House Sitting Windy Hills

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

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Over 54
pet parents in Windy Hills have booked house sitting

Windy Hills, Find top rated house sitting

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Jessica M.
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Jessica M.
$56
total per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
5 years of experience
Parker, CO, 80138

“Jessica exceeded our expectations as a pet sitter! We loved having her watch our pups. As an experienced dog owner herself, she provided exceptional care for our dogs. Throughout her stay, she kept us well-informed with regular updates on how our dogs were doing each day. We loved that! She took them on neighborhood walks, treated them to snacks, and played with them with their favorite toys. She fulfilled every request we made but consistently went above and beyond our expectations. She earned our highest rating, and we would recommend her services to anyone seeking a reliable pet sitter or dog walker.”

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javier l.
Sitter Profile Image: Rose J.
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Rose J.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 59 reviews
21 repeat clients
20 years of experience
Parker, CO, 80138

About: I grew up with all kinds of dogs and have raised several large breed dogs myself. It currently isn’t the right time for me to welcome a new dog into my life full time but I miss having the company. I’m currently working from home so I have lots of flexibility for cuddles, walks and potty breaks. I’m also a runner and happy to take any high energy dogs out for a tour. I do not have a backyard but am close to parks where we can walk. I have space for a dog bed or crate if needed. My neighborhood is dog friendly.

Sitter Profile Image: Brianna B.
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Brianna B.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
6 years of experience
Parker, CO, 80134

“Brianna was great. We have a new dog - 7 months and the extra time she took to be constituent with him was amazing. It’s nice to travel and not worry about your home or your pets. We’d definitely use her again. We got daily updates and pictures. The house was pretty much as we left it. We hope she’s want to help us again in the e future!”

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Toni G.
Sitter Profile Image: Brian L.
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Brian L.
$67
total per night
5.0 out of 5 stars
• 65 reviews
16 repeat clients
6 years of experience
Parker, CO, 80134

“We are so grateful to Brian! He took amazing care of all of our animals, and our house was spotless when we got home. He also identified and cleared up a rash on our dog’s belly, which was wonderful, I’d been trying to treat him with food adjustments for weeks! Brian kept us up to date with photos and we are pretty sure our dogs had a better vacation than we did!”

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Rachel C.
Sitter Profile Image: Brianna W.
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Brianna W.
$78
total per night
5.0 out of 5 stars
• 33 reviews
11 repeat clients
18 years of experience
Parker, CO, 80134

“Brianna is amazing. She took care of Dee like she was her own, kept her happy and safe. She is also great at communicating and sending updates.”

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Thomas G.
Sitter Profile Image: Erica S.
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Erica S.
$103
total per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
20 years of experience
Centennial, CO, 80112

“As always, Erica took exceptional care of Thor while we were on vacation for a week and the house was immaculate when we got home. I always feel at ease and have one less worry when Erica takes care of our little boy Thor thanks to her excellent communication skills and daily pictures! Thank you, Erica!”

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Nancy E.
Sitter Profile Image: Jordyn S.
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Jordyn S.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 32 reviews
7 repeat clients
5 years of experience
Parker, CO, 80134

“Jordyn was so great and patient with our dog who doesn’t like strangers (and our other two pets who loved her instantly!). We weren’t worried at all leaving them in her care! Thank you, Jordyn!”

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Allison J.
Sitter Profile Image: Stephany E.
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Stephany E.
Star Sitter
$73
total per night
4.9 out of 5 stars
• 78 reviews
33 repeat clients
9 years of experience
East Ridge-Ptarmigan Park, Aurora, CO, 80014

“This was our first time using Rover, and we feel lucky to have found Stephany! She sent us thorough daily updates and photos of our boy living his best dog life. This gave us peace of mind and allowed us to enjoy our trip. Stephany was also respectful of our home and left it as she found it. We highly recommend Stephany and will definitely book with her again!”

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Kirsten D.
Sitter Profile Image: George T.
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George T.
$124
total per night
5.0 out of 5 stars
• 53 reviews
16 repeat clients
21 years of experience
Elizabeth, CO, 80107

“Awesome experience from hello to Goodbye. George treated our pup like his own, tons of exercise, love and playtime! He even left behind a cute framed pic of our pup. Sent lots of pics and updates and a very happy puppy! We will use George whenever possible!”

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Jessica A.
Sitter Profile Image: Ayla & Han B.
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Ayla & Han B.
Star Sitter
$79
total per night
5.0 out of 5 stars
• 50 reviews
11 repeat clients
10 years of experience
Littleton, CO, 80126

“Ayla and Han are amazing!! They house sat for us and watched our two cats and dog. Everything went super smoothly and all of the critters had a great week. They were communicative, asked great questions, followed our instructions to a T, and honestly may have even left our house cleaner than they found it. Our dog takes medication 2x a day and they handled that perfectly. Leaving your fur babies is stressful, but I felt totally confident with Ayla and Han!”

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Emily A.
Sitter Profile Image: Bradley V.
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Bradley V.
$56
total per night
5.0 out of 5 stars
• 8 reviews
30 years of experience
Castle Rock, CO, 80135

“Great care of Roxy, our plants, our yard (for a little extra $) and house for two weeks! And stayed late when our sisters flight was late. We highly recommend Brad:)”

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Dawn F.
Sitter Profile Image: Jenn N.
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Jenn N.
Star Sitter
$100
total per night
5.0 out of 5 stars
• 127 reviews
32 repeat clients
20 years of experience
Parker, CO, 80138

“Jenn is amazing and we will definitely use her again! She sends daily updates and takes great care of our dogs! She even showed up to our house early when we were worried about something and even agreed to stay and extra day when we wanted to change our flight. We fully trust her and love her as a dog sitter!!!”

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Meryn H.
Sitter Profile Image: Riley R.
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Riley R.
$29
total per night
5.0 out of 5 stars
• 3 reviews
2 years of experience
Castle Rock, CO, 80108

“Riley is very polite and we felt quite comfortable having him take care of Bailey and our home. We would highly recommend him.”

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Wendy K.
Sitter Profile Image: Courtney S.
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Courtney S.
$56
total per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
12 years of experience
Parker, CO, 80138

About: Over 10 years of experience watching and taking care of not only my own animals, but others! I have always had a passion for animals of all sizes and breeds! I own my own business where I can make my own schedule! I can make plenty of time to take care of any needs your pet may have! Pets are always considered a part of my family. They’re welcomed on all furniture and beds. I do have a doggie door and a secure fence so if I am away from the house, they will always have access to the outdoors. I can always close the doggie door up if needed or preferred. I have a five year-old golden retriever. His name is Tahoe. He loves other animals of all sizes and ages. Depending on what you’re comfortable with, I can offer dog walks, dog parks, hiking in the summer. I can assure you, they will be very well loved and taken care of! My Golden is like my child and I can assure you were animal will be treated just the same

Sitter Profile Image: Cassidy B.
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Cassidy B.
$73
total per night
4.5 out of 5 stars
• 6 reviews
1 repeat client
8 years of experience
Franktown, CO, 80116

“We felt totally comfortable and at ease with Cassidy. She brought along her adorable service dog, and Pippin really enjoyed having a playmate around, which made us even more happy. We look forward to working with Cassidy in the future!”

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Cheryll P.
Sitter Profile Image: Victoria R.
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Victoria R.
$45
total per night
5 years of experience
Parker, CO, 80134

About: I have taken care of all my family’s pets since I was 11 - dogs and cats alike, including senior dogs and cats, and puppies. My family currently has two cats and two dogs and I love every second I get with them and would love to show your pets that same love. I recently moved to Colorado from California to start a PA program which does not start until August. I am looking to gain some extra money and taking care of pets is something I love to do. I am living in an apartment with my husband and our 2 year old domestic, medium hair tuxedo cat. He is a mostly indoor cat, but I do take him on walks occasionally. For my family’s dogs, they tend to stay inside but we have a doggy door that gives them easy access to the backyard, where they can relax, play, or use the bathroom.

