House Sitting Raymond

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

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Over 1
pet parents in Raymond have booked house sitting

Raymond, 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: Ky A.
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Ky A.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 78 reviews
28 repeat clients
7 years of experience
Racine, WI, 53406

“Kai was extremely conscientious and a great sitter for my two pups. I appreciated her ability to connect with the dogs and keep me updated regularly. I will call her again!”

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Carole R.
Sitter Profile Image: Genevieve S.
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Genevieve S.
from
$35
per night
4.8 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Caledonia, WI, 53126

About: Have administered specialized medicine to senior animals for ongoing diseases such as kidney disease and hyperthyroidism. Was very diligent nursing my senior kitty before he passed. I work and go to school so my schedule varies but I always have some nights and mornings free each week that I would love to use on animals. Constant Care policy: if you are needing constant care that would require me to not leave for more than 4 hours, please book atleast 2 weeks ahead of whatever dates you need so I can accommodate that. I would also need to adjust my rate to reflect the lost income. I understand and respect animals boundaries and try my best not to encroach them. I've also mastered the "foot as barrier" approach when opening doors.

Sitter Profile Image: Alexandra P.
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Alexandra P.
from
$35
per night
4.8 out of 5 stars
• 36 reviews
11 repeat clients
2 years of experience
Greendale, WI, 53129

“We ended up coming home early but Alexandra was very understanding. The pets seemed very happy with her and we are excited she is caring for them again in a few weeks!”

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Julia M.
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 does a great job with our crazy cat! Would highly recommend if you need someone who provides special care for your pet. We don’t worry if Patricia is there.”

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Susan S.
Sitter Profile Image: Paige P.
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Paige P.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
9 years of experience
Yorkville, WI, 53406

“She was very responsive and caring for our cats. She sent pictures and the cats seemed to like her. We also had a situation happen and she acted appropriately and professionally. Thanks Paige!”

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Caitlin B.
Sitter Profile Image: Alissa K.
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Alissa K.
from
$55
per night
5.0 out of 5 stars
• 11 reviews
10 years of experience
Kenosha, WI, 53142

“Ali was fantastic with our dog! She was incredibly attentive to his needs, did everything we asked, and the house was just as we left it upon our return home. We’d highly recommend her to anyone looking for an overnight sitter!”

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Cory B.
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: 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 my dog and my sister’s dog at my house while we went away on a family vacation. The dogs were well cared for, had plenty of attention and were taken great care of! Couldn’t have asked for better sitters.”

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Ajith S.
Sitter Profile Image: Emma G.
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Emma G.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 6 reviews
4 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

“Emma was really great! It was my first time having my dog watched by someone other than family and friends, so I was a bit nervous. Emma came to meet him before our travel plans. Her communication was fantastic and she was a wonderful sitter!”

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Karissa B.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 36 reviews
10 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: 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 a terrific pet sitter! She was thorough, conscientious and kind, and went above and beyond while caring for my elderly cat Sammy. She showed true concern, compassion, and love for my cat and kept her warm, fed, and happy. Abigail was also able to apply Sammy’s medication daily. She did extra things too like cleaning up the kitchen area, taking out the trash, and watering the plants. Abigail was also very generous with her time. You can rest easy if you hire Abigail to care for your pets! I will be using her again when I travel out of town.”

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Liz D.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 67 reviews
23 repeat clients
40 years of experience
Milwaukee, WI, 53212

“Melissa watched our pets for the first time for an evening while we were out and it went great! We came home to happy healthy cats and dog. She had great communication and provided updates throughout the evening. We will definitely be reaching out to her in the future for other pet sitting needs.”

