House Sitting in Highlands Community, Madison, WI

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Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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1. Lydia S.

Star Sitter
Here to help with your schedule
Middleton, WI, 53562
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5.0 out of 5 stars
90 reviews
28 repeat clients
Profile image

Lydia was great with Jaxon! We so appreciated her communication and photo updates. It made the house stay process very comforting knowing she was there.

Availability updated yesterday
Sitter Profile Image: Ann A.
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Sitter Profile Image: Ann A.
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2. Ann A.

Star Sitter
Attentive and reliable pet sitter
Madison, WI, 53719
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$62
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
Profile image

Ann was great. She watched our dog and our house for 11 nights, and took care of a couple other tasks for us. We will definitely try to book her again next time we leave town!

Availability updated yesterday
Sitter Profile Image: Kaitlyn B.
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Sitter Profile Image: Kaitlyn B.
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3. Kaitlyn B.

Your Go-To Sitter
Madison, WI, 53719
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
Profile image

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!

Availability updated yesterday
Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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4. Louisa M.

Star Sitter
Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
51 reviews
19 repeat clients
Profile image

Our pups had a great experience with Louisa over the two days we were out of town. We came back to two happy and well cared for little guys. I loved the daily pictures, nice personal touch. Louisa checked in with us making sure we’re made it back. Very grateful!

Availability updated yesterday
Sitter Profile Image: kylie l.
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Sitter Profile Image: kylie l.
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5. kylie l.

Star Sitter
can’t wait to meet your dogs!
Madison, WI, 53719
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$58
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
Profile image

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.

Availability updated yesterday
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Sidney R.
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Sitter Profile Image: Sidney R.
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6. Sidney R.

They call me “The Pal Gal”!
Middleton, WI, 53562
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
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Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!

Availability updated today
Sitter Profile Image: Aurora R.
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Sitter Profile Image: Aurora R.
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7. Aurora R.

Star Sitter
Your Dog's Best Friend
Madison, WI, 53705
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
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Had a great experience with Aurora with my two pups. Good communication, on time, pups had a nice time. Would definitely work with her again.

Availability updated today
Sitter Profile Image: Robert N.
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Sitter Profile Image: Robert N.
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8. Robert N.

Star Sitter
I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$58
per night
5.0 out of 5 stars
74 reviews
26 repeat clients
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Robert was so great to work with! Our 3 dogs can be a handful but he handled them well and sent lots of pictures each day. I felt completely at ease having him take care of our dogs and plan on booking with him in the future.

Availability updated 3 days ago
Sitter Profile Image: Terry K.
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Sitter Profile Image: Terry K.
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9. Terry K.

Rover 101
Star Sitter
Grandma love is on the way !!
Middleton, WI, 53562
1.8 mi. away
House Sitting
from
$60
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
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Terry did an amazing job with our animals! He brought our dog on many walks and gave lots of love to our cat. She kept our home very clean which is always appreciated. Thank you Terry!

Availability updated today
Sitter Profile Image: Alexandria P.
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Sitter Profile Image: Alexandria P.
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10. Alexandria P.

Star Sitter
G.O.A.T. pet-sitter!
Regent, Madison, WI, 53726
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$46
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
Profile image

I am incredibly grateful to Alexandria for watching my dog, Topi. She is not only kind and pleasant, but she genuinely cares for Topi’s well-being. Alexandria went above and beyond to ensure Topi was happy and comfortable. Her attentive and loving nature truly sets her apart. I highly recommend her to anyone in need of a trustworthy and compassionate pet sitter.

Availability updated 7 days ago
Sitter Profile Image: Kendall B.
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Sitter Profile Image: Kendall B.
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11. Kendall B.

Home is where the pets are.
Madison, WI, 53715
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
Profile image

Kendall took great care of my pets! They both require medication (oral pills for my dog, a gel for my cat) and Kendall completed all aspects of their care. Kendall also took good care of my home and sent me lots of pictures. I came back to a clean house and happy pets! I would book with Kendall again!

Availability updated 12 days ago
Sitter Profile Image: Anna H.
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Sitter Profile Image: Anna H.
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12. Anna H.

The best care for your best friend!
Middleton, WI, 53562
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
Profile image

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.

Availability updated 3 days ago
Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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13. Andrew L.

Rover 101
Star Sitter
Looking for a fur baby to love! 💜
Madison, WI, 53715
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$89
per night
5.0 out of 5 stars
141 reviews
53 repeat clients
Profile image

Drew is terrific. Or flight home was delayed and caused us to miss our connection… would’ve been sick with worry but Drew cared for our pup and stayed an extra night. Returned to a happy dog and clean home. So happy!

