House Sitting in Clayton Crest, Milwaukee, WI

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Top rated Clayton Crest 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: Keisha P.
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Keisha P.
Star Sitter
from
$31
per night
5 out of 5.0 stars
24 reviews
13 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️

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Erica O.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5 out of 5.0 stars
183 reviews
66 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

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Mary Ellen G.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$75
per night
5 out of 5.0 stars
40 reviews
7 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

Maiah is great and my dogs love her! Rebooking her again!

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Matthew P.
Sitter Profile Image: Rachel H.
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Rachel H.
from
$30
per night
5 out of 5.0 stars
92 reviews
23 repeat clients
11 years of experience
West Allis, WI, 53214

I’m so happy we were able to book Rachel to watch our dogs and home while we went out of town. We did a meet and great before the trip, and I was certain they would be in good hands. We enjoyed getting daily pics too. She left our place looking nice than how we left it. I would not hesitate to book her again.

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STEPHANIE R T.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$40
per night
5 out of 4.9 stars
35 reviews
20 repeat clients
6 years of experience
West Allis, WI, 53227

My cats do not like anyone but Nimbus loved her. Even looked for her after she was done watching them. There was also the added task of keeping my fish alive and they were all there when I got home. As long as Emily isn't busy, she will probably be watching the cats again.

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Heather T.
Sitter Profile Image: Emily M.
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Emily M.
from
$65
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
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: Alexander A.
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Alexander A.
Star Sitter
from
$30
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
12 years of experience
West Milwaukee, WI, 53214

Alex was a great person to have watch our dog. He made sure she was walked, fed and protected when she was scared that we were not here. He is a kind and respectable man. He even made sure that any dishes he used were ran thru the dishwasher before he left. We will definitely look to have him sit for us again when we are out of town again.

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Jack V.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$55
per night
5 out of 4.9 stars
31 reviews
7 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette was responsible, reliable, and so sweet to our pups. She made sure they had food and plenty of attention. She’s sent great photos and we would absolutely trust her with our dogs again!

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Lauren E.
Sitter Profile Image: Berenice B.
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Berenice B.
from
$75
per night
5 out of 4.9 stars
215 reviews
90 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.

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Claire L.
Sitter Profile Image: River W.
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River W.
from
$50
per night
5 out of 5.0 stars
3 reviews
1 repeat client
2 years of experience
South Milwaukee, WI, 53172

About: I’ve grown up with several different dogs all my life and i’ve always had a passion for taken care of them. I am a doggy daycare , I’ve been working there for a few months I’m trained in giving dogs meds, feeding them, basic first aid in wounds and overall care of a dog:) I work with dogs for a living and their is nothing i would trade in the world for it:) I currently have a bearded dragon, and I always make sure he’s fed daily and has his daily activity time. He also gets a nail trim and soak weekly. I always make sure any pet in any type of environment is comfortable, but in my home i have a designated spot for my lizard dracula, and he has his food, water , and proper lighting he needs. As a keyholder at work, I have to prep dogs for boarding so i always make sure they have their food, water, blankets and meds administered.

Sitter Profile Image: Melissa M.
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Melissa M.
from
$25
per night
5 out of 5.0 stars
47 reviews
16 repeat clients
10 years of experience
Oak Creek, WI, 53154

Melissa is AWESOME. The house looks amazing, the animals are alive and healthy, and my dog absolutely loves her. She’s super responsive and sends lots of cute pictures. This was our second time having Melissa watch our house and pets, and we will absolutely be booking her again. Thank you SO much!!

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Jessica R.
Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
from
$65
per night
5 out of 4.9 stars
291 reviews
165 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

It was comforting to have such an experienced caretaker look after our dog (a three year old Great Pyrenees) and rabbit while we were out of town. Dani was very thoughtful and did a great job!

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Christopher W.
Sitter Profile Image: Devon W.
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Devon W.
Star Sitter
from
$55
per night
5 out of 5.0 stars
104 reviews
41 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.

