House Sitting in Winterset

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica D.
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Sitter Profile Image: Jessica D.
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1. Jessica D.

Pet lover with lots of experience
Sherman Hill, Des Moines, IA, 50309
26.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
35 repeat clients
from
$30
per night

Jessica is amazing! She communicates with us regularly while on the job and keeps us at ease that our dog is in excellent hands. And our dog loves her!

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Sitter Profile Image: Ky R.
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Sitter Profile Image: Ky R.
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2. Ky R.

Runner who loves animals
Meredith, Des Moines, IA, 50310
27.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
4 repeat clients
from
$40
per night

Ky is awesome!! Absolutely the nicest and you can tell how much she cares about animals. Super communicative and flexible, and takes plenty of adorable photos! 11/10 would book her again.

Sitter Profile Image: Emma P.
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Sitter Profile Image: Emma P.
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3. Emma P.

Keep the vet away by a walk a day!
West des moine, IA, 50266
21.4 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
1 review
2 repeat clients
from
$45
per night

This was our first rover experience. Emma was amazing! Without question we would use her again. The dogs were happy, calm, and relaxed when we got home. Emma was great at communicating during our trip and when we returned our house was spotless. She went above and beyond with walking the dogs and checking our mail. Can't recommend her enough!

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Sitter Profile Image: Traci T.
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Sitter Profile Image: Traci T.
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4. Traci T.

Play. Walk. Love. Repeat!
Waukee, IA, 50263
20.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$60
per night

Traci did an amazing job with my pup Daisy while I was out of town. She was great with texting several times a day with updates and photos, and even got some toys out that I hadn’t seen for a while 😉. Daisy lost her brother last fall and has had a hard time adjusting with some anxiety. Traci was so patient with her and did a great job of making her feel comfortable and working with her. I will definitely request Traci for future trips!

Sitter Profile Image: Sara S.
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Sitter Profile Image: Sara S.
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5. Sara S.

I love ALL animals
Indianola, IA, 50125
24.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
5 repeat clients
from
$28
per night

As always, pets and my home are well taken care of. Sarah sends me little pictures of the fur babies all happy and content. Highly recommend.

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Sitter Profile Image: Skye B.
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Sitter Profile Image: Skye B.
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6. Skye B.

Your Go To!
Adel, IA, 50003
21.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$26
per night

Skye was great! She came to her house on her own time for a meet and greet. She was so kind to our little puppy and sent us frequent updates and pics. We would highly recommend her and definitely will ask her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Yasmin M.
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Sitter Profile Image: Yasmin M.
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7. Yasmin M.

pet lover(and walker)
West Des Moines, IA, 50266
18.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$40
per night

My cat was well cared for while I was away for the weekend! Yasmin was communicative and quick to respond to messages!

Sitter Profile Image: Lisa D.
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Sitter Profile Image: Lisa D.
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8. Lisa D.

Experienced Professional Pet Sitter
Clive, IA, 50325
24.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$35
per night

Lisa did a great job keeping in touch and sending pictures. Our house was clean and the dogs were in good order when we got home. We were very happy with the experience. Thank you Lisa!

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Sitter Profile Image: Kara P.
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Sitter Profile Image: Kara P.
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9. Kara P.

Animal caretaker is my favorite job
Dallas Center, IA, 50063
24.4 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$55
per night

Kara was punctual even with the snowstorm happening the evening sheet dog and house sit for me. She was super friendly and very good with my anxious GSD Ranger. She was very courteous of my home and very friendly. Kara did great and we look forward to having her come visit more!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kayla R.
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Sitter Profile Image: Kayla R.
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10. Kayla R.

Pets are SPOILED over here!
McKinley School, Des Moines, IA, 50309
27.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
45 reviews
12 repeat clients
from
$40
per night

About: I’ve been an animal lover my whole life. Neighbors, friends and family have all relied on me to walk, feed and bathe and even style their pets! Not only did I take care of others but I have my very own fur baby that I’ve been taking care of since I was a kid. I’m currently a part-time college student, a dog groomer, content creator and an aspiring entrepreneur to open my own business one day. I love to stay busy and active so your pup will get plenty of energy with me! I love to work out routinely and it’s so much more fun with dogs at my side! I am available all week and weekends just shoot me a text to let me know ahead of time, what’s your schedule, etc. I have a fenced yard and I have a dog of my own to keep your fur baby accompanied! I can crate my dog or yours if needed. I love all dogs as they are my own. It’s in my religion that animals are most sacred, so you can trust your pet is in good hands! I’m not greedy, not in this for the money, I’m willing to negotiate prices, whatever’s easier for you and to make your life more peaceful. Seriously! I do not mind! :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Peggy P.
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Sitter Profile Image: Peggy P.
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11. Peggy P.

