House Sitting in Winter Springs

Find a loving house sitter to watch over your pets and your home.

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Top rated Winter Springs house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Peter B.
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Peter B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
70 reviews
27 repeat clients
3 years of experience
Casselberry, FL, 32707

Thank you Peter for taking care of Malala and our home over the weekend. Sure did come home to a happy dog! We appreciate your timely update, clear communication and genuine respect for our space. We'll be sure to use your services again.

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Kristina Theresa L.
Sitter Profile Image: Shirley L.
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Shirley L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
23 reviews
4 repeat clients
20 years of experience
Lake Mary, FL, 32746

Shirley is amazing and my Hank was so well taken care of! It can be difficult leaving your loved one, but it was such a pleasant experience not having to worry about whether my dog was being properly cared for. I would definitely recommend Shirley to anyone looking for a reliable sitter!

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Daisy L.
Sitter Profile Image: Zachary A.
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Zachary A.
Star Sitter
from
$73
per night
5.0 out of 5 stars
168 reviews
68 repeat clients
12 years of experience
Longwood, FL, 32750

We couldn’t be happier with the care Zach provided for our puppy. He just has this great way of connecting with our dog and meeting needs unique to an animal who is still learning the basics. Zach provided pictures, videos, and took his time getting to know our dog’s routine and quirks. I would highly recommend Zach and hope to become a repeat customer.

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

We were so nervous about leaving our pets, but Joyce set our minds at ease. From the day we met her, she treated our pets like family. We got lots of pictures and even videos while we were away, and she even left us a little "thank you for letting me care for your pets" note. We will definitely book her again. It is so great to know we have someone we can trust to treat our pets like we do.

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Nicole P.
Sitter Profile Image: Alicia K.
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Alicia K.
Star Sitter
from
$86
per night
5.0 out of 5 stars
30 reviews
8 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: Ashland B.
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Ashland B.
from
$70
per night
5.0 out of 5 stars
55 reviews
13 repeat clients
26 years of experience
Casselberry, FL, 32707

Ashland is 100% reliable, 100% all about the four leggeds and her communication is excellent. I really appreciate her care of my dogs and cats.

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Elissa M.
Sitter Profile Image: Anastasia E.
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Anastasia E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
60 reviews
12 repeat clients
8 years of experience
Sanford, FL, 32773

Anastasia was excellent with my two dogs. She is very friendly and they took to her right away. My home was just the way I left it and my dogs were very happy. I would highly recommend Anastasia and I will be booking her in the future.

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Brenda K.
Sitter Profile Image: Aamani B.
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Aamani B.
from
$50
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
30 years of experience
Winter Springs, FL, 32708

Aamani took excellent care of our two pups for a short stay. She was great with communication, sent photos, and kindly cleaned up a mess from my pup with a nervous belly. Would definitely recommend her services!

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Johna A.
Sitter Profile Image: Autumn M.
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Autumn M.
from
$27
per night
4.7 out of 5 stars
13 reviews
6 repeat clients
2 years of experience
Winter Park, FL, 32792

Autumn was absolutely phenomenal! She stayed at our house over the Thanksgiving holiday and took incredible care of our two dogs. She sent daily photos and videos, kept them active with walks, and gave them so much love and attention. On top of that, our home was spotless when we returned. We felt completely at ease knowing our pups were in such caring hands. We’ll 100% be using Autumn anytime we go out of town — and the dogs give her all the tail wags! 🐾

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Rebecca A.
Sitter Profile Image: Valery S.
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Valery S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
52 reviews
17 repeat clients
15 years of experience
Winter springs, FL, 32708

Valery is an extraordinary pet sitter. I’ve used Rover since 2021 and recently moved to Orlando, so I was looking for someone new I could trust for home sitting. From the moment we met, I knew she was the one. She took wonderful care of my 13-year-old senior Shih Tzu, who has cataracts, dry eye (needs drops twice a day), and a special diet that requires some prep. Valery cared for him as if he were her own. She was patient when applying his eye drops, took care of his meals, and gave him the attention and affection a senior dog needs. While I was away for 10 days, she sent me daily photos and videos just as I asked, which helped ease my anxiety. She even handled an allergy that flared up right before my trip, getting a product (after checking with me first) that worked better than the vet meds I had tried. Guapo was happy, relaxed, and barking for treats like he does when I’m home. Valery truly understands the stress of leaving our fur babies behind, and knowing she’s capable of managing any emergency or unexpected situation gave me real peace of mind. I recommend her 100%—she’s trustworthy, attentive, and incredibly loving with animals. Thank you, Valery! I’m truly grateful!

