Family-friendly holiday rentals in Fairplay

A spacious mountain home is set against a snowy landscape, featuring a wraparound deck that invites outdoor enjoyment. The structure showcases large windows and a sloped roof, surrounded by tall pine trees and open grassland. The backdrop reveals clear blue skies.

4.94 out of 5 average rating, 132 reviews

Chic 5bedroom 4.5bath Secluded Mountain Cabin

Our perfectly situated Mt. Home is located at the end of a private cul-de-sac & surrounded by 6 acres of aspens and pines. Floor to ceiling windows host the most picturesque views of the majestic Mosquito Range. 5 bedrooms w/4.5 baths and amazing decks to enjoy those starry nights. Modern amenities include Starlink internet, large living room, 65 Inch Smart TV with Bose sound bar, Apple TV and Sling subscription, a modern fully functional kitchen. Wrap around deck and 30 minutes to Breckenridge.

A spacious cedar hot tub is positioned on a wooden deck, overlooking expansive green fields and distant mountains. Two red chairs accompany the hot tub, providing a place to relax while enjoying the scenic views under a clear blue sky and bright sunlight.

5 out of 5 average rating, 102 reviews

Rustic Modern Luxury Cabin Hot Tub and Pets!

Come relax just out of town but miles away from everything. With a luxurious cedar tub, wood burning fireplace, record player, and WiFi, you can disconnect and relax while still being just minutes from everything you need. Just 10 minutes from Fairplay restaurants and other amenities and 45 minutes from Breckenridge for world class skiing and shopping. Pet friendly and private the Redhill Haven provides a mix of luxury and rustic charm in a private home with amazing views! 4WD required in winter

The wooden staircase showcases rustic log railings and a sturdy, natural finish. Sunlight filters through a nearby window, illuminating the warm tones of the wood and the inviting ambiance of the cabin.

4.92 out of 5 average rating, 332 reviews

Big Log Home! Ski Breck/Sled/Hike & 10 min to dine

Charming big cabin nestled on private 3-acre forest! Follow us on Insta gram 💰for -$40 off! Local, small business | CO Native! | 535+ 5-Star 🎖️Airbnb Superhost & Community Leader! ✔️10 min to cafes, restaurants, Brewery, Distillery, museum, grocery 🛒, boutique shopping. 🎿 35min to Breckenridge! ⚽️New Foosball Table ✺ 55” Roku HD Smart TV ✺ Fast WiFi 🛜 ✺ Big deck w/cozy sofas ✺ Weber Grill ✺ Treehouse, big swing! ✺ Pets ok🦮! ✺ Pack-n-Play ✺ 🔥Fireplace ✺ 45 min ⭆ Mt Princeton Hot Spring

The modern mountain cabin is surrounded by tall pines, featuring a spacious wraparound deck. Large windows allow natural light to illuminate the exterior. Outdoor seating arrangements, including chairs, are positioned invitingly on the deck, providing a serene view of the surrounding landscape.

4.98 out of 5 average rating, 111 reviews

Spacious Mountain Cabin Fairplay/Breckenridge

Enjoy the splendor of Colorado in this spacious, modern mountain cabin on 2.5 acres. Set in tall pines and aspens with view of Sheep Mt. and surrounding peaks. Large windows and decks enhance the panoramic scenery day and night. Well equipped kitchen and laundry. All bedrooms have ensuite baths. Primary suite has king bed, gas fireplace and private deck. Unlimited WIFI internet access with 3 Smart TVs. Close to World Class hiking, fishing and skiing. Perfect getaway year-round by primary roads.

4.93 out of 5 average rating, 525 reviews

Hot Tub, Aspen Meadow, Fireplace, Starlink WiFi

Escape to our cozy Colorado A-Frame cabin on 1.25 acres, nestled in an aspen grove. Relax on the deck, soak in the hot tub, and enjoy fast Starlink internet. Conveniently located near outdoor activities and just 10 mins to Fairplay & 45 mins to Breck & BV. Our cabin offers a full kitchen, fireplace stove, private bedroom with queen bed & loft with queen bed. Explore our secluded property, hike or fish in community ponds. Winter snow ready with plowed roads. Dog-friendly ($10/day), no smoking.

4.76 out of 5 average rating, 152 reviews

The tiny home features a contemporary design, with a combination of metal and wood siding. A front porch area with wooden steps leads to the main entrance. Surrounding trees provide a natural backdrop, while the sky presents a mix of clouds and sunlight.

Tiny home in Fairplay

Tiny House Basecamp-Shuttle to Breckenridge!

Welcome to your ultimate basecamp for adventure in the Colorado Rockies! Tucked in the historic town of Fairplay, this tiny house offers everything you need for an escape. Just 30 minutes from Breckenridge or take the shuttle for $2. Adventure options abound: • World-class skiing and snowboarding at Breckenridge • Endless snowshoeing and hiking trails right outside town • Walkable fly-fishing, and off-roading, and 14er summits • Fairplay’s breweries, coffee shops, and general store close

A rustic log cabin features a welcoming porch with a wooden railing and a propane grill. The surface is surrounded by tall trees, with warm lights illuminating the windows, suggesting a cozy atmosphere inside. A few outdoor chairs are positioned for relaxation.

4.96 out of 5 average rating, 127 reviews

8 Acres | Firepit | Treasure Hunt | Treehouses

✨ Timber Valley Lodge — Cozy Luxury Cabin on 8 Private Acres ✨ ⭐ Guest-favorite with glowing reviews for comfort, cleanliness & communication 📍 Fairplay 7 mi • Breckenridge 22 mi 🌲 Secluded forest, private trails, tree swing 💫 Elevated comfort: Starlink WiFi, designer furnishings, updated kitchen & baths 🔥 Cozy ambiance: wood fireplace & stove, outdoor firepit, string lights 🛋️ Family-ready: games, toys, kid gear, Switch, arcade, cozy nook 🌟 Fun Extras: treehouses & treasure hunt

4.92 out of 5 average rating, 292 reviews

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

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!

The cabin features a multi-level design with extensive wraparound decks, surrounded by tall pine trees. Large windows provide natural light, and the peaked roof adds character. A rustic feel is enhanced by logs and stones in the foreground.

4.98 out of 5 average rating, 130 reviews

Royal Roost Moose/Elk Lodge-Fairplay Breckenridge

A beautiful 3 bed, 2 full bath cabin, with double wraparound decks with gorgeous mountain views amid an expansive pine forest. Only 30 minutes from Breckenridge, close to skiing, fishing, hiking, boating and tons more. See moose, elk and deer; and at night, the stars will take your breath away. Sleeps 6 in beds. Pack n Play. 2 TVs for using Netfilxs/DVDs. Nice wood burning fireplace, ping pong/pool table, games and puzzles. Washer/dryer. We have all you need for a nice stay!

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, 103 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!

4.95 out of 5 average rating, 114 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.

An aerial view of a modern cabin surrounded by open fields and distant mountains. The cabin features a green metal roof and large windows that reflect the surrounding landscape. Sparse trees and grasslands create a sense of tranquility in the natural setting.

4.98 out of 5 average rating, 152 reviews

The Nest:Updated Private Mountain Cabin on 2 Acres

Looking for a place of peace to rest and relax? Less than 10 minutes from downtown Fairplay and only 40 minutes from Breckenridge, you’ll find this gorgeous updated cabin with stunning views! Located in the safe, gated community of Warm Springs Ranch, the home backs up to national forest land. Enjoy hiking trails right out your front door and an open layout that is perfect for building a fire and sharing a meal with friends or family.

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, 347 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, 207 reviews

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

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, 172 reviews

Cozy Family Cabin w/ Hot Tub & Stunning Views!

Shipping container in Jefferson

4.93 out of 5 average rating, 107 reviews

The Nook - Shipping Container w/ Hot Tub & Sauna

4.9 out of 5 average rating, 115 reviews

Home in Alma

3BR+Loft Modern Mountain Retreat w/Hot Tub

4.99 out of 5 average rating, 183 reviews

A stunning treehouse structure is elevated on stilts, surrounded by lush greenery. Floor-to-ceiling windows offer expansive views of the mountains and valleys. The warm glow from outdoor lights adds ambiance at dusk, highlighting the inviting terraces and scenic backdrop.

Treehouse in Bailey

Luxury Treehouse + Glamping Tent - Views for Miles

4.98 out of 5 average rating, 121 reviews

A modern A-frame cabin is nestled in a snowy landscape, showcasing a spacious deck and a luxurious hot tub. Nearby, a geodesic dome offers a unique stargazing experience. The backdrop features a starry sky, enhancing the serene mountain setting.

Cabin in Florissant

Modern A-Frame w/ Hot Tub + Stargazing Dome

4.98 out of 5 average rating, 165 reviews

A spacious wooden house blends harmoniously with its forested surroundings. Large windows reflect natural light, and an inviting deck features seating areas overlooking the terrain. A gravel driveway leads up to the entrance, surrounded by trees and greenery.

Home in Blue River

Breck Wilderness Escape(Hot Tub/Game Room/Theater)

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 185 reviews

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

4.95 out of 5 average rating, 721 reviews

A secluded cabin is nestled among trees with expansive mountain views in the background. Green grassy areas surround the cabin, dotted with pine trees. Snow-capped peaks rise in the distance under a bright blue sky, creating a tranquil outdoor setting.

Cabin in Como

Creekside Como cabin, offgrid, with amazing views!

4.99 out of 5 average rating, 230 reviews

A rustic cabin is set against a backdrop of tall pine trees. A wooden deck displays neatly stacked firewood. A weathered barrel sits on an expansive grassy area, while a gentle stream flows nearby, surrounded by smooth stones and natural landscaping.

Cabin in Blue River

Cozy Creekside Cabin on 1 acre & minutes to Breck

4.98 out of 5 average rating, 126 reviews

Home in Hartsel

Hot Tub★Stunning Mountain View★Pet Friendly★Garage

4.93 out of 5 average rating, 125 reviews

The A-frame cabin is surrounded by snow-covered ground, with warm lights illuminating its entrance. The front porch features a small seating area and is framed by tall trees. A noticeable red door stands out against the pale wood exterior, creating a welcoming focal point.

Cabin in Blue River

A frame Ski Cabin. Four Miles from Breckenridge.

5 out of 5 average rating, 141 reviews

Cabin in Grant

Hygge Chalet w Private Trail, Sauna and EV Charger

Superhost

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.

Place to stay in Fairplay

4.89 out of 5 average rating, 111 reviews

Cozy Tiny Retreat: Private Washer/Dryer + Starlink

5 out of 5 average rating, 38 reviews

family/pet friendly w/ sauna!

Family-friendly home rentals with a pool

Apartment in Breckenridge

4.99 out of 5 average rating, 380 reviews

Walk to Hiking, Town, & Lifts | 4 Hot Tubs & Pool

4.96 out of 5 average rating, 173 reviews

Apartment in Dillon

Cozy Boho Retreat w/ Views of Mountain + Lake

4.99 out of 5 average rating, 230 reviews

Two turquoise adirondack chairs are positioned on a concrete patio, overlooking a lush green lawn and the serene waters of Lake Dillon. The backdrop features rolling hills and mountains under a bright blue sky dotted with fluffy white clouds.

Apartment in Dillon

Adventure Awaits! Lake & Mtn View Getaway 2bd 2bth

4.97 out of 5 average rating, 130 reviews

A spacious living area features large windows offering scenic views. A modern stone fireplace is complemented by a wooden accent wall. Comfortable seating, colorful cushions, and a central coffee table create an inviting space. Decorative items and artwork add character to the room.

Apartment in Wildernest

The Modern Moose at Buffalo Ridge

4.92 out of 5 average rating, 204 reviews

A spacious living area features large windows that allow natural light to fill the room. A flat-screen TV is mounted above a wooden mantle, with a cozy fireplace below. Comfortable seating options include a sectional sofa and a lounge chair, complemented by a wooden coffee table.

Apartment in Keystone

Bright and Spacious Heart of Keystone Condo!

Cabin in Cascade-Chipita Park

A rustic log cabin is set against a backdrop of lush greenery, featuring a wrap-around deck adorned with vibrant flower pots. Sturdy wooden stairs lead to the entry, surrounded by natural stone accents and shaded by tall pine trees.

4.97 out of 5 average rating, 162 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

4.85 out of 5 average rating, 151 reviews

A serene winter landscape is captured with a vibrant sunset sky displaying hues of orange and purple. Snow blankets the ground, while a gentle stream flows nearby, bordered by rustic wooden seating. The chalet's warm exterior is visible, nestled among trees.

Chalet in Breckenridge

New chalet at waterfall. Good dogs welcome.