Winter Park, Colorado Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Winter Park, Colorado on RentalSaver.com!

Winter Park Rentals

From $670 per night (USD)
VRBO
Brand New Townhome - rooftop hot tub with mountain views
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Exclusive extras abound in this newly constructed end-unit at Arrow. Tip-top views from the hot tub with the Continental ...
From $670 per night (USD)
VRBO
From $357 per night (USD)
VRBO
A Winter Park Gem - Reserve this Gorgeous Townhome Early
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
*** All luxury amenities, including new, private hot tub and media center! *** *** Free ski shuttle at property entranc ...
From $357 per night (USD)
VRBO
From $301 per night (USD)
VRBO
Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $301 per night (USD)
VRBO
$AWESOME location in this light and bright High Country Haus 3BR\/2Bath$
From $264 per night (USD)
VRBO
AWESOME location in this light and bright High Country Haus 3BR\/2Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy this beautiful 3 bedroom, 2 bath end unit with a private balcony/porch area and lots of space! Porch overlooks ope ...
From $264 per night (USD)
VRBO
From $134 per night (USD)
VRBO
Winter Park Studio Condo - 5 Mins to Downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Get ready for an epic mountainside getaway when you stay at this vacation rental studio in Winter Park. The condo offers ...
From $134 per night (USD)
VRBO
$Ideally Located Winter Park Townhouse w\/ Hot Tub!$
From $562 per night (USD)
Expedia
Ideally Located Winter Park Townhouse w\/ Hot Tub!
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Book your next Rocky Mountain retreat to the 'Byrd House,' a lavish 3-bedroom, 3-bathroom vacation rental townhouse just ...
From $562 per night (USD)
Expedia
From $266 per night (USD)
VRBO
THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
1418 ZEPHYR MOUNTAIN LODGE SLOPESIDE 2 BR, 2 BA, sleeps 6 VRBO# 234948 Town of Winter Park, Colorado Short-Term Renta ...
From $266 per night (USD)
VRBO
$Huge Penthouse w\/Great Views Large Deck With Heated Parking$
From $316 per night (USD)
Expedia
Huge Penthouse w\/Great Views Large Deck With Heated Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
LISTING DESCRIPTION: This is one of four penthouses on the resort. 3bed/ 2 bath approx. 1500 sq ft unit that looks over ...
From $316 per night (USD)
Expedia
From $506 per night (USD)
VRBO
New Luxury Villa 268 I Rooftop Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $506 per night (USD)
VRBO
$Ski-in\/ski-out modern condo w\/access to shared hot tub, firepit & fire place$
From $159 per night (USD)
Expedia
Ski-in\/ski-out modern condo w\/access to shared hot tub, firepit & fire place
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
FEBRUARY 7TH: HOT TUB IS NOW OPEN !! Inside this beautiful condo, you will find accommodations for five. There is a kin ...
From $159 per night (USD)
Expedia
From $303 per night (USD)
VRBO
3 BR with Private Hot Tub and views of the slopes in prestigious Lakota!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Beautiful 3 bedroom 2.5 Bath townhouse with attached garage and awesome views of the Winter Park ski slopes! The ski par ...
From $303 per night (USD)
VRBO
From $180 per night (USD)
Expedia
Winter Park Condo Pool, Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly renovated rustic two bedroom condo with unbelievable views, sleeps 6 comfortably with two bathrooms for your conve ...
From $180 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Unique dog-friendly townhome with hot tub & fireplace - walk to shops & eateries
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Sawyer 211 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $230 per night (USD)
VRBO
From $600 per night (USD)
Expedia
Luxury 5 br 4.5 Bath, 2 Primary Bedrooms! Across from WP Ski Resort. Sleeps 12
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Welcome to our 5 bedroom luxury town home located directly across from the Winter Park Ski Resort. This well appointed T ...
From $600 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Fantastic Creekside Condo in the town of Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fantastic condo sitting on Vasquez Creek. Completely remodeled unit with new appliances and flooring: everything has bee ...
From $319 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Beautiful and cozy 2bd 1ba in ideal downtown Winter Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Crestview Place offers Winter Park's most convenient in-town condominium lodging choice. We are steps away from a variet ...
From $228 per night (USD)
VRBO
From $526 per night (USD)
VRBO
Pet Friendly, luxurious home, private hot tub and more!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to this magnificent Winter Park Colorado Vacation Home - a wonderful family rental to kick back and enjoy the spa ...
