🏔️ Thinking About Buying an Airbnb in Winter Park?
You’re not alone. With a booming short-term rental market, year-round tourism, and a $2B master development plan just approved, Winter Park, Colorado is one of the most exciting places in the state to invest in a mountain vacation home.
But not all neighborhoods are created equal — and not all allow short-term rentals.
As a local realtor who lives in Grand County and specializes in STR-friendly properties, I’ve put together a breakdown of the best neighborhoods for Airbnb in Winter Park and nearby Fraser — based on zoning, walkability, rental demand, and ROI potential.
⛷️ In or Near Winter Park Resort - Ski-Focused High Demand
These neighborhoods offer proximity to the resort, ski shuttle access, and high average daily rates during peak season.
1. Lakota
Luxury townhomes and custom homes with sweeping resort views, just across the street from Winter Park Resort. Popular with families and large groups, Lakota offers high rental income potential and consistent occupancy all winter.
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✅ STR friendly
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🚡 Walk or shuttle to lifts
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🛁 Most units have hot tubs, garages, fireplaces
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💰 High ADRs and large group bookings
2. Roam
A newer master-planned community close to downtown and the resort, Roam is attracting buyers looking for modern mountain living with Airbnb potential. Inventory is still growing here, so it’s a great place to get in early.
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✅ STR friendly
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🚶♂️ Close to town & trails
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🏗️ New construction appeal
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📈 Room for long-term appreciation
3. The Landing
Around the corner from downtown and across the street from the future gondola, The Landing offers a rare combination of privacy, high-end construction, and easy access. Great for luxury STRs.
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✅ STR friendly
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🔥 New construction
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🏔️ On the creek + close to everything
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📍 Strong year-round appeal
4. Rendezvous - Winter Park
Though part of the larger Rendezvous development that spans into Fraser, the Winter Park side offers trail-connected homes with zoning that supports STRs and top-tier finishes.
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✅ STR friendly
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🏞️ Steps from trailheads
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🛏️ Great for families & outdoor lovers
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🐾 Pet-friendly
🚶 Walkable to Downtown Winter Park - Year-Round Demand
If your goal is maximum convenience, walkability, and multi-season bookings, these neighborhoods are ideal.
5. Hideaway Station
Modern, newer builds just a block from downtown Winter Park’s shops, restaurants, and the ski shuttle. Extremely popular with buyers and renters alike.
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✅ STR friendly
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🧼 Easy for turnover teams
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🛍️ Steps to restaurants and retail
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🚲 Great for summer & winter bookings
6. Arrow
One of Winter Park’s newer townhome communities, Arrow offers high-end finishes and strong rental performance just a short stroll from downtown.
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✅ STR friendly
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🆕 Newer builds
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👨👩👧👦 Great for families or groups
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📦 Minimal maintenance = easy ownership
7. Trailhead Lodges
One of the most established condo communities in downtown Winter Park, Trailhead Lodges has great amenities, a loyal repeat-guest base, and strong year-round performance.
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✅ STR friendly
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🏊 Pool, hot tub, clubhouse
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🛌 One to three-bedroom floor plans
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🎯 Proven rental history
📍 Top Fraser Neighborhoods - Even More STR Flexibility
Located just 5–10 minutes from downtown WP, Fraser offers incredible STR opportunities with fewer restrictions, no tourism tax, and strong year-round demand.
8. Rendezvous (Fraser side)
With larger homes, newer cabins, and vacation-style amenities, this side of Rendezvous is a favorite among Airbnb guests and buyers looking for space + flexibility.
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✅ STR friendly
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🏞️ Mountain-modern cabins
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🔒 Zoned for STRs with clear guidelines
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🛏️ Sleep 8–12+ comfortably
9. Sunnyside Flats
Fraser’s newest development offering modern 2-3 bed condos with no tourism tax, great pricing, and excellent rental potential.
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✅ STR friendly
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🆕 New construction (limited inventory left)
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🚶 Walk to restaurants, trails, brewery
10. Meadow Ridge
An affordable, established condo complex with great amenities and steady STR income year-round. Close to ski shuttle and town.
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✅ STR friendly
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🧖 Hot tubs, pool, gym, pickleball courts
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💸 Budget-friendly for entry-level investors
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📍 High occupancy due to value + location
🧠 Final Thoughts: What’s the Best Neighborhood for Your Airbnb Strategy?
Whether you're looking for:
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A ski-in/ski-out luxury rental at Winter Park Resort
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A modern walkable townhome in Hideaway Station
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Or a high-performing Fraser condo like Sunnyside Flats or Meadow Ridge...
I’ll help you find the right STR property based on your goals, budget, and risk profile.
I use AirDNA data, real comps, and my insider network to help buyers like you find homes that cash flow, appreciate, and let you enjoy Colorado mountain life.
📲 Let’s Find Your Airbnb Investment Property in Winter Park
I’m Nazreen Kashani — a local realtor, data nerd, Airbnb owner, and Winter Park lifestyle expert.
Whether you’re buying from Denver or out of state, I’ve got your back.
🔗 nazsellscolorado.com
📱 Call or text: 719.728.9506
📩 Instagram: @naz_kashani