House Sitting In Countryside Woods

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

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Top rated Countryside Woods house sitters

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: Mackenzie B.
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Mackenzie B.
from
$20
per night
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Clearwater, FL, 33763

About: I’ve cared for dogs and cats of all ages, from energetic puppies to calm seniors. I focus on making pets feel safe, loved, and comfortable while keeping their routines consistent. Whether it’s walks, playtime, or quiet companionship, I treat every pet like my own. I m a full time employee as a school teacher so I am off by 2pm everyday and free for the entire weekend. I will be able to handle your pets care with consistency and dependability. I have a comfortable home with a fenced in yard. I have a dog that does very well with others and loves playing with new friends so your pet will have plenty of company. My home is my pets’ home , they are allowed on furniture and beds so that they can feel comfortable and at ease. I have trails nearby, so there is plenty of new places to explore!

Sitter Profile Image: Brandi B.
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Brandi B.
from
$85
per night
5.0 out of 5 stars
179 reviews
24 repeat clients
30 years of experience
Dunedin, FL, 34698

Brandi is very kind and polite. She sent me tons of photos and updates, even for a short trip, which made me fell much more comfortable with her during our first booking. I will definitely book her again!

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

David is a responsible and trustworthy person. He watched our dog for ten days in our home and we returned to a happy dog and a clean and well cared for home. We would not hesitate to book David again!

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Stu L.
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

Great communication, great photos, very kind and helpful. Animals loved her. I have a hard time trusting people to take care of my animals at the level that I do but she was so amazing with them (and me)!

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Keirston G.
Sitter Profile Image: Stephanie A.
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Stephanie A.
Star Sitter
from
$60
per night
4.9 out of 5 stars
48 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: Mary W.
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Mary W.
from
$55
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
33 years of experience
Ozona, FL, 34660

Mary was very good at taking care of my cat , during our trip to the uk . She was prompt at replying to my texts about how Alfie was adjusting , and kept me informed of his eating patterns . Very happy with her service .

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Delia H.
Sitter Profile Image: Brooke H.
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Brooke H.
Star Sitter
from
$78
per night
5.0 out of 5 stars
67 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
34 reviews
8 repeat clients
18 years of experience
Clearwater, FL, 33755

Taylor was great! She took amazing care of Faze and left the house better than I left it. I would definitely hire her again. Thank you so much Taylor :)

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Hillary S.
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: Jason M.
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Jason M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 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: Hailee K.
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Hailee K.
from
$55
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
10 years of experience
Safety Harbor, FL, 34695

Hailee did a great job with our two dogs and cat while we were gone for almost a week. She responded to messages and kept me updated when I checked in. One of my neighbors met her outside with our dogs and said she could tell my babies loved Hailee which just makes my heart happy. When we returned, our house was just as I left it. Thank you for being there for us and our family on pretty short notice when our other sitter fell through. I think we ended up with exactly who we were supposed to.

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Ruzena P.
Sitter Profile Image: Lydia & Emmitt J.
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Lydia & Emmitt J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
366 reviews
54 repeat clients
6 years of experience
Palm Harbor, FL, 34684

Lydia and Emmitt are FANTASTIC! They have watched our senior dog twice now, each stay a week long, and they are simply the best. They are so kind to our dog and take excellent care of her. They communicate frequently, send regular photo updates, and always leave our home cleaner than it was when they arrived. Cannot recommend them more!

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

Stephanie did an incredible job with our two golden retrievers. She sent me lots of pictures while we were gone and i could tell the dogs were having a great time. She left our house immaculate - it looked better than before we left! She was a pleasure to work with and we will definitely be using her again in the future!

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Maureen C.
Sitter Profile Image: Coralis N.
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Coralis N.
from
$25
per night
5.0 out of 5 stars
3 reviews
1 repeat client
11 years of experience
Palm Harbor, FL, 34683

Responsible, trustworthy and personable. Great communication!

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

About: I worked at a dog daycare as a Canine Coach and Lead for almost two years, where I cared for dogs of all sizes, breeds, ages, and energy levels in a fast-paced environment. I also have over 15 years of personal pet care experience, so being around animals has always been a big part of my life. As a USF student with an active lifestyle, I enjoy keeping dogs engaged through walks, playtime, and attention while also making sure they feel safe and comfortable. I’m patient, dependable, and attentive to each dog’s individual needs, whether that means helping energetic puppies burn off energy or giving older dogs a calmer, more relaxed experience. I understand how important trust and communication are when leaving your pet with someone, and I always treat every dog like my own. Pet care fits very naturally into my daily routine, especially over summer break while I’m home from USF. I have a flexible schedule and enjoy staying active, so dog walking, playtime, and spending time with animals is something I genuinely enjoy doing throughout the week. I do have a few trips planned during the summer, but I always keep my calendar updated and only accept bookings when I know I can fully dedicate my time and attention to each pet. Reliability and communication are very important to me, and I want pet owners to feel confident their dogs are in good hands. When caring for pets in a client’s home, I focus on creating a safe, comfortable, and stress-free environment while keeping the pet’s normal routine as consistent as possible. I always follow the owner’s instructions carefully regarding feeding schedules, walks, medications, crate routines, or any special care needs. I have experience working with dogs of different sizes, breeds, personalities, and energy levels from my time working at a dog daycare, so I understand the importance of patience, supervision, and reading animal behavior. I also believe communication and trust are extremely important, so I make sure owners stay updated with messages and photos so they can feel confident their pets are being well cared for while they’re away.

