House Sitting Cypress Gardens

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

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Over 53
pet parents in Cypress Gardens have booked house sitting

Cypress Gardens, 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: Curtis W.
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Curtis W.
from
$40
per night
4.8 out of 5 stars
• 14 reviews
5 repeat clients
10 years of experience
Winter Haven, FL, 33884

“We all love Curtis and highly recommend! He was so wonderful with our little fur babies. He so tentative with them and his communication helped keep us at ease. We WILL be using him much more in the future, not just for our long trips but also for our day trips too. Thank you again Curtis for caring for Happy and Leia like they were your own. See you again soon!”

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Stephanie C.
Sitter Profile Image: stephanie t.
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stephanie t.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 34 reviews
12 repeat clients
38 years of experience
Lake Wales, FL, 33898

“The dogs loved her. Pinchie had not slept with me in over a week but she slept with Stephanie. That is a good sign that Pinchie felt comfortable with her. She kept me informed of how things were going, took them for a walk and received compliments from my neighbors who met her. I feel comfortable leaving my dogs with her in the future.”

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Cindy B.
Sitter Profile Image: Kayla L.
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Kayla L.
from
$50
per night
5.0 out of 5 stars
• 135 reviews
52 repeat clients
10 years of experience
Lake Wales, FL, 33859

“Kayla was absolutely the best with our pups! We could not have asked for anyone to care for them and the house better. She is incredibly communicative and thoughtful and is was so nice to be able to go away and know for certain that they were in great hands. Thank you Kayla!!”

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Lori W.
Sitter Profile Image: Kayla R.
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Kayla R.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Winter Haven, FL, 33880

About: I have been a veterinary technician for 3+ years and counting. We have had pets in our home since I can remember. I have grown up with the love and loyalty that our pets provide and is something that I cherish. I started pet sitting for coworkers and clients for about 2 years now. I love helping fellow pet owners with caring for their pets in a time of need. My favorite thing is gaining trust from pet owners and ensuring that owners have peace of mind when it comes to being away from their pets. Having the medical background that I do also helps to ensure that your senior babies are being taken care of properly. Pets are family. I am currently a full time veterinary technician and work all days (8am-6pm) except Tuesdays, every other Saturdays (only from 8am- 12pm), and Sundays. With my full time schedule, I make sure that a pets needs come first. I will only pet sit for pets that I can guarantee my utmost care. I house sit a lot as well so this is helpful with my full time job. I tend to pet sit close to my job so if I have to leave in the middle of the day to take a dog out, I definitely can. I make sure to follow all written or printed instructions to a T. I also make sure to stay in close contact with owners (not too close to ruin your vacation) to ensure that they are still at peace of mind throughout their time away. I also love to send photos of their pets while they’re gone so they’re not missing out on too much :)

Sitter Profile Image: Kristina H.
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Kristina H.
from
$50
per night
5.0 out of 5 stars
• 17 reviews
2 repeat clients
25 years of experience
Dundee, FL, 33838

“Kristina is an amazing dog sitter! She asked lots of questions to get to know our dog, she is clearly an animal lover and we felt comfortable knowing that our dog was being watched by a responsible and caring person. Definitely will have her dog sit for us again!”

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Sam T.
Sitter Profile Image: Javid G.
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Javid G.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Winter Haven, FL, 33884

About: Hi! I’m Jay, a dependable, trustworthy animal lover who understands that pets are family. I take pride in being reliable, attentive, and treating every dog as if they were my own. I have a flexible schedule outside of my full-time career, allowing me to provide walks, drop-in visits, and quality one-on-one attention. Whether your dog needs a quick potty break, an energetic walk, or someone to keep them company while you’re away, you can count on me to be there on time and provide exceptional care. I’m comfortable with dogs of all sizes and personalities, from playful puppies to senior dogs who need a little extra patience and care. I’ll follow your pet’s routine closely, including feeding schedules, medications (if needed), exercise, and any special instructions you provide. When your pet is with me, you’ll receive regular updates, photos, and messages so you can relax knowing they’re safe, happy, and well cared for. My goal is simple: earn your trust by providing dependable service and giving your pet the love, attention, and care they deserve. I look forward to meeting you and your furry family member! I have a German Shepard/lab dog so taking care of your fur baby will blend right in with our daily walk sessions when the weather allows us to do so. Your for baby will be an excellent hands with the help of our dog Jacob. We have a huge backyard which is more than enough room for the babies to play. Not to worry they are never left unattended

