Vacation rentals in Winter Park

4.98 out of 5 average rating, 123 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.

A wooden balcony offers two green adirondack chairs, providing a comfortable spot to enjoy scenic views of the surrounding mountains blanketed in snow. The building features a combination of wood paneling and large windows, allowing for ample natural light.

4.98 out of 5 average rating, 194 reviews

Slopeside Trademark Mountain Retreat #44

NO PETS Walk to resort (Directly outside the “gate”) Gondola, Shops + Dining. Or, take the free shuttle - 50 seconds on the bus, that's it! Highly Sought After Trademark Development - 1/4 Mile to Gondola Next to the Resort's Blue Spruce Parking lot Outdoor Community hot tub, 360• Mountain View’s 3 story condo, 2 balconies, ski run views FREE bus 7am-2am 3 min drive to downtown, 2 mile walk - paved road along river 65” HD TV, 2 sofas, stocked kitchen 25+book - MAX 8 ADULTS **NO PETS**

A cozy living area is showcased with a spacious sofa, a coffee table, and a prominent linear electric fireplace framed in travertine stone. In the background, a modern dining table sits adjacent to a well-equipped kitchen, with bar stools positioned at the counter.

4.9 out of 5 average rating, 114 reviews

Mountain Modern Cozyville

Remodeled with a high end modern flair for comfort and a classic mountain style A mountain-modern, warm, and cozy space that's conveniently located in a quiet mountain-view neighborhood with FREE recreation-center benefits right across the street and a FREE local bus system right out the front door to all local attractions. Safeway, coffee shops, ski/ride/hike stores less than 1-mile away. It really doesn't get any better than this! We will look forward to your feedback and adventure stories.

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.

4.98 out of 5 average rating, 171 reviews

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 (+ loft) space 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)

4.94 out of 5 average rating, 139 reviews

The welcoming living area showcases a spacious sectional sofa adorned with a colorful throw. A stone accent wall complements the large flat-screen smart TV. Natural light enters through expansive windows, illuminating the area, while a modern counter separates the kitchen from the living space.

Condo in Winter Park

Cozy mountain retreat in downtown Winter Park

Lovingly remodeled Hi Country Haus 1 bedroom 1 bathroom condo central to downtown Winter Park. Use our Tiny Mountain Retreat as a launchpad to all the local access Winter Park has to offer or as a space for rejuvenation in this beautiful mountain town. Incredible access to local trail running, mountain biking, backpacking, fly-fishing, hiking and skiing. Grand Lake and Rocky Mountain National Park are easily and often visited from our spot as well. WP Short-term rental registration #019404

4.84 out of 5 average rating, 606 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.

4.93 out of 5 average rating, 166 reviews

A cozy living area is highlighted by a stone accent wall, featuring a decorative fireplace. Large windows allow natural light to fill the space, providing mountain views. A wooden dining table is set for meals, complemented by comfortable seating options around the room.

Condo in Winter Park

Peaceful place on river with great views

Amazing location in Winterpark; secluded by trees,mountains, river and pond in front of building with a peaceful wilderness surrounding. Leave your car and walk to restaurants, shops, market and activities. Next to Great trails for MTBiking, hiking, walking or snowshoe and cross country in the winter. This place has it all for easy convenience. Enjoy the new Recreational center with indoor pool, hot tubs, showers, game/ kids room, exercise room and laundry facilities. Non-Smoking/Pet condo

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, 474 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.

Two teal chairs are positioned on a balcony, facing a snow-covered landscape. The sun shines brightly in the clear sky, illuminating distant mountains and a frozen river below, creating a serene outdoor setting.

4.96 out of 5 average rating, 114 reviews

Walk to Restaurants! Bring your Fishing Poles!

Get those last fall hikes and rides in before the snow flies!! Book now for the holidays and winter fun! Don’t miss this spacious 1 BR Fraser condo perfectly located for your winter adventures in Grand County. The pond is still stocked with fish! You are just a short walk from Safeway, restaurants, breweries and the Fraser River and Trail. You are a .8 mile walk from the train station which offers daily Amtrak service and are steps away from the free Lift shuttle service.

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.

4.94 out of 5 average rating, 151 reviews

Winter Park Townhome w/ Stunning Slope Views!

