House Sitting Madison

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

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Over 2
pet parents in Madison have booked house sitting

Madison, 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: lindsey g.
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lindsey g.
from
$58
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Ruckersville, VA, 22968

Lindsey was great at communicating with us - sending pics of her with our pups every day. House was probably cleaner when we got home than when we left, too! Our dogs seemed really happy.

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Amy E.
Sitter Profile Image: Mikayla S.
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Mikayla S.
from
$19
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
2 years of experience
Unionville, VA, 22567

Mikayla was amazing! She sent lots of pictures of our pups and they clearly had a great time with her. I would definitely book with her again!

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Lindsay M.
Sitter Profile Image: dieira h.
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dieira h.
from
$30
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
6 years of experience
Charlottesville, VA, 22911

Dieira has been amazing and our Izzy just adores her, she has stayed in our home do 2 plus weeks with no issues and checked in with sweet pictures regularly. We will definitely use her services again ☺️

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J D.
Sitter Profile Image: Alexia R.
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Alexia R.
from
$35
per night
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Culpeper, VA, 22701

Couldn’t be nicer. Thank you, Alexia!

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David B.
Sitter Profile Image: Brayleigh C.
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Brayleigh C.
from
$25
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
5 years of experience
Troy, VA, 22974

Brayleigh is a great young lady and perfect for your pets needs! Our girls were very well cared for as well as our home! Very highly recommended!

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Ricky R.
Sitter Profile Image: Sterling M.
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Sterling M.
from
$76
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Barboursville, VA, 22923

Sterling was amazing with my two dogs—my Border Collie and my Mini Aussie. She totally understood their personalities and made sure they got plenty of playtime, love, and attention. I got regular updates and came home to two very happy pups. You can tell she genuinely cares, and I’d trust her to watch them again in a heartbeat.

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Justin R.
Sitter Profile Image: Scott & Sarah O.
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Scott & Sarah O.
Star Sitter
from
$120
per night
5.0 out of 5 stars
51 reviews
16 repeat clients
30 years of experience
Sperryville, VA, 22740

About: We grew up with dogs and have been dog-sitting for thirty years. In the 90s, we had “Pampered Pets” in Boston, then we moved to Washington, DC, where we rebranded as “Top Dog DC,” and now we’re in Sperryville, VA, with “2 Dog Hotel.” Also, in the early 2000s, we raised four “Guiding Eyes for the Blind” puppies. Puppy raisers are critical to many organizations that train working dogs. Future guide dogs must be socialized in warm and loving homes, the puppies are fun, and puppy raisers learn about dog psychology and training. However, it's still not easy sending the pups off to college. Having done many "Intervac" house swaps, now we're getting into house sitting. We can take care of your pets and your home while you travel. We spend much time at home on our patio, gated deck (squirrel TV included), near a cozy wood stove, or on the nearby hiking trails. Since we spend so much time at home, keeping to your dog’s regular schedule is manageable. When we have dogs, we rarely do things where they can't join us. We only take care of one or two dogs at a time. The truth is we enjoy the pet therapy we get from dog-sitting, and the therapists seem to like it too.

Sitter Profile Image: Farrin W.
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Farrin W.
from
$50
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
25 years of experience
Lignum, VA, 22726

We had an amazing experience with Farrin as our pet sitter for our dog, Taco. She took excellent care of him overnight, making sure to give him plenty of playtime and cuddles while we were away. Farrin was respectful of our home, leaving everything clean and tidy, which we really appreciated. She even came by for a meet and greet before the booking, giving us peace of mind. We would absolutely book with Farrin again in a heartbeat! Highly recommend her!

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Michelle L.
Sitter Profile Image: Jocelyn S.
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Jocelyn S.
from
$45
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
8 years of experience
22960

About: I adopted my first dog, Ollie, when I was 18 years old. Shortly after I discovered he was suffering from kidney failure and epilepsy. This resulted in frequent vet visits and daily medications, and I'm comfortable administering medication to your pets. Now, I have three cats that I've had for almost five years, living their best lives. I love my pets and I'm looking forward to giving your best friends the same level of love and care. I work full-time. I'm available after 2pm on most days - I try to keep my availability on my profile accurate but due to the nature of my job I may have more or less availability than what is listed. Please don't hesitate to reach out and ask! Daily care routine starts in the morning with food, medication, and cleaning litter boxes. We play at their request and make sure they have access to all their toys.

Sitter Profile Image: Anastasia D.
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Anastasia D.
from
$100
per night
5.0 out of 5 stars
87 reviews
20 repeat clients
6 years of experience
Centreville, VA, 20121

Anastasia takes excellent care of our two Rhodesian Ridgebacks, and are home. We always miss our dogs terribly when we go away, but trust they are well cared for by Anastasia.

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Susan L.
Sitter Profile Image: Joey W.
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Joey W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
9 years of experience
Orange, VA, 22960

Santo had a great time. Joey is awesome!