Sitter Profile Image: Anita W.
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Anita W.
from
$30
per night
5.0 out of 5 stars
• 109 reviews
26 repeat clients
13 years of experience
Winter Haven, FL, 33881

“This was my first time using Rover, and Anita made it a huge success! She was even better than what I could have hoped for. She not only took great care of my pets (with a VERY elusive kitten who turns into a ninja when it's time to get her medicine), but she also took care of my house like a perfect houseguest. It was completely clean when we came home, just like we left it, and she even took out the trash! We got frequent updates with pictures on a regular basis, and I was never worried that anything was going wrong. I would not hesitate to hire Anita again! It is such a relief to be able to have someone who is so reliable and takes such great care of my house and pets. Thank you, Anita!! You're the best!”

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Laura H.
Sitter Profile Image: Paola O.
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Paola O.
from
$50
per night
2 repeat clients
2 years of experience
Dundee, FL, 33838

About: A few months ago, we lost our boy to cancer. We aren’t ready for a new dog of our own, but love having furry visitors, so I’ve just got myself all set up on Rover. I’m currently a stay-at-home mom. I have time everyday anytime of the day if you need me. I also walk in the morning,afternoon and the evening behind my house I have a lake that’s has a path to walk and it’s 1 mile around the lake. I also have a dog park near by my house. I'm really great with communication. If you have any rules for your fur baby I will follow. I also have three really friendly dogs. I can easily crate your dog if needed (again if that okay with you).

Sitter Profile Image: Karla L.
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Karla L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 193 reviews
57 repeat clients
18 years of experience
Lakeland, FL, 33813

“Karla was absolutely wonderful with my two Golden Retrievers, Shiloh and Snow. She was kind, responsible, communicative, and clearly cared for them as if they were her own. Throughout my trip, I had complete peace of mind knowing they were in such loving and capable hands. She kept me updated, followed all care instructions, and went above and beyond to make sure they were happy and comfortable. I returned home to two very well-cared-for and content dogs. I highly recommend Karla and will gladly book with her again!”

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BB D.
Sitter Profile Image: Coryn B.
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Coryn B.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
7 years of experience
Lake Wales, FL, 33898

“Kept my pets fed, loved, and safe :)”

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Candice D.
Sitter Profile Image: Isabella S.
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Isabella S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 236 reviews
81 repeat clients
10 years of experience
Davenport, FL, 33837

“Isabella is very sweet. She was very gentle with my dogs. She sent pictures and kept me updated throughout the day. I will definitely book her again if she is available. I strongly recommend her.”

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Shelia P.
Sitter Profile Image: McKenzie M.
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McKenzie M.
from
$27
per night
10 years of experience
Davenport, FL, 33837

About: I’ve been watching dogs and cats since I was 10. I have a 5 year old Australian Shepard that I got when he was 9 weeks old. I work second shift most weekends but I’m free to walk your pups anytime in the morning. I am able to watch your pups during the week as those are my days off usually I will always go at your animals speed. I have a very friendly Aussie who loves making new friends as well as I do have a fenced in yard for the doggos to run around

Sitter Profile Image: Melanie T.
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Melanie T.
from
$40
per night
5.0 out of 5 stars
• 1 review
1 repeat client
2 years of experience
Dundee, FL, 33838

About: What sets me apart from other sitters is my strong work ethic and adaptability, allowing me to provide exceptional care tailored to each pet's needs. I have specialized skills in training puppies and providing attentive care for senior pets, ensuring they receive the best possible attention and love. I’ve been taking care of dogs for 2 yrs now but I don’t own any because I work during the week and I don’t like to have the pets on a crate all day. I work Monday- Friday. scheduled is 8-5 every day. I’m available after 5pm during the week and Saturday and Sundays I have full day availability! I have a fenced yard and also I have a big park right behind my apartment complex , super beautiful. I can crate your dog if needed.

