House Sitting in Jackson

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
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Sitter Profile Image: Olivia O.
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Sitter Profile Image: Olivia O.
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1. Olivia O.

Photographer
Slinger, WI, 53076
2.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$45
per night

Olivia did an amazing job watching our dog Charlie while we were in vacation. She was very good at regularly communicating with us and sending us pictures (which we loved). Charlie struggles with separation anxiety so we were so grateful to have found someone who was able to spend time with him and make sure he felt comfortable. This is our first experience using Rover and felt this couldn’t have gone any better and we have Olivia to thank.

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Sitter Profile Image: Anneliese A.
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Sitter Profile Image: Anneliese A.
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2. Anneliese A.

I love dogs more than people 🥰
West Bend, WI, 53090
11.9 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$40
per night

Anneliese took good care of our two dogs while we were out of town. We were thankful to find a responsible person to house sit and administer our seizure dog's meds 4x a day. We will definitely book her again.

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Sitter Profile Image: Cheryl K.
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Sitter Profile Image: Cheryl K.
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3. Cheryl K.

Experienced with Special Needs dogs
Jackson, WI, 53037
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
86 reviews
31 repeat clients
from
$35
per night

There is truly no one like Cheryl - we have such a deep appreciation for her and how well she takes care of all of our boys while we’re out of town or away from home. She’s thorough, never skips a beat, and even remembers the details I tend to forget! We cannot recommend Cheryl enough.

Sitter Profile Image: Meghan A.
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Sitter Profile Image: Meghan A.
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4. Meghan A.

WFH Pet Mom🐾 Seeking Furry Cuddles
Rubicon, WI, 53078
14.5 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
26 reviews
7 repeat clients
from
$60
per night

Meghan was wonderful! She put up with our naughty little dog and two pups. She kept us up to date and was very informative. We will be using her again! Wonderful.

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Sitter Profile Image: Faith B.
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Sitter Profile Image: Faith B.
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5. Faith B.

I am a strong-warm caring person.
Jackson, WI, 53037
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
12 repeat clients
from
$55
per night

Faith is wonderful with Winnie. In addition to feeding and walking her, Faith administers Winnie's meds and gives her lots of attention. Faith is GREAT.

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Sitter Profile Image: Tasia P.
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Sitter Profile Image: Tasia P.
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6. Tasia P.

Excited to provide safe & fun care!
Mequon, WI, 53097
13.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$30
per night

Really the best and most caring. Charlie and Luna love when she comes to visit!

Sitter Profile Image: Cody C.
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Sitter Profile Image: Cody C.
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7. Cody C.

Great Pyrenees lover
Cedarburg, WI, 53012
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$47
per night

Cody is a great caregiver. This was the second time we'd utilized their services. Our dogs were well cared for and communication was excellent. We will definitely be booking again soon.

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Sitter Profile Image: Ann M.
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Sitter Profile Image: Ann M.
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8. Ann M.

Dog Lover Wants to Help!
Hartford, WI, 53027
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$25
per night

Ann was amazing with my dogs. She truly cares about their well-being. I recommend her to anyone who loves their pets!

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Sitter Profile Image: Keira M.
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Sitter Profile Image: Keira M.
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9. Keira M.

Tons of experience with bullies!
Cedarburg, WI, 53012
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night

What can I say?! Keira is the best. Wally (our Bernedoodle) loves her. We kenneled Wally one time. It wasn’t a bad experience, I just didn’t think that there wasn’t enough interaction at the kennel. When Keira was recommended I jumped at the idea she would stay with our Wally. She watched him for 9 days and when we came home we could tell he was well cared for, had plenty of one on one attention and he was happy. I highly recommend Keira to watch your fur baby.

Sitter Profile Image: Anna V.
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Sitter Profile Image: Anna V.
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10. Anna V.

Trustworthy & Always Punctual
Thiensville, WI, 53092
10.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$40
per night

Anna took the best care of our two pups while we were away for the week! It was wonderful to receive daily updates and pics of our two thriving while we were gone. She took the extra time to take them on walks and to doggy daycare as well. Anna is super responsible and caring -- so thankful to have peace of mind while we were away!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kimberly H.
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Sitter Profile Image: Kimberly H.
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11. Kimberly H.