Your next Winter Park escape awaits at this stunning 3-bedroom, 2.5-bath vacation rental townhome - directly across from Winter Park Resort with amazing views of the slopes. Your group of up to 8 guests will love returning to the comfort of this home, offering over 1,800 square feet of living space. With such easy access to the slopes, trails, breweries, concerts and more, this is the perfect home base! Winter Park Short-Term Rental Registration No. 005732

4.96 out of 5 average rating, 455 reviews

Guest suite in Fraser

Fall in to winter at Madge’s. 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 winter activities; Fraser Valley has them in spades! After enjoying a perfect Colorado winter day, come back to your spacious room for a drink by your cozy fireplace to think about what restaurant to enjoy to cap a wonderful day.

4.95 out of 5 average rating, 128 reviews

A bright living space features a light-colored sofa positioned near a large window, showcasing views of the outdoors. The walls are adorned with warm wood paneling, while a minimalist table sits in front of the sofa. Natural light enhances the cozy atmosphere.

Apartment in Winter Park

Calm vibes and a great view at the Alpen Rose

Currently available for weekly and longer rentals. Will review any other requests. Welcome! I'm sharing with you my home away from home. A stay here comes with wonderful views of the Continental Divide and Winter Park Resort. The Lyft (free bus) stops just a few steps from the house. Cook with a view and fully stocked kitchen. The living space has a comfy sofa and wood-burning stove. Molekule air filters & Dyson fan to keep you comfortable.

Popular amenities for Winter Park vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Winter Park home rentals

5 out of 5 average rating, 18 reviews

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.

Home in Fraser

Devil's Thumb - Modern Mountain Retreat

4.83 out of 5 average rating, 139 reviews

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.

Home in Tabernash

Alpine Cabin-Hot Tub, Steam Shower & Nearby Skiing

4.98 out of 5 average rating, 212 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!

4.98 out of 5 average rating, 62 reviews

An open concept living area is highlighted by a modern gas fireplace set against a stone wall. A spacious sectional sofa faces the fireplace, complemented by a decorative area rug. Large windows fill the space with natural light, showcasing stylish furnishings and a dining table for six.

Home in Winter Park

Luxury Cabin 44 I HotTub I Discounted Attractions

4.98 out of 5 average rating, 121 reviews

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.

Home in Winter Park

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

4.99 out of 5 average rating, 72 reviews

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.

Home in Fraser

New | Dog-Friendly Snowscape | Hot Tub

4.94 out of 5 average rating, 100 reviews

The exterior of a spacious mountain home is framed by tall pine trees. The house features a combination of brown siding and a welcoming white front door. A gravel pathway leads to the entrance, surrounded by an open area of grass and bushes.

Home in Tabernash

3BR|Mountain Home|Dog Friendly|Hot Tub

4.96 out of 5 average rating, 166 reviews

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.

Home in Winter Park

Winter Park Creekside Chalet with Hot Tub

Winter Park cottage rentals

A deck overlooking the river features a dining table surrounded by six chairs. Nearby, sliding glass doors allow access to the interior, with lush greenery visible in the background. The setting provides a relaxed space to enjoy the outdoors.

4.9 out of 5 average rating, 30 reviews

Downtown Riverside Cabin - In the heart of Estes

A quaint cottage exterior is framed by a wooden deck with a railing, demonstrating a welcoming entrance. Bright flower decorations adorn the wall, and a shade umbrella is positioned beside the deck. The surrounding area features low vegetation and a clear sky.

4.93 out of 5 average rating, 288 reviews

Mountain Views from private deck!

The exterior of the cottage showcases a two-story structure with a blue facade, white railings, and a staircase leading to the upper level. A private hot tub is positioned beside a cozy seating area, framed by the surrounding landscape under a vibrant sunset sky.

5 out of 5 average rating, 18 reviews

Cozy Cottage Near Downtown & Stanley w/ Hot Tub!

A cozy living area features a floral-patterned sofa with accent pillows, complemented by a wooden coffee table holding decorative items. Light filters through the nearby windows adorned with soft curtains, illuminating the warm yellow walls and wooden flooring. A lamp and a small side table are also present.

