House Sitting Rutland

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Rutland, 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: Madalynn L.
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Madalynn L.
from
$30
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
15 years of experience
Oregon, WI, 53521

Madalyn was awesome! All the dogs and even the cat enjoyed their time with her. We came home to happy pets and the house just as we left it. Highly recommend.

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Don C.
Sitter Profile Image: Marcia S.
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Marcia S.
Star Sitter
from
$40
per night
4.9 out of 5 stars
58 reviews
15 repeat clients
15 years of experience
Stoughton, WI, 53589

We had to travel to Stoughton for our daughter's wedding. Our 11 1/2 year old Teddy Bear (his name is Remington) has never been left alone for any extended time his entire life. We've tried kenneling a couple and he just cannot handle it - once was disastrous. He traveled with us to the wedding and we stayed at the local Tru hotel. Remington is quite anxious most of the time and can be unpredictable with strangers. Marcia came to our small hotel room and stayed with him for over 6 hours while we attended the wedding. On the night before the wedding (Friday), Marcia made special accommodations to spend time with him while we attended the rehearsal dinner. Quite to my surprise, Remington connected to her very quickly. Her pleasant and gentle demeanor made him instantly comfortable. When Marcia arrived on Saturday, his tail wagging made it clear he was genuinely happy to see her again. Leading up to this, we experienced some added stress regarding his care - a child's wedding is stressful enough. Upon Marcia's arrival on Friday evening, it became almost instantly clear we needn't to be concerned about the care of our little man and a stress point relief was eliminated -something that was much needed. Marcia is absolutely wonderful with animals - even ones like ours who can be rather unpredictable with strangers. I cannot recommend her services highly enough. If you need care for your pet, in the area, I strongly recommend you see if she is available. You will not be disappointed.

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Sara A.
Sitter Profile Image: Sydney W.
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Sydney W.
Star Sitter
from
$25
per night
5.0 out of 5 stars
36 reviews
13 repeat clients
4 years of experience
Oregon, WI, 53575

Sydney was great! The dogs loved her and they were well taken care of. We got pictures of them being their loving (needy) selves. The house was taken care of as well.

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Don C.
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 was excellent! She sent us regular updates and was very professional. Maddi made sure our dogs and house were well cared for while we were away.

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Travis T.
Sitter Profile Image: Dayna V.
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Dayna V.
from
$45
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
25 years of experience
Stoughton, WI, 53589

About: I have parented and fostered dogs for more than 20 years. I believe that every animal has their own special personality and needs and I do my best to recognize and honor that. I currently have 3 gentle playful smaller dogs that love visitors. My dogs live everywhere i do, on the couch and bed. I can manage feeding schedules and any medication as needed (including injections). I have been through it all! I work part-time from home (I’m a writer). I am almost always home unless running errands or taking the dogs to a dog park.Dogs are life and life is good. I have a fenced and secured backyard with a covered deck. Dogs have access to the yard all day unless it’s raining. We have 3 gentle friendly dogs: Maisie, 14 (17 lb dachshund poodle, very chill/frequent napper), Ollie, 9 (45 pound terrier mix and a total chicken), and Cricket, 6 (20 pounds, cocker-spaniel/poodle who thinks she is the leader but has no idea how to do it).

Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$50
per night
5.0 out of 5 stars
21 reviews
12 repeat clients
20 years of experience
Oregon, WI, 53575

Jennifer stayed with our dog and two cats for a few hours while we were out of town. She was easy to communicate with, asked important questions about what our animals needed, was timely, and flexible with our changing schedules. Our animals were comfortable in her presence, and didn't seem to miss us at all when we got home. We would definitely recommend Jennifer as a pet sitter.

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Kara and Joe L.
Sitter Profile Image: Brooke B.
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Brooke B.
from
$55
per night
30 years of experience
Evansville, WI, 53536

About: Growing up, my family always had dogs, and today animals continue to be an important part of my life. I'm a board member of a local humane society and volunteer weekly at the shelter. I also help with low-cost spay/neuter clinics, where I've worked with dogs of many ages, sizes, personalities, and comfort levels. I know every dog is different. Some want long walks and lots of playtime. Others prefer a slower pace and plenty of affection. I take the time to learn your dog's routine, personality, and needs so they can feel comfortable and secure while you're away. Friends and colleagues describe me as dependable and patient. I pay close attention to details, communicate clearly, and genuinely enjoy spending time with animals. Whether your dog needs exercise, companionship or simply a familiar routine, I'll care for them as if they were my own. My goal is simple: for your dog to feel safe, happy, and loved, and for you to have complete peace of mind while you're away. Pet care fits naturally into my weekly routine. I work as an entrepreneur and consultant, which gives me flexibility to schedule visits, walks, feedings, and check-ins throughout the day. Because I manage my own schedule, I'm often able to accommodate pets who need consistent care, medication reminders, multiple daily visits, or extra attention while their families are away. I intentionally limit my commitments so I can provide dependable, personalized care rather than rushing between appointments. When I accept a booking, I make your pet's wellbeing a priority. I'm happy to provide overnight house sitting in your home. Many pets are most comfortable staying in their familiar surroundings, keeping their normal routines, and receiving one-on-one attention in a place they know and trust. When caring for your pets, I'll follow your instructions closely, including feeding schedules, walks, medications, litter box cleaning, playtime, and any other routines that are important to your household. I'll also send regular updates and photos so you can stay connected and know how your pets are doing while you're away. I understand that hiring a house sitter means trusting someone with both your pets and your home. I take that responsibility seriously. I'll treat your home with care and respect, keep things tidy, and leave everything as I found it so you can return home to happy pets and peace of mind.

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

Tatyana was great with my pups! She provided the perfect amount of updates and even left me flowers and a note congratulating me on my first home purchase ☺️

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Samantha K.
Sitter Profile Image: Phillip W.
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Phillip W.
from
$70
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
23 years of experience
Stoughton, WI, 53589

I can’t say enough good things about working with Phillip! He was kind, professional, and easy to trust with our two hyper and reactive doggos. Above all, it was such a relief to know that our fur babies were being cared for by someone who loved dogs as much as we do!!! We simply relaxed and enjoy our vacation! Thank you, Phillip!

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Gail G.
Sitter Profile Image: Monica M.
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Monica M.
from
$55
per night
5.0 out of 5 stars
9 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: Amanda R.
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Amanda R.
from
$45
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
30 years of experience
Oregon, WI, 53575

Amanda was a godsend when our house sitter cancelled last minute. We met her first then her with her dog, Sedona, and I knew right away this would work out really well. You see my dog, Millie, doesn’t warm up to people easily and doesn’t always play nice with other dogs but Millie instantly liked both of them. Amanda stayed at our house along with Sedona, so Millie was spoiled having her two new friends stay with her. They went on many walks and Amanda sent me lots of pictures while we were gone. I will definitely use Amanda again!

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Debi P.
Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
4.8 out of 5 stars
6 reviews
1 repeat client
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: Tucker S.
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Tucker S.
from
$42
per night
5.0 out of 5 stars
7 reviews
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: Anastacia T.
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Anastacia T.
from
$30
per night
5.0 out of 5 stars
4 reviews
11 years of experience
Fitchburg, WI, 53713

Stacia was awesome! Our pups were happy to have us home but seemed to be well taken care of and not extra needy and they gave her lots of love before she left! We will definitely use her if she's available on our next trip.

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John K.
Sitter Profile Image: Leo D.
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Leo D.
from
$25
per night
4.8 out of 5 stars
5 reviews
1 repeat client
9 years of experience
Brooklyn, WI, 53521

Leo did a great job taking care of Smokey (our cat) and house sitting. We will book with him again when the need arises.

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Tracy H.
Sitter Profile Image: Ashley S.
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Ashley S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
10 years of experience
McFarland, WI, 53558

Ashley was a dream sitter! Our shy, skittish pup fell in love with her immediately — he looked so happy and at ease even in the very first picture she sent! She was communicative, followed his medicine regimen, and clearly cared about him. We wouldn’t trust just anyone to be with our boy during his least favorite day of the year (July 4), but Ashley went above and beyond to make sure their time together was safe and fun!

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Emily G.
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 took excellent care of our cat, dog, and home! Our dog is fairly nervous, and our cat required medication but Karina handled it all with patience and care and kept us updated with photos and texts throughout the weekend. We’ll definitely be reaching out next time we need someone to look after them!

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Kelsey W.
Sitter Profile Image: Ann L.
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Ann L.
from
$55
per night
5.0 out of 5 stars
11 reviews
1 repeat client
3 years of experience
Oregon, WI, 53575

Ann took care of our 2 boxers while we were away for 6 days and she did a great job. The dogs seemed to be very relaxed when we came back, which is always a good sign. She sent us videos and kept us updated.Ann is very easy-going and I would definitely hire her again for our pups.

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Iulia B.
Sitter Profile Image: Ellen T.
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Ellen T.
from
$35
per night
5.0 out of 5 stars
3 reviews
9 years of experience
Greenbush, Madison, WI, 53715

About: I've spent most of my life around animals and have cared for both cats and dogs of all ages for friends and family since high school. I have a soft spot for older pets, so I understand that they often need more attention, which I am happy to provide. Whether it's sticking to a routine, administering medication, or keeping company, I'm comfortable handing your pet's unique needs. I currently don't have my own pet, but I'd love to care for yours! I'm currently a graduate student who is working from home for most of the summer, so I am available weekdays and weekends to care for your pet. I love taking screen-time breaks throughout the day, and taking care of animals is a great way to do so. I treat every home visit with diligence and respect. I follow routines closely and make sure your animal(s) and home are secure before, during, and after my visit. I appreciate detailed instructions and will send updates as frequently as you'd like.

Sitter Profile Image: Marcela M.
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Marcela M.
from
$70
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
5 years of experience
Madison, WI, 53711

She took great care of Odara and the kitties again! Very attentive and sent us videos and pictures every day

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James W.
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The median cost per night for house sitting in Rutland is $50

Pet parents share their Rover experiences - Rutland

1 / 1
5.0 out of 5 stars

Madalyn was awesome! All the dogs and even the cat enjoyed their time with her. We came home to happy pets and the house just as we left it. Highly recommend.

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Don C.
House Sitting
5.0 out of 5 stars

Amanda takes great care of our senior lab! She sends lots of pictures and is great with updates, we really appreciate it!

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John D.
House Sitting
4.0 out of 5 stars

Leo did a great job taking care of Smokey (our cat) and house sitting. We will book with him again when the need arises.

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Tracy H.
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.

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

Sitters in Rutland average 4
repeat house sitting clients

FAQs for House Sitting - Rutland

Frequently asked questions about Rover

As of July 2026, there are 877 sitters on Rover offering House Sitting across Rutland. 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 Rutland 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 Rutland 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 Rutland 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 Rutland. On Rover:

  • 95% 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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