The Best Airbnb Deals in
Winter Park, Colorado

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Winter Park, Colorado. Enter your travel dates to find the best deals!

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AirDNA Score: 93
$219/night

Condo in the Village, walk to Gondola/Base

2 beds
2 baths
6 guests
Average Price:  
$356
38% Cheaper
than normal
AirDNA Score: 93
$135/night

Beautifully furnished Modern Condo.

2 beds
2 baths
6 guests
Average Price:  
$248
46% Cheaper
than normal
AirDNA Score: 86
$120/night

Beautiful 2-2 Mountain Condo

2 beds
2 baths
8 guests
Average Price:  
$191
37% Cheaper
than normal
AirDNA Score: 86
$175/night

Charming Suite in Old Town Winter Park

1 bed
1 bath
2 guests
Average Price:  
$197
11% Cheaper
than normal
AirDNA Score: 86
$119/night

Fresh & Clean, 5-Star, In-Town, Trails, Shuttle

2 beds
2 baths
4 guests
Average Price:  
$213
44% Cheaper
than normal
AirDNA Score: 85
$120/night

Winter Park Riverside Retreat WP ST Reg#005544

2 beds
1 bath
6 guests
Average Price:  
$133
10% Cheaper
than normal
AirDNA Score: 83
$250/night

View House - Private Hot Tub! On Shuttle Route

3 beds
3.5 baths
8 guests
Average Price:  
$429
42% Cheaper
than normal
AirDNA Score: 83
$115/night

Winter Park 2bd/2ba (Sleeps 6) - Ideal Location!

2 beds
2 baths
6 guests
Average Price:  
$150
23% Cheaper
than normal
AirDNA Score: 82
$120/night

Spacious 2-BR Condo near Winter Park Resort Base

3 beds
2.5 baths
6 guests
Average Price:  
$414
71% Cheaper
than normal
AirDNA Score: 80
$117/night

Top Floor WP 2bd/2ba Condo steps from Free shuttle

2 beds
2 baths
6 guests
Average Price:  
$215
46% Cheaper
than normal
AirDNA Score: 80
$167/night

Alpen Rose

3 beds
3 baths
6 guests
Average Price:  
$194
14% Cheaper
than normal
AirDNA Score: 79
$300/night

POOL OPEN!! Mountain get away condo in Winter Park

3 beds
2 baths
8 guests
Average Price:  
$384
22% Cheaper
than normal
AirDNA Score: 79
$180/night

Amazing Condo at the Base of Winter Park Resort

1 bed
1 bath
4 guests
Average Price:  
$285
37% Cheaper
than normal
AirDNA Score: 79
$79/night

Beautiful Cozy Studio Condo at the Base_Unit#3420

1 bed
1 bath
4 guests
Average Price:  
$219
64% Cheaper
than normal
AirDNA Score: 79
$87/night

Cozy Condo In The Heart of Winter Park

studio
1 bath
4 guests
Average Price:  
$128
32% Cheaper
than normal
AirDNA Score: 79
$125/night

One Bedroom - Winter Park Base

1 bed
1 bath
4 guests
Average Price:  
$210
40% Cheaper
than normal
AirDNA Score: 79
$125/night

Cozy, Updated Mountain Retreat: 2 BR / 2 BA

2 beds
2 baths
6 guests
Average Price:  
$217
42% Cheaper
than normal
AirDNA Score: 79
$189/night

Private Indoor Hot Tub-Two Bedroom/Two Bathroom

2 beds
2 baths
6 guests
Average Price:  
$188
1% More
than normal
AirDNA Score: 79
$109/night

Riverside living/Rec Center w/Pool-Hot Tubs

2 beds
1 bath
5 guests
Average Price:  
$147
26% Cheaper
than normal
AirDNA Score: 77
$200/night

Cozy family mountain condo in heart of Winter Park

3 beds
2 baths
8 guests
Average Price:  
$293
32% Cheaper
than normal
AirDNA Score: 77
$345/night

Stay in a Geodesic Dome! Fabulous getaway

4 beds
3 baths
12 guests
Average Price:  
$357
3% Cheaper
than normal
AirDNA Score: 76
$149/night

⛰ Mountain retreat | Top Floor | WP Base Village

studio
1 bath
4 guests
Average Price:  
$199
25% Cheaper
than normal
AirDNA Score: 76
$109/night

Ski-In Ski-Out Studio with Desirable Amenities

studio
1 bath
4 guests
Average Price:  
$206
47% Cheaper
than normal
AirDNA Score: 76
$135/night

Downtown Winter Park spacious, backs up to open space Trailhead Lodge 524

3 beds
3 baths
8 guests
Average Price:  
$441
69% Cheaper
than normal
AirDNA Score: 76
$289/night

Cozy Log Home,Sleeps 10. Free shuttle,3 min-slopes

3 beds
2 baths
10 guests
Average Price:  
$418
31% Cheaper
than normal
AirDNA Score: 75
$145/night

2 bed/2 bath Condo in the Perfect Location

2 beds
2 baths
6 guests
Average Price:  
$195
26% Cheaper
than normal
AirDNA Score: 75
$475/night

Rocky Top Retreat

6 beds
5 baths
16 guests
Average Price:  
$737
36% Cheaper
than normal
AirDNA Score: 74
$102/night

Cozy Condo

1 bed
1 bath
4 guests
Average Price:  
$120
15% Cheaper
than normal
AirDNA Score: 73
$175/night

Zephy 1B - Riverside Completely Renovated

1 bed
1 bath
6 guests
Average Price:  
$266
34% Cheaper
than normal
AirDNA Score: 73
$550/night

Bear Foot Lodge

6 beds
3.5 baths
16 guests
Average Price:  
$844
35% Cheaper
than normal
AirDNA Score: 73
$179/night

3BD Condo on Vasquez Creek

3 beds
3 baths
8 guests
Average Price:  
$246
27% Cheaper
than normal
AirDNA Score: 73
$160/night

♡ Family Friendly Condo | Walk To Slopes | Fraser Crossing 3326 | Across From Village

2 beds
2 baths
8 guests
Average Price:  
$628
75% Cheaper
than normal
AirDNA Score: 73
$129/night

Indian Peaks Resort with Private Indoor Hot Tub

2 beds
2 baths
6 guests
Average Price:  
$184
30% Cheaper
than normal
AirDNA Score: 72
$199/night

♥ of Downtown WP | New & Modern! | RARE Pet-Friendly Condo | Close To Park & Playground

3 beds
2 baths
7 guests
Average Price:  
$557
64% Cheaper
than normal
AirDNA Score: 72
$281/night

☼ Walk To Base Area | See Resort From Deck | Two Hot Tubs | Large & Roomy

3 beds
3 baths
10 guests
Average Price:  
$679
59% Cheaper
than normal
AirDNA Score: 72
$495/night

Newly Remodeled Slopeside Townhome!

3 beds
3 baths
8 guests
Average Price:  
$576
14% Cheaper
than normal
AirDNA Score: 72
$151/night

Pet Friendly Downtown Winter Park! TH 812

2 beds
2 baths
7 guests
Average Price:  
$413
63% Cheaper
than normal
AirDNA Score: 72
$200/night

SLOPESIDE - Ski-In/Ski-Out - Steps to THE GONDOLA

2 beds
2 baths
6 guests
Average Price:  
$493
59% Cheaper
than normal
AirDNA Score: 72
$1472/night

!! Modern Mountain Mansion | Sleeps 17 | Jane''s Ski Chalet | Private Hot Tub | Luxe Decor

5 beds
4.5 baths
16 guests
Average Price:  
$1964
25% Cheaper
than normal
AirDNA Score: 72
$717/night

Trout Creek Lodge SLEEPS 19! | Private Hot Tub & Game Room | Perched Above WP

6 beds
7 baths
16 guests
Average Price:  
$1840
61% Cheaper
than normal
AirDNA Score: 72
$163/night

✦ Newly Updated Zephyr Condo | Walk To Everything! | High End Condo

2 beds
2 baths
6 guests
Average Price:  
$716
77% Cheaper
than normal
AirDNA Score: 72
$264/night

☚ LOOK! PET-FRIENDLY | Sleeps 10 | The Coolest & Newest: 4 Bedroom Downtown Condo w/ Views

4 beds
3 baths
10 guests
Average Price:  
$822
68% Cheaper
than normal
AirDNA Score: 72
$252/night

Bring Fluffy! ☞ PET-FRIENDLY | LUXE Condo Downtown | Walk To Park & More | Sleeps 8

2 beds
2 baths
8 guests
Average Price:  
$510
51% Cheaper
than normal
AirDNA Score: 72
$334/night

💎 DELUXE DESIGN | Heavenly Hot Tub | Across From Resort

3 beds
2.5 baths
10 guests
Average Price:  
$686
51% Cheaper
than normal
AirDNA Score: 72
$110/night

Charming updated condo in the heart of Winter Park

1 bed
1 bath
4 guests
Average Price:  
$160
31% Cheaper
than normal
AirDNA Score: 72
$96/night

Downtown walk to bars, restaurants Trailhead 212

1 bed
1 bath
4 guests
Average Price:  
$257
63% Cheaper
than normal
AirDNA Score: 72
$301/night

🐾 PET-FRIENDLY Mtn Home | Luxe & Large Private Hot Tub w/ a View | Game Room!

4 beds
3.5 baths
12 guests
Average Price:  
$837
64% Cheaper
than normal
AirDNA Score: 72
$592/night

☺ SLEEPS 17 | Timber Ridge Lodge | SKI IN WP | Private Hot Tub

5 beds
4.5 baths
16 guests
Average Price:  
$1242
52% Cheaper
than normal
AirDNA Score: 72
$279/night

Perfect Pet Friendly Townhome | Steps To Downtown | Hot Tub | VIEWS VIEWS VIEWS

3 beds
3.5 baths
9 guests
Average Price:  
$633
56% Cheaper
than normal
AirDNA Score: 72
$316/night

Ski & Play at Base Village Loft 113 | Luxe & Fun Condo at Base

3 beds
3 baths
10 guests
Average Price:  
$954
67% Cheaper
than normal
AirDNA Score: 72
$119/night

✲ Luxe New Design | Updated Condo | Riverside w/ Sweeping Views

1 bed
1 bath
4 guests
Average Price:  
$431
72% Cheaper
than normal
AirDNA Score: 72
$255/night

❉ Base Area Bliss! | SKI IN & SKI OUT | 3 Large Bedrooms | Hot Tub & Lots of Fun Amenities!

3 beds
3 baths
8 guests
Average Price:  
$975
74% Cheaper
than normal
AirDNA Score: 72
$329/night

Base Camp 494 | Come For The Skiing, Stay For the Luxury!

4 beds
4.5 baths
14 guests
Average Price:  
$993
67% Cheaper
than normal
AirDNA Score: 72
$172/night

☜ DOWNTOWN DIGS | Right By The Park! | Sleeps 7 | Walk Everywhere

2 beds
2 baths
7 guests
Average Price:  
$348
51% Cheaper
than normal
AirDNA Score: 72
$774/night

🐕 PET-FRIENDLY | Private Mountain Retreat | Ranch Creek Lodge | Near Ski Trails

6 beds
4.5 baths
16 guests
Average Price:  
$1361
43% Cheaper
than normal
AirDNA Score: 72
$260/night

Score! ☛ PET-FRIENDLY | Heart of Downtown | Walk To Everywhere | New Decor!

3 beds
3 baths
10 guests
Average Price:  
$509
49% Cheaper
than normal
AirDNA Score: 72
$275/night

New Riverfront 2BR + Loft - Walk to downtown WP!

3 beds
2 baths
7 guests
Average Price:  
$372
26% Cheaper
than normal
AirDNA Score: 72
$99/night

Cozy 2 bedroom 2 bath Winter Park Mountain Cabin

2 beds
2 baths
8 guests
Average Price:  
$222
55% Cheaper
than normal
AirDNA Score: 72
$145/night

♥ LOVE SKIING | Fraser Crossing 3131 | Grill Outside | Walk To Village & Shops

2 beds
2 baths
8 guests
Average Price:  
$522
72% Cheaper
than normal
AirDNA Score: 72
$145/night

☻ Perfect Penthouse Condo | Fraser Crossing 3611 | Luxe Decor | Amenity Deck!

2 beds
2 baths
8 guests
Average Price:  
$604
76% Cheaper
than normal
AirDNA Score: 72
$113/night

SKI IN/SKI OUT | Fraser Crossing 3517 | Base Area Convenience | Perfect Location

1 bed
1 bath
4 guests
Average Price:  
$375
70% Cheaper
than normal
AirDNA Score: 72
$423/night

Base Camp 472 | ☼ Decadent Design On The Slopes | Private Hot Tub | Fireplace With A View!

4 beds
4.5 baths
10 guests
Average Price:  
$1310
68% Cheaper
than normal
AirDNA Score: 72
$288/night

🐻 Bear Crossing 1390 | Dogs Allowed | Private Hot Tub | Huge Views

3 beds
3.5 baths
10 guests
Average Price:  
$555
48% Cheaper
than normal
AirDNA Score: 72
$160/night

☀ Sunny Base Area Condo | Direct Slope Views! | Convenient Location

2 beds
2 baths
6 guests
Average Price:  
$638
75% Cheaper
than normal
AirDNA Score: 72
$186/night

✹ High-End Condo At The Base | Walk To Slopes, Shops & More!

2 beds
2 baths
6 guests
Average Price:  
$736
75% Cheaper
than normal
AirDNA Score: 72
$307/night

Fox Tracks Lodge | SKI SKI SKI | See the Wildlife! | Perfect Private Hot Tub

4 beds
5 baths
14 guests
Average Price:  
$985
69% Cheaper
than normal
AirDNA Score: 72
$329/night

Base Camp 476 | Luxe & Large Townhome | Ski In From Corridor Trail | All The Amenities

4 beds
4.5 baths
12 guests
Average Price:  
$1064
69% Cheaper
than normal
AirDNA Score: 72
$967/night

Bridger''s Cache Ski Lodge | Stunning & Spacious | Sleeps 18 | Bubbling Private Hot Tub

5 beds
5.5 baths
16 guests
Average Price:  
$1963
51% Cheaper
than normal
AirDNA Score: 72
$163/night

✥ Great Spot! Stylish 2-Bedroom Condo | Base Area | Awesome Amenities | Views!

2 beds
2 baths
8 guests
Average Price:  
$565
71% Cheaper
than normal
AirDNA Score: 71
$140/night

Village of Winter Park Condo

1 bed
1 bath
4 guests
Average Price:  
$179
22% Cheaper
than normal
AirDNA Score: 71
$85/night

Riverfront Condo | Ground Level | Downtown WP

1 bed
1 bath
4 guests
Average Price:  
$135
37% Cheaper
than normal
AirDNA Score: 71
$85/night

Top Floor with Beautiful Views! Larger 1-Bedroom!

1 bed
1 bath
4 guests
Average Price:  
$199
57% Cheaper
than normal
AirDNA Score: 71
$150/night

Beaver Village in Winter Park - 2br/2bath Condo

2 beds
2 baths
6 guests
Average Price:  
$234
36% Cheaper
than normal
AirDNA Score: 71
$140/night

Close to town ... a world away from the crowds

2 beds
1 bath
4 guests
Average Price:  
$197
29% Cheaper
than normal
AirDNA Score: 71
$90/night

★Great Location in the ♥︎ Heart ♥︎ of Winter Park

studio
1 bath
4 guests
Average Price:  
$147
39% Cheaper
than normal
AirDNA Score: 71
$145/night

Founders Pointe 4541 | A Skier''s Dream! | Luxe 5th Floor Mountain Condo | Amenity Deck

2 beds
2 baths
8 guests
Average Price:  
$628
77% Cheaper
than normal
AirDNA Score: 71
$254/night

✵ Hip Southwest Decor | Penthouse At The Base | Gorgeous Views | Sleeps 10

3 beds
3 baths
10 guests
Average Price:  
$1083
77% Cheaper
than normal
AirDNA Score: 71
$279/night

Arrow 294 | Downtown Delight | ☆ Stargaze From The Rooftop Hot Tub

3 beds
3 baths
7 guests
Average Price:  
$676
59% Cheaper
than normal
AirDNA Score: 71
$160/night

✶ Rugged Mountain Condo | Base Area | Walk Out To Shops & Happy Hour

2 beds
2 baths
6 guests
Average Price:  
$589
73% Cheaper
than normal
AirDNA Score: 71
$160/night

✷ Updated Base Area Condo | Modern Design | Great Central Location!

