House Sitting In Charter Oaks

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

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Top rated Charter Oaks 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: Ally C.
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Ally C.
from
$50
per night
14 years of experience
On Top Of The World, Clearwater, FL, 33763

About: I’ve grown up around large dogs. I love dogs of all breeds and sizes and I’ll care for your animals as if they are my own! I’m currently going to night school during the week and am looking for more day time work to help support myself. I am open to weekends. I can take your pups on a nice walk around the neighborhood or I can take them to the park to play with other dogs.

Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
20 years of experience
Dunedin, FL, 34698

Jason was so great with both dogs. One dog is so scared.. barks, nips. Jason was patient and caring, and soon they were buddies. Jason goes above and keeps house and yard clean. We’ll definitely call on Jason again.

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Angela H.
Sitter Profile Image: Stephanie A.
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Stephanie A.
Star Sitter
from
$60
per night
4.9 out of 5 stars
49 reviews
15 repeat clients
10 years of experience
Dunedin, FL, 34698

Wonderful experience. Stephanie is impressive personally, and with my pup, she is hands on and heart in. Her professional background gives her the expertise and capacity to care for others, whether human or canine, in a remarkable way, and her genuine positivity and perspective are refreshing. It's a joy to work with Stephanie.

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Tina T.
Sitter Profile Image: Brooke H.
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Brooke H.
Star Sitter
from
$78
per night
5.0 out of 5 stars
68 reviews
28 repeat clients
1 year of experience
Dunedin, FL, 34698

Brooke was very kind, positive, and communicated well with texts and photos, which allowed us to enjoy our vacation with peace of mind. The pets were well taken care of.

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Douglas B.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
35 reviews
8 repeat clients
18 years of experience
Clearwater, FL, 33755

Taylor and Bruno are great exceptional dog sitters. They were prompt and communicative from scheduling the meetup to staying on track with my puppers needs along with updates. I opted for an in house sitter for a short staycation since my dog gets anxious with quick changes and they were super respectful and left my place better than they found it. Would definitely recommend them!

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Paige B.
Sitter Profile Image: Kadence H.
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Kadence H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Dunedin, FL, 34698

Kadence was great! She took great care of Roscoe, respected our requests with house sitting, and communicated well through the whole process. I would definitely work with her again!

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Tyler M.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$20
per night
5.0 out of 5 stars
47 reviews
9 repeat clients
50 years of experience
Dunedin, FL, 34698

Jennifer is the cat whisper and gives total devotion to your pet. Words cant express the enjoyment in my heart when they bonded and I knew after the first day of just meet n grèet she was in great hands. Thank you so much.

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Stephanie J.
Sitter Profile Image: Mason H.
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Mason H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
64 reviews
20 repeat clients
10 years of experience
Clearwater, FL, 33763

I am beyond satisfied with the care, dedication and love Mason gave my kitties while I was away. There was daily communication. He sent plenty of pictures. My boys were in good spirit when I returned (cats will let you know if they were not happy while you’re gone! - iykyk). I have found my go to person for my babies!!! Thank God!! Please book Mason - you will not be disappointed!!

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Cecilia C.
Sitter Profile Image: Mary W.
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Mary W.
from
$55
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
33 years of experience
Ozona, FL, 34660

This is the second time Mary has taken care of my dog. She is wonderful. Communication, care , and compassion are top notch qualities I appreciate from her.

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Natalie E.
Sitter Profile Image: Allison T.
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Allison T.
from
$40
per night
5.0 out of 5 stars
3 reviews
25 years of experience
Clearwater, FL, 33765

About: I have taken care of dogs, cats and even exotics ever since I was a child. My major in college was Biology and my first job out of college was a Zoo Keeper. I then became a dolphin trainer working and training several types of dolphins, river otters and pelicans. The past two years I have been a Vet Technician working at a large animal hospital. Animals are my passion in life so any chance I get to be around them, I will! I am currently a full time student again and also working four days a week. Any free time I get I enjoy getting outside or relaxing. I am mainly free on week nights and some days depending on class schedule. I will not be watching pets in my own home due to having a cat myself that gets stressed around other animals in his own space. I will watch other's pets at their home and follow their instructions as given.

Sitter Profile Image: David L.
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David L.
from
$45
per night
4.9 out of 5 stars
47 reviews
15 repeat clients
10 years of experience
Clearwater, FL, 33764

David was amazing with our dog and looking out for our house while we were gone. I will definitely be rebooking with him. It is so nice to know your home and dog are cared for while you are away!

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Jordan B.
Sitter Profile Image: Janelle M.
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Janelle M.
from
$70
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Winding Wood, Clearwater, FL, 33763

Janelle is great!

