashlee B.
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Ashlee B.
Star Sitter
from
$60
per night
5 out of 5.0 stars
87 reviews
16 repeat clients
23 years of experience
Winter Park, FL, 32789

Ashlee is an amazing dog sitter! Very reliable and trust worthy. She kept us updated the entire time. Our Dalmatians are very high energy and stubborn but she knows how to handle them :) 10/10 would recommend her to everyone! Could not be more grateful for her!!

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Courtney T.
Sitter Profile Image: Destiny P.
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Destiny P.
Star Sitter
from
$50
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
10 years of experience
Altamonte Springs, FL, 32701

Destiny was an amazing sitter and house guest! Our old boy, Blue, loved her from the moment he met her. She stayed in our home for 16 days and not only took incredible care of Blue, sending regular updates and pics/videos, but she went above and beyond by bringing in our mail, watering plants and even cleaned the house before she left, leaving us a sweet note. She was communicative, professional, and has a high level of attention to detail. We will 100% be using her services again!

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Kimberly B.
Sitter Profile Image: Laura K.
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Laura K.
from
$65
per night
5 out of 5.0 stars
20 reviews
2 repeat clients
15 years of experience
Lake Mary, FL, 32746

Laura is an amazing pet and house sitter! My pup can have some behaviors nand trouble meeting new people, but he immediately loved Laura and felt comfortable with her. My kitties too are very skiddish, but from photos they seemed to be comfortable with Laura’s presence. Not to mention, I came home to a clean house which enabled me to relax after a busy weekend away. Thank you so much and the fur babies cannot wait to see you again!

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Brandi B.
Sitter Profile Image: Jenna I.
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Jenna I.
from
$55
per night
5 out of 5.0 stars
252 reviews
73 repeat clients
23 years of experience
Winter park, FL, 32792

Jenna was awesome with my dog!! She sent pictures and updates about him all week! He was very happy and comfortable with her. Already booked her for our next trip.

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Christine A.
Sitter Profile Image: Valery S.
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Valery S.
Star Sitter
from
$60
per night
5 out of 5.0 stars
43 reviews
14 repeat clients
15 years of experience
Winter springs, FL, 32708

Valery is AWESOME!!! She has done drop in visits for our 5 1/2 month old puppy as well as has taken care of her for a weekend in her own home. We would definitely hire Valery again. She's reliable and takes amazing care of our baby!

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Lynne C.
Sitter Profile Image: Caroline D.
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Caroline D.
Star Sitter
from
$60
per night
5 out of 5.0 stars
42 reviews
19 repeat clients
21 years of experience
Sanford, FL, 32773

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.

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Tamara F.
Sitter Profile Image: Joyce R.
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Joyce R.
Star Sitter
from
$75
per night
5 out of 5.0 stars
126 reviews
21 repeat clients
40 years of experience
Casselberry, FL, 32707

The most loving adorable person you will ever meet! Hank obviously has great taste and chose her as his BFF. We love her, trust her with our dog and our home. She is part of the family! For many years to come🩷🩷🩷

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Angie K.
Sitter Profile Image: Jasmine G.
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Jasmine G.
from
$27
per night
5 out of 5.0 stars
3 reviews
5 years of experience
Sanford, FL, 32773

About: I have lived with animals all my life. From domestic pets to living on a farm with cows and horses. I love all animals and will treat them as if they were my own. I work from home so I have a very flexible schedule. There’s plenty of time throughout my day and routine to provide attention to the animals I am looking after. I have a fenced back yard and patio. I have a mini dachshund who loves to play. If your pet needs to be in a crate we have plenty of space for that as well.

Sitter Profile Image: Brent W.
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Brent W.
from
$35
per night
5 out of 5.0 stars
3 reviews
3 years of experience
Lake Mary, FL, 32746

Thank you so much for taking care of Linka with such care! It’s really nice to have someone to be able to count on. Will definitely ask for help again in the future.

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Anastasia E.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$40
per night
5 out of 4.5 stars
4 reviews
14 years of experience
Winter Springs, FL, 32708

I'm so excited to have met Jennifer .. She did a great job and I don't think my dog cared that I was home ... He was very well taken care of and I highly recommend her ... ❣️❣️

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Kristy A.
Sitter Profile Image: Peter B.
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Peter B.
Star Sitter
from
$15
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
2 years of experience
Casselberry, FL, 32707

Peter came through for me last minute! He suggested a meet and greet the day before. Peter updated me daily with photos of penthouse. I came back a little later than expected due to my flight, and I'm so grateful I didn't have to worry about my dog because Peter came through last moment for me. Thank you so much!! I will be using him again 💖

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Vanessa F.
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Loving house sitters in your neighborhood

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Sitter Profile Image: Andrea H.
Verified Enhanced Background Check
Sitter Profile Image: Andrea H.
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Andrea H.

