House Sitting Osprey

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

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Over 25
pet parents in Osprey have booked house sitting

Osprey, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Katelyn D.
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Katelyn D.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
4 years of experience
Nokomis, FL, 34275

“Katelyn was very conscientious and followed all instructions to a “T.” I did not have to worry about anything, as she communicated often and asked questions if she was unsure about something. The house was spotless when we returned! I would not hesitate to have her sit our boys again.”

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Brenda J.
Sitter Profile Image: Abbigail N.
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Abbigail N.
from
$30
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
12 years of experience
Sarasota, FL, 34238

“Abbigail did a great job taking care of Hank while we were out of town, will definitely be using her again!”

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Kasey S.
Sitter Profile Image: Karen B.
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Karen B.
from
$80
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
47 years of experience
Siesta Key, FL, 34242

“My dog and I were very pleased with Karen, she took really good care of him and was very flexible in the organisation. Karen stayed even over in our house for the best support to our dog. I would recommend her to anyone looking for a trustworthy and friendly persitter.”

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Michel B.
Sitter Profile Image: Britney M.
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Britney M.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
20 years of experience
Sarasota, FL, 34231

“Britney did a fine job staying with our little terrier. We appreciated her leaving the house in good condition.”

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Becky P.
Sitter Profile Image: Scott B.
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Scott B.
from
$75
per night
5.0 out of 5 stars
• 33 reviews
3 repeat clients
40 years of experience
NOKOMIS, FL, 34275

About: I've had dogs all of my life ranging in age from 8 weeks to 15 years old. So I know, along with your directions, how to care for pets no matter the size or age. I retired from a demanding job and I am currently working a very flexible schedule. This allows me to focus on your needs and the needs of your pet. I'm sure that you provide a safe environment for your pet and I want to do the same. I think its important to communicate expectations so your pet receives the treatment it deserves and you expect.

Sitter Profile Image: Cher S.
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Cher S.
from
$100
per night
5.0 out of 5 stars
• 69 reviews
14 repeat clients
20 years of experience
Sarasota, FL, 34242

“Cher was wonderful with our Zoey. Zoey is my ESA and sometimes has seperation anexity. She was so patient and understanding. Even gave me a music playlist to help Zoey. If you want someone to trust with your fur babies it would be her. Highly recommended.”

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Lisa P.
Sitter Profile Image: Kari V.
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Kari V.
from
$100
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
25 years of experience
Nokomis, FL, 34275

About: Animals have always been a huge part of my life! With 25 years of experience caring for dogs and cats, I understand just how important it is to find someone you can trust with your beloved pets. I’m a lifelong animal lover and proud pet parent myself. I treat every animal in my care with the same love, patience, and attention I give my own. Whether your pet is energetic and playful, shy and anxious, or a senior who prefers a slower pace, I take the time to understand their unique personality, needs, and routine. I’m comfortable administering medications as instructed and providing extra patience and attention to pets who need it. I genuinely enjoy everything from long walks and games of fetch to quiet companionship and plenty of cuddles. I offer dog walking, drop-in visits, and house sitting in your home, whether you need care for a single afternoon, a weekend getaway, or an extended vacation. My goal is to help your pets feel safe, happy, and loved while keeping their routines as familiar and comfortable as possible. Communication is especially important to me! You can expect thoughtful updates, plenty of pictures, and the peace of mind that comes from knowing your furry family members are in caring, dependable hands. I’d love the opportunity to meet you and your pets and become someone you can count on whenever you need a helping hand! 🐾 Pet care is something I genuinely love, and I make it a priority in my schedule! I offer flexible availability for dog walking, drop-in visits, and overnight house sitting, including weekends and extended stays. I enjoy getting to know each pet’s individual routine and doing my best to maintain that consistency while their family is away. Whether it’s a midday potty break, daily walks, or keeping your pets company while you’re traveling, I’m happy to work with you to find a schedule that meets their needs. I also welcome recurring bookings and love building lasting relationships with pets and their families! Your pet’s safety, comfort, and happiness are always my top priorities! I provide care in the familiar surroundings of your home, where your pets can feel secure and maintain their normal routines. I carefully follow all feeding instructions, medication schedules, walking preferences, and household guidelines. I’m attentive to each pet’s personality, behavior, and individual needs, and I always prioritize their safety during walks, playtime, and daily activities. I also understand that trusting someone with your home is a big deal. I’m respectful of your space, keep things clean and tidy, and provide regular updates and photos so you can feel completely at ease while you’re away. My goal is for you to return to happy, well-cared-for pets and a home just as you left it!

