Vacation rentals in Winter Park

4.97 out of 5 average rating, 197 reviews

An open living area showcases a black leather sectional couch arranged around a circular wooden coffee table adorned with greenery. Wooden accents highlight the walls, while soft lighting illuminates the adjacent kitchen and dining space visible in the background.

Townhouse in Winter Park

Modern/Rustic 2-bedroom Townhouse + Bonus Loft

Newly renovated modern/rustic three-story A-Frame townhome on the free shuttle route. Small and cozy, this 2 bedroom (+ lofted bed) can comfortably accommodate 5, but it should be noted that there's only 1 full bathroom! The location is perfect: it's quiet and serene while only being minutes from downtown Winter Park and two miles from the WP Resort. Vasquez Road is .4 miles from the front door to access everything the National Forest has to offer (hiking, snowshoe excursions, mountain biking)

FamilyLocationAccess

4.98 out of 5 average rating, 132 reviews

A private hot tub is located on the patio, providing views of the living space through large glass doors. The interior features an open layout with a cozy fireplace and a TV visible on the wall. Modern furnishings create a welcoming environment.

Townhouse in Winter park

Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn

2BR townhome with a loft in a woodsy neighborhood in Winter Park/Fraser. Want a relaxing scenic place to sit by the fire or enjoy Grand County's outdoor adventures? Come stay and enjoy this townhome with access to free shuttle transportation during the winter. Both bedrooms include King beds. The loft includes a daybed that expands to a king bed and the sofa pulls out to a bed. PRIVATE 7 PERSON HOT TUB on patio. Propane Grill, easy access to hiking/biking trails, restaurants, stores, bars, etc.

FamilyLocationNearby

4.84 out of 5 average rating, 648 reviews

The rustic cabin exterior is framed by tall aspen trees and features a wooden door. Bright flower boxes, filled with white and red blooms, add a pop of color in front of the porch area. A grill is positioned nearby on the deck.

Cabin in Winter Park

Cozy Cabin in Perfect Location

You've found the perfect cabin for your trip to Winter Park. Cozy, w/a queen bed & a single, pull-out couch. Small kitchen or -on a nice day- grill on back deck near creek. Electric fireplace adds ambiance. Tiny kitchen w/appliances, Keurig &dishes. STEPS away from Cooper Creek Town Square restaurants & Hideaway Park’s concerts. The City of Winter Park has trains going through the town, which adds to the charm. We love pets/dogs! 2 or more dogs require extra $10 per dog one-time cleaning fee.

ValueLocationAccess

4.91 out of 5 average rating, 176 reviews

An open-concept living area presents a stone fireplace and vaulted wooden ceiling. A dining table with black chairs is positioned beside a fully equipped kitchen featuring stainless appliances and granite countertops. Natural light filters in through large windows, highlighting the cozy seating area.

Condo in Winter Park

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

BEST Location in Winter Park!!Trailhead condos offer a year-round heated pool, hot tub, fire pit, patio, clubhouse, large indoor lounge, fitness room & game room. Just steps to Fraser River trail, restaurants, shopping and free ski shuttle. *On Hideaway Park* Access to Summer concerts&festivals, playground, picnic area, fire pit, and skate park to entertain kids! Relax by the fire or private furnished covered deck. Top floor (w/elevator) corner unit w/views! Pets welcome! (w/add'l clean fee).

ValueFamilyRiver

4.95 out of 5 average rating, 158 reviews

A modern kitchen space is highlighted by a central island with seating for four. Sleek cabinetry in soft colors complements stainless steel appliances, including a refrigerator and a range hood. Pendant lights provide illumination above the island, enhancing the inviting atmosphere.

Apartment in Winter Park

Tipsy Fox @ Downtown Winter Park Near the Slopes!

Welcome to the perfect Winter Park getaway! Located in downtown, this cozy one-bed, one-bath condo is just steps away from Hideaway Park and its year-round free events. With 3 queen beds, including a sleeper sofa and a Murphy bed, it comfortably sleeps 6 guests. Enjoy the heated garage and ski locker for your vehicle and snow gear. After outdoor activities, unwind in the hot tub, gather around the fire-pit, or relax on the balcony. Conveniently close to food, slopes, tubing hill, and amenities!