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stephanie j.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$40
per night
5 out of 5.0 stars
26 reviews
6 repeat clients
9 years of experience
Cudahy, WI, 53110

I have a couple challenging pets, including an anxious, blind senior dog but Carolina moved at their pace and took great care of them. She was communicative and I got pictures every day. We came home to the house exactly as we left it. She’s kind and respectful.

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Megan S.
Sitter Profile Image: Alexy & Christian G.
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Alexy & Christian G.
Star Sitter
from
$40
per night
5 out of 4.9 stars
72 reviews
20 repeat clients
9 years of experience
Bay View, Milwaukee, WI, 53207

Alexa & Christian did a great job! Sent lots of pics which I love. Mabel seemed very happy when I got home and the house was in order. They walked her & engaged with her. Thank you so much!! ❤️

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Stephanie G.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$60
per night
5 out of 4.9 stars
12 reviews
4 repeat clients
13 years of experience
Milwaukee, WI, 53215

Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again

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Tia R.
Sitter Profile Image: Sawyer U.
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Sawyer U.
from
$32
per night
5 out of 4.0 stars
12 reviews
8 years of experience
Milwaukee, WI, 53207

He did great with our two dogs, one of whom is an anxious 60lb pitbull mix. He communicated clearly and was very responsive. Would definitely recommend.

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Mary Beth R.
Sitter Profile Image: Stephanie C.
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Stephanie C.
from
$28
per night
20 years of experience
Jackson Park, Milwaukee, WI, 53215

About: I've been around animals my whole life and currently share my home with three cats and one dog - it's a full house! I have hands-on experience caring for senior dogs, including my own 13-year-old who needs daily medication. I also grew up with huskies, so I'm no stranger to high-energy breeds and the active care they require. On the flip side, I'm just comfortable with laid-back pus - my pug keeps things goofy and fun. Whether it's administering meds, going for long walks, or just providing companionship, I bring patience, energy, and love to every pet I care for. I work full-time remotely, which gives me the flexibility to offer morning and afternoon drop-ins and walks during the week. On weekends, I'm fully available for all listed services and can accommodate a wider range of times. My home has a partially fenced yard and system of tall gates inside to safely separate cats and dogs when needed, so every pet can feel secure and relaxed. I'm happy to kennel your pup if that's part of their routine or needed for comfort. Your pet's safety and peace of mind are always my top priority.

Sitter Profile Image: Kim S.
Verified Background Check
Kim S.
Star Sitter
from
$100
per night
5 out of 5.0 stars
46 reviews
14 repeat clients
10 years of experience
Town Of Lake, Milwaukee, WI, 53207

Thank you Kim!! You took great care of Belikin (and our home and garden), sent us lots of pics, inquired when you had questions. We can always tell whether Belikin has been happy at a kennel or with a sitter. If he was not happy, he'll be grumpy for a few days when we get home : ) He was a very happy boy when we came home after you watched him! Thank you!!

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Kymarie K.
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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
7.4 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 today
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter

Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
5.0 mi. away
House Sitting, Drop-In Visits
from
$31
per night
5 out of 5.0 stars
24 reviews
13 repeat clients
Profile image

10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️

Availability updated today
Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
183 reviews
66 repeat clients
Profile image

Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

Availability updated 5 days ago
Sitter Profile Image: Maiah D.
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Sitter Profile Image: Maiah D.
Verified Enhanced Background Check

Maiah D.
Star Sitter

Let me be your pet’s 2nd bestie!
Juneau Town, Milwaukee, WI, 53963
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
40 reviews
7 repeat clients
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Maiah is great and my dogs love her! Rebooking her again!

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

** Mission: meet ALL the dogs **
West Allis, WI, 53214
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
92 reviews
23 repeat clients
Profile image

I’m so happy we were able to book Rachel to watch our dogs and home while we went out of town. We did a meet and great before the trip, and I was certain they would be in good hands. We enjoyed getting daily pics too. She left our place looking nice than how we left it. I would not hesitate to book her again.

