House Sitting in Raymond

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Top rated Raymond house sitters

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Sitter Profile Image: Addoris D.
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Addoris D.
from
$50
per night
5 out of 5.0 stars
11 reviews
1 repeat client
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!

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Nikki C.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$65
per night
5 out of 5.0 stars
25 reviews
9 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle is our go-to pet sitter. She’s responsible, communicative and caring. We’re grateful for the peace-of-mind we have when we leave our pup and our home in her care.

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Brianna J.
Sitter Profile Image: Emily M.
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Emily M.
from
$45
per night
5 out of 5.0 stars
7 reviews
1 repeat client
30 years of experience
Milwaukee, WI, 53213

Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

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Lauren S.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$80
per night
5 out of 5.0 stars
48 reviews
14 repeat clients
20 years of experience
Burlington, WI, 53105

Emily is outstanding as always. She truly cares about Penny. She always puts me at ease from being sad to leave our fur baby with her. Her and her family are the best, we are lucky to have her.

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Stephanie P.
Sitter Profile Image: Rylie W.
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Rylie W.
Star Sitter
from
$45
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
12 years of experience
Racine, WI, 53403

Rylie stayed at my house with Apollo and Athena and she was great. She sent pics and kept me updated on my fur babies. She took care of my house and left like it was when she got here. Highly recommend her.

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Nicklas S.
Sitter Profile Image: Samantha P.
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Samantha P.
from
$40
per night
5 out of 4.9 stars
11 reviews
6 repeat clients
8 years of experience
Racine, WI, 53403

Samantha took care of 3 of our dogs in our home while we were out of town and she was great with all of them!!! They were well cared for and happy when we got back. She also left the house as clean as when she arrived. She is reliable and attentive. Our Pug wears pampers and sometimes they fall off but she cleaned up after him as if he was her own. We highly recommend Samantha !

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Alise V.
Sitter Profile Image: Jack D.
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Jack D.
from
$48
per night
5 out of 4.8 stars
20 reviews
6 repeat clients
12 years of experience
Racine, WI, 53406

Jack is awesome. Really spent quality time with Tucker which I so appreciate. Tucker is almost blind and needs the extra care. I was very comforted knowing Jack was there. Thank you Jack.

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Terri S.
Sitter Profile Image: Madolyn C.
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Madolyn C.
from
$37
per night
5 out of 5.0 stars
3 reviews
1 repeat client
3 years of experience
Franksville, WI, 53126

About: I have had animals in my family and taken care of them since I was very young. I will treat your fur babies like they are my own. I have a very flexible schedule because my schedule is flexible I’m able to work any special requests to my day and I am willing to work with your schedule too. If the pet has an accident I will clean up the mess and if the pet needs walked I will walk them and if they need breakfast or dinner I will feed them and I will take them for walks and do what I can to meet your pets needs

Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$55
per night
5 out of 4.8 stars
28 reviews
10 repeat clients
10 years of experience
Muskego, WI, 53150

Quazaye, filled in for one night when my other sitter couldn’t be there. She kept me informed and sent pictures. I will definitely ask her to pet sit again.

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Mary M.
Sitter Profile Image: Madalyn R.
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Madalyn R.
from
$70
per night
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: Michelle F.
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Michelle F.
from
$30
per night
5 out of 5.0 stars
6 reviews
1 repeat client
3 years of experience
Franklin, WI, 53132

Michelle was absolutely amazing when she stayed with our dogs! She sent lots of pictures and updates and let me know how things were going! Our dogs loved her and we will definitely being having Michelle dog sit again!

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Maria O.
Sitter Profile Image: Courtney T.
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Courtney T.
from
$32
per night
5 out of 5.0 stars
13 reviews
6 repeat clients
39 years of experience
South Milwaukee, WI, 53172

We were very happy with Courtney! Our pups were very well taken care of. Courtney kept us updated with texts and pics. Definitely recommend Courtney!

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Beata M.
Sitter Profile Image: Hannah D.
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Hannah D.
from
$75
per night
5 out of 5.0 stars
43 reviews
16 repeat clients
28 years of experience
Muskego, WI, 53150

Hannah stayed in our home and watched our dog for a week. He is an older dog and needs medicine twice a day plus some extra TLC getting up and down steps or even the couch. She was wonderful! She was always in communication with me and sent pictures all the time which really put my mind at ease. She took such great care of him and our house too. I would highly recommend her!

