Pet-friendly holiday rentals in Winter Park

4.93 out of 5 average rating, 102 reviews

A spacious living area is showcased, featuring a comfortable couch and two accent chairs. Large windows provide views of the surrounding landscape. A wooden dining table with high-backed chairs and a media console with a television are also visible, creating an inviting atmosphere for relaxation.

Home in Tabernash

Serene Spa Retreat: Modern Home with Stunning View

Experience a remote, spa-like retreat at our recently renovated home with excellent reviews and breathtaking views. The house backs onto 180-degree views of the Arapahoe National Forest, visible from the hot tub. This high quality furnished, solar-powered residence is perfect for a long weekend or an extended stay. In a local mountain neighborhood, enjoy cross-country skiing, and hiking from the front door. Relax in the private 6-person sauna. Book now to immerse yourself in this serene getaway.

4.93 out of 5 average rating, 207 reviews

The exterior of a spacious mountain home is framed by tall pine trees and blooming wildflowers. Large windows and a welcoming deck area are visible, suggesting an inviting atmosphere for outdoor relaxation. The building showcases a traditional design with a warm wood aesthetic.

Cabin in Granby

Private Luxury Mountain Log Home with Hot Tub

Private luxury mountain home on 3 acres! Amazing Mountain View’s and only 2 miles off hwy 40 and 9 minutes to Granby Ranch- 20 minutes to Winter Park- Amazing ski or mountain getaway for up to 4 families. Large deck with large hot tub. 2 master suites with king beds and en-suite bathrooms. 3rd bedroom sleeps a family of three with a queen bed and single twin bunk. 4th bedroom/Huge family/ teen room with 5 queen beds built into the wall with bathroom. A true CO Retreat in a great location.

4.84 out of 5 average rating, 659 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 private balcony features a round table surrounded by four wicker chairs, offering expansive views of the Fraser Valley and mountains. Sunlight illuminates the area, and the nearby river reflects the clear sky.

4.98 out of 5 average rating, 337 reviews

View • Fireplace • Hot Tub • Sauna • Pool

Welcome to our favorite place in the mountains We've been sharing our family getaway with guests for years; there's nothing we love more than hearing that someone watched the sunrise with a cup of coffee on the deck, came back from skiing to relax by the fireplace, or spent the evening laughing around the table together We hope you'll feel right at home here And yes...we're dog people🐾 We know vacations are better when the whole family comes along, so well-behaved dogs are warmly welcomed

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, 163 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!

4.91 out of 5 average rating, 188 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

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).

4.87 out of 5 average rating, 119 reviews

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.

Condo in Winter Park

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.

4.97 out of 5 average rating, 507 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, 135 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, 184 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, 128 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).

4.91 out of 5 average rating, 262 reviews

The modern kitchen features a large wooden dining table surrounded by white chairs, with panoramic windows offering expansive views of the mountains and forest. A sleek black appliance suite, including an oven and coffee maker, complements the space, while natural light fills the room.

Cabin in Tabernash

Mountain Getaway - Sauna, Dogs welcome!

Escape to our luxury Colorado mountain retreat with stunning Continental Divide views! Comfortably sleeps 8. Features a chef's kitchen, sauna, and 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 in summer months. 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.

Popular amenities for Winter Park pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.95 out of 5 average rating, 145 reviews

Home in Fraser

Downtown Luxury Home w/ Private Sauna & Bicycles

4.93 out of 5 average rating, 192 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

4.98 out of 5 average rating, 107 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, 133 reviews

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.

Home in Tabernash

3BR|Mountain Home|Dog Friendly|Hot Tub

4.82 out of 5 average rating, 160 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

4.87 out of 5 average rating, 277 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!

4.98 out of 5 average rating, 246 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!

4.94 out of 5 average rating, 122 reviews

Home in Fraser

Peaceful Mountain Retreat & Clubhouse Access

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.

4.83 out of 5 average rating, 102 reviews

Studio Downtown Winter Park

4.85 out of 5 average rating, 358 reviews

Condo in Granby

Mountain King Getaway | Pool + Hot Tubs | Granby

4.98 out of 5 average rating, 158 reviews

The exterior of a modern mountain home features a combination of dark wood and stone accents. The design includes a spacious front porch with seating, large windows, and a two-car garage, all set against a backdrop of rolling hills.

Chalet in Granby

Lone Eagle Luxe Mtn Home- Hot Tub + Gym/Peloton

4.9 out of 5 average rating, 148 reviews

Tall Timbers of the Rockies

4.85 out of 5 average rating, 529 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

4.88 out of 5 average rating, 576 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

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.

4.88 out of 5 average rating, 170 reviews

Mountian Views | Near Winter Park | Pets Stay Free

4.99 out of 5 average rating, 143 reviews

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.

Condo in Winter Park

The Adventure Loft-modern luxury in Winter Park!

Private, pet-friendly home rentals

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, 140 reviews

Calm vibes and a great view at the Alpen Rose

4.98 out of 5 average rating, 126 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 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, 139 reviews

The Alpen Rose- Cozy cabin feel w/amazing Views

4.83 out of 5 average rating, 212 reviews

Aspen grove apartment

A private hot tub is set against a backdrop of snow-covered grounds and mountains. Rolled towels are neatly placed beside the tub. Scenic views of the outdoors are framed by a covered patio structure, adding to the tranquil atmosphere.

5.0 out of 5 average rating, 102 reviews

NEW+ Mountain Views + Hot Tub+ Garage+ Coffee bar

4.76 out of 5 average rating, 25 reviews

Home in Winter Park

Chalet Apres | Amazing Location | Hot Tub & Sauna

5.0 out of 5 average rating, 8 reviews

A group of triangular-shaped A-frame cabins is nestled among tall pine trees in a snowy landscape. The cabins feature striking angled roofs and natural wooden exteriors, blending harmoniously with the serene winter environment.

Cabin in Winter Park

River Cabin