Family-friendly holiday rentals in Fairplay

☆ 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.

Modern Comfort, Incredible Views, & Local Nature!

This private remote cabin is quiet & situated on 6 acres among pine & aspens, and is just steps from Ntl forest & a only short walk to fishing and hiking. The cabin is warm & nicely furnished & comfortable & clean & everything is modern and updated (wifi is 100Mb+). The patio and deck are wonderful for relaxing & watching the wildlife & sunsets. This cabin is perfect for all seasons: Summer for the outdoors and sunsets, Fall for leaves changing, Spring for green views, Winter for cozy days.

Delightful 2-Bed South Park Tiny Home with Deck

This tiny home away from home is sure to have everything you need whether you’re seeking the adventure or the tranquility of the mountains. The 312sq ft custom made home has a cozy but spacious floor plan and provides a large deck surrounded by Aspen trees and mountains. The home sits in the lovely town of Fairplay, CO and is minutes from its historic downtown. Fairplay is conveniently located near the many mountain activities you seek, including a 24-mile bus or car ride to Breckenridge!

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!

Aspen Haven - 25min to Breck, Pet Friendly!

*4WD/AWD REQUIRED DURING THE MONTHS OF NOV-APRIL This vacation rental is the ideal hub for Colorado's long list of all-season activities - conquer towering 14ers nearby, fish for trout in the 'Fishing Capital of Colorado', or ski at any of the 4 world-class resorts! Spend those in-between moments at this updated apartment featuring all of the comforts of home and breathtaking Rocky Mountain views. Just 25 minutes from Breckenridge, 10 minutes from Fairplay, 4 Minutes from Alma

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 our 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

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.

Cozy Family Cabin + 35min to Breck + Dogs Welcome

Relax with the whole family and of course the pups at this peaceful and well-appointed cabin. Offering three bedrooms with five beds capable of sleeping a large family and friends, the cabin was designed to cater to our guests' every need. New memory foam beds in each bedroom, a fully stocked kitchen meant for cooking and hosting coupled with a spectacular view of the Mosquito Range makes this the ideal place to spend time away from home.