2 beds
2 baths
6 guests
Average Price:  
$626
74% Cheaper
than normal
AirDNA Score: 71
$264/night

Founders Pointe 4675 | Dreamy Ski Penthouse | Perfect Private Deck w/ Views | Bright & Sunny

3 beds
2 baths
10 guests
Average Price:  
$892
70% Cheaper
than normal
AirDNA Score: 71
$81/night

Main St Luxury+Hot Tubs+Walk to Brew, Food & Trail

1 bed
2 baths
4 guests
Average Price:  
$161
50% Cheaper
than normal
AirDNA Score: 71
$399/night

Close to the slopes and private hot tub

3 beds
3 baths
9 guests
Average Price:  
$550
27% Cheaper
than normal
AirDNA Score: 71
$145/night

Cozy Condo in Town - Hot Tub and More!

1 bed
1 bath
3 guests
Average Price:  
$172
16% Cheaper
than normal
AirDNA Score: 71
$152/night

Downtown Luxury + Hot Tubs + Walkable Winter Park

2 beds
3 baths
8 guests
Average Price:  
$260
42% Cheaper
than normal
AirDNA Score: 70
$225/night

Winter Park Townhome w/ Stunning Slope Views!

3 beds
2.5 baths
9 guests
Average Price:  
$324
31% Cheaper
than normal
AirDNA Score: 69
$739/night

Luxurious 9 Bedroom Mountain Retreat! Sleeps 28+

9 beds
7 baths
16 guests
Average Price:  
$1515
51% Cheaper
than normal
AirDNA Score: 69
$160/night

Winter Park/Fraser Two Bedroom - NEW everything

2 beds
2 baths
4 guests
Average Price:  
$169
5% Cheaper
than normal
AirDNA Score: 69
$275/night

Spacious Upscale Penthouse w/ Great Views @Deck

3 beds
2 baths
8 guests
Average Price:  
$656
58% Cheaper
than normal
AirDNA Score: 69
$200/night

Zephyr Mountain Lodge - 1 BR - Ski-In / Ski-Out

1 bed
1 bath
4 guests
Average Price:  
$358
44% Cheaper
than normal
AirDNA Score: 69
$225/night

Private Mountain Ski House-25% Spring Special

3 beds
2 baths
8 guests
Average Price:  
$297
24% Cheaper
than normal
AirDNA Score: 68
$189/night

Beautiful, spacious, private hottub, near bus stop

2 beds
2.5 baths
8 guests
Average Price:  
$275
31% Cheaper
than normal
AirDNA Score: 68
$350/night

Downtown Winter Park Townhouse.

4 beds
4.5 baths
12 guests
Average Price:  
$567
38% Cheaper
than normal
AirDNA Score: 68
$495/night

5BR Mountain Retreat, Sleeps 14, Hot Tub, 5 Acres

5 beds
3 baths
14 guests
Average Price:  
$692
28% Cheaper
than normal
AirDNA Score: 67
$219/night

Log home in heart of WP. 3 min to slopes! Sleeps 7

2 beds
1 bath
7 guests
Average Price:  
$380
42% Cheaper
than normal
AirDNA Score: 67
$350/night

3BR Lakota Townhome near WP base, Hot Tub, Pets OK

3 beds
2.5 baths
10 guests
Average Price:  
$401
13% Cheaper
than normal
AirDNA Score: 67
$130/night

✯ Huge 1-Bedroom Base Area Condo | Foosball Table | Hip Art✯

1 bed
1 bath
4 guests
Average Price:  
$471
72% Cheaper
than normal
AirDNA Score: 67
$150/night

Winter Park Base Camp Condo-hot tub&walk to dining

1 bed
1 bath
2 guests
Average Price:  
$185
19% Cheaper
than normal
AirDNA Score: 67
$132/night

☟Stay by the Park | Downtown Condo in Winter Park | Walk To Shops & Restaurants

1 bed
1 bath
4 guests
Average Price:  
$283
53% Cheaper
than normal
AirDNA Score: 67
$95/night

Ski in/out,2/2,hot tub,K & T/Q/TBunk,Q couch,grill

2 beds
2 baths
8 guests
Average Price:  
$283
66% Cheaper
than normal