ValueLocationLaundry

4.95 out of 5 average rating, 164 reviews

A spacious living area features large windows that provide views of the mountains and natural light. Comfortable leather seating surrounds a low coffee table, with a decorative area rug enhancing the space. A warm ambiance is created by a nearby lamp and wooden elements.

Townhouse in Winter Park

Winter Park Townhome w/ Stunning Slope Views!

Experience Winter Park from an unbeatable location directly across from Winter Park Resort. Framed by stunning slope views, this beautifully appointed 3-bed/2.5-bath mountain retreat offers more than 1,800 square feet of spacious living for up to 8 guests. Spend your days skiing world-class terrain, hiking scenic trails, or exploring Winter Park’s dining, breweries, and live music, then return to the comfort of your own mountain escape. Winter Park Short-Term Rental Registration No. 005732

LocationValueAccess

4.93 out of 5 average rating, 284 reviews

The fully equipped kitchen features wood cabinetry, modern appliances, and a large island with seating for four. A dining area with a circular table and four chairs is positioned nearby. Warm lighting is provided by a decorative pendant fixture, enhancing the cozy ambiance.

Condo in Winter Park

Top Floor Condo Steps From Free Shuttle w/Hot Tub

Two bedroom, Two bath, top floor condo with three private balconies. Our fully equipped kitchen comes complete with all the amenities you need to prepare your favorite meals, and we provide complimentary toiletries for your convenience. 15 minute walk to main street bars and restaurants and on the free ski shuttle line to the Mountain or Main Street. Take advantage of our free parking in front of the building and unwind after a long day on the slopes or trails in the community outdoor hot tub.

LocationValueWalkability

4.96 out of 5 average rating, 292 reviews

The modern mountain home is showcased against a backdrop of snow-covered terrain and distant mountain peaks. Its angled roof and contemporary design blend seamlessly with the natural surroundings. Large windows reflect the serene landscape, while surrounding trees add to the tranquil winter setting.

Cabin in Grand County

Scandinavian-Inspired Escape: Modern Cabin w/ Spa

Escape to our Modern Mountain Home in Grand County, Colorado, where luxury meets wilderness! Nestled amidst majestic mountains, this Scandinavian-inspired retreat offers the perfect blend of rustic charm and contemporary comfort. Wake up to breathtaking views, with hiking, biking, and skiing right outside your door. Highlights: • Panoramic mountain views • Close to Winter Park & RMNP • Scandinavian-inspired design • Wood-burning fireplace • Private hot tub Grand County Permit #106884

LocationValueCleanliness

Guest suite in Winter Park

The exterior of a charming European-style home is displayed, featuring multiple windows with green shutters. A balcony adorned with vibrant flower boxes complements the rustic architecture. Lush greenery surrounds the property, enhancing its inviting appearance against a clear blue sky.

4.98 out of 5 average rating, 497 reviews

Charming Suite in Old Town Winter Park

Charming European suite steps away from a major ski resort. Located in the heart of Old Town Winter Park this beautiful European Country home is a welcoming retreat for mountain visitors. OUR LARGE PRIVATE SUITE IS IN THE LOWER LEVEL OF OUR HOME, complete with separate bedroom, kitchenette, hot tub, bathroom/shower & FREE PARKING! Take a 10-15 minute walk or short bus ride to the base of the Winter Park Resort to experience incredible skiing and boarding at any of the Resort's Territories.

ValueFamilyPool

4.97 out of 5 average rating, 499 reviews

A welcoming outdoor entryway features a covered porch with colorful hanging flower baskets. Two chairs are positioned next to a small table, inviting relaxation. A decorative rug adorns the area, complementing the wooden structure and surrounding greenery.

Guest suite in Fraser

Madge’s Studio Pets welcome!

Whether it be play time or quiet time (or both!), we offer our guests (and pets) the comfort of a large studio and yard at the end of a dead end street. You have a beautiful mountain setting with easy access to all your favorite summer activities. In addition, we are 45 minutes from Rocky Mountain National Park and the lakes of Grand Lake. After enjoying a perfect Colorado day, come back to your spacious room for a drink on your private patio to think about what restaurant to enjoy.

ValueLocationDecor

4.97 out of 5 average rating, 126 reviews

A modern living area is highlighted by a comfortable sectional sofa and a square glass coffee table. Floor-to-ceiling windows showcase scenic mountain views, while bright light fills the room. The open layout includes a sleek television mounted on the wall and a glimpse of the dining area.

