House Sitting Highlands Community

Find a loving house sitter to watch over your pets and your home.

End
Search

Highlands Community, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Marianne C.
Verified Enhanced Background Check
Marianne C.
from
$95
per night
5.0 out of 5 stars
27 reviews
2 repeat clients
20 years of experience
Madison, WI, 53703

Marianne watched our dog Stella and our cat Star while we were away. Both were so well taken care of -- I wasn't worried about them one bit in Marianne's care. She took Stella on long, sunny walks. Both pets got plenty of attention, and we got to have a relaxing weekend away. Thank you Marianne!

Profile image
Amy B.
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
145 reviews
55 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

I interact with you very well, and vice versa. You are our go-to sitter of all time, now with Teddy as with Cindy. You are so tender and wise with our dogs.

Profile image
Dietrich G.
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
94 reviews
26 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and Sammy did an excellent job of taking care of our 7 month old puppy! They spent time playing with her and working with her on training so she is prepared for her puppy class tomorrow! Thank you!

Profile image
Ben D.
Sitter Profile Image: Cassandra B.
Verified Enhanced Background Check
Cassandra B.
Star Sitter
from
$37
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

Cassandra was a great fit for our family and dog! She gave great updates and went above and beyond with what was needed for the week. We appreciated the great communication and care she took.

Profile image
Erin S.
Sitter Profile Image: Ann A.
Verified Enhanced Background Check
Ann A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
136 reviews
52 repeat clients
10 years of experience
Madison, WI, 53719

Ann did a fantastic job dog sitting our very high energy and dog-reactive pup in our home for five days! She sent so many pictures and we could tell our pup was content/happy and so well taken care of. Ann also reached out to ask clarifying questions when needed and was very responsive. I highly recommend Ann!

Profile image
Claire G.
Sitter Profile Image: Chelsea G.
Verified Enhanced Background Check
Chelsea G.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
23 years of experience
Middleton, WI, 53562

About: My whole life I’ve grown up with dogs and cats, having 3 different dogs and 10 cats over the years. I’ve been one of the main caretakers in my family of our pets. Walking, feeding, bathing, and cutting nails are examples of some of the things I’ve grown up doing for our pets. I worked in a veterinary clinic for the past year and I will be a first year student in veterinary school starting this fall. I’m entirely free this summer until classes start! Once the fall hits and I start veterinary school my availability will become more limited but as of now I’m super free. I use extreme care for any animals I’m taking care of and I’m a very attentive person to their needs and what they want and enjoy. I have a lot of experience with taking care of dogs and cats from growing up with pets, volunteering, and working in veterinary clinic. I’ve gained a lot of knowledge on how to properly care for your pet whether that be in a home or on a walk. I have a huge passion for animals and always pour so much love into any pet that is around me and under my care.

Sitter Profile Image: Meta M.
Verified Enhanced Background Check
Meta M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
52 reviews
10 repeat clients
25 years of experience
Verona, WI, 53593

Meta took great care of our 2 pugs. I felt totally comfortable leaving for 5 days and her caring for the dogs. We came home and the house was very clean. She even made us a delicious quiche. I am not saying everyone should expect a quiche, but that was very thoughtful! would deinately use Meta in the future. I highly recommend her.

Profile image
Denise R.
Sitter Profile Image: Zachary M.
Verified Enhanced Background Check
Zachary M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
31 years of experience
Vilas, Madison, WI, 53711

As hard as it is to leave Tofu, we’re always so glad when Zach stays with Tofu! They have so much fun together and Zach was a wonderful guest. I would recommend him to anyone!

Profile image
Junko T.
Sitter Profile Image: Tatyana K.
Verified Enhanced Background Check
Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
78 reviews
24 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana is awesome!! Stayed at our house for two weeks to take care of our dogs and she rocked it!! Not only did she take care of the dogs but she also took good care of the house. Looking forward to working with Tatyana again in the future!!!

Profile image
Brent K.
Sitter Profile Image: Hanna P.
Verified Enhanced Background Check
Hanna P.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!

Profile image
Mik R.
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Anna H.
from
$75
per night
5.0 out of 5 stars
36 reviews
10 repeat clients
7 years of experience
Middleton, WI, 53562

Anna is great. This is the second time we’ve used her and once again our dogs were happy and well taken care of. She leaves the place spotless as well.

Profile image
Karen B.
Sitter Profile Image: Teagan R.
Verified Enhanced Background Check
Teagan R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
97 reviews
31 repeat clients
12 years of experience
Westmorland, Madison, WI, 53711

Have had Teagan stay with our two pups a few times and we always come home to happy pups and a spotless house. Great communication and lots of pictures.

Profile image
Hanna E.
Sitter Profile Image: Tina B.
Verified Background Check
Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
81 reviews
22 repeat clients
38 years of experience
Windsor, WI, 53598

Tina was attentive to my kitty and connected with him well during our meet-&-greet. She was flexible with logistics as needed and took good care of my kitty. Came home to a house at least as clean as I had left it.

Profile image
Sarah G.
Sitter Profile Image: Eric &  Rachel D.
Verified Enhanced Background Check
Eric & Rachel D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
25 reviews
7 repeat clients
9 years of experience
Capitol, Madison, WI, 53703

Eric and Rachel were absolutely amazing with our pups! In fact, we already rebooked them before this first booking was even done because we were so happy with how they were treating our pups and their great communication. We have older dogs and our oldest is 14 with some health issues. We haven’t used a pet sitter since our dogs were much younger. So we were very nervous going into this, but Eric and Rachel took amazing care of our dogs, we’re patient loving with them, and always sent us updates and pictures. They also took great care of our home while they were staying there. They and their dog Lilo all have experience with rescue dogs, and you can see that and how they were able to adapt to the quirks and needs of our older dogs. Would recommend without hesitation!

Profile image
Spencer I.
Sitter Profile Image: Ann M.
Verified Enhanced Background Check
Ann M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
30 years of experience
Fitchburg, WI, 53593

Ann was wonderful with our puppy. She was very responsive to our messages and flexible when we needed to change things. We felt our puppy was in great hands when we were away and she even taught her a few commands. Will definitely recommend her to others.

Profile image
Kyle T.
Sitter Profile Image: Karina M.
Verified Background Check
Karina M.
from
$45
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Karina was amazing with our pup! She sent frequent updates and pics and even bought her little treats. She was incredibly flexible with our dates and times, and went above and beyond any sitter we’ve ever had- both for our dog and kids. And super affordable. Highly recommended!!!

Profile image
Tony P.
Sitter Profile Image: Evelin C.
Verified Enhanced Background Check
Evelin C.
from
$42
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
3 years of experience
Verona, WI, 53593

Great experience! Our sitter took wonderful care of our two Labrador puppies—playing with them in the yard, giving them a special treat, and keeping them happy and content. We loved receiving photos of them playing and resting peacefully. Highly recommend!

Profile image
Ben D.
Sitter Profile Image: Samantha M.
Verified Enhanced Background Check
Samantha M.
Star Sitter
from
$62
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

Samantha was phenomenal! She provided great communication and provided good updates with my dog. She took amazing care of him. I had her housesitting for me and she was extremely respectful of my apartment as well. I would absolutely have Samantha help me out again!

Profile image
Daria D.
Sitter Profile Image: Andrea P.
Verified Enhanced Background Check
Andrea P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

Andrea did a wonderful job taking care of Toby and was communicative with clear updates throughout the weekend!

Profile image
Akshay R.
Sitter Profile Image: kylie l.
Verified Enhanced Background Check
kylie l.
from
$58
per night
5.0 out of 5 stars
88 reviews
26 repeat clients
1 year of experience
Madison, WI, 53719

Kylie was very communicative and really helped us out with a last minute booking on a holiday. She was punctual, sent great updates, and instantly put our senior dog at ease. We were nervous using Rover for the 1st time, but we would highly recommend her services and will absolutely call her again the next time we need someone.

Profile image
Sean P.
1 / 1
View more

The median cost per night for house sitting in Highlands Community is $50

Pet parents share their Rover experiences - Highlands Community

1 / 1
5.0 out of 5 stars

Jesse was absolutely amazing with Snowy! Her communication was great, and I loved getting all the frequent picture updates while I was away. She was super punctual, paid really close attention to Snowy's routine, and showered her with love. I couldn't have asked for a better sitter and will 100% be booking with her again!

Profile image
Elaine P.
House Sitting
5.0 out of 5 stars

Austin took great care of our bulldog, Uecker and provided us updates throughout about how he was doing!

Profile image
Allison B.
House Sitting
5.0 out of 5 stars

Molly scheduled a pre-sit intro meeting with us to meet our puppy and get the lay of the land. She handled her great and was very forgiving of our initial helicopter parenting. Would and have rebooked her for similar and longer time periods.

Profile image
Tyler W.
House Sitting
5.0 out of 5 stars

Annalesse was so sweet and attentive while caring for our 15yr old beagle. We received plenty of updates and pictures and our mind was at total ease knowing she was there! She asked good questions and left the house nice and clean for us! We will most definitely be rebooking, thanks annalesse!!!!

Profile image
Kelly R.
House Sitting
5.0 out of 5 stars

Maddy was great. We have a Yellow Lab and an English Mastiff and Maddy did great with them! We will definitely have her back next time we are out of town!

Profile image
Mindy W.
House Sitting
5.0 out of 5 stars

Fantastic with our senior dog. He needed a lot of extra help and attention and Jenna was incredible. Highly recommend!!

Profile image
Nick H.
House Sitting
5.0 out of 5 stars

Ruby always does a wonderful job! Even came back to let our furry friend out when our flight was delayed!

Profile image
Kim & David K.
House Sitting
5.0 out of 5 stars

Hannah did an excellent job! We got regular updates, she kept all our babies happy and well exercised, and left the house in a spotless condition!

Profile image
Diksha A.
House Sitting
5.0 out of 5 stars

Louisa was wonderful with our little Jynx! She stayed in contact throughout the day stopping in a number of times to feed, walk, and just let Jynx enjoy the beautiful weather sitting outside. Jynx can have some anxiety when we are gone but she was content and relaxed when we got home! Great experience and I highly recommend Louisa!! Thank you!!

Profile image
Mary N.
House Sitting
5.0 out of 5 stars

Ben did a great job and taking care of Raven! Lots of pictures were sent to confirm activity and confirm happiness of my pup. She took care of her in every way and am happy he was there for her the entire time as she was having some separation anxiety at the time. Highly recommend.

Profile image
Katie T.
House Sitting
5.0 out of 5 stars

McKenna was wonderful once again! Our dogs love when she comes and stays with them. She is very responsive and gives quite a few updates. Would definitely book her again.

Profile image
Ashley B.
House Sitting
5.0 out of 5 stars

Kaitlyn was great with our older dog and kitten, sent us updates regularly! We returned to happy pets and a tidy house!

Profile image
Jessica C.
House Sitting
5.0 out of 5 stars

As always, Jolie did an excellent job taking care of my dogs while I was away. Appreciate her thoughtful care!

Profile image
Erick S.
House Sitting
5.0 out of 5 stars

My pets had a great time with Devon, who was communicative with any questions and reported on how they were doing. When I returned, all 3 pets were happy and rested. I am definitely contacting him again.

Profile image
Wendy B.
House Sitting
5.0 out of 5 stars

Andrea did a wonderful job taking care of Toby and was communicative with clear updates throughout the weekend!

Profile image
Akshay R.
House Sitting
5.0 out of 5 stars

Shaina is simply amazing. The best pet sitter we have ever had and I’ll never book anyone else if I can help it! My animals all adore her, even my shy cat, and she is fully self sufficient and impeccable at handling all the house responsibilities

Profile image
Grace K.
House Sitting
5.0 out of 5 stars

Allegra gave us so many updates and photos while we were away. She made our pets be so safe and comfortable while we were away on vacation.

Profile image
Holly F.
House Sitting
5.0 out of 5 stars

Isabel was wonderful! She sent a lot of great pictures to keep us up to date on how the cats were doing. She also took wonderful care of the house. Don't hesitate to book Isabel!

Profile image
Amy W.
House Sitting
5.0 out of 5 stars

Joel was excellent with our dogs and even made them a pillow fort when they were scared of the fireworks. We will definitely book with him again!

Profile image
Travis T.
House Sitting
5.0 out of 5 stars

Julia did an amazing job watching my dogs and I would highly recommend her. Her communication was great and she even sent me pictures of my happy dogs throughout the week.

Profile image
Sara S.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Highlands Community

Select a filter and find qualifying sitters offering house sitting.

Sitters in Highlands Community average 4
repeat house sitting clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge