House Sitting in Woodland Park

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Top rated Woodland Park house sitters

1 / 1
Sitter Profile Image: Debra O.
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Debra O.
from
$50
per night
5 out of 5.0 stars
9 reviews
33 years of experience
Larksour, CO, 80118

Debra is a wonderful pet and home sitter. She took great care of our dog and the house looked better than I left it, when we arrived home. She had great communication, sent pictures, and gave our pup her meds with each meal. We highly recommend Debra for pet sitting!

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Chelsea F.
Sitter Profile Image: Nicole J.
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Nicole J.
Star Sitter
from
$55
per night
5 out of 5.0 stars
25 reviews
5 repeat clients
10 years of experience
Colorado Springs, CO, 80909

I highly recommend Nicole! She’s so sweet and you can tell she truly loves dogs. She updated us with lots of photos and took great care of them.

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Heather F.
Sitter Profile Image: Ashley F.
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Ashley F.
Star Sitter
from
$40
per night
5 out of 5.0 stars
59 reviews
23 repeat clients
5 years of experience
Briargate, Colorado Springs, CO, 80924

Ashley did a great job! My cat needs a pill every night and she was able to do that! My dog caught a squirrel and Ashley actually got him to “drop it”! The house was exactly how we left it when we got home! I was very impressed with her communication and will be hiring her again in the future!

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Jennifer M.
Sitter Profile Image: Ashton A.
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Ashton A.
from
$45
per night
5 out of 5.0 stars
31 reviews
9 repeat clients
14 years of experience
Colorado Springs, CO, 80906

Such a great experience having Ashton watch our fur babies in our home while we were gone! She sent lots of pictures and updates throughout her time at our house. Our babies were well loved on and it was such a relief knowing they were in good hands! We will absolutely use her for future trips away.

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Marissa R.
Sitter Profile Image: Alexis P.
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Alexis P.
Star Sitter
from
$60
per night
5 out of 5.0 stars
125 reviews
37 repeat clients
10 years of experience
Northeast Colorado Springs, Colorado Springs, CO, 80918

My pup is a high energy, attention seeking handful and Alexis handled her with ease. She was professional, personable and very knowledgeable. We will totally be using Alexis as our sitter if she's available!

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Brenda Z.
Sitter Profile Image: Hannah N.
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Hannah N.
from
$45
per night
5 out of 5.0 stars
2 reviews
1 repeat client
8 years of experience
Southeast Colorado Springs, Colorado Springs, CO, 80903

Hannah did a fantastic job. Our dog is shy and doesn’t warm up to people very well but he loved her. She was proactive in her care when dealing with him and the results were very positive. The house was kept clean and ready for our return. I’d recommend her highly.

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Robert R.
Sitter Profile Image: Megan W.
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Megan W.
from
$35
per night
5 out of 5.0 stars
3 reviews
1 repeat client
9 years of experience
Colorado Springs, CO, 80918

Megan was great as a last minute dog sitter! Our dogs seemed to really enjoy her. She had good communication and sent pictures daily.

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Kara K.
Sitter Profile Image: Aidan W.
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Aidan W.
from
$35
per night
5 out of 5.0 stars
26 reviews
7 repeat clients
8 years of experience
Monument, CO, 80132

Aidan was great for Bonnie. We had some minor hiccups at the beginning of his stay, but totally understandable now given the circumstance. The house was clean when we got back and she was happy!

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Carley M.
Sitter Profile Image: Cody B.
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Cody B.
from
$40
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
24 years of experience
Cripple Creek, CO, 80813

Loved having Cody! He was great, super on top of it, and was so kind. Certainly will be asking him again to house sit and take care of the pups!

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Spencer F.
Sitter Profile Image: Amber S.
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Amber S.
from
$35
per night
5 out of 5.0 stars
149 reviews
63 repeat clients
7 years of experience
Briargate, Colorado Springs, CO, 80920

Amber did great with Ali and DeeDee! She took them on walks, went to see the hot air balloon festival, and even a waterfall hike! The girls loved having her. Amber left our place clean and tidy. Most importantly, we felt safe knowing our dogs were in good hands.

