House Sitting Osteen

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Over 74
pet parents in Osteen have booked house sitting

Osteen, Find top rated house sitting

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: Maricel A.
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Maricel A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
193 reviews
67 repeat clients
16 years of experience
DeBary, FL, 32713

Maricel has trust 100%. She has cared for my Lollie as if Lollie was her own pet! Daily updates including pictures and immediate response time when I text her! My home is always as clean and orderly as I left it. She is just the best!!

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Pat B.
Sitter Profile Image: Rachel A.
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Rachel A.
Star Sitter
from
$65
per night
5.0 out of 5 stars
102 reviews
23 repeat clients
15 years of experience
Deltona, FL, 32738

Rachel is super kind! We booked her for an overnight stay for our two dogs and one cat. They loved her. She gave lots updates and photos. Would absolutely book her again

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Elizabeth E.
Sitter Profile Image: Meryl M.
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Meryl M.
from
$50
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
21 years of experience
Deltona, FL, 32738

About: I’ve grown up with pets! I’m flexible! And you can count on me to - notice small behavior changes - follow routines carefully - not overwhelm anxious or sensitive dogs - stay steady if something unexpected happens We have no dogs of our own at the moment so your pet will be the only one in the house which is great for any dogs who don’t play well with others (: and, our guests enjoy having a fenced in yard and space to run! I work a standard 8–5 during the week, so I intentionally schedule pet care around that. I’m available for morning and evening visits, weekends, and I plan ahead to make sure every pet’s routine is followed carefully and never rushed. I don’t have pets of my own, so I’m able to give my full attention to the pets I’m caring for. I also have a fenced-in yard at my home for safe outdoor play and exercise. When I’m in a client’s home, I’m respectful of their space and focus on exercising pets appropriately, then helping them relax and settle in — often with some quiet time or just hanging out together. I aim to keep routines consistent and stress-free.

Sitter Profile Image: Nicole D.
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Nicole D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
7 years of experience
Deland, FL, 32720

Our pups love Nicole, and we do too! She’s very attentive to our two large dogs and always leaves our home in better shape than she found it. Highly recommend!

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Amanda C.
Sitter Profile Image: Katie S.
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Katie S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
2 years of experience
Deland, FL, 32724

I wish this app would let me give 10 stars because Katie was absolutely amazing with our boys and kitties! She sent me regular updates, pictures and videos! I knew they were in great hands with her and I think our golden boys might like her more than us now lol! I will be using her again whenever I can!

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Emillie N.
Sitter Profile Image: Rachel P.
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Rachel P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
191 reviews
77 repeat clients
16 years of experience
Orlando, FL, 32817

Rachel was great from the very beginning. She kept in contact and sent adorable pictures. I’ll definitely use her again and would recommend her to others.

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Stuart E.
Sitter Profile Image: Ryeleigh N.
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Ryeleigh N.
Star Sitter
from
$80
per night
4.9 out of 5 stars
57 reviews
27 repeat clients
18 years of experience
Sanford, FL, 32771

She took excellent care of my babies while I was away. I will continue to use her any time I go on vacation so I can have a stress free time.

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Jodi B.
Sitter Profile Image: Stephanie P.
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Stephanie P.
from
$27
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
20 years of experience
Oviedo, FL, 32765

Stephanie provides frequent updates while dog sitting. She sends pictures and sweet messages. Our dogs love spending time with her because she takes such great care to ensure they get long walks and plenty of snuggles!

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Cindy V.
Sitter Profile Image: Courtney R.
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Courtney R.
from
$60
per night
5.0 out of 5 stars
49 reviews
13 repeat clients
10 years of experience
Deltona, FL, 32738

About: Hello all, I have a vast amount of experience within the animal industry. I have my bachelors degree in Animal Science and worked as a veterinary technician for many years. I absolutely love animals, big or small, and enjoy taking care of our “fur babies”. I have knowledge within senior care, puppy care, medication administration, cat and kitten care, litter box cleanliness, and more. I currently work from home, my schedule is whatever I make it to be. I am absolutely free to care for your pets in whatever way that you desire. No job is too big or too small. When taking care of your pets, I will take care of them just as my own. I am meticulous for owner care instructions and directions that “fur parents” leave. When in my home, your animal will be treated like my own, they will be allowed to play freely and have plenty of breaks for bathroom sessions. If a pet is not in my home, I will spend ample time with ones pet in their home and dedicate time throughout the day that allows the pet to feel enriched and comfortable while their parents are away.

