House Sitting Five Points

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

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Over 412
pet parents in Five Points have booked house sitting

Five Points, 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: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
4.8 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!”

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Sarah G.
Sitter Profile Image: Jacki J.
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Jacki J.
from
$40
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
25 years of experience
Maple-Prairie, Madison, WI, 53719

“Jacki was polite, professional, and gave our pets all the love and attention they needed! She sent frequent pics and detailed messages. Highly recommend her services :)”

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Jennifer G.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 98 reviews
27 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

“Louisa and her daughter treated our 2 dogs and 2 cats like their own! I received regular updates and pictures on how they were doing and when we got home they didn't even seem to miss us. Our dogs received daily walks which was awesome! It was my first time having Louisa care for our pets, but she asked lots of good questions beforehand so I was completely comfortable leaving them under her care and she did not disappoint. I would not hesitate to use her services again!”

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Judy M.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$60
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
30 years of experience
Fitchburg, WI, 53711

“Asked question about the girls to get to know them. Provided a lot of pictures while we were gone.”

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Barb R.
Sitter Profile Image: Megan B.
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Megan B.
from
$65
per night
5.0 out of 5 stars
• 11 reviews
8 years of experience
Madison, WI, 53719

“Megan took excellent care of my pups while I was away. One of my dogs became ill right before I left. She kept me updated on his condition and her concerns, as well as handling my sassy girl! I will definitely use her services again! My pups loved her.”

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Leah H.
Sitter Profile Image: Priyanka "Pri" T.
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Priyanka "Pri" T.
from
$28
per night
4.8 out of 5 stars
• 189 reviews
75 repeat clients
20 years of experience
Madison, WI, 53719

About: Hi there! This is Pri and I am so excited to get to know your dog! I have volunteered with a non-profit dog organization and have been working with dogs for 20 years now. I prefer to work with small to medium dogs, such as Pugs, Pomeranian, Poodles, Terriers, etc. I have great trails and parks around me that I can take dogs to as well. My dog Max and I would be very contented to host your little furry friend! I specialize in small dogs and have been around small to medium dogs for a very long time. I would like to mention that my dog Max is very friendly with other dogs and your dog would have to be comfortable with other fur buddies. I also will be more than happy to cuddle your dog! I can't wait to meet your adorable friend! Your pet is like our family! I'm mostly home and have plenty of time to play with your pup. Able to stimulate your fur baby mentally by playing a bunch of games. check out all the new smells in my neighborhood, and explore a park near my house. I have a fenced yard and one friendly dog to keep your furry friend company. I can easily Crate your dog if needed during the stay. We are available for weeks and weekends to play with your furry friends. Your fur baby will get all the cuddles and care during the stay. We have a fenced yard and nice trails close by. we prefer crate-trained pups but if your pup is not used to we will consider it as well.

Sitter Profile Image: James W.
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James W.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 15 reviews
3 repeat clients
50 years of experience
Verona, WI, 53593

“James was great! He came over to meet our 3 cats before his overnight stay which helped us feel more comfortable. He swept and cleaned, everything is just as we left it! He was great at communicating check in and questions , provided photos which was so cute and much appreciated! 10/10 would recommend and book again”

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Grace R.
Sitter Profile Image: Christine H.
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Christine H.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
10 years of experience
Fitchburg, WI, 53719

About: I'm an animal lover who has years of experience with dogs, cats, and rabbits! I educate myself on animal behavior and find that it really helps me be able to meet their needs. Not afraid to administer medication or go the extra mile for whatever a loved pet needs. I'm available every single day of the week - morning, midday, and evenings. I sometimes take an hour or so of classes in the evening which are extremely easy to work around, I'm very flexible and typically don't travel for holidays. I'm completely ready to adhere to any standards that clients have in their home. I am very communicative and will reach out if instructions need clarification.

Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 81 reviews
26 repeat clients
4 years of experience
Fitchburg, WI, 53713

“Tatyana is awesome!! Stayed at our house for two weeks to take care of our dogs and she rocked it!! Not only did she take care of the dogs but she also took good care of the house. Looking forward to working with Tatyana again in the future!!!”

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Brent K.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$35
per night
5.0 out of 5 stars
• 15 reviews
1 repeat client
10 years of experience
Madison, WI, 53719

“Jessica was very communicative. She sent updates twice daily with photos. Jessica took great care of Olive & our home. We’d be happy to book her again!”

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Amber F.
Sitter Profile Image: Ali W.
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Ali W.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Verona, WI, 53593

“Ali was amazing - I had a last minute family emergency and she was able to accommodate staying with my dog, keeping me updated with details and photos. It looked like my dog had the best time with her! She’ll be my go-to moving forward!”

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Chelsea W.
Sitter Profile Image: Meta M.
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Meta M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 54 reviews
10 repeat clients
25 years of experience
Verona, WI, 53593

“Meta took great care of our 2 pugs. I felt totally comfortable leaving for 5 days and her caring for the dogs. We came home and the house was very clean. She even made us a delicious quiche. I am not saying everyone should expect a quiche, but that was very thoughtful! would deinately use Meta in the future. I highly recommend her.”

