Family-friendly holiday rentals in Fairplay

The log cabin is nestled among tall pine trees, showcasing a spacious wraparound deck leading to the entrance. Large windows allow natural light to illuminate the interior, while surrounding snow creates a serene winter landscape.

4.98 out of 5 average rating, 133 reviews

IDLEWILD: A High Mountain Log Cabin 🏔

Our traditional log cabin is perfect for a long weekend getaway. Built in 1994 and located in the Pike National Forest our cabin boasts amazing views. Best suited for 4 people. 25 miles to Breckenridge, footsteps away from hiking , and short drive from world class fly fishing this cabin is suited for every outdoor adventure or simply relaxing in front of the wood burning stove or on the wrap around deck. This cabin has cell/high speed internet service, which can be hard to come by in the area.

The spacious living area features a high, vaulted ceiling and large windows that offer abundant natural light and views of the outdoors. Comfortable seating arrangements are complemented by a stylish area rug and a modern fireplace, creating a welcoming ambiance for relaxation.

4.98 out of 5 average rating, 161 reviews

Modern Cabin w/ Epic Views, Arcade Games & Pets Ok

Introducing Cloud Eleven - A Cabin for Adventurers Expedition by day, luxury by night—Cloud Eleven is a high-altitude escape like no other. Perched at 11,000 feet with sweeping mountain views and the chance to spot moose wandering by, this remodeled cabin combines the thrill of the outdoors with cozy, modern comfort. Inside, the vibe is pure fun, from classic arcade games to inviting gathering spaces, while outside nature’s playground is just minutes away. It’s the perfect base for adventure see

A private sauna with a glass back is situated on a wooden deck, surrounded by snow-covered trees. Warm lighting highlights the sauna's interior, creating a cozy atmosphere. The exterior of the cabin is visible in the background, complemented by string lights adorning the trees.

4.98 out of 5 average rating, 104 reviews

High Mountain Hideaway • Family Fun • Near Hiking

Bristlecone Cabin is a perfect spot for families, couples, and friends to rest + recharge. • Comfort First ~ Remote, Not Too Rustic • Vacation Ready ~ Stocked w/ Everything Family Needs • 3 Queen Beds, 1 Twin, 2 Full Baths • Decadent Private Sauna with Glass Back • Nestled high in the trees at 11,120 ft in Valley of the Sun • Surrounded by 14r's + Colorado scenery • Lower Park County taxes (4.9%) vs 12.275% in Summit! • Fast Starlink WIFI • 23 mi to Breck ~ short trip to Ski/Hike/Bike

A wooden cabin is nestled among evergreen trees, surrounded by a snow-covered landscape. A garage is visible nearby, and a set of stairs leads up to the main entrance. Sunlight illuminates the scene, highlighting the peacefulness of the mountain setting.

4.96 out of 5 average rating, 247 reviews

~Arcade~King Beds~Hot Tub~Gnomes~2 Decks

Welcome to Base Camp...where all your mountain expeditions begin! ~Pet friendly home away from home ~30-45 minute scenic drive from historic Breckenridge (ski/shop til you drop) ~ 50 minutes from Buena Vista ~Copper, Arapahoe Basin, Keystone, and Loveland ski resorts are all w/in 60 minutes Whether you are hiking, biking, skiing, fishing or any of the hundreds of activities Colorado has to offer, Base Camp has everything you need to make your adventure a comfortable and memorable one!

4.96 out of 5 average rating, 113 reviews

modern winter retreat on 8 acres • spa bath •sleds

✨Timber Valley Lodge - the ultimate Cozy Colorado cabin in the Woods✨ 📍 Fairplay 7 Miles • Breckenridge 22 Miles 🌲 8 Private Acres: Secluded Forest with private Sledding Hills & Snowshoes 💫 Modern Comforts: Starlink WiFi • Stylish Furnishings • Updated Kitchen & Baths 🔥 Cozy Vibes: Wood-burning Fireplace & Stove • Outdoor Firepit • String Lights 🛋️ Family-Friendly: Toys • Games • Kid Gear • Nintendo Switch • Arcade • Cozy Corner 🌟 Custom Treasure Hunt • Treehouses 🐾 Pets Welcome

Superhost

The main living area features a dark futon, a wooden kitchen counter, and a shelf with kitchen essentials. Natural wood paneling adorns the walls, while sunlight streams through the large window. A small loft area with bedding is visible, enhancing the space's functionality.