Sitter Profile Image: maria C.
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maria C.
Star Sitter
from
$99
per night
5.0 out of 5 stars
151 reviews
45 repeat clients
20 years of experience
Altamonte Springs, FL, 32714

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: Brianne H.
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Brianne H.
from
$75
per night
4.7 out of 5 stars
20 reviews
2 repeat clients
18 years of experience
Deltona, FL, 32725

Brianne was amazing with our chaotic, nutty furry bunch! We left her with our trio of cats and the dynamic duo of dogs, for a total of five. The first thing we noticed was how all of our furry ones were drawn to her. Animals just know if a person is good. Being away is hard, but it feels better when you have someone you can trust to love you while you're gone. My wife and I had complete peace of mind with her caring for our babies. Brianne is the BEST!

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Anthony & Sally M.
Sitter Profile Image: Calvin C.
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Calvin C.
from
$45
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Deltona, FL, 32738

Calvin was wonderful! We have two dogs and he took care of them both! Followed all instructions that we had left him! Will definitely be booking him again for future dog drop ins / and house sitting! 10 stars of if I could!

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Bralyn R.
Sitter Profile Image: Joilee T.
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Joilee T.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
17 years of experience
Sanford, FL, 32771

About: I’ve learned and cared for many different kinds of animals since I was a small child, but mainly cats! From cats and dogs to turtles, lizards, and fish, I’ve spent my whole life loving and caring for animals and learning their behaviors. I’ve spent time with puppies and kittens, administering oral and injection medications, dealing with seniors, and of course playtime. I have plenty of knowledge and skill to love and take care of your pet! I am currently an SSC student looking to make rover my part time job. As of right now I am available nearly every day weekly. Each animal has a place in my heart and I want to treat them with the utmost respect! I spend lots of time giving my animals plenty of affection and playtime! With instructions on your pets schedule and needs I will make sure you and your pet are comfortable and at ease with me, as if they were my own.

Sitter Profile Image: Kacie S.
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Kacie S.
from
$75
per night
4.8 out of 5 stars
25 reviews
8 repeat clients
7 years of experience
Deltona, FL, 32738

This is our second time using Kacie, but the first time for house sitting. Once again, she did a wonderful job and was very communicative and sent lots of pictures and took good care of everything.

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Michelle J.
Sitter Profile Image: Serena D.
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Serena D.
from
$60
per night
5.0 out of 5 stars
82 reviews
14 repeat clients
20 years of experience
Deltona, FL, 32725

Serena has taken care of our babies with nothing but care and love! Fulfills all their neediness and energy levels. She loves the pups as if they were their own and we couldn’t be happier with the experience! 110% recommend.

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Joseph R.
Sitter Profile Image: Hailey F.
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Hailey F.
from
$50
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
18 years of experience
Sanford, FL, 32771

Hailey is INCREDIBLE. She was so nice and caring with my pet. She goes the extra mile. I would definitely recommend her to anyone and would totally request her services again. Loved her!

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Genesis P.
Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$45
per night
4.8 out of 5 stars
22 reviews
6 repeat clients
25 years of experience
Sanford, FL, 32771

We were very grateful to have Jennifer's help with our three pets while out of town (an adult dog, a puppy, and a cat). We appreciated her enthusiasm to be there for our pets, be a presence for our home while we were gone, and it gave us a lot of peace of mind. She was very communicative and respectful of our home, and she took good care of our animals. Thank you, Jennifer!

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Stephanie B.
Sitter Profile Image: Destiny P.
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Destiny P.
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Sanford, FL, 32771

Destiny did such a great job caring for my two dogs. She kept me & my wife informed every step of the way with exceptional communication. My dogs are well behaved but have a very busy routine. Destiny went above and beyond to keep them happy and stay on their schedule. We are happy that we have finally found a great long term sitter for our dogs in this area.

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Andrew G.
Sitter Profile Image: Carli N.
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Carli N.
from
$27
per night
4.9 out of 5 stars
101 reviews
32 repeat clients
10 years of experience
Altamonte Springs, FL, 32714

Caroline did a great job watching the pups for a few days and left the house cleaner than when she got there. Would definitely let her watch our doggies again!

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Lauren G.
Sitter Profile Image: Caryna P.
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Caryna P.
from
$57
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Sanford, FL, 32773

Caryna is amazing. Professional, sweet, caring. Our dogs loved her. We will be using her again in the future. Thank you for loving our fur babies Caryna.

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Karen S.
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The median cost per night for house sitting in Osteen is $45

Pet parents share their Rover experiences - Osteen

1 / 1
5.0 out of 5 stars

Kristina is awesome! I always feel completely at ease knowing she’s house sitting and caring for my three pets. Highly recommend!!

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Elizabeth W.
House Sitting
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for house sitting - Osteen

Select a filter and find qualifying sitters offering house sitting.

Sitters in Osteen average 3
repeat house sitting clients

FAQs for House Sitting - Osteen

Frequently asked questions about Rover

The average cost for House Sitting in Osteen on Rover is $37.45 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 2,446 sitters on Rover offering House Sitting across Osteen. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Osteen walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Osteen maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Osteen choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Osteen. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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