Sitter Profile Image: Katrina L.
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Katrina L.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
Bartow, FL, 33830

“Katrina did a wonderful job caring for our 3 pets while we were away. I received updates and photos. She followed our care list carefully. I would highly recommend her.”

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Sherri W.
Sitter Profile Image: Savannah C.
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Savannah C.
from
$160
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
6 years of experience
Winter Haven, FL, 33881

About: I have experience in dog training, pet boarding, house sitting, and dog walking. Friends and family have relied on me for years to deliver a reliable and honest pet service, and exceed their high expectations. I live a humble lifestyle with my husband Julian, and we share a profound passion for animals. I currently work from home, so I'm able to dedicate 24 hour care to any pet. Both my area and home are incredibly safe, as I have high-end security systems installed, and live in a quiet and safe, pet friendly neighborhood. I live near walking trails to take your pet on long walks as well. You can take your vacation or any time away and rest assured your pet is in great hands. I truly care for your animals as I would my own. I currently work from home with a very flexible schedule, and I'm able to take breaks often, at any time needed. I'm able to accommodate any care schedule you have set for your dog or cat, including medication, bathroom breaks, or activities. I have a massive fenced in yard, with high-end security cameras. I always supervise any time they're let outside. I live in a very quiet neighborhood with low car traffic. I have 2 dogs and 2 cats of my own to keep your pet company. My own pets are on a daily schedule so I'm able to accommodate and adhere to whatever schedule or timing you have for your pets normal daily care. I'm able to crate your dog if need be as well. My husband Julian often helps out with pet care so there's plenty of helping hands.

Sitter Profile Image: Karis K.
Verified Enhanced Background Check
Karis K.
from
$26
per night
6 years of experience
Lake Wales, FL, 33859

About: I’ve always been an animal lover and have experience caring for a wide variety of pets, from dogs and cats to farm animals. I’m comfortable with pets of different ages, personalities, and energy levels, and I’m happy to follow your pet’s normal routine so they feel comfortable while you’re away. I have experience with feeding, walks, playtime, giving pets attention and companionship, and keeping up with their individual needs. I’m also comfortable caring for multiple animals at once and have experience with livestock from showing sheep, so I’m not afraid of a little extra work! I’m dependable, attentive, and will treat your pets and your home with the same care and respect I would want for my own. My goal is for you to feel completely comfortable knowing your pets are happy, safe, and well cared for while you’re away. My schedule is flexible, and I enjoy making pet care a regular part of my day. I’m able to dedicate plenty of time to walks, playtime, feeding, and giving your pets the attention they need. Your pet’s safety, comfort, and happiness will always be my top priorities. I know how important it is to trust someone with your furry family members, and I want you to feel completely at ease while you’re away. I take the time to learn each pet’s personality, routine, favorite activities, and any special instructions so I can provide care that feels familiar and stress-free. In your home, I will respect your space, carefully follow your instructions, keep food and water areas clean, maintain litter box cleanliness, and make sure doors and windows are secure. I’m mindful of potential hazards and will never take unnecessary risks with your pet’s safety. I also understand that cats need patience and space to adjust, so I’ll let them approach me at their own pace rather than forcing interaction. Communication is important to me, so you can expect regular updates, photos, and messages while you’re away. I want you to enjoy your time away knowing your cat is safe, comfortable, and receiving attentive, loving care. My goal is to treat every pet as if they were part of my own family and every home with the same respect I would expect for my own..