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Thanh T.
Sitter Profile Image: Olivia A.
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Olivia A.
Star Sitter
from
$48
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
15 years of experience
Colorado Springs, CO, 80921

Olivia did a fantastic job with our two Vizslas! One is 11 years old and the other is 15 months old. Olivia came for a meet and greet ahead of house/pet sitting overnight and wanted to know every detail about their care so she could take the best care of them. She followed all directions perfectly and gave our girls alot of attention and affection. I will not hesitate to hire Olivia again when we need a pet sitter.

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Dee B.
Sitter Profile Image: Mya T.
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Mya T.
from
$60
per night
5 years of experience
Monument, CO, 80132

About: 5 years of experience taking care of dogs, cats, lizards, and plants. I specialize in giving oral medication(s), senior pet care, high energy pets, and anxious pets. I'm currently a part-time college student with a light schedule (2 classes 4 days a week) and a full-time pet sitter. I don't often leave the home so I'm around most of the day spending time with the pets I'm caring for playing, petting, and generally showering them with love. I take time to meet with you and learn everything there is to know about your pet(s) care which is written down and stored for future use and updated before every sit. I regularly take and send pictures of your pet(s) often with 'short' messages about how your pet(s) are doing. I value a closely cultivate client base where you and your pet(s) know and trust me to keep everyone safe and happy.

Sitter Profile Image: Kaitlyn P.
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Kaitlyn P.
Star Sitter
from
$30
per night
5 out of 5.0 stars
133 reviews
31 repeat clients
10 years of experience
Colorado Springs, CO, 80921

Kaitlyn did an amazing job with our kitty. She followed care directions very well and Mila was a happy kitty when we came home. Would definitely recommend! Thank you.

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Nupur B.
Sitter Profile Image: Abigail N.
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Abigail N.
from
$28
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
8 years of experience
Northwest Colorado Springs, Colorado Springs, CO, 80919

Abby was great with Ranger! We will definitely use her again!

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Julie P.
Sitter Profile Image: Maddoe W.
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Maddoe W.
from
$55
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
15 years of experience
Northwest Colorado Springs, colorado springs, CO, 80919

Maddoe was amazing with my dogs! She sent photos, took great care of them even when one didn’t feel too good. I would recommend her to anyone who’s looking for an in home pet sitter!

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Abby M.
Sitter Profile Image: Christopher H.
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Christopher H.
from
$90
per night
5 out of 5.0 stars
5 reviews
3 repeat clients
10 years of experience
Woodland park, CO, 80863

Christopher was so attentive to my special needs dog. My dog felt comfortable and safe with him. He made me feel safe as well, leaving my babies in his care. That says more than you know. I absolutely adore Cristopher and highly recommend him.

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Terri B.
Sitter Profile Image: Faith L.
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Faith L.
from
$26
per night
20 years of experience
Woodland Park, CO, 80863

About: Hi, I’m Faith! I’m a lifelong animal lover with experience caring for a wide variety of pets—from cats, dogs, and chickens to chinchillas, snakes, lizards, frogs, and even a goose and a squirrel! I grew up with cats and have cared for animals of all ages, including bottle-feeding newborns and helping senior pets through illness. I’ve personally managed health conditions like osteosarcoma in dogs, so I understand how to be both gentle and attentive to special medical needs. Whether your pet needs active play, calm companionship, or a precise routine, I’m here to give them the love and care they deserve. I’m also happy to provide regular updates and photos while you’re away. Let’s make sure your pet feels safe, loved, and right at home while you’re gone! Because I work from home and have a flexible schedule, I can easily accommodate drop-in visits, walks, or overnight care. I already care for animals daily, so spending time with your pet fits right into my regular routine—and is something I genuinely look forward to. When caring for pets in their own home, I always aim to keep things consistent with their usual routine—meals, walks, medications, playtime, and bedtime. I respect your space as if it were my own and make sure your pet feels safe, loved, and stress-free while you’re away. I provide regular updates with photos so you always know how your furry friend is doing. Whether it’s cuddles on the couch or quiet companionship, I adjust my care to meet your pet’s personality and needs.

