Pet-friendly holiday rentals in Winter Park

4.84 out of 5 average rating, 629 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 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, 148 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

A two-story cabin features a large deck with several Adirondack chairs, inviting relaxation. Surrounding nature includes grass and tall trees, creating a serene setting. The building is designed with blue siding and large windows, allowing natural light to fill the interior.

4.96 out of 5 average rating, 192 reviews

Tranquil 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.

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, 103 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.

4.98 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!

This 5-bedroom (4 bedrooms + loft), ranch is located in the Grand Elk community of Granby, CO. The home offers over 2600sf of contemporary mountain decor. The home was designed to maximize both indoor and outdoor living. Whether you're looking to ski/snowboard at Granby Ranch and/or Winter Park, paddle-board at Grand Lake, golf at Grand Elk, or if you're just seeking a relaxing weekend away with friends and family, we're confident your stay will be one to remember. Permit #004096

4.91 out of 5 average rating, 231 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 travel crib. Just 15 mins to Winter Park Ski Resort & 30 mins to Rocky Mountain National Park. Perfect for adventure and relaxation. We love dogs and they’re welcome in our home! Please make sure to add them to the booking so we know they’re coming.

4.86 out of 5 average rating, 262 reviews

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.

Home in Winter Park

Beautiful Rustic Home, 4 BDR+ Bonus Room!

This beautiful mountain home is centrally located in the Fraser Valley. It is luxury in a rustic mountain setting. The home is situated on a large, wooded lot giving you the peace and tranquility you are looking for in a mountain getaway. Yet, the home is just minutes away from world class downhill skiing, cross country skiing, snowmobiling, and many other mountain recreational activities. Summer activities offer hiking, mountain biking, rafting, golf, fishing, boating, and more!

A spacious living room is highlighted by large floor-to-ceiling windows that frame expansive mountain views. A cozy mid-century sectional sofa is positioned on a light-colored area rug, with natural light enhancing the inviting atmosphere. A glimpse of the kitchen is visible in the background.

4.97 out of 5 average rating, 115 reviews

Luxury Ski-In/Out | Ski to Winter Park Resort

Elevate your getaway in this cozy mountain condo, wrapped in mid-century charm and breathtaking views. Enjoy the mini Pub, snuggle up by the fireplace, or take in the mountain views. Sleep in luxurious comfort, and dine with a ski lift mural as your photo-worthy backdrop. Put a vintage record on, host a game night marathon, or soak in the infinity-style hot tub. The slope is located directly behind the building and you can walk or ski to the Winter Park Resort village center.

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).

4.97 out of 5 average rating, 481 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.

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.

4.88 out of 5 average rating, 154 reviews

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.

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.

4.96 out of 5 average rating, 134 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.

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

4.86 out of 5 average rating, 14 reviews

Home in Winter Park

Chalet Apres | Amazing Location | Hot Tub & Sauna

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

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

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.

4.99 out of 5 average rating, 87 reviews

New | Dog-Friendly Snowscape | Hot Tub

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, 74 reviews

Modern Mtn Retreat with Hot Tub

5 out of 5 average rating, 22 reviews

Luxury Mountain Cabin-Views, Hot Tub-10 ppl

Pet-friendly home rentals with a pool

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, 162 reviews

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

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.

4.85 out of 5 average rating, 483 reviews

Cozy 1 bedroom Granby Ranch condo

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, 121 reviews

Cozy Condo on the Fraser River

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.

4.88 out of 5 average rating, 560 reviews

Granby Mountain Retreat

4.81 out of 5 average rating, 374 reviews

Cozy Mountain Suite | Pet Friendly + Hot Tubs

4.95 out of 5 average rating, 168 reviews

Charming 3BR Riverfront Cabin - Pet Friendly

A modern kitchen area features wood cabinetry and stainless steel appliances, including a refrigerator and microwave. A dining table with two chairs is positioned nearby, complemented by a cozy gray armchair. The space is illuminated by ceiling lights, enhancing the inviting atmosphere.

4.82 out of 5 average rating, 530 reviews

Luxurious Mountain Condo

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, 328 reviews

Michael’s Dream Condo #16, Winter Park

Private, pet-friendly home rentals

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, 94 reviews

Studio Downtown Winter Park

4.83 out of 5 average rating, 6 reviews

A private balcony features two blue Adirondack chairs placed on a concrete surface. The surrounding railing offers a view of nearby trees and a colorful building facade in the background. The scene is complemented by a cloudy sky above.

Townhouse in Fraser

Summit Vista Villa- Ski Shuttle, Tubing, In Town

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 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.

4.86 out of 5 average rating, 35 reviews

WinterPark Abode : Ski*Sleeps8*Pet+*CommunalHotTub

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, 38 reviews

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

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.

4.97 out of 5 average rating, 62 reviews

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

4.93 out of 5 average rating, 72 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.

Condo in Fraser

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