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.

1 / 1
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 110 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: 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

“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: Sydney M.
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Sydney M.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Muskego, WI, 53150

About: For the last 10 years I have been the go to pet-sitter for my family, friends and neighbors, and I can be for you also! I have a lot of experience with dogs of all sizes and cats of all kinds. I have taken care of itty bitty baby kittens and helped raised them up to go into their forever homes. I spent time working at a doggie daycare, where I gained some experience administering medications such as pills and eyedrops/eardrops. I, myself have three cats Roo, Gus and Noelle I am currently doing pet care full-time, and I can work with your schedule. I can be flexible, just let me know when you need me! With my own cats and I strive to take care of them the best I can, they get the best food, the best water, a lot of play and so many cuddles. I will take care of your babies as if they are my own, while also also sticking to your standards and routine.

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

“Michelle did a great job watching my 9 week old puppy. My puppy is a handful and requires a lot of attention. I submitted a last minute request. Michelle was flexible, patient and kind. She shared pictures throughout the day to ease my stress. I can’t thank her enough!”

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Karen P.
Sitter Profile Image: Madolyn C.
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Madolyn C.
from
$45
per night
4.9 out of 5 stars
• 11 reviews
4 repeat clients
3 years of experience
Caledonia, WI, 53126

“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.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$55
per night
4.8 out of 5 stars
• 35 reviews
17 repeat clients
10 years of experience
Franklin, WI, 53132

“Quazaye watched our 2 dogs on a overnight for 2 nights. One of our dogs is 15 and has diabetes and cushings and needs insulin 2X a day. Quazaye was able to administer the shots which not everyone can. Quazaye is very personable,trustworthy,dependable and responsive. I highly recommend her for care of your beloved pets!”

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Beth F.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

“Anna was wonderful. She was a great communicator and sent me a daily picture and update of how my dog was doing or what they did that day. I felt very comfortable with Anna watching my dog and would definitely use her again.”

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Ashley P.
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 is awesome. She sent us pictures and kept us posted on how our pups were doing. She is definitely getting a call back from us for future pup services. Highly recommended sitter 🤩”

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Elba M.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 31 reviews
10 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: 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

“This was my first time leaving our puppy Fritz and first time using Rover. I couldn’t be happier with our experience with Adrienne! I appreciated the daily check ins and pics/videos and I could tell that Fritz was happy and content and well cared for. I would recommend Adrienne and will use her again the next time we go out of town without the pup.”

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Holly Y.
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

“She was exceptional with my baby, Molly. Molly is normally extremely slow to warm up to people but she immediately took to Genevieve. She kept me updated with pictures and texts, followed my instructions, and most of all kept my girl safe from a murderous wasp and loneliness while I rudely went on vacation without her. There’s nothing better than a cat sitter who loves your girl as much as you do.”

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Hailey M.
Sitter Profile Image: Alissa A.
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Alissa A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
20 years of experience
Greenfield, WI, 53221

“Excellent communication from the start. Came for a greet and meet and easy to be with and obvious knew dogs well. Ended up a friend of mine knows Alissa so a double excellent reference. She communicated with me constantly throughout the stay. My dog is a senior and she did well with him and when I returned he kept roaming into where she was staying in my place. Would have back again as she is available.”

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Cindy S.
Sitter Profile Image: Myia M.
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Myia M.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
3 years of experience
Franklin, WI, 53132

About: I’ve done overnight dog sitting for the past 3 years. Also I grew up in a household full of dogs and loved taking them on walks. I am currently working first shift starting at 8:30am to 4:30pm and able to walk dogs anytime after that. If you have any questions feel free to reach out to me. I currently have a 4 year old german shepherd that I just recently adopted. I take him on daily walks on a leash along with treats.

Sitter Profile Image: Fatima B.
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Fatima B.
from
$35
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
2 years of experience
West Allis, WI, 53214

“Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!”

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Alex S.
Sitter Profile Image: Cindi W.
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Cindi W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

Sitter Profile Image: Maya M.
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Maya M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Greenfield, WI, 53228

“Maya was so great with our two dogs! She’s incredibly trustworthy, kind, helpful, and communicative. Her dog, Mello, is also such a gem. We really appreciated all her help over the long weekend, and would rebook in a heartbeat!”

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Audrey J.
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

“Stepen and Amelie took great care of our 1 year old dog and our home. They took our dog on multiple walks, played with him and made sure he was comfortable. They were great about keeping us up to date with pictures, videos and messages about how our dog was doing. We came home to a detailed list of what our dog did each day, how much he ate, when he used the bathroom and when he slept. We were very impressed and would recommend Stephen and Amelie.”

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Kristin L.
Sitter Profile Image: Samantha I.
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Samantha I.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Kenosha, WI, 53144

“Samantha was great! We will definitely have her back. She cared so much for our doggie, sent regular updates, and asked important questions. She took care of our home as well by watering my flowers and keeping it spotless for when we returned. She was very accommodating when we had a family emergency and cancelled one of the pets that she was supposed to watch. I was overall very impressed!”

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Kendra M.
Sitter Profile Image: Joshua C.
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Joshua C.
from
$50
per night
4.8 out of 5 stars
• 19 reviews
9 repeat clients
7 years of experience
Kenosha, WI, 53142

“I’ve used Josh several times now and have always been very happy with how well he takes care of my dog and my home. I have a very sweet but reactive dog and he handles him great! I have peace of mind when I’m away with Josh knowing Diesel and my home are well cared for. This past time my flights home were changing frequently due to weather so I wasn’t sure what time I was going to be home. Josh was very flexible and able to work with me which I truly appreciated. I highly recommend him!!”

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

Pet parents share their Rover experiences - Raymond

1 / 1
5.0 out of 5 stars

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.
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

Maris was great! Communicative and prompt. Our dogs were well taken care of, and we will definitely be booking again.

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Kaye R.
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
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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.

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

    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 September 2026, there are 1,454 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 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 Raymond. On Rover:

  • 90% of sitters can help with special care needs
  • 96% 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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