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
13 reviews
7 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: Alaina B.
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Sitter Profile Image: Alaina B.
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2. Alaina B.

Experienced and active sitter!
Colgate, WI, 53017
16.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$50
per night

Alaina has done a great job looking after my two high energy dogs. I highly recommend her for overnight stays in your home to watch your fur babies!

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Sitter Profile Image: Tara R.
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Sitter Profile Image: Tara R.
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3. 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
9 reviews
4 repeat clients
from
$40
per night

Tara is amazing. She took such good care of our girl, providing daily pictures and updates. Super communicative and so thoughtful. She even left us a welcome home note with a synopsis of how her stay with Rosie went. We will definitely be asking her to watch our girl again. Can't recommend her highly enough.

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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
8 reviews
1 repeat client
from
$35
per night

Murphy Loved Vonnie! And she sent pictures. She's amazing! I will definitely be reaching out to her again. Best Sitter Ever. Totally made me feel comfortable leaving my best buddy with her. She is AWESOME!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amy S.
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Sitter Profile Image: Amy S.
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5. Amy S.

Reliable, Honest, Empathetic sitter
Oconomowoc, WI, 53066
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$40
per night

Amy was such a kind woman to work with. My dog and light of my life just adored Amy! I would highly recommend her to anyone who loves their dog as much as I do!

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Sitter Profile Image: Kristin C.
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Sitter Profile Image: Kristin C.
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6. Kristin C.

Professional Vet Tech Pet Sitter
Watertown, WI, 53094
12.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$35
per night

Kristin was great, came home to a very happy puppy and she had a great time with her. I was sent lots of pictures of a happy cuddled pup. I would recommend Kristin to anyone

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Sitter Profile Image: Eliana S.
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Sitter Profile Image: Eliana S.
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7. Eliana S.

Star Sitter
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
15 reviews
6 repeat clients
from
$40
per night

Eli is the best. Such a responsible caregiver to our pets. When we return it’s like they received the same care they get when we are home. Communication is awesome including daily pictures of our pets — highly recommend!!

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Sitter Profile Image: Natalie K.
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Sitter Profile Image: Natalie K.
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8. Natalie K.

Animal Loving College Student!
Sussex, WI, 53089
14.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$63
per night

Natalie was great! She kept me updated, sent pictures, and made sure Mikko had fun and felt loved while I was away. Would absolutely recommend her.

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Sitter Profile Image: Benjamin T.
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Sitter Profile Image: Benjamin T.
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9. Benjamin T.

Rover 101
Lifelong Animal Lover!
Genesee Depot, WI, 53127
11.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$42
per night

I highly recommend Benjamin for your pet care needs. He is very kind and loves animals. Ben is smart, reliable, punctual, and trustworthy. His schedule is flexible so he can be free during the day. He took care of my sister's dog for a week when the dog was recovering from ear surgery and needed post op care. He is very good with pets.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cindy S.
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Sitter Profile Image: Cindy S.
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10. Cindy S.

Star Sitter
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
30 reviews
9 repeat clients
from
$55
per night

Cindy was great! Great communications and took excellent care and attention to my dog while I was away. Valentine got daily walks and play time; the pictures sent to me was very reassuring.

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Sitter Profile Image: Angela J.
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Sitter Profile Image: Angela J.
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11. Angela J.

Animal lover
Ixonia, WI, 53036
6.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
2 reviews
from
$65
per night

Angie did such an amazing job with our dogs! We will definitely be having her back.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maddie M.
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Sitter Profile Image: Maddie M.
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12. Maddie M.

reliable and caring, dog approved
Pewaukee, WI, 53072
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$50
per night

Maddie has pet-sat our two dogs multiple times while we've been away. She is responsible, and timely, communicates very well, and has a sincere love for animals. She is always our first choice for a pet sitter. We highly recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Joey C.
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Sitter Profile Image: Joey C.
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13. Joey C.

Rover 101
Star Sitter
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
31 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.

Sitter Profile Image: Skylar L.
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Sitter Profile Image: Skylar L.
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14. 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
34 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.

Sitter Profile Image: Pearl P.
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Sitter Profile Image: Pearl P.
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15. Pearl P.

Animals are my best friends!! 🐶🐶
Hartland, WI, 53029
8.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
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: Jessica C.
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Sitter Profile Image: Jessica C.
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16. 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
39 reviews
13 repeat clients
from
$65
per night

Jessica did a wonderful job housesitting and caring for our menagerie of two dogs and three cats. We have had the same sitter for nearly seven years and when she got a full time job, we needed to find a new person. After trusting someone for that long, there is some trepidation with hiring someone new. We were gone for 12 days and were very happy with Jessica's communication and care. Our pups were excited to see us when we returned, and not at all anxious. We will definitely have Jessica again!

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Sitter Profile Image: Christina R.
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Sitter Profile Image: Christina R.
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17. 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.

Sitter Profile Image: Laura D.
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Sitter Profile Image: Laura D.
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18. Laura D.

We love them! They love us back!
Nashotah, WI, 53058
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$80
per night

Laura always goes above and beyond to make sure that my animals are given the care and attention they need. She is loving and patient, extremely trustworthy, and highly recommended.

Sitter Profile Image: Hannah B.
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Sitter Profile Image: Hannah B.
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19. 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: Meghan D.
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Sitter Profile Image: Meghan D.
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20. 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.

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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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