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Denise C.
Sitter Profile Image: Peyton S.
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Peyton S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
81 reviews
28 repeat clients
10 years of experience
Clearwater, FL, 33761

Peyton was amazing! This was our first time using Rover and we couldn’t be happier. Our dog Charlie is over 15 and blind, so requires some extra attention and someone to stay at our house. Peyton took great care of both Charlie and our home. She provided multiple updates and photos throughout each day which we really appreciated. Highly recommended!

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Kevin P.
Sitter Profile Image: Gabriela W.
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Gabriela W.
from
$50
per night
4.9 out of 5 stars
20 reviews
3 repeat clients
15 years of experience
Woodgate, Clearwater, FL, 33763

Gabriela was such a wonderful help with my dogs. She was responsive, communicative and took great care of them. They were very happy and that made my time away go smoothly.

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Barbara R.
Sitter Profile Image: Alyssa S.
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Alyssa S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
2 years of experience
Clearwater, FL, 33761

Alyssa was available to take care of my boy at the last minute, and im not sure why she was available to book because she did an amazing job caring for my 75 pound siberian husky. She went above and beyond to ensure his needs were met and provided lots of photo updates to put my mind at rest that everything was going fine.

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Katie H.
Sitter Profile Image: Shawn P.
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Shawn P.
from
$50
per night
5.0 out of 5 stars
19 reviews
60 years of experience
Safety Harbor, FL, 34695

You couldn't ask for a better sitter. This was the 1st time we used rover and our dog had never had a sitter. Shawn used his charm and probably patience to win Bernadette over. He also left our house spotless. An all round gentleman. Would hire him again in a nanotechnology second

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Barbara W.
Sitter Profile Image: Linda S.
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Linda S.
Star Sitter
from
$34
per night
5.0 out of 5 stars
83 reviews
27 repeat clients
50 years of experience
Clearwater, FL, 33764

This was the first time in my 3-year-old dog's life that I was away from her for a few days. Linda took great care of Stella. I'm so happy I found her!

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Mindy P.
Sitter Profile Image: Jayna L.
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Jayna L.
from
$45
per night
20 years of experience
East Memphis-Colonial-Yorkshire, Clearwater, FL, 33756

About: I'm a lifelong dog person that likes them all, big and small! I stay pretty busy dog sitting, especially in the summer, and I'd love to hangout with your four-legged friends. I'm comfortable with cats and other pets as well, just ask! I have had dogs and cats my entire life (not currently) and have experience with several breeds and some medical issues, such as epileptic seizures. I am compassionate and caring, and love puppy snuggles (if they want to give them). I will stay in your house or come by as needed. Along with the pet-sitting, if I'm staying at your place, I'm happy to bring in the mail, roll out the trash, and even take care of your pool if you've got one! work part-time and have some flexible side work, which allows me to structure my schedule around the needs of the pets I care for. I always make sure I have plenty of time for walks, feeding, playtime, cuddles, and keeping animals comfortable and cared for. Being around animals is something I truly enjoy, so it’s an easy and fulfilling part of my routine. I care for pets in my client’s home, where they’re most comfortable and familiar with their surroundings. I usually stay with them and try to keep their normal routine as consistent as possible, including meals, walks, playtime, cuddles, and downtime. I know being away from their family can be stressful for pets, so I focus on helping them feel safe, calm, and cared for while their humans are away.

Sitter Profile Image: Alexandra M.
Verified Enhanced Background Check
Alexandra M.
Star Sitter
from
$125
per night
5.0 out of 5 stars
136 reviews
24 repeat clients
20 years of experience
Palm Harbor, FL, 34683

Alexandra was a good communicator, punctual and above all kind and loving with my dogs. She sent lots of updates with photos and left the house clean. I will definitely hope to use her services again.

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Rebecca C.
Sitter Profile Image: Angelina Y.
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Angelina Y.
from
$40
per night
5.0 out of 5 stars
4 reviews
15 years of experience
Palm Harbor, FL, 34683

Angelina helped out last minute when my other sitter was unavailable. She sent pictures and kept me informed while I was away, I had no concerns about Oliver while I was gone!

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Caitlin H.
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Over 7
pet parents in Charter Oaks have booked house sitting

Charter Oaks pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Stephanie was great. She updated us daily on our dog and sent pictures. We felt very comfortable having her take care of our fur bai.

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Dana H.
House Sitting
5.0 out of 5 stars

Jennifer was able to stay with my senior dog on last minute notice. She did a wonderful job taking care of him and I appreciate her helping me out!

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Nora T.
House Sitting
5.0 out of 5 stars

Allison was great! She took great care of my senior pup and was able to administer her meds easily. Would definitely recommend 😊

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Jason & Natalie K.
House Sitting
5.0 out of 5 stars

Thank you so much for taking the best care of our Charlie girl! She’s a lot of work and we really appreciate all the pics and the care you give 💙💙💙💙💙

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Lisa R.
House Sitting
5.0 out of 5 stars

Taylor and Bruno are great exceptional dog sitters. They were prompt and communicative from scheduling the meetup to staying on track with my puppers needs along with updates. I opted for an in house sitter for a short staycation since my dog gets anxious with quick changes and they were super respectful and left my place better than they found it. Would definitely recommend them!

