House Sitting in Winsted

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Top rated Winsted 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: Ashley S.
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Ashley S.
Star Sitter
from
$38
per night
5 out of 5.0 stars
14 reviews
5 repeat clients
18 years of experience
Watertown, MN, 55388

Model house/dog sitter. So happy to have found such good care. Great communication with pictures. Hoping Ashley and her daughter can help us again.

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Sherry S.
Sitter Profile Image: Allysa G.
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Allysa G.
from
$45
per night
5 out of 4.3 stars
7 reviews
2 repeat clients
8 years of experience
Hutchinson, MN, 55350

Allysa did a great job watching Jayla while we were away for my daughter’s wedding. I appreciated her communication and photos she sent while we were gone. She was very accommodating with providing the same routine with Jayla that we do when we are home. House was also clean when we returned. Will definitely have her watch Jayla again!

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Christine W.
Sitter Profile Image: Shea P.
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Shea P.
from
$55
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
20 years of experience
Maple Grove, MN, 55369

Shea was amazing! I usually have family watch my dog, so this is the first time I have had someone outside the family watch her. I felt very comfortable and at ease the entire time. Shea did an excellent job and went above and beyond. I will be using her services again in the future :)

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Lauren H.
Sitter Profile Image: Autumn E.
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Autumn E.
from
$50
per night
5 out of 5.0 stars
8 reviews
26 years of experience
Buffalo, MN, 55313

Autumn was amazing with out 2 English setters- she handled medications wonderfully and gave them so much attention and walks! Our neighbor even commented on how great she was. Look forward to using her again!

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Julie L.
Sitter Profile Image: Grace C.
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Grace C.
from
$70
per night
5 out of 5.0 stars
5 reviews
16 years of experience
Maple lake, MN, 55358

Grace was responsible and took great care of our Lab puppy! Excellent pet sitter, highly recommended!

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Dawn D.
Sitter Profile Image: Elizabeth A.
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Elizabeth A.
Star Sitter
from
$75
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
10 years of experience
Saint Michael, MN, 55376

Elizabeth was a great replacement for us. Treated our dogs as her own. Kept the house clean and sent daily texts about how the girls were doing. We definitely made the right choice in choosing her! It can be scary leaving your babies with a stranger, but after a day away I was at ease. My girls are older and need meds, wear diapers sometimes, have special diets and she handled it all perfectly!!

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Kim K.
Sitter Profile Image: Karen C.
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Karen C.
from
$31
per night
4 years of experience
Montrose, MN, 55363

About: I genuinely treat every pet as if they were my own, focusing on their individual needs, routines, and personalities. I'm dependable, attentive, and communicate openly with owners, ensuring peace of mind while they’re away. Whether it's extra playtime, careful attention to health needs, or simply being a calming presence, I go above and beyond to make sure each pet feels safe, loved, and happy. Pet care is a natural part of my daily routine I plan my days around feeding times, walks, play sessions, and any special needs a pet may have. Whether it’s early morning walks, midday check-ins, or evening cuddle time, I make sure each pet gets consistent attention, exercise, and care throughout the day. Their well-being is always a top priority in my schedule. In my home, I provide a safe, comfortable, and pet friendly environment where pets can relax, play, and feel at home. I stick closely to their usual routines, offer plenty of attention, playtime, and outdoor walks, and make sure they have a cozy space to rest. When caring for pets in a client’s home, I respect their space and follow all instructions carefully to keep pets in a familiar, low-stress environment. I focus on maintaining their normal schedule, giving them lots of love and engagement, and keeping owners updated with regular photos and messages.

