House Sitting Windy Hills

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

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Over 33
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: Leila M.
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Leila M.
$55
total per night
5.0 out of 5 stars
3 reviews
20 years of experience
Parker, CO, 80138

Leila is an incredible human and so trustworthy in every way! We had the pleasure of spending time with her and getting to know one another before we went out of the country leaving our home and fur babies in her care! I did not worry about the pups or anything else knowing Leila was here. She kept I’m close touch and sent many photos to us while we were away. Please don’t hesitate to allow Leila in your home or to care for your pets. Thank you ever so much, Leila! You’re just the best!

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Sarah O.
Sitter Profile Image: Jessica M.
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Jessica M.
$56
total per night
5.0 out of 5 stars
13 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: Jessica & Michael B.
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Jessica & Michael B.
$56
total per night
5.0 out of 5 stars
5 reviews
6 years of experience
Elizabeth, CO, 80107

Jessica and Michael are so wonderful! I felt at peace when we were away knowing she would take great care of our dog. She took thorough notes when we walked her through the routine and provided updates as we wanted them. You can tell she really loves animals and cares about them while you’re away. Definitely will be using them again!

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Sarah D.
Sitter Profile Image: Graham T.
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Graham T.
$50
total per night
5.0 out of 5 stars
6 reviews
5 years of experience
Parker, CO, 80134

Graham was great! She communicated with us and we didn’t feel like we had to worry about our dogs when we were on our trip. They seemed happy and well taken care of when we got home :) Thank you so much Graham!

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Dominique S.
Sitter Profile Image: Brianna W.
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Brianna W.
$78
total per night
5.0 out of 5 stars
30 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: Blyth H.
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Blyth H.
$73
total per night
5.0 out of 5 stars
18 reviews
6 repeat clients
30 years of experience
Parker, CO, 80138

Blyth was wonderful with our pets and treated them with great care. She paid close attention to their needs and even played stimulating games with them. She left the house spotless and was very respectful of our belongings. I would highly recommend her to anyone.

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Sue P.
Sitter Profile Image: Alexandrea o.
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Alexandrea o.
Star Sitter
$84
total per night
4.9 out of 5 stars
140 reviews
55 repeat clients
20 years of experience
Parker, CO, 80138

We’re newer to the Denver area and needed overnight visits for a week-long trip. Alex was great to work with from the start—she booked us months in advance, arrived on time each day, and left our home in wonderful condition. Our dog was happy and relaxed when we returned, which meant a lot. She sent a couple of updates and photos during the week, and overall we felt our pup was well cared for. We appreciate her help and would book with her again.

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Stephanie F.
Sitter Profile Image: Amaya C.
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Amaya C.
Star Sitter
$45
total per night
5.0 out of 5 stars
22 reviews
11 repeat clients
1 year of experience
Heritage Eagle Bend, Aurora, CO, 80016

Amaya is a natural with dogs. She kept my pups safe and sound. Played fetch, gave belly rubs, and snuggled with them. The dogs loved her. I highly recommend. Always prompt, great communication and pictures of my pups.

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Melanie B.
Sitter Profile Image: Lauryn H.
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Lauryn H.
$78
total per night
5.0 out of 5 stars
49 reviews
13 repeat clients
12 years of experience
Parker, CO, 80134

Lauryn did an amazing job, she gave our babies tons of love. She also had great communication and took very nice care of our home. Thank you!!

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John V.
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
6 repeat clients
5 years of experience
Parker, CO, 80134

Jordyn takes such amazing care of my dog. It’s so comforting to know that he’s happy and in good hands while I’m away. She’s communicative, reliable and great with dogs! Highly recommend.

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Ashley L.
Sitter Profile Image: Kiera S.
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Kiera S.
Star Sitter
$37
total per night
5.0 out of 5 stars
24 reviews
7 repeat clients
4 years of experience
Castle Rock, CO, 80104

Kiera was amazing! We had a mixup with our booking and she happily made it right for us, which we greatly appreciated! She took such great care of our pups and continually sent us videos and pictures! She’s the absolute best!

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William B.
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
20 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: Maycee G.
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Maycee G.
Star Sitter
$50
total per night
5.0 out of 5 stars
99 reviews
20 repeat clients
20 years of experience
Parker, CO, 80138

Maycee took great care of Jupiter. He doesn’t like many people but he loved Maycee. That told me how good she is with dogs. She sent me the cutest pictures of him while we were gone. I will definitely be using Maycee again.

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

Brianna was great. She left the house in perfect shape, and sent updates during her stay. Our dog was relaxed and happy and it was clear that she had taken very good care of him. I would definitely call on her again!

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Cynthia L.
Sitter Profile Image: Hannah F.
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Hannah F.
$50
total per night
5.0 out of 5 stars
17 reviews
4 repeat clients
11 years of experience
Saddle Rock Golf Club, Auora, CO, 80016

Great animal sitter! Very caring and attentive to my pets. Easy to work with, helpful and came for a last minute booking which i appreciated. Highly recommended!

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Harry D.
Sitter Profile Image: Elisabeth H.
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Elisabeth H.
Star Sitter
$89
total per night
5.0 out of 5 stars
165 reviews
98 repeat clients
8 years of experience
Parker, CO, 80134

Liz is absolutely lovely and really took care of our Cosmo! She is respectful, attentive, and a great communicator. She asked great questions and made both us and Cosmo feel comfortable. Wonderful all around experience!

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Natalie H.
Sitter Profile Image: Ashlee L.
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Ashlee L.
Star Sitter
$78
total per night
4.9 out of 5 stars
175 reviews
56 repeat clients
7 years of experience
Castle Rock, CO, 80108

Thanks Ashlee! We appreciate your professionalism and promptness! Thanks for taking such good care of our house and our animals. We’ll contact again for future house sitting requests.

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Julie M.
Sitter Profile Image: George T.
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George T.
$137
total per night
5.0 out of 5 stars
53 reviews
16 repeat clients
21 years of experience
Elizabeth, CO, 80107

George was a life saver for us. Our dog received an eye injury 2 days before our trip requiring him to wear a cone and get eye drops twice a day. George handled this well along with giving our dog his regular medications. We would absolutely recommend George. He left our home very clean and took excellent care of our dog.

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Kelsey C.
Sitter Profile Image: Stephany E.
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Stephany E.
Star Sitter
$67
total per night
5.0 out of 5 stars
42 reviews
10 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: Morgan P.
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Morgan P.
Star Sitter
$56
total per night
5.0 out of 5 stars
10 reviews
3 repeat clients
11 years of experience
Southeastern Denver, Denver, CO, 80237

Morgan was amazing - daily updates and pictures - arrived to a clean home - and most importantly, my dog was happy and well exercised when I got home! I will definitely use Morgan again! She even sent me pictures of my flowers that bloomed while I was away!

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Kathy W.
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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

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

Lauren took excellent care of our dog and our home while we were away. I will definitely rebook with her again!

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Katie H.
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

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

Jessica was a wonderful Dog Sitter and cared so much for our little girl. She’s gentle and loving. A wonderful person for pets. Look forward to using her again as our Dog Sitter. Thank you, Jessica.

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Deb M.
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.

Meet local sitters who will treat your pets like family

  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

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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 for House Sitting in Windy Hills on Rover is $38.85 per night (as of August 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 August 2026, there are 6,948 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.

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 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 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 Windy Hills. On Rover:

  • 93% of sitters can help with special care needs
  • 97% 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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