Pet-friendly holiday rentals in Winter Park

4.96 out of 5 average rating, 189 reviews

Cabin in Granby

Secluded Cabin • Fire Pit, Hot Tub, Views & Vibes

Discover this special retreat in a prime location of Grand County, surrounded by a mountain playground. Secluded yet only 15 mins to Winter Park, 10 mins to Granby, 20 mins to the lakes, 5 mins to a world class 27 hole golf course and endless hikes all around. Enjoy panoramic south and west-facing views for stunning sunrises and sunsets. Relax on the large deck and hot tub. Inside, experience cozy cabin vibes with our open floor plan, remodeled kitchen, custom wood finishes and two fireplaces

4.84 out of 5 average rating, 628 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.

The image showcases four distinct views of the condo. A bright living area features comfortable leather sofas and a stone fireplace. The outdoor hot tub offers scenic mountain views. A modern kitchen is equipped with stainless steel appliances, and the dining area is illuminated by stylish lighting.

4.87 out of 5 average rating, 154 reviews

Mountian Views | Near Winter Park | Pets Stay Free

Situated in the stunning Fraser Valley, this mountain retreat has everything you need to rest and relax. Soak in the mountain views at the clubhouse hot tubs or curly up by the fireplace with a drink. Near Winter Park Resort and Rocky Mountain National with easy access to snowshoeing, Mtn biking, hiking, fishing, cross-country skiing and more! ✔ Two ♛ King Beds ✔Pets Stay Free ✔ Private Balcony ✔ Well Equipped Kitchen ✔ Fireplace ✔ High-Speed Wi-Fi ✔ Clubhouse Access Book your stay today!

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, 101 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.

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.

4.79 out of 5 average rating, 134 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.

4.78 out of 5 average rating, 282 reviews

A sign indicating the various snow depth measurements at Winter Park is partially buried in snow, with visible markers at six-inch intervals up to 18 inches. The forest backdrop is lined with snow-covered trees, creating a peaceful winter scene.

Condo in Winter Park

Michael’s Dream Condo #15 Winter Park

Located in Downtown WP, Condo 15, top floor, awesome views, in Hi Country Haus Condominiums, Lic#009357. Check out WP resort website for exciting improvements. World class skiing, biking, hike, fish, restaurants, shops, breweries, Hideway Park (sledding hill, Concerts, skateboard). WALK TO Fireside Grocery Market, Foundry Movies/Bowling/Pizza, Grand Park Rec Center and more. HCH has exclusive Rec center. WP RESORTS FREE BUS, pick up across our parking lot.

4.97 out of 5 average rating, 477 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.

4.88 out of 5 average rating, 152 reviews

A studio layout is presented, featuring a spacious bed with neutral bedding. A bunk bed is positioned nearby, and a set of skis is mounted on the wall. Two windows allow natural light to fill the space, complemented by a comfortable seating area with armchairs.

Condo in Winter Park

Studio Condo in the Heart of Winter Park! lic#9602

You're steps from terrific shops, bars, and restaurants. Right outside the condo is the free bus stop to world-class skiing at Winter Park. It is a 3-minute bus ride and frequents every 15 minutes in the winter. Free covered parking is included on a first-come basis. All new kitchen appliances installed in February 2024! Note: There's no A/C in the unit, but there is an evaporative cooler to help keep the unit cool in summer.

4.85 out of 5 average rating, 479 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

Welcome to our Granby Ranch condo! Great access to skiing, hiking, biking, fishing and golf. Guests also have access to the outdoor pool and hot tub at the base of the ski mountain (small fee required)as well as a free tub in our complex. Unit has a master bedroom with a queen sized bed. FYI-I don’t accept any reservation requests without confirming the cleaning arrangements first. Our STR permit # is 006840.

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.

4.95 out of 5 average rating, 133 reviews

Calm vibes and a great view at the Alpen Rose

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 great front range & ski area 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.

4.92 out of 5 average rating, 672 reviews

Guest suite in Fraser

Winter has arrived!

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!

4.92 out of 5 average rating, 229 reviews

A modern mountain chalet is nestled among snow-covered trees, showcasing its striking dark exterior against the winter landscape. The property is elevated on a hillside, offering panoramic views, while a winding driveway leads up to the home.

Cabin in Tabernash

Mountain Getaway - Hot Tub & Sauna. Dogs welcome!

