House Sitting Cottage Grove

Find a loving house sitter to watch over your pets and your home.

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Over 47
pet parents in Cottage Grove have booked house sitting

Cottage Grove, Find top rated house sitting

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 K.
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Ashley K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
10 years of experience
Madison, WI, 53718

Askley dog sitted at our house for the weekend. She was very responsive to initial inquiry as well as continued communication. She was professional yet very friendly and asked appropriate questions about our dogs . Our dogs are quite a handful but she developed a fast relationship with them. She sent pictures and brief update daily. So glad we found an amazing caregiver thru Rover!

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Marcie R.
Sitter Profile Image: Mary M.
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Mary M.
from
$45
per night
5.0 out of 5 stars
63 reviews
13 repeat clients
6 years of experience
Madison, WI, 53718

Very impressed with Mary. Gave us good updates and pictures while we were away and gave written details of her time with Hobbes. Excellent job!

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Ray C.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$60
per night
4.9 out of 5 stars
21 reviews
5 repeat clients
6 years of experience
Madison, WI, 53704

Ruby was great! We got back a tired, happy pup and a house as clean as we left it. We’ll definitely hire her again when we need a house sitter.

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Scott K.
Sitter Profile Image: Isaac T.
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Isaac T.
Star Sitter
from
$45
per night
4.9 out of 5 stars
19 reviews
7 repeat clients
5 years of experience
Cottage Grove, WI, 53527

Isaac was amazing with our pups, they really enjoyed having him take care of them! He’s been great at communicating and very polite and thoughtful.

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Lucas M.
Sitter Profile Image: Talia W.
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Talia W.
from
$28
per night
5.0 out of 5 stars
4 reviews
11 years of experience
McFarland, WI, 53558

Talia was an awesome sitter for my best cat buddies Casper and Nox! She kept in touch about their care and I felt she was very dependable. I will try to hire her again in the future!

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Linda H.
Sitter Profile Image: Krista I.
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Krista I.
from
$58
per night
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Sun Prairie, WI, 53590

Krista was great! She asked thorough questions and sent pictures throughout the day - no complaints!

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Erin D.
Sitter Profile Image: Ashley H.
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Ashley H.
Star Sitter
from
$60
per night
4.9 out of 5 stars
18 reviews
3 repeat clients
7 years of experience
Madison, WI, 53716

Ashley was wonderful - came all the way to us for a meet and greet and gave good vibes right away. Before our event, she came on time and provided updates and we felt very reassured. Our pup also loved her right away. Would recommend!

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Rachel M.
Sitter Profile Image: Emma W.
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Emma W.
from
$45
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
5 years of experience
Cottage Grove, WI, 53527

Emma was absolutely fantastic with our large dogs! They are a bit high maintenance in their own ways but they were taken care of perfectly! Will absolutely be booking again in the future!

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Young A.
Sitter Profile Image: Ashley S.
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Ashley S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
10 years of experience
McFarland, WI, 53558

Ashley was a dream sitter! Our shy, skittish pup fell in love with her immediately — he looked so happy and at ease even in the very first picture she sent! She was communicative, followed his medicine regimen, and clearly cared about him. We wouldn’t trust just anyone to be with our boy during his least favorite day of the year (July 4), but Ashley went above and beyond to make sure their time together was safe and fun!

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Emily G.
Sitter Profile Image: Renee L.
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Renee L.
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Renee was wonderful with our 2 puppies. One even had an accident and she called us to find out what she should do. We have a shampooer. She asked how to use it and actually shampooed their floor for us. She treated our puppies so good. Playing outside and walking. I would hire her again.

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Mark M.
Sitter Profile Image: Travis M.
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Travis M.
from
$70
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
15 years of experience
MONONA, WI, 53713

Travis is truly remarkable! We arranged a meet and greet where he invested time in getting to know our dog. He made sure to understand Remy's needs and ensured a perfect match. Travis went above and beyond by agreeing to house and Dog sit for 8 days. During his stay, Remy not only had the pleasure of regular walks but also relished the companionship at home. It's evident that Travis provided a level of care that exceeded our expectations. Our home was left in pristine condition, and to top it off, our neighbors were quick to compliment Travis on his friendly demeanor. Remy, our Husky German Shepherd Rescue, is eagerly anticipating his next stay with Travis. It's heartening to see such a positive connection between them. Travis has proven to be more than just a sitter; he's become a trusted companion for Remy. We're grateful to have found such a reliable and caring individual for our beloved pet.

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Halie B.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

Cassandra was a great fit for our family and dog! She gave great updates and went above and beyond with what was needed for the week. We appreciated the great communication and care she took.

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Erin S.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
72 reviews
23 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana is a reliable and caring sitter. She stayed at our house with our 11.5-year-old German Shepherd and provided excellent care, and tremendous peace of mind for us. Having worked at a kennel previously, she is comfortable around all types of dogs (and ours is a big boy). She sent periodic updates and followed our instructions well. We highly recommend her for short or extended care.

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Marlys M.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
46 reviews
15 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

I cannot say enough good things about our experience with Elizabeth. She was so diligent about following Gus's routine, so great about keeping us updated on how things were going, and above all SO kind and understanding of our pups needs as a spicy/reactive dog. She left me completely at ease and able to relax on our trip. I am so glad we've found her and that our baby has someone he will not just be comfortable with, but excited to spend time with while we are gone!

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Mya E.
Sitter Profile Image: Stephanie H.
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Stephanie H.
from
$28
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie took excellent care of my diabetic dog who had some surprise additional restrictions after a tooth removal earlier that week. Additionally, she left my house spotless.

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Margaret W.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha took a last minute job with an even more last minute extra dog added due to family arriving in town with their dog. She took great care of the animals and was responsive and reliable throughout the process! We got lots of photos and videos.

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Laura B.
Sitter Profile Image: Dayna V.
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Dayna V.
from
$45
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
25 years of experience
Stoughton, WI, 53589

About: I have parented and fostered dogs for more than 20 years. I believe that every animal has their own special personality and needs and I do my best to recognize and honor that. I currently have 3 gentle playful smaller dogs that love visitors. My dogs live everywhere i do, on the couch and bed. I can manage feeding schedules and any medication as needed (including injections). I have been through it all! I work part-time from home (I’m a writer). I am almost always home unless running errands or taking the dogs to a dog park.Dogs are life and life is good. I have a fenced and secured backyard with a covered deck. Dogs have access to the yard all day unless it’s raining. We have 3 gentle friendly dogs: Maisie, 14 (17 lb dachshund poodle, very chill/frequent napper), Ollie, 9 (45 pound terrier mix and a total chicken), and Cricket, 6 (20 pounds, cocker-spaniel/poodle who thinks she is the leader but has no idea how to do it).

Sitter Profile Image: Louisa S.
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Louisa S.
from
$70
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!

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Angi K.
Sitter Profile Image: Erin B.
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Erin B.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Fitchburg, WI, 53713

About: I’ve grown up with dogs my whole life which convinced me to get my own dog a little over two years ago! I really enjoy taking dogs on walks and adventures around town. My dog is black and has thick fur so it definitely depends on the weather where we end up going on a walk (whether there is water or a shaded area). I also enjoy taking dogs to the dog park if they enjoy other pups. I can watch small dogs and big dogs (who might pull the leash a little harder). I am a teacher currently so I have the summer to have a chill job that’s flexible for my needs and other peoples needs as well. I will treat your pets as if they were my own. If you have a schedule where you need to let your dog out every other hour I can help out. I can also do something more chill where they just need to be fed early morning or late at night. Taking trips and being busy is part of life so I will help ease your stress about your little fur babies schedule.

Sitter Profile Image: Ellen T.
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Ellen T.
from
$30
per night
5.0 out of 5 stars
3 reviews
9 years of experience
Greenbush, Madison, WI, 53715

About: I've spent most of my life around animals and have cared for both cats and dogs of all ages for friends and family since high school. I have a soft spot for older pets, so I understand that they often need more attention, which I am happy to provide. Whether it's sticking to a routine, administering medication, or keeping company, I'm comfortable handing your pet's unique needs. I currently don't have my own pet, but I'd love to care for yours! I'm currently a graduate student who is working from home for most of the summer, so I am available weekdays and weekends to care for your pet. I love taking screen-time breaks throughout the day, and taking care of animals is a great way to do so. I treat every home visit with diligence and respect. I follow routines closely and make sure your animal(s) and home are secure before, during, and after my visit. I appreciate detailed instructions and will send updates as frequently as you'd like.

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The median cost per night for house sitting in Cottage Grove is $50

Pet parents share their Rover experiences - Cottage Grove

1 / 1
5.0 out of 5 stars

Mary is amazing! She always takes great care of our kitties and sends updates/photos throughout the day. Absolutely would recommend!

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Corina N.
House Sitting
5.0 out of 5 stars

Emma (and Alex!) left our place spotless and were super responsive in communications. Our senior pup has some personality quirks and I appreciate that Emma was up to the challenge. Delighted that we already have another house sitting on the calendar with Emma 🎉

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Lauren K.
House Sitting
5.0 out of 5 stars

Isaac was amazing with our pups, they really enjoyed having him take care of them! He’s been great at communicating and very polite and thoughtful.

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Lucas M.
House Sitting
5.0 out of 5 stars

Chandra stayed at our house and watched our 2 dogs for three nights. She did a great job and was very detail-oriented and attentive to our instructions. She left the house clean and tidy as well. We would definitely hire her again. She stopped by the day after we returned to pick something up, and the dogs were very happy to see her!

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Diana H.
House Sitting
5.0 out of 5 stars

Emma was amazing! Super helpful, took great care of our pets, and communicated frequently. It was a relief to know the pets were taken care of while we were out of town. Would recommend her to anyone!

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Nick G.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Cottage Grove average 4
repeat house sitting clients

FAQs for House Sitting - Cottage Grove

Frequently asked questions about Rover

The average cost for House Sitting in Cottage Grove on Rover is $36.76 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 922 sitters on Rover offering House Sitting across Cottage Grove. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Cottage Grove walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Cottage Grove maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cottage Grove choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Cottage Grove. On Rover:

  • 95% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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