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: Ann A.
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Ann A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
132 reviews
49 repeat clients
10 years of experience
Madison, WI, 53719

Ann did a great job caring for our dog and even made friends with our very shy cat. She was very responsive and sent lots of updates, which were very reassuring since this was the first time we’ve left our dog at home overnight. Our dog was happy and calm when we returned. We will definitely rebook with her if she is available!

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Carol H.
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: Poorna D.
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Poorna D.
from
$55
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
12 years of experience
Verona, WI, 53593

Poorna was so kind and accommodating! She was super patient with my anxious pups, and made sure to send daily pictures and updates. Will definitely rebook in the future!

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Rachel V.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
30 years of experience
Fitchburg, 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: Magan E.
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Magan E.
from
$40
per night
5.0 out of 5 stars
34 reviews
15 repeat clients
13 years of experience
Madison, WI, 53719

Magan watched our pup Indie at our house while we were out of state for a few nights. She was amazing, posted lots of updates to her instagram for us to see, and Indie definitely loved her! He had plenty of playtime while we were gone ?.

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Allison S.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
143 reviews
55 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra was absolutely wonderful when house sitting our dog franklin over a long weekend. She took on the additional challenge of caring for him when he was on heartworm treatment and did a great job attending to his special medication and low exercise needs. We came back to a happy dog and we know he was well cared for. She sent multiple picture updates each day. We will definitely contact her again in the future to watch franklin!

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Kelsey K.
Sitter Profile Image: Molly H.
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Molly H.
from
$52
per night
5.0 out of 5 stars
33 reviews
5 repeat clients
10 years of experience
Hollandale, WI, 53544

We love Molly!! Molly has been sitting for us for almost a year now, and I can’t even express how nice it is to have a consistent sitter who is as awesome as her. Our (sometimes fearful) pup LOVES her, and so does our kitty!

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Anna B.
Sitter Profile Image: Annalesse B.
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Annalesse B.
from
$35
per night
5.0 out of 5 stars
10 reviews
1 repeat client
5 years of experience
Madison, WI, 53719

Annalesse did a great job taking care of my dog while I was out of town at a wedding. It was my first time leaving my dog with stranger and I was nervous but annalesse did a great job of ensuring Bandit was well cared for! I received plenty of pictures and my girl had a great time!

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Jett M.
Sitter Profile Image: Meta M.
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Meta M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
52 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: Shatoria W.
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Shatoria W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
35 reviews
12 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria was a joy to have in our home, so much so that our dogs did not even care when we came back after nearly two weeks away, and ran right upstairs to her room to look for her. Excellent communication and attention to detail, and I am almost certain our home was cleaner when she left than when she arrived. Easily the best pet care experience we’ve had. Booking again ASAP.

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Cayleigh S.
Sitter Profile Image: Zachary M.
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Zachary M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
31 years of experience
Vilas, Madison, WI, 53711

Zach stayed with our two dogs and cat for five days - and managed to win the trust of our extremely timid little dog, and was even ok with our big affectionate dog wanting to share his bed. Our little dog even hid underneath the porch during one of the first bathroom breaks in the backyard, but Zach patiently lured him back out. By the end of the visit our little dog finally warmed up - quite an amazing feat winning the heart of this nervous pup. Zach also took our big high energy dog out to the dog park and managed to get him tired. He provided daily check-ins with photos or video, and was receptive to suggestions on ways to help our little dog relax. We felt totally comfortable knowing Zach was at our place.

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Laura H.
Sitter Profile Image: Karina M.
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Karina M.
from
$45
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Karina always shows such care for my pets. My dog and cat both have health issues that require multiple medicines and supplements. She always follows their routine closely, asks questions to make sure she’s providing good care, takes my dog on daily walks, and sends daily pictures. I also come home to a clean house. I will not hesitate to request pet/house sitting from Karina again and I highly recommend her!

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Hailey L.
Sitter Profile Image: Emma W.
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Emma W.
from
$85
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
12 years of experience
Madison, WI, 53719

Emma was a great sitter! We will definitely use her again! She sent lots of updates and our guy was very happy the whole time. She also kept our house very clean.

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

Kylie was very communicative and really helped us out with a last minute booking on a holiday. She was punctual, sent great updates, and instantly put our senior dog at ease. We were nervous using Rover for the 1st time, but we would highly recommend her services and will absolutely call her again the next time we need someone.

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Sean P.
Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
4.8 out of 5 stars
6 reviews
3 repeat clients
11 years of experience
McFarland, WI, 53558

Talia did a great job sitting for my dog Koko and she was very responsive in her messaging replies

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Kyle C.
Sitter Profile Image: Meeka M.
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Meeka M.
from
$45
per night
5.0 out of 5 stars
85 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: 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: Alliyah D.
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Alliyah D.
from
$35
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

Alliyah did a great job with our furbabies while we were on a 2 week vacation. We appreciate returning to our home and knowing they were cared for. Thank you!

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Heather R.
Sitter Profile Image: Sidney M.
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Sidney M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
6 years of experience
Madison, WI, 53711

Sidney was amazing! She sent me pics and updates of my pup and took great care of him while I was away, I would 100% recommend her!!

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Hannah M.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$60
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Madison, WI, 53719

About: What sets me apart is my genuine love and understanding of dogs. I've had the privilege of caring for my 10-year-old dog, Splash, which has taught me the importance of patience, trust, and routine. In addition, in the past, I have had a few repeat clients that I saw weekly as well as additional as-needed clients. I have experience with drop-ins, walks, and house sitting for multiple days. I truly care about your dog’s well-being and will treat them like my own, providing a safe, loving, and playful environment! I have a full-time job with 1-2 work from home days depending on the week. I can be available in the morning, mid-day, afternoon, or evening on the weekends and certain week days. Happy to work with you to fit the needs of you and your pet:). In my home or your dog's home, I prioritize creating a comfortable and safe environment. I will stick to routines that your dog is familiar with (feeding times, walks, playtime, etc.) to keep them feeling secure. My goal is to ensure they feel loved and cared for, just like they would with their own family. I currently live in an apartment in downtown Madison, therefore I do not have a yard for your fur baby to play in. However, I have a handy mom van with me to take to any pre-approved parks or any other destinations that you and I would discuss!

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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

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

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 August 2026, there are 814 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:

  • 96% of sitters can help with special care needs
  • 98% 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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