Pet Sitting & Drop Ins in Highlands Community, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Maiya W.
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Sitter Profile Image: Maiya W.
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1.

Maiya W.

I'll love them like you love them!
Middleton, WI, 53562
1.9 mi. away
Drop-In Visits
5.0 out of 5 stars
70 reviews
28 repeat clients
from
$15
per visit

Maiya was awesome with our needy cat! He wants all the attention all the time and she was sure to give him lots of love while we were out of town. She offered to bring in the mail too! Such a nice women and definitely a true animal lover!

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Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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2.

Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$16
per visit

Seán & Leticia were great to work with for my first time using Rover. They were respectful of my very nervous cat and took great pictures of my friendlier cat! Seán helped adjust the dates of my booking and checked in with me often to make sure he had all the details right.

Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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3.

Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
363 reviews
113 repeat clients
from
$26
per visit

Ashley was great. She communicated with us very well and promptly and she took great care of our cat and left our home tidy and neat. I would book her again.

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Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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4.

Allegra R.

Rover 101
Dog person for life.
Madison, WI, 53705
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
18 repeat clients
from
$25
per visit

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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5.

Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$24
per visit

Jess was fantastic!! Her commitment to my boys was thorough and she was not fazed by the fact that they are a bit more vocal then most. She sent us detailed notes for each visit, along with pictures, and our boys did very well with her. Jess has a great energy and is very detail oriented- your fur babies are more than safe with her!!

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Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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6.

Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$12
per visit

Dietrich is wonderful!

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Sitter Profile Image: Danielle M.
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Sitter Profile Image: Danielle M.
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7.

Danielle M.

I am dog's best friend!
Verona, WI, 53593
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
37 repeat clients
from
$12
per visit

Danielle is fantastic, and has been our “go-to” sitter for the last three years (20+ bookings) anytime our dogs need looking after at home. She always takes care of their needs, and they look forward to her visits, which gives us peace of mind while we're away.

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Sitter Profile Image: Raven P.
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Sitter Profile Image: Raven P.
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8.

Raven P.

Lover of all dogs
Junction Ridge, Middleton, WI, 53562
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$20
per visit

Highly recommend Raven. She is responsible and reliable, and communicated well with us during three days of drop-in visits for our German Shepherd, Onyx. We had a very important family event to attend … it was great to know he was in good hands!

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Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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9.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
33 reviews
12 repeat clients
from
$25
per visit

Louisa was exceptional. We reached out at the last minute over a holiday weekend and she was very accommodating and helpful. She was conscientious, punctual and loved our large dog lots. She sent Rober and text updates, pictures and was easily reachable whenever we needed. We won’t hesitate to have her dog sit when needed again!

Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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10.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$25
per visit

Sara has been timely with her drop in visits, flexible with the craziness of having to exchange keys, and communicative! We appreciate (including Maverick) her greatly with our long work hours.

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Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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11.

Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$25
per visit

Shaina left me feeling very comfortable about having her drop in for visits with my kitties. I feel as if she treated them like her own and was very thorough during her time spent. I feel like I could also tell a difference with the cats demeanor when I arrived back home as well; they didn’t seem as anxious as in the past with using another service. Thank you Shaina!

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Sitter Profile Image: Brianna K.
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Sitter Profile Image: Brianna K.
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12.

Brianna K.

I provide quality pet care services
Middleton, WI, 53562
1.7 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Brianna cares for pets with her whole heart! She watched my Kai, and I could rest easy knowing that Kai was in her care. She sent picture while I was gone and it looked like Kai was having so much fun on walks, with her toys, and getting lots of pets!! I can’t recommend her enough!

Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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13.

Lydia S.

Here to help with your schedule
Middleton, WI, 53562
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
11 repeat clients
from
$17
per visit

Lydia was great! My cats warmed up to her quickly and they loved playing with her. She was great with communication and I appreciated all her pictures and updates.

Sitter Profile Image: Jocelyn C.
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Sitter Profile Image: Jocelyn C.
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14.

Jocelyn C.

I’ll care for yours like my own!
Madison, WI, 53705
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$20
per visit

Excellent, will use again!

Sitter Profile Image: Hannah S.
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Sitter Profile Image: Hannah S.
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15.

Hannah S.

Love to check on your fur babies!
Madison, WI, 53711
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
62 reviews
33 repeat clients
from
$20
per visit

This was the second time Hannah watched our cat for us, this time for a whole week. Our cat was well taken care of and I appreciated getting updates every visit. Hannah even noticed all our cat’s little habits, making me feel confident that she was being well cared for!

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Sitter Profile Image: Cindy D.
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Sitter Profile Image: Cindy D.
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16.

Cindy D.

Happy to Love your Small Dog!
Madison, WI, 53717
1.8 mi. away
House Sitting, Drop-In Visits
4.5 out of 5 stars
4 reviews
1 repeat client
from
$15
per visit

Cindy has taken care of my pets through the years and has been a dog lover since I have known her. She prides herself in routinely feeding them, taking them for walks and interacting with them to make sure they’re happy. I trust her the most out of anyone to take care of my animal family members!

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Sitter Profile Image: Gabby K.
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Sitter Profile Image: Gabby K.
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17.

Gabby K.

Dog owners with love to go around!
Madison, WI, 53705
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$20
per visit

Gabby was great. She took great care of our German shepherd while we were away. We would consider using her for future drop ins.

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Sitter Profile Image: Cameron R.
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Sitter Profile Image: Cameron R.
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18.

Cameron R.

Helping care for your best friend
Madison, WI, 53705
0.5 mi. away
Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Cameron has been an animal lover all her life! She grew up taking care of her pets, faithfully walking her dogs each day and tending to their needs for love and attention. It's no wonder she is studying to be a veterinarian at the University of Wisconsin, Madison. Not only does she have compassion for animals, but Cameron is one of the hardest workers I know. You can depend on her reliability and trust that she will follow through on her commitments to you and your pets.

Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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19.

Kim M.

Loving and experienced Dog Mom!
Middleton, WI, 53562
1.5 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
94 reviews
40 repeat clients
from
$17
per visit

I chose Kim for my first Rover experience to take care of my cat while I was away for a week. She showed genuine care and interest in my cat , provided daily pictures and updates while I was away , and was always quick to respond if and when needed. She is very trustworthy and she’ll be an obvious choice for the next time I need someone to watch my cat ! I have no hesitation and give my full enthusiasm to recommend her to anybody looking for the right caretaker for your pet.

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Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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20.

Cleda W.

Rover 101
Dogs & Cats LOVE me!
Madison, WI, 53705
0.8 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
160 reviews
75 repeat clients
from
$20
per visit

My Frenchie has stayed overnight with Cleda, but this was my first time having Cleda do lunchtime check-ins with Price. Very good service with pictures and reports. Thanks again Cleda!

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Highlands Community:

When it comes to pet sitting, dog owners in Highlands Community, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of pet sitting in Highlands Community may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Highlands Community pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Highlands Community, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Highlands Community, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits