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: 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 used Marcia while we were away from our very spoiled Rottweiler for a week. Bella bonded with her immediately so we knew she was the best fit. We came home to a spotless house and a very content pooch. I would give her 10 stars if I could. Bella required medications 3 times per day and Marcia was right on top of that. We hope we can use her again soon.

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Patricia F.
Sitter Profile Image: Sydney W.
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Sydney W.
Star Sitter
from
$27
per night
5.0 out of 5 stars
37 reviews
14 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: Madalynn L.
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Madalynn L.
from
$30
per night
5.0 out of 5 stars
11 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: River P.
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River P.
from
$35
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Madison, WI, 53711

River did great job taking care of my two big dogs while I was away for 4days. He sent pictures and updates. Very responsive and accommodating when I had to add another day. We'll be contacting River again!

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Amy T.
Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
4.8 out of 5 stars
6 reviews
2 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: Allison B.
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Allison B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
40 reviews
7 repeat clients
8 years of experience
Janesville, WI, 53546

Allison was amazing!! She provided daily updates and photos of my pets and took great care of my house while I was away! I would recommend her to anyone and trust her to watch my pets again!

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Hannah R.
Sitter Profile Image: Jen C.
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Jen C.
from
$55
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Eastmorland, Madison, WI, 53714

I booked Jen to sit my senior dog who is very sweet but particular, and she did a fantastic job. Super clearly asking about his needs and his schedule so I could go on a family trip with no worries about my boy. Super timely and clear updates with fantastic pictures that made me feel immediately comforted. I’m looking forward to booking with Jen again when Peanut needs some extra care.

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Marian A.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
3 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: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
77 reviews
23 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana is great with our dog. She was very understanding to a last minute change. Communication is great! Sent pictures and updates after her visits. Highly recommend.

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Rhonda S.
Sitter Profile Image: Dayna V.
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Dayna V.
Star Sitter
from
$75
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
25 years of experience
Stoughton, WI, 53589

Dayna was amazing! She sent us updates through our trip, including photos. She made our trip so much more relaxing knowing our pups and kitty were in good hands! You won’t be disappointed if you hire her!

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Jessica L.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
48 reviews
15 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Elizabeth was amazing with my dog while I was traveling for work. She sent daily updates and many pictures. I would definitely use her services again.

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Fernanda R.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$50
per night
5.0 out of 5 stars
26 reviews
13 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: 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: 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: Amanda R.
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Amanda R.
from
$45
per night
5.0 out of 5 stars
11 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: Maureen H.
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Maureen H.
Star Sitter
from
$65
per night
4.9 out of 5 stars
17 reviews
4 repeat clients
20 years of experience
Madison, WI, 53705

Maureen did a fantastic job taking care of our dog. She was reliable, friendly, clean, and responsive to all our messages. She even sent us photo updates reassuring us that all was going well. We will definitely ask for her help in the future!

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Nicole H.
Sitter Profile Image: Devon H.
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Devon H.
from
$27
per night
5.0 out of 5 stars
1 review
2 repeat clients
28 years of experience
Madison, WI, 53705

My pets had a great time with Devon, who was communicative with any questions and reported on how they were doing. When I returned, all 3 pets were happy and rested. I am definitely contacting him again.

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Wendy B.
Sitter Profile Image: Ann L.
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Ann L.
from
$55
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
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: Ashley S.
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Ashley S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
35 reviews
13 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: Emma W.
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Emma W.
from
$45
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
5 years of experience
Cottage Grove, WI, 53527

Emma was absolutely fantastic with our large dogs! They are a bit high maintenance in their own ways but they were taken care of perfectly! Will absolutely be booking again in the future!

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Young A.
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The median cost per night for house sitting in Rutland is $50

Pet parents share their Rover experiences - Rutland

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5.0 out of 5 stars

Amanda was extremely communicative, sent lots of photos, and helped our nervous dog through 4th of July weekend. Would absolutely recommend!

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Bethany J.
House Sitting
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
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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Find pet care near you

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 - Rutland

Select a filter and find qualifying sitters offering house sitting.

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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