House Sitting in Okauchee

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
Jefferson, WI, 53549
19.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
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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.

Availability updated 4 days ago
Sitter Profile Image: Kristin C.
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Sitter Profile Image: Kristin C.
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2. Kristin C.

Professional Vet Tech Pet Sitter
Watertown, WI, 53094
15.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
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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

Availability updated today
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
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
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Tara was AMAZING!! She communicated very well and sent photo updates throughout her stay. Our puppy loved her! I couldn't recommend her enough!!

Availability updated 2 days ago
Sitter Profile Image: Benjamin T.
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Sitter Profile Image: Benjamin T.
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4. Benjamin T.

Rover 101
Lifelong Animal Lover!
Genesee Depot, WI, 53127
10.3 mi. away
House Sitting, Drop-In Visits
from
$42
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
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Ben is awesome! He house sat for us and our 3 pups for an extended holiday weekend. He really did an amazing job and even got our senior girl to warm up to him which can be hard! We came home to very happy and healthy fur babies and could tell they were well cared for. It can be hard to wrangle 3 crazy dogs but Ben did a really great job. He went above and beyond- our dogs were happy and our house looked better than how we left it. We really look forward to working with Ben again! Thank you!!!

Availability updated today
Sitter Profile Image: Eliana S.
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Sitter Profile Image: Eliana S.
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5. Eliana S.

Star Sitter
Grad student with lots of love!
Waukesha, WI, 53188
10.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
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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!!

Availability updated 2 days ago
Sitter Profile Image: Vonnie T.
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Sitter Profile Image: Vonnie T.
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6. Vonnie T.

Star Sitter
Have had a dog since I was a child
Oconomowoc, WI, 53066
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
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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!

Availability updated 3 days ago
Sitter Profile Image: Joey C.
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Sitter Profile Image: Joey C.
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7. Joey C.

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

Availability updated 4 days ago
Sitter Profile Image: Tim A.
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Sitter Profile Image: Tim A.
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8. Tim A.

Experienced pet lover
Dousman, WI, 53118
8.3 mi. away
House Sitting
from
$65
per night
5.0 out of 5 stars
13 reviews
1 repeat client
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Tim is really a great sitter. he is very reachable and responsive, while I am on vacation, he constantly updated me about my dog, and replied my text msg immediately when I asked him any questions.. on the last day, he confirmed my flight number to make sure if he may stay longer with my dog if my international flight delayed or canceled, which is very thoughtful. also he has kept my place very organized, clean and neat. thanks so much, for treating my place seriously like your own home. I will definitely book Tim when I need someone to take care of my dog in future. surely a 5 star experience!!

Availability updated 4 days ago
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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9. Sarah J.

No Ruff Days: Happy Tails Only!
Sussex, WI, 53089
10.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Sarah was the best with our dogs. She went above and beyond in making sure our dogs were comfortable and cared for. Our more nervous dog was relaxed enough to eat his all his food, and our puppy had no accidents — both of which are not common with us out of the house. On top of that she was very communicative the whole time! Truly so grateful to have found her and would be happy to have her care for our pups again.

Availability updated yesterday
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
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
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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!!!

Availability updated 7 days ago
Sitter Profile Image: Melissa W.
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Sitter Profile Image: Melissa W.
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11. Melissa W.

Peace of mind, while you unwind
Nashotah, WI, 53058
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
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We booked Melissa last minute. She followed our instructions for our girls and they were well taken care of. She even did an extra drop in for us. Would highly recommend to take care of your fur babies.

Availability updated 3 days ago
Sitter Profile Image: Kayla L.
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Sitter Profile Image: Kayla L.
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12. Kayla L.

Cat Mom that also loves Dogs
Pewaukee, WI, 53072
10.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5.0 out of 5 stars
5 reviews
Profile image

Kayla did a great job watching our dog. She was on time and communicated with us as needed. When we returned home everything was picked up and in order. She also stopped out before the house sitting booking to meet the dog and us. We would recommend her.

Availability updated 17 days ago
Sitter Profile Image: Ramsey S.
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Sitter Profile Image: Ramsey S.
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13. Ramsey S.

Enriching pet play care
Oconomowoc, WI, 53066
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
8 reviews
1 repeat client
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Ramsey was awesome! The dogs loved her and got tons of attention and exercise. Great communication and pictures to keep us informed. Will definitely be booking again!

Availability updated 29 days ago
Sitter Profile Image: Maggie K.
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Sitter Profile Image: Maggie K.
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14. Maggie K.

Trusted animal and home care
Hartland, WI, 53029
8.4 mi. away
House Sitting, Drop-In Visits
from
$50
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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Maggie did a great job with our Italian Greyhound, Moe. She sent updates while we were away and we felt totally comfortable leaving Moe in her care!

Availability updated 4 days ago
Sitter Profile Image: Sara V.
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Sitter Profile Image: Sara V.
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15. Sara V.

Your family is my family🤗
Sussex, WI, 53089
10.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
12 reviews
8 repeat clients

About: I've grown up with dogs my whole life! First a Bichon Frise, then a German Shorthaired Pointer puppy who was like my little brother. After he passed away, my parents adopted another German Shorthaired Pointer puppy who I helped care for/train at visits. I also grew up around friends/family cats and dogs whom ranged from small to medium of different breeds. My boyfriend and I have 3 cats, 2 of them I raised since they were kittens. I love fuzzy animals in general (4 legged)! I get off work at 16:00 (4:00pm) Monday through Friday. I am available to walk/check in on your pet(s) after 16:00 (4:00pm) on week days and anytime on the weekends. I am also available for weekend house sittings. As long as they let me, any fur baby I come across will be spoiled with love and cuddles. At home I brush my cats regularly along with cleaning their ears and eye boogies. I vacuum/fur remove the furniture, cat trees (3) and I carpet clean the litter matts. I am naturally an organizational clean freak with 4 1/2 years of hospital housekeeping experience.

Availability updated 4 days ago
Sitter Profile Image: Emma Z.
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Sitter Profile Image: Emma Z.
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16. Emma Z.

I enjoy dogs & making them happy
Oconomowoc, WI, 53066
4.5 mi. away
House Sitting, Dog Walking
from
$28
per night
5.0 out of 5 stars
3 reviews
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Emma was great!!

Availability updated 33 days ago
Sitter Profile Image: Skylar L.
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Sitter Profile Image: Skylar L.
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17. Skylar L.

Friendly active animal lover
Oconomowoc, WI, 53066
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
51 reviews
8 repeat clients
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We’ve use Skylar for drop in visits and now overnight. I can’t say enough good things about her! We appreciate and highly recommend her!!

Availability updated 47 days ago
Sitter Profile Image: Molly M.
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Sitter Profile Image: Molly M.
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18. Molly M.

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

What can I say?! Molly is a gem and truly has a strong passion for animals. She is attentive, professional, punctual and very trusting. My dog looks forward to her walks with Molly! Highly recommended!!

Availability updated 52 days ago
Sitter Profile Image: Sarah B.
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Sitter Profile Image: Sarah B.
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19. Sarah B.

The best stay for your best friend.
Oconomowoc, WI, 53066
1.9 mi. away
Boarding, House Sitting
from
$28
per night
5.0 out of 5 stars
6 reviews

Sarah is a phenomenal pet owner, as well as cares for all pets as if they were her own. She is very responsible and makes sure that all pets are loved and cared for.

Availability updated 37 days ago
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
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5.0 out of 5 stars
6 reviews

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.

Availability updated 8 days ago

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