Family-friendly holiday rentals in Fairplay

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

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

8 Acres | Treasure Hunt | Firepit | Aspen Trees

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

The Nook - Shipping Container w/ Hot Tub & Sauna

Nestled in the stunning Colorado mountains, our uniquely designed shipping container home offers an unparalleled escape from the everyday. This luxurious two-bedroom, one-bath retreat is a destination in itself, perfect for couples or small families seeking a getaway to unplug and rejuvenate. Enjoy a fully stocked kitchen, a firepit for cozy evenings, and breathtaking mountain views. Leave the hustle and bustle behind and immerse yourself in the serenity and beauty of this exceptional retreat.

25 mi to Breck | Stargazing Hot Tub | Wildlife

Free WiFi (Starlink) | Private Hot Tub | King Beds | Dog Friendly w/ Fee | Near Hiking & Fishing Soak in the hot tub under the stars, wake up to mountain views, and spend your days in Breckenridge, fishing, or hiking Colorado's best trails. This 3-bedroom cabin in Fairplay sleeps 6 and has everything your group needs to fully unwind. Big-screen TVs for movie nights, a fire pit for late evenings, and Mount Princeton Hot Springs just down the road. The kind of trip people talk about for years.

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

Sweet Mtn Cabin With Hot Tub and Picturesque Views

Enjoy this unique and tranquil Mountain Cabin getaway.Two bedroom two bath spacious oasis with 3 TVs and free wifi. If you are looking to unplug and enjoy the wilderness, look no further. 35 miles to Breckenridge, close to Boreas Pass, Kenosha Trailhead and Pass, Jefferson lake, and Taryall Reservoir. Minutes from the famous South Park where you can tour a restored mining town. Enjoy hiking, biking, skiing, ice skating, ice fishing, fishing, rafting, tubing, horse back riding and more.

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!

Secluded Dog Friendly Cabin w/ Hot Tub & Starlink

Year round hot tub and fenced in yard for dog safety. NO PET FEES. Located in a beautiful mountainous two acre wooded lot at 10,000 + ft. Just a 10 minute drive to FairPlay. Breckenridge is a scenic 23 mile drive to world class skiing and Epic Mountain Town shops and restaurants. Centrally located to many 14er peaks and hiking, rafting, mtn biking, gold medal fishing or just relaxing on the deck. Starlink WiFi with Netflix and other channels to sign into.

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.

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.

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.