Vacation rentals in Winter Park

4.98 out of 5 average rating, 129 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.

4.98 out of 5 average rating, 189 reviews

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)

4.84 out of 5 average rating, 637 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.

4.96 out of 5 average rating, 282 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

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, 495 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.

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.

4.96 out of 5 average rating, 171 reviews

Winter Park Creekside Chalet with Hot Tub

Experience nature in this scenic 4-bedroom, 3-bathroom chalet that is secluded amongst the trees and river yet close to everything. Choose having your morning beverage nestled in front of the fireplace or in a hot tub overlooking the river. The property is perfectly situated with downtown 1 mile away, Winter Park Resort within a 10 minute drive and 75 steps from the Lift bus route too. Or, stay around the house with access to beautiful hiking and mountain biking trails just 1 block away!

4.97 out of 5 average rating, 485 reviews

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.

4.97 out of 5 average rating, 113 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.

4.87 out of 5 average rating, 106 reviews

A community pool area features a clear blue water pool surrounded by a sun deck. Several lounge chairs are positioned alongside the pool, with a wooden clubhouse visible in the background, providing a spacious area for relaxation and gatherings.

Condo in Winter Park

Four-Season Winter Park Condo w/ Pool Access!

Seasonal recreation on world-class mountain trails awaits at this Winter Park vacation rental! Located in the Trailhead Lodges community - under a half-mile to the closest ski shuttle - this 2-bedroom, 2-bath condo offers all the at-home comforts in a premier mountain destination. Work remotely with beautiful views while also enjoying easy access to countless year-round outdoor activities for the whole group. You’ll also have access to a community pool, hot tub, clubhouse, and more!

4.9 out of 5 average rating, 229 reviews

A spacious lobby area features two light-colored sofas arranged around a coffee table, with a modern fireplace set against a textured wall. Large windows allow natural light to fill the space, while a wall-mounted TV provides entertainment options. The flooring is a warm wood tone, enhancing the inviting atmosphere.

Condo in Winter Park

Ski In/Ski Out - Modern Cozy Condo in Winter Park

Leone’s Den | A Boutique Mountain Retreat at the Base of Winter Park Resort Step into refined alpine comfort at Leone’s Den, an elegant studio just steps from the slopes. Located across from the Village Base, enjoy easy access to dining, shopping, and après-ski, then retreat to a warm space with a cozy fireplace and elevated finishes. Relax in Winter Park’s largest hot tub and return to plush linens and beautiful mountain and village views.

4.98 out of 5 average rating, 158 reviews

Condo in Fraser

Updated Condo | Washer Dryer | Steps to Shuttle

This 1 bed 1 bath condo provides all the essentials for your stay and the light and open floor plan makes you feel right at home. Located walking distance from trails, shuttle stop, supermarket, coffee shops, local restaurants, and just an 8-minute drive to the base of Winter Park. A small pond with benches and mountain views sits behind the unit, offering additional outdoor space right at your fingertips.

4.92 out of 5 average rating, 686 reviews

Guest suite in Fraser

The Mountains are calling!

Cute studio with everything you need. The bed is a murphy bed, very comfortable. Comfy couch with ottoman. Kitchenette, bathroom. This property is very simple. Close to trails to trails and the town of Winter Park and Fraser. You might even see some wild life! Leave your worries behind and get in the zone! Rise with the sun, Sleep with the stars, Always create fireworks!

Popular amenities for Winter Park vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Winter Park homes

An open-concept living area features a modern sectional sofa and minimalist coffee tables, with large windows framing views of the surrounding mountains and forest. The kitchen, equipped with sleek cabinetry and appliances, is visible in the background, creating a bright and spacious atmosphere.

4.91 out of 5 average rating, 32 reviews

Modern Mountain Luxury | 2 Acres | Private Trails

A modern stand-alone unit features a covered cedar deck with two dark wooden chairs facing an inviting entryway. Pathways lead through landscaped areas, with grassy surroundings and trees partially framing the view. An outdoor sauna is visible in the background.

4.96 out of 5 average rating, 114 reviews

Modern Downtown Home w/ Private Sauna on Bus Line

A mountain home featuring a large deck and expansive windows that showcase the surrounding nature. The stone chimney adds a rustic touch to the exterior, while the driveway is bordered by a wooden fence. The structure is complemented by a well-maintained landscape.

4.97 out of 5 average rating, 126 reviews

5 Acres, Hot Tub w/Mountain Views, Sledding Hill!

5 out of 5 average rating, 26 reviews

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

5 out of 5 average rating, 3 reviews

Little Red Ski Haus, 2min walk to Winter Park lift

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, 118 reviews

3BR|Mountain Home|Dog Friendly|Hot Tub

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, 237 reviews

Million Dollar Views

The exterior of a modern townhome is depicted, featuring a light brown facade with timber accents. A private garage is visible, and a gentle slope leads towards the entrance. In the background, a scenic view of a mountain covered in trees and ski trails is presented.

4.87 out of 5 average rating, 52 reviews

Luxury Home - Winter Park Resort Views w/ Hot Tub

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.

4.97 out of 5 average rating, 34 reviews

Winter Park Chateau: Fox - Luxury Boutique Hotel

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 out of 5 average rating, 7 reviews

Winter Park Chateau: Antelope

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 out of 5 average rating, 8 reviews

Winter Park Chateau: Bear - Luxury Boutique Hotel

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 out of 5 average rating, 5 reviews

Winter Park Chateau:Elk + Cub Cave-Boutique Hotel

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 out of 5 average rating, 6 reviews

Winter Park Chateau: Mountain Goat + Llama Loft

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, 33 reviews

Winter Park Chateau: Snowshoe Hare - Luxury Hotel

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

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.

4.95 out of 5 average rating, 19 reviews

Winter Park Chateau: Moose - Luxury Hotel

Pet-friendly home rentals Winter Park

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.

4.83 out of 5 average rating, 147 reviews

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

4.78 out of 5 average rating, 18 reviews

Chalet Apres | Amazing Location | Hot Tub & Sauna

5 out of 5 average rating, 8 reviews

Brand New Cozy Mountain Retreat | Panoramic Views

4.98 out of 5 average rating, 233 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!

4.79 out of 5 average rating, 169 reviews

The exterior of a two-story home is illuminated at night, highlighting its cozy architecture. A spacious wrap-around deck is visible, providing access to the outdoor area. Snow covers the ground, and trees gently frame the scene, enhancing the serene mountain setting.

Home in Granby

Granby Getaway

A private hot tub is located on a covered patio, offering a view of the surrounding landscape and mountains. Light blue water reflects the sky, while towels are neatly placed on the edge. Nearby trees and homes are visible in the background.

4.96 out of 5 average rating, 78 reviews

Modern Mtn Retreat with Hot Tub

4.92 out of 5 average rating, 182 reviews

A barnwood home is framed by snow-covered trees, featuring a distinct architectural design with multiple gables. Large windows allow for ample natural light, while a stone walkway leads to the welcoming entrance. The two-car garage is visible, showcasing the spacious layout of the property.

Home in Granby

Barnwood Beauty @ Grand Elk- Pet Friendly- Hot Tub