House Sitting Webster

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Sitter Profile Image: Natalie B.
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Natalie B.
from
$30
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
3 years of experience
Webster, FL, 33597

“Natalie watched our 12 year old dog and she did an amazing job! Natalie provided daily updates and photos and communicated well with us while we were gone. I would recommend Natalie to anyone needed in home care!”

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Miguel M.
Sitter Profile Image: Douglas M.
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Douglas M.
from
$50
per night
5.0 out of 5 stars
• 15 reviews
1 year of experience
Wildwood, FL, 34785

About: Ive taken care of animals ever since I was a kid and walk dogs to make money as a side hustle. I love my job. Im available anytime. Monday through Sunday any time of the day. My schedule is fully open. Anytime after 8 and before 9 o clock at night. I have a huge area of grass behind my house so I have plenty of space for a dog. Plenty of fetch and other dogs to occupy them.

Sitter Profile Image: Brianna A.
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Brianna A.
from
$34
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
7 years of experience
Webster, FL, 33597

About: I have worked at a doggy daycare for many years. I have worked on a farm for 2 years and currently work as a veterinarian assistant. I was raised breeding 3 dogs at home with their puppies! I have high energy and love playing with your dogs. I am currently living in Florida for an internship. I work weekdays 9-5 and free on the weekends. I can provide care anytime between that! I am a very energetic person who loves giving attention and love to any animal I run into! I would love to take care of your pets.

Sitter Profile Image: Harold M.
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Harold M.
from
$30
per night
30 years of experience
The Villages, FL, 32162

About: Raised in Oklahoma surrounded by horses, chickens, goats, and dogs, caring for animals has always been second nature to me. My six years as a postal letter carrier added another layer to that experience, giving me a strong, practical read on dog behavior and body language out on the daily route. Now living in The Villages, I bring that lifelong familiarity to every sit. I’m comfortable with the full spectrum of pets—from giant Mastiffs to tiny Maltese, alongside cats, birds, and farm livestock. Though new to the Rover platform, I am an experienced, full-time sitter with a proven track record of 28 five-star reviews from past clients on Trusted Housesitters. Working remotely full-time means I’m right there where your pets need me most. They get steady, around-the-clock companionship, regular outdoor breaks, and total consistency with their usual feeding and exercise schedules. Whether you have an energetic dog that needs active routine or a senior pet that prefers a calm, watchful presence, I offer dependable, level-headed care that keeps your animals safe and your property thoroughly respected. Because my wife and I both work remotely full-time, our schedule is extremely flexible. Someone is almost always present in the home, meaning your pets receive constant companionship, frequent pot-breaks, timely feedings, and zero disruption to their normal daily routine. We easily integrate walks, play sessions, and attention throughout the day while we work. We treat your home and pets with total respect, cleanliness, and security. During sits in your home, we follow all security protocols, maintain strict leash safety during outdoor walks, and adhere closely to your feeding, crate, or medication routines. We send regular updates and photos so you can travel with complete peace of mind, knowing your pets and property are in mature, experienced hands.

Sitter Profile Image: Cynthia & Christopher A.
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Cynthia & Christopher A.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
50 years of experience
Inverness, FL, 34452

“Titan was so sad when Cindy left. I got daily pictures and came home to a happy dog. Cindy even cleaned the sheets and towels she used. Top notch service and super friendly! Highly recommend Cindy and her husband!”

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Debbie M.
Sitter Profile Image: Jadine J.
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Jadine J.
from
$55
per night
4.9 out of 5 stars
• 13 reviews
3 repeat clients
7 years of experience
Ocala, FL, 34473

“Our 2 girls love Jadine. She took great care of them. She sent pictures and kept us informed. ALSO While away I was sick and hospitalized. Jadine was able to work it out to stay longer. Our minds and hearts were at ease with Jadine! HIGHLY RECCOMEND.”

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Missi H.
Sitter Profile Image: Winter Q.
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Winter Q.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
1 year of experience
Clermont, FL, 34711

“Winter went out of her way to arrange meeting our dog and getting our house key. She stayed in constant communication with us giving updates and sending pictures. We appreciate her so much and will definitely use her in the future!”

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Stephanie C.
Sitter Profile Image: Taylor A.
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Taylor A.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 21 reviews
7 repeat clients
20 years of experience
Lake Copeland, Winter Garden, FL, 34787

“Taylor took excellent care of our dog and cat! We have quite a few "special" requirements for our senior four-legged family members and Taylor was up for the task. She stayed in our home and fit in like a champ! In fact, we've booked Taylor for another (longer) visit. Thank you, Taylor!”

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Steve E.
Sitter Profile Image: Collin C.
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Collin C.
from
$99
per night
5.0 out of 5 stars
• 10 reviews
40 years of experience
The Villages, FL, 32162

“Both of my mini Australian Shepherd's adored Colin! He was very attentive and played with them a lot! They both slept like babies after he was here for the night! We will definitely use his services again ! Our dogs went to the front door to watch him, leave and looked sad! He was well loved and very respectful at our home!”

