House Sitting in Woodland Park

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Rycheigh A.
Verified Enhanced Background Check
Sitter Profile Image: Rycheigh A.
Verified Enhanced Background Check

1. Rycheigh A.

Loving your pets like my own!
Manitou Springs, CO, 80829
12.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
71 reviews
23 repeat clients
from
$45
per night

The animals are happy, the house is clean, everything in order! On top of the great, conscientious care, Rycheigh is nice, interesting and accomadating to schedule changes. I look forward to having him back!

Sitter Profile Image: Kaitlyn P.
Verified Enhanced Background Check
Sitter Profile Image: Kaitlyn P.
Verified Enhanced Background Check

2. Kaitlyn P.

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

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.

Sitter Profile Image: Tawny F.
Verified Enhanced Background Check
Sitter Profile Image: Tawny F.
Verified Enhanced Background Check

3. Tawny F.

Rover 101
Experienced Veterinary Assistant!
Colorado Springs, CO, 80920
17.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
123 reviews
60 repeat clients
from
$42
per night

Tawny was so awesome. She stayed in our home with our pups for two days with less than 24 hours notice! They were well-cared for and the house was exactly as we left it. Highly recommend!

Sitter Profile Image: Ashley F.
Verified Background Check
Sitter Profile Image: Ashley F.
Verified Background Check

4. Ashley F.

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

Ashley is one of the most communicative, caring, and responsible sitter I have ever had. She took care of my boy cosmo and was very patient with him. She was also very flexible when unforeseen circumstances hit our way. Thank you Ashley for being so cool with my pup. We will definitely be booking you again. And I definitely recommend Ashley for other pet owners looking for a sitter

Sitter Profile Image: Ashton A.
Verified Background Check
Sitter Profile Image: Ashton A.
Verified Background Check

5. Ashton A.

Dog & Cat Owner and Zookeeper
Colorado Springs, CO, 80906
18.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$38
per night

Ashton was awesome. She took the time to meet the critters and learn about their daily routine before the date of the pet sitting which definitely made us feel comfortable having her take care of the place. She was very responsive and took great care of our dog and three cats. She sent us lots of adorable pictures and gave us updates on how they were doing while we were away. Highly recommend!

Sitter Profile Image: Cody B.
Verified Enhanced Background Check
Sitter Profile Image: Cody B.
Verified Enhanced Background Check

6. Cody B.

Like They're My Own
Cripple Creek, CO, 80813
14.0 mi. away
House Sitting
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$35
per night

Cody did a fantastic job of keeping my high-energy springer spaniels busy and entertained. He did a great job caring for them and ensuring their needs (both physical and mental) were met. It was refreshing to come home to tired dogs.

Sitter Profile Image: Katalin M.
Verified Enhanced Background Check
Sitter Profile Image: Katalin M.
Verified Enhanced Background Check

7. Katalin M.

All kinds of animals sitter!
Air Force Academy, CO, 80840
11.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
19 repeat clients
from
$90
per night

Katalin was great with our dogs and house sitting! She sent us pictures daily, and the house looked great when she got back! We could tell our pups were well loved and taken care of.

Sitter Profile Image: Patricia B.
Verified Enhanced Background Check
Sitter Profile Image: Patricia B.
Verified Enhanced Background Check

8. Patricia B.

Pawsitively loving and reliable!
Northwest Colorado Springs, Colorado Springs, CO, 80919
11.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
137 reviews
46 repeat clients
from
$47
per night

Thanks to Patricia we were able to go away and not worry about our boys. They took to Patricia immediately which also told us that we had made a sound decision to invite Patricia to stay with our special kittens. We received daily updates and pictures, again reassuring us that everyone was safe. Needless to say, the next time we need to go away, Patricia will be our first choice. Thank you so much for taking care of Calyx and Orion. All the best, Nick and Kelly

Sitter Profile Image: Madison E.
Verified Enhanced Background Check
Sitter Profile Image: Madison E.
Verified Enhanced Background Check

9. Madison E.

Reliable care for your fur babies
Monument, CO, 80132
12.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
4 repeat clients
from
$50
per night

The pups loved having Madison stay with them for the weekend! She was quick to communicate and left our house nice and clean. Thank you, Madison!

Sitter Profile Image: Yulie S.
Verified Enhanced Background Check
Sitter Profile Image: Yulie S.
Verified Enhanced Background Check

10. Yulie S.

I will love them like my own!
West Colorado Springs, Colorado Springs, CO, 80904
13.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5 reviews
from
$35
per night

Yulie was very easy to work with. She is dependable and our pet definitely got the love and attention he deserved. I highly recommend Yulie.

