House Sitting Countryside Woods

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

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Over 109
pet parents in Countryside Woods have booked house sitting

Countryside Woods, 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.

1 / 1
Sitter Profile Image: Alyssa S.
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Alyssa S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
29 reviews
7 repeat clients
2 years of experience
Clearwater, FL, 33761

Alyssa was absolutely amazing beyond expectations. She cared for our 2 pups and our cat. Great communication and true care for our babies. Would highly recommend and when needed Will definitely ask for help again. A+++

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Todd I.
Sitter Profile Image: Stephanie W.
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Stephanie W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
74 reviews
29 repeat clients
28 years of experience
Oldsmar, FL, 34677

Stephanie was amazing with my girls. She took care of them. Sent a ton of pictures and went above and beyond with their care. I highly recommend using Stephanie for your fur babies.

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

Mary was wonderful house sitting for my dogs. She was very communicative and kept my pups in a safe environment keeping me informed throughout her stay. Thank you so much!!

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Amanda H.
Sitter Profile Image: Angelina Y.
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Angelina Y.
from
$40
per night
5.0 out of 5 stars
8 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.
Sitter Profile Image: Maureen T.
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Maureen T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
44 reviews
16 repeat clients
35 years of experience
Oldsmar, FL, 34677

Maureen took good care of our dog, Oakley. He really enjoyed playing fetch in the pool! Great communication and daily pictures were appreciated! She even thought to send me pics of my flowers blooming in the yard. :)

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Terri H.
Sitter Profile Image: Samouila S.
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Samouila S.
from
$42
per night
5.0 out of 5 stars
29 reviews
8 repeat clients
15 years of experience
PALM HARBOR, FL, 34684

I immediately felt at ease when I met Samouila. It’s difficult to find someone you’re comfortable taking care of your dogs, nevermind staying in your home! But I left feeling completely confident that my dogs and my home was safe. Highly recommended!!

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Lisa P.
Sitter Profile Image: Douglas W.
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Douglas W.
from
$32
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
14 years of experience
Palm Harbor, FL, 34684

Doug is such a caring person. He took amazing care of our dog and house for more than a week. Our dog absolutely loved him. Moreover he took care of our plants and fish. He also did a very beautiful sketch of our dog. He is so talented! We are highly recommending him!

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Lavinia W.
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$48
per night
5.0 out of 5 stars
8 reviews
1 repeat client
35 years of experience
Palm Harbor, FL, 34683

Jasmine was just amazing! First time using her to care for our Cavapoo Mavrick and we cold not be more happy. She was very communicative during her entire stay with Mavrick. She sent daily updates and pictures. We will use her again and again.

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Brock O.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$30
per night
5.0 out of 5 stars
63 reviews
13 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: Katie K.
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Katie K.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
Oldsmar, FL, 34677

Katie was the best sitter ever!! She was so reliable and took such good care of my three dogs. She didn’t just let them out for a quick potty, every time she stopped by she spent lots of time with them keeping them company. She also sent so many photos that made me feel really secure about their well being. I will absolutely use Katie again! If you’re protective about your pets and want the best care possible- book with Katie!

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Claire T.
Sitter Profile Image: Melissa U.
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Melissa U.
Star Sitter
from
$45
per night
4.9 out of 5 stars
346 reviews
140 repeat clients
10 years of experience
Palm Harbor, FL, 34685

Melissa is fantastic. She was very patient with our nervous pomsky and by the end of our trip, I think our dogs wanted to go home with her. Melissa communicated constantly, sent tons of pictures, and gave our pups lots of attention. Definitely a 5 star professional.

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Richard S.
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

Amazing experience! We highly recommend. Daily updates… and for the first time, our dog actually gained a few instead of being so stressed that he wasn’t eating!

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

Jason was wonderful, patient with our anxious dogs. We lost both our sitters as they moved. So we’re working on finding new sitters. At first our little one was very scared and vicious.. Jason gave him treats and won him over in no time. He just stayed the day, but definitely call him again. He’s definitely a dog whisperer.👍💜🐾

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Angela H.
Sitter Profile Image: Sierra T.
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Sierra T.
from
$40
per night
5.0 out of 5 stars
40 reviews
5 repeat clients
12 years of experience
Tarpon Springs, FL, 34689

We are very happy with Sierra house sitting our 2 dogs. She took great care of them, took them on walks, played with them in the yard and we received pictures of the dogs having fun as well. It was great knowing that our dogs were well taken care of and we could relax and enjoy our vacation. We will definitely be using Sierra again.

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Angela J.
Sitter Profile Image: Alexandra M.
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Alexandra M.
Star Sitter
from
$125
per night
5.0 out of 5 stars
139 reviews
25 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: Taylor B.
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Taylor B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
36 reviews
8 repeat clients
18 years of experience
Clearwater, FL, 33765

Taylor and Bruno were fantastic taking care of my cat Shadow. He was happy and well taken care of. Shadow gets stressed when I go away and usually winds up with a bladder infection but Taylor took such great care of him that he had no infection and was calm and stress free. I highly recommend them to watch your fur baby’s.

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

If I could give more stars I would! Peyton sat in my home for my elder pup who is very picky and stubborn. I was super anxious to be away from my animals for a long period of time and I could not have done it without her!