5 out of 5 average rating, 486 reviews

1920s Downtown Cottage

5 out of 5 average rating, 30 reviews

A panoramic view of rolling hills and dense forests under a bright blue sky, featuring a distant range of snow-capped mountains. The lodge is positioned on the hillside, surrounded by lush greenery, with winding pathways visible in the foreground.

Cottage in Idaho Springs

Off the grid mid-century modern retreat

4.89 out of 5 average rating, 309 reviews

An outdoor seating area is positioned alongside a rushing creek, featuring two turquoise chairs and a dining set. Lush greenery and rocky landscaping complement the natural surroundings. Sunlight filters through nearby trees, creating a serene atmosphere for relaxation by the water.

Cottage in Georgetown

The Fair House, Ski Loveland, walk to Georgetown

A cozy living area showcases a dark sofa positioned across from a wooden coffee table. The space is illuminated by natural light from multiple windows and features decorative elements such as a rug and shelves. A dining area with a chandelier is visible in the background.

4.96 out of 5 average rating, 271 reviews

Rock Nook Cottage, Mountain View, Downtown (#3454)

A rustic cottage is nestled among tall pine trees, featuring a light-colored exterior with large windows that invite natural light. The serene surroundings include rocky outcrops and gently rolling terrain, creating a peaceful outdoor setting. Scenic mountains form the backdrop.

4.89 out of 5 average rating, 238 reviews

Cozy Estes Park Cottage - Reg 3461

Pet-friendly vacation rentals in Winter Park

4.99 out of 5 average rating, 122 reviews

A spacious, modern home is nestled among tall trees, with a welcoming exterior featuring a combination of rustic and contemporary designs. The garage doors and entryway are clearly visible, with a scenic backdrop of mountains and a blue sky dotted with fluffy clouds.

Townhouse in Fraser

Luxury Winter Park Cabin w/Hot Tub & Pet Friendly

A modern living area features a spacious grey sofa adorned with decorative cushions and a patterned throw blanket. A round wooden coffee table sits in front, with a stack of books and a decorative bowl. Three artwork pieces depicting mountains are displayed on the wall.

4.99 out of 5 average rating, 102 reviews

Downtown, Pvt Hot Tub, Mtn View, Dog-Friendly!

A warm living area features a wood-burning fireplace framed by wooden paneling. A cozy rug is positioned in front, with a dog resting beside it. Above the fireplace, a framed artwork adds a decorative touch, while additional items are arranged on the mantle.

4.93 out of 5 average rating, 102 reviews

Cozy Mountain Getaway - Minutes to Winter Park

Guest suite in Winter Park

The exterior of a newly constructed log cabin features a mixture of wood and stone accents. A wide driveway leads to a spacious two-car garage. The surrounding tall trees create a natural backdrop, giving the cabin a secluded feel. The structure has large windows and a distinct sloped roof.

4.99 out of 5 average rating, 126 reviews

Brand new creek side chateau. Now with Hot Tub!

4.85 out of 5 average rating, 456 reviews

A spacious living area features a red seating arrangement with a comfortable sofa and armchair, complemented by light streaming through multiple windows. A kitchen island with a sink is visible, alongside a dining area that includes four chairs. A stone fireplace adds a touch of warmth to the space.

Condo in Granby

Cozy 1 bedroom Granby Ranch condo

4.91 out of 5 average rating, 173 reviews

The exterior of the log cabin is showcased against a clear blue sky, surrounded by vibrant autumn foliage. A gravel driveway leads to the entrance, while a spacious yard reflects the natural beauty of the mountain landscape, adorned with tall trees and colorful foliage.

Cabin in Tabernash

Cozy Log Cabin Getaway ~ 20 Min to Winter Park

4.89 out of 5 average rating, 294 reviews

A comfortable seating area features a dark brown sofa adorned with blue and grey pillows. A circular wood coffee table sits center stage, complemented by a small decorative tree. Light streams through a nearby window, illuminating the open space, which includes a kitchenette and storage solutions.

Condo in Granby

Queen Studio | Pool, Hot Tubs & Near RMNP

A comfortable living area features a large television mounted on the wall above a wooden entertainment unit. The unit contains books and decorative items. A clear view of the kitchen and dining area is visible in the background, along with modern appliances and a casual seating arrangement.