House Sitting in Winter Springs

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Top rated Winter Springs house sitters

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Sitter Profile Image: Andrea H.
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Andrea H.
Star Sitter
from
$27
per night
5 out of 5.0 stars
14 reviews
2 repeat clients
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: Christina M.
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Christina M.
Star Sitter
from
$38
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
20 years of experience
Orlando, FL, 32810

Christina is amazing and took care of our babies so well while we were gone for a week!!

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Jacky N.
Sitter Profile Image: Destiny P.
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Destiny P.
Star Sitter
from
$50
per night
5 out of 5.0 stars
13 reviews
3 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: maria C.
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maria C.
Star Sitter
from
$59
per night
5 out of 5.0 stars
59 reviews
20 repeat clients
20 years of experience
Altamonte Springs, FL, 32701

Maria did an outstanding job taking care of our Rita for the weekend. She spent time playing and giving her lots of love, attention, and treats. We really appreciated the videos and picture updates while we were away. She even took extra care during the thunderstorms to make sure Rita was safe. Our house was kept cleaned and overall would definitely recommend Maria for any dogsitting needs!

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Bryan D.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$40
per night
5 out of 5.0 stars
29 reviews
13 repeat clients
8 years of experience
Maitland, FL, 32751

Hannah did an amazing job with our babies! They absolutely loved her. She kept me updated and sent pictures. I would highly recommend Hannah.

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Jessica K.
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: Zachary A.
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Zachary A.
Star Sitter
from
$64
per night
5 out of 5.0 stars
153 reviews
64 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: Danielle M.
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Danielle M.
from
$38
per night
5 out of 5.0 stars
4 reviews
3 repeat clients
10 years of experience
Orlando, FL, 32817

About: Growing up I had dogs, but as an adult it hasn’t been an option so I’ve spent time with friends, family, and even my bosses dog just to get some puppy time. And my hope is Rover will help me meet new animals while helping out their owners since my cats aren’t to friendly with dogs. As a remote worker, I have the flexibility to give pets the attention and care they deserve. I’m already out and about for daily walks and thought, why not make those walks more fun with a furry companion? It’s the perfect way to combine work-life balance with my love for animals. I’m not offering boarding services at this time because my two cats rule the roost—and I respect their need for space, just as I’d respect your pets’ unique needs. In your home, I’ll create a safe, comfortable environment, ensuring every paw feels at ease while you’re away.

Sitter Profile Image: Makenzie C.
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Makenzie C.
Star Sitter
from
$60
per night
5 out of 5.0 stars
29 reviews
11 repeat clients
14 years of experience
Winter Springs, FL, 32708

Truly the best! Utmost professionalism and high attention to detail. Makenzie really sets the standard for modern petsitting and petcare. She is exactly who you are looking for when it comes to knowing your fur babies and home are in excellent hands. She is very resourceful and was able to accommodate our needs. Her experience with all types of animals and especially cats is impressive! I am so thankful we chose Makenzie! Our kitties are so happy to have a new bestie. Will be booking again with Makenzie soon. Thank you!!

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Kelly B.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$45
per night
5 out of 5.0 stars
89 reviews
28 repeat clients
20 years of experience
Lake Mary, FL, 32746

Ashley was the best. Very reliable and trustworthy. She stayed in constant contact which relieved my anxiety. Undoubtedly, I will use her again!!!

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Cathy R.
Sitter Profile Image: Alicia K.
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Alicia K.
from
$78
per night
5 out of 5.0 stars
26 reviews
7 repeat clients
30 years of experience
Winter Park, FL, 32707

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 😀

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Julie T.
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 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.

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Monique S.
Sitter Profile Image: Glacie D.
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Glacie D.
Star Sitter
from
$38
per night
5 out of 5.0 stars
22 reviews
6 repeat clients
7 years of experience
Winter Park, FL, 32792

Glacie rocks!! She took Emmy for walks, followed the directions perfectly & kept our home clean. Glacie watched Emmy for 6 days and 5 nights and I had zero concern. We will 100% be using Glacie again in the future. Emmy is happy & tired out & that’s all we can ask for 🫶

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Libby W.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$50
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
23 years of experience
Orlando, FL, 32817

Ashley was great! She stayed in our home with our two dogs for a weekend and she gave us such peace of mind. She sent updates with pictures that we looked forward to, and I just know our girls were loved and well taken care of.

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Brittany P.
Sitter Profile Image: Peter B.
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Peter B.
Star Sitter
from
$15
per night
5 out of 5.0 stars
16 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 💖

Profile image
Vanessa F.
Sitter Profile Image: Jenna I.
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Jenna I.
from
$55
per night
5 out of 5.0 stars
261 reviews
75 repeat clients
23 years of experience
Winter park, FL, 32792

Jenna did an amazing job caring for our two pups while we were out of the country for two weeks. She sent lots of pics & videos and the doggies loved her. We highly recommend Jenna for your dog sitting needs.

