House Sitting in Windy Hills

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

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Top rated Windy Hills house sitters

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: Gino P.
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Gino P.
$50
total per night
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Parker, CO, 80134

We look forward to booking with Gino again! He was super communicative and responsive throughout our messaging and while we were out of town. He handled our big, high energy dogs with calm and care, including one who is finicky about food and needs some extra attention. He was also great about checking in on our chickens.

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Rebekah M.
Sitter Profile Image: Ashlee L.
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Ashlee L.
Star Sitter
$56
total per night
4.8 out of 5 stars
133 reviews
45 repeat clients
7 years of experience
Castle Rock, CO, 80108

As a first time Rover user I was nervous but Ashlee was great and sent updates and photos throughout the day. Louie gets anxious when he’s alone so we needed someone who could be with him the majority of the time and Ashlee made that happen. We will definitely be booking Ashlee again! Louie said 5 stars.

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Anna S.
Sitter Profile Image: Erica S.
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Erica S.
$89
total per night
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Centennial, CO, 80112

Erica took good care of Thor and was respectful of our home. She was very communicative and shared pictures of Thor on a daily basis. We would definitely like Erica to stay with Thor again.

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Nancy E.
Sitter Profile Image: Jessica M.
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Jessica M.
$67
total per night
5.0 out of 5 stars
13 reviews
6 repeat clients
5 years of experience
Parker, CO, 80138

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

I couldn’t be happier with the care Lauryn provided for Bulka and Stalin while I was away. She truly went above and beyond — sending regular updates, photos, and even doing thoughtful little things I didn’t expect. She followed every single detail I left, and it was clear the dogs loved her from the start. It was such a great experience and gave me total peace of mind. I’ll definitely be using her again. Highly recommended!

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Igor I.
Sitter Profile Image: Jordyn S.
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Jordyn S.
Star Sitter
$73
total per night
5.0 out of 5 stars
31 reviews
5 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: Bryce M.
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Bryce M.
Star Sitter
$62
total per night
5.0 out of 5 stars
11 reviews
6 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: Hannah F.
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Hannah F.
$50
total per night
5.0 out of 5 stars
14 reviews
3 repeat clients
11 years of experience
Saddle Rock Golf Club, Auora, CO, 80016

Hannah stayed with our dogs while we went on a trip and took amazing care of our dogs & home. She sent loads of pictures which I super appreciated. Also very impressed she can walk all three of my dogs together.

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Tia C.
Sitter Profile Image: Elisabeth H.
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Elisabeth H.
Star Sitter
$89
total per night
5.0 out of 5 stars
162 reviews
97 repeat clients
8 years of experience
Parker, CO, 80134

Great job! Liz took great care of my boys, kept me updated, and was very considerate! She also helped with bonus things like bringing in the mail. Appreciated!

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Robin S.
Sitter Profile Image: Brianna W.
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Brianna W.
Star Sitter
$67
total per night
5.0 out of 5 stars
29 reviews
8 repeat clients
18 years of experience
Parker, CO, 80134

Brianna and Sam were terrific from start to finish! Our two goldendoodle pups had a great time getting lots of head rubs, retrieving balls, and playing tug-of-war in the back yard. Brianna sent pics and updates daily, which were much appreciated! Her communication was excellent and it was great to go away for over a week and feel certain our home and the pups were in good hands.

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Linda T.
Sitter Profile Image: Amaya C.
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Amaya C.
$45
total per night
5.0 out of 5 stars
15 reviews
6 repeat clients
1 year of experience
Heritage Eagle Bend, Aurora, CO, 80016

Amaya was great with communication and took great care of my dog

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

Tori was great with my 14 year old Boston Terrier while I was away for a few days. She even set up a meet and greet before I left, which I really appreciated!

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Sara C.
Sitter Profile Image: Shelby L.
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Shelby L.
$98
total per night
4.9 out of 5 stars
51 reviews
14 repeat clients
18 years of experience
Parker, CO, 80138

Shelby was amazing! Great attention to detail during the meet and greet to make sure it was a good fit for both parties, great communication leading up to the sitting with time confirmations, great messages and updates while sitting (we could tell the pets were enjoying her staying over by the pictures), and she shoveled my walk and drive before she left so we could easily get back in the house. Our pets were happy and healthy when we got home and we had no stress during our trip about the care they were receiving. We'd definitely book with her again!

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Bri G.
Sitter Profile Image: Amanda K.
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Amanda K.
$56
total per night
5.0 out of 5 stars
8 reviews
1 repeat client
12 years of experience
Parker, CO, 80138

Amanda was great. Her communication and handling of unexpected situations was flawless and reliable. The dogs were happy and cared for while we were gone.

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Anne B.
Sitter Profile Image: Maycee G.
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Maycee G.
Star Sitter
$50
total per night
5.0 out of 5 stars
95 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: Rebecca M.
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Rebecca M.
$73
total per night
5.0 out of 5 stars
33 reviews
8 repeat clients
30 years of experience
Parker, CO, 80134

Rebecca is the best at home pet sitter we have ever had! She is meticulous in her preparation, detailed in her status updates & provided plenty of photos. Even when one of our "tough to manage" pups gave her some attitude, she handled it like a true pro. We have peace of mind the whole time we were out of state. Upon return, our house was clean and our pups were happy. I would highly recommend her ... & already have! We will definitely use her again. All that being said, she is genuinely the nicest person! :)

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Rhonda Hasse H.
Sitter Profile Image: Jonathan I.
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Jonathan I.
$67
total per night
5.0 out of 5 stars
30 reviews
24 repeat clients
15 years of experience
Parker, CO, 80138

Jonathan was great! On time, reliable and concerned about my pets. He did a great job administering medications for one dog and extra TLC for my other geriatric dog. I’m a happy first time Rover.com user.

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Gina E.
Sitter Profile Image: Ciara C.
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Ciara C.
$56
total per night
4.9 out of 5 stars
36 reviews
10 repeat clients
2 years of experience
Castle Rock, CO, 80109

Ciara watched our small 2 yr old golden doodles for a few days and nights. She is sweet, caring, bubbly, patient, and you can see that she loves dogs. They absolutely loved her which made us feel secure that our two pups were in good hands while we were out of the state for a family funeral. We left her plenty of puppy instructions and seemed she followed them. She sent photos of our fur babies during our time away. She definitely took great care of them. We would definitely use her again for puppy sitting.

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Louella T.
Sitter Profile Image: Leila M.
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Leila M.
$44
total per night
20 years of experience
Parker, CO, 80138

About: I didn’t grow up around dogs, but I’ve made up for lost time. I spent about 8 years working in various veterinary offices; first as a receptionist and then as a vet tech. I have plenty of experience in care for special needs pets, so you can be assured that all meds will be properly administered. I’d love to come meet your best friend! My schedule is super open and I’m even happy to take last minute clients. Just let me know what works best for you and I’ll do my best to make it happen! All of my children are grown or almost there, and my own pets have others to care for them. Unfortunately, I’m not able to care for any pets in my own home. However, I’m happy to come take care of your pet in the environment that they’ll be happiest in anyway…their home. I’m open to overnights, weekends, and some holidays.

Sitter Profile Image: Johnae N.
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Johnae N.
$17
total per night
5.0 out of 5 stars
36 reviews
8 repeat clients
6 years of experience
Parker, CO, 80134

Johnae exceeded all expectations! She watched our dog Roscoe and was so professional and kind. Our dog is a senior and she was so sweet, caring and patient with him. Highly recommend Johnae for all your pet needs.

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Sage H.
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Windy Hills pet parents share their Rover experiences

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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
5.0 out of 5 stars

Dae is an awesome sitter. She was conscientious to see that our boys were happy and had lots of play time. She left the house immaculate. I would have her back anytime.

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Kim A.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Windy Hills average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windy Hills on Rover as of Jun 2026 was about $55 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Windy Hills house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 5,292 house sitters in Windy Hills. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Windy Hills house sitters respond in under an hour.

House sitters in Windy Hills have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windy Hills.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windy Hills house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.