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: Josephine P.
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Josephine P.
from
$39
per night
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
Mukwonago, WI, 53149

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.
Sitter Profile Image: Brandi W.
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Brandi W.
from
$35
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

Brandi is absolutely the best, wonderful with our two dogs, and consistently winning over our high anxiety and shy lil’ baby. We highly recommend Brandi if you are looking for a reliable dog sitter with heart.

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Shenlee S.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
80 reviews
18 repeat clients
20 years of experience
Delafield, WI, 53018

Tara is amazing! Tara stayed with our two puppies for 4 nights at our house. Tara is so kind and a great communicator. We got lots of pictures and updates. The puppies were so happy and well taken care of. Our dogs were for sure disappointed when their time with Tara ended.

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Olga L.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
103 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

Patricia was very attentive and detail oriented, and she made sure to cover all of her bases when preparing to care for our pup. She is experienced and professional. I would absolutely hire her again and recommend her to others!

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Lauren P.
Sitter Profile Image: Madelyn G.
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Madelyn G.
from
$27
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Raymond, WI, 53126

Madelyn was great when she watched our dog Cooper when we were on our week long road trip. She was very communicative and we could tell she took great care of Cooper. We definitely will book her again.

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Tim and Molly H.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
73 reviews
14 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami is great. Our dogs are kind of weirdos, but she figured out their unique personalities quickly and sent lots of photos and updates. We will definitely hire her again!

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tbigari
Sitter Profile Image: Makayla D.
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Makayla D.
from
$75
per night
5.0 out of 5 stars
30 reviews
13 repeat clients
20 years of experience
Muskego, WI, 53150

Makayla is great. She’s the best we’ve found on Rover yet.

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Amanda B.
Sitter Profile Image: Alyson L.
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Alyson L.
from
$28
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Brookfield, WI, 53045

I’ve used Alyson twice now and she’s great. Reliable, communicative, friendly. Highly recommend!

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Cindy G.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$70
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle cared for our two dogs at our home for the last 5 days/nights. We came home to happy dogs and a well cared for home. During our initial meet and greet, we immediately felt that we can trust Michelle with our dogs and our home and we were right. Michelle is a gem!!

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

Finally! We have found the perfect cat and house sitter. Terri did an amazing job taking care of both while we were gone for 2 weeks. Our house was just as clean as I left it (I am a little OCD when it comes to that) and our little ball of fur was happy. Terri sent pictures daily and updated us each day with how Callie was doing. You could tell from the pictures our kitty was relaxed and comfortable with Terri. I would highly recommend Terri to anyone looking for someone to care for their furry family member and home. She is amazing!!

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Sondra B.
Sitter Profile Image: Samantha C.
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Samantha C.
from
$28
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53189

Sammie was a fantastic sitter for our little guy. Took lots of picture updates which was very appreciative. She left the apartment in better shape than it was before and was extremely responsible and trustworthy. Could not recommend her more and will certainly be booking again! 😊

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Erin M.
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
32 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: Stephanie C.
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Stephanie C.
from
$30
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
5 years of experience
Mukwonago, WI, 53149

About: I grew up with two small dogs and adore them with my heart. I have house sat and caregived for different family friends. I have experience with caregiving for elderly and adults with special needs while taking care of pet needs as well. I love fitness and enjoy walking or running with dogs. I work part-time as a personal trainer and fitness instructor. My schedule is currently flexible as I continue to build up my clientele. There are some down times that I'm willing to take care of your dog. I will take care of your dog according to your request and pet's needs. If you need me to feed or take them potty at a certain time, I will be diligent to meet your expectation. If you need me to love or give attention to your pup, I can do that as well.

Sitter Profile Image: Jason B.
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Jason B.
from
$80
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
45 years of experience
Burlington, WI, 53105

We booked Jason for house sitting with our dog who has separation anxiety and does not do well in a boarding environment. Jason is great with our dog! Jason came into our house and our dog immediately migrated to him. Jason provided ample walks and gave our dog personalized attention. His wife Emily is also a dog sitter on this site and she has watched our dog too! She is also amazing! We will only be using their services for our dog! We love the husband and wife team!

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Jennifer E.
Sitter Profile Image: Hannah D.
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Hannah D.
from
$100
per night
5.0 out of 5 stars
48 reviews
16 repeat clients
28 years of experience
Muskego, WI, 53150

Hannah was very communicative and attentive to our cats while we were out of town! She sent many great photo updates and spent lots of time with the cats.

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Meredith W.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$45
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Mukwonago, WI, 53149

Ashley is always great.

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

Allison was great. She took good care of my animals, brought in packages, and even stayed an extra day on short notice. I would use her again.

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Tessa D.
Sitter Profile Image: Heidi B.
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Heidi B.
from
$50
per night
5.0 out of 5 stars
44 reviews
14 repeat clients
32 years of experience
Caledonia, WI, 53402

Heidi was truly amazing… She really took great care of my little guy while he was in recovery after an unexpected surgery. She kept me in the loop on everything that was happening and really helped keep my mind at ease when I was unable to be there. Very grateful to have found her, and will definitely use again in the future.

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Jennifer G.
Sitter Profile Image: Amber K.
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Amber K.
Star Sitter
from
$40
per night
4.8 out of 5 stars
12 reviews
6 repeat clients
10 years of experience
Waukesha, WI, 53186

Amber is amazing, she came over and our dogs took to her immediately. Our oldest puppy can be a little challenging due to her being skittish, but Amber’s personality and energy helped ease her nervousness. Very reliable, and was able to help us out on short notice. I HIGHLY recommend!

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Shenlee S.
Sitter Profile Image: Abigail B.
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Abigail B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
71 reviews
16 repeat clients
18 years of experience
Muskego, WI, 53150

Abigail was absolutely amazing with my pets. She was super fast responding to my inquiry, and agreed to help us out even though it was very short notice. She was prompt and friendly at our meet and greet. She sent me thorough updates and photos every time she was at the house with my babies. She brought in packages and even took the trash out. The house was left clean and tidy and my babies were happy and healthy. Abigail dispensed medication to our senior dog and protected her from our rambunctious puppy. She even helped with our bunny and gave water to the reptiles. It was a bit scary having to find a new sitter last minute (our old one is no longer pet-sitting) so we could travel for a funeral, but it was such a relief to find Abigail and know my pets were in great hands. I didn’t worry about them at all. She totally put my mind at ease with her caring and thoughtful messages to let me know how things were going and she put a smile on my face with the cute photos she sent. I simply could not recommend her enough. I will definitely be using her again.

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Shayna R.
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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
1 / 1
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  • 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

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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

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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 August 2026, there are 1,423 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 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 Caldwell. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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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