Your Pet’s Routine, Maintained
Oviedo, FL, 32765
7.2 mi. away
House Sitting, Drop-In Visits
from
$26
per night
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Andrea was great with my dog! I felt he was in good hands the entire time I was away. She communicated well and sent tons of pictures! I will definitely be rebooking with her for future dog sitting needs.

Availability updated today
Sitter Profile Image: Ashley R.
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Sitter Profile Image: Ashley R.
Verified Enhanced Background Check

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 out of 5.0 stars
86 reviews
26 repeat clients
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Ashley was wonderful and communicated with me everyday about my sweet little 16 year old Morkie named Teddy. I would highly recommend her to anyone!

Availability updated 11 days ago
Sitter Profile Image: maria C.
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Sitter Profile Image: maria C.
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maria C.
Star Sitter

Trusted Pet Care Play Meds &Love🐾
Altamonte Springs, FL, 32701
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
53 reviews
17 repeat clients
Profile image

Maria was absolutely incredible with our two dogs, Finn and Chai! She went above and beyond—giving them tons of love, exercise, attention, and even handling medications with care. We came home to two very happy pups and a tidy space. She kept us updated the whole time and truly treated them like her own. We can’t recommend her enough and are so grateful to have found someone we trust completely!

Availability updated today
Sitter Profile Image: Phoebe H.
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Sitter Profile Image: Phoebe H.
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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 out of 4.9 stars
21 reviews
7 repeat clients
Profile image

Phoebe is calm and relaxed, which is perfect energy around my dogs, one who is old and one who is young. She spent several hours at my house, and I came home to a very happy household. I have already rebooked her for this week.

Availability updated 12 days ago
Sitter Profile Image: Zachary A.
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Sitter Profile Image: Zachary A.
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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 out of 5.0 stars
151 reviews
63 repeat clients
Profile image

Zack is outstanding! All our animals adored him, and he did a wonderful job of attending to each of their unique needs. He also did a fantastic job of alleviating our daughter's concerns about leaving her cat behind by sharing tons of videos and photos for her while we were away. I highly recommend him.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Hailey H.
Verified Enhanced Background Check
Sitter Profile Image: Hailey H.
Verified Enhanced Background Check

Hailey H.
Rover 101
Star Sitter

Love them like my own
Longwood, FL, 32750
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$42
per night
5 out of 5.0 stars
20 reviews
8 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 today
Sitter Profile Image: Tyler F.
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Sitter Profile Image: Tyler F.
Verified Enhanced Background Check

Tyler F.
Rover 101
Star Sitter

Comfort & Care for Every Paw🐾
Altamonte Springs, FL, 32714
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
38 reviews
15 repeat clients
Profile image

Great sitter! Very attentive, caring, and focused on my little Sully. Not only did she watch him several days, but she went above and beyond. Great communication on her part as well. I would book Tyler 100x over, because she really is one of the best sitters I’ve ever booked on here :)

Availability updated yesterday
Sitter Profile Image: Alicia K.
Verified Enhanced Background Check
Sitter Profile Image: Alicia K.
Verified Enhanced Background Check

Alicia K.

TELL YOUR PET I SAID HI
Winter Park, FL, 32707
3.9 mi. away
House Sitting
from
$78
per night
5 out of 5.0 stars
23 reviews
6 repeat clients
Profile image

Alicia took amazing care of my pets and home. She is very professional, a great communicator while away with multiple photos, and when I came home, everything was clean and neat with calm, happy babies! I highly recommend Alicia - she is the best pet sitter that I have met on Rover!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Vixana F.
Verified Background Check
Sitter Profile Image: Vixana F.
Verified Background Check

Vixana F.

Your furry's bestfriend!
Maitland, FL, 32751
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
6 reviews
Profile image

Vixana took such good care of my pets while I was overseas. She was responsive and kept in contact with me with regular updates and pictures. Both Poppy and Salem loved her and I didn’t feel bad leaving them I would recommend her in a heartbeat. Thank you.

Availability updated 4 days ago
Sitter Profile Image: Ashlee B.
Verified Background Check
Sitter Profile Image: Ashlee B.
Verified Background Check

Ashlee B.
Star Sitter

Friendly PetSitter | PT Petcare
Winter Park, FL, 32789
6.4 mi. away
House Sitting, Drop-In Visits
from
$60
per night
5 out of 5.0 stars
87 reviews
16 repeat clients
Profile image

Ashlee is an amazing dog sitter! Very reliable and trust worthy. She kept us updated the entire time. Our Dalmatians are very high energy and stubborn but she knows how to handle them :) 10/10 would recommend her to everyone! Could not be more grateful for her!!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Destiny P.
Verified Enhanced Background Check
Sitter Profile Image: Destiny P.
Verified Enhanced Background Check

Destiny P.
Star Sitter

Reliable, Loving Dog Sitting
Altamonte Springs, FL, 32701
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Destiny was an amazing sitter and house guest! Our old boy, Blue, loved her from the moment he met her. She stayed in our home for 16 days and not only took incredible care of Blue, sending regular updates and pics/videos, but she went above and beyond by bringing in our mail, watering plants and even cleaned the house before she left, leaving us a sweet note. She was communicative, professional, and has a high level of attention to detail. We will 100% be using her services again!

