House Sitting in High Point Estates, Madison, WI

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Top rated High Point Estates house sitters

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: Julie A.
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Julie A.
Star Sitter
from
$55
per night
5 out of 5.0 stars
33 reviews
9 repeat clients
20 years of experience
Madison, WI, 53719

Julie is an amazing dog sitter. Best we have had through Rover yet. She watched our two dogs, one of which is a senior dog with health issues and requires medication. I couldn't recommend her more highly!

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Kym A.
Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter
from
$31
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
8 years of experience
Madison, WI, 53715

Jolie is great. Good communication and goes above and beyond to spend quality time with our two large dogs. Very happy, will book again if possible.

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Rachel H.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5 out of 5.0 stars
68 reviews
22 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa always leaves my home as neat and clean as she found it, and takes good care of my cat, who is pretty demanding of attention. She does a great job of communicating and gives just the right amount of updates and pictures. This is the second time I have used Louisa for cat-sitting and I would definitely use her again!

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Judy B.
Sitter Profile Image: Marley M.
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Marley M.
from
$50
per night
5 out of 5.0 stars
9 reviews
10 years of experience
Madison, WI, 53726

Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)

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Kristina S.
Sitter Profile Image: Annie J.
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Annie J.
Star Sitter
from
$55
per night
5 out of 5.0 stars
62 reviews
21 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: Kaitlyn B.
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Kaitlyn B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
18 reviews
5 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: Hannah I.
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Hannah I.
from
$50
per night
5 out of 5.0 stars
101 reviews
32 repeat clients
5 years of experience
Wexford, Madison, WI, 53717

Highly recommend Hannah! She took great care of our 120 lb dog! She provides updates and has great communication. Can’t wait to have her dog sit for us again!

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Amber R.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$78
per night
5 out of 5.0 stars
61 reviews
24 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!

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Claire G.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$65
per night
5 out of 5.0 stars
124 reviews
42 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

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.

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Suzanne T.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$48
per night
5 out of 5.0 stars
4 reviews
1 repeat client
12 years of experience
Madison, WI, 53711

Hannah was great. She was communicative from start and asked good questions when she stopped by for a quick visit before her stay. Nigel was happy and the house was tidy when we came back! We'd glad have Hannah back.

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Shelley W.
Sitter Profile Image: Terry K.
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Terry K.
from
$60
per night
5 out of 5.0 stars
39 reviews
12 repeat clients
30 years of experience
Middleton, WI, 53562

Terry went above and beyond! Pets were happy and well cared for! I received pictures of their daily adventures and pets taking naps. 😊 And I came home to a house that was cleaner than I left it! Many thanks and I would certainly request her again!

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Beth R.
Sitter Profile Image: Rose J.
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Rose J.
from
$34
per night
5 out of 5.0 stars
8 reviews
5 repeat clients
9 years of experience
verona, WI, 53593

Rose is very enthusiastic and interacts wonderfully with our 5 month old puppy! She is very in-tune to our pup’s schedule and does a nice job of interacting with her when she wants to play play play and recognizes when she is ready to nap! Rose is so thoughtful, she saved a tooth that our puppy lost so we could have it as a keepsake! Thank you, Rose!

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Ben D.
Sitter Profile Image: Erika K.
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Erika K.
from
$45
per night
5 out of 5.0 stars
11 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 out of 5.0 stars
30 reviews
7 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: Sidney R.
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Sidney R.
Star Sitter
from
$50
per night
5 out of 4.9 stars
60 reviews
20 repeat clients
20 years of experience
Middleton, WI, 53562

She did a wonderful job. Sent daily updates and respected the house. Even delt with my nosy neighbor. Will be using her for future dog sitting!

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Jessica S.
Sitter Profile Image: Kaelena K.
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Kaelena K.
from
$35
per night
5 out of 5.0 stars
7 reviews
1 repeat client
15 years of experience
Fitchburg, WI, 53711

Kaelena came over every day to stay with Odara while we were away, she was very attentive and kind with our baby, who now loves her! She followed the instructions I left and I found a happy and calm dog when I got back 🥰

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Izabela S.
Sitter Profile Image: Alexandra D.
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Alexandra D.
from
$79
per night
5 out of 5.0 stars
8 reviews
1 repeat client
4 years of experience
Madison, WI, 53719

About: I’ve consistently taken care of dogs for the past four years. I have two pups of my own, both male pugs, that I love very much and will take care of your pups with the same amount of love and care. My goal is to communicate with you so that your dog, no matter the age or energy level, has the best time while their owner is away! I am a student and in the summer work part-time, so any Rover job can be tailored to my schedule as needed! I work for small chunks at a time in the afternoons, so I can see your pup before and after (if needed). Let’s work something out together! I love my own little pugs very much and understand the love that dog parents have for their pups. Communication is extremely important to me so I can prepare for your dog before hand and can communicate back to you how they are doing!