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Anne S.
Sitter Profile Image: Kelsey S.
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Kelsey S.
from
$75
per night
5 out of 5.0 stars
18 reviews
4 repeat clients
5 years of experience
Hales Corners, WI, 53130

I would recommend Kelsey for dog sitting and house sitting 1000%. She stayed in my home for 6 days and looked after my nervous, skittish dog so well that I actually enjoyed my trip and never worried about him or the house while I was gone. She kept my dog on his meal, med, and walk schedule, made adjustments based on a dangerous heatwave, and kept him company while giving him the space he needed to relax. I got photos and updates everyday and Kelsey was always quick to respond to any communication. I came home to a healthy and happy puppy and a well cared for house. I am looking forward to leaving things in Kelsey's very capable hands on my next trip!

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

My dogs loved Patricia. Well taken care of and sent pictures to show how well they were doing. Patricia kept my house clean too; it was nice not coming back to someone else’s mess! Would highly recommend.

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Antonia R.
Sitter Profile Image: Alexandra P.
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Alexandra P.
from
$28
per night
5 out of 4.8 stars
18 reviews
7 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: Leslie H.
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Leslie H.
from
$30
per night
5 out of 5.0 stars
4 reviews
1 repeat client
3 years of experience
Oak Creek, WI, 53154

About: As a kid, I was a go-to dog sitter for several neighborhood dogs while their owners were out of town. I have experience walking, feeding, and letting dogs out when they need. Most importantly, I’m best at giving dogs love, attention and pets! I am a band teacher, so my schedule varies depending on the time of the year. I also have a 35 minute commute to and from work, which affects the hours that can make in-home visits. I return to school on August 25th. My work hours during the school year are 7:30-4:00pm, plus the commute both ways. During the school year, I am only available for overnight stays on the weekends from Friday-Sunday. This might vary depending on different breaks during the school year. I am a warm, patient, and caring person. Whether your pet eagerly greets me when I arrive, or if they need more time to warm up to me, I will be flexible to your pet’s needs.

Sitter Profile Image: Gabby G.
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Gabby G.
Star Sitter
from
$60
per night
5 out of 5.0 stars
33 reviews
9 repeat clients
4 years of experience
Caledonia, WI, 53108

Gabby was amazing! She cared for all 3 of our dogs for a week while we went on family vacation and she was wonderful. Everyday she sent tons of photos of our fur babies, and it made us feel so comforted knowing they were in great hands all week. She communicated well, was very accommodating, followed instructions, and overall just a great experience. Will definitely be using her again in future. 😊

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Jason S.
Sitter Profile Image: Nicole T.
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Nicole T.
from
$28
per night
30 years of experience
Franklin, WI, 53132

About: I currently have a sweet rescue cat named Rosalina and I have had both dogs and cats as my furry companions most of my life. My two sons are grown and don’t need me around as much as they used to, so I have time on my hands to help others. Pet care is a skill I possess and I have a big servant heart. I have the flexibility to stay overnight at my client’s home to care for their pets (I can also water plants, fetch mail, or run errands for you as well). I am dependable and reliable.

Sitter Profile Image: Gwendolyn T.
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Gwendolyn T.
from
$30
per night
18 years of experience
Franklin, WI, 53132

About: Since I was born I've been around dogs. I experienced my first special need pet with my own pup who became epileptic when I was in middle school. I learned how to care for him and give his meds. I now work in Veterinary Medicine and continue that passion for animals. I currently work full time in a Veterinary Hospital. Monday through Wednesday I work open to close, so would only be available before a shift, on lunch and after a shift. Thursday through Sunday I am available pretty much all the time. I will follow your direction for in home sitting and assure your pet will get all the attention and time it needs and then some!

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Sitter Profile Image: Addoris D.
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Sitter Profile Image: Addoris D.
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Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
18.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
11 reviews
1 repeat client
Profile image

Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!