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Amy M.
Sitter Profile Image: Juan P.
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Juan P.
from
$65
per night
5 years of experience
Zephyrhills, FL, 33541

About: I’m a caring, responsible, and patient pet sitter who truly loves animals. I have experience taking care of pets, including feeding, walking, playing, and making sure they feel safe and comfortable while their owners are away I have a flexible schedule and can provide pet care at the pet owner’s home. I am available on weekdays and weekends for walks, feeding, playtime, and overnight care. I provide care in the pet owner’s home and follow their instructions carefully. I make sure pets are safe, comfortable, supervised, and treated with love and respect at all times.

Sitter Profile Image: Taylor V.
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Taylor V.
from
$100
per night
4.8 out of 5 stars
• 20 reviews
4 repeat clients
10 years of experience
Inverness, FL, 34450

“Taylor was fantastic with the girls. They were walked daily and I found out our smallest even gets along with cats. Nice to know. We will definitely use her again when the need arises.”

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Phillip G.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$100
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
The Villages, FL, 32162

“Kayla was wonderful with our dog, Sister. Sister is very nervous and anxious around new people, but Kayla quickly developed her trust. She also provided Sister with medicine and was highly competent. We look forward to asking Kayla to keep Sister again 🐾”

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Savannah J.
Sitter Profile Image: Hayley B.
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Hayley B.
from
$55
per night
4.6 out of 5 stars
• 12 reviews
2 repeat clients
25 years of experience
Kissimmee, FL, 34747

“Haylee was wonderful throughout the stay. She was very responsive and sent pictures of my pup which made my day. Haylee was also very flexible which helped tremendously since we are here on vacation and I didn’t know anyone else that could help. I highly recommend her!”

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Joe R.
Sitter Profile Image: Liz M.
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Liz M.
from
$75
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Windermere, FL, 34786

“Liz was wonderful with our doggy! Our senior dog liked her from the moment he met her and was at ease in her presence early on. Liz was especially attentive to taking frequent photos and sending updates daily. When we arrived home, our doggy was comfortable and calm. We are so glad to have found Liz and will be booking with her again very soon!”

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Jenna K.
Sitter Profile Image: Haley B.
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Haley B.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Land O' Lakes, FL, 34652

“Thanks for looking after our cats and sending us the great pictures of them, Haley--they enjoyed their time with you!”

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Diana P.
Sitter Profile Image: Steffie D.
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Steffie D.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
5 repeat clients
20 years of experience
Spring Hill, FL, 34609

“Steff was a dream to work with! We had a last minute out of town need and she was available to help! She was super communicative about planning our meet and greet before her housitting for the night. Was very good with the pups and sent tons of photos, updates, and even videos so we could watch our noodles! Was a wonderful experience and we definitely plan to use her again:) Would recommend to anyone who needs a sweet and trustworthy steward for their pup while there are out of town!”

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Tabitha B.
Sitter Profile Image: Victoria M.
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Victoria M.
from
$30
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
15 years of experience
Dade City, FL, 33525

About: I’ve had all sorts of pets growing up, from dogs, cats to sheep, goats and bunnies. I love them all! I will make sure your pet is taken care of and given much love ❤️ As a full-time stay-at-home mom, I have a very flexible schedule and am able to provide consistent, attentive care throughout the day. Pet care fits naturally into my routine, allowing me to give your dog plenty of time, supervision, and attention. In my home, pets are given a safe, clean, and calm environment with regular meals, structured playtime, and plenty of affection. your pet is in a secure and caring environment at all times.

Sitter Profile Image: Tonya F.
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Tonya F.
from
$75
per night
5.0 out of 5 stars
• 42 reviews
13 repeat clients
14 years of experience
Wesley Chapel FL, FL, 33544

“Tonya did such a great job taking care of our pup! She gave him lots of love and sent plenty of cute pictures and videos to help us feel connected while we were abroad. She also followed our two pages worth of tips to help him maintain his schedule. We already booked her again!”

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Jordan B.
Sitter Profile Image: Rod F.
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Rod F.
from
$40
per night
5.0 out of 5 stars
• 92 reviews
29 repeat clients
44 years of experience
Summerfield, FL, 34491

“Very professional and caring. Above and beyond expectations for care of our property and pets. We were away for 2 weeks and there was a storm while we were gone. We returned to happy pups and everything well cared for. We will definitely use their excellent service again.”

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Mary M.
Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$27
per night
4.8 out of 5 stars
• 28 reviews
16 repeat clients
6 years of experience
Orlando, FL, 32839

“Jennifer did a great job the past 9 days house sitting and caring for our Cory. Cory was in great spirits when we returned home and our house was clean & orderly. We would definitely recommend her for future needs. Thanks Jen!”

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Diane S.
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The median cost per night for house sitting in Webster is $50

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 - Webster

Select a filter and find qualifying sitters offering house sitting.

Sitters in Webster average 4
repeat house sitting clients

FAQs for House Sitting - Webster

Frequently asked questions about Rover

As of October 2026, there are 1,250 sitters on Rover offering House Sitting across Webster. 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 Webster 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 Webster 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 Webster 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 , 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 .

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 .

sitters on Rover set their own , 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 Webster. On Rover:

  • 92% of sitters can help with special care needs
  • 96% 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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