Sitter Profile Image: Erika D.
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Erika D.
from
$36
per night
4.7 out of 5 stars
• 12 reviews
1 repeat client
10 years of experience
Highland City, FL, 33846

About: I have been caring for dogs and cats my entire life. I have trained service dogs as well. I love all breeds and ages of dogs. I work from home so all animals will get lots of attention. No kennels unless we are not home. Very flexible with owners schedule. Short or long term welcome. No kennels unless we are not home. Animals have free run of the house and get lots of attention. Walks and playtime included in stay. I work mainly from home and if gone only for a few hours at a time so your pet will get lots of attention while here I have a small fenced in potty area and also take walks. Pets will be crated while we are away from the home. Crate must be provided by owner.

Sitter Profile Image: Clewin C.
Verified Enhanced Background Check
Clewin C.
from
$28
per night
3 years of experience
Winter haven, FL, 33880

About: I've had dogs all my life and currently I have a beautiful little dog who is my life. I like to take good care of them, give them healthy food and take them for walks. My experience with other dogs is beautiful. I have a job from 2 pm onwards, Monday through Friday. I could take care of and walk your dog every morning and have them sleep on the weekends. I would love to board with you and take them for walks in all the parks and areas. I have a fence in my yard and a beautiful little dog for company and a new family with your pet. I make healthy dog ​​food and snacks and they will have special care.

Sitter Profile Image: Clifford P.
Verified Enhanced Background Check
Clifford P.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
8 years of experience
Davenport, FL, 33837

“I have no doubt Cliffort will be our dog sitter from now on. He was responsible, caring, and attentive. He always sent us videos and photos of our dog having fun and having a great time. Thank you for taking care of our furry friend. I highly recommend him.”

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Kevin I.
Sitter Profile Image: Brandee B.
Verified Enhanced Background Check
Brandee B.
from
$25
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
1 year of experience
Lake Wales, FL, 33859

“Here’s a smoother and more polished version that keeps your warmth and sincerity: I want to thank Brandee for taking such great care of Burton during his time with her! She was easy to communicate with, attentive to every detail I asked for, and made me feel completely comfortable leaving him in her care. Burton absolutely loved her, and he can be very selective about people. This was the longest time I’ve ever been away from him, and all of the pictures and check-ins gave me such a sense of peace while I was gone. I’m so grateful for the care and attention she gave him!”

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Kaisor M.
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The median cost per night for house sitting in Cypress Gardens is $45

Pet parents share their Rover experiences - Cypress Gardens

1 / 1
5.0 out of 5 stars

She was wonderful! Very respectful of our home. Trustworthy. Sent constant updates for me to review. And even accepted a last minute request. I would definitely recommend!

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Safiya R.
House Sitting
5.0 out of 5 stars

We are always nervous to leave my babies with someone new but Curtis made us feel so relaxed while he watched our dogs. We got daily updates with pictures on how they were doing. So thankful we found him! We will book him again in the future!! Thank you so much ❤️

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Ana G.
House Sitting
5.0 out of 5 stars

It was my first time using Rover, and I was so nervous that my six cats would be too much to handle, especially with one being difficult to medicate. Lauren made the experience wonderful and completely put my anxiety at ease! She is kind, caring, and most importantly, incredibly patient. If you are looking for a pet sitter you can totally trust and rely on, Lauren has got you! Thank you, Lauren we look forward to booking you again, and our kitties loved their time with you!

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Charlie G.
House Sitting
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  • 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?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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How to book house sitting

  1. 1. Search

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

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Sitters in Cypress Gardens average 4
repeat house sitting clients

FAQs for House Sitting - Cypress Gardens

Frequently asked questions about Rover

The average cost of House Sitting in Cypress Gardens is $39 per night as of October 2026. Most bookings cost between $22 and $49 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,380 sitters on Rover offering House Sitting across Cypress Gardens. 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 Cypress Gardens 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 Cypress Gardens 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 Cypress Gardens 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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

  • 91% of sitters can help with special care needs
  • 95% 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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