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

Oh my goodness, where do I begin. I lost my regular dog sitter, a couple of weeks ago, due to moving out of state. I knew I had a trip coming up, that had been planned for over a year. Of course, I went into panic mode, as my fur babies are my life. Luckily, a patient of mine told me about Rover.com. After scrolling through countless reviews, I found Ms. Joyce. After reading her reviews, I knew she was the dog sitter that I wanted and trusted my 2 fur babies. I feel like I hit the lottery finding this amazing woman. She kept me updated with pictures and text messages all throughout my time away. My fur babies fell in love with her, and they can’t wait for her to return next month. Thank you Rover.com for leading me to this amazing woman. She exceeded my expectations. My family absolutely loves her, and she already feels like family.

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

Caroline was awesome! She was reliable and sweet with my pups! Very personable easy to work with and reasonably priced! I will definitely use her services in the future when iam traveling!

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Beatrix B.
Sitter Profile Image: Amanda K.
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Amanda K.
from
$40
per night
5 out of 5.0 stars
38 reviews
9 repeat clients
10 years of experience
Winter Springs, FL, 32708

About: I have been around dogs since I was 6 years old and owned two of them myself for 6 years. My friends and family undoubtedly trust me with their dogs whether the dogs are brand new to the home, have just gone through surgery or need a sitter. My mom’s boss has asked for me on multiple occasions to watch his animals and has been exceptionally pleased each time. I am currently working remotely full-time and looking to make extra money while caring for your fur children. I have no other responsibilities and I am flexible. I keep a watchful eye on the, at all times and ensure I am taking care of them, the way their owners would. I follow all instructions to the detail and keep owners informed.

Sitter Profile Image: Ashland B.
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Ashland B.
from
$70
per night
5 out of 5.0 stars
49 reviews
13 repeat clients
26 years of experience
Casselberry, FL, 32707

Ashland was incredible with Ziggy and Marley! She spent the weekend with them and sent many pictures, videos and messages to let me know how they were doing! I felt very comfortable knowing they were in good hands. Will definitely book with Ashland again!

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Paula C.
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Sitter Profile Image: Andrea H.
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Sitter Profile Image: Andrea H.
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Andrea H.
Star Sitter

Your Pet’s Routine, Maintained
Oviedo, FL, 32765
7.2 mi. away
House Sitting, Drop-In Visits
from
$27
per night
5 out of 5.0 stars
14 reviews
2 repeat clients
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: Christina M.
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Sitter Profile Image: Christina M.
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Christina M.
Star Sitter

A Pets love makes the Soul Happy
Orlando, FL, 32810
9.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

Christina is amazing and took care of our babies so well while we were gone for a week!!

Availability updated 7 days ago
Sitter Profile Image: Destiny P.
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Sitter Profile Image: Destiny P.
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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
13 reviews
3 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 4 days ago
Sitter Profile Image: maria C.
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Sitter Profile Image: maria C.
Verified Enhanced Background Check

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
$59
per night
5 out of 5.0 stars
59 reviews
20 repeat clients
Profile image

Maria did an outstanding job taking care of our Rita for the weekend. She spent time playing and giving her lots of love, attention, and treats. We really appreciated the videos and picture updates while we were away. She even took extra care during the thunderstorms to make sure Rita was safe. Our house was kept cleaned and overall would definitely recommend Maria for any dogsitting needs!

Availability updated today
Sitter Profile Image: Hannah L.
Verified Enhanced Background Check
Sitter Profile Image: Hannah L.
Verified Enhanced Background Check

Hannah L.

I'll actively engage with your dog
Maitland, FL, 32751
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
29 reviews
13 repeat clients
Profile image

Hannah did an amazing job with our babies! They absolutely loved her. She kept me updated and sent pictures. I would highly recommend Hannah.

Availability updated yesterday
Sitter Profile Image: Vixana F.
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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: Zachary A.
Verified Enhanced Background Check
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
153 reviews
64 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
Sitter Profile Image: Danielle M.
Verified Enhanced Background Check
Sitter Profile Image: Danielle M.
Verified Enhanced Background Check

Danielle M.

Here to meet more pups & cats
Orlando, FL, 32817
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
5 out of 5.0 stars
4 reviews
3 repeat clients

About: Growing up I had dogs, but as an adult it hasn’t been an option so I’ve spent time with friends, family, and even my bosses dog just to get some puppy time. And my hope is Rover will help me meet new animals while helping out their owners since my cats aren’t to friendly with dogs. As a remote worker, I have the flexibility to give pets the attention and care they deserve. I’m already out and about for daily walks and thought, why not make those walks more fun with a furry companion? It’s the perfect way to combine work-life balance with my love for animals. I’m not offering boarding services at this time because my two cats rule the roost—and I respect their need for space, just as I’d respect your pets’ unique needs. In your home, I’ll create a safe, comfortable environment, ensuring every paw feels at ease while you’re away.

Availability updated today
Sitter Profile Image: Makenzie C.
Verified Enhanced Background Check
Sitter Profile Image: Makenzie C.
Verified Enhanced Background Check

Makenzie C.
Star Sitter

Reliable Pet Lover
Winter Springs, FL, 32708
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
29 reviews
11 repeat clients
Profile image

Truly the best! Utmost professionalism and high attention to detail. Makenzie really sets the standard for modern petsitting and petcare. She is exactly who you are looking for when it comes to knowing your fur babies and home are in excellent hands. She is very resourceful and was able to accommodate our needs. Her experience with all types of animals and especially cats is impressive! I am so thankful we chose Makenzie! Our kitties are so happy to have a new bestie. Will be booking again with Makenzie soon. Thank you!!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ashley R.
Verified Enhanced Background Check
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
89 reviews
28 repeat clients
Profile image

Ashley was the best. Very reliable and trustworthy. She stayed in constant contact which relieved my anxiety. Undoubtedly, I will use her again!!!

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
26 reviews
7 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 today
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 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 6 days ago
Sitter Profile Image: Glacie D.
Verified Enhanced Background Check
Sitter Profile Image: Glacie D.
Verified Enhanced Background Check

Glacie D.
Star Sitter

Trusted Care, Happy Tails Everytime
Winter Park, FL, 32792
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
5 out of 5.0 stars
22 reviews
6 repeat clients
Profile image

Glacie rocks!! She took Emmy for walks, followed the directions perfectly & kept our home clean. Glacie watched Emmy for 6 days and 5 nights and I had zero concern. We will 100% be using Glacie again in the future. Emmy is happy & tired out & that’s all we can ask for 🫶

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

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 out of 5.0 stars
26 reviews
4 repeat clients
Profile image

Ashley was great! She stayed in our home with our two dogs for a weekend and she gave us such peace of mind. She sent updates with pictures that we looked forward to, and I just know our girls were loved and well taken care of.

Availability updated today
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
16 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 4 days ago
Sitter Profile Image: Jenna I.
Verified Enhanced Background Check
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
261 reviews
75 repeat clients
Profile image

Jenna did an amazing job caring for our two pups while we were out of the country for two weeks. She sent lots of pics & videos and the doggies loved her. We highly recommend Jenna for your dog sitting needs.

Availability updated today
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
128 reviews
21 repeat clients
Profile image

Oh my goodness, where do I begin. I lost my regular dog sitter, a couple of weeks ago, due to moving out of state. I knew I had a trip coming up, that had been planned for over a year. Of course, I went into panic mode, as my fur babies are my life. Luckily, a patient of mine told me about Rover.com. After scrolling through countless reviews, I found Ms. Joyce. After reading her reviews, I knew she was the dog sitter that I wanted and trusted my 2 fur babies. I feel like I hit the lottery finding this amazing woman. She kept me updated with pictures and text messages all throughout my time away. My fur babies fell in love with her, and they can’t wait for her to return next month. Thank you Rover.com for leading me to this amazing woman. She exceeded my expectations. My family absolutely loves her, and she already feels like family.

Availability updated 10 days ago
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
from
$60
per night
5 out of 5.0 stars
45 reviews
21 repeat clients
Profile image

Caroline was awesome! She was reliable and sweet with my pups! Very personable easy to work with and reasonably priced! I will definitely use her services in the future when iam traveling!

Availability updated 3 days ago
Sitter Profile Image: Amanda K.
Verified Enhanced Background Check
Sitter Profile Image: Amanda K.
Verified Enhanced Background Check

Amanda K.

Responsible, Caring, and Attentive
Winter Springs, FL, 32708
2.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
38 reviews
9 repeat clients

My husband and I have trusted Amanda to watch our dog Myla multiple times. Amanda cares for Myla as if she were her own. She is very communicative and responsive, sends plenty of cute update pictures. She also makes sure to give Myla plenty of playtime while she dog sits. Couldn’t recommend a better dog sitter than Amanda.

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ashland B.
Verified Enhanced Background Check
Sitter Profile Image: Ashland B.
Verified Enhanced Background Check

Ashland B.

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

Ashland was incredible with Ziggy and Marley! She spent the weekend with them and sent many pictures, videos and messages to let me know how they were doing! I felt very comfortable knowing they were in good hands. Will definitely book with Ashland again!

Availability updated today

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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover