House Sitting in Brynwood, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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1. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
Profile image

Jeanee is amazing! She took the best care of our pets, provided frequent updates, and was honestly a joy to communicate with! She will most definitely be my first choice for future pet sitting needs.

Availability updated 9 days ago
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

Star Sitter
All-Day in Home Care For Critters
Milwaukee, WI, 53212
7.5 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
Profile image

This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

Availability updated 5 days ago
Sitter Profile Image: Samantha L.
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Sitter Profile Image: Samantha L.
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3. Samantha L.

caring for animals is my calling !
Ridgeview, Milwaukee, WI, 53538
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
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Everything worked out great. Highly recommended if need a over night in-house sitter. Will definitely use again when needed. Thank You!!!

Availability updated today
Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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4. Katie M.

Happy Pets, Self-Insured Care!
Milwaukee, WI, 53225
4.4 mi. away
Boarding, House Sitting, Drop-In Visits
from
$30
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
Profile image

From the moment Katie came for the Meet and Greet I knew she was awesome! I have 3 rescue dogs and a psycho cat, and they all took to her immediately. Just finished up our first sit with Katie and it went great. I want to tell you it was horrible so I can keep her to myself, but that would be a lie! She will love your babies like her own - my super anxious boy whined at the window when she left. She is LEGIT!!

Availability updated yesterday
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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5. Jamila M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
65 reviews
22 repeat clients
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I'm not sure how I can begin to describe how much of a relief it was to have Jamila caring for my two dogs for a week. Not only did she make sure that they were taken care of as if they were her own, she also provided extra peace of mind with daily pictures (which I loved)!

Availability updated 3 days ago
Sitter Profile Image: Sean N.
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Sitter Profile Image: Sean N.
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6. Sean N.

Husband, father and dog lover.
Kops Park, Milwaukee, WI, 53222
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
14 reviews
6 repeat clients
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2nd time using Sean and just like the last time he did an amazing job. Had a family emergency across country and he was extremely accommodating last minute. My pups love having him around.

Availability updated yesterday
Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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7. Katelyn A.

Eat. Play. Love.
Bayside, WI, 53217
4.3 mi. away
House Sitting, Dog Walking
from
$65
per night
5.0 out of 5 stars
11 reviews
8 repeat clients
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Kate was excellent!! Will definitely use her again. One of my dogs has high anxiety and they did great together. I can't say enough good things about her.

Availability updated 3 months ago
Sitter Profile Image: Monsserath C.
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Sitter Profile Image: Monsserath C.
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8. Monsserath C.

star of love
Enderis Park, Milwaukee, WI, 53210
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
2 reviews

Karla was awesome! Our little fur baby loved spending time with her. She’s kind, communicates often and responds quickly. We’re so happy we found Karla! Shes the best! Karla es lo Maximo! Nuestro perrito encantó su tiempo con Karla! Ella es muy cariñosa, su comunicación es excelente y siempre se responde muy rápido a nuestros preguntas y solicitudes. Estamos muy emocionados encontrar alguien con quien podemos tener 100 confianza aquí cerca de l casa. Sabemos que cuando estamos de viaje nuestro perrito está en buenos manos.

Availability updated 2 days ago
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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9. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
Profile image

Marilia did a great job staying with our pup and walking , feeding, playing and just being there for him. She spent 3 nights and fleas very responsive and respectful of our home . Was thankful she was available, Will hire again .

Availability updated 2 days ago
Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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10. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$68
per night
5.0 out of 5 stars
41 reviews
11 repeat clients
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Jeff was a fantastic pet sitter in my home. My dogs loved him! When I returned home from my trip, I had the opportunity to observe Jeff interact with the dogs. They listened to him, behaved for him and willingly went to him even though their momma was home! They had many tail and full body wags while interacting with him! He stayed in my home, it was neat and tidy upon my return. I will definitely hire Jeff again for “in my home” pet sitting. My endorsement for Jeff’s pet care services is 100%!

Availability updated today
Sitter Profile Image: Jeanne S.
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Sitter Profile Image: Jeanne S.
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11. Jeanne S.

Attentive and dependable caregiver
Milwaukee, WI, 53222
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
5 reviews
Profile image

Jeanne was the perfect sitter for our dog Lucy. She sent updates, gave plenty of walks and cuddles while also watering our plants and leaving our house spotless! We will definitely rebook with her in the future!

Availability updated today
Sitter Profile Image: Candace W.
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Sitter Profile Image: Candace W.
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12. Candace W.

