House Sitting Windy Hills

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

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Over 40
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: Addie H.
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Addie H.
$73
total per night
8 years of experience
Parker, CO, 80138

About: Hi! I grew up on a farm and have experience with many animals, including hedgehog, large animals, dogs, and cats, etc. When I was in middle school, I fully owned and operated my own guinea pig rescue! I love all animals and caring for them and I plan to attend the university of South Florida next year as a major animal sciences on the pre-veterinary track. I plan to attend vet school after to specialize in large animal medicine. I plan to use any money I make pet sitting to help afford vet school! 😃🐂 I’m currently in high school released at 1 PM every day and have availability every day as well. I make sure to always commit my time to the animals I’m looking after as they are my highest priority at the time! I make sure to spend lots of time exercising, and playing with pets! For outside and farm animals, you can count on their stalls, always being clean and their bellies full.

Sitter Profile Image: Jason M.
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Jason M.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
15 years of experience
Centennial, CO, 80016

“Jason is a fantastic sitter! His calm and caring demeanor was exactly what my Rottweiler needed. Jason provided regular pictures and updates, and always responded quickly to my messages. I will be contacting Jason when I need a house sitter in the future!”

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Kim N.
Sitter Profile Image: Kiara C.
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Kiara C.
$73
total per night
5.0 out of 5 stars
• 3 reviews
4 years of experience
Parker, CO, 80134

“Kiara is amazing! She stepped in at the last minute when another pet sitter had an emergency. She was great with my dog, who loved her. Highly recommend her!”

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Mindy W.
Sitter Profile Image: Vicki D.
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Vicki D.
$56
total per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
40 years of experience
Parker, CO, 80134

“Vicki was great with our pups and they both loved her. It gave us such peace of mind knowing they were well taken care of when while we were out of town.”

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MacKenzie S.
Sitter Profile Image: Danielle Q.
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Danielle Q.
$78
total per night
4.9 out of 5 stars
• 29 reviews
13 repeat clients
5 years of experience
Parker, CO, 80134

“Danielle’s communication was amazing-I hadn’t left my new kitty before & she was so patient and reassuring to me. He was in happy spirits, not stressed or dismayed when I got home so I know he was well taken care of. Super grateful for the help but also reassuring communication made my time away so much better.”

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

“Excellent senior dog and cat care from Brian. Lots of meds and supplements, 2 high maintenance but well loved members of our family. I’d have Brian back in a heart beat! Great communication throughout our 7 day trip.”

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Michelle T.
Sitter Profile Image: Morgan P.
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Morgan P.
Star Sitter
$62
total per night
5.0 out of 5 stars
• 33 reviews
13 repeat clients
21 years of experience
Southeastern Denver, Denver, CO, 80237

“Morgan is just amazing. Communicating was great back and forth, even when our flight plans had to change. She took excellent care of our doggies and our house. She was here with the dogs for the vast majority of the day, which was important to me. She is my go-to sitter going forward.”

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Holly K.
Sitter Profile Image: Stephany E.
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Stephany E.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 86 reviews
34 repeat clients
9 years of experience
East Ridge-Ptarmigan Park, Aurora, CO, 80014

“This was our first time working with Stephany and she was wonderful with our 6 year old dog, Nico. He normally gets really sad and anxious when we go out of town but with Stephany he was very happy! She sent me updates twice a day letting me know how things were going and also sent pictures so I could see that Nico was doing really well. I really appreciated that communication and it put my mind at ease so I could enjoy my trip. We will definitely work with her again and I highly recommend her! Thank you Stephany!”

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Danielle S.
Sitter Profile Image: Merilyn & Lawrence & Steven D.
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Merilyn & Lawrence & Steven D.
$84
total per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
20 years of experience
Parker, CO, 80134

“Wow! This crew was amazing. Steven stayed at our house with the pets and Merilyn was on point for daily communication and photos. I met all three at our meet and greet where we introduced all the pets and showed them around the house. They were very thorough, taking notes and making sure they understood how to best keep the pets in thier routine. When we returned everyone was relaxed and happy. They had lots of outdoor time and naps in the big bed. The house was spotless. I would recommend them to anyone and expect we will use them again in the future!”

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Hollie M.
Sitter Profile Image: Maritza V.
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Maritza V.
$70
total per night
5.0 out of 5 stars
• 26 reviews
5 repeat clients
15 years of experience
Parker, CO, 80138

“Maritza was fantastic! She took great care of our dogs and our home. She even came back late on the last day to make sure the dogs were fed when our flight was running late. We highly recommend her and hope she’s available to watch our dogs in the future.”

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James H.
Sitter Profile Image: Rorey T.
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Rorey T.
$45
total per night
7 years of experience
Franktown, CO, 80116

About: I have experience caring for all kinds of pets, from horses and cats to energetic dogs. I’m patient, caring, and always make sure each pet gets plenty of love and attention. I currently work part-time, so my availability varies throughout the week. I’m happy to work around my job schedule and will communicate my availability clearly. I’m especially available on my days off and weekends. I always follow your pet's routine, including feeding, walks, playtime and special instructions. I'll care for your home with respect & make sure your pet feels safe & comfortable while you're away

Sitter Profile Image: Conrad J.
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Conrad J.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 159 reviews
42 repeat clients
5 years of experience
Denver, CO, 80209

“Conrad was absolutely fabulous. Everyone was very happy and well cared for. Communication was excellent, and pictures were sent as requested. We will definitely be using Conrad’s services again in the near future.”

