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Winsome C.

Breckenridge, CO

5.0 out of 5 stars
10 reviews
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Services

These prices are for 1 dog.

Prices include all fees.

Winsome can host

16 to 40 lbs
41 to 100 lbs
Dogs over 1 year old
Unspayed females accepted, neutered males only

Winsome can care for

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
Dogs over 1 year old

Availability

Pet care fits really naturally into our daily life. I work from home, so dogs are rarely alone and get lots of love, walks, and bathroom breaks throughout the day. We’re outside often, whether it’s on a walk around the neighborhood or heading out on a nearby trail. Stormy (our husky) loves the company too, so your pup will always have a buddy around!

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About Winsome C.

Communication

92% response rate
Usually responds in a few minutes
80% bookings with photo updates
Sends updates with Rover Cards

Dog skills

7 years of experience
Oral medication administration
Injected medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

We’ve made our home super pet-friendly (having a husky will do that!), so dogs don’t have access to anything they shouldn’t. We only accept bookings when Winnie is in town, which means someone is always home during the weekdays, and on weekends, pups are never left alone for more than 4 hours max.

Home

Lives in a house
Does not have a yard
Non-smoking household
Has 1 dog
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 2-4 hours

Information Winsome C. would like to know about your pet

- Any quirks, fears, or triggers (ex: loud noises, separation anxiety, other dogs) – How they do on a leash or around other animals – Feeding routines and dietary restrictions – Crate preferences or sleeping habits – Any medical needs, medications, or recent injuries – Favorite toys, comfort items, or special routines that help them feel at ease The more I know, the better I can tailor the experience to keep your pup feeling happy and at home!

A typical day

A typical day starts with a morning walk or hike based on your pup’s energy level, followed by playtime and plenty of attention at home. Midday is usually quieter—perfect for rest and cuddles while Winnie works from home. In the afternoon, we mix in some stimulating activities like puzzle toys, training games, or a special treat. We finish the day with another walk or outdoor adventure.

Location

Breckenridge, CO

Winsome C.'s Neighborhood

Pets

Outside adventures and endless love

Pet care experience

Hi there! We’re Winnie and Ryan — lifelong animal lovers and outdoor enthusiasts based just outside of downtown Breckenridge. Between the two of us, we’ve spent over a decade caring for dogs of all sizes, ages, and energy levels. Our home is shared with our sweet female husky, Stormy, who’s always ready to make a new friend. While Stormy is high energy breed, she is very independent and is really good at matching another dogs energy, whether that is wanting to play or be kept alone. We live an active lifestyle filled with hiking, running, swimming, and skiing and we love including pups in all of it! Winnie works remotely during the week, so your dog will get plenty of attention, affection, and midday snuggles. Whether your pup loves to play and explore or prefers a more relaxed routine, we’ll tailor the experience to their energy level and personality. Here’s what your pet can expect while staying with us: – Plenty of outdoor time and long walks – Timely meals and plenty of fresh water – One-on-one attention and personalized care – A calm, loving, and safe environment – Treats and cuddles (with your permission, of course!) Our flexible schedule and mellow home vibe help ensure your pet feels comfortable, secure, and part of the pack — whether it’s just for the day or an extended stay. We’d love to welcome your furry friend into our crew — let’s connect!

Reviews

TERRY H.
House Sitting • May 21, 2026
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Winnie and Ryan took great care of our Willie!

Ceara P.
Doggy Day Care • Mar 19, 2026
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Finn had a great day! She took great care of him on a last minute request

Daniel J.
Boarding • Sep 09, 2025
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We had a very late booking with a family emergency I had to fly back to CA for. They were so easy to work with, adaptable to the changes that had to work for the both of us... annnnd their dog was so easy going with smokey, felt like they were best friends. Smokey got amazing care and was happy as she could possible be leaving. Could not thank them enough

Angela J.
Boarding • Aug 30, 2025
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This couple was SOOOOO wonderful with my sweet punkin'! They took such amazing care of her and sent some super beautiful, well-taken pictures, too, so I knew my lil' munchkineer was in the best of hands.

About Winsome C.

Communication

92% response rate
Usually responds in a few minutes
80% bookings with photo updates
Sends updates with Rover Cards

Dog skills

7 years of experience
Oral medication administration
Injected medication administration
Senior dog experience
Can provide daily exercise

Safety, trust & environment

We’ve made our home super pet-friendly (having a husky will do that!), so dogs don’t have access to anything they shouldn’t. We only accept bookings when Winnie is in town, which means someone is always home during the weekdays, and on weekends, pups are never left alone for more than 4 hours max.

Home

Lives in a house
Does not have a yard
Non-smoking household
Has 1 dog
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 2-4 hours

Information Winsome C. would like to know about your pet

- Any quirks, fears, or triggers (ex: loud noises, separation anxiety, other dogs) – How they do on a leash or around other animals – Feeding routines and dietary restrictions – Crate preferences or sleeping habits – Any medical needs, medications, or recent injuries – Favorite toys, comfort items, or special routines that help them feel at ease The more I know, the better I can tailor the experience to keep your pup feeling happy and at home!

A typical day

A typical day starts with a morning walk or hike based on your pup’s energy level, followed by playtime and plenty of attention at home. Midday is usually quieter—perfect for rest and cuddles while Winnie works from home. In the afternoon, we mix in some stimulating activities like puzzle toys, training games, or a special treat. We finish the day with another walk or outdoor adventure.

Each sitter joining Rover needs to pass a background check. And by booking on Rover, you can get photo & message updates, 24/7 support, and reimbursement for eligible vet care.
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Winsome C.

Breckenridge, CO

5.0 out of 5 stars
10 reviews