House Sitting in Oconomowoc

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Emily H.
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Sitter Profile Image: Emily H.
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1.

Emily H.

Experienced, Caring, Professional
Helenville, WI, 53137
12.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$50
per night

Emily was fantastic! She had great communication and made us feel at ease. She took walks, played fetch and send us pictures and videos to keep us updated. We would definitely use her again.

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Sitter Profile Image: Tara R.
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Sitter Profile Image: Tara R.
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2.

Tara R.

I have a warm heart for cold noses!
Delafield, WI, 53018
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$40
per night

Tara was great and would strongly recommend to anyone. Very responsive and courteous, would send pictures and updates several times a day, and returned my texts and calls back promptly. Her and trooper got along very well and the house was in the same condition as when I left. Can’t not say enough good things about her.

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Sitter Profile Image: Stephanie S.
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Sitter Profile Image: Stephanie S.
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3.

Stephanie S.

Always looking for furreal friends!
Waukesha, WI, 53189
17.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
7 repeat clients
from
$35
per night

Stephanie did a great job watching our 4 crazy dogs while we were on vacation. We reached out fairly last minute and she was able to accommodate all our dogs’ needs. All our dogs loved her and we will definitely be utilizing her services again in the future.

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Sitter Profile Image: Vonnie T.
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Sitter Profile Image: Vonnie T.
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4.

Vonnie T.

Have had a dog since I was a child
Oconomowoc, WI, 53066
8.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$35
per night

Vonnie was amazing with our girls. Rosy was adopted in June and has had some pretty serious separation anxiety issues. Vonnie was so kind and patient with her until most of the anxiety subsided. When we came home, while the girls were excited to see us, they both sat at Vonnie’s feet looking up at her..a sure sign of their trust and affection for her. We received pictures and updates of how they were doing throughout our trip. I would highly recommend Vonnie.

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Sitter Profile Image: Eliana S.
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Sitter Profile Image: Eliana S.
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5.

Eliana S.

Grad student with lots of love!
Waukesha, WI, 53188
12.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$40
per night

Eliana has lots of experience caring for animals. She worked at a doggie day care with all types of dogs. She has experience with caring for and walking dog-aggressive dogs. She is also good at administering oral meds for dogs.

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Sitter Profile Image: Kelly H.
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Sitter Profile Image: Kelly H.
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6.

Kelly H.

Our babies walk on 4 legs ❤️🐕
Waukesha, WI, 53188
13.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
32 reviews
9 repeat clients
from
$65
per night

Our second time having Kelly check on our two pups. Communication was great and our two fur babies looked so happy to be home and to hang out with Kelly.

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Sitter Profile Image: Nicole W.
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Sitter Profile Image: Nicole W.
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7.

Nicole W.

Avid animal caretaker 🐶 🐱
Pewaukee, WI, 53072
12.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

Nicole is organized, prompt in her communication, personable, and reliable! I can vouch for her as a trustworthy person. Her experience working with children with disabilities speaks to her responsible and loving nature. I would recommend her as a pet sitter to anyone!

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Sitter Profile Image: Joey C.
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Sitter Profile Image: Joey C.
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8.

Joey C.

Rover 101
Newly Pet "Empty-Nester"
Hartland, WI, 53029
8.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$65
per night

Joey came and stayed in our home so Maverick would feel comfortable. She was very communicative and sent lots of photos! I knew Mav was in good hands.

Sitter Profile Image: Skylar L.
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Sitter Profile Image: Skylar L.
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9.

Skylar L.

Friendly active animal lover
Oconomowoc, WI, 53066
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
7 repeat clients
from
$45
per night

I had Skylar dog sit and walk my golden retriever for almost two years now. She is always very attentive to Cody's needs and always lets me know if he needs anything. She is by far the best in class when it comes to attentiveness. Thank you

Sitter Profile Image: Alaina R.
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Sitter Profile Image: Alaina R.
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10.

Alaina R.

Animal lover and caretaker!
Delafield, WI, 53018
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
1 repeat client
from
$28
per night

Alaina is an experienced animal lover who has provided trusted and reliable care for our dog and cat for many months. She is responsive, a great communicator, shares photos of her visits and our pets adore her. We highly recommend Alaina!

Sitter Profile Image: Cindy S.
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Sitter Profile Image: Cindy S.
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11.

Cindy S.

Nana of 7 & 7 grand-fur babies
Oconomowoc, WI, 53066
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
8 repeat clients
from
$50
per night

Cindy has been one of my favorite pet and house sitters of all time!! The photos and feedback we got from her were a marvelous addition to our trip - knowing that our dog and cat were not only well-cared for, but happy, healthy, and having their own little vacation while we were gone! By my prearranged request, Cindy took our small dog to her house and shared stories & photos of multiple grandkids joyfully playing and sitting with her. I was grateful that Cindy was able to spend time at our house both during the day as well as overnight, and she went out of her way to seek out and pamper our shy elderly cat. I was so pleased to find the house neat and tidy, litter boxes empty, water bowls full, sheets laundered, beds made, and any number of little things that show me Cindy was thoughtful and caring with our household. I will hire her in a heartbeat for our next trip!!!

Sitter Profile Image: Christina R.
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Sitter Profile Image: Christina R.
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12.

Christina R.

