"This was BY FAR the most lovely vacation home Iâve ever stayed in. The proximity to restaurants, shops, parking, public transit, and the essence of Winter Park is unbeatable." - Emily Feb 2026
"lots of space to spread out" - Cody Jan 2026
Escape to Ramble On, a pet friendly luxury wellness retreat in downtown Winter Park for 10.
- Unwind in your private rooftop hot tub & barrel sauna after a day on the slopes, just a 5-min drive or free shuttle away.
- This 4-bed mountain-modern home features a theater room, chef's kitchen, and stunning views.
- Perfect for families & groups seeking style and adventure, steps from the Fraser River and local shops.
- Tap the †in the upper-right corner to add Ramble On to your wishlist!
Ramble On | Luxury Wellness Retreat in Downtown Winter Park
Rooftop Hot Tub âą Sauna âą Cold Plungeâą River Access âą Walk to Dining
Welcome to Ramble On, a family-owned luxury mountain retreat designed for guests who want space, comfort, and a true wellness experience. Located in Winter Parkâs highly sought-after ROAM neighborhood, this 4BR mountain-modern home offers two living areas, a private rooftop spa deck, designer interiors, and personalized hospitality you wonât find with large property managers.
Minutes from Winter Park Resort and walkable to downtown shops, restaurants, and breweries â this is elevated mountain living, done right.
The Space
This ~3,000 sq ft single-family home blends modern design with the calm of the Fraser River just outside your windows. Thoughtfully laid out for families and groups, the home offers multiple gathering spaces plus private retreats for quiet moments.
Highlights
âą Rooftop wellness deck with hot tub, lounge seating & mountain views
âą Patio with 6-person sauna, and seasonal cold plunge for contrast therapy
âą Two separate living areas â perfect for families to spread out
âą Theater room with 100â TV for epic family movie nights
âą Gas fireplace & floor-to-ceiling windows
âą Chefâs kitchen with island seating
âą Large gas grill on back deck with seating
âą Heated 2-car garage + gear storage
âą Steps to trails & Fraser River access
âą Dedicated work space with large desk
âą Reverse osmosis drinking water
Elevated Comfort & Hospitality
Ramble On is family-owned and managed, delivering a hotel-level experience with a personal touch.
Your stay includes:
âą Luxury Westin-style linens & premium mattresses
âą Beekman 1802 bath amenities
âą Meticulous pre-arrival inspections
âą One dedicated host throughout your stay
âą Thoughtful welcome touches
Every detail is curated for comfort, ease, and effortless luxury.
Bedrooms & Sleeping Arrangements
âą Primary Suite: King bed, ensuite bath, large closet
âą Guest King Room: King bed, adjacent full bath
âą Custom Bunk Room: Built-in full-size bunks
âą Queen Room: Queen bed, adjacent full bath
Sleeps comfortably with space for everyone to unwind.
Location
âą Winter Park Resort: 4-minute drive or free shuttle
âą Downtown Winter Park: 2 minutes / walkable dining & shopping
âą Hideaway Park: 5 minute walk to concerts & festivals
âą Trail Network & River: Steps from your door
âą Free Shuttle Stop: 2â5 minute walk
Parking
âą Heated 2-car garage
âą Additional driveway parking
âą First-come parking at north entrance of Ramble Lane
Ramble On isnât just a place to stay â itâs a private mountain wellness retreat crafted for guests who value design, space, and the comfort of feeling truly taken care of.
RELAX. REJUVINATE. RAMBLE ON.
Guest Access
Guests will have private and exclusive access to the entire 3,000 sq ft home. This includes all bedrooms, living areas, the theater room, and the private rooftop wellness deck with the hot tub, as well as the patio and sauna and cold plunge. Entry is seamless with a smart lock and a garage door that can be controlled via a mobile app. Access details will be provided 48 hours before your check-in.
Interaction with Guests
We are dedicated to ensuring you have a 10/10 stay. While we respect your privacy, your dedicated host is available via phone, text, or the app to answer any questions or address any needs that may arise during your visit. A meticulous pre-arrival inspection is conducted to ensure everything is perfect for your arrival.
Other Details to Note:
âą The cold plunge on the back patio is a seasonal amenity, available only from late spring through summer. Please inquire about its availability for your specific dates.
âą Like many vibrant mountain communities, Winter Park is an active town. You may occasionally hear sounds from nearby construction, town snow removal, or normal neighborhood life. While these are outside our control, we are committed to ensuring you have a comfortable and enjoyable stay.