Sitter Profile Image: Christine B.
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Christine B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
49 reviews
11 repeat clients
40 years of experience
Dunedin, FL, 34683

Our rescue is very mistrustful of new people and Christine put us and Willa at ease. She communicated several times a day and provided photos.

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Bryan S.
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
208 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: Victoria P.
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Victoria P.
Star Sitter
from
$60
per night
5.0 out of 5 stars
41 reviews
14 repeat clients
18 years of experience
Oldsmar, FL, 34677

Victoria was absolutely amazing with my fur babies! They are older and require medication administration with meals / can have some anxiety but she was on the ball and made sure everyone was on schedule with meds and meal time ! I came home to the house the exact way I'd left it ! (Maybe a bit tidier!) I would recommend Victoria to anyone and will be hiring her to take care of my pups whenever I go out of town in the future !

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Stephanie A.
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$40
per night
5.0 out of 5 stars
7 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: Callie C.
Verified Enhanced Background Check
Callie C.
from
$50
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
25 years of experience
Safety harbor, FL, 33759

Callie took care of my Lily and did an amazing job! She took her on walks on the beach, gave her a bath, and entertained her all weekend! She also provided pictures of my dog to keep me updated.

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Lexie H.
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Countryside Woods pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Lydia and Emmitt have helped several times with Arcues. He absolutely loves them and so do we. They are reliable, communicative, and always respond or answer any questions we have while we're away. I know he is safe and well cared for with them.

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Elizabeth B.
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

Doug was absolutely fantastic. He is an excellent communicator and kept us abreast of how our girls were doing. 10/10 would absolutely have him stay with our girls in our home again.

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Leighanne C.
House Sitting
5.0 out of 5 stars

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.
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

Melissa was amazing while we were out of town! Our pups need eyedrops twice a day and she notified us after every dose so that we knew they were staying on schedule. Loved the frequent photos and updates! Our return flight was majorly delayed and she was so helpful through that as well! We will absolutely use her services in the future!

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Sandra C.
House Sitting
5.0 out of 5 stars

We love Stephanie! She’s our go to sitter when we have to leave town. My Luna is an anxious pup and Stephanie does a great job at making her feel comfortable. We really appreciate all the updates she sends!

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Ashleigh K.
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

Alyssa was great! She was very communicative, adaptable and I can tell took great care of my babies!

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Elizabeth T.
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
5.0 out of 5 stars

Patrick was caring, thoughtful and our dog appeared happy! He sent photos each day and notes of new behaviors (flipping for a belly rub, etc.). Our dog was immediately comfortable with Patrick. Since we picked her up, if we mention Patrick’s name, she starts wagging her tail.

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Barbara M.
House Sitting
5.0 out of 5 stars

We are very grateful for Heidi and her services! Not only were our fur babies cared for she also tackled helping us with home contractors while away! Good communication and cares for the home and Amari and Luna as her own!!

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Amber M.
House Sitting
5.0 out of 5 stars

I couldn’t be happier or more impressed with Sophia. She is awesome! she took wonderful care of our baby and treated her life her own I saw this with the many updates (not just pictures but videos)of their time together I could see how loved Lulu was by their interaction this was our first time leaving our little girl alone for so long and using the service so of course we were a little nervous. When we arrived home our place was left in the same condition we left it I was really great being able to keep Lulu in her comfortable space. Sophia is kind,compassionate, respectful and a wonderful caregiver. We completely trust her and she relieved our stress and anxiety and about leaving so we were able to enjoy our trip to the fullest knowing she was well taken care Lulu has a new Auntie lol! We will be requesting Sophia every time from now on, I would highly recommend her to anyone who wants to feel secure and worry free about their pet care💕

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Autumn B.
House Sitting
5.0 out of 5 stars

Stephanie was great with the dogs you can tell she loves animals !! She watched them for an overnight and everything was great - would definitely use her again and recommend her for your pets

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Michael T.
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!

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

If you’re searching for a Countryside Woods 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.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Countryside Woods.

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. Countryside Woods 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.