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Paige B.
House Sitting
5.0 out of 5 stars

Mckenzie was amazing. He came over prior to having to take care of my pups to meet them and talk with us. Our pups absolutely loved him. Will definitely use him again and highly recommend him to anyone. He treats your pets like his own.

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Jen P.
House Sitting
5.0 out of 5 stars

Liz watched my two dogs and housesat while I was away for four days. I received pictures of my dogs twice a day and everything went smoothly. The dogs enjoyed their time while I was away so I did not worry for one second. I certainly will continue to use Liz and my dogs agree.

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Joan K.
House Sitting
5.0 out of 5 stars

My dogs fell in love with Michael the moment they met. He is responsible, on time and it’s obvious he truly loves animals! Thank you so much Michael for making my day away a blast for my doggies:)

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Fiona S.
House Sitting
5.0 out of 5 stars

Brooke was wonderful! Our initial visit made us extremely comfortable leaving our babies in her care! She updated us often with lots of photos, and updates! She left our home tidy, and just how we left it! I commend her, because even when she had a difficult family situation, she continued to give our babies the love they needed while we were away!

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Alexa N.
House Sitting
5.0 out of 5 stars

Peyton did a great job watching our 2 dogs. My dog gets so stressed when I am away but he warned up to her and was cuddling in no time She also did a great job caring for my home.

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Aileen S.
House Sitting
5.0 out of 5 stars

Kadence comes highly recommended by our family, most especially our Pup. She took great care of the house and our precious Brady.

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Mary M.
House Sitting
5.0 out of 5 stars

Linda is great! She loves Flo and Flo loves her. We are so happy when she is available to stay with our baby!

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Denise C.
House Sitting
5.0 out of 5 stars

We love Mason! He was absolutely amazing with our dogs. One of our pups is a feisty Chihuahua, and somehow Mason had him wrapped around his finger in no time! He was great about providing updates and keeping both dogs on their regular schedule while we were away for an extended weekend, which gave us so much peace of mind. It was clear our dogs were happy, comfortable, and well cared for. We would definitely book Mason again and highly recommend him to anyone looking for a trustworthy and caring sitter!

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Leah M.
House Sitting
5.0 out of 5 stars

Bethany was amazing!! Communication was stellar, our puppers seemed oh so comfortable and in-routine. My little worry wart heart was fully able to enjoy our night out. 10/10 can’t recommend Bethany enough.

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Jennifer S.
House Sitting
5.0 out of 5 stars

We always know our pups are well taken care of and happy when Brandi sits! We can leave them with no stress!

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Rachel G.
House Sitting
5.0 out of 5 stars

Corinna was amazing with our 11 week old puppy! She was so communicative, caring, and thoughtful! I felt so secure in leaving our new baby with her!

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Brittany R.
House Sitting
5.0 out of 5 stars

Kristin was great! My animals loved her and she sent pics after every visit. When I returned home my kitten became ill (to no fault of Kristin’s) and she was awesome in letting me know what his behavior was on the last visit and then helping me figure out what could be bothering him - return urinary pair. She even provided a vet recommendation since she knew we were newer to the area. I will definitely use her again!’

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Corrie F.
House Sitting
5.0 out of 5 stars

David was our first experience with Rover - and he exceeded all expectations. After first reaching out to him, he responded quickly, offering to come over for a meet and greet. Upon his visit, our family decided quickly that he was a great fit! He was a very likable young man, who we could tell knew his stuff and would be respectable to our home while away. He texted us, with photos, at arrival and departure from our home. He is always quick to respond to keep in touch as needed. We have already booked him again for a week this summer. I would highly recommend him to friends and family!

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Nicole M.
House Sitting
5.0 out of 5 stars

I have booked with Jessica several times with my pups. I always have confidence they are in good hands.

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Jeanine C.
House Sitting
5.0 out of 5 stars

Debra is a 5+ sitter! My dogs enjoyed their time with her. Debra took great care of them and I am so grateful for her attention towards them! Debra is very professional, very knowledgeable about caring for dogs, attentive to details as to how to make the doggies happy and feel safe, and extremely considerate as a house guest. I would highly recommend Debra! Luna and Kaia send you a big doggie hug!

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Maria P.
House Sitting
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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 Charter Oaks is $50

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 Charter Oaks average 3
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 Charter Oaks on Rover as of Jun 2026 was about $50 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 Charter Oaks 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 Jun 2026, there are 3,844 house sitters in Charter Oaks. 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 Charter Oaks house sitters respond in under an hour.

House sitters in Charter Oaks have an average of 15 years of experience. House sitters with repeat customers have an average of 3 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 Charter Oaks.

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. Charter Oaks 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.