House Sitting in Golden Gate, 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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What size are your dogs (lbs)?

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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1. Erica L.

I'll love them like my own
West Allis, WI, 53227
9.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$37
per night
5.0 out of 5 stars
97 reviews
47 repeat clients
Profile image

Erica gave me the comfort of using this for the first time and gave me all the help and questions I had! My babies seemed so happy the entire time and are truly blessed to have had her just down the same block as us! She was great and will definitely use her again for any of our needs! Our 3 cats and baby tortoise were in the best hands with her!

Availability updated yesterday
Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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2. Jeanee S.

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

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

caring for animals is my calling !
Ridgeview, Milwaukee, WI, 53538
2.9 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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5. Katie M.

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

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
6.7 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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7. Sean N.

Husband, father and dog lover.
Kops Park, Milwaukee, WI, 53222
4.4 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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8. Katelyn A.

Eat. Play. Love.
Bayside, WI, 53217
6.4 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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9. Monsserath C.

star of love
Enderis Park, Milwaukee, WI, 53210
5.3 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: Cindy H.
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Sitter Profile Image: Cindy H.
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10. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
6.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$68
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
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We had a great experience with Cindy. She took care of our furbabies like they were her own. Excellent communication, got daily pictures and updates. I did not have to worry at all will 100% rebook with Cindy.

Availability updated 26 days ago
Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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11. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
4.7 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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12. Jeanne S.

Attentive and dependable caregiver
Milwaukee, WI, 53222
4.8 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: Mackenzie M.
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Sitter Profile Image: Mackenzie M.
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13. Mackenzie M.

Best Friends with your Best Friends
Menomonee Falls, WI, 53051
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
10 reviews
1 repeat client
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Mackenzie did a great job with Lambeau over the weekend. We were lucky enough to get her to stay at our house so we didn’t have to board our dog again. She played with Lamb, fed him and gave him all the cuddles. 5 stars, will book again, thank you!

Availability updated 2 days ago
Sitter Profile Image: Natalie S.
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Sitter Profile Image: Natalie S.
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14. 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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15. Olivia W.

Passionate Pet Enthusiast
Heritage Heights, Milwaukee, WI, 53224
0.8 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: Alison S.
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Sitter Profile Image: Alison S.
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16. Alison S.

Here for you, and them
Glendale, WI, 53209
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
Profile image

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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17. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
2.7 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
Sitter Profile Image: Jaclyn O.
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Sitter Profile Image: Jaclyn O.
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18. Jaclyn O.

The Friendly, Neighborhood Pet Lady
Park Knoll, Milwaukee, WI, 53225
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5.0 out of 5 stars
80 reviews
34 repeat clients
Profile image

Cannot recommend Jaclyn highly enough. She was nothing short of amazing. Anyone can watch your dog but only a special person can make them feel as loved and cared for as you do. 100% will book her again!

Availability updated 84 days ago
Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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19. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
Profile image

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

Availability updated 20 days ago
Sitter Profile Image: Amari I.
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Sitter Profile Image: Amari I.
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20. Amari I.

Quality Care Your Pet Deserves!
Silver Swan, Milwaukee, WI, 53225
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
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I needed a dog sitter last minute and contacted Amari about taking care of my 70 lb Belgian Malinois rescue. I do not know how many times my dog has been re-homed so I was very anxious about leaving her with a stranger. When I got home after being away for 3 days my dog was happy as a clam and all of the signs of emotional distress she showed after previous trips -- not eating, not defecating, etc. -- were absent. Amari did a wonderful job! I will definitely employ her in the future.

Availability updated 3 months ago

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