House Sitting in Readstown

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Top rated Readstown house sitters

1 / 1
Sitter Profile Image: Perry A.
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Perry A.
Star Sitter
from
$70
per night
5 out of 5.0 stars
26 reviews
6 repeat clients
9 years of experience
Mcgregor, IA, 52157

Perry was great with the pups. She took them to the dog park and was super responsive any time I messaged. Thanks for a great experience!

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Emily U.
Sitter Profile Image: Aliya O.
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Aliya O.
from
$30
per night
5 out of 5.0 stars
5 reviews
1 repeat client
18 years of experience
Reedsburg, WI, 53959

About: I would love the opportunity to care for your pet, as I have 18 years of experience in animal care, training, socializing and grooming. I have worked with puppies and kittens, to large animals such as cattle and horses. I promise to provide emotional support, understanding, lots of playtime/ potty breaks, and a safe, calm environment for your pets. I currently work part time as a caregiver for the elderly. When I have time off, I love to spend it with my dogs and my horses. I plan to have a few days open weekly for pet care as I transition into a full time position for animal caretaking. Pets in my home have free range for activities, allowing them to express themselves at all times. Pets in my care will never be crated unless stated by the owner. I will abide by feeding times and rules set by owner, and will contact owner with questions or concerns. I will always maintain a safe and uplifting environment for pets, that includes lots of cuddles and free range on couches if that is a safe space for them. I am flexible with requests or special cares.

Sitter Profile Image: Abrianna F.
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Abrianna F.
from
$40
per night
5 out of 5.0 stars
3 reviews
1 repeat client
8 years of experience
Westby, WI, 54667

Abrianna is truly exceptional! She cared for our two dogs with such love and attentiveness—it was like leaving them with family. Over the two days we were gone, she kept in regular contact, sending updates and photos that gave us total peace of mind. She walked them, played with them, and gave them all the attention they needed. We came home to happy pups and a spotless home. Highly, highly recommend!

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Heather T.
Sitter Profile Image: Rachel F.
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Rachel F.
Star Sitter
from
$75
per night
5 out of 5.0 stars
107 reviews
50 repeat clients
7 years of experience
Tomah, WI, 54660

We have used Rachel a handful of times, and she is always extremely caring of our fur babies. She even lets them sleep with her, which we really appreciate.

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Peyton O.
Sitter Profile Image: Heather R.
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Heather R.
from
$77
per night
5 out of 5.0 stars
50 reviews
9 repeat clients
40 years of experience
Lacrosse, WI, 54601

Heather was an incredible dog sitter in our home! She clearly has a ton of experience and feels super comfortable with dogs. We got great photos every day of our 7+ days being gone showing our pups out walking, sunbathing, or relaxing indoors. We even got videos! It was obvious our dogs also felt comfortable with her based on the photos, videos, and the fact that when we got home they were happily napping together - she had worn them out! And she had a ton of patience for them doing their usual dog stuff (getting in the water, rolling in stuff, etc) which we really appreciated as it kept them in their normal routine. Our house was also clean and tidy when we got back and our garden well cared for. Heather was very communicative which was nice for keeping us in the loop for all the little funny things our dogs were up to. We will definitely book again!

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Christina J.
Sitter Profile Image: Lilly W.
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Lilly W.
from
$40
per night
5 out of 5.0 stars
1 review
4 years of experience
Onalaska, WI, 54650

Great sitter! Happy to recommend.

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Zach H.
Sitter Profile Image: Rebecca R.
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Rebecca R.
Star Sitter
from
$80
per night
5 out of 5.0 stars
42 reviews
17 repeat clients
40 years of experience
Baraboo, WI, 53913

Rebecca is so great with my dogs and I always come home to happy pups and my house as I left it! She's great with photos also, so my mind can be at ease when leaving my dogs for over nights and check ins! Highly recommend!!

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Erica W.
Sitter Profile Image: Cheryl R.
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Cheryl R.
from
$40
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
13 years of experience
Viola, WI, 54664

Our pets were in good hands with Cheryl! She took excellent care of our dog, cat, and guinea pigs over Christmas. Ziggy in particular was sad to see her go.

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Allison H.
Sitter Profile Image: Erin W.
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Erin W.
from
$30
per night
5 out of 5.0 stars
2 reviews
1 repeat client
15 years of experience
La Crosse, WI, 54601

Erin was great! Super friendly and took great care of our dog. Stayed at the house while we were away and kept the place nice and clean. Will def book again

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Yasey Y.
Sitter Profile Image: Dawn M.
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Dawn M.
from
$75
per night
35 years of experience
Loganville, WI, 53943

About: I've taken care of many dogs and even more cats over the last 38 years. I love them and will love yours like my own. Semi retired looking forward to helping people out. I have a very flexible schedule and a very dog friendly home. We have one dog in the home sometimes too because I watch my daughter's dog. We have a big country yard, dogs would be monitored with a leash unless the dog is good at obeying commands. Big yard with walking trails.

Sitter Profile Image: Jaimie W.
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Jaimie W.
from
$125
per night
5 out of 5.0 stars
26 reviews
3 repeat clients
22 years of experience
Tomah, WI, 54660

We can’t say enough good things about Jaimie! Her communication was amazing and her care for our dogs was top notch! With her care and attention we were able to throughly enjoy our vacation. The dogs loved Jaimie and we would certainly hire her again - the dogs would be thrilled!

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Tina B.
Sitter Profile Image: Candida L.
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Candida L.
from
$74
per night
5 out of 5.0 stars
18 reviews
2 repeat clients
30 years of experience
Lone Rock, WI, 53556

About: Hello my name is Candida (Candi). I have worked in and with Rescues and Humane Societies throughout the State of WI over the last 30 years. I currently have 4 dogs and live out in the country with lots of room to run. I am very familiar with different behavior issues as well as how to work with your pets to get through those issues. This experience comes from fostering many high risk animals over the years. Your pet will be treated the same in my home as he/ she is treated in your home. If they go on your furniture, they are welcome on mine, etc. I am always willing to go the extra mile, if your pet needs a bath or a nail clip, I am happy to do that. I have experience with training, CPR, Giving Meds both by mouth and shot. Some of my friends lovingly call me the crazy dog lady because of my deep love for dogs, they have feelings and emotions just as we do and I always take that into consideration when caring for them. Given the opportunity I will show you that you can trust me to care for your baby while you are away just as you care for them when you are home. I currently work part time at my own small business so my schedule is super flexible and can be easily worked around your needs. This gives me the flexibility to give your pet all the time and attention they need while in my care. I have four dogs that are the sweetest babies. They get along great with all animals as well as kids. I do not have a fenced yard as we live on 80 acres out in the country, but I do have a portable temporary fencing that can be put up for outside time. We have a large area in the lower level of our home for inside play time. As I said earlier, when your pet is in my home, they will be treated just as they are when they are with you. I know how important routine is to their little minds. If you feed at a certain time, I will follow that routine. I know mine have a very set routine, they surely know when dinner time is. :o)

Sitter Profile Image: Christopher C.
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Christopher C.
from
$25
per night
24 years of experience
Hillsboro, WI, 54634

About: Hi, I’m Chris! I’ve always loved being around dogs and have spent years caring for pups of all kinds — from high-energy adventurers to laid-back couch companions. I know how important it is to find someone you trust with your dog, and I’m here to give them the attention, care, and exercise they need while you’re away. Whether your dog loves a long, brisk walk or prefers a slower, sniff-filled stroll, I’ll adjust to whatever makes them happiest. Their safety, comfort, and happiness always come first with me, and I’ll treat them like they’re my own. Regular walks do more than just burn energy — they help dogs stay healthy, ease anxiety, and keep them mentally sharp. Plus, it gives them a chance to explore, smell new things, and just enjoy being a dog. I’d love to meet you and your pup and be a part of their daily routine! I do a lot of running and trail running so if you have an active dog, we could have a lot of fun. But I also enjoy slow paced walks and just enjoying the environment. As I have had inside/outside dogs most of my life, I will always contain pets into the areas that are available for them but not a caged containment unless needed.

Sitter Profile Image: Matthew K.
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Matthew K.
from
$80
per night
6 years of experience
Viroqua, WI, 54665

About: I have lived on a homestead in Wisconsin with a variety of different animals for the last 6 years, during which time I have developed a deep love for the bonding that happens between humans and dogs. I have been relied on for a variety of needs from house sitting, dog walking, potty breaks and feeding for my friends and neighbors. The last year and a half I have taken a deeper dive into learning more about 'balanced dog training'. I have learned more intimately the balance of love and respect that comes when boundaries and discipline are maintained with our beloved pets. I am reliable, timely, and easy to talk to. I am here to listen to your needs and the needs of your furry friend. I am currently unemployed and seeking a full-time job. As such, I am very available to handle pet care needs of all kinds. Don't hesitate to reach out and schedule a meet and greet! I currently am unable to host pets in my own home. I am, however, able to sit at a clients home. I will treat your home better than I treat my own. I will ask questions and make sure we are on the same page about standards of care and I will take seriously the need for clear and open communication.

Sitter Profile Image: Linsie M.
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Linsie M.
from
$52
per night
5 out of 4.8 stars
64 reviews
10 repeat clients
11 years of experience
La Crescent, MN, 55947

Linsie is experienced with dogs and understands their needs! We appreciated that she spend time with our dog and sent us progress reports and pics! Highly recommend Linsie!

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Lisa L.
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Sitter Profile Image: Perry A.
Verified Enhanced Background Check
Sitter Profile Image: Perry A.
Verified Enhanced Background Check

Perry A.
Star Sitter

Multi-pet, in practice dog trainer
Mcgregor, IA, 52157
36.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
26 reviews
6 repeat clients
Profile image

Perry was great with the pups. She took them to the dog park and was super responsive any time I messaged. Thanks for a great experience!

Availability updated 5 days ago
Sitter Profile Image: Aliya O.
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Sitter Profile Image: Aliya O.
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Aliya O.

All pets welcome for care 💗
Reedsburg, WI, 53959
35.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 5.0 stars
5 reviews
1 repeat client

Aliya has been an integral part of my success in raising and training service dogs for autism, PTSD, anxiety, diabetes, and guide dogs for the blind. At all hours of the day and night Aliya has assisted in the birthing process — nurturing, protecting, and bottle feeding brand new puppies. She has been called the “puppy whisperer” for years. Caring for dogs could not be a more organic fit for Aliya’s gift with animals. She would be at the top my short list of people I would trust with my babies.

Availability updated 18 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Abrianna F.
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Sitter Profile Image: Abrianna F.
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Abrianna F.

No dog to big or small
Westby, WI, 54667
12.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Abrianna is truly exceptional! She cared for our two dogs with such love and attentiveness—it was like leaving them with family. Over the two days we were gone, she kept in regular contact, sending updates and photos that gave us total peace of mind. She walked them, played with them, and gave them all the attention they needed. We came home to happy pups and a spotless home. Highly, highly recommend!

Availability updated 25 days ago
Sitter Profile Image: Rachel F.
Verified Background Check
Sitter Profile Image: Rachel F.
Verified Background Check

Rachel F.
Star Sitter

Former Animal Shelter Employee
Tomah, WI, 54660
38.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
107 reviews
50 repeat clients
Profile image

We have used Rachel a handful of times, and she is always extremely caring of our fur babies. She even lets them sleep with her, which we really appreciate.

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Heather R.
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Sitter Profile Image: Heather R.
Verified Enhanced Background Check

Heather R.

My reviews speak for themselves 🙂
Lacrosse, WI, 54601
30.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$77
per night
5 out of 5.0 stars
50 reviews
9 repeat clients
Profile image

Heather was an incredible dog sitter in our home! She clearly has a ton of experience and feels super comfortable with dogs. We got great photos every day of our 7+ days being gone showing our pups out walking, sunbathing, or relaxing indoors. We even got videos! It was obvious our dogs also felt comfortable with her based on the photos, videos, and the fact that when we got home they were happily napping together - she had worn them out! And she had a ton of patience for them doing their usual dog stuff (getting in the water, rolling in stuff, etc) which we really appreciated as it kept them in their normal routine. Our house was also clean and tidy when we got back and our garden well cared for. Heather was very communicative which was nice for keeping us in the loop for all the little funny things our dogs were up to. We will definitely book again!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lilly W.
Verified Enhanced Background Check
Sitter Profile Image: Lilly W.
Verified Enhanced Background Check

Lilly W.

💕Absolute pet lover💕
Onalaska, WI, 54650
37.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
1 review
Profile image

Great sitter! Happy to recommend.

Availability updated 5 days ago
Sitter Profile Image: Rebecca R.
Verified Enhanced Background Check
Sitter Profile Image: Rebecca R.
Verified Enhanced Background Check

Rebecca R.
Star Sitter

Providing Cuddles & Care ♡♡♡♡
Baraboo, WI, 53913
49.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
42 reviews
17 repeat clients
Profile image

Rebecca is so great with my dogs and I always come home to happy pups and my house as I left it! She's great with photos also, so my mind can be at ease when leaving my dogs for over nights and check ins! Highly recommend!!