Sitter Profile Image: Mitch K.
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Mitch K.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 121 reviews
57 repeat clients
45 years of experience
Lakewood, CO, 80227

“Mitch was available last minute for some holiday plans that got moved around. He always responded very quickly. Our dogs were very comfortable around him and he left our house exactly as he found it! We’ve never had someone we don’t know stay in our house while we were gone but Mitch made us feel very comfortable.”

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Angie S.
Sitter Profile Image: India S.
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India S.
$73
total per night
5.0 out of 5 stars
• 56 reviews
18 repeat clients
5 years of experience
Denver, CO, 80231

“India did a great job. The pups are happy and tired out. They definitely got some love. Our house was left tidy. India also brought in a package when asked to. Definitely booking her again.”

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Lori S.
Sitter Profile Image: Gabriela J.
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Gabriela J.
$73
total per night
5.0 out of 5 stars
• 92 reviews
28 repeat clients
7 years of experience
Aurora, CO, 80016

“My poor put went into liver failure when I left town. Gabby took on his ER visit, followup appointment and increased medical support until I was able to get home to put him to sleep. It was certainly a couple of very hard days for me and him but I was so grateful to her for going above and beyond for him (and me) during such a hard time. Thank you Gabby”

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Amber H.
Sitter Profile Image: Savannah Y.
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Savannah Y.
$84
total per night
5.0 out of 5 stars
• 41 reviews
7 repeat clients
8 years of experience
Parker, CO, 80138

“Savannah was great with our guys, which can be hard to do since one is shy and the other is VERY energetic. She was communicative and sent several update pictures (which I really appreciate). Next time we need a dogsitter, Savannah will be at the top of our list.”

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Aurora Q.
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The median cost per night for house sitting in Windy Hills is $55

Pet parents share their Rover experiences - Windy Hills

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5.0 out of 5 stars

Jessica provided very good care for our 12 y old diabetic blind and deaf pup. She gave him insulin injections twice a day. In addition to caring for him, she had to deal with Comcast accidentally cutting our electric line. They were without electricity for 72 h and even tho she could have gone home after tucking Odin in for the night she chose to stay with him. Thank you Jessica for hanging with Odin while we were gone

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Mary Ann D.
House Sitting
5.0 out of 5 stars

Shelby is awesome! She has done two long back to back stays with our boy. He has his quirks and she handles him well and he’s warmed up to her. He’s not used to being home alone a ton and she spends the time with him he needs. We come home and our house is clean the way we left it. Definitely recommend Shelby!

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Kelly N.
House Sitting
5.0 out of 5 stars

Cassidy was amazing and was so great with my dogs. They absolutely loved her. In fact when we got back, one of the dogs looked for hours for her. Very good care. Thank you!

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Kolton T.
House Sitting
5.0 out of 5 stars

Chloe did such a fantastic job taking care of Bailey for a week over the holidays. She sent lots of photos and updates and even took care of a few things around the house for me. Highly recommend having Chloe take care of your loved one.

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Kevin W.
House Sitting
5.0 out of 5 stars

We’re a repeat client of Grace! She takes such good care of our two pups & sends lots of updates during her care.

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Kara S.
House Sitting
5.0 out of 5 stars

Lilly watched my 2 Rottweiler boys for 4 days in my home. She did an amazing job! I came home to happy and relaxed pups. My house was well cared for and she kept me posted every day. I highly recommend her services.

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Brenda T.
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 to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    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.

Popular requests for house sitting - Windy Hills

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Sitters in Windy Hills average 4
repeat house sitting clients

FAQs for House Sitting - Windy Hills

Frequently asked questions about Rover

The average cost of House Sitting in Windy Hills is $52 per night as of October 2026. Most bookings cost between $28 and $80 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 6,861 sitters on Rover offering House Sitting across Windy Hills. 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 Windy Hills 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 Windy Hills 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.

<b>Tip:</b> 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 Windy Hills 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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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