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Lizette P.
Sitter Profile Image: Alexzandria D.
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Alexzandria D.
from
$27
per night
5 years of experience
Winter Springs, FL, 32708

About: Hi i’m Alex! I’ve always had a love for animals for as long as I can remember, I currently have a 10 month old cat named Mileena and an 8 year old chihuahua named Jasper! I’m a huge pet lover and I can’t wait to help take care yours! I’ve pet sit many times over the last few years and i’ve worked with small and large animals, as well as senior animals and animals with chronic illnesses! I’ve also house sat many time so i’m comfortable staying overnight if needed and I had big dogs growing up so larger dogs are no problem for me! I currently work full time at a bookstore but i’m always free after 6pm! I’m typically off on Wednesday and Sunday and on Tuesdays i’m free all day after 10am! I live in an apartment but I have more than enough space to care for your pets! I have a dog and a cat that are very friendly with other animals and we have lots of toys and treats to keep your fur baby occupied! My complex also has a dog park that i’m sure your dogs will love!

Sitter Profile Image: Jordan C.
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Jordan C.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Winter Springs, FL, 32708

Jordan was amazing with Ollie, she helped us out last minute in an unusual situation watching Ollie on an hourly basis over 4 days so we could have a great visit with our daughter and son in law. We had a last minute glitch with our Ollie and had to bring him and Jordan was able to step in and help!

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Anne B.
Sitter Profile Image: Griffin M.
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Griffin M.
from
$45
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
7 years of experience
Winter Springs, FL, 32708

About: Hello there! My name is Griffin and I’m so glad you’re here. I have a deep affection for dogs, considering them my favorite animals. Ensuring the happiness and well-being of the dogs under my care is always a top priority for me. I’m someone who naturally stays home for a majority of my time, so being able to sit dogs gives me immense joy in caring for them. Caring for my late dog Lola opened my eyes to the canine world. Any dog I care for is a new best friend waiting to meet again, and it is in my best interest to treat them like my own to build lasting bonds that stay.

Sitter Profile Image: maria C.
Verified Enhanced Background Check
maria C.
Star Sitter
from
$89
per night
5.0 out of 5 stars
119 reviews
40 repeat clients
20 years of experience
Altamonte Springs, FL, 32714

Maria was AMAZING! Our pups loved spending time with her. Our female is always very nervous and Maria was the first sitter to be able to ease her mind and even pet her. Will definitely use again and recommend to anyone needing a sitter!!

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Shelby V.
Sitter Profile Image: Jessica G.
Verified Enhanced Background Check
Jessica G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
56 reviews
16 repeat clients
20 years of experience
Casselberry, FL, 32707

About: I am an insured animal care provider and have been around animals my entire life. Growing up on a farm I learned at a very young age to love and care for animals of all kinds! Your pets are my priority and will be treated just like my own! I currently do not work outside the home so have a fairly free schedule allowing me to help others at various times throughout the day! I will treat your pets just like my own, giving them love and care as if they are part of my family and never anything less!

Sitter Profile Image: Stephanie P.
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Stephanie P.
Star Sitter
from
$27
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Oviedo, FL, 32765

Stephanie is so thoughtful and caring. She showed our dogs loads of love and sent regular updates during her stay at our house. We love her and will definitely have her again!

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Cindy V.
Sitter Profile Image: Eva M.
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Eva M.
from
$28
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
8 years of experience
Longwood, FL, 32750

Eva was just the best. Walter took to her immediately and the became quick buddies. She was on time (actually early) and Walter was calm when we got home.

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Tony D.
Sitter Profile Image: Isabella B.
Verified Enhanced Background Check
Isabella B.
from
$24
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Lake Mary, FL, 32746

About: I’ve taken care of a lovely family cat for 18 years. I have also owned birds, hamsters, and rabbits throughout my life. I have experience with horse care and training, as well as dog and cat sitting. Additionally, I volunteered at the Sanford Pet Alliance shelter for a year, an organization dedicated to caring for cats and dogs. I am an enrolled zoology student who is studying for a Master’s degree. I am free all throughout the week, part-time. Monday through Sunday booking is available! I can pet sit during the weekday from as early as 6 am to 10 pm; this includes feeding, bathing, walking, and doing fun activities too! I have been pet-sitting and caring for animals for a little over 10 years, and I have worked with both cats and dogs in a professional setting, so I am no stranger to pet care! For cats, I have a cat at home, so I am very accustomed to cat behavior! I can watch, feed, and keep them engaged until needed! For dogs, playing and walking are very important, so I will always make sure to do these things. I can feed them and watch over them until needed! If medication needs to be given, I have experience with that as well. Birds and bunnies are always welcome as well! :))