Escape to our luxury Colorado mountain retreat with stunning Continental Divide views! Comfortably sleeps 8. Features a chef's kitchen, indoor 6-person hot tub & sauna, and a wood-burning fireplace. Family-friendly with a bunk room and crib. Just 15 mins to Winter Park Ski Resort & 30 mins to Rocky Mountain National Park. Perfect for adventure and relaxation.

Popular amenities for Winter Park pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 41 reviews

Red Wolf Lodge - Private Hot Tub - Mountain Views

4.83 out of 5 average rating, 146 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

4.94 out of 5 average rating, 111 reviews

A hot tub is positioned on a wooden deck, surrounded by tall trees typical of a mountainous landscape. The log cabin features green accents and large windows, providing a view of the serene forest. The deck extends around the cabin, inviting outdoor relaxation.

Home in Winter Park

Indulge | Majestic Views | Teepee | Hot Tub

4.98 out of 5 average rating, 227 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, 168 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

The house is set against a mountainous backdrop, featuring a mix of wood and stone exteriors. A spacious deck is accessible from the ground level, surrounded by greenery and wildflowers. Large windows provide natural light, and the overall design reflects a mountain aesthetic.

4.83 out of 5 average rating, 146 reviews

Large Stunning home, Hot Tub, Views & Close!

4.71 out of 5 average rating, 7 reviews

Summit Sanctuary @ MeadowRidge

5 out of 5 average rating, 20 reviews

Luxury Mountain Cabin-Views, Hot Tub-10 ppl

Pet-friendly home rentals with a pool

A spacious studio is depicted, featuring a comfortable sofa paired with a small round table. Large windows allow natural light to fill the space, while a cozy bed is positioned against a wall. A television is mounted opposite, enhancing the functional layout.

4.82 out of 5 average rating, 93 reviews

Studio Downtown Winter Park

4.91 out of 5 average rating, 160 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

4.85 out of 5 average rating, 343 reviews

A cozy king room features a king size bed adorned with a patterned blanket. Natural light streams in from windows beside a small dining table for two. Two stylish chairs complement the space, while a decorative wall art piece adds texture above the bed.

Condo in Granby

Walkout King Suite | Pet Friendly + Hot Tubs

An inviting living area features a mix of seating options, including a spacious couch and a rocking chair. A coffee table centers the space, while a kitchen bar with stools offers additional seating. Decorative artwork and a guitar adorn the walls, contributing to a cozy ambiance.

4.83 out of 5 average rating, 119 reviews

Cozy Condo on the Fraser River

4.91 out of 5 average rating, 143 reviews

Tall Timbers of the Rockies

4.88 out of 5 average rating, 557 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.

Condo in Granby

Granby Mountain Retreat

4.95 out of 5 average rating, 122 reviews

A covered deck offers a scenic view of the Fraser River, framed by tall trees and distant mountains. Two green Adirondack chairs provide a cozy seating area, perfect for enjoying the serene surroundings.

Cottage in Granby

Shelton's Hideaway - Beautiful Mountain Life

4.95 out of 5 average rating, 168 reviews

Cabin in Granby

Charming 3BR Riverfront Cabin - Pet Friendly

Private, pet-friendly home rentals

4.92 out of 5 average rating, 12 reviews

Home in Winter Park

Chalet Apres | Amazing Location | Hot Tub & Sauna

5 out of 5 average rating, 90 reviews

NEW+ Ski Winter Park+ Hot Tub+ Garage+ Boot Dryer

4.9 out of 5 average rating, 69 reviews

3/3 mountain retreat, w/ W&D, near bus & clubhouse

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, 76 reviews

Trail Side Cabin with Mtn Views & Private Hot Tub

5 out of 5 average rating, 23 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.

Apartment in Fraser

Fraser Escape w/ private hot tub & personal garage

A cluster of condos is nestled in a snowy landscape, showcasing multiple balconies with wooden railings. The building's exterior is highlighted by its muted tones against a clear blue sky, while snow blankets the ground and clings to the edges of the structure.

5 out of 5 average rating, 39 reviews

Mountain Adventure Condo in Fraser!

The exterior of the condo building is illuminated by soft lighting, including blue decorative lights on the balcony. Snow blankets the ground, reflecting the gentle glow from the building. Tall evergreen trees frame the scene, adding to the winter ambiance.

5 out of 5 average rating, 36 reviews

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

The image captures a heated outdoor pool and hot tub set against a backdrop of mountains and cloudy skies. Several lounge chairs are positioned nearby for relaxation. A spacious deck surrounds the pool area, offering a tranquil setting for enjoying the scenic views.