Tiny home in Fairplay

4.92 out of 5 average rating, 284 reviews

Tiny House in Mountain Range ⌂ Helms Nest

Welcome to the "Helms Nest", our tiny home mountain getaway, perfect to come back to after a day of skiing or hiking (a short drive to several 14ers and ski resorts). It has a full kitchen, full bathroom with hot shower and flush toilet, and queen sized bed in the loft. We commonly hear that our space is bigger than imagined. It sleeps 2 very comfortably, and can fit up to 4 people total. You'll have access to all house amenities. Thanks for looking, and message us with any questions!

A spacious cabin is set amidst a snowy landscape, surrounded by tall trees. The architecture features multiple large windows, allowing natural light to fill the interiors. A wraparound deck enhances the outdoor living space, blending with the scenic, snowy backdrop.

4.96 out of 5 average rating, 162 reviews

Cozy Family Cabin w/ Hot Tub & Stunning Views!

Welcome to Lake Vista Lodge! Perched at 11,000 ft and just 23 miles from Breckenridge, this 3-bedroom, 2-bath cabin offers breathtaking, panoramic mountain views from two decks. Soak it all in from our brand-new hot tub or gather inside in two spacious living areas and a full kitchen. Perfect for skiing, hiking a 14er, rafting, or simply enjoying the outdoors, Lake Vista Lodge gives your family space to relax, reconnect, and make unforgettable memories surrounded by epic scenery.

The living room features a blend of rustic and cozy design elements, including a leather sofa and armchairs arranged around a coffee table. Large windows provide natural light, illuminating the wooden ceiling beams and logs. A Smart TV is positioned across from the seating area.

4.98 out of 5 average rating, 111 reviews

Meet me in the Rockies! Cute cabin 30min to Breck

Authentic cabin 30 min. to skiing via HWY 9. This 2 bed/1 bath cabin is pure cabin charm. Located in town and walkable to Fairplay shops/restaurants/grocery, 30 min. to Breck or Buena Vista and 90 min from Denver/Co. Springs. Park County has every outdoor activity you can think of in a peaceful setting surrounded by 14ers. Fully stocked kitchen. Gas fireplace. Reliable wifi. Flat yard. Easy access from Highway 9/285. Deck w/ mountain views, 5 min to nat'l forest. Dogs Allowed!

A bright living area features a large corner sectional sofa with decorative pillows and a warm accent throw. Large windows provide natural light and scenic views. A dining table with four chairs and patterned placemats complements the open-concept space, which includes a modern kitchen area.

4.89 out of 5 average rating, 108 reviews

Cozy Tiny cabin w/ in unit laundry, loft space

Escape the city life and enjoy a relaxing stay in our cozy tiny cabin! Tiny home living close to skiing and hiking without the high price tags of ski towns! - In-unit Washer & Dryer to care for your clothes after a long day of hiking or skiing Located within walking distance of the historic town of Fairplay, & only 30-40 minutes by car to world class skiing in Breck. Kenosha pass - 30 mins Buena Vista - 45 mins Copper mountain, A-basin, Frisco, Silverthorne ~ 1 hour

A wrap-around deck overlooks the expansive views of the mountains and trees. Simple outdoor furniture, including a rocking chair, complements the serene setting. The wooden railing enhances the rustic charm, while the clear blue sky adds to the peaceful ambiance of the space.

4.94 out of 5 average rating, 101 reviews

Harry’s Hygge Hut | Ski Bus to Breck

Perched on a hillside with breathtaking views of Colorado’s Mosquito Range, Harry’s Hygge Hut blends rustic Scandinavian charm with modern mountain comfort. Whether you seek adventure in the backcountry or a peaceful retreat, Harry’s offers it all. Enjoy world-class skiing in Breckenridge, plus hiking, fishing, rafting, 4x4 trails, and mountain biking—all nearby. Public buses leave regularly from nearby to Breckenridge year round. Now with fast Starlink internet!

4.96 out of 5 average rating, 167 reviews

Hot Tub & Firepit Under the Stars! 19 mi to Breck!