Happy paws for happy pets 🐾
Hartford, WI, 53027
9.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$50
per night

Kimberly watched our dog, cat and guinea pig. She takes the best care of them and sends updates and pics frequently. We will definitely have her watch them again!!!

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Sitter Profile Image: Jennifer K.
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Sitter Profile Image: Jennifer K.
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12. Jennifer K.

a pawsitive experience;)
West Bend, WI, 53095
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 years of experience
from
$30
per night

About: I’ve taken care of animals since I was younger. Growing up I had dogs, cats, rats, hamsters, lizards, even snakes! I always volunteered to care for all the family and friend pets. I currently work part time at a daycare Tu-Thurs. So I will be available after 500pm on week days and every Fridays-Mondays to care for your animals! :) I can take dogs on a walk for however long needed. I can follow all rules and restrictions for your pet. Cleaning up after your animals and potty breaks!

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Sitter Profile Image: Kayla O.
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Sitter Profile Image: Kayla O.
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13. Kayla O.

Lover of all furry friends!
Slinger, WI, 53086
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night

Kayla has dog sat for our Husky, Bentley several times. She is always the first person we contact when we need someone. Bentley is not for the faint of heart. He likes attention and hates to be left behind when we travel without him. Kayla is great about sending updates and pictures of their adventures while we are away. Bentley is like one of our children so knowing he is being well taken care of is really imortant. Kayla treats Bentley the way we treat Bentley. When we get home he is happy to see us but I think he is sad to see Kayla leave. I know Bentley feels safe with Kayla because he sleeps by her in the spare room instead of his own dog bed. I highly recommend Kayla. She is caring, mature and responsbile.

Sitter Profile Image: Kayla B.
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Sitter Profile Image: Kayla B.
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14. Kayla B.

College graduate who loves animals!
Richfield, WI, 53076
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
10 repeat clients
from
$75
per night

Kayla did a full week overnight stay with our 2 dogs and cat. She was very respectful of our house and flexible with our multiple requests during the week. Our dogs are both 9 years old and this is the first time they have ever been left with a sitter. Kayla made us feel very comfortable they would be her priority and well taken care of. I highly recommend Kayla and will be requesting her again!

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🤗
Germantown, WI, 53022
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
7 repeat clients
from
$60
per night

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.

Sitter Profile Image: Melissa B.
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Sitter Profile Image: Melissa B.
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16. Melissa B.

Years of dog care experience!!
Slinger, WI, 53086
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$25
per night

Melissa is a very loving dog caretaker! She is very loving and loves to make dogs the happiest they can be! Always is doing something with the dogs whether it is walking, playing, and cuddling! Dogs love being around Melissa! One of her dogs was a rescue from a very abusive household. She has nurtured him into trusting people again and is always by her side!!!!

Sitter Profile Image: Kristina & Steven G.
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Sitter Profile Image: Kristina & Steven G.
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17. Kristina & Steven G.

Big Family of 6
Slinger, WI, 53086
5.4 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$35
per night

She was absolutely amazing. I didn't worry at all while I was gone. Followed my instructions to a T and sent me regular updates with pictures. Highly recommend.

Sitter Profile Image: Abby L.
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Sitter Profile Image: Abby L.
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18. Abby L.

Just a dog-loving gal!
Cedarburg, WI, 53012
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$50
per night

Abby was absolutely wonderful. We would hire her again for sure. The dogs loved her too!!

Sitter Profile Image: Hayden E.
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Sitter Profile Image: Hayden E.
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19. Hayden E.

Dog loving teacher!!
Cedarburg, WI, 53012
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$45
per night

Hayden was excellent in her care of Taco. Would definitely rebook with her

Sitter Profile Image: David R.
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Sitter Profile Image: David R.
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20. David R.

Animal caregiver available anytime.
West Bend, WI, 53095
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$50
per night

This was our first time leaving our new rescue with anyone. David listened to our concerns and Lara seemed very happy when we got home. The pictures he sent helped us to feel comfortable leaving her. This also means we can leave her with David again! 🐾🩵🐾🩷🐾

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Jackson House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Jackson 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 Jackson house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Jackson on Rover, your dog will enjoy a loving staycation, right in your home. 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 dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Jackson house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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