House Sitting Riley

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Riley, 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
5.0 out of 5 stars
12 reviews
2 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: Ann A.
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Ann A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
140 reviews
53 repeat clients
10 years of experience
Madison, WI, 53719

This was our first time with Ann as our in-home dog sitter for a four day, three night out of town trip. We’re always a bit anxious the first time with a sitter but Ann put us at ease immediately. Our dog loved her and even let her brush her a bit - a true miracle! Ann sent updates and photos and was patient with my “I forgot to mention. . .” texts. :)

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Eileen K.
Sitter Profile Image: Lauren R.
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Lauren R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
16 years of experience
Verona, WI, 53593

Lauren was fantastic with our pup! He loved spending time with her and can’t wait to see her again :)

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Nikki S.
Sitter Profile Image: Evelin C.
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Evelin C.
from
$42
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
3 years of experience
Verona, WI, 53593

Evelin is so sweet with my dogs! They love hanging out with her! She is super communicative and sends frequent updates. I’d recommend her to anyone!

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Mary Kate C.
Sitter Profile Image: Lisa T.
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Lisa T.
from
$90
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
2 years of experience
Madison, WI, 53719

Lisa did a terrific job with our fur babies! She was very careful and caring with them, kept us posted with the right amount of details, and kept the home really clean. Would definitely have her sit for us again!

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James W.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
30 years of experience
Verona, WI, 53593

Ann did an excellent job in taking care of Indy!! She frequently kept us updated with pictures. Indy was very comfortable and safe with Ann.

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

Jacki is amazing!!!! I cannot say enough good words about her! She provides constant updates with great information about the my pets and lots of very cute photos! She made me feel super confident that my pets are well taken care of so I don’t have to worry about them. There’s always an update coming my way right when I wanted to check. She also has great attention to details and noticed that I had a perishable package delivered. She checked in with me to get my permission for next steps and I really appreciate how she approached that situation. It is an amazing experience having Jacki as a sitter. I would highly recommend her to anyone considering.

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Maggie L.
Sitter Profile Image: kylie l.
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kylie l.
from
$58
per night
5.0 out of 5 stars
88 reviews
26 repeat clients
1 year of experience
Madison, WI, 53719

Kylie was quick to respond to our texts and sent us the most adorable pics of our pup so we could see how happy he was. We will definitely be hiring her again.

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Todd B.
Sitter Profile Image: Poorna D.
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Poorna D.
from
$55
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
12 years of experience
Verona, WI, 53593

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.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!

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Mik R.
Sitter Profile Image: Stephany D.
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Stephany D.
from
$45
per night
4.9 out of 5 stars
61 reviews
14 repeat clients
13 years of experience
madison, WI, 53719

Stephany is an amazing house and dog sitter! She kept me updated while I was traveling abroad, making sure I felt at ease. Dottie was clearly well cared for and happy. I highly recommend Stephany for anyone needing a reliable, loving sitter!

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Stephanie S.
Sitter Profile Image: Amy F.
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Amy F.
from
$40
per night
4.9 out of 5 stars
19 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

We couldn't have asked for a better experience with our recent Rover sitter! She was absolutely fantastic while watching our dog, Scooby, for the week. From the start, she excelled at being adaptable, seamlessly adjusting to Scooby’s routine and needs without any issues. We also truly appreciated the frequent, reassuring text messages and photos she sent throughout the week, which gave us total peace of mind while we were away. Most importantly, she provided Scooby with an incredible amount of love, affection, and exercise—he was a very happy pup when we returned. We highly recommend her services to anyone looking for a caring and reliable sitter!

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Zachary M.
Sitter Profile Image: Briana L.
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Briana L.
Star Sitter
from
$40
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Madison, WI, 53711

Thanks again! Briana stepped in at the last minute when we needed to leave town for a funeral. She took good care of Frankie. We’re grateful.

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Zayna T.
Sitter Profile Image: Megan B.
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Megan B.
from
$65
per night
5.0 out of 5 stars
10 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: May N.
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May N.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Middleton, WI, 53562

About: My pet-sitting experiences include looking after both cats and dogs day to day and for extended periods of time. When taking care of cats, I make sure they have clean water and food at all times; keep their environment clean; watch over them and see if they are healthy; and interact with them by playing with them on a daily basis. I also have experience caring for dogs of various sizes and energy levels. Making sure their fed, walked, groomed, and cleaning up any messes/ their environment. In addition always making sure they have access to clean drinking water and providing plenty of playtime and attention. I occasionally take care of a family friend’s dog who has arthritis. I help keep her comfortable through gentle massages, giving her medication as directed, and hand-feeding her when necessary. In doing so, I learned to be patient and attentive in caring for an animal's individual needs. What sets me apart is my genuine love for animals. I always go the extra mile into taking good care of animals, ensuring their safety, and comfort in the absence of their owners. I treat every pet as if they were my own and doing everything I can to ensure their happiness. I am extremely flexible with regards to my schedule, and can be available for the most part of the day. I wake up early, so feeding and taking the animals for walk won't be a problem at all. When caring for pets in a client’s home, I value their safety, trust, and maintaining a calm and familiar environment for their pet. It is important for me to carefully follow all the instructions concerning their feeding schedule, treatment, taking medication, and other specific care. It goes without saying that I make sure that the pets receive proper meals and have clean water to drink. I also try to keep the house as clean as possible, including litter boxes for cats and any messes that may occur. I also observe the pets to ensure everything seems normal and they’re healthy. I believe that building trust with both pets and owners is essential, I’ll always provide them with updates and photographs about the current condition of the pets. My goal is to make sure their pet is cared for and mostly importantly happy.

Sitter Profile Image: Sarah W.
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Sarah W.
from
$45
per night
5.0 out of 5 stars
11 reviews
1 repeat client
12 years of experience
Madison, WI, 53713

Sarah was so great with Hamm and made sure he received all the attention he needed! It was our first time leaving for the weekend since we got Hamm, and it was a comfort knowing Hamm was well taken care of while we were gone. She made sure to send all the cute pics of Hamm and was great to communicate with. Will definitely be booking with her again!!

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Catherine & Zach S.
Sitter Profile Image: Maddi S.
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Maddi S.
from
$50
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Fitchburg, WI, 53575

Maddi is so sweet and great with my dog! I appreciate the updates and pictures while I was away. Thank you for looking after her and giving such great care!!

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Brooke W.
Sitter Profile Image: Maya F.
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Maya F.
from
$148
per night
5.0 out of 5 stars
160 reviews
53 repeat clients
26 years of experience
Westhaven Trails, Madison, WI, 53719

I think my cats might like Maya more than me 🤣 She's always so good at following up after each visit with details and pictures, which puts us at ease. Even when I change the instructions in their plan, Maya is sure to review those changes and carry them out flawlessly. She communicates any time she has questions. She even informs us of any unusual litter box activity, which is so helpful with kitties that have health issues! Thanks Maya!

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Heather S.
Sitter Profile Image: Meeka M.
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Meeka M.
from
$45
per night
5.0 out of 5 stars
86 reviews
23 repeat clients
10 years of experience
Madison, WI, 53719

About: I am a cat person through and through but I love all pets including birds, lizards and fish! I have had them all of my life and have 5 pets currently. I will not be charging extra for multiple cat households, multiple small or medium sized dogs or mixed animal households. The more the better! I have experience administering oral medications and trapping stray kittens and adult cats. For 3 years, I took care of a feral colony until I was able to S/N and rehome them as barn cats. Before having my son, I traveled frequently so I understand cancelations and modifications. I also know the feeling of being stressed out about your pets at home while being away. I promise that I am a great communicator. Since I work from home on my own schedule I can do multiple stop-ins a day at anytime. Though, every once in a while, I will have my 18 month old with me so I am not taking on very large or aggressive dogs. Though, I can make accommodations to try to be childless for your smaller dog or your cat if they are not kid friendly if the appointment is very early or after 1:00pm. In my younger days, I was a take-my-dogs- everywhere type of person until the dogs and I got older and stopped going everywhere. Having older dogs has given me experience in senior dog needs.

Sitter Profile Image: Sidney R.
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Sidney R.
from
$50
per night
5.0 out of 5 stars
84 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!

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Cale H.
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The median cost per night for house sitting in Riley 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.

Meet local sitters who will treat your pets like family

  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

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Popular requests for house sitting - Riley

Select a filter and find qualifying sitters offering house sitting.

Sitters in Riley average 4
repeat house sitting clients

FAQs for House Sitting - Riley

Frequently asked questions about Rover

As of September 2026, there are 796 sitters on Rover offering House Sitting across Riley. 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 Riley 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 Riley 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 Riley 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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

  • 94% of sitters can help with special care needs
  • 98% 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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