Sitter Profile Image: Megan B.
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Megan B.
from
$50
per night
5 out of 5.0 stars
3 reviews
8 years of experience
Madison, WI, 53719

About: I’ve been caring for my own cats since I was in 3rd grade, learning the importance of caring for them in many aspects through feeding them, cleaning their litter boxes, and respecting their needs of play time vs needing space. I started caring for my friends animals in college and that’s when I learned more about dogs and how to tell what dogs are friendly, when they need space, etc. Respecting animals and giving them the love and care they deserve is of utmost importance to me. I have a fairly flexible job, so I’m able to fit in visits almost any time of day. The only day I’m not flexible is Sunday, I work a mandatory 12 hour, so could stop in after my shift but not before or during. Respecting people’s space and privacy is important to me, if I’m walking your dog and caring for your cats, you can trust me to do the job at hand and leave your space in one piece. Keeping a clean home is important to me, so you can rest assured that if your pet makes a little mess, it will be cleaned up for you and you’ll never know it happened.

Sitter Profile Image: Sara H.
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Sara H.
from
$55
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
24 years of experience
Sauk Creek, Madison, WI, 53717

Sara was great with a last minute booking when my regular sitter had an emergency. I appreciated her willingness to look after Ollie on short notice. She was great with him and I wouldn't hesitate to recommend her to anyone!

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Angi K.
Sitter Profile Image: Grace L.
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Grace L.
from
$50
per night
5 out of 5.0 stars
3 reviews
16 years of experience
Madison, WI, 53719

Grace was fantastic! Would definitely book her again! We have 5 animals which can be alot, and she was wonderful with them! Highly recommend ❤️

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

Sitter Profile Image: Julie A.
Verified Enhanced Background Check
Sitter Profile Image: Julie A.
Verified Enhanced Background Check

Julie A.
Star Sitter

Mature, skilled and flexible
Madison, WI, 53719
1.0 mi. away
House Sitting, Drop-In Visits
from
$55
per night
5 out of 5.0 stars
33 reviews
9 repeat clients
Profile image

Julie is an amazing dog sitter. Best we have had through Rover yet. She watched our two dogs, one of which is a senior dog with health issues and requires medication. I couldn't recommend her more highly!

Availability updated yesterday
Sitter Profile Image: Jolie Zevallos
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Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter

I love the fur babies so much
Madison, WI, 53715
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$31
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
Profile image

Jolie is great. Good communication and goes above and beyond to spend quality time with our two large dogs. Very happy, will book again if possible.

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

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

Louisa always leaves my home as neat and clean as she found it, and takes good care of my cat, who is pretty demanding of attention. She does a great job of communicating and gives just the right amount of updates and pictures. This is the second time I have used Louisa for cat-sitting and I would definitely use her again!

Availability updated 23 days ago
Sitter Profile Image: Marley M.
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Sitter Profile Image: Marley M.
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Marley M.

Veterinary Student animal lover
Madison, WI, 53726
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
9 reviews
Profile image

Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)

Availability updated 4 days ago
Sitter Profile Image: Annie J.
Verified Enhanced Background Check
Sitter Profile Image: Annie J.
Verified Enhanced Background Check

Annie J.
Rover 101
Star Sitter

Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
62 reviews
21 repeat clients
Profile image

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!!!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kaitlyn B.
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Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
Star Sitter

Your Go-To Sitter
Madison, WI, 53705
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
18 reviews
5 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 today
Sitter Profile Image: Hannah I.
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Sitter Profile Image: Hannah I.
Verified Background Check

Hannah I.
Rover 101

Dogs love to run and play with me!
Wexford, Madison, WI, 53717
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
101 reviews
32 repeat clients
Profile image

Highly recommend Hannah! She took great care of our 120 lb dog! She provides updates and has great communication. Can’t wait to have her dog sit for us again!

Availability updated 13 days ago
Sitter Profile Image: Ann A.
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Sitter Profile Image: Ann A.
Verified Enhanced Background Check

Ann A.
Star Sitter

Attentive and reliable pet sitter
Madison, WI, 53719
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$78
per night
5 out of 5.0 stars
61 reviews
24 repeat clients
Profile image

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!

Availability updated yesterday
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Sitter Profile Image: Robert N.
Verified Enhanced Background Check

Robert N.
Star Sitter

I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
124 reviews
42 repeat clients
Profile image

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 7 days ago
Sitter Profile Image: Hannah P.
Verified Enhanced Background Check
Sitter Profile Image: Hannah P.
Verified Enhanced Background Check

Hannah P.