Sitter Profile Image: Brent W.
Verified Enhanced Background Check
Brent W.
from
$100
per night
5.0 out of 5 stars
10 reviews
1 repeat client
3 years of experience
Lake Mary, FL, 32746

Brent stayed at our house for the day and watched our little Chico. He kept us fully informed of Chico with pics and video throughout the day. I highly recommend Brent and would definitely use his services again.

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Joan O.
Sitter Profile Image: Cristina F.
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Cristina F.
from
$27
per night
5.0 out of 5 stars
21 reviews
9 repeat clients
10 years of experience
Winter Springs, FL, 32708

Cristina spent a week with my dog Toby and was absolutely wonderful! She is kind and communicative, and I know he was in good hands. As a bonus, she left my house cleaner than I when I left! Will definitely be rebooking with Cristina in the future.

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Abby B.
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Over 218
pet parents in Winter Springs have booked house sitting

Winter Springs pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Peter did a great job… he was very caring for our dog and house. He has been open to our comments that allow him to fully understand what we look for in a dog/house sitter.

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Mark L.
House Sitting
5.0 out of 5 stars

Nina is a wonderful sitter. We felt confident that our fur baby was well cared for as well as our home.

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Susie B.
House Sitting
5.0 out of 5 stars

Ashland has taken care of our pets many times. She is our go to anytime we take a trip. She cares and does all the thoughtful extras. She even brings our fur baby little gifts. She’s truly the best.

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Sandy V.
House Sitting
5.0 out of 5 stars

Thank you Eva, Suki and Josie have been cared for well, and you even stripped the bed and washed the linen, above and beyond ! I would not hesitate to use her again.

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Laureen B.
House Sitting
5.0 out of 5 stars

Jordan was amazing with Ollie, she helped us out last minute in an unusual situation watching Ollie on an hourly basis over 4 days so we could have a great visit with our daughter and son in law. We had a last minute glitch with our Ollie and had to bring him and Jordan was able to step in and help!

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Anne B.
House Sitting
5.0 out of 5 stars

We were so nervous about leaving our pets, but Joyce set our minds at ease. From the day we met her, she treated our pets like family. We got lots of pictures and even videos while we were away, and she even left us a little "thank you for letting me care for your pets" note. We will definitely book her again. It is so great to know we have someone we can trust to treat our pets like we do.

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Nicole P.
House Sitting
5.0 out of 5 stars

Brent stayed at our house for the day and watched our little Chico. He kept us fully informed of Chico with pics and video throughout the day. I highly recommend Brent and would definitely use his services again.

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Joan O.
House Sitting
5.0 out of 5 stars

Madison made our anxious senior Chihuahua feel safe and secure. I think Madison has a new BFF. Thank you.

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William S.
House Sitting
5.0 out of 5 stars

Kaylee took great care of our house and puppy. She sent pictures and videos daily and we felt very comfortable leaving them in her care. We’d highly recommend her and plan to use her again when we travel.

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Kris G.
House Sitting
5.0 out of 5 stars

Katelyn did a great job staying with Ginger while we were on vacation. Our dog is a little particular and set in her ways so nativgating that can take a little time but Ginger has warmed up to her and we are so happy to have her as an option to know Ginger can stay at home and have the care she needs while we are away.

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Erica H.
House Sitting
5.0 out of 5 stars

Makenzie is a very sweet girl. She took great care of my tiny dog. She kept me updated with texts and pictures and she stayed overnight at my house. Will definitely use her again!

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Salvina W.
House Sitting
5.0 out of 5 stars

Gina was great! She followed all instructions and took EXCELLENT care of my boys. She send regular updates and I was able to enjoy my trip knowing they were in great hands. Thanks Gina!

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Donna O.
House Sitting
5.0 out of 5 stars

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.
House Sitting
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Find pet care near you

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!

The median cost per night for house sitting in Winter Springs is $45

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.

Sitters in Winter Springs average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winter Springs on Rover as of Mar 2026 was about $45 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Winter Springs house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, there are 2,574 house sitters in Winter Springs. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Winter Springs house sitters respond in under an hour.

House sitters in Winter Springs have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winter Springs.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winter Springs house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.