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Tifany H.
Sitter Profile Image: Sophia B.
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Sophia B.
from
$30
per night
4.8 out of 5 stars
5 reviews
3 repeat clients
3 years of experience
orange, VA, 22960

Sophia is wonderful. She is great with the animals and patient with us. We are a bit chaotic and busy. She will definitely be our go to sitter.

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Justin and Jennifer A.
Sitter Profile Image: Billy C.
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Billy C.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Culpeper, VA, 22701

Billy was the perfect Dog Sitter. All four of my dogs loved him immediately. He took such good care of them. He was prompt, courteous, attentive to all of my dogs. He was fantastic, and I will certainly use him again.

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Lisa M.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$30
per night
10 years of experience
Madison, VA, 22727

About: Animals definitely perceive my positive attitude, and people do too. I genuinely love making cats and dogs happy. I often talk to any animal quite a bit because I believe a calm tone of voice is good for them psychologically. Additionally, I have taken care of multiple dogs and cats throughout the years, working in kennel facilities and through ownership, and I understand what is required to keep them happy and healthy. I have a flexible schedule, with much time to ensure your pets get the exercise he or she needs, and the attention they deserve. They won't be lonely while you're away! Additionally, I can administer any medications necessary and follow any special dietary restrictions. Your cats and dogs are in good hands with me! I center taking care of my own animals around my daily schedule. I do my best to keep their regular feeding times ,and for my dogs walking times at expected hours. It can be difficult, but it wouldn't be fair for them to not know what to expect. So ultimately, I adjust my required needs around their schedule in terms of errands, and etcetera. I care for pets in a waythey are accustomed to; meaning regular schedules for feeding, walks and/or medication. If they are staying in my home, I would try to provide the most comfortable accommodations as possible while awaiting their people. But in a client's home, I would just coddle the pet, give them comfort, and again - keep them on the schedule they are accustomed to.

Sitter Profile Image: Rebecca F.
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Rebecca F.
from
$63
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
15 years of experience
Blades Corner, VA, 22551

This was our first experience with Rover and Rebecca surpassed all our expectations! She seemed very kind and gentle to our little, old girl. She sent us videos and photos regularly and texted us when she had questions. She left our home as neat and tidy as when she arrived. This was the first time a family member didn't watch Nellie and we were a little worried, until Rebecca came to visit. Will definitely recommend both Rover and Rebecca!

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Sherry C.
Sitter Profile Image: Ronda S.
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Ronda S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
75 reviews
24 repeat clients
35 years of experience
Culpeper, VA, 22701

Ronda was not only efficient and responsive, sharing twice-daily feedback about the care and feeding of our two kitties, but she was also able to establish an affectionate bond with them during our 16-day absence. We are pleased to give Ronda 5 stars and would highly recommend her.

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Betsy H.
Sitter Profile Image: Karmen B.
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Karmen B.
from
$75
per night
5.0 out of 5 stars
1 review
1 repeat client
15 years of experience
Orange, VA, 22960

About: Welcome! I’m Karmen, and I work as a school counselor. Caring for others has always been a big part of who I am. I’m also a lifelong animal-lover. Rover has become one of my favorite hobbies because it allows me to spend my free time doing something I love—helping others! Whether your pet is staying with me or I’m caring for them in their own home, my goal is to provide the same love, attention, and care they receive from you. I want you to have peace of mind knowing your pets are safe, happy, and treated like my own. 🐾🧡 I enjoy caring for dogs, cats, and other small pets through drop-in visits and house sitting for pets who are happiest in their own environment. 🐶🐱

Sitter Profile Image: Savannah O.
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Savannah O.
from
$40
per night
5.0 out of 5 stars
2 reviews
1 repeat client
14 years of experience
Aroda, VA, 22709

Savannah was a very attentive house and dogsitter who took great care of our pups! She was thoughtful, communicative, and sensitive to the needs of both dogs. Highly recommend!

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Mierka W.
Sitter Profile Image: Dana K.
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Dana K.
from
$75
per night
15 years of experience
Orange, VA, 22960

About: I am a cheerful, energetic, active gal who loves all animals and adores taking care of them. I am reliable, responsible, and I have 10 plus years of house sitting (including farms with chickens horses multiple dogs). I love to do it! References available upon request!! I recently moved here from the blue ridge of Virginia but have lived in LA and now Nash :) I am a happy to help you!!!! Thank you for your consideration!

Sitter Profile Image: Madison R.
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Madison R.
from
$42
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
12 years of experience
Culpeper, VA, 22701

Such a nice young Lady. Shes like a dog whisperer, they loved her instantly! My dogs dont get that excited when I come home! Top notch! I would give her ten stars if I could. Madison went above and beyond!

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Cliff W.
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The median cost per night for house sitting in Madison 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 - Madison

Select a filter and find qualifying sitters offering house sitting.

Sitters in Madison average 4
repeat house sitting clients

FAQs for House Sitting - Madison

Frequently asked questions about Rover

The average cost for House Sitting in Madison on Rover is $27.35 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 516 sitters on Rover offering House Sitting across Madison. 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 Madison 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 Madison 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 Madison 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 Madison. On Rover:

  • 100% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 94% 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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