Sitter Profile Image: Matthew B.
Verified Enhanced Background Check
Sitter Profile Image: Matthew B.
Verified Enhanced Background Check

11. Matthew B.

Lifetime animal lover.
Green Mountain Falls, CO, 80863
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$40
per night

Super Caretaker. Our two dogs and cat enjoyed staying at our home with Matthew while we were away. Grateful to come back to happy, totally loved, fur babies. It makes a difference.

Sitter Profile Image: Laurel W.
Verified Enhanced Background Check
Sitter Profile Image: Laurel W.
Verified Enhanced Background Check

12. Laurel W.

Love all animals, plus experience
Woodland Park, CO, 80863
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
89 reviews
28 repeat clients
from
$45
per night

Laurel did an amazing job taking care of our two pups. Great communication during the booking process and during her time with them. Highly recommend

Sitter Profile Image: charles s.
Verified Enhanced Background Check
Sitter Profile Image: charles s.
Verified Enhanced Background Check

13. charles s.

Experienced Sitter and Trainer
Northwest Colorado Springs, Colorado Springs, CO, 80919
11.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
67 reviews
21 repeat clients
from
$50
per night

Charles did another fantastic job sitting for my Siberian Huskie Sauber. Charles always leaves me great updates on how Sauber is doing and how she is enjoying his stay at our house. Came home to a spotless home which was very nice since I got home around 11:00 p.m. I highly recommend Charles for any pet/house sitting needs.

Sitter Profile Image: Stefanie Cayla R.
Verified Enhanced Background Check
Sitter Profile Image: Stefanie Cayla R.
Verified Enhanced Background Check

14. Stefanie Cayla R.

Woodland Park, Manitou and OCC
Woodland Park, CO, 80863
0.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
2 reviews
1 repeat client
from
$30
per night

Cayla took great care of our pups. Love all the pics she sends and updates. We can rest easy when traveling knowing she is caring for our pets.

Sitter Profile Image: Alex V.
Verified Enhanced Background Check
Sitter Profile Image: Alex V.
Verified Enhanced Background Check

15. Alex V.

Moments filled with fun & cuddles
Northwest Colorado Springs, Colorado Springs, CO, 80919
10.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
9 repeat clients
from
$55
per night

Alex took great care of Nala and provided ample updates and pictures. She was also very flexible and accommodating to some last minute changes.

Sitter Profile Image: Samantha D.
Verified Enhanced Background Check
Sitter Profile Image: Samantha D.
Verified Enhanced Background Check

16. Samantha D.

Here to make a dogs life better😊
Woodland Park, CO, 80863
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$60
per night

Samantha was amazing, she took such good care of both Charlotte and Rocket! She was super flexible and understanding, I had to book so last minute because my last rover sitter cancelled with less than 2 days notice before my trip. She sent me adorable photo updates and I felt so relieved knowing she was taking care of them at the house. Looking forward to having her booked for future trips!

Sitter Profile Image: Tana R.
Verified Enhanced Background Check
Sitter Profile Image: Tana R.
Verified Enhanced Background Check

17. Tana R.

Rover 101
Loving care when you aren't there
Woodland Park, CO, 80863
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
64 reviews
30 repeat clients
from
$69
per night

Taz had a great weekend with Tana! She followed all my instructions for his care and she sent me plenty of photos and updates. I'd highly recommend her!

Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check

18. Jennifer M.

Cat purr-son that also loves dogs!
Colorado Springs, CO, 80907
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
1 repeat client
from
$26
per night

Jennifer is one of the most trustworthy people I know, as well as reliable and punctual. She has a strong love of animals and is devoted to making sure that any animal in her care is well taken care of and loved.

Sitter Profile Image: Danielle B.
Verified Enhanced Background Check
Sitter Profile Image: Danielle B.
Verified Enhanced Background Check

19. Danielle B.

Open availability to care for pets!
Woodland Park, CO, 80863
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$23
per night

Danie was awesome!

Sitter Profile Image: Kathy D.
Verified Enhanced Background Check
Sitter Profile Image: Kathy D.
Verified Enhanced Background Check

20. Kathy D.

Reliable trustworthy and loving
Woodland Park, CO, 80863
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$32
per night

About: I’ve had dogs since I was young. My children have had dogs and they continue to be a very special part of our family lifestyle. Currently working part time teaching. Have summers off. Will have plenty of time in the afternoons to care, love and play with all the animals. We have a fenced in backyard and a doggie door in front of our house that is an area that is gated. Dogs go in and out as much as they want.

Search Map

Woodland Park House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Woodland Park are rated on average 4.9 out of 5 stars based on 97 reviews.

Rover also offers House Sitting in:

Rover also offers other services in Woodland Park:


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 Woodland Park house sitting needs. On Rover, it's easy to find a loving dog sitter in Woodland 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 Woodland 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 Woodland Park for your dog — people who'll treat him like family.

House Sitting