House Sitting Caldwell

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

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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: Lydia M.
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Lydia M.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
1 year of experience
Big Bend, WI, 53103

“We couldn’t have asked for a better sitter for our precious and energetic boy! She was so personable, caring, and attentive, and it was clear right away that he was in great hands. She kept us updated with pictures, which we absolutely loved, and was very responsive from the get-go. We felt completely comfortable knowing he was being well cared for. We would definitely recommend her and would happily have her care for our boy again! ❤️🐾. Thanks Lydia!!”

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Kandace Z.
Sitter Profile Image: Stephanie S.
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Stephanie S.
from
$50
per night
4.9 out of 5 stars
• 67 reviews
26 repeat clients
28 years of experience
Mukwonago, WI, 53149

“Stephanie has stayed in our home with our 2 dogs four times as of May 26 and I rebooked her services again for later this summer. Stephanie does a great job with our pets and they love when she comes to visit. I never worry about them when she is here. She is very responsive and takes great care of the dogs and sends lots of pictures and videos! I definitely recommend Stephanie for caring for pets.”

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

“We loved having Pat watch our 2 fur boys. She sent pics and texts and we felt so comfortable knowing that Dill and Rocky were in great hands!!”

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Linda G.
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

“Andrianne was wonderful! She was communicative throughout her time with Tex. Pictures often! She Not only took good care of our precious dog, but Our Home as well! I would highly recommend Adrianne for your pet sitting needs! We will definitely be using her again! Words I would use to describe her: kind, trustworthy,friendly!”

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Pamela W.
Sitter Profile Image: Kimberly F.
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Kimberly F.
from
$40
per night
4.8 out of 5 stars
• 24 reviews
4 repeat clients
18 years of experience
Waukesha, WI, 53188

“Kimberly was fantastic in every way! She was so caring of Sunny who became quite ill while under her care. She handled everything professionally and compassionately. She went over and above, even accompanying our son to the vet.”

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

“We LOVED Abigail! It was so comforting to know our cat was getting the snuggles he would normally get when we are home- we hope to see more of Abigail in the future!”

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amanda l.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
• 23 reviews
2 repeat clients
25 years of experience
Waukesha, WI, 53188

“Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!”

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Marit S.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$70
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Mukwonago, WI, 53149

“Kayla did a great job watching my Bella and staying at my place. Returned this evening and everything was tidy and clean. Bella was very happy! I highly recommend her for any pet sitting needs! Thanks again Kayla!!!!!”

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Peg H.
Sitter Profile Image: Maria G.
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Maria G.
from
$25
per night
5 years of experience
Waukesha, WI, 53188

About: I’ve always loved dogs and have experience caring for pups of all shapes, sizes, and personalities! Whether your dog is big, small, energetic, or loves to cuddle, I’ll make sure they feel safe, happy, and loved. What sets me apart is that I treat every dog like my own, giving them plenty of attention, patience, and care. I know how important your furry family members are, and I want you to feel completely comfortable leaving them in my hands! I’m currently in college so my schedule looks like dog-sitting Friday afternoons - Monday mornings, potty breaks/drop ins are best during the week from mornings - noon! I provide care exclusively in my clients’ homes so pets can stay comfortable and happy in their familiar environment! I make sure to follow their normal routines, including feeding, walks, potty breaks, playtime, and plenty of love and attention. I understand that every pet has different needs and personalities, so I always adjust my care to what works best for them. This also includes any specific kind of care or action my client chooses for their own dog behaviorally. I also respect my clients’ homes and make sure to keep everything clean and tidy. I’m happy to provide updates and pictures so you can feel at ease knowing your furry friend is in good hands!

Sitter Profile Image: Aimee R.
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Aimee R.
Star Sitter
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: 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 completed his second house sit for my two pups (6 nights) and we continue to endorse him as a qualified / reliable sitter! Communication again proved to be consistent. Water bowls were full and my house was just how I left it. My large dogs are prone to acting out if they do not get enough attention (especially over long periods). It was great coming home and not seeing any indication of unsatisfied pups. Fully recommend!”

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Natalie C.
Sitter Profile Image: Brooklyn G.
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Brooklyn G.
from
$60
per night
10 years of experience
East Troy, WI, 53120

About: I’ve taken care of dogs of all ages from puppies to senior dogs in the last 10 years! Taking them on walks, playing fetch, bathing, and snuggling! Please reach out if you’re interested or want to ask additional questions!! Can’t wait to hear from you! I am student teaching right now so I am mostly available in the late afternoons/evenings. Usually around 4 or 5pm I’m available for walks or to let them out and play! I have a golden retriever and corgi and very friendly neighbor dogs as well! I can also use a crate in my home too for your dogs!