Sitter Profile Image: Tana R.
Verified Enhanced Background Check
Tana R.
Star Sitter
from
$75
per night
5 out of 5.0 stars
71 reviews
35 repeat clients
15 years of experience
Woodland Park, CO, 80863

I’ve never hired a stranger to stay in my house while I was away, so I was nervous, but Tana agreed to a meet and greet beforehand and after meeting her, I felt totally comfortable leaving the responsibility of our pets and home in her hands. She sent me pics of my dog throughout her stay and took great care of our home. I hope she enjoyed the job and agrees to come back!

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Jessica S.
Sitter Profile Image: Ms. Chris L.
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Ms. Chris L.
from
$80
per night
5 out of 5.0 stars
7 reviews
1 repeat client
20 years of experience
Woodland Park, CO, 80863

Our dogs love Ms. Chris. She is professional and caring. She took time to walk and play with the dogs, provided daily updates with texts photos, which put us at ease. We will definitely book her again.

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Katherine E.
Sitter Profile Image: Annie-Eliza S.
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Annie-Eliza S.
from
$85
per night
5 out of 5.0 stars
16 reviews
6 repeat clients
18 years of experience
Woodland Park, CO, 80863

Annie is terrific, she sends pictures and updates and makes you feel at ease. She's a great house guest and leaves the home spotless. I highly recommend her.

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Janet O.
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Loving house sitters in your neighborhood

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Sitter Profile Image: Debra O.
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Sitter Profile Image: Debra O.
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Debra O.

I'm your gal
Larksour, CO, 80118
15.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
9 reviews
Profile image

Debra is a wonderful pet and home sitter. She took great care of our dog and the house looked better than I left it, when we arrived home. She had great communication, sent pictures, and gave our pup her meds with each meal. We highly recommend Debra for pet sitting!

Availability updated yesterday
Sitter Profile Image: Nicole J.
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Sitter Profile Image: Nicole J.
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Nicole J.
Star Sitter

What is life without a pet?
Colorado Springs, CO, 80909
18.9 mi. away
Boarding, House Sitting, Drop-In Visits
from
$55
per night
5 out of 5.0 stars
25 reviews
5 repeat clients
Profile image

I highly recommend Nicole! She’s so sweet and you can tell she truly loves dogs. She updated us with lots of photos and took great care of them.

Availability updated today
Sitter Profile Image: Ashley F.
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Sitter Profile Image: Ashley F.
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Ashley F.
Star Sitter

Happy to take care of your pets!
Briargate, Colorado Springs, CO, 80924
17.4 mi. away
House Sitting
from
$40
per night
5 out of 5.0 stars
59 reviews
23 repeat clients
Profile image

Ashley did a great job! My cat needs a pill every night and she was able to do that! My dog caught a squirrel and Ashley actually got him to “drop it”! The house was exactly how we left it when we got home! I was very impressed with her communication and will be hiring her again in the future!

Availability updated 3 days ago
Sitter Profile Image: Ashton A.
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Sitter Profile Image: Ashton A.
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Ashton A.

Dog & Cat Owner and Zookeeper
Colorado Springs, CO, 80906
18.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
31 reviews
9 repeat clients
Profile image

Such a great experience having Ashton watch our fur babies in our home while we were gone! She sent lots of pictures and updates throughout her time at our house. Our babies were well loved on and it was such a relief knowing they were in good hands! We will absolutely use her for future trips away.

Availability updated today
Sitter Profile Image: Alexis P.
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Sitter Profile Image: Alexis P.
Verified Background Check

Alexis P.
Star Sitter

Reliable, flexible, loving!
Northeast Colorado Springs, Colorado Springs, CO, 80918
15.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
125 reviews
37 repeat clients
Profile image

My pup is a high energy, attention seeking handful and Alexis handled her with ease. She was professional, personable and very knowledgeable. We will totally be using Alexis as our sitter if she's available!

Availability updated today
Sitter Profile Image: Hannah N.
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Sitter Profile Image: Hannah N.
Verified Enhanced Background Check

Hannah N.