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Laura K.
Verified Enhanced Background Check
Sitter Profile Image: Laura K.
Verified Enhanced Background Check

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
$65
per night
5 out of 5.0 stars
20 reviews
2 repeat clients
Profile image

Laura is an amazing pet and house sitter! My pup can have some behaviors nand trouble meeting new people, but he immediately loved Laura and felt comfortable with her. My kitties too are very skiddish, but from photos they seemed to be comfortable with Laura’s presence. Not to mention, I came home to a clean house which enabled me to relax after a busy weekend away. Thank you so much and the fur babies cannot wait to see you again!

Availability updated today
Sitter Profile Image: Jenna I.
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Sitter Profile Image: Jenna I.
Verified Enhanced Background Check

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 out of 5.0 stars
252 reviews
73 repeat clients
Profile image

Jenna was awesome with my dog!! She sent pictures and updates about him all week! He was very happy and comfortable with her. Already booked her for our next trip.

Availability updated 2 days ago
Sitter Profile Image: Valery S.
Verified Background Check
Sitter Profile Image: Valery S.
Verified Background Check

Valery S.
Star Sitter

Im here to care for your fur babies
Winter springs, FL, 32708
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
43 reviews
14 repeat clients
Profile image

Valery is AWESOME!!! She has done drop in visits for our 5 1/2 month old puppy as well as has taken care of her for a weekend in her own home. We would definitely hire Valery again. She's reliable and takes amazing care of our baby!

Availability updated yesterday
Sitter Profile Image: Caroline D.
Verified Enhanced Background Check
Sitter Profile Image: Caroline D.
Verified Enhanced Background Check

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 out of 5.0 stars
42 reviews
19 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 4 days ago
Sitter Profile Image: Joyce R.
Verified Background Check
Sitter Profile Image: Joyce R.
Verified Background Check

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 out of 5.0 stars
126 reviews
21 repeat clients
Profile image

The most loving adorable person you will ever meet! Hank obviously has great taste and chose her as his BFF. We love her, trust her with our dog and our home. She is part of the family! For many years to come🩷🩷🩷

Availability updated 5 days ago
Sitter Profile Image: Jasmine G.
Verified Enhanced Background Check
Sitter Profile Image: Jasmine G.
Verified Enhanced Background Check

Jasmine G.

JASMIG17972 For $20 Off
Sanford, FL, 32773
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
5 out of 5.0 stars
3 reviews

I’ve know Jasmine for more than 10 years and she’s always had pets that she’s cared for herself. She is the first to volunteer to take care of friends and families pets when they need someone last minute. Her many years of experience in hospitality and customer service shines when she deals with her customers. She is attentive, friendly, anticipates the pets needs and understands how important the wellbeing of the pet she is taking care of is the customers number one concern. Her dream is to own a rescue sanctuary for dogs to have fun, be loved and get the attention they deserve. This is what makes her such an amazing person to be around and the person to take care of your baby.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Brent W.
Verified Enhanced Background Check
Sitter Profile Image: Brent W.
Verified Enhanced Background Check

Brent W.

Loving Pets I Wish I Had
Lake Mary, FL, 32746
3.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
3 reviews
Profile image

Thank you so much for taking care of Linka with such care! It’s really nice to have someone to be able to count on. Will definitely ask for help again in the future.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jennifer S.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer S.
Verified Enhanced Background Check

Jennifer S.

Dogs are special friends.
Winter Springs, FL, 32708
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.5 stars
4 reviews
Profile image

I'm so excited to have met Jennifer .. She did a great job and I don't think my dog cared that I was home ... He was very well taken care of and I highly recommend her ... ❣️❣️

Availability updated 30 days ago
Sitter Profile Image: Peter B.
Verified Enhanced Background Check
Sitter Profile Image: Peter B.
Verified Enhanced Background Check

Peter B.
Star Sitter

A new sitter with a big heart
Casselberry, FL, 32707
2.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
Profile image

Peter came through for me last minute! He suggested a meet and greet the day before. Peter updated me daily with photos of penthouse. I came back a little later than expected due to my flight, and I'm so grateful I didn't have to worry about my dog because Peter came through last moment for me. Thank you so much!! I will be using him again 💖

Availability updated today
Confirmed availability for Labor Day Weekend

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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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