House Sitting in Highlands Community, Madison, WI

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Top rated Highlands Community house sitters

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Sitter Profile Image: Julie A.
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Julie A.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
57 reviews
16 repeat clients
20 years of experience
Verona, WI, 53593

Julie went above and beyond for Cosmo. She is a great communicator and really seemed to enjoy taking care of my pup. She left our house in great condition and we would have her back in the future!

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Jeannette L.
Sitter Profile Image: Isabel S.
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Isabel S.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
9 reviews
3 repeat clients
15 years of experience
Midvale Heights Community, Madison, WI, 53711

Isabel was absolutely amazing. Attentive, great communicator and best of all my dog was very happy 😃

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Christine S.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
6 reviews
2 repeat clients
15 years of experience
Madison, WI, 53705

Kaitlyn was great with the dogs right from the meet and greet. She handled their different personalities and medical needs perfectly. She did all that was asked and more. Thank you for allowing me the peace of mind to enjoy this week with friends!!

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Sharon S.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5.0 stars
78 reviews
24 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.

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Ariana S.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$48
per night
4.8 out of 5.0 stars
10 reviews
1 repeat client
5 years of experience
Madison, WI, 53704

Ruby was very accommodating for some last minute schedule changes that occurred on my end for a weekend away! My dog and I appreciate her so much!

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Alex S.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
27 reviews
6 repeat clients
20 years of experience
Madison, WI, 53705

Kaitlyn was an absolute sweetheart and such a great communicator! Prior to our first booking, she asked thoughtful questions about what she could do to prepare and be well-informed, which I appreciated. She sent me photos and updates while caring for Princeton and also gave me a great recap after I got home. I highly recommend Kaitlyn and will definitely book her again!

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Aisha B.
Sitter Profile Image: Sidney R.
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Sidney R.
Star Sitter
from
$50
per night
4.9 out of 5.0 stars
78 reviews
28 repeat clients
20 years of experience
Middleton, WI, 53562

Sidney was a great sitter! She took such good care of my cat and provided the best updates! She also took such good care of my home while I was gone! I really like the report cards she provided for Mae, it was super cute! Would definitely recommend!

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Alysia (Cici) G.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$78
per night
5.0 out of 5.0 stars
80 reviews
31 repeat clients
10 years of experience
Madison, WI, 53719

Ann is always great about communicating and asking questions if she needs to find something to improve her stay for Gabby. I also really enjoyed the photo she shares with me while I’m gone.

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Kelly H.
Sitter Profile Image: Sabrina S.
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Sabrina S.
from
$45
per night
5.0 out of 5.0 stars
17 reviews
4 repeat clients
20 years of experience
Madison, WI, 53705

This was Sabrina’s second time sitting for my cats, and they were just as happy and comfortable with her as the first time. She’s reliable, caring, and clearly has a way with animals. I’ll definitely keep her as my go-to sitter. Highly recommend!

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Nate G.
Sitter Profile Image: Stephany D.
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Stephany D.
from
$45
per night
4.9 out of 5.0 stars
51 reviews
14 repeat clients
10 years of experience
madison, WI, 53719

Stephany was awesome with Gus and Goldie. She communicated often, sent pics and left the house just as she found it. Would definitely use her again.

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April G.
Sitter Profile Image: Amy U.
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Amy U.
from
$50
per night
5.0 out of 5.0 stars
4 reviews
30 years of experience
Regent, Madison, WI, 53726

It was so nice to know we had a reliable, kind and experienced pet sitter! Amy took care of our two dogs, cat, and gecko and sent great pictures during her stay. We were lucky to have her!

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Beth R.
Sitter Profile Image: Erika K.
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Erika K.
from
$45
per night
5.0 out of 5.0 stars
12 reviews
1 repeat client
12 years of experience
Middleton, WI, 53562

Erika was great! Curly, my dog, was well taken care of and so was my apartment! She did a great job following all my care instructions for my senior dog and she did a great job keeping everything very tidy. I would certainly recommend her to others and will use her again!

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Micha M.
Sitter Profile Image: Anna H.
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Anna H.
from
$65
per night
5.0 out of 5.0 stars
30 reviews
8 repeat clients
7 years of experience
Middleton, WI, 53562

Anna is a fantastic dog sitter who goes above and beyond for her clients. Before having Anna sit for us for the first time, she made the effort to come by and visit our pup. This was so important for there reasons: 1. Gave our pup the opportunity to become friends with Anna; 2. Allowed our dog to feel comfortable in her home with this new friend; and 3. Gave us the opportunity to show Anna where the important things for our dog are in the house. Anna is prompt and communicative. She gave us photo and text updates throughout her visit. She is clearly a kind and respectful person and dogs seem to love her immediately. I will most definitely reach out to Anna again for any dog sitting/house sitting occasions.

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Lesli M.
Sitter Profile Image: Annie J.
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Annie J.
Star Sitter
from
$55
per night
5.0 out of 5.0 stars
84 reviews
27 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

Annie took great care of our dog and guinea pig! She gave me frequent updates and was very attentive to our anxious dog’s needs. Thank you!!!

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Genevieve H.
Sitter Profile Image: Brenda S.
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Brenda S.
Star Sitter
from
$40
per night
4.7 out of 5.0 stars
13 reviews
3 repeat clients
9 years of experience
Middleton, WI, 53562

Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!

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Alicia S.
Sitter Profile Image: Mandi W.
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Mandi W.
Star Sitter
from
$75
per night
5.0 out of 5.0 stars
7 reviews
2 repeat clients
1 year of experience
Verona, WI, 53593

Mandi is great! My little Olive loved her. My very young dog (needs a lot of pottie training still), really, she's a lot of work... And Mandi was great and sent a ton of really great pictures which showed them hanging out and settled in as a very nice match. Mandi very much loves dogs and that showed through her care and thoughtfulness with Olive.

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Mike B.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$65
per night
5.0 out of 5.0 stars
143 reviews
49 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert did an excellent job taking care of my high energy dog and 2 cats. He communicated very well and let me know what they were up to during the days I was away. He left my house just as clean as when I left it.

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Christina M.
Sitter Profile Image: Christine N.
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Christine N.
Star Sitter
from
$44
per night
4.9 out of 5.0 stars
102 reviews
58 repeat clients
27 years of experience
Prairie Hills, madison, WI, 53711

Christine is amazing!! Our dog Sasha was a euth list rescue and can be very timid and anxious around new people. She has some quirks because of her background and Christine was more than willing to come to meet her in advance to put our minds at ease. She clearly is very good with dogs and knows a lot about how to handle dogs that have difficult backgrounds! She won Sasha over right away. She sent many updates and pictures while we were away for 10 days, and Sasha loved her. She clearly had an amazing time and we didn’t worry at all that she was in great hands. Christine left the house tidy, watered our plants, brought in the mail, and most importantly took great care of our sweet girl!! We won’t hesitate to use her again for dog care in the future!

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Madeline H.
Sitter Profile Image: Yvonne L.
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Yvonne L.
Star Sitter
from
$75
per night
5.0 out of 5.0 stars
21 reviews
6 repeat clients
16 years of experience
Middleton, WI, 53562

Yvonne has been absolutely AMAZING! Not only do my dogs love her, but she takes amazing care of them AND the house while I’m gone. I had a cancelled flight the night I was supposed to be back, and she graciously took care of my pups an additional day than planned, and she also picked me up from the airport! I could not recommend her enough 🙂 10/10

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Andrea F.
Sitter Profile Image: Shobhali T.
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Shobhali T.
from
$50
per night
5.0 out of 5.0 stars
7 reviews
14 years of experience
Middleton, WI, 53562

Shobhali was great! I will definitely contact her in the future. She took great care of my two goldens/doodles and kept me in touch with frequent photos she took while playing with them. And, my house was in fine shape when I returned from a 10-day vacation.

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Timothy H.
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Highlands Community pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Shobhali took great care of our dogs and our house while we were away! She sent us daily updates complete with photos and videos. Her dog, Bru, got along great with our dogs and was a great playmate in our backyard. We'll definitely have her house/dog sit for us again!