Availability updated 25 days ago
Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
Verified Enhanced Background Check

Emily S.
Star Sitter

Enjoy making pets happy and loved
West Allis, WI, 53227
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
35 reviews
20 repeat clients
Profile image

My cats do not like anyone but Nimbus loved her. Even looked for her after she was done watching them. There was also the added task of keeping my fish alive and they were all there when I got home. As long as Emily isn't busy, she will probably be watching the cats again.

Availability updated today
Sitter Profile Image: Emily M.
Verified Enhanced Background Check
Sitter Profile Image: Emily M.
Verified Enhanced Background Check

Emily M.

Raised on urban farm, pet sitter
Milwaukee, WI, 53213
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
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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 yesterday
Sitter Profile Image: Alexander A.
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Sitter Profile Image: Alexander A.
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Alexander A.
Star Sitter

Dog’s Best friend
West Milwaukee, WI, 53214
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Alex was a great person to have watch our dog. He made sure she was walked, fed and protected when she was scared that we were not here. He is a kind and respectable man. He even made sure that any dishes he used were ran thru the dishwasher before he left. We will definitely look to have him sit for us again when we are out of town again.

Availability updated 5 days ago
Sitter Profile Image: Lynette F.
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Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter

Experienced vet tech (9+ years)
Milwaukee, WI, 53207
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.9 stars
31 reviews
7 repeat clients
Profile image

Lynette was responsible, reliable, and so sweet to our pups. She made sure they had food and plenty of attention. She’s sent great photos and we would absolutely trust her with our dogs again!

Availability updated 4 days ago
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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Berenice B.
Rover 101

I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 4.9 stars
215 reviews
90 repeat clients
Profile image

Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.

Availability updated yesterday
Sitter Profile Image: River W.
Verified Enhanced Background Check
Sitter Profile Image: River W.
Verified Enhanced Background Check

River W.

A dog lover🐾
South Milwaukee, WI, 53172
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews
1 repeat client

River is the most caring, considerate person I know. I have personally entrusted them with my furry friends and I’ve never been let down. They always take the initiative to understand each individual animal, owner, and environment to have the best experience possible. As a pet parent and a friend, I cannot recommend River enough.

Availability updated 2 days ago
Sitter Profile Image: Melissa M.
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Sitter Profile Image: Melissa M.
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Melissa M.

Will spoil your animals rotten!!!!!
Oak Creek, WI, 53154
4.5 mi. away
House Sitting, Dog Walking
from
$25
per night
5 out of 5.0 stars
47 reviews
16 repeat clients
Profile image

Melissa is AWESOME. The house looks amazing, the animals are alive and healthy, and my dog absolutely loves her. She’s super responsive and sends lots of cute pictures. This was our second time having Melissa watch our house and pets, and we will absolutely be booking her again. Thank you SO much!!

Availability updated 2 days ago
Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
Rover 101

Paws Down, the Best in Town!
Bay View, Milwaukee, WI, 53207
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.9 stars
291 reviews
165 repeat clients
Profile image

It was comforting to have such an experienced caretaker look after our dog (a three year old Great Pyrenees) and rabbit while we were out of town. Dani was very thoughtful and did a great job!

Availability updated yesterday
Sitter Profile Image: Devon W.
Verified Background Check
Sitter Profile Image: Devon W.
Verified Background Check

Devon W.
Rover 101
Star Sitter

Lover of all creatures!
Fernwood, Milwaukee, WI, 53207
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
104 reviews
41 repeat clients
Profile image

Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Carolina G.
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Sitter Profile Image: Carolina G.
Verified Enhanced Background Check

Carolina G.
Star Sitter

Where Pets Feel Right at Home!
Cudahy, WI, 53110
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
26 reviews
6 repeat clients
Profile image

I have a couple challenging pets, including an anxious, blind senior dog but Carolina moved at their pace and took great care of them. She was communicative and I got pictures every day. We came home to the house exactly as we left it. She’s kind and respectful.

Availability updated yesterday
Sitter Profile Image: Alexy & Christian G.
Verified Enhanced Background Check
Sitter Profile Image: Alexy & Christian G.
Verified Enhanced Background Check

Alexy & Christian G.
Star Sitter

Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
72 reviews
20 repeat clients
Profile image

Alexa & Christian did a great job! Sent lots of pics which I love. Mabel seemed very happy when I got home and the house was in order. They walked her & engaged with her. Thank you so much!! ❤️

Availability updated 4 days ago
Sitter Profile Image: Samantha B.
Verified Background Check
Sitter Profile Image: Samantha B.
Verified Background Check

Samantha B.

Animal lover for both dogs or cats
Milwaukee, WI, 53215
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
12 reviews
4 repeat clients
Profile image

Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again

Availability updated 10 days ago
Sitter Profile Image: Sawyer U.
Verified Enhanced Background Check
Sitter Profile Image: Sawyer U.
Verified Enhanced Background Check

Sawyer U.

Most will call me a dog whisperer
Milwaukee, WI, 53207
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5 out of 4.0 stars
12 reviews
Profile image

He did great with our two dogs, one of whom is an anxious 60lb pitbull mix. He communicated clearly and was very responsive. Would definitely recommend.

Availability updated 8 days ago
Sitter Profile Image: Stephanie C.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie C.
Verified Enhanced Background Check

Stephanie C.

Love the Fur Babies
Jackson Park, Milwaukee, WI, 53215
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
2 reviews

Stephanie is a top-tier dog whisperer—equal parts dependable caregiver and canine concierge. Whether she welcomed our pups into her home or came to ours, she showed up with love, energy, and a camera roll full of happy tails. She played, she pampered, and she always made sure the outdoor business got handled (dignity intact). Our dogs practically packed their own bags when it was time to visit her—and didn’t even give us a second glance. If Rover had a 10-star rating system, she’d break it.

Availability updated 4 days ago
Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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Kim S.
Star Sitter

Tons of pet experience and love
Town Of Lake, Milwaukee, WI, 53207
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
46 reviews
14 repeat clients
Profile image

Thank you Kim!! You took great care of Belikin (and our home and garden), sent us lots of pics, inquired when you had questions. We can always tell whether Belikin has been happy at a kennel or with a sitter. If he was not happy, he'll be grumpy for a few days when we get home : ) He was a very happy boy when we came home after you watched him! Thank you!!

Availability updated 48 days ago
Confirmed availability for Labor Day Weekend

Over 16 pet parents in Clayton Crest have booked house sitting

Clayton Crest pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

IGNORE THE BAD REVIEW - that guy’s a doo-doo face… Sawyer clearly loves dogs and communicates just fine! I tend to over communicate and he had no problem responding to all my messages. I love getting all the pic updates, too! He’s experienced and my handsome staffy boy took to him immediately! My dog can be a handful on a leash and around other dogs but he must have handled him just fine because no bad reports! 💯 recommend Sawyer! 👍

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Alexander C.
House Sitting
5 out of 5.0 stars

Ali does an amazing job with our dogs every time she stays at our house! She is super easy to communicate with and always takes great care of our home!

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Cooper H.
House Sitting
5 out of 5.0 stars

I felt my best friend was in good hands. They sent lots of pictures, took lots of walks, and he looked happy.

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Meghan S.
House Sitting
5 out of 5.0 stars

Alyssa was great! She followed all my instructions for Gracie and gave her plenty of playtime and cuddles. I got very detailed updates daily on what they did and many pictures and videos. I would highly recommend her as a pet sitter!

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Nancy B.
House Sitting
5 out of 5.0 stars

Julia is absolutely wonderful and took excellent care of our dog. She is caring, keeps great communication and our pup loves her!

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Ryan M.
House Sitting
5 out of 5.0 stars

I couldn't be happier with my experience! Margaret was amazing with Theo — attentive, communicative, and clearly a true dog lover. I received regular updates, photos, and videos, which gave me so much peace of mind while I was away. When I came home Theo didn't even want Maragret to leave! I’m so grateful to have found someone I can fully trust, and I’ll definitely be booking again. Highly recommend!

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Marleigh P.
House Sitting
5 out of 5.0 stars

My girls love Jessica - They are so happy and content with her which means everything. We are so lucky to have her!

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Brigitte K.
House Sitting
1 / 1
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