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Denise R.
Sitter Profile Image: Teagan R.
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Teagan R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 100 reviews
31 repeat clients
12 years of experience
Westmorland, Madison, WI, 53711

“Teagan has watched my dogs quite a few times and always does a fantastic job! I will definitely be hiring her for any future dog sitting needs! Thank you Teagan!”

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Brian M.
Sitter Profile Image: Jordan M.
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Jordan M.
from
$40
per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
15 years of experience
Fitchburg, WI, 53711

“Jordan is amazing! She took such good care of my pup, sent so many pics, and was constantly keeping me informed and up to date on how things were going! I could tell from photos that my dog adores her and will happily book with her again!”

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Emma B.
Sitter Profile Image: Monica M.
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Monica M.
from
$70
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
15 years of experience
Fitchburg, WI, 53711

“Monica went above and beyond! Our dog really had a great time with her and Bella, and the kitties also loved her. She sent lots of photos every day, and our dog also took me to her house once we got home because she missed her! I highly recommend Monica for all of your pet care needs.”

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Brooke D.
Sitter Profile Image: Nicholas & Lauren R.
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Nicholas & Lauren R.
from
$75
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
38 years of experience
Fitchburg, WI, 53711

“Nia and Lauren were so wonderful to our pups!!! It was great to have such peace of mind during our trip knowing these two were caring for our dogs. We’ll definitely be rebooking in the future!”

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Chantal M.
Sitter Profile Image: Taylor E.
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Taylor E.
from
$70
per night
5.0 out of 5 stars
• 25 reviews
7 repeat clients
7 years of experience
Madison, WI, 53705

“Taylor was a great sitter for our two dogs. She was respectful and responsive and willing to video chat with me before she came to watch them. We would definitely book her again!”

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Miranda H.
Sitter Profile Image: Sam B.
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Sam B.
from
$30
per night
19 years of experience
Capitol, Madison, WI, 53703

About: I’ve been caring for animals since I was old enough to know what a pet was, whether it’s my own, a neighbor’s, or a friend/family member’s. I love animals, and am considering going into vet work! I have experience with both puppies/kittens and seniors as well :). I can walk, feed, give meds, and do anything you need! I’m a full-time student during the week, but I will always have time to drop-in, or stay overnight. I’m very flexible with my scheduling, so I will happily do whatever you and your pet need! While I can’t offer boarding at my home because I have four roommates, I will care for pets in every way possible no matter what! I know some nice parks for walks, and I’m also happy to chill if they’re a homebody! Again, entirely up to you and your pets needs :)

Sitter Profile Image: Naomi H.
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Naomi H.
from
$60
per night
13 years of experience
Verona, WI, 53593

About: I have been taking care of pets since I was a little girl. I grew up in a house who always had some type of animal and learned how to love on them and give them the attention they need. I am currently at home and have a lot of time on my hands. I’m very flexible and cooperative with my schedule and willing to give any animal love and support. I have an invisible fence for my two dogs. One of my dogs has a crate he sleeps in and the other sleeps in whatever bed she wants that night.

Sitter Profile Image: Kiva G.
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Kiva G.
from
$70
per night
6 years of experience
Madison, WI, 53715

About: I’ve been hired by members of my community to, dog sit, walk, and accompany pups on overnight stays in the past up to 3 dogs at a time. I’m committed to caring for your pet like a member of your family! I grew up with dogs my entire life and I want to expand my personal network! Weekends free when I am in town! Expanding my dog sitting network! On quiet weekends I like take the pup(s) on neighborhood walks. Week days I work hybrid in Verona so my check in availability is limited to a close proximity to the office. With new clients I usually schedule an in person meet-up to get introduced to your pet and get to know your preferences for feeding, outdoor potty time, toys, sleeping arrangement, house sitting requests, exit and entry to your home, medications, etc. I follow written and verbal directions with care. For home check ins I will briefly check your home to make sure things are as you left them. I check your pets water supply and give them adequate snuggle or play time indoors and outdoors before leaving locking entry and exit ways.

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The median cost per night for house sitting in Five Points is $50

Pet parents share their Rover experiences - Five Points

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5.0 out of 5 stars

Jackie did a an excellent job. I have kitty with special needs and she easily handled the situation well. She communicated and checked in often. Both of my kitties were in great hands! I will definitely be choosing her again. ❤️

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Breanna W.
House Sitting
5.0 out of 5 stars

Quinn was extremely communicative and timely. I appreciated that they went the extra mile for my pet and I!

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Gabriella G.
House Sitting
5.0 out of 5 stars

Mandi was great with our dog. She was punctual and friendly. Our pup loved her (loves everyone though haha). She kept us updated throughout the evening while we were gone with pictures and messages. She comforted our pup when people were letting off fireworks unexpectedly. Would hire again!

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Matthew K.
House Sitting
5.0 out of 5 stars

Lauren was great! I felt very comfortable leaving our kitty in her care and she got the attention and meds she needed while we were away. We'd love to have Lauren back!