Sitter Profile Image: Aphra F.
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Aphra F.
Star Sitter
from
$30
per night
5 out of 5.0 stars
32 reviews
8 repeat clients
30 years of experience
Glencoe, MN, 55336

Aphra is an absolute champion! She showed up on time, was incredibly kind, and went above and beyond from start to finish. She took the time to interview me before even meeting my dogs, making sure she understood everything they needed. Throughout the day, she stayed in touch, sent photos, asked questions, and gave me complete peace of mind. I couldn’t have asked for a better experience

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Angie M.
Sitter Profile Image: Emma G.
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Emma G.
from
$29
per night
10 years of experience
Silver Lake, MN, 55381

About: I currently have 2 cats of my own that I take care of, and I also have experience with cat-sitting, dog-sitting, dog-walking, and more 🐱🐶❤️ I’m working part-time as a pet sitter right now and I can watch your pets on any day of the week (including weekends) from 3:30pm to midnight, but I am willing to make exceptions if I receive any inquiries for pet-sitting outside of my normal hours :) I mainly care for pets at the homes of my clients, but cats are welcome in my home if they don’t mind the company of my 2 cats :) 1 cat per day, and you have to bring your cat in some type of cage/crate. They will be staying upstairs where my room, litter box, and food/water bowls are located.

Sitter Profile Image: Heather S.
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Heather S.
from
$42
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
20 years of experience
Buffalo, MN, 55313

Amazing with our energetic doggie! Was very easy to communicate with her! She takes care of your animals as if they were hers! Very responsible and respectful! Will be using her services again!

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Nora M.
Sitter Profile Image: Abby R.
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Abby R.
from
$60
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
9 years of experience
Lester Prairie, MN, 55354

Abby was great! Easy to communicate with and took great care of our cats!

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Katie S.
Sitter Profile Image: Gabrielle F.
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Gabrielle F.
from
$29
per night
5 out of 5.0 stars
2 reviews
5 years of experience
St Bonifacius, MN, 55375

Gabby watched Winston (in-house) while my family was away for spring break. Winston is a high drive vizsla and can be quite a shock to people that aren't use to their relentlessness and lack of recognition of personal space. After meeting Gabby we knew Winston would be in good hands though. Gabby sent us updates (including pictures) and was quick to respond when we check-in. If you need someone to watch your pup, we definitely recommend Gabby!

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John D N.
Sitter Profile Image: Clarice H.
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Clarice H.
from
$29
per night
5 out of 5.0 stars
4 reviews
30 years of experience
Cokato, MN, 55321

About: I have always lived with a cat. Every friend I have has either a cat or dog or more. I have had exotic animals as well. From breaded dragons to praying mantis. First thing I do make sure to feed everyone. Moving the cat bowls back down because the dog likes to try to eat them at night. The dog gets walked before she eats. We just bought a walkway to help our aging cats reach the food bowls. We have three separate feeding areas. So that everyone can eat. One of our cats has anxiety. We have gone through various methods until we find the one that works to relax her.

Sitter Profile Image: Bailey D.
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Bailey D.
from
$65
per night
5 out of 5.0 stars
37 reviews
14 repeat clients
5 years of experience
Glencoe, MN, 55336

About: I have had a passion for all animals sonce a young age.i have raised and trained my own dogs and would love to help you care for you sweet fur babies as well. I am a stay at home mom and home 24/7. I have ample time to pay pets extra attention. I can provide constant supervision and lots of play and cuddle time. Our yard is fenced giving dogs ample room to run. Dogs are also supervised while outside. We have 2 dogs of our own who are extremely dog friendly and ready for new companions to play with or share a nap on the couch. No kennel time required but I can accommodate kennels and any kennel training you have in place.

Sitter Profile Image: Kiaira S.
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Kiaira S.
from
$25
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
19 years of experience
Watertown, MN, 55388

About: Have house sit for friends and family and watched their pets. I grew up with a dog since I was 3 and every encounter I’ve had with animals has been nothing but pleasant I am taking classes online right now, but I am available Monday-Friday and weekends if needed! I love pets and they honestly are destressing for me so I’ll be able to take time for your pets! I live in an apartment complex, on the second floor. We have a small patio, but the apartments have a designated dog park area that’s fenced in as well for them to get their zoomies out!

Sitter Profile Image: Emily G.
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Emily G.
from
$70
per night
8 years of experience
Waconia, MN, 55387

About: I have been around animals since I was born! I currently have a mini goldendoodle and she LOVES other animals and people! I live in a house with plenty of room to run around! I’d love to help take care of your pet whenever you need it! I’m currently working part-time so I will have plenty of time to care for your pets! I can make accommodations and plan ahead of time to make sure everything works out! I have a fenced yard for your pet to run around and play! My dog, Lenni, loves to play and is a great fur friend. On days I take care of your pet, I will make sure to take them outside, play with them, and take them on walks! There is also one other dog and 2 cats. All are very friendly and get along great with other animals!

Sitter Profile Image: Isabelle G.
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Isabelle G.
from
$80
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
18 years of experience
Delano, MN, 55328

Isabelle was fantastic! Met her the first time and whole heartedly trusted her with Benny. I left the country for a week and there were no issues or questions from her while I was away. Good communication and my place was just how I left it. Would recommend if you’re looking for someone you can trust with your loved one and home 🤍

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Desaia H.
Sitter Profile Image: Sienna S.
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Sienna S.
from
$27
per night
15 years of experience
Lester Prairie, MN, 55354

About: I grown up with dogs my whole life. The first two dogs I had were black labs which I had from when I was 1-14. I always took care of them even in their old age. Currently I have two dogs who are pit bull/Great Dane mixes who are 2 1/2. So I’m very well versed with different ages of dogs! I currently have things on Monday-Thursday. But it will change in the summer(mid June), then I’ll have complete full availability for anytime of day! As I won’t be in dance anymore and work will not be in session in the summer! I will make sure your dog is comfortable with me in their home. I try to be inviting and welcoming as possible, especially with meeting any animal for the first time! I will do my best to follow their normal routine to make sure they feel right at home!

Sitter Profile Image: Samantha W.
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Samantha W.
from
$70
per night
8 years of experience
Lester Prairie, MN, 55354

About: I am on time, make sure the dogs get attention, I feed them and get them water, and make them feel loved! I love to play with the dogs and walk them! I am available most days to help out with animals, and I have a flexible routine! I work a few days but can make things work in my schedule! I don’t ignore the dogs! I make them feel loved and make sure they have what they need and are being well taken care of!

Sitter Profile Image: Sally S.
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Sally S.
from
$30
per night
10 years of experience
Lester Prairie, MN, 55354

About: I’ve taken care of dogs since I was about 15 years old and have one of my own. Ready to play with and take care of your furry friend! I currently work 3 days per week, so my schedule is open and free the other 4 days! Reach out with any questions about availability. I have a fenced in large backyard and one playful dog of my own to keep your dog company. Safety and comfort are always important to me!

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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: Ashley S.
Verified Enhanced Background Check
Sitter Profile Image: Ashley S.
Verified Enhanced Background Check

Ashley S.
Star Sitter

Pets Are Family
Watertown, MN, 55388
9.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
5 out of 5.0 stars
14 reviews
5 repeat clients
Profile image

Model house/dog sitter. So happy to have found such good care. Great communication with pictures. Hoping Ashley and her daughter can help us again.

Availability updated 10 days ago
Sitter Profile Image: Allysa G.
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Sitter Profile Image: Allysa G.
Verified Enhanced Background Check

Allysa G.

I have loved animals my whole life.
Hutchinson, MN, 55350
17.1 mi. away
House Sitting
from
$45
per night
5 out of 4.3 stars
7 reviews
2 repeat clients
Profile image

Allysa did a great job watching Jayla while we were away for my daughter’s wedding. I appreciated her communication and photos she sent while we were gone. She was very accommodating with providing the same routine with Jayla that we do when we are home. House was also clean when we returned. Will definitely have her watch Jayla again!

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Shea P.
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Sitter Profile Image: Shea P.
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Shea P.

Professional Pet Pamperer
Maple Grove, MN, 55369
30.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Shea was amazing! I usually have family watch my dog, so this is the first time I have had someone outside the family watch her. I felt very comfortable and at ease the entire time. Shea did an excellent job and went above and beyond. I will be using her services again in the future :)

Availability updated today
Sitter Profile Image: Autumn E.
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Sitter Profile Image: Autumn E.
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Autumn E.

Energetic walks for joyful dogs!
Buffalo, MN, 55313
19.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
8 reviews
Profile image

Autumn was amazing with out 2 English setters- she handled medications wonderfully and gave them so much attention and walks! Our neighbor even commented on how great she was. Look forward to using her again!

Availability updated 5 days ago
Sitter Profile Image: Grace C.
Verified Enhanced Background Check
Sitter Profile Image: Grace C.
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Grace C.