Rover 101
Above and Beyond Pet Care
Mequon, WI, 53092
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
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Candace is an amazing pet sitter . My two dogs love her. But most importantly when I leave I don’t have to worry one second. Truly a blessing for my family!

Availability updated yesterday
Sitter Profile Image: Alyssa B.
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Sitter Profile Image: Alyssa B.
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13. Alyssa B.

Compassionate Pet Sitter
Whitefish Bay, WI, 53217
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
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I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

Availability updated 5 days ago
Sitter Profile Image: Reese K.
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Sitter Profile Image: Reese K.
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14. Reese K.

All around animal lover! 🐶🐱🐹🐮
Whitefish Bay, WI, 53217
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
7 reviews
Profile image

Reese did a great job of sitting our dog and cats, promptly providing updates and communication throughout reservation—will definitely have her sit again!

Availability updated 2 days ago
Sitter Profile Image: Erika B.
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Sitter Profile Image: Erika B.
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15. Erika B.

Small Dog Lover
Milwaukee, WI, 53209
3.9 mi. away
House Sitting, Drop-In Visits
from
$40
per night
1 review

Erika did such a wonderful job watching my dog while I was out of town! I would absolutely recommend Erika for any pet owners out there looking for someone to take care of their pets!!

Availability updated 31 days ago
Sitter Profile Image: Natalie S.
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Sitter Profile Image: Natalie S.
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16. Natalie S.

Dog sitter in Milwaukee
Milwaukee, WI, 53224
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
1 review

Amazing sitter! Takes dogs on daily walks/hikes. Makes sure they go out and always have food and water! Highly recommend! She definitely treats the dogs as her own!

Availability updated today
Sitter Profile Image: Olivia W.
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Sitter Profile Image: Olivia W.
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17. Olivia W.

Passionate Pet Enthusiast
Heritage Heights, Milwaukee, WI, 53224
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$29
per night
5.0 out of 5 stars
2 reviews

We cannot give enough praise to Olivia for watching our three dogs over winter break in 2023. We have one rescue, Rex, who was abused before he became part of our family and he is very protective of us and aggressive towards strangers. With her experience and interest in dogs, Olivia knew exactly how to interact with Rex and it only took an hour or so before they were good buddies! I'm sure our mouths dropped in amazement, because that really had never happened before. Throughout or trip, Olivia kept us well informed and sent us pictures of the pups happily hanging out with her. Olivia is always welcome back at our home and I thinks the dogs already adopted her anyway! Olivia is a lovely person who is great with dogs. She is easily 11 out of 10 stars!

Availability updated 2 days ago
Sitter Profile Image: Mollie G.
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Sitter Profile Image: Mollie G.
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18. Mollie G.

Dog lover
Milwaukee, WI, 53209
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
1 review

Mollie is a true dog lover and dogs LOVE her back. Her interest in and care for a dogs well being is immediately evident and our dog immediately felt that and was comfortable with her when she can be skittish with new people. She taught our dog so many incredible skills such as how to close the door! Mollie is reliable, dependable, responsible and professional. Our dog is difficult to walk with strong hearding instincts and some reactivity towards other dogs and Mollie remains calm and doesn't get rattled walking her which in turn helps our high energy Australian Shepard stay more relaxed. She is comfortable giving our dog medication for her anxiety and she's very good at suggesting resources. Mollie keeps up with dog training techniques and offers helpful suggestions to keep our dog's busy mind engaged. She's a wealth of information about dog behavior and psychology and your fur baby will be in excellent hands under her care. I highly recommend Mollie!

Availability updated 11 days ago
Sitter Profile Image: Alison S.
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Sitter Profile Image: Alison S.
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19. Alison S.

Here for you, and them
Glendale, WI, 53209
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
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Alison stayed at our house to watch our almost 2 year old dog for a long weekend. We really appreciated her communication and responsiveness! She left our house in great shape, and we came home to a well taken care of pup. We will certainly reach out to her next time we need someone to watch Callie.

Availability updated 13 days ago
Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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20. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5.0 out of 5 stars
16 reviews
2 repeat clients

Jessica has cared for our dog, Roxy, at her home, several times already and we cannot imagine someone with better pet care practice. We've kenneled Roxy in other places before we learned of Jessica's availability and Roxy's disposition upon returning home cannot be more different. With other places, Roxy would come home listless and nervous, obviously unsure of herself. On the other hand, after Jessica took care of her for 11 days while we vacationed, the dog came home very relaxed and confident with no sign of trepidation in her behavior. I heartily recommend Jessica as a pet care provider. Like Roxy, I'm sure your pet will love her.

Availability updated 26 days ago

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