Family-friendly vacation rentals in Fairplay

8 Acres | Treehouses | Firepit | Treasure Hunt

✨ 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, hammock 🛋️ Family-ready: games, toys, kid gear, Switch, arcade, cozy nook 🌟 Fun Extras: treehouses & treasure hunt

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

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

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!

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.

Creekside Como cabin, offgrid, with amazing views!

Secluded, well-appointed cabin right on Tarryall Creek, with wifi, more than 5 acres of solitude, and 360-degree mountain views. This is my dream place to escape, unwind, and listen to the creek. It's remote and quiet, but accessible year-round: 2 hours from DIA, 1.5 hours from downtown Denver, and 50-mins from Breckenridge. Large kitchen (w/ fridge and antique stove), barnwood accents, huge 400sf deck, and historic decor from Como's gold rush. Dogs welcome, too.

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!

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).

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

Peaceful Stay South of Breck | Hike, Raft, Fish

Relax with the whole family at 9,950 ft in South Park City! This quiet cabin in Fairplay is just 21 miles from Breckenridge and makes for the perfect mountain getaway. Enjoy easy access to the Colorado Rockies and nearby spots: Breckenridge & Kenosha Pass (30 min) Buena Vista (45 min), and Frisco, Dillon, Keystone, A-Basin, Copper Mountain (1 hr). Close to hiking, biking, fishing, rafting, skiing, snowboarding & more!

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.

☆ Luxurious Tiny House ☆ Rocky Mountain Getaway

Gorgeous top-of-the-line Tumbleweed Tiny Home located in scenic and bustling Fairplay, CO (of South Park tv show fame!) is awaiting you for your next mountain getaway! Contains both a loft and a bedroom, so you can bring the whole family or friends, for a cozy mountain getaway! - Enjoy world-class hiking, hunting, fishing, and gold-panning. - 30 min.from Breckenridge ski resort - 40 min. from Buena Vista