House Sitting in Raymond

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

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Top rated Raymond house sitters

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
47 reviews
21 repeat clients
6 years of experience
Racine, WI, 53406

Ky was great! I was very comfortable leaving my pets in her care, and she took great care of them. She communicated well, sent pictures off and on throughout our vacation. She left everything in good shape and the pets seemed well cared for when we got back.

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Cassandra H.
Sitter Profile Image: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5 stars
19 reviews
1 repeat client
20 years of experience
Franklin, WI, 53132

Adrianne was a great pet sitter. She confirmed quickly and set up a meet and greet. My Cavapoo gave her hugs and kisses as soon as she arrived. He likes longer walks and she was awesome to explore nearby trails and parks with him. Adrianne is personable and professional.

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

Michelle was prompt in her arrival and provided excellent care and companionship for Holly while we were gone for the day. We were very happy with this visit.

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

Heidi was amazing. She was very accommodating in terms of finding a time for a meet and greet. When my son decided he wanted to entertain her and have her attention as I showed her around, she was a great sport. She was super non-judgmental about the state of our house, and put me at ease. She was great with our pets while we were gone, and sent adorable photos. When we got home, I found that she had washed all of the odd dishes we hadn’t had a chance to wash before we left. She also shoveled the walkway! I will absolutely be reaching out to her again, next time we go on vacation.

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Cassandra H.
Sitter Profile Image: Madolyn C.
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Madolyn C.
Star Sitter
from
$45
per night
4.9 out of 5 stars
9 reviews
3 repeat clients
3 years of experience
Caledonia, WI, 53126

Madolyn did an amazing job with our fur babies! You can see how much she loves animals with the way she interacts and cares for them. I hired Madolyn to house sit and watch our dogs. She gave regular updates on the girls, and took such good care of our home. This turned out to be a fantastic outcome, and I recommend Madolyn to anyone looking for a caring, respectful, and trustworthy sitter. We will definitely have Madolyn back!!!!

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

We came home to 4 happy healthy fur babies from our week long vacation. Lots of photos and check ins were sent to ease our mind. Our bed sheets were washed and bed re-made, house stayed clean. There is no doubt I will use Pat again. AMAZING!!

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Jen M.
Sitter Profile Image: Samantha I.
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Samantha I.
from
$55
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Kenosha, WI, 53144

Sam was great! Got back to happy dogs. She went above and beyond for us….getting our chickens food. Thanks Sam!

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Jennifer A.
Sitter Profile Image: Anik Z.
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Anik Z.
from
$50
per night
4 years of experience
Yorkville, WI, 53126

About: Hello! I study Vet Science at UW Madison and have extensive experience in both dog and cat humane societies, kennels, and have had dogs my whole life and cats for 3 years now. My dogs Jojo and Jagger are very energetic, and Indy is my tortie and the love of my life :) I tend to work weekends at my families business but can change my availability based on how familiar I get with your pet(s). I am always available to talk and will respond quickly to messages! I love to engage with pets and learn their body language, I will always have a ball or stick while walking your dog, but also understand when they need a break. My priority is making them feel as at home as possible, while earning experience in the field I love. I have patience for both cats and dogs, and will watch carefully to not over pet, play, or initiate with shy animals. Tell me more about your pet to help me help them be as comfortable as they can be!

Sitter Profile Image: Alexandra I.
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Alexandra I.
from
$50
per night
5.0 out of 5 stars
15 reviews
1 repeat client
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex is great with animals, respectful, kind, caring and compassionate. She is great with communication and made me feel like my pets were being well cared for. Highly recommend!

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Kristina P.
Sitter Profile Image: Abigail B.
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Abigail B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
69 reviews
15 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: Maya M.
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Maya M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
12 reviews
2 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: Kya B.
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Kya B.
from
$65
per night
5.0 out of 5 stars
50 reviews
17 repeat clients
15 years of experience
salem, WI, 53168

Kya was a wonderful sitter! We left our Bruno in her care at our house for 5 days and couldn't be happier. He ate for her which we were worried about and even brought out his toys to play, which he doesn't do unless he likes you lol. We will definitely be requesting sitter services from Kya in the future!

