Pet-friendly holiday rentals in Winter Park

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.

4.95 out of 5 average rating, 150 reviews

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!

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.

4.91 out of 5 average rating, 164 reviews

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).

4.84 out of 5 average rating, 635 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.

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.

4.97 out of 5 average rating, 109 reviews

Modern Downtown Home w/ Private Sauna on Bus Line

Enjoy a sanctuary in the heart of charming downtown Fraser—complete with a private outdoor sauna! Tucked among aspens yet just steps from the Fraser train/bus station, this modern home offers a rare blend of seclusion, convenience, and character (the train rumbles by across the street). Leave your car at home and enjoy restaurants, bars, coffee, grocery, and frequent transit to Winter Park all within an easy walk. Stocked with everything you need to feel at home, it’s the perfect basecamp.

4.99 out of 5 average rating, 115 reviews

A covered outdoor patio showcases a private hot tub beside a modern lounge chair and table. Strands of warm lights hang overhead, illuminating the space. An expansive view of rolling hills and distant houses is visible through large glass doors, framed by wooden beams.

Townhouse in Granby

Upscale Mountain Getaway • Hot Tub • Ski • RMNP

Upscale, spacious, family-friendly mountain retreat offers the perfect blend of comfort and adventure. Located just 3 minutes to a supermarket, 5 minutes to Granby Ranch Ski Resort, and 20 minutes to Winter Park, plus close to Grand Lake and Rocky Mountain National Park. Enjoy a heated 2-car garage, private hot tub with mountain views, and high-speed internet. The home is fully stocked with kid-friendly amenities including a pack-and-play, high chair, toys, and more for families of all ages!

A cozy living area features a brown leather sofa paired with two white armchairs arranged around a wooden coffee table. A decorative bear print adorns the wall, and the space is illuminated by warm lighting. The open kitchen is visible in the background.

4.85 out of 5 average rating, 112 reviews

Prime location, amazing views, stylish, sleeps 7

Relax and unwind at this stylish, centrally-located condo. Features include an updated kitchen as well as both bathrooms, a cozy fire place, spacious patio to enjoy morning coffee with incredible views all season. Located just 0.5 miles from downtown Winter Park you can easily walk to restaurants and shops. A shuttle stop to Winter Park Resort is conveniently located just outside the front door making the slopes just minutes away. Easy access to biking/hiking trails as well as Wolf Park.

4.95 out of 5 average rating, 199 reviews

Cabin in Granby

Remote Cabin • Hot Tub • Fire Pit • Views • Vibes

Discover this mountain retreat in Grand County, secluded yet just 15 mins from Winter Park, 10 mins from Granby, 20 mins to the lakes, and 5 mins from a world-class 27-hole golf course. Surrounded by endless hiking, it offers panoramic south and west-facing views with stunning sunrises and sunsets. Relax on the large deck and hot tub. Inside, enjoy cozy cabin vibes with an open floor plan, remodeled kitchen, custom wood finishes, and two inviting fireplaces for a warm, memorable stay.

4.97 out of 5 average rating, 484 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.

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.

4.97 out of 5 average rating, 112 reviews

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.

4.92 out of 5 average rating, 179 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

Come stay in our cozy log cabin in the mountains! Beautifully made 1,300 sqft log home with wood burning fireplace, huge private yard, loft and 3 bedrooms (sleeps up to 6). This cozy cabin has 1 private acre with lots of wildlife, hiking and riding trails. High speed internet included if you wish to work or watch streaming services during your stay. 20 minutes from Winter Park Resort and 10 minutes from Granby Ranch while still feeling tucked away in your own mountain getaway!

4.98 out of 5 average rating, 119 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).

A well-lit common room features large windows with views of surrounding trees. Cozy seating arrangements include a comfortable sofa and two armchairs. A dining area with wooden chairs and a table is present. A television is located on a shelf beside a small bookshelf.

4.8 out of 5 average rating, 137 reviews

The Alpen Rose- Cozy cabin feel w/amazing Views

Planning a mountain getaway? The Alpen Rose is your perfect home base. Tucked among aspen trees in downtown WP, this warm and welcoming retreat offers the ideal blend of comfort, convenience, and mountain feels (not to mention VIEWS). Start your day with stunning views of the Continental Divide and WP Resort, then wind down with your crew by the fireplace as the alpenglow lights up the sky. Alpen Rose is the ideal spot to relax and reconnect and aspen peep.

Popular amenities for Winter Park pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

The exterior of a modern mountain home features a combination of dark metal and natural wood siding. Large windows provide ample light, and a covered porch area is visible above. A garage door blends seamlessly into the design, complementing the home's contemporary aesthetic.

4.98 out of 5 average rating, 44 reviews

Red Wolf Lodge - Private Hot Tub - Mountain Views

Superhost

Home in Winter Park

4.78 out of 5 average rating, 18 reviews

Chalet Apres | Amazing Location | Hot Tub & Sauna

5 out of 5 average rating, 8 reviews

Home in Tabernash

Brand New Cozy Mountain Retreat | Panoramic Views

4.98 out of 5 average rating, 232 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!

