House Sitting Caldwell

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Caldwell, 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: Robyn S.
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Robyn S.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
East Troy, WI, 53120

“Came ahead of time for a Meet n Greet. Was on time the day I needed and stayed a little longer than I requested. All went well.”

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Charlie R.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 87 reviews
18 repeat clients
4 years of experience
Mukwonago, WI, 53149

“Tami did a great job with our black lab Hallie. I appreciated the extra care she gave her after our day was naughty and ate a large portion of glucosamine should not have. (She is a counter surfer). She called right away and monitored her-all was good. She also watered our plants for us which I really appreciated. This was our first time having Tami and I would highly recommend her. We are having her again at end of September. Great job!”

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Patrice M.
Sitter Profile Image: Adrianne R.
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Adrianne R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 reviews
2 repeat clients
20 years of experience
Franklin, WI, 53132

“Adrianne was a great pet sitter. She confirmed quickly and set up a meet and greet. My Cavapoo gave her hugs and kisses as soon as she arrived. He likes longer walks and she was awesome to explore nearby trails and parks with him. Adrianne is personable and professional.”

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Gail S.
Sitter Profile Image: vtheine@gmail.com T.
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vtheine@gmail.com T.
from
$42
per night
5.0 out of 5 stars
• 34 reviews
9 repeat clients
50 years of experience
Oconomowoc, WI, 53066

“We have two elderly dogs that need kindness and someone to lay around with them. Vonnie was perfect! She was able to be with them. We will definitely book with her again..”

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Gail K.
Sitter Profile Image: Hannah F.
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Hannah F.
from
$69
per night
5.0 out of 5 stars
• 2 reviews
12 years of experience
East Troy, WI, 53120

“Hannah was just great, excellent communication and sweet as pie!! Respectful of the property and enjoyed my sweet Cody very much.”

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Kelley G.
Sitter Profile Image: Susana C.
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Susana C.
from
$55
per night
5.0 out of 5 stars
• 36 reviews
9 repeat clients
15 years of experience
East Troy, WI, 53120

“Susana was everything you could have wanted in an in home pet sitter. We were on vacation for almost 2 weeks and never felt uneasy about our 2 dogs or our home. We received daily photos/videos which were so appreciated. We returned to happy, healthy dogs and a clean home.”

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Karen F.
Sitter Profile Image: Michele B.
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Michele B.
from
$50
per night
4.9 out of 5 stars
• 88 reviews
8 repeat clients
31 years of experience
Palmyra, WI, 53156

“I had a great experience! Michele took wonderful care of Magggie and my home whileaway. It gave me so much peace of mind knowing my pup was comfortable at home and in great hands. Communication was excellent, everything was well taken care of, and I came home to a happy dog. I would absolutely book again and highly recommend!”

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Jessica K.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$100
per night
5.0 out of 5 stars
• 51 reviews
19 repeat clients
6 years of experience
West Allis, WI, 53227

“Stephen and Wipawee watched our dog for the second time. They took excellent care of him. They kept us informed with pictures and updates throughout our trip. They were very respectful of our home and even brought in our mail and took our trash out to the curb. 100% recommend them and will definitely ask them to dog sit again in the future!”

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Kristin L.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$45
per night
5.0 out of 5 stars
• 34 reviews
5 repeat clients
10 years of experience
East Troy, WI, 53120

“Morgan took great care of Myles while I was away.”

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Melissa P.
Sitter Profile Image: Aimee R.
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Aimee R.
from
$35
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
20 years of experience
Waukesha, WI, 53186

“Aimee was great. She made sure the pups were loved the entire time and these two bulldogs want to be with people. Aimee kept the pups happy the entire time. Aimee communicated great and was very responsive if I checked in on things myself. I definitely recommend Aimee...as long as it isn't during a time where I would love her to stay with my pups, lol.”