Retired RN ready to care for pets
St Charles, IA, 50240
14.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$26
per night

Peggy is the most caring and capable animal lover I have ever met! She’s excellent with her own animals, and takes great care when watching mine. She has years of experience with older animals, administering medications, and making sure every animal is comfortable (and spoiled) on her watch. I couldn’t recommend her more.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily D.
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Sitter Profile Image: Emily D.
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12. Emily D.

Your fur babies are top priority!
Norwalk, IA, 50211
19.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$26
per night

Emily did a great job with our pets and home, she sent me photos and videos of them everyday it was our first time using the app and I she was very patient during the booking steps. She also brought in our heavy packages! We will be using her as our regular pet sitter!

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Sitter Profile Image: Tim & Jenna M.
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Sitter Profile Image: Tim & Jenna M.
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13. Tim & Jenna M.

Ready to spoil your pup
Waukee, IA, 50263
20.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$26
per night

Tim would make a fantastic addition to Rover. He is passionate about his pets. You will often find Tim in the recliner with a kitty snuggled up to his chest. Pets are definitely part of Tim’s family!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Natasha L.
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Sitter Profile Image: Natasha L.
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14. Natasha L.

Energetic & loving care
West Des Moines, IA, 50266
21.4 mi. away
House Sitting
5.0 out of 5 stars
43 reviews
19 repeat clients
from
$125
per night

Natasha was so patient with my old scared/nervous dog and let him warm up to her. She took some really cute pics and left our house clean and tidy. I would certainly recommend her!

Sitter Profile Image: Grace S.
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Sitter Profile Image: Grace S.
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15. Grace S.

Loving your dogs while you can't!!
Martensdale, IA, 50160
14.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$35
per night

Grace stayed for 2 nights at our place with our dogs. She sent beautiful pictures of them, played with them, and stayed with them! In the morning before she left she even put our bedsheets in the washer for us ❤️ such a sweet and kind girl! Highly recommend!

Sitter Profile Image: Annalise D.
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Sitter Profile Image: Annalise D.
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16. Annalise D.

I am a professional animal friend!
West Des Moines, IA, 50266
22.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
3 repeat clients
from
$50
per night

She did great, sent updates and photos and was very flexible as I ended up needing her to get my dog sons dog food. Will use her again!

Sitter Profile Image: Kristin B.
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Sitter Profile Image: Kristin B.
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17. Kristin B.

Lots of room to play!
Winterset, IA, 50273
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$52
per night

About: Are you looking for a more personal dog sitting experience rather than kennel? I will keep to your dog's routine with feeding schedules and outside breaks. I have two of my own spoiled dogs and a well behaved 12 year old son. We live in a few acres with a large privacy fenced backyard with plenty of room to play! I can give your pet lots of love and attention, and outside play time! I work at a local vet clinic taking care of many different animals with a variety of needs (including medication). I am very easy to contact, if necessary. I have references available upon request! I can't wait to meet you and your fur family- always open to meet and greets but up to your comfort level :) I prefer a weeks notice to adjust scheduling. Your dog must be dog and cat friendly. Outside breaks are offered in the morning, afternoon, early evening and evening. Breaks are typically 15-20 minutes or more but also dependent on weather. Feeding schedule can be 1-3 times a day. I have a six foot privacy fence and latched gates. All doors are locked when I'm away from home and at night. We're in the country away from any busy roads.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Haley G.
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Sitter Profile Image: Haley G.
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18. Haley G.

Experienced & responsible dog lover
Cumming, IA, 50061
18.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$100
per night

Haley is a fantastic pet caregiver who goes above and beyond to ensure every furry friend receives the love and attention they deserve. Her responsibility, kindness, and attentiveness make her the perfect choice for anyone seeking a trustworthy caregiver for their beloved pets. With Haley, you can rest assured that your pets will be in the best hands possible. I highly recommend her services!

Sitter Profile Image: Hunter V.
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Sitter Profile Image: Hunter V.
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19. Hunter V.

Great with animals and people!
Norwalk, IA, 50211
20.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
3 repeat clients
from
$40
per night

Hunter is a very responsible and trustworthy person! He’s great with a wide variety of dogs! And will make your fur baby feel as loved and as special as you do!

Sitter Profile Image: Dorothy H.
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Sitter Profile Image: Dorothy H.
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20. Dorothy H.

Providing all the cuddles they want
Earlham, IA, 50072
12.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
4 reviews
from
$26
per night

Dorothy has always had animals as long as i have known her. They should be considered the luckiest pets to have her as their owner! She is so patient and caring with all the pets she has had. She frequently pet sits for us when we are out of town and is happy to have the extra playmates.

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Winterset House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Winterset are rated on average 5 out of 5 stars based on 3 reviews.

Rover also offers House Sitting in:

Rover also offers other services in Winterset:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Winterset house sitting needs. On Rover, it's easy to find a loving dog sitter in Winterset who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Winterset house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Winterset for your dog — people who'll treat him like family.

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