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: Madylin L.
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Madylin L.
from
$50
per night
4.7 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Waterford, WI, 53185

“Marylin did a great job with our pup. She helped us out two days in a row. She was on time and catered our dog. We will definitely be asking for her help again in the future.”

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Pam D.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 85 reviews
21 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
• 112 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

“Patricia was great with Jeter! He was very well taken care of and she shared pictures with us while we were away. We will definitely rebook with her in the future!”

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Julie Q.
Sitter Profile Image: Sydney M.
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Sydney M.
from
$60
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
10 years of experience
Muskego, WI, 53150

“Sydney was beyond Wonderful; Can't say enough good things! Her communication was quick and precise when setting up the dates and times. She was flexible when we had to change the date(s), both for sitting and a meet and greet and kept us informed with pics and texts when gone. We met twice beforehand for meet and greets and she was perfectly punctual, and even got there earlier than needed the day we left. Our excitable, hyper, 50lb baby, she handled with ease and left the home cleaner than needed, (ex - said leave dishes, and she did them anyway.) We don't go away often, but might be able to more now that we have Sydney in our back pocket. It's hard finding someone to trust, let alone who is willing to handle the nonstop energy of our guy and play fetch several times a day. Thank you, Sydney!!”

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Rose C.
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: 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: 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

“Abigail is wonderful. She takes great care of our pups (even when they’re a bit naughty). And, when we’re away, she takes care of our home like it’s her own. So grateful for her help!”

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

“The love and care she showed my angel while I was gone did not go unnoticed! Would highly recommend if you’re looking for a sitter and want peace of mind that your dog will not only get the care they need but also the attention.”

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RaeAnna S.
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: 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: 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: Brooke M.
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Brooke M.
from
$50
per night
35 years of experience
East Troy, WI, 53120

About: I have over 35 years of caring for animal experience, very trustworthy, and very well-known in my community. I will care for your animals as my own. I do work a full-time job. My schedule is after 5 o’clock during the week and available most weekends. Able to adjust schedule when needed. I have a fenced in yard. I am able to crate your animal easily if needed. I am able to separate animals when it’s necessary.

Sitter Profile Image: Makinzi K.
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Makinzi K.
from
$27
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Burlington, WI, 53105

About: I’ve had dogs my entire life and cats as well. I’m a huge animal lover! I’ve had golden retrievers, pit bulls, Rottweilers, and a mini golden doodle. We currently have a 3 month old Golden Retriever! I’m currently a Stay at Home Mom to a 20 Month old little boy and a 7 month old Golden Retriever! So I’m available all the time! My son is a huge animal lover already and will be joining me on check ins and walks so please keep that in mind! Your pets safety is my first priority. They will get plenty of love and play time from myself and my son! You’re pet will be treated as if they’re my own!

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: Abigail Y.
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Abigail Y.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Hales Corners, WI, 53130

About: Hello, I am 24 and love animals. I have always had dogs in my house (large dogs). Now I have my own dog with my Husband. I have lots of experience helping out family with caring for animals and then started branching out through word of mouth. I know how much I struggle to find a pet sitter I trust and want to be that person for others. I’m currently working at a dental office and on a break from school. Thankfully me and my husband have a great routine and balance with our pup that I can be flexible with my schedule for your pup. I would love to provide your dog with anything it may need. From snuggles and love to a quick bathroom break. I love to get steps in during my day as well and can always bring your pup along.

Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$40
per night
4 years of experience
Union Grove, WI, 53182

About: I provide loving, attentive, and reliable care for dogs of all breeds and sizes, ensuring they feel safe, comfortable, and happy while their owners are away. I follow each dog's routine closely, including feeding, walks, exercise, playtime, and companionship, while giving them the patience and attention they deserve. I take pride in building trust with both pets and their owners through clear communication, dependability, and a genuine passion for animal care. Pet care fits naturally into my daily and weekly routine because I enjoy spending time with animals and have a flexible schedule that allows me to provide consistent, attentive care. I am able to accommodate feeding schedules, playtime, walks, litter box maintenance, and any special care needs. Whether it's a daily visit or extended care while owners are away, I make pet care a priority and ensure each pet receives the attention, companionship, and reliability they deserve. I care for pets by following their normal routines as closely as possible to help them feel comfortable and secure. In my client's home, I provide feeding, fresh water, litter box cleaning, playtime, companionship, and any other care instructions provided by the owner. I pay close attention to each pet's personality and needs, ensuring they receive plenty of affection, exercise, and attention while maintaining a safe and clean environment. I also keep owners updated with messages and photos so they can have peace of mind knowing their pets are happy and well cared for. My goal is to make every pet feel loved, comfortable, and stress-free while their family is away.

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: Hannah L.
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Hannah L.
from
$35
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Harambee, Milwaukee, WI, 53212

“Great communication, and Kiara was very happy with Hannah looking after her!”

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Kristin S.
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!

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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 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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