Holiday 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

60s A-Frame w/ Modern Suite, Alma, 15 mi to Breck

"Moonrise Cabin" is a vintage 60s Colorado A-frame Cabin plus added modern primary suite with stunning views in the perfect all-season location of Alma, CO just 20 min to Breckenridge. Enjoy access to world-class hiking, fishing, hunting, mountain biking, and skiing & snowboarding while staying in a quiet, secluded setting. Or stay in and enjoy the warmth of the original wood stove and gorgeous views. However you enjoy it, this cabin is the perfect getaway for a memorable mountain experience.

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.

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.

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.

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!

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.

Rocky Mountain Cedar Lodge and Sauna

The Cedar Lodge is surrounded by jumbo windows granting you unobstructed views of the Rockies on a 7-acre lot. Embrace the winter with an outdoor sauna and take in the majestic views There is easy access (very important during winter) to highway 9 with only 300 feet of a well-maintained dirt road with backdoor access to Breckenridge (26 minutes). There is high-speed internet and a full bar LTE connection (which is a rarity in this area).

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.

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.

Pikes Peak Views | Secluded Couples Cabin

Wake up to Pikes Peak at 6 a.m. from your king bed, then take your coffee to the deck and watch the light hit the Rockies. Black Wolf is a private couples cabin in Fairplay, 30 minutes from Breckenridge, surrounded by pines. Spend your days hiking or exploring. End them with wine by the fire pit under a sky full of stars. When you pass through the Time Out gate, the mountains take over.