Helping to take care of your baby
Oconomowoc, WI, 53066
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$28
per night

Christina is very trustworthy and responsible. She truly loves my dog (more than she likes me I sometimes believe) and the feeling is mutual. Seriously I think they both only tolerate me just to see each other. I have had her pet/house sit (both in my home and hers)on several occasions and had nothing but phenomenal experiences each time. I would highly recommend her to anyone who needs/wants any help with their pets. She follows my crazy specific rules/schedule for my pup (at one time we had 5 all with their own special instructions) flawlessly. From following strict obedience to giving medications I have never worried about anything. My pup is part of a breeding program so every few months when her "time" comes even more attention to detail and strict instructions are required. Christina has never faltered and has done any and everything needed.

Sitter Profile Image: Hannah B.
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Sitter Profile Image: Hannah B.
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13.

Hannah B.

Experienced Animal Lover
Oconomwoc, WI, 53066
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$60
per night

Hannah is such a great pet sitter! Every time I go out of town, Hannah watches my two cats and my fish. She’s always so great with them, making sure they are cared for and loved ☺️. Hannah doesn’t just do the bare minimum. I love that she always sends me cat pics and plays with them until the last second before she leaves. When she comes to pick up the key, my cats meow with joy and run up to her every time. Book Hannah as a pet sitter! She’s great!

Sitter Profile Image: Meghan D.
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Sitter Profile Image: Meghan D.
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14.

Meghan D.

My job: make your pet smile
Nashotah, WI, 53058
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$28
per night

Meghan was great with our dogs. They do not always eat well when we leave them, but she keeps working with them until they eat. I will have her take care of my dogs again.

Sitter Profile Image: Elyse K.
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Sitter Profile Image: Elyse K.
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15.

Elyse K.

Experienced, Loving, snuggly buddy
Oconomowoc, WI, 53066
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$60
per night

I greatly appreciate the care that Elyse gives my dog Roscoe, which you can really tell goes well beyond a job for her. It's easy to see that she takes care of him with an incredible amount of love, care, compassion, and dedication to making sure Roscoe feels safe and cared for by her. It is truly heartwarming to see the smile on his face when he sees Elyse, as he's running up to her to give her kisses whenever she is taking care of him. I cannot begin to express in words how much comfort and reassurance it gives you as a dog owner to know you are leaving your baby in good hands. Roscoe's welcoming and friendly behavior towards her is no doubt a result of the safe and loving environment she creates whenever she's taking care of him. Roscoe feels cherished and secure when she showers him with affection and understands his needs. Elyse's attentiveness and understanding of Roscoe's needs are truly remarkable. Elyse is not only an excellent dog sitter, but an incredible person with deep kindness and compassion, especially for dogs, which is what helps her create a meaningful connection with both pets and their owners. I think she is an amazing human being who goes above and beyond to ensure that every pet receives the best care and love possible. It is my sincere pleasure to recommend Elyse for her exceptional caregiving skills and remarkable traits and personality.

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Sitter Profile Image: Ashley B.
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Sitter Profile Image: Ashley B.
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16.

Ashley B.

HUGE ANIMAL LOVER!
Oconomowoc, WI, 53066
2.0 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$45
per night

Ashley was wonderful! She provided great care and sent some sweet picture updates while taking care of our dog. He’s a quirky little guy but he was happy when we got home and didn’t miss a beat in his routine. We would definitely book with Ashley again!

Sitter Profile Image: Angela J.
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Sitter Profile Image: Angela J.
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17.

Angela J.

Animal lover
Ixonia, WI, 53036
6.0 mi. away
House Sitting, Drop-In Visits
25 years of experience
from
$60
per night

About: I have 8 pets of my own 6 cats and 2 dogs. I also take care of a few of my neighbors dogs and friends dogs while they are away on vacation. I also do daily drop ins to let neighbors dogs out currently. My schedule is very open everyday. I can fit most any time into my schedule. I will work with you as to what works best. I will treat your pet just as my own. I am very honest and trustworthy to be in your home and caring for your pets.

Sitter Profile Image: Zoe G.
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Sitter Profile Image: Zoe G.
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18.

Zoe G.

I honestly just love dogs
Oconomowoc, WI, 53066
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$48
per night

Zoe was amazing! We were getting married on NYE 2022 and we had a dog sitter cancel on us a few days before our big night. In a panic we signed up for Rover, found Zoe and she was a life saver. She came over and met with us and Jackson two days before our wedding night. She followed all of our instructions, checked in with us via text when she got to our house on NYE and sent a few pictures during her stay and based on those pictures her and Jackson became best friends. She left the house in perfect condition after her overnight stay, and even left a beautiful wedding card for us. We highly recommend Zoe and we'll definitely be using her again!!!

Sitter Profile Image: Erin R.
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Sitter Profile Image: Erin R.
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19.

Erin R.

Moving from dog-tags to dogs 🇺🇸🐶
Oconomowoc, WI, 53066
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$70
per night

Erin was a wonderful pet sitter. We felt completely comfortable with her staying in our home, and knew she was providing tons of fun, love and care for our two dogs and cat. She communicated with us throughout our trip and sent photos to reassure us. She is professional, kind, organized, and thoughtful. We couldn't have been happier with Erin.

Sitter Profile Image: Morgan H.
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Sitter Profile Image: Morgan H.
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20.

Morgan H.

Animal Lover in Grad School
Oconomowoc, WI, 53066
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$58
per night

Morgan is a fantastic sitter! Our usual dog sitter was unable to watch our dogs and on very short notice Morgan was able to help us out. Our dogs had a wonderful week! She was very communicative and sent us detailed updates daily. Highly recommend her to anyone with multiple dogs with special needs.

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Oconomowoc House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Oconomowoc are rated on average 5 out of 5 stars based on 54 reviews.

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