Sitter Profile Image: Kristen P.
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Kristen P.
from
$92
per night
5.0 out of 5 stars
• 26 reviews
5 repeat clients
12 years of experience
Osprey, FL, 34229

“Kristen was so great! She was easy to work with, communicated, and most importantly, took great care of my dog. Kristen stayed with my dog at our house and made sure she was never left alone for too long, had enough exercise, and got lots of extra attention. And she kept me updated with photos the entire time. I highly recommend her and will definitely use her again.”

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Jamie S.
Sitter Profile Image: Noelle C.
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Noelle C.
from
$125
per night
5.0 out of 5 stars
• 11 reviews
6 repeat clients
20 years of experience
Siesta Key, FL, 34242

“Noelle was an amazing dog sitter for our active English Bulldog! She came for a meet and greet, and we hired her on the spot! Her communication was amazing throughout the process and the trip, and we could really enjoy our time away. It was a great feeling coming home to a pup that was happy, loved and comfortable in our home rather than in a kennel. We highly recommend Noelle!”

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The S.
Sitter Profile Image: Anna B.
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Anna B.
from
$28
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
30 years of experience
Nokomis, FL, 34275

About: I have hands-on experience caring for dogs of different breeds and temperaments. I’ve had my own American Cocker Spaniel and also grew up with a Boxer, so I’m comfortable with both gentle companion dogs and more energetic breeds. I also have a grooming certificate and worked as a dog bather in Virginia for several months, where I gained practical experience handling dogs, keeping them calm during grooming, and ensuring their comfort and safety. In addition, I volunteered at dog adoption events, helping care for dogs in new and sometimes stressful environments. This experience taught me how to read dog behavior, build trust quickly, and support dogs as they adjust. I am patient, attentive, and always adjust my approach to each dog’s personality to make them feel safe and cared for. I currently work part-time, which gives me a flexible schedule and plenty of time to provide attentive pet care. I can easily fit dog walks, playtime, and visits into my daily routine, and I make sure each pet gets the time and attention they need. I’m also very comfortable maintaining a cat’s routine — including feeding, litter care, playtime, and quiet companionship. I provide care exclusively in my clients’ homes, where pets feel most comfortable and secure in their familiar environment. I follow each pet’s routine closely, including feeding, fresh water, litter box cleaning for cats, walks for dogs, and playtime or companionship based on their needs. I always take time to build trust with each pet, especially shy or sensitive ones, and I adjust my approach to match their personality. My goal is to keep them calm, safe, and cared for while their owners are away.

Sitter Profile Image: Payton L.
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Payton L.
from
$50
per night
10 years of experience
Sarasota, FL, 34232

About: I’ve always had such a soft spot for animals! I’m naturally loving, patient, and nurturing. I know how much pets mean to their families, and I would treat yours just like my own! I want you to feel at ease knowing your fur baby is getting all the love, attention, and care they deserve! I work from 9-5 on Mondays and Thursdays. 12-6 on tuesdays and Wednesdays. I’m available on the weekends and any day before and after work! Your pet’s safety, comfort, and happiness are my top priorities! I provide a loving, attentive environment while respecting each pet’s unique needs and daily routines. My goal is to give you peace of mind knowing your pet is safe, happy, and well cared for while you’re away.

Sitter Profile Image: Daelia C.
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Daelia C.
from
$80
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
5 years of experience
Original Gillespie Park, Sarasota, FL, 34236

“Daelia was extremely friendly and accommodating as it was a last minute booking. She spent a great deal of time with Liberty and we couldn’t have been happier! Would highly recommend and we will use her again!”

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Edwin V.
Sitter Profile Image: Jonathan S.
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Jonathan S.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 28 reviews
12 repeat clients
25 years of experience
Sarasota, FL, 34243

“This is the second time we’ve had Jack watch our pups while we were gone for a week. He did great as always! He gives us consistent peace of mind while we are away, knowing the dogs have good and caring company.”

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Allyson M.
Sitter Profile Image: Laura M.
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Laura M.
from
$125
per night
5.0 out of 5 stars
• 24 reviews
1 repeat client
16 years of experience
Sarasota, FL, 34240

“Laura constantly sent us pictures and had great communication. We have 1 puppy and 3 cats, one cat of which has a medical condition and needs medicine every 12 hours, and she was amazing at taking care of all of them. She took Toast (our pup) on 2 30 minute walks a day, keeping up with his energy. She also kept to our kinda strict feeding routine and schedule for all our pets. Overall she really was so amazing and professional and I’ve never had a better sitter. Absolutely will go with her again!”

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Dylan S.
Sitter Profile Image: Kailea K.
Verified Enhanced Background Check
Kailea K.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
20 years of experience
Sarasota, FL, 34232

“Kailea was amazing and sweet with our girls. She made sure to occupy their time with walks and snuggles. She had great communication and asked questions when needed. You can tell she has a big heart and cares. We will be asking her to watch the girls again.”

