House Sitting Darien

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

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Over 12
pet parents in Darien have booked house sitting

Darien, 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.

1 / 1
Sitter Profile Image: Ian M.
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Ian M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
4 years of experience
Janesville, WI, 53546

Ian was an absolute life saver! After another person backed out less than 48 hours before my husband and I were scheduled to leave town for several days, Ian answered my last minute request, and saved the day! He came to meet us and our dog the same evening as the request, and immediately established a rapport with our dog. While we were gone, he kept us updated on how things were going, and was very responsive to requests. I would love to have Ian stay with our dog again, and would highly recommend him to anyone!

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Meredyth P.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
44 reviews
7 repeat clients
8 years of experience
Janesville, WI, 53546

We all loved Allison! The boys were well taken care of! She left my home perfect! Thank u Allison i will definitely ask u again for Sailor and Bear!

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Cynthia J.
Sitter Profile Image: Jack F.
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Jack F.
from
$100
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
12 years of experience
South Campus, Lake Geneva, WI, 53147

Jack took care of our puppy, while we were out of town overnight. His communication was very articulated and he was very prompt when arriving He was kind, thoughtful and very responsible. He updated us with pictures of our puppy during his stay. When we arrived home all was good. He even wash her doggy bowls. And during one of our communications, he was thoughtful to ask if I wanted him to make the bed, or strip the sheets in the bedroom he was staying in. I hired Jack in a heartbeat again.

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Karyn J.
Sitter Profile Image: Olivia H.
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Olivia H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
24 years of experience
Harvard, IL, 60033

Olivia watched our Pup, and cats while we were out of town for a couple of days. She sent pictures of them and followed all the instructions we left for her. Thanks Olivia!

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Si J.
Sitter Profile Image: Danielle L.
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Danielle L.
from
$45
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
12 years of experience
Janesville, WI, 53548

Danielle was wonderful with my pups! Along with TLC, she was able to handle their challenges and keep them happy and healthy. I loved the pics she sent and immediately responded to any check-ins or just my missing them and needed to see a picture right now!

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Bebe B.
Sitter Profile Image: Michelle E.
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Michelle E.
from
$65
per night
5.0 out of 5 stars
44 reviews
14 repeat clients
42 years of experience
Rockford, IL, 61107

Best dog sitter ever! She sent photos, and videos, the doggies loved her. She gave them 2 walks a day, and even cleaned our house. How nice it was to come home and have happy fur kids, and a clean house!

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James P.
Sitter Profile Image: Hayley M.
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Hayley M.
from
$45
per night
5.0 out of 5 stars
14 reviews
1 repeat client
14 years of experience
whitewater, WI, 53190

Hayley did a great job with our girls. I can always tell when they are well cared for because when we come home they barely notice we are gone. And they let us know if they are not! :) Hayley kept me well informed and sent pictures. Definitely recommend!

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Carrie M.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$35
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
15 years of experience
Darien, WI, 53114

Hannah is wonderful! We felt super comfortable with her at our meet & greet. And it’s safe to say our dogs & cat felt the same way. She took great care of our doggos, had great communication & sent us the perfect amount of pictures. Very respectful of our home as well! We will be 100% having her dog/house sit for us again. :)

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marissa g.
Sitter Profile Image: Terri T.
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Terri T.
from
$70
per night
4.9 out of 5 stars
83 reviews
23 repeat clients
20 years of experience
Burlington, WI, 53105

Terri was the best sitter I’ve ever had. I have had dog/house sitters for 15 years and this is the first time I felt totally comfortable. Terri messaged me at feeding times, when my Weimaraners received their meds, and texts about how they were doing. I received pictures of my Girls and I could see they were happy! Terri is a true professional in all aspects. I would never use anyone else, felt so secure with her. I have found my forever animal sitter. I promise Terri will go above and beyond. I’m so happy I found Terri?

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Vicki B.
Sitter Profile Image: Kimberly W.
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Kimberly W.
from
$30
per night
5.0 out of 5 stars
2 reviews
40 years of experience
Delavan, WI, 53115

Kimberly was incredibly kind and gentle with my anxious pup, and gained her trust. She provided regular updates and left the house looking better than when I left it. Thank you, Kimberly!

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Jennifer A.
Sitter Profile Image: Jordan G.
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Jordan G.
from
$25
per night
5.0 out of 5 stars
66 reviews
16 repeat clients
15 years of experience
Algonquin, IL, 60102

This was the first time using Rover, and we were a little nervous having someone take care of our dogs for so long, but Jordan was amazing. She communicated with us throughout our Europe trip by sending pictures and explanations of what has been going on. She seemed to really engage with the care of our fur babies, and sent us daily updates. The pups really loved her and we did too. I would definitely recommend Jordan and use her in the future!