Dogtor by day ⚕, dogmom always 🐾
Madison, WI, 53711
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Hannah was great. She was communicative from start and asked good questions when she stopped by for a quick visit before her stay. Nigel was happy and the house was tidy when we came back! We'd glad have Hannah back.

Availability updated 3 days ago
Sitter Profile Image: Terry K.
Verified Enhanced Background Check
Sitter Profile Image: Terry K.
Verified Enhanced Background Check

Terry K.
Rover 101

Grandma love is on the way !!
Middleton, WI, 53562
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
39 reviews
12 repeat clients
Profile image

Terry went above and beyond! Pets were happy and well cared for! I received pictures of their daily adventures and pets taking naps. 😊 And I came home to a house that was cleaner than I left it! Many thanks and I would certainly request her again!

Availability updated today
Sitter Profile Image: Rose J.
Verified Enhanced Background Check
Sitter Profile Image: Rose J.
Verified Enhanced Background Check

Rose J.

College student who loves pets!
verona, WI, 53593
4.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$34
per night
5 out of 5.0 stars
8 reviews
5 repeat clients
Profile image

Rose is very enthusiastic and interacts wonderfully with our 5 month old puppy! She is very in-tune to our pup’s schedule and does a nice job of interacting with her when she wants to play play play and recognizes when she is ready to nap! Rose is so thoughtful, she saved a tooth that our puppy lost so we could have it as a keepsake! Thank you, Rose!

Availability updated 2 days ago
Sitter Profile Image: Erika K.
Verified Enhanced Background Check
Sitter Profile Image: Erika K.
Verified Enhanced Background Check

Erika K.

Loving care for your furry family
Middleton, WI, 53562
2.3 mi. away
House Sitting
from
$45
per night
5 out of 5.0 stars
11 reviews
1 repeat client
Profile image

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!

Availability updated yesterday
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Sitter Profile Image: Anna H.
Verified Enhanced Background Check

Anna H.

The best care for your best friend!
Middleton, WI, 53562
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
30 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 today
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check

Sidney R.
Star Sitter

They call me “The Pal Gal”!
Middleton, WI, 53562
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.9 stars
60 reviews
20 repeat clients
Profile image

She did a wonderful job. Sent daily updates and respected the house. Even delt with my nosy neighbor. Will be using her for future dog sitting!

Availability updated 10 days ago
Sitter Profile Image: Kaelena K.
Verified Enhanced Background Check
Sitter Profile Image: Kaelena K.
Verified Enhanced Background Check

Kaelena K.

Doggies are my besties! (:
Fitchburg, WI, 53711
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Kaelena came over every day to stay with Odara while we were away, she was very attentive and kind with our baby, who now loves her! She followed the instructions I left and I found a happy and calm dog when I got back 🥰

Availability updated 22 days ago
Sitter Profile Image: Alexandra D.
Verified Enhanced Background Check
Sitter Profile Image: Alexandra D.
Verified Enhanced Background Check

Alexandra D.

Can’t wait to meet your pup!
Madison, WI, 53719
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$79
per night
5 out of 5.0 stars
8 reviews
1 repeat client

Alex was absolutely wonderful with my dog Bailey! Throughout the time Alex was dog-sitting, we received regular updates and photos, which gave total peace of mind. Bailey was well cared for, walked, fed, and given plenty of attention and affection. We came home to a very content pup! We’d trust Alex with Bailey anytime and highly recommend her to anyone in need of a caring and responsible pet sitter.

Availability updated yesterday
Sitter Profile Image: Megan B.
Verified Enhanced Background Check
Sitter Profile Image: Megan B.
Verified Enhanced Background Check

Megan B.

Friendly, Dependable, Caring
Madison, WI, 53719
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews

Megan is fantastic with our pets! She has watched them over weekends when we’re gone, and checked in while we’re at work during the day. She always makes sure they are comfortable and safe when she leaves which is huge because we have a little escape artist! I would hire Megan to watch our babies again and again!

Availability updated 4 days ago
Sitter Profile Image: Sara H.
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Sitter Profile Image: Sara H.
Verified Enhanced Background Check

Sara H.

Huge animal lover, huge heart
Sauk Creek, Madison, WI, 53717
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
Profile image

Sara was great with a last minute booking when my regular sitter had an emergency. I appreciated her willingness to look after Ollie on short notice. She was great with him and I wouldn't hesitate to recommend her to anyone!

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Grace L.
Verified Enhanced Background Check
Sitter Profile Image: Grace L.
Verified Enhanced Background Check

Grace L.

Love pets and being outside
Madison, WI, 53719
1.3 mi. away
House Sitting, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews
Profile image

Grace was fantastic! Would definitely book her again! We have 5 animals which can be alot, and she was wonderful with them! Highly recommend ❤️

Availability updated 8 days ago

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