A college student that loves pets!
Southeast Colorado Springs, Colorado Springs, CO, 80903
17.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Hannah did a fantastic job. Our dog is shy and doesn’t warm up to people very well but he loved her. She was proactive in her care when dealing with him and the results were very positive. The house was kept clean and ready for our return. I’d recommend her highly.

Availability updated today
Sitter Profile Image: Megan W.
Verified Enhanced Background Check
Sitter Profile Image: Megan W.
Verified Enhanced Background Check

Megan W.

I’ve grown up taking care of pets.
Colorado Springs, CO, 80918
14.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Megan was great as a last minute dog sitter! Our dogs seemed to really enjoy her. She had good communication and sent pictures daily.

Availability updated today
Sitter Profile Image: Aidan W.
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Sitter Profile Image: Aidan W.
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Aidan W.

Carer of all animals, big & small.
Monument, CO, 80132
12.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
26 reviews
7 repeat clients
Profile image

Aidan was great for Bonnie. We had some minor hiccups at the beginning of his stay, but totally understandable now given the circumstance. The house was clean when we got back and she was happy!

Availability updated 54 days ago
Sitter Profile Image: Cody B.
Verified Enhanced Background Check
Sitter Profile Image: Cody B.
Verified Enhanced Background Check

Cody B.

Like They're My Own
Cripple Creek, CO, 80813
14.0 mi. away
House Sitting
from
$40
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Loved having Cody! He was great, super on top of it, and was so kind. Certainly will be asking him again to house sit and take care of the pups!

Availability updated 6 days ago
Sitter Profile Image: Amber S.
Verified Background Check
Sitter Profile Image: Amber S.
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Amber S.

Need extra care for pets? Call me!
Briargate, Colorado Springs, CO, 80920
14.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
149 reviews
63 repeat clients
Profile image

Amber did great with Ali and DeeDee! She took them on walks, went to see the hot air balloon festival, and even a waterfall hike! The girls loved having her. Amber left our place clean and tidy. Most importantly, we felt safe knowing our dogs were in good hands.

Availability updated 13 days ago
Sitter Profile Image: Olivia A.
Verified Enhanced Background Check
Sitter Profile Image: Olivia A.
Verified Enhanced Background Check

Olivia A.
Star Sitter

Animal lover, quiet and trustworthy
Colorado Springs, CO, 80921
12.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

Olivia did a fantastic job with our two Vizslas! One is 11 years old and the other is 15 months old. Olivia came for a meet and greet ahead of house/pet sitting overnight and wanted to know every detail about their care so she could take the best care of them. She followed all directions perfectly and gave our girls alot of attention and affection. I will not hesitate to hire Olivia again when we need a pet sitter.

Availability updated 13 days ago
Sitter Profile Image: Mya T.
Verified Enhanced Background Check
Sitter Profile Image: Mya T.
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Mya T.

Taking care of them like you would!
Monument, CO, 80132
10.1 mi. away
House Sitting, Drop-In Visits
from
$60
per night
1 review

Mya is absolutely amazing! She cared for our three big dogs (one is in a wheelchair), two cats, and fish while also managing our 5-acre property with no issues at all. She has a sweet, calm demeanor and a natural connection with animals our pets adore her! Mya is reliable, responsible, and clearly passionate about what she does. It gave us total peace of mind knowing our pets were in such loving hands. Highly recommend her for anyone looking for truly exceptional care! SHE IS A GEM!!

Availability updated 3 days ago
Sitter Profile Image: Kaitlyn P.
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Sitter Profile Image: Kaitlyn P.
Verified Enhanced Background Check

Kaitlyn P.
Star Sitter

Hi, I’m Kaitlyn!
Colorado Springs, CO, 80921
12.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
133 reviews
31 repeat clients
Profile image

Kaitlyn did an amazing job with our kitty. She followed care directions very well and Mila was a happy kitty when we came home. Would definitely recommend! Thank you.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Abigail N.
Verified Enhanced Background Check
Sitter Profile Image: Abigail N.
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Abigail N.

I love all animals; would kiss all
Northwest Colorado Springs, Colorado Springs, CO, 80919
11.3 mi. away
House Sitting, Dog Walking
from
$28
per night
5 out of 5.0 stars
6 reviews
3 repeat clients
Profile image

Abby was great with Ranger! We will definitely use her again!