From $526 per night (USD)
VRBO
From $648 per night (USD)
Expedia
Base Camp 462 | 🐕 Pet-Friendly | Walk Out to Corridor Trail | Bubbly Hot Tub
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Base Camp 462 is a luxurious townhome nestled amongst the pines that boasts high-end amenities, luxury design & decor an ...
From $648 per night (USD)
Expedia
$Ski-In\/Ski-Out At IronHorse Resort 4033$
From $222 per night (USD)
VRBO
Ski-In\/Ski-Out At IronHorse Resort 4033
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly remodeled hot tubs and pool deck. To be open soon but subject to COVID rules to be determined. ** You must be ...
From $222 per night (USD)
VRBO
From $490 per night (USD)
Expedia
New Luxury Loft 33 I Rooftop Hot Tub I Lounge I Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $490 per night (USD)
Expedia
$Winter Park Home w\/Trail Access and Views$
From $396 per night (USD)
VRBO
Winter Park Home w\/Trail Access and Views
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Perfect mountain getaway any time of year! This beautiful, bright 3-bed/3.5-bath townhome has a prime location. Nestled ...
From $396 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Perfect Location! - EV charger, downtown, shuttle, + private hot tub & garage!
Bedrooms:
4
Bathrooms:
3
Sleeps:
9
This gorgeously appointed townhome is perfectly situated within walking distance to downtown WP and the shuttle to Winte ...
From $404 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Cozy, Clean, DIRECT Ski-in Ski-Out Top-Floor Studio at Iron Horse
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
COMFY studio on the MOST DESIRABLE 5th floor with DIRECT ski-in ski-out access to the Corridor Run and the Winter Park b ...
From $187 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Mountain getaway near the slopes with pool, hot tub, river view, fast WiFi & AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Riverside Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $326 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Top Floor Mountain Retreat, Prime Location to WP Base Village, Trestle Bike Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
An unbeatable location, Fraser Crossing is a contemporary vacation rental only 150 yards from the base of the Winter Par ...
From $289 per night (USD)
VRBO
$Modern decor condo in Downtown WP w\/access to Rec center w\/pool, hot tub and$
From $251 per night (USD)
Expedia
Modern decor condo in Downtown WP w\/access to Rec center w\/pool, hot tub and
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Vacation bliss awaits in this lovely three-bedroom condo that sleeps up to nine. This Hi Country Haus condo is just a fe ...
From $251 per night (USD)
Expedia
From $529 per night (USD)
VRBO
Luxury Villa 307 I Private Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $529 per night (USD)
VRBO
From $260 per night (USD)
Expedia
2 bedroom, open floor plan, gas fireplace, private deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A first floor unit with 1,200 square feet of living space that offer 2 bedrooms and 2 bathrooms. The open living room w ...
From $260 per night (USD)
Expedia
Click For Pricing
VRBO
Spacious 2 bedroom, mt views, gas fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A spacious 1,200 square feet, this unit is on the first floor and has a living room decorated in with a southwestern dec ...
Click For Pricing
VRBO
From $542 per night (USD)
Expedia
Exceptional 3 bedroom sleeps 10 on Main St in downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Exceptional 3 bedroom sleeps 10. Renovated unit on the 5th floor. The main floor has high vaulted ceilings, hardwood fl ...
From $542 per night (USD)
Expedia
From $1241 per night (USD)
VRBO
Luxury Home 960 I Next To Resort I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $1241 per night (USD)
VRBO
From $470 per night (USD)
Expedia
3-bedroom condo just 10 minutes to Winter Park Ski Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
In the midst of the Colorado Rockies lies this charming 3-bedroom condominium in Winter Park. Nestled just a 10-minute d ...
From $470 per night (USD)
Expedia
From $144 per night (USD)
VRBO
Upscale Indian Themed PENTHOUSE. On Ski AccessLevel. Rare 1 ngt Sat stay Apr 19
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
QUEEN Bed and Full size Sofa Bed. No separate bedroom. Beautiful, well equipped !!! Undivided host attention. Due to ...
From $144 per night (USD)
VRBO
From $471 per night (USD)
Expedia
New Ski In Out Luxury Loft 103 I Hot Tub I Gym I Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $471 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Beautiful Condo - Riverfront-Slopeside-Walk to Resort-On Bus Route
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Beautiful, remodeled condo, within walking distance (only 1/3 mile) to the ski resort, located in Old Town Winter Park. ...
From $330 per night (USD)
VRBO
From $520 per night (USD)
Expedia
Private Hot Tub, Fire Pit, outdoor grill & views of the ski runs! >STR#008934
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
3 Bedroom 3 bath in upscale Lakota neighborhood. Fully remodeled primary suite summer ‘23. Wonderful views of ski area a ...
From $520 per night (USD)
Expedia
$Zephyr Mountain Lodge 1420 Ski-In\/Ski-out Winter Park Resort base$
From $313 per night (USD)
VRBO
Zephyr Mountain Lodge 1420 Ski-In\/Ski-out Winter Park Resort base
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Zephyr Mountain Lodge is located at the base of Winter Park Resort. You can enjoy views from your room and easy access ...
From $313 per night (USD)
VRBO
From $2159 per night (USD)
Expedia
Trestle House | Ski Out Your Back Door | WP's Most Stunning Home INSTAGRAM FAMOUS!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Modern living abounds at Trestle House by Winter Park Lodging Company, a mountainside five bedroom, ski in ski out priva ...
From $2159 per night (USD)
Expedia
$Ski-in\/ski-out mountain getaway w\/ a shared, indoor\/outdoor pool & hot tubs$
From $199 per night (USD)
VRBO
Ski-in\/ski-out mountain getaway w\/ a shared, indoor\/outdoor pool & hot tubs
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Iron Horse Studio Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $199 per night (USD)
VRBO
$Zephyr Slopeside, Ski-in\/out | Hot Tub | WP Resort$
From $241 per night (USD)
Expedia
Zephyr Slopeside, Ski-in\/out | Hot Tub | WP Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Ski Mountain Condo, located in Winter Park Resort's Zephyr Mountain Lodge Slopeside Building, Includes Resort A ...
From $241 per night (USD)
Expedia
From $457 per night (USD)
VRBO
Ski-in ski-out, Modern Condo, Gourmet Kitchen, Great Amenities, Free Garage +EV!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The "Slopeside Treehouse" (aka CHILL #304) is a spacious, modern condo with high-end finishes and luxury amenities. The ...
From $457 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Cozy tri-level townhome close to downtown and good rental for couples
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This three level town home located in Winter Park is just delightful! Located in a quiet neighborhood, but close to Main ...
From $452 per night (USD)
Expedia
From $477 per night (USD)
VRBO
Cozy Chalet with Mountain Views & Large Balcony - Steps to Shuttle
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Mary Jane Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $477 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Walkable, well-appointed riverside condo with pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Hi Country Haus 14-5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $141 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Downtown Winter Park Condo - 3 Miles to Ski Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Situated in the heart of downtown Winter Park, and just 3.5 miles to Winter Park Resort, this newly built vacation renta ...
From $236 per night (USD)
VRBO
$Ski-In\/Ski-Out Studio with Gas Fireplace & Shared Pool, Hot Tub, Gym, Game Room$
From $147 per night (USD)
Expedia
Ski-In\/Ski-Out Studio with Gas Fireplace & Shared Pool, Hot Tub, Gym, Game Room
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Iron Horse Resort D3084--Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $147 per night (USD)
Expedia
$Dog-Friendly Getaway w\/Private Hot Tub, Gas Fireplace - Near Winter Park Skiing$
From $404 per night (USD)
VRBO
Dog-Friendly Getaway w\/Private Hot Tub, Gas Fireplace - Near Winter Park Skiing
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Saw Mill Station 127 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $404 per night (USD)
VRBO
$Spacious Home w\/Mountain Views, Free WiFi, Private Hot Tub, Chef's Dream Kitchen$
From $594 per night (USD)
Expedia
Spacious Home w\/Mountain Views, Free WiFi, Private Hot Tub, Chef's Dream Kitchen
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The Antlers 401 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $594 per night (USD)
Expedia
$Upscale Retreat w\/Mountain Views, Private Hot Tub - Walk to Winter Park Lift$
From $693 per night (USD)
VRBO
Upscale Retreat w\/Mountain Views, Private Hot Tub - Walk to Winter Park Lift
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
The Antlers 200 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $693 per night (USD)
VRBO
$Top-Floor Townhome at Bear Crossing w\/Mountain Views, Garage & Hot Tub$
Click For Pricing
Expedia
Top-Floor Townhome at Bear Crossing w\/Mountain Views, Garage & Hot Tub
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Bear Crossing 340 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For Pricing
Expedia
$Tree-Lined Townhome Downtown w\/Private Hot Tub, Slope Views, Fireplace, WiFi$
From $529 per night (USD)
VRBO
Tree-Lined Townhome Downtown w\/Private Hot Tub, Slope Views, Fireplace, WiFi
Bedrooms:
5
Bathrooms:
4
Sleeps:
14
Red Quill Village Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $529 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Winter Park Condo on the bus route, perfect for your ski vacation!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Great value in Winter Park! Backs to Forest, New King and Queen sized beds. Beautiful and highly rated 2 bedroom 2 bat ...
From $208 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Luxury Villa 206 I Private Hot Tub I Views I Best Price I FREE Adventures Daily
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $420 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Luxurious 2 bedroom, plenty of unit amenities, slope side location
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Pool is closed Take advantage of being slope side in this exceptional 2 bedroom plus, 3 bath condominium at the Iron Hor ...
From $419 per night (USD)
Expedia
$GREAT LOCATION! Downtown Winter Park w\/Hot Tub! Sleeps 6!$
From $342 per night (USD)
VRBO
GREAT LOCATION! Downtown Winter Park w\/Hot Tub! Sleeps 6!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
An elevated, Ro ...
From $342 per night (USD)
VRBO
From $1376 per night (USD)
Expedia
Slopeside Sanctuary - Penthouse < 1 Mi to Lifts!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Fit for adventurers, snowbirds, families, or groups looking for a getaway, this 3-bedroom + loft, 3.5-bathroom Winter Pa ...
From $1376 per night (USD)
Expedia
From $561 per night (USD)
VRBO
Pet friendly 2 bedroom, walk to Main Street, forest view
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Trailhead 422 is conveniently located next to the Rendezvous Event Center and a short walk from all the music, food, and ...
From $561 per night (USD)
VRBO
From $295 per night (USD)
Expedia
New Luxury Loft 10 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $295 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Live Music Views & Pool Oasis in Hideaway Park!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Winter Park Short Term Rental Registration NO. 008304 Nestled beside Hideaway Park in downtown Winter Park, our condo p ...
From $267 per night (USD)
VRBO
Click For Pricing
Expedia
Modern Winter Park Ski Condo Near the Ski Shuttle!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Plan your next alpine escape to this tastefully furnished 2-bedroom, 2.5-bathroom vacation rental house just under 4 mil ...
Click For Pricing
Expedia
$Walk to the base! Inside the WP gates! Complete Remodel w\/private hot tub$
From $374 per night (USD)
VRBO
Walk to the base! Inside the WP gates! Complete Remodel w\/private hot tub
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Located just one Block from the Winter Park base, this completely remodeled townhouse offers a superb location and incre ...
From $374 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Renovated, steps to restaurants, mountain views, on free bus route
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
LOCATION, LOCATION, LOCATION Steps from Winter Park restaurants, shops, Fraser River Trail and free bus route. Complete ...
From $159 per night (USD)
Expedia
$\The Lazy Z @ Winter Park”: On the Fraser River & Downtown!$
From $490 per night (USD)
VRBO
\"The Lazy Z @ Winter Park”: On the Fraser River & Downtown!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Questions: Contact Jim "The Lazy Z @ Winter Park": 3 Bedrooms, 3 Baths – Views Views Views! This brand new complex is i ...
From $490 per night (USD)
VRBO
From $183 per night (USD)
VRBO
Awesome Powder! Rustic Elegance..Newly Remodeled..March Dates Still Available!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Thank you for visiting our Winter Park condominium website! Our condo has recently undergone extensive renovation, inclu ...
From $183 per night (USD)
VRBO
From $571 per night (USD)
VRBO
Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from the Slopes!
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
Welcome to your mountain getaway! This townhome has everything you need for your Winter Park trip. Gorgeous views yea ...
From $571 per night (USD)
VRBO
$Beautiful Ski In\/Ski Out Studio Condo NO CLEANING FEES$
From $216 per night (USD)
VRBO
Beautiful Ski In\/Ski Out Studio Condo NO CLEANING FEES
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This studio condo is the perfect location whether you are looking to ski or bike, enjoy the festivals in Winter Park, or ...
