House Sitting in Oconomowoc

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: 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
11 reviews
5 repeat clients
from
$50
per night

Emily did a great job with our two German Shepherds. She arrived and left at the requested times, to dogs had lots of play time and running off energy with Emily. Thanks 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
8 reviews
1 repeat client
from
$40
per night

Tara was AMAZING!! She communicated very well and sent photo updates throughout her stay. Our puppy loved her! I couldn't recommend her enough!!

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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
9 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
7 reviews
4 repeat clients
from
$40
per night

Eliana is great with communicating and sending updates! This is the second time we have had her come to our house and we’ve been very happy with the care she has given our pets.

Sitter Profile Image: Ian M.
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Sitter Profile Image: Ian M.
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6. Ian M.

Travelling Dr. Doolittle!
Eagle, WI, 53119
14.5 mi. away
House Sitting
5.0 out of 5 stars
41 reviews
12 repeat clients
from
$40
per night

I’ll definitely be asking Ian back! He was a great communicator, sending pictures and updates daily. My dog didn’t leave his side, went on multiple walks a day, and he took great care of my car and tortoise as well. He also left our house in great shape. Thanks, Ian!

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Sitter Profile Image: Joey C.
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Sitter Profile Image: Joey C.
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7. 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
27 reviews
10 repeat clients
from
$65
per night

Joey did a fantastic job taking care of our three pets. Two of them are elderly and require medication. I felt so much better leaving for our trip knowing she was staying in our house keeping them company.

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Sitter Profile Image: Jessica C.
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Sitter Profile Image: Jessica C.
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8. Jessica C.

Attentive Careful and Kind Sitter
Pewaukee, WI, 53072
8.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
38 reviews
13 repeat clients
from
$65
per night

Jessica was the absolute best! She made me feel so comforted knowing the dogs were with her and she always sent pictures so I could see how everyone was doing. We hope we can book her again in future!

Confirmed availability: Easter Weekend
Sitter Profile Image: Cindy S.
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Sitter Profile Image: Cindy S.
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9. 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
26 reviews
9 repeat clients
from
$55
per night

And all I can say is outstanding! Cindy went above and beyond to make sure my pets for well taken care of! She sent pictures and was very responsive to my questions plus when I got home my house was cleaner then when I left!- I really could not have asked for more and would definitely have her back again!!!

Sitter Profile Image: Skylar L.
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Sitter Profile Image: Skylar L.
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10. 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
28 reviews
8 repeat clients
from
$45
per night

Skylar has taken care of my cat when I have been on vacation. She is very reliable and makes sure the cat is happy. She loves all animals, small and large. She has taken care of all her animals from chickens, goats, rabbits, Guinea pigs, cats and dogs. I trust her with my cat.

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Sitter Profile Image: Alex R.
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Sitter Profile Image: Alex R.
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11. Alex R.

Trustworthy and always punctual
Oconomowoc, WI, 53066
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$35
per night

Alex is the best! She took care of my 7 year old Coon Hound, in my home, for a week. I highly recommend Alex for her professional, thoughtful care.

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Sitter Profile Image: Pearl P.
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Sitter Profile Image: Pearl P.
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12. Pearl P.

Animals are my best friends!! 🐶🐶
Hartland, WI, 53029
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night

Pearl was amazing. My dogs are my children. So I do not trust them with just anyone. Pearl completely understood how much their care means to me. Pearl truely loves animals and it shows. I would absolutely use her again.

Sitter Profile Image: Molly M.
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Sitter Profile Image: Molly M.
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13. Molly M.

Dog lover at your service!
Oconomowoc, WI, 53066
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$75
per night

Molly has lots of experience working with all breeds of dogs. She’s grown up with labs and from a very young age, has held responsibility for many animals including horses, barn cats and dogs. She is kind, gentle and very patient. She loves caring for and ensuring the well being of all animals that are under her care. Your patrons on Rover are lucky to have Molly and can rest assured that she will treat your furry friend with all the love and care their owner would!

Sitter Profile Image: Angela J.
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Sitter Profile Image: Angela J.
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14. Angela J.

Animal lover
Ixonia, WI, 53036
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
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.

Confirmed availability: Easter Weekend
Sitter Profile Image: Susan M.
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Sitter Profile Image: Susan M.
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15. Susan M.

Play Time Is Pet Time
Pewaukee, WI, 53072
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
4 repeat clients
from
$90
per night

Sue’s experience with her doggie daycare speaks for itself. She’s kind to all the animals she meets and plays or walks with the dogs for exercise. Many people from her church group have trusted her to look after dogs, cats, and chickens! She would be my top choice for a pet sitter.

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Sitter Profile Image: Elyse K.
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Sitter Profile Image: Elyse K.
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16. 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
$80
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.

Sitter Profile Image: Meghan D.
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Sitter Profile Image: Meghan D.
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17. 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 took very good care of our two dogs. I would use her again.

Sitter Profile Image: Hannah B.
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Sitter Profile Image: Hannah B.
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18. 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

I can't recommend Hannah enough, she's an excellent pet sitter! When she's taking care of my cats, I can travel worry-free. She's someone I can trust to respect my animals and home. Not only does she follow instructions perfectly, she also goes above and beyond giving the cats the playtime and affection that I can't when I'm away. Hannah is a true pet lover, and it shows!

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Sitter Profile Image: Morgan H.
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Sitter Profile Image: Morgan H.
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19. 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.

Sitter Profile Image: Christina R.
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Sitter Profile Image: Christina R.
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20. 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 a the best. She cares for my dear Ollie with as much care as I do. I trust her to navigate my cranky cocker spaniel when she is socializing him at the dog park. She always takes him on long walks and follows my instructions. I feel like she is a gem of a dog sitter. I really do not know what I would do without her.

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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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Rover.com is the simple, savvy way to find and book house sitting. It's easy to find the perfect house sitter - many sitters on Rover have a long history of house and pet sitting, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every pet sitter on Rover has the option to complete a free background check, so look for their badge that says they've had the check done. Pet and house sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect house sitter on Rover. When you book with one of our trusted house sitters on Rover you get peace of mind that your home and pets are in loving hands.

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