Availability updated today
Sitter Profile Image: Annie J.
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Sitter Profile Image: Annie J.
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14. Annie J.

Rover 101
Star Sitter
Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
31 reviews
11 repeat clients

About: I have 6 years of pet sitting experience (two for a pet sitting company and four solo), where I gained experience taking care of cats and dogs of all ages and sizes. I am available for drop-ins, dog walking, and house-sitting all week. I pet sit full time and can take your pet out every 4 hours! I will provide you with detailed notes of everything I’ve done with your pet and at least 5 pictures every visit! I’m very thorough with instructions and will treat your fur-baby like my own 💖

Availability updated yesterday
Sitter Profile Image: Stephany D.
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Sitter Profile Image: Stephany D.
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15. Stephany D.

I'll be your dog's other bestie!
madison, WI, 53705
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
42 reviews
12 repeat clients
Profile image

Stephanie is a delight and I am so thankful we connected with her and could have her petsit for us. She met with us several times before our week away so the animals could get to know and love her before our departure, which really showed how dedicated she is to giving them the best care. As others have stated, the house was in better condition than we left as well and she was very thorough in making sure everything is perfect for the return. The animals loved her and we were able to truly relax on our vacation because we knew she had everything taken care of. Thank you Stephanie, for your wonderful service and we look forward to the next time!

Availability updated today
Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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16. Ashley E.

Star Sitter
Treating Your Furbabies Like My Own
Madison, WI, 53705
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5.0 out of 5 stars
420 reviews
115 repeat clients
Profile image

Ashley recently dog/house sat for us for several days. Using our dog's reaction to our return of "oh, you're back. Cool." as a guide, apparently she barely knew we were gone. :) Ashley shared info and photos, followed our feeding and care guidelines, and even stripped the sheets on the bed.

Availability updated today
Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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17. Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5.0 out of 5 stars
32 reviews
10 repeat clients
Profile image

I felt so comfortable leaving my dog with Jess! My dog is always on my mind when I’m away for her, and I knew she was in great hands and I didn’t have to worry! Jess sends pictures and great descriptions of activities and keeps you informed a few times a day. Incredibly professional, and will definitely be booking her in the future! Thanks so much, Jess!

Availability updated yesterday
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Shinduri V.
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Sitter Profile Image: Shinduri V.
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18. Shinduri V.

Your pets favorite aunt!
Middleton, WI, 53562
1.2 mi. away
Boarding, House Sitting
from
$45
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
Profile image

Shinduri was just wonderful. She has a pup of her own and clearly loves dogs. She was comfortable with Finn as soon as she met him (and he’s an overenthusiastic jumper). She sent us pictures each day, took him to the dog park and treated him as her own. We’re so grateful and will absolutely be using her in the future!

Availability updated 7 days ago
Sitter Profile Image: Kate K.
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Sitter Profile Image: Kate K.
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19. Kate K.

Rover 101
Cared for as if you were home
Middleton, WI, 53562
1.8 mi. away
House Sitting, Drop-In Visits
from
$60
per night
5.0 out of 5 stars
34 reviews
15 repeat clients
Profile image

Kate was fabulous!!! She went above and beyond for all our pets including the fish. Everyone was healthy and happy when we came home and house was in good order. Would difinately book again!!!!!

Availability updated yesterday
Sitter Profile Image: Dean J.
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Sitter Profile Image: Dean J.
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20. Dean J.

Dean loves dogs
Madison, WI, 53705
0.6 mi. away
House Sitting, Dog Walking
from
$40
per night
18 years of experience

About: I care for my own senior dog, Violet. Violet is 19 years old and takes medications, which I give her. I frequently care for my friends two and a half year old German shepherds since they were puppies. I like caring for puppies, teens, adult dogs and senior fur babies. I'm the first call for friends and family when they have a planned vacation or emergency, needing someone to care for their fur babies. I love going for long adventurous walks that are stimulating for dogs and allow them to have positive experiences. I am free unless I have an art sale or I am caring for a loved animal. Please feel free to reach out so we can schedule something! I am careful when opening closing doors to the outside world. I am familiar in crate / kennel training animals, to keep them safe. I do not allow dogs outside without a leash. I am very aware when other dogs are present as I care for several reactive dogs who are improving everyday! I am aware of animal first aid, doggy CPR and giving medications.

Availability updated 4 days ago

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