Nestled on 3 acres, surrounded by aspens & bristlecone pines. Mountain Views! Hot Tub! Rustic by theme, but w/ modern amenities you’ll appreciate on vacation. Fast Wifi! Great base camp for hiking, star gazing, skiing, snowshoeing, shopping and dining! Stream Disney+, Netflix, Max, Hulu, Amazon Prime! *PETS NOT ALLOWED ON FURNITURE OR BEDS: The $75 pet fee does not cover extra hair cleanup. Cleaner charges an extra $100 for extra hair removal.

4.96 out of 5 average rating, 105 reviews

A tiny house is nestled among trees, illuminated under a starry night sky. The Milky Way is prominently visible above the home, while large rocks and foliage surround the property, creating a serene outdoor environment.

Tiny home in Fairplay

Sunshine Cabin

Enjoy an adorable, and adventurous, European-designed TINY house. Located in a tranquil resort community, this light and bright home provides beautiful mountain views and incredible sunlight through and through. Enjoy your view of the Milky Way Galaxy far away from the city lights! Also available for seasonal housing at a significant discount (send a message for details). 30 minute drive to Breck. 2 sleeping lofts plus a queen size sofa sleeper.

Popular amenities for Fairplay family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 336 reviews

A red A-frame cabin is set against a backdrop of tall trees and lush greenery. The property is surrounded by vibrant foliage, with a small stream flowing nearby and a deck extending outward, providing a connection to the natural landscape.

Cabin in Alma

Creekside A-Frame with Hot Tub - 12 miles to Breck

The great room features a two-story stone fireplace surrounded by tall, floor-to-ceiling windows that reveal expansive mountain views. Cozy leather sofas are arranged around a central wooden coffee table, complemented by rustic decor elements and warm wooden finishes that enhance the inviting ambiance.

4.99 out of 5 average rating, 205 reviews

Beautiful Log Home -4 Master Suites! Fishing! Ski!

A spacious communal area features a large skylight, allowing natural light to fill the room. Comfortable seating arrangements, including multiple gray sofas and armchairs, surround a central coffee table on a vibrant red area rug.

4.91 out of 5 average rating, 634 reviews

Take a Break in Breck @ Stunning Ski In+Out Studio

The exterior of a mountain cabin is presented against a dramatic sunset sky. Large windows reflect the warm light, while a deck with seating overlooks the snow-covered landscape. The hot tub is positioned on the lower deck, surrounded by a spacious yard and mountain views.

4.94 out of 5 average rating, 414 reviews

Mountain Retreat at 10,000 feet with Hot Tub

The exterior of the log cabin is showcased at night, featuring large windows that illuminate the interior. A stone patio is visible, with seating arranged around a gas fire pit, surrounded by trees and natural landscaping.

4.98 out of 5 average rating, 140 reviews

Charming Log Cabin w/ Hot Tub • Pet Friendly

A welcoming living area features a leather sofa adorned with a textured throw, accompanied by a wooden coffee table. A comfortable armchair sits next to a lamp illuminating the space. In the background, a fully equipped kitchen is visible, adding to the room's inviting atmosphere.

4.92 out of 5 average rating, 208 reviews

Ski-in/ski-out 1bd condo, 5min walk to Main Street

The kitchen features wooden cabinetry and granite countertops, with modern stainless-steel appliances, including a refrigerator and oven. A breakfast bar with seating is set against a light blue wall, while natural light fills the space through a ceiling light fixture.

4.92 out of 5 average rating, 255 reviews

In Town - King Bed - Ski in - River/MTN View

4.95 out of 5 average rating, 186 reviews

A welcoming living area features a leather sofa and armchair, paired with a wooden coffee table. Large windows allow natural light to flood in, showcasing views of the surrounding mountains. A modern kitchen area is visible in the background, equipped with stainless steel appliances.

Apartment in Keystone

Modern Mountain Loft

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 193 reviews

Tranquil 5 Star Cabin- King Beds -Walk to Fishing

4.96 out of 5 average rating, 184 reviews

Home in Alma

Rocky Mountain Cedar Lodge and Sauna

4.99 out of 5 average rating, 153 reviews

A dome structure is nestled among tall grasses and trees, featuring a wrap-around deck. Two chairs are positioned on the deck, providing a view of the surrounding nature. The structure's large windows are visible, promoting natural light.

Dome in Como

Honeydome Hideaway

A hot tub filled with bubbling water is positioned on a deck, surrounded by a wooden fence and trees. The sky above displays a gradient of purples and blues, suggesting a serene sunset in the mountainous landscape.

4.9 out of 5 average rating, 132 reviews

Log Cabin at Moose Meadows

4.83 out of 5 average rating, 191 reviews

A cozy living area features large windows with wooden frames, allowing natural light to illuminate the space. A gray sectional sofa with decorative pillows faces a glass coffee table on a black and beige rug. An electric fireplace adds warmth, accompanied by a leather armchair in the corner.

Cabin in Park County

Peaceful Stay South of Breck | Hike, Raft, Fish

4.96 out of 5 average rating, 390 reviews

A bright room features a full-sized bed with a patterned comforter. Yellow door adds a pop of color, while natural light enters through the window. A mirror reflects the space, and a small shelf displays a kettle and decorative items.

Flat in Leadville

#10 Renovated Dog Friendly Cozy Room Leadville CO

The living area features a spacious sofa and an accent chair with a polka dot pattern. A wooden coffee table sits in front, accompanied by a dining table for four. A large window allows natural light, showcasing views of the outdoors, with a mounted television on the wall.

4.93 out of 5 average rating, 138 reviews

Ski-In Studio, Hot Tubs, Dog Friendly Ground Floor

4.98 out of 5 average rating, 102 reviews

A single-story cabin features a wooden exterior with large windows allowing natural light. A covered porch displays a picnic table and ample space for outdoor relaxation. Surrounding trees enhance the secluded atmosphere of the property.

Cabin in Como

'Bobcat Trail Cabin' on 3 Acres in Como!

Family-friendly home rentals with a pool

The image shows a multi-story building surrounded by lush greenery and a clear blue pool in the foreground. Lounge chairs and umbrellas in shades of red are arranged around the pool area, while the backdrop features mountains under a bright blue sky.

4.88 out of 5 average rating, 124 reviews

7667 | Gorgeous View - Ski-In/Out - 4 Season Pool!

The modern kitchen displays sleek white cabinetry paired with stainless steel appliances, including a microwave and refrigerator. Gray tiles cover the floor, providing a clean and functional workspace. Countertops with a subtle pattern are complemented by kitchen essentials and a bowl of green apples, adding a touch of freshness.

4.99 out of 5 average rating, 277 reviews

GORGEOUS REMODELED CONDO..Walk to Lift/Town/Trails

A modern living area features a cozy seating arrangement with a dark sectional sofa and a stone fireplace. Natural light enters through large windows, illuminating the space. A dining table with chairs is positioned beside a decorative wall art piece, enhancing the inviting atmosphere.

4.99 out of 5 average rating, 158 reviews

Breckenridge Bliss - Walk to Lift/Main St

A large mountain lodge is seen nestled among snow-covered trees, with ski slopes visible in the background. The structure features a combination of stone and wood, creating a harmonious look with its natural surroundings. A clear blue sky complements the winter scene.

4.97 out of 5 average rating, 109 reviews

Crystal Peak Lodge. Ski-In/Ski Out. Luxury Condo.

4.99 out of 5 average rating, 166 reviews

The living area features a comfortable gray sectional and a brown sofa, arranged around a modern fireplace. A large flat-screen TV is mounted above a wooden mantel. Natural light fills the space through two large windows, with a sliding glass door leading to a private balcony.

Apartment in Keystone

Modern Mountain Keystone Village Stay

4.92 out of 5 average rating, 129 reviews

A comfortable living area features a modern sofa paired with an accent chair. Large windows provide ample natural light and views of the surrounding area. A coffee table with two stacked surfaces complements the space, while a cozy fireplace adds warmth.

Apartment in Keystone

Remodeled Ski Condo-Slope Views-1000ft to Gondola

A cozy living area features a comfortable sofa and soft armchairs arranged around a wooden coffee table. A gas fireplace is positioned beneath a wall-mounted TV. Natural light fills the space through large windows with light drapes, enhancing the welcoming atmosphere.

4.92 out of 5 average rating, 332 reviews

Ski-in/Walk to Downtown, Parking, Amenities!