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Doug H.
Sitter Profile Image: Daija H.
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Daija H.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
11 years of experience
Milwaukee, WI, 53226

About: From working/volunteering at shelters to pet sitting for friends and family, I have 10+ years of experience caring for furry friends of all ages, personalities, and sizes! Most all of my pet care has been limited to cats and dogs, but I am willing to work with small critters, birds and reptiles with the right care instructions/tutorials. I am not typically squeamish, so I am open to handling clean up and medication - please message me for specifics. As a dog mom myself, I understand that each pet requires different levels of care and attention, and am willing to meet them where they’re at! However, I do not offer training services and might not be the most compatible caretaker for pets that exhibit aggressive behaviors (I am open to discussing). Additionally, I am a full time graduate student, so care in the early morning and evenings will work best for my week day schedule. I will be available some holidays (i.e., Thanksgiving). My availability may also change from time to time, so please be sure to check my profile or message me. Choosing me means your pet will receive quality care, and that all the updates you receive will include cute pics! As a full time student, my weekday availability might mean limited check-ins, but your pet is always the priority! - Monday & Tuesday: 6:00 AM - 7:30 AM; after 5 PM - Wednesday: 6:00 AM - 7:30 AM; after 7 PM - Thursday: 6:00 AM - 7:30 AM; after 5 PM - Friday: 6:00 AM - 8:00 AM; after 3:00 PM - Saturday & Sunday: Flexible! I will need a few hours in the morning and some afternoons to volunteer. For pet sitting, I can provide the following: - Feeding and hydration - Exercise and play - Maintenance and cleaning of pets environment (e.g., litter box, crate, etc.) - Medication administration - Light housekeeping (e.g., bringing mail in, watering plants, taking out trash, etc.) - Text/photo/video updates

Sitter Profile Image: Joseph M.
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Joseph M.
from
$80
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

“Joseph was great! Our dog Rudy has many health issues and a lot of attention with his medications. He did a great job giving him his meds. He was also great with texting us and sending us pictures.”

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Dennis D.
Sitter Profile Image: Nicole J.
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Nicole J.
from
$35
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

“Nicole was amazing! Watched our pets/apartment over the weekend and did a great job. She sent updates with photos and videos and did a great job giving the cats mental enrichment. Would recommend Nicole’s pet sitting services to anyone!”

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Arman B.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 41 reviews
13 repeat clients
12 years of experience
Racine, WI, 53402

“We were extremely pleased with the diligent care Monica provided for our 4-year-old Miniature Australian Shepherd. She did an excellent job not only watching Jaco, but also taking great care of our home while we were away. It gave us real peace of mind knowing everything was in such good hands. We would absolutely use Monica again and highly recommend her to others.”

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Janine B.
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

“Excellent, prompt communication when scheduling sitting and while we were away. Daily updates and pictures were so great to receive. Came home to a clean home and happy dog!”

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Tracy K.
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 70 reviews
14 repeat clients
10 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: Nevaeh Z.
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Nevaeh Z.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Menomonee Falls, WI, 53051

About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 3 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.

Sitter Profile Image: Michaela K.
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Michaela K.
from
$75
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
3 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“Micheal’s was wonderful she got along great with Ka’lua. She gave Ka’lua her meds like a champ. I will call Micheal’s again”

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Tammy L.
Sitter Profile Image: Nico S.
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Nico S.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
4 years of experience
Racine, WI, 53402

“Nico is friendly, knowledgeable and responsible. She took great care of our dogs including a senior who needed medications and some extra TLC. She’ll be our first choice for dog sitting in the future.”

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Mary Jane T.
Sitter Profile Image: Lauren S.
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Lauren S.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Greenfield, WI, 53221

“Lauren is fantastic! Very trustworthy, kind, responsive and our pups love her!”

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Sarah H.
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The median cost per night for house sitting in Caldwell is $50

Pet parents share their Rover experiences - Caldwell

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5.0 out of 5 stars

Josie was such a thoughtful and caring caregiver for our puppy. She made sure to provide updates and lots of pictures and was very responsive. Could not recommend her enough! 😊

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Erin M.
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.

How to book house sitting

  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 - Caldwell

Select a filter and find qualifying sitters offering house sitting.

Sitters in Caldwell average 4
repeat house sitting clients

FAQs for House Sitting - Caldwell

Frequently asked questions about Rover

As of November 2026, there are 1,367 sitters on Rover offering House Sitting across Caldwell. 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 Caldwell 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 Caldwell 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 Caldwell 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Caldwell. On Rover:

  • 88% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% 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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