Trusted animal sitter!
Maple lake, MN, 55358
13.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
5 reviews
Profile image

Grace was responsible and took great care of our Lab puppy! Excellent pet sitter, highly recommended!

Availability updated 13 days ago
Sitter Profile Image: Elizabeth A.
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Sitter Profile Image: Elizabeth A.
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Elizabeth A.
Star Sitter

Personable & Caring dog friend :)
Saint Michael, MN, 55376
26.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Elizabeth was a great replacement for us. Treated our dogs as her own. Kept the house clean and sent daily texts about how the girls were doing. We definitely made the right choice in choosing her! It can be scary leaving your babies with a stranger, but after a day away I was at ease. My girls are older and need meds, wear diapers sometimes, have special diets and she handled it all perfectly!!

Availability updated 3 days ago
Sitter Profile Image: Karen C.
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Sitter Profile Image: Karen C.
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Karen C.

Loving & Reliable Care
Montrose, MN, 55363
9.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$31
per night
3 reviews

Karen has been our most recent pet sitter while we were away for the weekend, and did a wonderful job! She is so passionate about her own dog, and of course for her pet sitting babies too! I recommend her 100%!

Availability updated yesterday
Sitter Profile Image: Aphra F.
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Sitter Profile Image: Aphra F.
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Aphra F.
Star Sitter

Treating your dogs like Family
Glencoe, MN, 55336
13.9 mi. away
House Sitting, Drop-In Visits
from
$30
per night
5 out of 5.0 stars
32 reviews
8 repeat clients
Profile image

Aphra is an absolute champion! She showed up on time, was incredibly kind, and went above and beyond from start to finish. She took the time to interview me before even meeting my dogs, making sure she understood everything they needed. Throughout the day, she stayed in touch, sent photos, asked questions, and gave me complete peace of mind. I couldn’t have asked for a better experience

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Emma G.
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Sitter Profile Image: Emma G.
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Emma G.

•Flexible hours•Can watch dogs+cats
Silver Lake, MN, 55381
8.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$29
per night
3 reviews

Emma G has always been an animal lover! She has 2 cats that are well taken care of. I have had Emma help me with chores as I have horses, a dog and some barn cats. There isn't an animal that Emma doesn't like!! I have no doubt that what ever animal Emma is asked to care for she will do an amazing job.

Availability updated 13 days ago
Sitter Profile Image: Heather S.
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Sitter Profile Image: Heather S.
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Heather S.

💜
Buffalo, MN, 55313
17.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Amazing with our energetic doggie! Was very easy to communicate with her! She takes care of your animals as if they were hers! Very responsible and respectful! Will be using her services again!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Abby R.
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Sitter Profile Image: Abby R.
Verified Background Check

Abby R.

Quality-focused Pet Caretaker
Lester Prairie, MN, 55354
7.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
Profile image

Abby was great! Easy to communicate with and took great care of our cats!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Gabrielle F.
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Sitter Profile Image: Gabrielle F.
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Gabrielle F.

Dogs and cats all welcome here!
St Bonifacius, MN, 55375
15.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$29
per night
5 out of 5.0 stars
2 reviews
Profile image

Gabby watched Winston (in-house) while my family was away for spring break. Winston is a high drive vizsla and can be quite a shock to people that aren't use to their relentlessness and lack of recognition of personal space. After meeting Gabby we knew Winston would be in good hands though. Gabby sent us updates (including pictures) and was quick to respond when we check-in. If you need someone to watch your pup, we definitely recommend Gabby!

Availability updated 68 days ago
Sitter Profile Image: Clarice H.
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Sitter Profile Image: Clarice H.
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Clarice H.

Pet sitter for every pet!
Cokato, MN, 55321
13.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$29
per night
5 out of 5.0 stars
4 reviews

She was gentle to my dog Dexter. Sometimes hard to do with a 95 pound doberman. My cats loved her. She sent me pictures of them dancing around her. My shoulder kitty was very happy to find a new shoulder.

Availability updated 51 days ago
Sitter Profile Image: Bailey D.
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Sitter Profile Image: Bailey D.
Verified Enhanced Background Check

Bailey D.