Availability updated 9 days ago
Sitter Profile Image: Cheryl R.
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Sitter Profile Image: Cheryl R.
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Cheryl R.

Loving, Responsible, Professional
Viola, WI, 54664
4.1 mi. away
House Sitting, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Our pets were in good hands with Cheryl! She took excellent care of our dog, cat, and guinea pigs over Christmas. Ziggy in particular was sad to see her go.

Availability updated 21 days ago
Sitter Profile Image: Erin W.
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Sitter Profile Image: Erin W.
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Erin W.

Caring and fun! Prices are flexible
La Crosse, WI, 54601
34.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Erin was great! Super friendly and took great care of our dog. Stayed at the house while we were away and kept the place nice and clean. Will def book again

Availability updated 2 days ago
Sitter Profile Image: Dawn M.
Verified Enhanced Background Check
Sitter Profile Image: Dawn M.
Verified Enhanced Background Check

Dawn M.

I'm experienced and caring.
Loganville, WI, 53943
36.7 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
from
$75
per night
1 review

Dawn is a very caring and thoughtful person! She loves her dogs and takes great care if them. She would go above and beyond for your dog too!

Availability updated 25 days ago
Sitter Profile Image: Jaimie W.
Verified Enhanced Background Check
Sitter Profile Image: Jaimie W.
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Jaimie W.

Jaimie and the herd
Tomah, WI, 54660
42.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$125
per night
5 out of 5.0 stars
26 reviews
3 repeat clients
Profile image

We can’t say enough good things about Jaimie! Her communication was amazing and her care for our dogs was top notch! With her care and attention we were able to throughly enjoy our vacation. The dogs loved Jaimie and we would certainly hire her again - the dogs would be thrilled!

Availability updated 28 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Candida L.
Verified Enhanced Background Check
Sitter Profile Image: Candida L.
Verified Enhanced Background Check

Candida L.

Your Furbabie's Home Away From Home
Lone Rock, WI, 53556
26.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$74
per night
5 out of 5.0 stars
18 reviews
2 repeat clients

Amazing compassionate pet lover who would do anything for our babies! I trust her completely with all our fur babies and our fosters too. Candi has the biggest heart and will do anything needed when watching our babies!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Christopher C.
Verified Enhanced Background Check
Sitter Profile Image: Christopher C.
Verified Enhanced Background Check

Christopher C.

Active dog lover.
Hillsboro, WI, 54634
17.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per night
24 years of experience

About: Hi, I’m Chris! I’ve always loved being around dogs and have spent years caring for pups of all kinds — from high-energy adventurers to laid-back couch companions. I know how important it is to find someone you trust with your dog, and I’m here to give them the attention, care, and exercise they need while you’re away. Whether your dog loves a long, brisk walk or prefers a slower, sniff-filled stroll, I’ll adjust to whatever makes them happiest. Their safety, comfort, and happiness always come first with me, and I’ll treat them like they’re my own. Regular walks do more than just burn energy — they help dogs stay healthy, ease anxiety, and keep them mentally sharp. Plus, it gives them a chance to explore, smell new things, and just enjoy being a dog. I’d love to meet you and your pup and be a part of their daily routine! I do a lot of running and trail running so if you have an active dog, we could have a lot of fun. But I also enjoy slow paced walks and just enjoying the environment. As I have had inside/outside dogs most of my life, I will always contain pets into the areas that are available for them but not a caged containment unless needed.

Availability updated 37 days ago
Sitter Profile Image: Matthew K.
Verified Enhanced Background Check
Sitter Profile Image: Matthew K.
Verified Enhanced Background Check

Matthew K.

Love and respect opens doors
Viroqua, WI, 54665
9.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
1 review

Dogs love Matt! Matt’s been walking my dog for months now and my pup comes back well exercised and happy every time. Matt’s also great navigating any dog reactivity, keeping calm if separation is needed and allowing play when appropriate. Send great pics and is always on time!

Availability updated 5 months ago
Sitter Profile Image: Linsie M.
Verified Background Check
Sitter Profile Image: Linsie M.
Verified Background Check

Linsie M.
Rover 101

Flexible, Attentive, Pet Caretaker
La Crescent, MN, 55947
38.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$52
per night
5 out of 4.8 stars
64 reviews
10 repeat clients
Profile image

Linsie is experienced with dogs and understands their needs! We appreciated that she spend time with our dog and sent us progress reports and pics! Highly recommend Linsie!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend

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