Availability updated today
Sitter Profile Image: Maddoe W.
Verified Enhanced Background Check
Sitter Profile Image: Maddoe W.
Verified Enhanced Background Check

Maddoe W.

Vegetarian, Animal Lover
Northwest Colorado Springs, colorado springs, CO, 80919
10.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

Maddoe was amazing with my dogs! She sent photos, took great care of them even when one didn’t feel too good. I would recommend her to anyone who’s looking for an in home pet sitter!

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Christopher H.
Verified Background Check
Sitter Profile Image: Christopher H.
Verified Background Check

Christopher H.

A genuine and active animal lover
Woodland park, CO, 80863
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$90
per night
5 out of 5.0 stars
5 reviews
3 repeat clients
Profile image

Christopher was so attentive to my special needs dog. My dog felt comfortable and safe with him. He made me feel safe as well, leaving my babies in his care. That says more than you know. I absolutely adore Cristopher and highly recommend him.

Availability updated 35 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Faith L.
Verified Enhanced Background Check
Sitter Profile Image: Faith L.
Verified Enhanced Background Check

Faith L.

Flexible, Caring Pet Lover
Woodland Park, CO, 80863
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$26
per night
20 years of experience

About: Hi, I’m Faith! I’m a lifelong animal lover with experience caring for a wide variety of pets—from cats, dogs, and chickens to chinchillas, snakes, lizards, frogs, and even a goose and a squirrel! I grew up with cats and have cared for animals of all ages, including bottle-feeding newborns and helping senior pets through illness. I’ve personally managed health conditions like osteosarcoma in dogs, so I understand how to be both gentle and attentive to special medical needs. Whether your pet needs active play, calm companionship, or a precise routine, I’m here to give them the love and care they deserve. I’m also happy to provide regular updates and photos while you’re away. Let’s make sure your pet feels safe, loved, and right at home while you’re gone! Because I work from home and have a flexible schedule, I can easily accommodate drop-in visits, walks, or overnight care. I already care for animals daily, so spending time with your pet fits right into my regular routine—and is something I genuinely look forward to. When caring for pets in their own home, I always aim to keep things consistent with their usual routine—meals, walks, medications, playtime, and bedtime. I respect your space as if it were my own and make sure your pet feels safe, loved, and stress-free while you’re away. I provide regular updates with photos so you always know how your furry friend is doing. Whether it’s cuddles on the couch or quiet companionship, I adjust my care to meet your pet’s personality and needs.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tana R.
Verified Enhanced Background Check
Sitter Profile Image: Tana R.
Verified Enhanced Background Check

Tana R.
Rover 101
Star Sitter

Expert Care for Your Furry Family
Woodland Park, CO, 80863
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
71 reviews
35 repeat clients
Profile image

I’ve never hired a stranger to stay in my house while I was away, so I was nervous, but Tana agreed to a meet and greet beforehand and after meeting her, I felt totally comfortable leaving the responsibility of our pets and home in her hands. She sent me pics of my dog throughout her stay and took great care of our home. I hope she enjoyed the job and agrees to come back!

Availability updated 16 days ago
Sitter Profile Image: Ms. Chris L.
Verified Enhanced Background Check
Sitter Profile Image: Ms. Chris L.
Verified Enhanced Background Check

Ms. Chris L.

Relax, I’ve got this.
Woodland Park, CO, 80863
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Our dogs love Ms. Chris. She is professional and caring. She took time to walk and play with the dogs, provided daily updates with texts photos, which put us at ease. We will definitely book her again.

Availability updated 4 days ago
Sitter Profile Image: Annie-Eliza S.
Verified Enhanced Background Check
Sitter Profile Image: Annie-Eliza S.
Verified Enhanced Background Check

Annie-Eliza S.
Rover 101

Your pups deserve the best 24/7 🐾
Woodland Park, CO, 80863
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
16 reviews
6 repeat clients
Profile image

Annie is terrific, she sends pictures and updates and makes you feel at ease. She's a great house guest and leaves the home spotless. I highly recommend her.

Availability updated 7 days ago

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!

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.

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