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Nicole L.
Sitter Profile Image: Paige Z.
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Paige Z.
from
$60
per night
4.8 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Palm Harbor, FL, 34684

Paige was wonderful. Our girls loved her. The day after our meet and greet, the girls were excited to see her. Thank you Paige. We'll see you again.

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Thomas R B.
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
209 reviews
58 repeat clients
17 years of experience
Palm Harbor, FL, 34683

Once again, Megan kept our two Shih Tzus for us. It was such a relief to know she was caring for them. She sent pictures and updates over the weekend. We know they are in good hands when Megan is there.

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Sydeana D.
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

10/10 for another stay with Stephanie! I got so many updates and pictures of my sweet babies while away! She went above and beyond! Always made sure they had fresh food and water and ample love!! Even did laundry before she left! Cannot recommend Stephanie enough! If you are looking for someone to not only care for your animals but also your home - book with Stephanie!

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Michelle D.
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The median cost per night for house sitting in Countryside Woods is $50

Pet parents share their Rover experiences - Countryside Woods

1 / 1
5.0 out of 5 stars

Lydia and Emmitt are great. Communication was fantastic. House was well taken care of in addition to making sure Leo was happy during our time away. Would highly recommend!

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Jason P.
House Sitting
5.0 out of 5 stars

Angie was wonderful! She was on-time every time, very polite and always smiling! She house sat for us last minute when another sitter fell through and Dottie too to her right away. Angie was always sending updates and photos from morning to night and we will def. want to work with her again!!

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De D.
House Sitting
5.0 out of 5 stars

Alyssa was amazing! both my cats were taken care of so well despite their medications, issues, and all the other obstacles that kept happening during this trip. I felt at ease knowing she was there with them while i was away. I will definitely use her services again in the future. Thank you so much!

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Alexis P.
House Sitting
5.0 out of 5 stars

Doug was so caring and loving to our pups and he had amazing communication throughout our trip. We will definitely use him again and highly recommend!!!

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Louise B.
House Sitting
5.0 out of 5 stars

Melissa is fantastic. She took amazing care of all 3 of our dogs including two elderly dogs with some special needs. All 3 absolutely loved her. She sent great pictures and kept us updated every day. Thank you so much Melissa!!!

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Renee C.
House Sitting
5.0 out of 5 stars

Bethany did an amazing job staying with Drako and Arlo. Both very spoiled. She cared for them like we would and we had peace of mind knowing we could enjoy our trip.

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Sara d.
House Sitting
5.0 out of 5 stars

Laryssa was very caring, attentive, and clearly treated our dog like one of her own. Communication was excellent throughout our trip. She kept us updated with messages and photos, which we really appreciated. When we returned home, the house was clean and exactly as we left it. It's such a great feeling to come home to a happy dog. Highly recommend!

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Kristy P.
House Sitting
5.0 out of 5 stars

We couldn’t have asked for a better sitter for Blu! She kept us updated throughout his stay with frequent messages and lots of photos, which gave us so much peace of mind while we were away. It was clear that Blu was well cared for and truly in great hands. She was also incredibly thoughtful and respectful of our home, even taking the time to tidy up before she left, which was such a nice surprise. Her communication, professionalism, and genuine care exceeded our expectations. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy, caring, and reliable sitter. Thank you for taking such wonderful care of Blu! -Jen

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Jen K.
House Sitting
5.0 out of 5 stars

Jasmine watched our dog Mickey while we went away for three nights and we were very very happy with the care that she gave him and the updates and photos that she sent to us. She even got him to eat on day one which we did not expect! We’ve been looking for someone for a very long time who we are comfortable with, and we have finally found someone!

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Amy B.
House Sitting
5.0 out of 5 stars

Katie was the best sitter ever!! She was so reliable and took such good care of my three dogs. She didn’t just let them out for a quick potty, every time she stopped by she spent lots of time with them keeping them company. She also sent so many photos that made me feel really secure about their well being. I will absolutely use Katie again! If you’re protective about your pets and want the best care possible- book with Katie!

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Claire T.
House Sitting
5.0 out of 5 stars

Hi Megan!! I had a fantastic experience with you! 😍 This was my first time with a Dogsitter and I could not have found a better one. I went on a trip with my husband and let my two Weimaraners with her for several days and I felt so at ease. She was great with updates and got the best photos we have of the dogs so far!! I will absolutely book her again on next trips as now we have found our Girl! Thank you, Megan and we will see you soon! 💕💕

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Ivie S.
House Sitting
5.0 out of 5 stars

Margot did a wonderful job taking care of our golden retriever. I appreciated her care and attention as well as the informative updates and cute photos!

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Taylor E.
House Sitting
5.0 out of 5 stars

Sam was professional and courteous as well as quick to respond. She sent daily updates and pictures and kept me informed of how the stay was going. Would rebook and recommend!

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Adam B.
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

Absolutely loved her! Will use her again. Wonderful with our pups and got updated pics throughout the night. Thank you Barbara

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misty 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

MaCailey is very sweet and took good care of our pups over a long weekend! Would rebook again if we weren’t moving!

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Elizabeth S.
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

Maureen did a great job watching my cat Zoe. She sent pictures that showed my cat was comfortable with her. I have booked with her for another trip.

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Claire G.
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
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Sitters in Countryside Woods average 3
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