House Sitting Windy Hills

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

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Over 29
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 & Michael B.
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Jessica & Michael B.
$56
total per night
5.0 out of 5 stars
4 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: 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: Hannah F.
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Hannah F.
$50
total per night
5.0 out of 5 stars
16 reviews
4 repeat clients
11 years of experience
Saddle Rock Golf Club, Auora, CO, 80016

Hannah took care of our 11 week old puppy while we were away for 4-5 hours. She was very punctual and professional. Although our puppy is a handful with a lot of energy, she took good care of him, took him out to play and walk and sent a bunch of photos to keep us updated. Would definitely recommend her as a pet sitter.

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Sindhu & Dinesh K.
Sitter Profile Image: Graham T.
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Graham T.
$50
total per night
5.0 out of 5 stars
4 reviews
5 years of experience
Parker, CO, 80134

Graham was great! She showed up on time, communicated well with us and took great care of our pups! They were so happy to have her stay with them and so were we!

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Jordan B.
Sitter Profile Image: Bryce M.
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Bryce M.
Star Sitter
$62
total per night
5.0 out of 5 stars
16 reviews
10 repeat clients
11 years of experience
Parker, CO, 80134

I cannot say enough good things about Brice. My husband and I had to travel to see my father as he’s in hospice and she made us feel so comfortable knowing our two girls were well taken care of. I would recommend Brice over and over, you will find no one better.

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Dana J.
Sitter Profile Image: Jonathan I.
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Jonathan I.
Star Sitter
$67
total per night
5.0 out of 5 stars
31 reviews
26 repeat clients
15 years of experience
Parker, CO, 80138

Awesome, trustworthy and very genuine. Gave my dog tons of attention. Would recommend highly

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Karen G.
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 did a wonderful job caring for Ollie and Duncan! She gave frequent picture updates and lots of cuddles to our two boys while we were out of town. Looking forward to having her sit the boys again soon!

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Sara G.
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
8 reviews
4 repeat clients
20 years of experience
Franktown, CO, 80116

Wow! So happy we had these guys come and watch our four cats! They are amazing! Definitely a dream team! They are so organized and conscientious and the care of your pets. We had a lot of pictures and were able to relax and enjoy our time away so we didn’t have to worry about our home or pets. It’s so nice to have sitters that treat your pets like you treat your pets. We are definitely having them house sit and pet sit from now on. Thank you so much guys!

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Laura M.
Sitter Profile Image: Kiera S.
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Kiera S.
Star Sitter
$33
total per night
5.0 out of 5 stars
15 reviews
6 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: Maycee G.
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Maycee G.
Star Sitter
$50
total per night
5.0 out of 5 stars
98 reviews
20 repeat clients
20 years of experience
Parker, CO, 80138

Maycee was great with our 10 month old Berniedoodle. She kept us informed of her activities and sent pictures. Will definitely have Maycee take care of Murphi again when needed.

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Denise F.
Sitter Profile Image: Anastasiia P.
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Anastasiia P.
Star Sitter
$67
total per night
5.0 out of 5 stars
14 reviews
3 repeat clients
8 years of experience
Centennial, CO, 80015

Ana was fantastic! We needed a dog sitter at the last minute, and she was able to come by for a quick meet-and-greet on short notice. While we were away, she sent plenty of updates and photos, which gave us great peace of mind. We would definitely use her again and highly recommend her to anyone looking for a reliable pet sitter.

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Hannah W.
Sitter Profile Image: Alexandrea o.
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Alexandrea o.
Star Sitter
$84
total per night
4.9 out of 5 stars
139 reviews
54 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
18 reviews
10 repeat clients
1 year of experience
Heritage Eagle Bend, Aurora, CO, 80016

Amaya was awesome, she bonded quickly with Miley, was very responsible and communicative, just the right amount of pictures and feedback. She took good care of the house while I was gone and was respectful. I will definitely have Amaya care for Miley again. Thank you.

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

Elizabeth dog Sat our pup Timber and he seemed loved every moment with her! And she was very communicative with us as we were on our trip out of town, we would book again!

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Charlie K.
Sitter Profile Image: Brianna W.
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Brianna W.
Star Sitter
$67
total per night
5.0 out of 5 stars
30 reviews
10 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: Ashlee L.
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Ashlee L.
Star Sitter
$78
total per night
4.9 out of 5 stars
165 reviews
54 repeat clients
7 years of experience
Castle Rock, CO, 80108

Ashley was absolutely amazing with our fur babies! It’s always hard for us to trust anyone to care for them, but she immediately put us at ease. She was attentive, loving, and treated them like her own. We came home to happy, relaxed pups and that means everything to us. Highly recommend her to anyone looking for someone truly trustworthy and caring!

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Ruby D.
Sitter Profile Image: Jackson C.
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Jackson C.
$56
total per night
5.0 out of 5 stars
6 reviews
3 repeat clients
5 years of experience
Parker, CO, 80134

Jackson was so attentive and took great pride in caring for Rocky. Also, our flight from London was cancelled and the day after this booking expired, he stayed the extra night and gave me such peace of mind I wasn’t scrambling t find a different person, family/friends to help. Can’t thank you enough for your great care. Also was very responsible while staying in our home.

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Stacey K.
Sitter Profile Image: Tori W.
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Tori W.
$78
total per night
5.0 out of 5 stars
43 reviews
9 repeat clients
23 years of experience
Parker, CO, 80134

Tori was fanatastic! Very prompt communication and completely dependable. Sent pictures and updates of our dog so we knew he was enjoying himself and being kept on his usual routine. We felt very confident leaving our lab and home in her hands. Will recommend and use again!

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Shanna S.
Sitter Profile Image: Lauryn H.
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Lauryn H.
$78
total per night
5.0 out of 5 stars
48 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: Calli Z.
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Calli Z.
Star Sitter
$100
total per night
5.0 out of 5 stars
35 reviews
11 repeat clients
15 years of experience
Parker, CO, 80134

Calli is the best! She’s watched our pup Odie twice now. Odie immediately took to Calli and just loves her. Our house is always exactly as we left it. Definitely recommend!

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Hilary H.
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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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Find pet care near you

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

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

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 $32.75 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 6,949 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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