Apartment in Winter Park

Luxury Winter Park Studio*PrivHotTub*Majestic View

Brand New Studio styled in HIP MOUNTAIN CONTEMPORARY in EXCLUSIVE Leland Creek! Perched amongst the aspen trees with spectacular sunset views,you'll never want to leave your own private Hot Tub and Deck!Floor to ceiling windows with stunning mountain views,Room+Board furniture and rustic ski vibe fill the home with a Contemporary Chic style.Private Entrance.Good Pets are welcome.10miles to Granby.18 miles to Grand Lake+Rocky Mountain National Park.DenverInternational airport 1.5 HR.

LocationFamilyAccuracy

4.98 out of 5 average rating, 124 reviews

Cabin in Tabernash

Private Zen Retreat for Couples in Devil’s Thumb

ZEN LUXURY ADULT GETAWAY!! (REQUIREMENT OF AGES 30+) UNFORTUNATELY NOT DESIGNED FOR CHILDREN OR TEENAGERS. Designed for those who wish to UNPLUG, RELAX, RECONNECT, and HEAL the SOUL with PRIVACY, PEACEFUL SOUNDS OF NATURE. Enjoy our ZEN wellness program: Outdoor Jacuzzi, Outdoor Austrian Sauna, wrap around deck, and panoramic mountain views. Luxury Add-Ons available: Private Masseus and/or Private Sommelier/Chef -Wine Paring (extra charge and advanced booking required).

LocationFamilyAmenities

Popular amenities for Winter Park vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

What Airbnb hosts recommend seeing in Winter Park

Find unforgettable activities and unique points of interest near you. Our hosts share their favorite things to do and must-visit places to see in Winter Park.

Lake Granby

Popular alpine lake for fishing, boating, and paddle boarding, surrounded by scenic hiking trails

Summarized by AI

At Lake Granby you can rent a pontoon, kayak, or paddleboard from nearby marinas, cruise the coves, pull into small beachy spots, or simply sit on the shore and grill at picnic areas. Fish for trout, salmon, mackinaw, and kokanee, or come in winter for ice fishing and the local ice fishing tournament. Hike or bike the surrounding forested trails, camp along the more than 40 miles of shoreline, and watch wildlife with big Rocky Mountain views.

Mentioned by 88 local hosts

Winter Park Resort

Expansive ski destination with diverse terrain, summer activities, and family-friendly amenities

Summarized by AI

At Winter Park Resort, you can ski and ride over 3,000 acres across five interconnected mountains, with 166 trails, terrain parks, groomers, steeps, trees, bumps, and deep powder. Explore the legendary Mary Jane side for steeper, ungroomed terrain, moguls, and standout tree runs, while Winter Park offers excellent green and blue cruisers and family-friendly areas. In summer, ride the gondola, tackle downhill and trail mountain biking, the alpine slide, zip line, climbing wall, disc and mini golf, plus an alpine fun park and concerts in the village.

Mentioned by 507 local hosts

Granby Ranch

Family-friendly ski resort offering skiing, snowboarding, and mountain biking with stunning mountain views

Summarized by AI

At Granby Ranch you can ski or ride nearly 1,000 feet of vertical across beginner-friendly east-side terrain and more challenging runs on the west side, plus terrain parks, tubing, and occasional night skiing. Join free SNOW YOGA at Vista Ridge and Rise and Shine Yoga in the Slopeside Dining Hall, included with day and season passes. In warmer months, ride the chairlift for views or backcountry access, and enjoy mountain biking, hiking, golf, and fishing. Refuel at the base with nachos, Bloody Marys, or a meal at Blue Bird Bistro.

Mentioned by 248 local hosts

Fraser Tubing Hill

Family-owned tubing destination with multiple lanes, a lift system, and nighttime tubing

Summarized by AI

At Fraser Tubing Hill you can fly down super-steep, fast lanes on provided tubes, then ride back up on the tow lift or magic carpet instead of hiking. It’s family-owned, historic (open since 1971), and set up for all ages, with kids able to ride in a parent’s lap and little ones sometimes tubing free. Expect big hills, serious belly laughs, and night tubing on a lighted hill. Colorado Adventure Park sits right next door if you want even more tubing options.

