House Sitting in Winter Park

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sarah B.
1.
Seeking Puppy Cuddles!Broomfield, CO, 80020
Dog Boarding, House Sitting

Sarah is a dream dog sitter. She is an absolute gem. She is so caring and genuinely passionate about dogs. She made sure our dog had plenty of walks and treats.… (more)

from
$72
per night
Calendar Recently Updated
Michelle B.
I work from home & love all pets!Boulder, CO, 80302
House Sitting, Drop-In Visits, Dog Walking

Michelle is a compassionate and loving soul who truly has the character traits of a trusted companion. This is why I am recommending her as a trusted care prov… (more)

from
$60
per night
Calendar Recently Updated
Bailey W.
3.
Providing love for your fur babies!Fraser, CO, 80478
House Sitting, Drop-In Visits, Dog Walking

Bailey did such an amazing job with my dog, Chester! She stayed for two nights at my apartment, and Chester seemed to love it. She texted me regularly and sent … (more)

from
$45
per night
Calendar Recently Updated
Mari C.
4.
Ranch life on the Front RangeCentral Boulder, Boulder, CO, 80302
House Sitting, Drop-In Visits, Dog Walking

Mari was amazing! Very prompt and extremely friendly. Ernie was so happy to be with her. I definately recommend Mari to anyone needing a pet sitter. (more)

from
$29
per night
Calendar Recently Updated
Bree V.
5.
Work From Home Pet LoverSoutheast Boulder, Boulder, CO, 80303
House Sitting, Drop-In Visits, Dog Walking

Bree did a wonderful job taking care of my two young dogs while we traveled. She took great care of the house. We feel so comfortable with her and would defi… (more)

from
$92
per night
Calendar Recently Updated
6.
Looking to walk 1 or 2 dogs anytimeGolden, CO, 80403
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Paul has taken care of my dogs, Daphne and Phoebe, on numerous occasions, sometimes for extended periods (like two weeks when we went to Peru). Highly recommend… (more)

from
$40
per night
Calendar Recently Updated
Loving care for your pets and homeEvergreen, CO, 80439
House Sitting, Drop-In Visits, Dog Walking

Mercedes is amazing! She loves my dogs like their her own and she always does a great job cleaning up the house after she leaves! She is def our first go to whe… (more)

from
$80
per night
Calendar Recently Updated
8.
500 Hrs at Dog Parks in 5 Years!!Boulder, CO, 80302
House Sitting, Drop-In Visits, Dog Walking

My dogs love when Luke comes to dogsit! He’s great with animals, pays attention to detail, and sends frequent updates! We 100% recommend him as a dog sitter! (more)

from
$45
per night
Calendar Recently Updated
Will love your pets like mine!Ward, CO, 80481
House Sitting, Drop-In Visits
25 years of experience

About: I have been taking care of all types of animals since I was a child. I currently pet sit for my neighbors in the mountains and I am looking to ventur… (more)

from
$50
per night
10.
Friendly & Caring Past Dog OwnerGeorgetown, CO, 80444
House Sitting, Dog Walking

I have known and worked beside Natalie for 10 years. She is golden. Simple as that. You can teach someone technique and information but you cannot teach the ins… (more)

from
$75
per night
11.
A happy pup is a happy life.Fraser, CO, 80442
House Sitting, Drop-In Visits, Dog Walking

I have a huge, dog aggressive dog and Allison made me feel so comfortable leaving her. I came home to a very happy and clearly well cared for pup! Thank you! (more)

from
$60
per night
Calendar Recently Updated
12.
I’ll spoil your pup :)Fraser, CO, 80442
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Amanda took great care of my dog! She let him out frequently while I was out of town. I would definitely recommend her for house/dog sitting. (more)

from
$65
per night
Calendar Recently Updated
Full time cuddler and playtime fan!Fraser, CO, 80442
House Sitting, Drop-In Visits, Dog Walking

We loved having Amberleigh stay with our pup, Dexter. She responds back at a timely manner, kept us updated with how Dexter was doing, sent us photos which we L… (more)

from
$40
per night
Calendar Recently Updated
14.
Won't Give You a Ruff Time!Keystone, CO, 80435
House Sitting, Drop-In Visits, Dog Walking

Sidney was a great sitter. She got along well with Jasmine. I told her she could leave whenever she wanted to because my husband was on his way home. My husband… (more)

from
$50
per night
15.
Loving care for pups!Fraser, CO, 80442
House Sitting, Drop-In Visits, Dog Walking

We really appreciated Hannah keeping Junebug company on Christmas! Thank you so much for taking such good care of our dog, and on such short notice. (more)

from
$60
per night
16.
Active animal loverFraser, CO, 80442
House Sitting, Drop-In Visits, Dog Walking

Lauren is so great with all dogs. She is so caring and fun, the dogs love her and have a great time. She is very responsible and trustworthy. (more)

from
$25
per night
Calendar Recently Updated
17.
I might end up stealing your dog...Georgetown, CO, 80444
House Sitting

Eric was great! He was reliable, flexible, and great with the pup. Def would recommend! (more)

from
$29
per night
Animal Enthusiast & TrainerIdaho springs, CO, 80452
House Sitting, Drop-In Visits, Dog Walking

Chris is just the perfect blend of experienced dog trainer and compassionate animal lover. He's magical. I have yet to see a dog that doesn't instantly take to … (more)

from
$75
per night
Calendar Recently Updated
Love dogs. Will walk, run, or play!Georgetown, CO, 80444
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I've left my dog with Mitchell countless times over the past 6 years and I've always come home to find my pup was having too much fun ;) Mitchell is a great do… (more)

from
$80
per night
20.
Dog Whisperer / House SitterRollinsville, CO, 80474
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello everyone. My name is Mitch, I'm a caring person who has been looking after dogs since I was a child. I am able to walk or hike long distances,… (more)

from
$95
per night

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Winter Park house sitting needs. On Rover, it's easy to find a loving dog sitter in Winter Park who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Winter Park house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Winter Park for your dog — people who'll treat him like family.