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Laura J.
Sitter Profile Image: zoe H.
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zoe H.
from
$28
per night
5 years of experience
Avenues West, Milwaukee, WI, 53233

About: I treat every dog like family, providing loving, dependable care. I’m patient with puppies, gentle with senior dogs, and always keep owners updated with photos and messages. Pet care fits naturally into my weekly routine, allowing plenty of time for walks, playtime, feeding, cuddles, and giving each dog personalized attention every day! I will provide personalized care for each pup, following each pet’s routine with feeding, walks, playtime, cuddles, medication if needed, and a safe, comfortable environment

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.
Sitter Profile Image: Taylor T.
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Taylor T.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Bristol, WI, 53104

About: I have grown up around dogs, horses, and farm animals. I am experienced in all sorts of types of dogs from small to large and puppy to senior. With my equine and farm animal background I am more than capable of looking after them as well. I am certified in canine and feline CPR as well as recently graduated with a bachelor’s of science in equine science making me well rounded in all types of animal care, including medical and emergency care. I am currently working part time with a very flexible schedule making me have much availability to look after your pets! I love driving also so if you are longer distance away that is no problem! I always have pride in leaving my spaces that I am in better than I when arrived! Your pets health and happiness are my number one priority.

Sitter Profile Image: Jessica R.
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Jessica R.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
16 years of experience
Alverno, Milwaukee, WI, 53220

“Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.”

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Amelia G.
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: Trina R.
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Trina R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
17 years of experience
Beach Park, IL, 60099

“Trina is such a lifesaver. We had a dog sitter lined up who had to bail on us about 12 hrs before we were supposed to leave on our first ever Disney vacation. She responded to my message immediately, was available on short notice and honestly spoiled the heck out of my dog! My dog is a senior citizen and takes 2-4 meds a day. She made sure he got all his meds, followed an intricate feeding schedule, and loved him as her own. She checked in with me daily to assure us he was doing well. She also helped feed our fish and turtle. What a lifesaver! We returned to happy animals and a very clean house. We will definitely be using Trina for all our vacations from here on out!”

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Lana M.
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

“Jamila is the Best! Repeat dog walking and in-house sitting and she is consistently great with our now 9year old dog and cat. She is a part of the pack now :)”

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Jennifer H.
Sitter Profile Image: Erin P.
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Erin P.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
3 repeat clients
15 years of experience
Juneau Town, Milwaukee, WI, 53202

About: I trained my own dog growing up and bought a beagle at the age of 22. At 30 I rescued another hound who loves his life. We take two walks daily and spend a few days a week at the dog park. Your dog will receive the same treatment! Morning walk. Lunch date in the yard. Afternoon walk or dog park. Potty breaks every two hours unless it's a Wednesday when I’m in the office. I live in a condo so I can't board right now. I do continue to offer walks, drop ins, and can dog sit at your home!

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The median cost per night for house sitting in Raymond is $50

Pet parents share their Rover experiences - Raymond

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5.0 out of 5 stars

Maris was awesome. I was having surgery and had no idea when I'd be released. She was extremely flexible and willing to stay as long as I needed. Highly recommend!

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Lynette K.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Madolyn was absolutely amazing with Lola and Ocho! I was a little nervous leaving them, but she made me feel completely comfortable knowing they were in such good hands. She was attentive, caring, and treated both of them like they were her own. She did a great job keeping up with their different personalities and needs, and I could tell they were both so comfortable and happy with her. She kept me updated while I was away, which gave me so much peace of mind. I would definitely recommend Madolyn to anyone looking for a reliable, trustworthy, and loving pet sitter. We will absolutely be booking with her again!

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Kylee F.
House Sitting
5.0 out of 5 stars

Maddie was great to work with. She communicated clearly and followed our instructions to a T. Luke was happy and well taken care of when we got home. She watched him in our home and everything was just as we left it. Very good experience.

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Erica V.
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 - Raymond

Select a filter and find qualifying sitters offering house sitting.

Sitters in Raymond average 4
repeat house sitting clients

FAQs for House Sitting - Raymond

Frequently asked questions about Rover

As of November 2026, there are 1,448 sitters on Rover offering House Sitting across Raymond. 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 Raymond 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 Raymond 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 Raymond 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 Raymond. On Rover:

  • 89% 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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