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Karen M.
Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
9 years of experience
Venice, FL, 34285

“We could not have asked for a better sitter! Stephanie took such wonderful care of Stanley and our cats, sent us sweet updates while we were away, and made it so easy for us to relax knowing everyone was happy and well cared for. She even brought them treats. We came home to happy pets and a spotless home, which was so incredibly thoughtful and far beyond anything we expected. She truly went above and beyond in every possible way. We will absolutely book her again and cannot recommend her highly enough!”

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Kara H.
Sitter Profile Image: Dawn "Star" & Jonathan C.
Verified Background Check
Dawn "Star" & Jonathan C.
from
$80
per night
4.9 out of 5 stars
• 131 reviews
41 repeat clients
30 years of experience
Sarasota, FL, 34243

“Star did a wonderful job with my two dogs and parrot this past weekend. I returned to happy animals and a spotless home. Couldn’t ask for more!”

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Christine W.
Sitter Profile Image: Mila M.
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Mila M.
from
$30
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
8 years of experience
Sarasota, FL, 34232

“Mila did a wonderful job caring for our pets while we were away on a long vacation! That can be stressful, but, She sent daily updates and photos, which we really appreciated, and always felt everyone was in amazing hands and we came home to a house that looked great. It was so nice knowing our crew had company and care while we traveled. We would 100% recommend her to anyone! Fantastic job. Thank you, Mila, for taking such good care of our pets and our home! We really appreciate you!”

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Kara H.
Sitter Profile Image: Charlee L.
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Charlee L.
from
$45
per night
5.0 out of 5 stars
• 1 review
5 years of experience
sarasota, FL, 34232

“Charlee was great! Definitely hire her again”

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Andrea C.
Sitter Profile Image: Dennis S.
Verified Enhanced Background Check
Dennis S.
from
$28
per night
55 years of experience
Osprey, FL, 34229

About: I've owned and cared for dogs for many years from min pins to Great Danes. I've trained and shown my dogs in confirmation and working dogs in utility. I've owned and hunted sporting dogs so my breed understanding is extensive. I'm a retired guy so very flexible regarding my hours of availability. I have reliable transportation and familiar with the area from North Port to Manatee county. I'm punctual and very detail orientated. I currently own 2 dogs a Goldendoodle named Keegan and a Aus. Shephers I currently own two dogs a male Goldendoodle named Keegan and a female Aus .Shepherd/Cattledog named Gracie. I use Jacaranda Animal clinic and Dr Garner.

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The median cost per night for house sitting in Osprey is $58

Pet parents share their Rover experiences - Osprey

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5.0 out of 5 stars

Tayler did an awesome job of taking care of our two Goldendoodles! She kept them active and they loved her. Our cat too :) Very flexible to work with too. Highly recommend!

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Wayne K.
House Sitting
5.0 out of 5 stars

Katelyn was very conscientious and followed all instructions to a “T.” I did not have to worry about anything, as she communicated often and asked questions if she was unsure about something. The house was spotless when we returned! I would not hesitate to have her sit our boys again.

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Brenda J.
House Sitting
5.0 out of 5 stars

Hadlee took care of our 2 dogs for a few days. Multiple walks and feedings. We will use her again and recommend you do as well.

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Eric H.
House Sitting
5.0 out of 5 stars

Cher is the best. She’s our go to dog sitter. She takes great care of our pups and stays in touch with us while we are gone with quick updates and pictures. We are always so grateful for t

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Dawn W.
House Sitting
5.0 out of 5 stars

Noelle was an amazing dog sitter for our active English Bulldog! She came for a meet and greet, and we hired her on the spot! Her communication was amazing throughout the process and the trip, and we could really enjoy our time away. It was a great feeling coming home to a pup that was happy, loved and comfortable in our home rather than in a kennel. We highly recommend Noelle!

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The S.
House Sitting
5.0 out of 5 stars

Christine was wonderful! Having to leave our pets over the holiday was stressful, but we had no worries as she was very communicative! All the pets were happy when we got home and our house was tidy! We would recommend to anyone! Cats or dogs!

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Julie B.
House Sitting
5.0 out of 5 stars

Natasha did a great job of looking after our dog while we were away for 5 days. She kept us up to date with daily check-ins and pictures. Brock was happy and healthy when we returned, and our house was in pristine shape.

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Susan D.
House Sitting
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Book with peace of mind

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

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

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

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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Osprey

Select a filter and find qualifying sitters offering house sitting.

Sitters in Osprey average 4
repeat house sitting clients

FAQs for House Sitting - Osprey

Frequently asked questions about Rover

The average cost of House Sitting in Osprey is $59 per night as of November 2026. Most bookings cost between $41 and $74 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 November 2026, there are 1,022 sitters on Rover offering House Sitting across Osprey. 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 Osprey 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 Osprey 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 Osprey 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 Osprey. On Rover:

  • 93% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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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