Availability updated yesterday
Sitter Profile Image: Michelle Z.
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Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter

Loving Care for Your Furry Friend
Sturtevant, WI, 53177
10.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
25 reviews
9 repeat clients
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Michelle is our go-to pet sitter. She’s responsible, communicative and caring. We’re grateful for the peace-of-mind we have when we leave our pup and our home in her care.

Availability updated today
Sitter Profile Image: Emily M.
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Sitter Profile Image: Emily M.
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Emily M.

Raised on urban farm, pet sitter
Milwaukee, WI, 53213
16.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
7 reviews
1 repeat client
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Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

Availability updated today
Sitter Profile Image: Emily B.
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Sitter Profile Image: Emily B.
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Emily B.
Star Sitter

TRUSTWORTHY PET LOVING TEACHER!
Burlington, WI, 53105
13.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
48 reviews
14 repeat clients
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Emily is outstanding as always. She truly cares about Penny. She always puts me at ease from being sad to leave our fur baby with her. Her and her family are the best, we are lucky to have her.

Availability updated 53 days ago
Sitter Profile Image: Rylie W.
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Sitter Profile Image: Rylie W.
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Rylie W.
Star Sitter

Your pets dream nanny!
Racine, WI, 53403
8.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
17 reviews
5 repeat clients
Profile image

Rylie stayed at my house with Apollo and Athena and she was great. She sent pics and kept me updated on my fur babies. She took care of my house and left like it was when she got here. Highly recommend her.

Availability updated 16 days ago
Sitter Profile Image: Samantha P.
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Sitter Profile Image: Samantha P.
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Samantha P.

Pet Lover & Theatre Teacher!
Racine, WI, 53403
12.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
11 reviews
6 repeat clients
Profile image

Samantha took care of 3 of our dogs in our home while we were out of town and she was great with all of them!!! They were well cared for and happy when we got back. She also left the house as clean as when she arrived. She is reliable and attentive. Our Pug wears pampers and sometimes they fall off but she cleaned up after him as if he was her own. We highly recommend Samantha !

Availability updated 3 days ago
Sitter Profile Image: Jack D.
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Sitter Profile Image: Jack D.
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Jack D.
Rover 101

Trustworthy, pet-loving adult
Racine, WI, 53406
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5 out of 4.8 stars
20 reviews
6 repeat clients
Profile image

Jack is awesome. Really spent quality time with Tucker which I so appreciate. Tucker is almost blind and needs the extra care. I was very comforted knowing Jack was there. Thank you Jack.

Availability updated today
Sitter Profile Image: Madolyn C.
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Sitter Profile Image: Madolyn C.
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Madolyn C.

Madolyn
Franksville, WI, 53126
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$37
per night
5 out of 5.0 stars
3 reviews
1 repeat client

Maddie has taken care of Eva, our mini Dauchund many times. She is very reliable and trustworthy. Eva absolutely loves her! I would recommend her to anyone!

Availability updated 17 days ago
Sitter Profile Image: Quazaye K.
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Sitter Profile Image: Quazaye K.
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Quazaye K.

Rubbin and lovin and walkin, oh my!
Muskego, WI, 53150
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.8 stars
28 reviews
10 repeat clients
Profile image

Quazaye, filled in for one night when my other sitter couldn’t be there. She kept me informed and sent pictures. I will definitely ask her to pet sit again.

Availability updated 4 days ago
Sitter Profile Image: Madalyn R.
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Sitter Profile Image: Madalyn R.
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Madalyn R.

Calm, Caring Dog Sitter-Since 2018
Sturtevant, WI, 53177
9.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
4 reviews

Maddie is basically a cat/dog whisperer. My cat and dogs adores her, and I love how she keeps me updated with pics and silly stories. She’s the best!

Availability updated 8 days ago
Sitter Profile Image: Michelle F.
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Sitter Profile Image: Michelle F.
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Michelle F.

Ready to love all fur babies!
Franklin, WI, 53132
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Michelle was absolutely amazing when she stayed with our dogs! She sent lots of pictures and updates and let me know how things were going! Our dogs loved her and we will definitely being having Michelle dog sit again!

Availability updated yesterday
Sitter Profile Image: Courtney T.
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Sitter Profile Image: Courtney T.
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Courtney T.

Let me love your fur baby!
South Milwaukee, WI, 53172
12.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 5.0 stars
13 reviews
6 repeat clients
Profile image

We were very happy with Courtney! Our pups were very well taken care of. Courtney kept us updated with texts and pics. Definitely recommend Courtney!

Availability updated 3 days ago
Sitter Profile Image: Hannah D.
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Sitter Profile Image: Hannah D.
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Hannah D.

I’d love to care for your pets!
Muskego, WI, 53150
10.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
43 reviews
16 repeat clients
Profile image

Hannah stayed in our home and watched our dog for a week. He is an older dog and needs medicine twice a day plus some extra TLC getting up and down steps or even the couch. She was wonderful! She was always in communication with me and sent pictures all the time which really put my mind at ease. She took such great care of him and our house too. I would highly recommend her!

Availability updated yesterday
Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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Kelsey S.

Dogs over People
Hales Corners, WI, 53130
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
18 reviews
4 repeat clients
Profile image

I would recommend Kelsey for dog sitting and house sitting 1000%. She stayed in my home for 6 days and looked after my nervous, skittish dog so well that I actually enjoyed my trip and never worried about him or the house while I was gone. She kept my dog on his meal, med, and walk schedule, made adjustments based on a dangerous heatwave, and kept him company while giving him the space he needed to relax. I got photos and updates everyday and Kelsey was always quick to respond to any communication. I came home to a healthy and happy puppy and a well cared for house. I am looking forward to leaving things in Kelsey's very capable hands on my next trip!

Availability updated today
Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter

Love them all!
Franklin, WI, 53132
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
75 reviews
19 repeat clients
Profile image

My dogs loved Patricia. Well taken care of and sent pictures to show how well they were doing. Patricia kept my house clean too; it was nice not coming back to someone else’s mess! Would highly recommend.

Availability updated 49 days ago
Sitter Profile Image: Alexandra P.
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Sitter Profile Image: Alexandra P.
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Alexandra P.

Do you love your animal? So do I!
Greendale, WI, 53129
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 4.8 stars
18 reviews
7 repeat clients
Profile image

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!

Availability updated today
Sitter Profile Image: Leslie H.
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Sitter Profile Image: Leslie H.
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Leslie H.

Your Dog’s New Best Friend!
Oak Creek, WI, 53154
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
4 reviews
1 repeat client

Leslie has a kind heart and energetic love for dogs and all animals! She has taken care of my cat several times and always checks (and double checks!) all the boxes while making sure to give my cat lots of quality time along the way. Having taken care of dogs in the past, I know that she would be a dedicated caregiver to any pet.

Availability updated today
Sitter Profile Image: Gabby G.
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Sitter Profile Image: Gabby G.
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Gabby G.
Star Sitter

MULTI Animal Care Taker!
Caledonia, WI, 53108
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
33 reviews
9 repeat clients
Profile image

Gabby was amazing! She cared for all 3 of our dogs for a week while we went on family vacation and she was wonderful. Everyday she sent tons of photos of our fur babies, and it made us feel so comforted knowing they were in great hands all week. She communicated well, was very accommodating, followed instructions, and overall just a great experience. Will definitely be using her again in future. 😊

Availability updated 4 days ago
Sitter Profile Image: Nicole T.
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Sitter Profile Image: Nicole T.
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Nicole T.

Cuddle Concierge
Franklin, WI, 53132
5.5 mi. away
House Sitting, Drop-In Visits
from
$28
per night
1 review

My dog Spice just loves Nicole T. Spice is always happy when I come back from work trips, she is well feed and has been taken for her walks. Nicole also has taken care of my cats. Mamma, Gus and Sassy. They also love all the attention Nicole gives them.

Availability updated 29 days ago
Sitter Profile Image: Gwendolyn T.
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Sitter Profile Image: Gwendolyn T.
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Gwendolyn T.

Caring for animals is my passion.
Franklin, WI, 53132
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
2 reviews

I will gladly write about the care Gwen gives my almost 6 year old Boston Terrier. She is the only person that I will trust with my dog's care. He has spent many nights with her when I am away. She does the normal walking, playing with, and feeding and even entices him to eat when he is upset that I am not around. She also does his nail trims, and he doesn't even move. You can't go wrong with Gwen as your pet sitter.

Availability updated 21 days ago

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 $48

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