From $216 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Enjoy the vibe of the village of Winter Park- steps from 3BR ultra-clean condo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
TRAILHEAD LODGES 223 (Buiding 2, 2nd Floor, Unit 223) A few booking stipulations for ski season 24/25: -MLK weekend is ...
From $244 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Fantastic studio at the Base of Winter Park.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Achieve your Rocky Mountain dream vacation with a stay in Founders Pointe located at the base of Winter Park Ski Resort. ...
From $289 per night (USD)
Expedia
From $557 per night (USD)
VRBO
Pet friendly luxurious 3 bedroom in downtown!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Right from the heart of downtown Winter Park, easy walk to restaurants, live music events and a quick shuttle ride to Wi ...
From $557 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Arrow 288 Rooftop Private Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Our Arrow Luxury Townhome is located in the heart of Downtown Winter Park. With four bedrooms, and three bathrooms, this ...
From $393 per night (USD)
Expedia
From $302 per night (USD)
VRBO
The Adventure Loft! Free ski shuttle and sledding hill! Walk to restaurants!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the New Adventure Loft in the Trailhead Lodges! We have two bedrooms and two bathrooms. Our condo is across t ...
From $302 per night (USD)
VRBO
From $287 per night (USD)
VRBO
The Perfect 'Base Camp' for All Your Winter Park Adventures!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This condo was completely remodeled in 2020. Everything was modernized, and all appliances, furniture, bathrooms are br ...
From $287 per night (USD)
VRBO
$Iron Horse Studio w\/ Resort Amenities; Walk to WP!$
From $227 per night (USD)
VRBO
Iron Horse Studio w\/ Resort Amenities; Walk to WP!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Whether you're a snow bunny, spring skier, mountain biker, or autumn leaf peeper, book this studio for a front-row spot ...
From $227 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Perfect Location in Downtown - On the river, walk to Hernandos!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Location, location, location! Our condo is on the second floor of building 21 and overlooks the Fraser River. The free ...
From $254 per night (USD)
VRBO
From $288 per night (USD)
VRBO
True ski in out. -do not hit request to book without asking please
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
PLEASE DO NOT USE “BOOK IT NOW” BUTTON FOR FIRST INQUIRY. SCROLL DOWN TO OWNER AND CLICK “ASK OWNER A QUESTION” TO DISCU ...
From $288 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Stunning BRAND NEW Luxury condo in heart of downtown WP on the top floor
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
As a mother of a little one, we take cleaning seriously! Several key things: 1. We clean with commercial grade cleaner ...
From $343 per night (USD)
Expedia
From $244 per night (USD)
VRBO
Riverfront Condo In The Heart Of Winter Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter Park Short-Term Rental Registration No. 004830. Welcome to our 3 bedroom, 2 bathroom condo just steps away from ...
From $244 per night (USD)
VRBO
From $498 per night (USD)
Expedia
Riverfront Condo with Amazing Ski Slope Views overlooking the Fraser River!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Questions: Contact Jim @ 303-204-1233 "The Trademark @ Winter Park”: 3 Bedrooms, 2 Baths – Views Views Views! This comp ...
From $498 per night (USD)
Expedia
$Ski in \/ ski out family friendly condo w\/access to pool, hot tub & game room$
From $151 per night (USD)
VRBO
Ski in \/ ski out family friendly condo w\/access to pool, hot tub & game room
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $151 per night (USD)
VRBO
$Cozy-Chic Condo w\/ Mtn Views: 3 Mi to Slopes!$
From $181 per night (USD)
Expedia
Cozy-Chic Condo w\/ Mtn Views: 3 Mi to Slopes!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winters full of fresh snow and summers filled with Centennial State sunshine await you in Winter Park! This secluded-yet ...
From $181 per night (USD)
Expedia
From $189 per night (USD)
VRBO
1 bedroom condo - ground floor and cute interior design
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Hi Country Haus 406 is a 1 bedroom unit on the first floor and has been recently renovated. This unit has 492 square fe ...
From $189 per night (USD)
VRBO
From $430 per night (USD)
VRBO
3BR Lakota Townhome, <1 Mile to Winter Park Resort, Stunning Views, Pet-Friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Look no further for your perfect mountain getaway in any season...return from your outdoor adventures to the warmth of t ...
From $430 per night (USD)
VRBO
From $309 per night (USD)
VRBO
Luxury Villa 524 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $309 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Be in the center of it all! Gorgeous condo with spectacular views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly developed, center of town, overlooking main street! This 2 bed, 2 baths, offers gorgeous views of mountains while ...
From $265 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Walkable, Dog-Friendly, Downtown Condo with Fast WiFi, Shared Pool, & Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Trailhead 511 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $237 per night (USD)
VRBO
From $450 per night (USD)
VRBO
50's Ski Town Meets Modern Flair
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Location, location, location! Bring back the 50's skiing era mixed with updated flair. This place is so special to me ...
From $450 per night (USD)
VRBO
From $401 per night (USD)
VRBO
4BR, 3 bth DOWNTOWN townhome, New Hot Tub, Best location in town!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Perfect 4BR/3BTH vacation rental for a large family or multiple families downtown Winter Park! Main level features maste ...
From $401 per night (USD)
VRBO
From $153 per night (USD)
Expedia
Newly renovated Winter Park condo on the Fraser River
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Our newly remodeled Winter Park condo sits on the Fraser River, 1 block from Main Street with easy access to the free Sk ...
From $153 per night (USD)
Expedia
From $805 per night (USD)
VRBO
Lakota Dreamcatcher 133 | Dreams Are Made Here | Pet Friendly | Across From Resort
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Step into rustic paradise at Lakota Dreamcatcher 133; The perfect retreat for your next luxury mountain getaway. Spend t ...
From $805 per night (USD)
VRBO
From $647 per night (USD)
Expedia
Slopeside River Front Luxury Chalet I Hot Tub I Firepit I Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $647 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Beautiful Winter Park Townhouse- Downtown, Great Mtn Views, Private Hot Tub!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
The 3-level townhome is 1,500 sq ft and is our personal family mountain home. We constantly are adding new things. Your ...
From $365 per night (USD)
VRBO
$Newly Furnished Condo w\/ fireplace. Easy & private Access to shared Hot Tub.$
From $157 per night (USD)
Expedia
Newly Furnished Condo w\/ fireplace. Easy & private Access to shared Hot Tub.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Additionally, at times there will be construction noise, possible Mondays-Saturdays (allowed work hours 7 am to 7 pm), w ...
From $157 per night (USD)
Expedia
$Cozy Mountain Escape for families. With ski in\/ski out, pool & hot tub access$
From $168 per night (USD)
VRBO
Cozy Mountain Escape for families. With ski in\/ski out, pool & hot tub access
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $168 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Stunning townhome. Few minutes from Winter Park Ski Resort and Town of WP
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This Lakota townhome is located across the street from the entry to the base of Winter Part Resort / Old Town, and a sho ...
From $271 per night (USD)
Expedia
$Top floor Ski in\/out condo by Corridor Run, pool, hot tub access REMODELED$
From $233 per night (USD)
VRBO
Top floor Ski in\/out condo by Corridor Run, pool, hot tub access REMODELED
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
HOA update February 18th 2025: The pool will be closed until end of March while the HOA is waiting for parts to arrive ...
From $233 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Ground-floor studio with mountain views, grill, pool, hot tub, & fireplace
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Winter Park River Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $187 per night (USD)
Expedia
$Ski In \/ Ski Out oversided condo right at the base. Access to shared hot tub$
From $157 per night (USD)
VRBO
Ski In \/ Ski Out oversided condo right at the base. Access to shared hot tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is one of the larger one bedroom units and sleeps 4. It has an upgraded full kitchen with granite counters and bar ...
From $157 per night (USD)
VRBO
From $308 per night (USD)
VRBO
FOR RENT 3bd 3 bath,hottub,national forest,Trestle Bike Park,1.1 mile to town
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Our "Blue Sky Condo" is a perfect location with 'out the door access' to all that the pristine mountain area has to off ...
From $308 per night (USD)
VRBO
From $296 per night (USD)
VRBO
New Luxury Loft 14 I Hot Tub I Great Views I Best Price I FREE Adventures Daily
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Exclusive Complimentary Adventures! Winter Park Escapes is the only management company to provide Free activities and eq ...
From $296 per night (USD)
VRBO
From $543 per night (USD)
Expedia
Large 4Bed Townhome, Private Hot Tub, On free shuttle route, 2 Living Rooms
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Gorgeous ski area and Continental Divide views abound throughout this spacious Winter Park townhome. Spread out and enjo ...
From $543 per night (USD)
Expedia

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