"This was BY FAR the most lovely vacation home I’ve 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 • Sauna • Cold Plunge• River Access • 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 Park’s 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 won’t find with large property managers.
Minutes from Winter Park Resort and walkable to downtown shops, restaurants, and breweries — 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
• Rooftop wellness deck with hot tub, lounge seating & mountain views
• Patio with 6-person sauna, and seasonal cold plunge for contrast therapy
• Two separate living areas — perfect for families to spread out
• Theater room with 100” TV for epic family movie nights
• Gas fireplace & floor-to-ceiling windows
• Chef’s kitchen with island seating
• Large gas grill on back deck with seating
• Heated 2-car garage + gear storage
• Steps to trails & Fraser River access
• Dedicated work space with large desk
• 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:
• Luxury Westin-style linens & premium mattresses
• Beekman 1802 bath amenities
• Meticulous pre-arrival inspections
• One dedicated host throughout your stay
• Thoughtful welcome touches
Every detail is curated for comfort, ease, and effortless luxury.
Bedrooms & Sleeping Arrangements
• Primary Suite: King bed, ensuite bath, large closet
• Guest King Room: King bed, adjacent full bath
• Custom Bunk Room: Built-in full-size bunks
• Queen Room: Queen bed, adjacent full bath
Sleeps comfortably with space for everyone to unwind.
Location
• Winter Park Resort: 4-minute drive or free shuttle
• Downtown Winter Park: 2 minutes / walkable dining & shopping
• Hideaway Park: 5 minute walk to concerts & festivals
• Trail Network & River: Steps from your door
• Free Shuttle Stop: 2–5 minute walk
Parking
• Heated 2-car garage
• Additional driveway parking
• First-come parking at north entrance of Ramble Lane
Ramble On isn’t just a place to stay — it’s 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:
• 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. The cold plunge requires a water change between guests therefore if you would like access to it a $100 fee will apply.
• 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.