Mentioned by 217 local hosts

Adams Falls

Family-friendly hike featuring a scenic waterfall, meadow views, and wildlife sightings

Summarized by AI

At Adams Falls, you can walk an easy 0.3–0.8 mile trail to a rocky overlook where the waterfall drops through a narrow gorge and makes a sharp turn, perfect for photos and a quick nature break. Follow the well-marked path along the river, pause at viewing areas, and watch for wildlife, including possible moose near the trail. Continue past the falls to reach meadows framed by Mount Baldy and longer routes to lakes, with terrain ranging from mellow to more challenging. The hike is family-friendly, good for beginners, and open year-round with snowshoes or winter boots; dogs are not permitted.

Mentioned by 69 local hosts

Sharky's Eatery

Summarized by AI

At Sharky’s Eatery, load up on hearty breakfast and lunch classics with a Southwestern/New Mexican flare, from huevos rancheros and breakfast burritos to pancakes, omelets, burgers, and eggs Benedict. Try the vegetarian chili if you like spice, and don’t skip the homemade strawberry-raspberry jam or blueberry pancakes. Portions are generous, the vibe is cozy and low-frills, and it’s very family-friendly. Expect a wait in this small local institution, and remember it’s cash or Venmo only.

Winter Park homes

A cozy seating area is visible through a large window, showcasing a stunning view of the snow-covered mountains under a soft pink and blue sky. The wooden balcony railing frames the scene, enhancing the connection with nature.

4.98 out of 5 average rating, 108 reviews

Continental Divide Views! New Log Home w/ Hot Tub!

ValueFamilyBackyard

4.95 out of 5 average rating, 173 reviews

Spacious Cabin • Family Friendly • Hot Tub • Views

LocationFamilyBathroom

A secluded chalet is surrounded by towering trees and located next to a gently flowing river. The dark wood structure features large windows and a spacious deck, inviting a connection with nature and providing serene views of the natural landscape.

4.95 out of 5 average rating, 175 reviews

Winter Park Creekside Chalet with Hot Tub

FamilyValueKitchen

4.99 out of 5 average rating, 154 reviews

Pool Access & Mtn View! Luxe WP Cabin, Near Trails

FamilyLocationIndoor spaces

4.95 out of 5 average rating, 137 reviews

Downtown Luxury Home w/ Private Sauna & Bicycles

FamilyValueSkiing

A spacious living area features large windows that provide abundant natural light and mountain views. A sectional sofa is arranged around a fireplace, while a dining table capable of seating up to ten is positioned nearby. A warm, inviting atmosphere is created by the tasteful decor.

4.98 out of 5 average rating, 189 reviews

Relax and Have Fun in Our Beautiful Home

FamilyValueIndoor spaces

A scenic view captures the home surrounded by tall trees, with snow-covered ground and a vibrant sunset casting warm colors across the sky. The distant mountains and town are visible below, creating a beautiful natural backdrop.

4.87 out of 5 average rating, 113 reviews

Winter Park Mountain Home/Near Bus Stop/Sleeps 7!!

FamilyLocationCondition

The exterior of the house is presented against a bright blue sky, surrounded by tall pine trees. A spacious deck extends along the upper level, while a snow-covered landscape enhances the setting. The structure comprises multiple levels, showcasing a blend of natural materials.

4.95 out of 5 average rating, 240 reviews

Million Dollar Views

ValueLocationDecor

Winter Park boutique hotels

A cozy room features a spacious bed with a patterned quilt, set against neutral walls. A decorative wall hanging complements the aesthetic. A private entrance is visible through a large window, which is framed by dark curtains. A walk-in shower is accessible through a sliding door.

4.95 out of 5 average rating, 38 reviews

Winter Park Chateau: Fox - Luxury Boutique Hotel

ValueLocationKitchen

A lofted sleeping area features a queen bed with neutral bedding, positioned on stylish wooden flooring. A cozy seating area includes a small table and mini-fridge. Large windows bring in natural light, while a decorative rug adds warmth to the space.

5.0 out of 5 average rating, 7 reviews

Winter Park Chateau: Mountain Goat + Llama Loft

ValueLocationCleanliness

A well-appointed bedroom is highlighted by a spacious king bed with neutral-toned bedding and decorative pillows. A flat-screen TV is mounted on the wall opposite, while natural light filters through double windows, complemented by elegant curtains. A decorative coat rack adds functional charm.