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Andrea C.
Sitter Profile Image: Reggi W.
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Reggi W.
from
$100
per night
4.9 out of 5 stars
143 reviews
56 repeat clients
30 years of experience
Rockford, IL, 61107

Reggi was prompt and professional with all aspects of the visit and the communication leading up to the visit. Definitely looking forward to booking with Reggi next time!

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Daniel L.
Sitter Profile Image: Megan s.
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Megan s.
from
$40
per night
5.0 out of 5 stars
5 reviews
8 years of experience
Delavan, WI, 53115

About: I've had my own rescue pup for 8 years, he is my pride and Joy. I have always loved animals and nothing makes me happier than being around them, Happy dog happy life! Your pets well-being is my top priority. Whatever your furry friend may need I can happily accommodate. I assisted at an in home boarding business for 4 years. I worked with all different breeds, ages, health conditions, and personalities! I also cared for Labrador pups from birth to when they were ready for the perfect home. I volunteered at Valley of the kings working mainly with the hundreds of rescue cats. I've also worked with farm animals and a few exotic animals at the sanctuary. I currently have a very open schedule, most days and most times work. Early morning can be arranged as well as late night, of course everything in-between. I am always very patient and loving with animals. I'll take the time to bond with your furry friend to establish trust and make sure the care is the best possible for them.

Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
10 years of experience
Watertown, WI, 53094

Kristin was great, came home to a very happy puppy and she had a great time with her. I was sent lots of pictures of a happy cuddled pup. I would recommend Kristin to anyone

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jordan o.
Sitter Profile Image: Abby K.
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Abby K.
from
$55
per night
4.8 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Bristol, WI, 53104

Abby was the best dog sitter/house sitter. Raya will truly miss the time she spent with her. We will re-book with Abby in the future! Thank you!

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Brittany P.
Sitter Profile Image: Ava B.
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Ava B.
from
$80
per night
5.0 out of 5 stars
2 reviews
18 years of experience
Elkhorn, WI, 53121

Ava did a great job watching our dog Jynx. He was happy when we came home and she took good care of the house. I would definitely recommend her to care for your pets.

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Cathy D.
Sitter Profile Image: Declan G.
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Declan G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
50 reviews
20 repeat clients
10 years of experience
Antioch, IL, 60002

Declan was fantastic with our two labs! He is super accommodating to specific schedules and care requests and was really responsive. We loved our daily pictures! Definitely would recommend him and work with him again.

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Stephanie F.
Sitter Profile Image: Dominique H.
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Dominique H.
from
$60
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
New Berlin, WI, 53151

Dominique did an exceptional job house sitting my two large dogs for 3 nights. His communication was consistent and reliable. I appreciated his attention to detail for each dog and their unique quirks. My home was just how I left it upon my return. Water bowl was full and my pups were happy! I fully recommend Dominique and have already booked another sitting with him.

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Natalie C.
Sitter Profile Image: Mia H.
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Mia H.
from
$60
per night
3 years of experience
Williams Bay, WI, 53191

About: I love all pets and I have had the privilege of caring for family and neighbors dogs for days at a time while they are gone over the last few years. I’m very active and I run or walk most days so having a dog to do it with makes things more fun! Last year I had the opportunity to foster an elderly German Shepard in my college apartment and my friends and I had so much fun taking her on walks and playing with her. This year I will not be able to foster, but I am still hoping to make a difference in dogs and peoples lives using Rover! I am currently an undergrad student at the University of Tampa and besides a having a few classes throughout the week, my schedule is pretty lenient, so I am hoping to spend my spare time hanging out with and caring for your pet! I am available for boarding anytime of the week and can check up on dogs between classes and other commitments. I am also available most mornings and nights for long walks. I would like to come visit your dogs beforehand so we can get to know each other and learn exactly how they should be handled! In the past I have dealt with dogs that are agitated around other dogs, so I know how to handle them on a walk and won’t go anywhere or do anything you are uncomfortable with.

Sitter Profile Image: Jamila M.
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Jamila M.
from
$65
per night
4.9 out of 5 stars
97 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

We were so lucky to have Jamila watch our pups for the past two Christmases. She is a trustworthy sitter, and I appreciate the pictures and updates she provided. We will be using her again!

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STEPHANIE R T.
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The median cost per night for house sitting in Darien is $50

Pet parents share their Rover experiences - Darien

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5.0 out of 5 stars

Very outgoing. Great at sending pictures and updates while I was gone! Felt no worries and that I could trust her with my fur babies 100%. Would definitely use her again for future trips!

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Hannah R.
House Sitting
1 / 1
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  • 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

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  • 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
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Popular requests for house sitting - Darien

Select a filter and find qualifying sitters offering house sitting.

Sitters in Darien average 3
repeat house sitting clients

FAQs for House Sitting - Darien

Frequently asked questions about Rover

The average cost for House Sitting in Darien on Rover is $38.85 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 380 sitters on Rover offering House Sitting across Darien. 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 Darien 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 Darien 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 Darien 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 Darien. On Rover:

  • 96% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 100% 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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