Life is better with a dog
Glencoe, MN, 55336
14.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
37 reviews
14 repeat clients

About: I have had a passion for all animals sonce a young age.i have raised and trained my own dogs and would love to help you care for you sweet fur babies as well. I am a stay at home mom and home 24/7. I have ample time to pay pets extra attention. I can provide constant supervision and lots of play and cuddle time. Our yard is fenced giving dogs ample room to run. Dogs are also supervised while outside. We have 2 dogs of our own who are extremely dog friendly and ready for new companions to play with or share a nap on the couch. No kennel time required but I can accommodate kennels and any kennel training you have in place.

Availability updated 20 days ago
Sitter Profile Image: Kiaira S.
Verified Enhanced Background Check
Sitter Profile Image: Kiaira S.
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Kiaira S.

Animal lover!
Watertown, MN, 55388
9.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
9 reviews
2 repeat clients

About: Have house sit for friends and family and watched their pets. I grew up with a dog since I was 3 and every encounter I’ve had with animals has been nothing but pleasant I am taking classes online right now, but I am available Monday-Friday and weekends if needed! I love pets and they honestly are destressing for me so I’ll be able to take time for your pets! I live in an apartment complex, on the second floor. We have a small patio, but the apartments have a designated dog park area that’s fenced in as well for them to get their zoomies out!

Availability updated 12 days ago
Sitter Profile Image: Emily G.
Verified Enhanced Background Check
Sitter Profile Image: Emily G.
Verified Enhanced Background Check

Emily G.

Need someone to watch your pet!?
Waconia, MN, 55387
13.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
8 years of experience

About: I have been around animals since I was born! I currently have a mini goldendoodle and she LOVES other animals and people! I live in a house with plenty of room to run around! I’d love to help take care of your pet whenever you need it! I’m currently working part-time so I will have plenty of time to care for your pets! I can make accommodations and plan ahead of time to make sure everything works out! I have a fenced yard for your pet to run around and play! My dog, Lenni, loves to play and is a great fur friend. On days I take care of your pet, I will make sure to take them outside, play with them, and take them on walks! There is also one other dog and 2 cats. All are very friendly and get along great with other animals!

Availability updated 4 days ago
Sitter Profile Image: Isabelle G.
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Sitter Profile Image: Isabelle G.
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Isabelle G.

My heart loves all animals
Delano, MN, 55328
13.2 mi. away
House Sitting
from
$80
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
Profile image

Isabelle was fantastic! Met her the first time and whole heartedly trusted her with Benny. I left the country for a week and there were no issues or questions from her while I was away. Good communication and my place was just how I left it. Would recommend if you’re looking for someone you can trust with your loved one and home 🤍

Availability updated 3 days ago
Sitter Profile Image: Sienna S.
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Sitter Profile Image: Sienna S.
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Sienna S.

I love dogs and how they’re playful
Lester Prairie, MN, 55354
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
1 review

Sienna is a wonderful caretaker for our pets! She always helps take care of the cats and dogs, and gives them lots of attention! She loves animals and will do anything to provide them with the best care!

Availability updated 51 days ago
Sitter Profile Image: Samantha W.
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Sitter Profile Image: Samantha W.
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Samantha W.

I love all kinds of dogs!
Lester Prairie, MN, 55354
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
1 review

Samantha has cared for our dog and cats on multiple occasions. She was always attentive to their specific needs, gave them lots of love and belly rubs and helped them feel comfortable and cared for in our absence. Samantha was trustworthy, a great communicator regarding how things were going and even helped care for things around the home when we were gone for an extended time. We always felt safe and that our pets were well loved while we were gone. Highly recommend hiring Samantha for all your fur baby’s needs. ❤️ 🐾

Availability updated 69 days ago
Sitter Profile Image: Sally S.
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Sitter Profile Image: Sally S.
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Sally S.

Your pets new best friend!
Lester Prairie, MN, 55354
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
1 review

Sally has great experience with dogs. She is patient and will treat your dog as if it’s her own. She is reliable and conscientious, always striving to do a good job. If you hire Sally she will love up your pet.

Availability updated 5 months ago

Over 3 pet parents in Winsted have booked house sitting

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  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Winsted is $45

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 house 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.

Sitters in Winsted average 4 repeat house sitting clients

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