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Lauren M.
House Sitting
5.0 out of 5 stars

Grace did a great job with the dogs! She sent periodic pictures and let me know of any issues. The dogs seemed really happy when we got home!

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Lisa N.
House Sitting
5.0 out of 5 stars

Hanna was great! Super communicative and sent tons of updates. We will totally be using her in the future!

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Alexandra F.
House Sitting
5.0 out of 5 stars

Lisa took the time to make my pup comfortable and meet her where she was at so I felt very comfortable leaving her in Lisa's care. Both my home and pup were well looked after.

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Elisa B.
House Sitting
5.0 out of 5 stars

We would give Ann more than 5 stars if we could because she truly went above and beyond. She spent extra time with our fearful dog and won him over. No one has ever gotten so close to Chance in just 2 weeks! He was allowing belly rubs and showing relaxation signs in the photos which was extremely reassuring. Ann is very organized, thoughtful and tidy and provides above and beyond care, photos, updates and extra time spent. We feel very confident in her and will be using her services again in the future!

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Alissa G.
House Sitting
5.0 out of 5 stars

Everything was ship shape when we returned. Kira did her best to keep our dogs entertained and happy despite the dreary weather.

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Mary A.
House Sitting
5.0 out of 5 stars

Jesse sat for our 2 kitties for 3 weeks! She was absolutely fabulous! Regular check-ins, going the extra mile in every way to make the cats happy and making us feel comforted that she was taking tender loving care of them. She sent pics frequently and was conscientious about their meds and habits. Don’t hesitate to Grab Jesse she is a gem!!!

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Terri & Jeffrey H.
House Sitting
5.0 out of 5 stars

Stephany communicated well, showed up on time, and took good care of my pets during my trip. Aa an example, she noticed the cat fountain had stopped, and set out an extra bowl of water for them so they'd be ok until I got home.

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David B.
House Sitting
5.0 out of 5 stars

Poorna did an incredible job overnight sitting for our two dogs, Chopper and Ophelia, while we were away on vacation. She provided lots of updates and many great pics of them while we were away unprompted, and was an amazing guest in our house as well. We would recommend her to anyone and will be booking with her in the future.

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Jace M.
House Sitting
5.0 out of 5 stars

We felt very comfortable leaving our 2 puppies in the care of Mara and Dirk. They communicated with us daily and handled them like pros. Would highly recommend - they quickly created a bond with our pups and were very caring and responsible.

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Broni W.
House Sitting
5.0 out of 5 stars

Austin took great care of our bulldog, Uecker and provided us updates throughout about how he was doing!

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Allison B.
House Sitting
5.0 out of 5 stars

Annalesse was so sweet and attentive while caring for our 15yr old beagle. We received plenty of updates and pictures and our mind was at total ease knowing she was there! She asked good questions and left the house nice and clean for us! We will most definitely be rebooking, thanks annalesse!!!!

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Kelly R.
House Sitting
5.0 out of 5 stars

Melvin stepped in on very short notice and took great care of my two big dogs. He stayed at the house and left it in great shape when he left. The dogs liked him and were in great shape when I got home. Thanks to Mel for saving the weekend for us.

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ann s.
House Sitting
5.0 out of 5 stars

Azaria did a great job house sitting with Ollie. This was my first experience with Rover, and it was nice to meet Azaria before we left on our trip. She sent daily pictures and updates. The house was very tidy when we returned. Will definitely choose her again.

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Maureen L.
House Sitting
5.0 out of 5 stars

Anna took great care of our pup and our home! She applied eye medication and was great about communication. We would love to have her back again sometime.

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Allison B.
House Sitting
5.0 out of 5 stars

I'd give Emma 10 stars if that was an option. Emma stayed at my home for 6 nights, to care for my 6.5 year Frenchie who required special attention and Tess, the newest member of my pack weighing in at 11lbs at only 3 months. Emma clearly understood my concerns with leaving a new pup and resident pooch who were still getting acquainted, and gave both pups the love they were accustomed to, collectively and on a solo basis. Emma vacuumed and made sure my home was clean and in the same condition I left it for her, my plants were watered and the garbage was taken out. Yay! Both pups seem very happy and stress free when I got home, for which I couldn't be more happy. Side note: I'm sure there's a bit of sticker shock with Emma's fee, but her premium is well deserved and earned and I have no hesitation to contact Emma for future house and puppy/dog sitting needs.

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Susan D.
House Sitting
5.0 out of 5 stars

Anne continues to be an amazing pet sitter. We had a very last minute need and she was willing to work with us. Keira loves when she comes over and has gotten very comfortable with her.

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Kyle T.
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 - Five Points

Select a filter and find qualifying sitters offering house sitting.

Sitters in Five Points average 4
repeat house sitting clients

FAQs for House Sitting - Five Points

Frequently asked questions about Rover

The average cost of House Sitting in Five Points is $47 per night as of October 2026. Most bookings cost between $30 and $91 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 799 sitters on Rover offering House Sitting across Five Points. 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 Five Points 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 Five Points 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.

<b>Tip:</b> 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 Five Points 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 Five Points. On Rover:

  • 92% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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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