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Zach L.
House Sitting
5.0 out of 5.0 stars

Kaitlyn stayed with our anxious 2-year-old bernadoodle for a day. I came home to find a relaxed and contented puppy. Thank you Kaitlyn.

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Karen M.
House Sitting
5.0 out of 5.0 stars

Hannah was wonderful and really saved us at the last minute! The dogs loved her and she was so wonderful, would definitely have Hannah care for our pups again!

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Chandini B.
House Sitting
5.0 out of 5.0 stars

Steph was an excellent sitter! We appreciated her willingness to come to our home and meet the dogs before she stayed with them. She was very communicative and sent photos! We would absolutely recommend her.

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Miranda H.
House Sitting
5.0 out of 5.0 stars

Christine did an excellent job dog sitting while I was out of town. She sent lots of updates and went out of her way to make sure that both of my dogs were well cared for AND having a good time!

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Erica R.
House Sitting
5.0 out of 5.0 stars

We had a wonderful experience with Hannah this weekend! They took such great care of our pups, and kept us updated with photos and messages while we were away. Highly recommend Hannah to anyone looking for a reliable and caring dog watcher!

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Andrew Y.
House Sitting
5.0 out of 5.0 stars

Anna is wonderful! She’s the first sitter I met on Rover and is always my first choice. Highly recommend 😃

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Claire W.
House Sitting
5.0 out of 5.0 stars

I hope we are able to have Jesse again soon. She and Suze hit it off and Jesse took great care of her!😻

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Therese C.
House Sitting
5.0 out of 5.0 stars

We have booked Lydia several times. She is great as always. Good communication, very caring, and a joy to work with. Our dog is partially blind and very deaf and Lydia takes extra care for his needs. We highly recommend her for any pet services

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Kalyn C.
House Sitting
5.0 out of 5.0 stars

Melissa was absolutely wonderful with our animals and taking care of the house while we were away. She sent many updates and pictures. I will hire her every time I need pet care. I don’t think our fur babies even missed us.

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Heather M.
House Sitting
5.0 out of 5.0 stars

Appreciate Jolie looking after my pups when I'm away on business. It's a relief to know that they are in good hands.

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Erick S.
House Sitting
5.0 out of 5.0 stars

We are so happy with our experience with McKenna. She takes excellent care of our dogs and property while we're away. She's very accommodating and very good at communication. We feel very fortunate to have found her!

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Wendie M.
House Sitting
5.0 out of 5.0 stars

Kate took great care of our dog while we were out of town for a whole week. She made sure that she understood his quirks and adapted to what was needed. We would love to have Kate house sit for us again in the future.

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Julie S.
House Sitting
5.0 out of 5.0 stars

Sabrina was awesome with my dog! She had great communication and professionalism! I couldn't recommend her enough

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Chris K.
House Sitting
5.0 out of 5.0 stars

Shaina is my #1 go-to sitter for good reason. She is super conscientious with my home, a wonderful caretaker for my pets, and all of my fur babies are obsessed with her! I love someone who loves my babies as much as I do, to the point where they love her too!

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Grace K.
House Sitting
5.0 out of 5.0 stars

Super responsive, took great care of our pups, and sent pics every day! Natalina is incredibly sweet and I look forward to having her stay at our house with our pups in the future!

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Jodi F.
House Sitting
5.0 out of 5.0 stars

Sara is absolutely amazing! She’s not just incredibly easy to work with and reliable, she’s also so kind and patient! Can’t say enough good things-thanks again Sara!!

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Dani C.
House Sitting
5.0 out of 5.0 stars

We are so grateful and was able to enjoy our getaway with ease. The house was spotless and Brewski really enjoyed her. She played with him. She communicated and sent pictures which I love. Will definitely getting her again. Thank you

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Jean S.
House Sitting
5.0 out of 5.0 stars

Megan was great! She sent very detailed updates, photos, and asked thoughtful questions to ensure my furbabies' wellbeing. Thank you, Megan!

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Rachel S.
House Sitting
5.0 out of 5.0 stars

Karli and her husband were probably the most comfortable our pup has been in all the years we've him watched. Super kind, listened to his quirks, and without a doubt respected our requests. Would book them over and over again.

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Keely M.
House Sitting
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