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

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

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Jennifer E.
Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
7 years of experience
Sturtevant, WI, 53177

About: With over 7 years of hands-on dog sitting experience, I’ve cared for pups/kitties of all breeds, sizes, and temperaments—from energetic puppies to mellow seniors. I’ve handled everything from daily walks and medication administration (pills only) to overnight stays and longer holiday care. I prioritize creating a safe, loving environment that keeps their regular routine. Whether it’s fetch in the park or quiet cuddle time, I tailor care to each dog’s unique needs and personality. My schedule is open and flexible, which means I’m available for extended bookings, weekend getaways, *most* holidays, and all the in between’s. I’m here when you need me, morning, afternoon, or evening—no rigid time blocks, just dependable availability. Whether you’re heading out of town or working long hours, I’m ready to jump in with consistent, loving care. Pet parents can count on me to adapt to their routines and provide reliable service every day of the week. Safety and trust are the foundation of everything I do. I never leave dogs unsupervised in unsafe areas, and I only use the approved pups gear. I stay in close contact with pet parents, offering regular updates, pictures, and messages (if asked for) for peace of mind. With seven years of trusted pet care under my belt and a strong sense of responsibility, I treat your dog as if they were my own. Your pet’s wellbeing is always my top priority.

Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
54 reviews
20 repeat clients
40 years of experience
Milwaukee, WI, 53202

Melissa watched my kittens for five days while I was away and she was absolutely great! Very dependable and provided updates. She sent me photos and was a great communicator. She took excellent care of my kittens and home. I had peace of mind while away from them for the first time while they were in Melissa’s care. I highly recommend her and I’d love to have her care for them again in the future. Thanks Melissa!

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Elizabeth M.
Sitter Profile Image: Stephany N.
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Stephany N.
from
$40
per night
15 years of experience
Oak Creek, WI, 53154

About: I am new to Rover and looking forward to providing the best care for your loved one. I have worked with dogs through shelters and personal pet sitting for family and friends. I am new to Rover and work part-time with animals. I am available for pet sitting, walks and drop-ins during the weekends all day and with some flexibility during weekdays. I will follow the owner's guidelines and treat your house and pets with respect. I use a common sense approach to safety and will stay vigilante when spending time with your loved one. I believe in clear communication and am happy to update you as much as needed. Thank you for allowing me the opportunity to help you relieve some of the petcare duties for your dog or cat. My personal goal is to keep your pet comfortable and happy while you are away!

Sitter Profile Image: Cheyenne K.
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Cheyenne K.
from
$60
per night
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Union Grove, WI, 53182

Cheyenne saved the day! We were A few days away from taking a week vacation and we lost one of our dogs. Our Rottweiler Riley was going to have to go to the in-laws, a place she is not comfortable with. Cheyenne jumped on board and stayed the week with Riley at our house and gave her all the love and attention she needed. Highly recommend Cheyenne!

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Nick F.
Sitter Profile Image: Elizabeth J.
Verified Enhanced Background Check
Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
6 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth was wonderful! Our pups were well loved and safe. She was trustworthy and went above and beyond to make sure the house was left in excellent condition. We look forward to having her back.

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Kimberly P.
Sitter Profile Image: Nicole J.
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Nicole J.
from
$25
per night
5.0 out of 5 stars
5 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: Paige P.
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Paige P.
from
$40
per night
5.0 out of 5 stars
2 reviews
9 years of experience
Mount Pleasant, WI, 53406

About: (I go by Dakota, so some testimonies might call me that) I started off pet sitting for neighbors when I was about 14. I would feed, let out, and walk the dogs, and feed and clean cat litter boxes as needed. I moved up to dog sitting for family friends, old coworkers, and coworkers’ clients about three years ago, where I would do the same, and even bathe dogs if needed. I have experience pet sitting rodents and reptiles as well! I am currently not working a job, so I have all the time to give your babies the love and attention they need and deserve! I have experience with body language in dogs, so I can always tell when your baby is happy, upset, or uncomfortable. If you don’t have a fenced in yard, no problem! I can take your fur baby on a secure leash outside!

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Over 1
pet parents in Raymond have booked house sitting

Raymond pet parents share their Rover experiences

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5.0 out of 5 stars

Madolyn was very attentive, responsible and thoughtful. Our animals love her and she took extraordinary care of them! Even though we did not expect it, she left our home in superb condition! We highly recommend her and will use her again!

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John & Suzanne T.
House Sitting
4.0 out of 5 stars

Booked Madolyn for a 3 night stay. The house was in great condition, dogs seem fine when we got back. Overall I would have liked better communication. Received one picture the first night, one the next morning but no other updates for the stay. She let me know she would be later than booked start time, but was ultimately even later than that. She also planned to leave 5 hours earlier than the booked end time, and I'm not sure she would have said anything if I had not brought it up. This left me scrambling to book another rover the morning of to drop in to avoid 10+ hours my dogs would have gone without a potty break.

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Chelsea S.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Raymond average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Raymond on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Raymond house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,517 house sitters in Raymond. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Raymond house sitters respond in under an hour.

House sitters in Raymond have an average of 16 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Raymond.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Raymond house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.