Sitter Profile Image: Nathan S.
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Nathan S.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
17 years of experience
Burlington, WI, 53105

About: For some reason, every dog I've ever met loves me. I absolutely adore dogs. I've been dog sitting for 17 years for friends and family. I've taken care of shy, skittish, hyper, calm, anxious, and every other type of dog personality. I have a calming way about me that dogs love. I'm incredibly trustworthy, detail oriented, careful, loving, and protective. I am willing to help out in any way needed to make your dog as happy as possible. The dog in my profile is my former dog Roxy. I rescued her from a shelter. She was my best friend. No one would choose her for a forever home because she had a lot of social needs. I was able to work with her on these needs and did a lot of training and she became an amazing dog. I can't wait to meet your dog or dogs and give them the care that they need.

Sitter Profile Image: Hazel W.
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Hazel W.
from
$35
per night
5 years of experience
New Berlin, WI, 53146

About: I grew up in a household with dogs, cats, and many other animals, so caring for pets has always been a part of my daily life. I recently worked in a vet clinic for many months, which gave me greater exposure to animal health and responsible pet care. I also cared for a senior cat for many years and gained experience managing medical and nutritional needs, administering medications, and paying close attention to changes in behavior or health. I currently have all day on most days to do to drop-ins and dog walks! I am available after 4:30 for house sitting, depending on what your pups’ needs are. Your pet’s safety and comfort are my top priorities. I take the time to learn each pet’s routine, personality, and individual needs so they can feel comfortable and cared for while you’re away. I’m responsible, attentive, and happy to follow detailed instructions, including medication, feeding, and other special care.

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

“Jeremy was delight for dog and house sitting, he truly loves being with dogs and it shows. I would highly recommend him for your pet care needs!”

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Andrea B.
Sitter Profile Image: Stajia W.
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Stajia W.
from
$50
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
15 years of experience
West Allis, WI, 53227

About: Hello my name is Stajia and I’m 29 years old. I work as a Medical Assistant, and am in school online for my bachelors. I have a pretty flexible schedule, and looking forward to watching your furr puppies. I grew up with dogs in my home, I’ve volunteered at the humane society dog walking, I’ve watched several family members pets. I currently work full time but I am very flexible. I travel for work so I am always stopping at home in between. I will be able to make sure your furr baby gets all of the love & attention they need. I have more than enough space in my home for your furry baby to play, relax, and feel comfortable during their stay. I also have a friendly 1-year-old dog of my own who loves having company and can help your pup feel comfortable, happy, and right at home. I’m also a mom of three daughters, ages 5 months, 9 years, and 10 years old. My older girls absolutely love dogs and enjoy giving them plenty of attention and affection! 🥰🐶 Your pet will be welcomed into a loving, family-oriented environment where they’ll receive lots of care, playtime, attention, and cuddles. My goal is to make your furry baby feel safe, calm, and loved while they’re away from home. ❤️🐾

Sitter Profile Image: Rachel P.
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Rachel P.
from
$50
per night
25 years of experience
Sussex, WI, 53089

About: I am going through a divorce and want to stay busy and find joy. I love dogs and have had them my whole life. I recently lost my dogs to old age and need a good dog fix in my life. I dog sit/walk for friends and family all the time. I do work full time, so please contact for additional days/times needed. I work full time and going through a divorce. I am looking to stay busy with activities that I enjoy, and dogs make me extra happy! I can easily assist with any doggy needs. I am a capable dog sitter, and any special requests from the owners are fine for me.

Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 36 reviews
9 repeat clients
7 years of experience
Cudahy, WI, 53110

About: Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I do not have a dog of my own and typically only watch one dog (or two if you have two) at a time leaving your dogs needs at the priority! I work remote so will always be able to be responsive when sitting. Also have a 1000+ day 10,000 step streak so doing lots of walking currently! Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!

Sitter Profile Image: Lexie R.
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Lexie R.
from
$31
per night
1 repeat client
12 years of experience
Sherman Park, Milwaukee, WI, 53210

About: Are used to take care of cats, dogs, and horses for as long as I can remember. My neighbors would always have me careful there’s. I have a lot of free time, so I normally take my dog on a walk or run every day. Let’s go on an adventure. I have a fenced in backyard. I have a spacious home. I live in a very quiet neighborhood. Always give them love and attention that they need.

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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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  • 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.

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

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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 October 2026, there are 1,371 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.

<b>Tip:</b> 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 , 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 .

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 .

sitters on Rover set their own , 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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