Family-friendly vacation rentals in Fairplay

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

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

Tranquil 5 Star Cabin- King Beds -Walk to Fishing

Enjoy the tranquility of nature in this cozy log cabin, situated on a 2-acre lot with Aspen Trees. The cabin features 3 king-size beds and a spacious living area. The cabin is located at an altitude of about 10,000 ft, close to hiking trails and the national forest. This is a perfect place for nature lovers who want to escape the city and relax in a serene environment. Minimum age rental is 25 **The treehouse is currently closed for repairs and is not available for guest use.” STR# 25-0153

☆ Magical Tiny House ☆ Unique Alpine Gypsy Wagon

Are you looking for a truly unique and magical getaway? Come enjoy this fully equipped gypsy wagon in the spectacular Rocky Mountains! Inspired by traditional Vardo gypsy caravan, this custom SimBlissity tiny house will transport you to another time and place while providing all the modern comforts of home in a spectacular mountain setting. Located in the beautiful historic town of Fairplay, enjoy world-class skiing, hiking, hunting, fishing, kayaking, and gold-panning in the high Rockies!

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.

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

Treehouses | Treasure Hunt | 8 Acres | Firepit

✨ 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

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!

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!

Stargazing Net | Hot Tub | Air Conditioning

Welcome to The Tiny A-Frame, a BRAND NEW cozy getaway in Bailey, Colorado! This beautiful custom A-Frame sits just an hour west of Denver and makes for the perfect romantic getaway or relaxing trip for a small group of friends. Kick back underneath the stars in our star gazing net or soak it up in the wood barrel tub with scenic views of the mountains. Your peaceful getaway awaits! Park County Short Term Rental License: 23STR-00298

Dog-friendly Cabin+Hot Tub+35min to Breckenridge

Find your zen at Woody Creek Den by D|B Dens. ✨ Tucked away in the forest near Fairplay, this cozy retreat was made for slow mornings, ski days, hot tub nights, and reconnecting with the people you love most. Soak under the stars, spot roaming moose nearby, sip coffee surrounded by aspens and pine trees, and unwind in a thoughtfully curated cabin designed for true privacy and relaxation, just 24 miles from Breckenridge.

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! 30 minute drive to Breck. 2 sleeping lofts plus a queen size sofa sleeper.