House Sitting in Retreat

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

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Top rated Retreat 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: Abrianna F.
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Abrianna F.
from
$40
per night
5 out of 5.0 stars
2 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

Excellent. If I could give Rachel 10 stars it would still not be enough! She communicated with us. Sent pictures everyday. It was very clear to us that she cared deeply about our little dog trio which was very comforting to us. Our flight home was delayed 24 hours and she readily agreed to stay with our furry babies until we could get home. Thank you so much Rachel! ❤️

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Kat S.
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: 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 did an amazing job with my boy Palo Santo. He is a large German Shepherd but still has puppy energy only being 1.5 years of age. She sent pics and videos of them playing in our yard. He absolutely loved having her as his sitter. We also felt comfortable with her having access to our home and being respectful. Heather was attentive and reliable. I would absolutely give her 5 stars and will continue to use her in our home for future needs.

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Lisa B.
Sitter Profile Image: Monica T.
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Monica T.
from
$65
per night
5 out of 5.0 stars
13 reviews
4 repeat clients
7 years of experience
Lacrosse, WI, 54601

About: I grew up on a farm and I have experience with multiple different breeds of animals. I take the time to listen to animals and their body language. I work part time. So i have plenty of extra time to spend and care for your fur baby. Im available Monday to Friday after 2pm and weekends! I have plent of yard space and easy access to walking tails and parks. I do have a dog friendly cat who can keep ur fur baby company

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: 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
63 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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Loving house sitters in your neighborhood

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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
29.4 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 yesterday
Sitter Profile Image: Abrianna F.
Verified Enhanced Background Check
Sitter Profile Image: Abrianna F.
Verified Enhanced Background Check

Abrianna F.

No dog to big or small
Westby, WI, 54667
19.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
2 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 21 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
46.4 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

Excellent. If I could give Rachel 10 stars it would still not be enough! She communicated with us. Sent pictures everyday. It was very clear to us that she cared deeply about our little dog trio which was very comforting to us. Our flight home was delayed 24 hours and she readily agreed to stay with our furry babies until we could get home. Thank you so much Rachel! ❤️

Availability updated 6 days ago
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
30.3 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 2 days ago
Sitter Profile Image: Heather R.
Verified Enhanced Background Check
Sitter Profile Image: Heather R.
Verified Enhanced Background Check

Heather R.

My reviews speak for themselves 🙂
Lacrosse, WI, 54601
22.3 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 did an amazing job with my boy Palo Santo. He is a large German Shepherd but still has puppy energy only being 1.5 years of age. She sent pics and videos of them playing in our yard. He absolutely loved having her as his sitter. We also felt comfortable with her having access to our home and being respectful. Heather was attentive and reliable. I would absolutely give her 5 stars and will continue to use her in our home for future needs.

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

Monica T.

Let me care for your fur baby!
Lacrosse, WI, 54601
28.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
13 reviews
4 repeat clients

About: I grew up on a farm and I have experience with multiple different breeds of animals. I take the time to listen to animals and their body language. I work part time. So i have plenty of extra time to spend and care for your fur baby. Im available Monday to Friday after 2pm and weekends! I have plent of yard space and easy access to walking tails and parks. I do have a dog friendly cat who can keep ur fur baby company

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

Erin W.

Caring and fun! Prices are flexible
La Crosse, WI, 54601
25.9 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 17 days ago
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
33.3 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 34 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
7.0 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 4 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
28.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$52
per night
5 out of 4.8 stars
63 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 11 days ago
Confirmed availability for Labor Day Weekend

How Rover works

  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!

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.

House Sitting FAQs

Frequently asked questions about Rover

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