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Jorna J.
Sitter Profile Image: Jonathan H.
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Jonathan H.
$62
total per night
5.0 out of 5 stars
• 2 reviews
25 years of experience
Parker, CO, 80138

About: Animals have always held a special place in my heart. I've shared my life with cats and dogs for as long as I can remember, and caring for them has always felt like second nature to me. With 25 years of hands-on experience, I've learned that every animal has their own personality, needs, and unique ways of showing trust and affection. I'm especially comfortable caring for senior pets and animals with special medical or dietary requirements. My experience includes caring for my own cat with chronic kidney disease (CKD), a previous client's diabetic cat who required twice-daily insulin injections, and providing compassionate end-of-life comfort to a senior dog. I'm comfortable administering oral medications and injections while carefully following veterinary instructions and maintaining consistent medication schedules. I have a particular interest in feline behavior and enjoy learning how cats communicate through body language and individual behaviors. I believe understanding and respecting each animal's boundaries is essential to helping them feel secure. I offer dog walking, drop-in visits, and house sitting for both cats and dogs. My priority is making sure every pet feels safe, comfortable, and cared for while their family is away. My schedule is currently flexible, allowing me to dedicate time and attention to the pets in my care. I enjoy incorporating walks, playtime, companionship, and enrichment activities into my day, always adjusting to each pet's individual needs and routines. As my schedule evolves, I'll keep my availability updated and communicate clearly with pet parents to ensure I can provide reliable, consistent care. I believe pets thrive on familiar routines, so I do my best to maintain the schedules they're accustomed to. I believe every pet deserves to feel safe, comfortable, and secure in their own environment. When caring for pets in their homes, I prioritize maintaining familiar routines, respecting their personal space, and following their owner's instructions carefully. I take time to understand each pet's personality, body language, and comfort level, especially with shy or anxious animals. I never force interactions and prefer to let trust develop naturally through patience, consistency, and positive experiences. Safety is always a priority, whether that means checking doors and gates, using appropriate leashes and equipment during walks, or being attentive to potential hazards. I'm also mindful of medical needs, dietary restrictions, and medication schedules. I treat every home with respect and believe clear communication is essential. My goal is to give pet parents peace of mind knowing their companions are receiving thoughtful, attentive care while they're away.

Sitter Profile Image: Barry W.
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Barry W.
$56
total per night
5.0 out of 5 stars
• 119 reviews
44 repeat clients
15 years of experience
Parker, CO, 80134

“Barry was fantastic. The person we had booked fell through and Barry was willing to take the booking and squeeze in a meet and greet kind of last minute. Our dogs warmed up to him so quickly. He sent several pictures and played with them every day to get them exercise. He was easy to communicate with and our house was left in great shape. Will definitely be using Barry again if we can!”

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

“We don’t book our trip until we make sure Jenn has availability, that just shows you how much we value and trust her! She stayed with our babies for 7 nights and took great care of them! We highly recommend Jenn!”

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Yifan W.
Sitter Profile Image: Ariana M.
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Ariana M.
$73
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Aurora, CO, 80015

“Ariana has stayed and watched my senior dog twice now and has done a great job with Macie. I will definitely use her again.”

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

“Riley was amazing! He helped us out with a last minute booking and took great care of our dog while we were away. He updated us daily on how things were going and we will definitely book him again in the future!”

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Shelby J.
Sitter Profile Image: Logan N.
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Logan N.
$84
total per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
32 years of experience
Southeastern Denver, Denver, CO, 80237

“Logan was available to house sit for us on short notice and we were lucky to find that he such a good sitter! He was friendly, detail oriented, communicated well, and most importantly he took wonderful care of our pets!”

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Athena G.
Sitter Profile Image: Elizabeth K.
Verified Enhanced Background Check
Elizabeth K.
$45
total per night
7 years of experience
Centennial, CO, 80015

About: I used to have my own dog, and I babysat my brother's dogs. I just house-sat 2 dogs, Todd and Bev, for 10 days at their home. I fed them, gave them water, let them out, played with them, and stayed with them the whole time. I will treat your dog like my own. I have an open schedule and I have time for your dog. I offer house sitting at your home and drop-in visits, and I'm flexible on times. Let me know what you need and I'll work with you. I stay at your home with your dogs and follow your routine. I keep them on a leash on walks, clean up after them, keep doors locked, and don't leave them alone for long. I send photo updates and let you know right away if anything comes up.

Sitter Profile Image: Christine A.
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Christine A.
$56
total per night
5.0 out of 5 stars
• 133 reviews
39 repeat clients
20 years of experience
Meadow Hills, Aurora, CO, 80014

“Christine was amazing. We received pictures and updates several times a day. She offered above and beyond not only for Gracie but things that might need done for house. Picked up mail, watered plants, watched over garden and sprinklers to assure nothing froze. She is definitely our go to when we need someone for our Gracie. Thank you Christine ?”

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Vera C.
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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
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  • 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

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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 of House Sitting in Windy Hills is $39 per night as of November 2026. Most bookings cost between $28 and $65 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 November 2026, there are 6,839 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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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