House Sitting in Winter Park

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Top rated Winter Park house sitters

1 / 1
Sitter Profile Image: Ken S.
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Ken S.
from
$59
per night
5 out of 5.0 stars
70 reviews
30 repeat clients
25 years of experience
silverthorne, CO, 80498

Ken was great! Jasper was happy and the house was in great shape. We have already booked again with Ken. We would highly recommend him for house/pet sitting.

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Jody R.
Sitter Profile Image: Andrea B.
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Andrea B.
from
$65
per night
5 out of 5.0 stars
15 reviews
2 repeat clients
15 years of experience
Boulder, CO, 80304

We had a fantastic experience with Andrea. She was incredibly communicative throughout her time with our pets, asking plenty of questions and providing frequent updates. We even returned home to a detailed daily schedule of how she spent her time with our animals. Additionally, she asked thoughtful questions about caring for our home and inquired about emergency procedures, which gave me extra peace of mind—especially since we live in an area with an increased fire risk. We came home to a clean house and happy pets. I would definitely recommend having her care for your home and animals!

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Hannah G.
Sitter Profile Image: Trisha B.
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Trisha B.
from
$75
per night
5 out of 5.0 stars
10 reviews
1 repeat client
10 years of experience
Frisco, CO, 80443

Trisha was great with our dogs. She is intuitive about what the dogs need and how to manage them. She was also good with communication and super flexible on working with us to accommodate logistics. Would definitely rebook.

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Tammy W.
Sitter Profile Image: Karlee R.
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Karlee R.
from
$80
per night
5 out of 5.0 stars
8 reviews
1 repeat client
7 years of experience
Dillon, CO, 80435

About: I have had dogs and cats my entire life along with an assortment of other pets growing up. I was the go to puppy sitter in college before I got my own beautiful baby doodle and now as all proud puppy parents I’m obsessed. We go on walks every other day and visit parks when we can depending on schedules. I will give your family pet the love and care it deserves whether that means pets, toys, or belly rubs while you are out of town, orrr just a good old fashion walk around the park. Please let me know your dogs temperament and any dislikes or habits and I will accommodate for them as needed. I understand some pets have different needs and am happy to cater to make sure they have a great day in the absence of their momma or daddy.

Sitter Profile Image: Jadyn L.
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Jadyn L.
from
$88
per night
5 out of 5.0 stars
15 reviews
2 repeat clients
10 years of experience
Dillon Valley, CO, 80443

Jadyn did a great job with my little fur ball. She walked her multiple times and took many pictures. She was also flexible with her time when we ran into a traffic issue. Definitely will use her again.

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Jay T.
Sitter Profile Image: Devon S.
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Devon S.
from
$45
per night
5 out of 4.9 stars
20 reviews
6 repeat clients
6 years of experience
Silverthorne, CO, 80498

Devon and Taylor did an amazing job taking care of our 3 furbabies. We loved it when they’d send us pictures and updates. They left the house spotless on top of it all which was really wonderful to come home to. Would definitely recommend Devon!

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Dino G.
Sitter Profile Image: Keaton B.
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Keaton B.
from
$50
per night
5 out of 5.0 stars
21 reviews
3 repeat clients
20 years of experience
Nederland, CO, 80466

I'm so glad we found Keaton to watch our pups! He is kind, responsible, considerate and a great communicator. Plus our pups loved having him around. Our place was left in perfect condition. I would recommend him to anyone and we will definitely use him again in the future.

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Karen L.
Sitter Profile Image: Jan R.
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Jan R.
Star Sitter
from
$50
per night
5 out of 5.0 stars
11 reviews
3 repeat clients
10 years of experience
Parshall, CO, 80468

About: My husband and I both work remotely from home so someone will be with your furry friend pretty much at all times. We’ve lived in Fraser since 2021 and love it here! Our little condo at Meadowridge has a huge unofficial “dog park meadow” where other friendly dog owners love to take their pets. I’m happy to take yours there for a play too! If your dog isn’t interested in other dogs though, I love walking around the neighborhood with them too! I do have one of my own. She is an older border collie mix of 12 years, always gets along with others. I work remotely from home so will be with your doggo at all times! We love taking ours out for walks around the neighborhood, so happy to have an extra one of yours! I live in a 2 bedroom condo. There is lots of room to roam around, nap, hang out. We back an unenclosed patio grass area where they can easily go out for a quick potty.

Sitter Profile Image: Melody W.
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Melody W.
from
$65
per night
5 out of 5.0 stars
14 reviews
6 repeat clients
15 years of experience
Golden, CO, 80403

Melody is absolutely wonderful! She brings a calming presence and my dogs love her. I feel so much more relaxed knowing she’s hanging with my pups. Highly recommend her!

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Allyssa B.
Sitter Profile Image: Cynthia A.
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Cynthia A.
from
$75
per night
5 out of 5.0 stars
19 reviews
3 repeat clients
15 years of experience
Granby, CO, 80446

So glad we found Cynthia! Since she is a vet tech, I really felt more at ease with trusting a stranger with our 3 dogs who can be a handful! The dogs instantly took a liking to her and she was so sweet to them. She was very responsive and also sent us updates & cute individual portraits of our dogs! Our house and pups were happy and well taken care! And she even took them time to write us a sweet note. We would not hesitate to ask Cynthia to watch our pups in the future! Thank you Cynthia!

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Julie K.
Sitter Profile Image: Bella F.
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Bella F.
from
$70
per night
5 out of 5.0 stars
20 reviews
5 repeat clients
10 years of experience
Nederland, CO, 80466

Bella did a fantastic job of caring for our young blue heeler pup. She is a clear communicator and she handled a last minute change in care regime graciously (originally tasked with exercising an energetic pup to instead administering medicine and helping to nurse a sprained wrist). We would definitely ask her to pupper-sit again!

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Michael K.
Sitter Profile Image: William D.
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William D.
from
$75
per night
10 years of experience
Dumont, CO, 80436

About: I’ve been a dog owner for over 10 years and truly can’t imagine life without animals. Friends and family often rely on me to care for their pets, whether it’s daily walks, overnight stays, or just extra love and attention. Working from home gives me the flexibility to spend plenty of quality time with your pup—making sure they’re safe, happy, and well cared for while you’re away. I work full time from home, so I’m available 24/7 to give your pup attention, playtime, and care throughout the day. Whether weekdays or weekends, your dog will never be left alone for more than 2 hours. My home is pet-friendly with a fully fenced yard and one well-socialized dog to keep your pup company. I always prioritize safety—whether that means supervised playtime, separate spaces for shy dogs, or crating if preferred. You can trust that your pet will be cared for like family in a safe, loving environment with plenty of room to play and relax.

Sitter Profile Image: Tiffany W.
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Tiffany W.
from
$55
per night
5 out of 5.0 stars
21 reviews
8 repeat clients
18 years of experience
Black Hawk, CO, 80422

Tiffany was great taking care of Stu. Thanks!

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Jennifer J.
Sitter Profile Image: Mae S.
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Mae S.
from
$80
per night
5 out of 5.0 stars
11 reviews
1 repeat client
10 years of experience
Nederland, CO, 80446

Mae took wonderful care of our home and dog! She provided daily updates and was very responsive. Our shy dog seemed to become comfortable with her quickly. We will definitely book with Mae again.

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Martina S.
Sitter Profile Image: Molly W.
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Molly W.
from
$70
per night
5 out of 5.0 stars
14 reviews
4 repeat clients
7 years of experience
Fraser, CO, 80442

Molly did a good job with my high maintenance puppies! She was flexible and willing to meet up without a ton of notice. She sent pictures and updates throughout her stay which made me feel more comfortable about being away.

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Rachel H.
Sitter Profile Image: Patti B.
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Patti B.
from
$85
per night
5 out of 5.0 stars
28 reviews
10 repeat clients
25 years of experience
Winter Park, CO, 80482

Patti is the best! This was her second time taking care of our boxers and we could not be more happy with the attention and love she provides to them. Extremely reliable and we would have her stay with them over and over again.

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Samantha O.
Sitter Profile Image: Lucy M.
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Lucy M.
from
$45
per night
6 years of experience
Tabernash, CO, 80478

About: I have taken care of my own families dogs, my neighbors pets, and even my family friends pets since I was about 11 years old I work a landscaping job and I have weekends off, including most fridays! I would love to fill those days with more things, such as watching over and taking care of your pets!! :) I cater to the pets needs, whether that’s needing food, exercise, or to go outside to the bathroom, I always make sure to be on top of what the pet needs. I am respectful in clients homes and make sure everything in the home is just how they left it, if not even better. I take care of everything like it is my own, I like to show my respect and appreciation! As well as help you out by watching over your fur babies!

Sitter Profile Image: Lauren N.
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Lauren N.
from
$30
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
20 years of experience
Winter Park, CO, 80482

Lauren took great care of our cat and our home while house sitting. Our house was clean and tidy when we got home and our cat was in good spirits. We would definitely trust Lauren with our pets again!

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Chris P.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$35
per night
15 years of experience
Winter park, CO, 80482

About: Ive taken care of dogs since I was in college and have always love giving my pets attention! I’m super active and enjoy scenic daily dog walks - the more the merrier! I’m a remote worker and my schedule can be flexible! I love early mornings and am happy to take dogs on longer walks in the afternoon and evening. I live in a small quiet area with a great dog walking loop. I have my own transportation and wouldn’t mind taking the pups on an outing!

Sitter Profile Image: Christopher G.
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Christopher G.
from
$27
per night
4 years of experience
Winter Park, CO, 80482

About: I’ve take care of my family pet for years. I have experience pet walking/ watching. Excited to see how I can make your pet happy. I work full time as a project estimator at an HVAC company. I am available Mon-Friday after 4:30. Saturday & Sunday I am available all day. I live near a dog park, enjoy physical exercise, I am a caring individual who will treat your pet like my own. I am excited to start.

1 / 1
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Loving house sitters in your neighborhood

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Sitter Profile Image: Ken S.
Verified Background Check
Sitter Profile Image: Ken S.
Verified Background Check

Ken S.

Puppies! Animal lover to the bone..
silverthorne, CO, 80498
24.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$59
per night
5 out of 5.0 stars
70 reviews
30 repeat clients
Profile image

Ken was great! Jasper was happy and the house was in great shape. We have already booked again with Ken. We would highly recommend him for house/pet sitting.

Availability updated 13 days ago
Sitter Profile Image: Andrea B.
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Sitter Profile Image: Andrea B.
Verified Enhanced Background Check

Andrea B.

Compassionate & Competent Caregiver
Boulder, CO, 80304
28.4 mi. away
House Sitting
from
$65
per night
5 out of 5.0 stars
15 reviews
2 repeat clients
Profile image

We had a fantastic experience with Andrea. She was incredibly communicative throughout her time with our pets, asking plenty of questions and providing frequent updates. We even returned home to a detailed daily schedule of how she spent her time with our animals. Additionally, she asked thoughtful questions about caring for our home and inquired about emergency procedures, which gave me extra peace of mind—especially since we live in an area with an increased fire risk. We came home to a clean house and happy pets. I would definitely recommend having her care for your home and animals!

Availability updated 3 days ago
Sitter Profile Image: Trisha B.
Verified Enhanced Background Check
Sitter Profile Image: Trisha B.
Verified Enhanced Background Check

Trisha B.

CommUNITY Helper-sitter,cleaner etc
Frisco, CO, 80443
28.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Trisha was great with our dogs. She is intuitive about what the dogs need and how to manage them. She was also good with communication and super flexible on working with us to accommodate logistics. Would definitely rebook.

Availability updated today
Sitter Profile Image: Karlee R.
Verified Enhanced Background Check
Sitter Profile Image: Karlee R.
Verified Enhanced Background Check

Karlee R.

Reliable fur-mama ready to help!
Dillon, CO, 80435
23.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
8 reviews
1 repeat client

Karlee is genuinely caring and always treats my dog as her own. She is very attentive to my dog and always seems to know what she needs to be happy.

Availability updated today
Sitter Profile Image: Jadyn L.
Verified Enhanced Background Check
Sitter Profile Image: Jadyn L.
Verified Enhanced Background Check

Jadyn L.

I love animals and being outside!
Dillon Valley, CO, 80443
23.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$88
per night
5 out of 5.0 stars
15 reviews
2 repeat clients
Profile image

Jadyn did a great job with my little fur ball. She walked her multiple times and took many pictures. She was also flexible with her time when we ran into a traffic issue. Definitely will use her again.

Availability updated 9 months ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Devon S.
Verified Background Check
Sitter Profile Image: Devon S.
Verified Background Check

Devon S.

Quality Care Always
Silverthorne, CO, 80498
24.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 4.9 stars
20 reviews
6 repeat clients
Profile image

Devon and Taylor did an amazing job taking care of our 3 furbabies. We loved it when they’d send us pictures and updates. They left the house spotless on top of it all which was really wonderful to come home to. Would definitely recommend Devon!

Availability updated 17 days ago
Sitter Profile Image: Keaton B.
Verified Enhanced Background Check
Sitter Profile Image: Keaton B.
Verified Enhanced Background Check

Keaton B.

Your pet(s) will love me!
Nederland, CO, 80466
13.6 mi. away
House Sitting
from
$50
per night
5 out of 5.0 stars
21 reviews
3 repeat clients
Profile image

I'm so glad we found Keaton to watch our pups! He is kind, responsible, considerate and a great communicator. Plus our pups loved having him around. Our place was left in perfect condition. I would recommend him to anyone and we will definitely use him again in the future.

Availability updated 4 months ago
Sitter Profile Image: Jan R.
Verified Enhanced Background Check
Sitter Profile Image: Jan R.
Verified Enhanced Background Check

Jan R.
Star Sitter

Dog walk/runner at your dog’s pace!
Parshall, CO, 80468
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
11 reviews
3 repeat clients

About: My husband and I both work remotely from home so someone will be with your furry friend pretty much at all times. We’ve lived in Fraser since 2021 and love it here! Our little condo at Meadowridge has a huge unofficial “dog park meadow” where other friendly dog owners love to take their pets. I’m happy to take yours there for a play too! If your dog isn’t interested in other dogs though, I love walking around the neighborhood with them too! I do have one of my own. She is an older border collie mix of 12 years, always gets along with others. I work remotely from home so will be with your doggo at all times! We love taking ours out for walks around the neighborhood, so happy to have an extra one of yours! I live in a 2 bedroom condo. There is lots of room to roam around, nap, hang out. We back an unenclosed patio grass area where they can easily go out for a quick potty.

Availability updated 3 days ago
Sitter Profile Image: Melody W.
Verified Enhanced Background Check
Sitter Profile Image: Melody W.
Verified Enhanced Background Check

Melody W.

Your Pet Nanny
Golden, CO, 80403
19.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
14 reviews
6 repeat clients
Profile image

Melody is absolutely wonderful! She brings a calming presence and my dogs love her. I feel so much more relaxed knowing she’s hanging with my pups. Highly recommend her!

Availability updated 4 days ago
Sitter Profile Image: Cynthia A.
Verified Enhanced Background Check
Sitter Profile Image: Cynthia A.
Verified Enhanced Background Check

Cynthia A.

Register Veterinary Technician
Granby, CO, 80446
17.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care
from
$75
per night
5 out of 5.0 stars
19 reviews
3 repeat clients
Profile image

So glad we found Cynthia! Since she is a vet tech, I really felt more at ease with trusting a stranger with our 3 dogs who can be a handful! The dogs instantly took a liking to her and she was so sweet to them. She was very responsive and also sent us updates & cute individual portraits of our dogs! Our house and pups were happy and well taken care! And she even took them time to write us a sweet note. We would not hesitate to ask Cynthia to watch our pups in the future! Thank you Cynthia!

Availability updated 15 days ago
Sitter Profile Image: Bella F.
Verified Background Check
Sitter Profile Image: Bella F.
Verified Background Check

Bella F.

I love to run, walk, or playfrisbee
Nederland, CO, 80466
14.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 5.0 stars
20 reviews
5 repeat clients
Profile image

Bella did a fantastic job of caring for our young blue heeler pup. She is a clear communicator and she handled a last minute change in care regime graciously (originally tasked with exercising an energetic pup to instead administering medicine and helping to nurse a sprained wrist). We would definitely ask her to pupper-sit again!

Availability updated 34 days ago
Sitter Profile Image: William D.
Verified Enhanced Background Check
Sitter Profile Image: William D.
Verified Enhanced Background Check

William D.

Loving, Reliable Care for Your Pets
Dumont, CO, 80436
11.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
2 reviews

William is one of the kindest, most considerate and reliable people I know, especially when it comes to caring for doggies. I get anxious leaving my dog in the hands of others, but I always feel at ease when my dog is with William. 10/10 would recommend him to any pet parent!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tiffany W.
Verified Background Check
Sitter Profile Image: Tiffany W.
Verified Background Check

Tiffany W.
Rover 101

Wrangling animals of all kinds
Black Hawk, CO, 80422
11.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
21 reviews
8 repeat clients
Profile image

Tiffany was great taking care of Stu. Thanks!

Availability updated 26 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mae S.
Verified Enhanced Background Check
Sitter Profile Image: Mae S.
Verified Enhanced Background Check

Mae S.

Active, loving, and reliable!
Nederland, CO, 80446
14.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
11 reviews
1 repeat client
Profile image

Mae took wonderful care of our home and dog! She provided daily updates and was very responsive. Our shy dog seemed to become comfortable with her quickly. We will definitely book with Mae again.

Availability updated 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Molly W.
Verified Background Check
Sitter Profile Image: Molly W.
Verified Background Check

Molly W.

The best vacation for your pet ever
Fraser, CO, 80442
4.9 mi. away
Boarding, House Sitting
from
$70
per night
5 out of 5.0 stars
14 reviews
4 repeat clients
Profile image

Molly did a good job with my high maintenance puppies! She was flexible and willing to meet up without a ton of notice. She sent pictures and updates throughout her stay which made me feel more comfortable about being away.

Availability updated 11 days ago
Sitter Profile Image: Patti B.
Verified Enhanced Background Check
Sitter Profile Image: Patti B.
Verified Enhanced Background Check

Patti B.

Trusted pet sitter w/love to spare!
Winter Park, CO, 80482
8.4 mi. away
Boarding, House Sitting, Doggy Day Care
from
$85
per night
5 out of 5.0 stars
28 reviews
10 repeat clients
Profile image

Patti is the best! This was her second time taking care of our boxers and we could not be more happy with the attention and love she provides to them. Extremely reliable and we would have her stay with them over and over again.

Availability updated 7 days ago
Sitter Profile Image: Lucy M.
Verified Enhanced Background Check
Sitter Profile Image: Lucy M.
Verified Enhanced Background Check

Lucy M.

I love pets! I love your pets!
Tabernash, CO, 80478
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
6 years of experience

About: I have taken care of my own families dogs, my neighbors pets, and even my family friends pets since I was about 11 years old I work a landscaping job and I have weekends off, including most fridays! I would love to fill those days with more things, such as watching over and taking care of your pets!! :) I cater to the pets needs, whether that’s needing food, exercise, or to go outside to the bathroom, I always make sure to be on top of what the pet needs. I am respectful in clients homes and make sure everything in the home is just how they left it, if not even better. I take care of everything like it is my own, I like to show my respect and appreciation! As well as help you out by watching over your fur babies!

Availability updated 13 days ago
Sitter Profile Image: Lauren N.
Verified Enhanced Background Check
Sitter Profile Image: Lauren N.
Verified Enhanced Background Check

Lauren N.

Active animal lover
Winter Park, CO, 80482
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

Lauren took great care of our cat and our home while house sitting. Our house was clean and tidy when we got home and our cat was in good spirits. We would definitely trust Lauren with our pets again!

Availability updated 18 days ago
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check

Sarah M.

Active local, animal lover!
Winter park, CO, 80482
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
15 years of experience

About: Ive taken care of dogs since I was in college and have always love giving my pets attention! I’m super active and enjoy scenic daily dog walks - the more the merrier! I’m a remote worker and my schedule can be flexible! I love early mornings and am happy to take dogs on longer walks in the afternoon and evening. I live in a small quiet area with a great dog walking loop. I have my own transportation and wouldn’t mind taking the pups on an outing!

Availability updated 43 days ago
Sitter Profile Image: Christopher G.
Verified Enhanced Background Check
Sitter Profile Image: Christopher G.
Verified Enhanced Background Check

Christopher G.

Ready to make your fur babies happy
Winter Park, CO, 80482
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
4 years of experience

About: I’ve take care of my family pet for years. I have experience pet walking/ watching. Excited to see how I can make your pet happy. I work full time as a project estimator at an HVAC company. I am available Mon-Friday after 4:30. Saturday & Sunday I am available all day. I live near a dog park, enjoy physical exercise, I am a caring individual who will treat your pet like my own. I am excited to start.

Availability updated 39 days ago

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  1. 1. Search

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