A spacious mountain home is nestled in a snowy landscape, featuring a welcoming front porch adorned with festive decor. Snow blankets the ground, accentuating the rustic architecture, including a two-car garage with green doors. Tall trees surround the property against a clear blue sky.

5 out of 5 average rating, 77 reviews

Trail Side Cabin with Mtn Views & Private 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

4.97 out of 5 average rating, 92 reviews

The"Serenity Mountain House" nestled in the trees

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

Pet-friendly home rentals with a pool

A modern living area features a comfortable leather sofa, accent chairs, and a coffee table. A fireplace is positioned beneath a flat-screen TV, with large windows allowing natural light to brighten the space. Artwork adorns the walls, adding a contemporary touch.

4.98 out of 5 average rating, 286 reviews

Beautifully Furnished Modern Condo In Downtown WP

4.85 out of 5 average rating, 495 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.

Apartment in Granby

Cozy 1 bedroom Granby Ranch condo

4.91 out of 5 average rating, 143 reviews

Apartment in Fraser

Tall Timbers of the Rockies

4.88 out of 5 average rating, 561 reviews

A dining area showcases a table set for four, complemented by green placemats and glassware. A flat-screen TV is mounted on a wood-paneled wall, while a stone fireplace adds warmth to the space. A nature-themed artwork enhances the atmosphere.

Apartment in Granby

Granby Mountain Retreat

4.81 out of 5 average rating, 376 reviews

Apartment in Granby

Hotel-Style Studio | Near RMNP | Pool & Hot Tubs

4.95 out of 5 average rating, 170 reviews

Cabin in Granby

Family Cabin on the Fraser | 3BR + Pets Welcome

A spacious living area is highlighted by a stone fireplace and a large mounted TV. Comfortable seating includes a plush sofa and an accent chair. A rustic area rug beneath a coffee table and a contemporary dining area are visible, with natural light streaming in from sliding glass doors.

4.99 out of 5 average rating, 139 reviews

The Adventure Loft-modern luxury in Winter Park!

Superhost

An aerial view showcases the condominium complex nestled alongside a flowing river, surrounded by lush greenery. The nearby trees enhance the natural setting, while the buildings feature a contemporary design with flat roofs and balconies overlooking the scenic landscape.

4.81 out of 5 average rating, 331 reviews

Michael’s Dream Condo #16, Winter Park

Private, pet-friendly home rentals

5 out of 5 average rating, 26 reviews

The open-concept living area features a dining table surrounded by wooden chairs, with a modern kitchen in the background. A ceiling fan provides airflow, while natural light illuminates the space from large windows. A sofa sits on the side, complementing the warm decor.

Flat in Fraser

Fraser Escape w/ private hot tub & personal garage

5 out of 5 average rating, 23 reviews

Home in Winter Park

The Perch | Cozy + Modern Cabin w/ Hot Tub

Superhost

A modern living area features a vibrant orange sofa facing a stone-accented fireplace. A wall-mounted television hangs above the mantel. Two round ottomans and a small coffee table enhance the space. The kitchen area is visible in the background, with sleek cabinetry and stainless steel appliances.

4.84 out of 5 average rating, 38 reviews

WinterPark Abode : Ski*Sleeps8*Pet+*CommunalHotTub

4.97 out of 5 average rating, 68 reviews

A fire pit area is set among lush greenery, featuring several wooden adirondack chairs arranged around the fire pit. The sun shines brightly in the sky, creating an inviting atmosphere. Trees and a glimpse of the lake can be seen in the background.

Cabin in Granby

Cottage on the Lake w/360 Mtn view/Ski/RMNP

A dog is seen lounging beside a clear hot tub, with a snowy backdrop of evergreen trees. Outdoor seating is arranged nearby, and a fencing surrounds the area, providing a sense of privacy and comfort. Snow-covered ground reflects the serene winter landscape.

5 out of 5 average rating, 42 reviews

NEW Ski In/Out Condo w/ Hot Tub & Balcony

4.93 out of 5 average rating, 76 reviews

An aerial view captures a modern two-story condo building, highlighting its contemporary architecture. Surrounding mountains are visible in the background under a clear blue sky. The landscape features a mix of gravel and grass, enhancing the serene setting of the property.

Apartment in Fraser

NEW Condo -Ski/Bike/Hike Winter Park/Grand County

5 out of 5 average rating, 51 reviews

A spacious cabin is nestled among towering pine trees, showcasing a blend of wood and stone in its exterior. Snow blankets the surrounding ground, while sunlight filters through the trees, highlighting the cabin's architectural features and inviting porch.

Cabin in Fraser

Moose Pads Near Winter Park-30 Day Minimum!