4.92 out of 5 average rating, 13 reviews

Winter Park Chateau: Marmot - Luxury Boutique

LocationNearbyWalkability

A spacious guest room features two queen beds arranged with neutral bedding. A large window offers natural light and views. A minimalist desk and chair are positioned near the window, and a black bookshelf provides additional storage. A decorative area rug adds warmth to the wood floor.

5.0 out of 5 average rating, 5 reviews

Winter Park Chateau:Elk + Cub Cave-Boutique Hotel

LocationCleanlinessSkiing

A cozy sleeping area features a spacious bed dressed in neutral linens, complemented by decorative pillows. A large TV is mounted on the wall opposite the bed, and double doors with shutters provide natural light, leading to an outdoor space.

4.94 out of 5 average rating, 35 reviews

Winter Park Chateau: Snowshoe Hare - Luxury Hotel

ValueLocationHospitality

A spacious bedroom is furnished with a king-size bed topped with a textured gray quilt and decorative pillows. A cozy sofa in light gray faces a large window, allowing natural light to fill the room. Dark curtains frame the windows, and a patterned rug is laid across hardwood floors.

5.0 out of 5 average rating, 9 reviews

Winter Park Chateau: Bear - Luxury Boutique Hotel

LocationConditionIndoor spaces

A spacious room features two queen beds with dark bedding, complemented by a wooden bench at the foot. Large windows provide natural light, while tasteful wall decor enhances the ambiance. A cozy seating area is visible, adding comfort to the layout.

4.86 out of 5 average rating, 22 reviews

Winter Park Chateau: Moose - Luxury Hotel

FamilyLocationComfort

The modern guest room features a stylish queen bed with decorative pillows, a sleek black headboard, and warm wood flooring. A compact kitchenette includes a mini-fridge and coffee station, while large windows allow natural light to brighten the space, complemented by gray curtains.

5.0 out of 5 average rating, 7 reviews

Winter Park Chateau: Antelope

LocationDecorWalkability

Pet-friendly home rentals Winter Park

A two-story home is nestled among pine trees, featuring a large elevated deck that is accessible by a staircase. Snow remains on the ground in shaded areas, while clear skies overhead provide bright lighting.

4.94 out of 5 average rating, 127 reviews

3BR|Mountain Home|Dog Friendly|Hot Tub

LocationValueWifi

A modern kitchen and dining area features an island with seating for four and a wooden dining table for six. Sleek cabinets and stainless steel appliances create a functional space. Natural light fills the area, accentuating the warm wood flooring. The nearby living room is visible in the background.

4.98 out of 5 average rating, 102 reviews

New | Dog-Friendly Snowscape | Hot Tub

ValueFamilyIndoor spaces

4.98 out of 5 average rating, 243 reviews

The outdoor space showcases a stone fire pit surrounded by natural rock seating. The patio is supported by sturdy stone columns, with comfortable seating arranged under a large covered area. A hot tub is visible nearby, and lush landscaping enhances the setting.

Home in Granby

Wildhorse Chalet at Grand Elk - With Hot Tub!

LocationFamilyLaundry

A spacious mountain home is surrounded by snow-covered trees under a clear night sky. Warm light emanates from the windows, highlighting the wooden exterior. A large deck is visible, featuring a staircase that leads to the main entrance, inviting guests to enjoy the serene landscape.

4.87 out of 5 average rating, 275 reviews

Beautiful Rustic Home, 4 BDR+ Bonus Room!

ValueLocationHiking

An open layout features a high vaulted wooden ceiling with exposed beams. The space includes a dining area with a wooden table, a cozy living area with a seating arrangement, and a staircase leading to a loft area above.

4.82 out of 5 average rating, 158 reviews

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

LocationValueWifi

4.97 out of 5 average rating, 37 reviews

Private 2-acre Mtn Retreat - Hot Tub + Game Room

LocationValueComfort

4.75 out of 5 average rating, 24 reviews

Chalet Apres | Amazing Location | Hot Tub & Sauna

LocationFamilyHot tub

A spacious living room features a large leather sectional sofa facing a cozy stone fireplace. Floor-to-ceiling windows allow ample natural light, framing views of the snowy landscape outside. A flat-screen TV is mounted on the wall opposite the seating area, accompanied by a small wooden table.