House holiday rentals in Fairplay

4.98 out of 5 average rating, 170 reviews

Stop Searching. THIS IS IT ~ Adventure Awaits you!

Scrolling for the perfect Private, Mountain Retreat? Mountain views, abundant wildlife, changing fall colors, and winter skiing nearby. Soak in the private hot tub under a sky filled with stars. Expansive deck with grill, stocked kitchen, wood burning fireplace, and king beds. Experience the Treehouse‑like primary suite with floor‑to‑ceiling windows + bunk bed Minutes to town, 45 minutes to Breckenridge. Hike, bike, 4x4, National Forest trails just yards away, stocked fishing ponds.🌲🏔️🌟

LocationValueHiking

Superhost

4.81 out of 5 average rating, 208 reviews

Winters Gold in Alma: Big Views, 15 Mi to Breck

Close to Hiking Trails | Built in 2017 Elevate your next escape to the Rocky Mountains at this luxury vacation rental situated in Alma, Colorado. Boasting more than 1,000 sq ft of living space, custom furniture, and stunning views through the wall of windows, this property is sure to impress. When you're not relaxing with all the comforts of home, endless outdoor adventure awaits in nearby Breckenridge, Keystone, Vail, and more! An AWD vehicle is recommended, especially in the winter months.

LocationValueKitchen

5 out of 5 average rating, 118 reviews

Wildflower Cabin-Hot Tub, 5 Acres, Fireplace

Private 2BR/2BA w/wood-burning fireplace, hot tub, steam shower on 5 secluded acres near Breckenridge! Soak together in the hot tub under Colorado stars, warm up by the wood-burning fireplace, and unwind in the steam room. Wildflowers galore and mix of aspen and pine. Six 14ers outside the door, rafting, hiking, fishing are near your cabin! Trails, hammock, tire swing, horseshoes, cornhole & ski chair swing for the perfect mountain getaway 16 mi from Breckenridge. STR License #0007-2026

FamilyLocationSleep quality

An open-concept living area is showcased with a high wooden ceiling and large windows providing ample natural light. A spacious sectional sofa is arranged around a circular coffee table, while a dining area with a dark wooden table is positioned nearby, creating a comfortable gathering space.

4.88 out of 5 average rating, 187 reviews

Private Fairplay Home, Hot tub. 30 min to Breck

Cozy and warm Cabin in Fairplay, 30 minutes to the lifts in Breckenridge. Quiet & peaceful! Right in the middle of nature, surrounded by Aspens & Evergreens & stars. Starlink Wifi. Private trees lot, Hot Tub, hikes & disc golf in season. The town of Fairplay offers some shopping & a few good food options. Fly fishing capitol of Colorado, White Water rafting & Mt Princeton hot springs within an hour. 4WD trails, hiking & biking. Peaceful getaway w/ Friends & Family Park CO# STR-0036-2026

ValueFamilyBiking

5 out of 5 average rating, 269 reviews

Home in Divide

Private Luxury Spa Retreat: Hot Tub, Sauna & Views

Welcome to your romantic and luxurious mountain retreat at Eagle Ridge! The Living Room is a stunning 1400 sf newly renovated home situated in a gated 43-acre property with stunning views of Pikes Peak and exclusive use of the huge 6 seat hot tub and custom-built sauna. With a large 1200 sf patio and access to walking trails on this private property, this space has everything you need for a peaceful and rejuvenating vacation retreat -- a hotel penthouse experience on ground level!

LocationValueOutdoor spaces

A spacious wooden deck features multiple black lounge chairs arranged to enjoy expansive views of surrounding trees and mountains. Large glass windows reflect natural light, enhancing the cabin's inviting exterior. A shaded dining area is visible, ideal for outdoor meals.

4.89 out of 5 average rating, 139 reviews

26-0114 Fairplay Home: Mtn View, Deck & Grill

Family Friendly | Gas Fireplaces | 4-Acre Yard | 24 Mi to Breckenridge Ski Resort If you're looking for a luxurious group getaway, your search ends with this stunning 4-bedroom, 3-bath vacation rental. Nestled near hiking and biking trails – under 30 miles from Breckenridge – this Fairplay cabin will let you enjoy all that nature has to offer. After days on the mountain, relax in the spacious interior, play a game of pool, or revel in remarkable views from the expansive deck!

ValueFamilyComfort

4.94 out of 5 average rating, 125 reviews

Private Mountain Views Retreat! EV charging option

🏔️ Rocky Mountain 14’er views ☀️❄️ Enjoy all seasons in nature 🌲 Peaceful and private house on an acre 🦌 Look for wildlife visiting often 🦦 Relax out on the deck surround while listening to the creek 🍔🍺 Quick drive to town for anything you want or need in Fairplay 🚙 25 scenic miles to Breckenridge 🔋EV charger available for vehicle 📌POLICY: to book, the booking guest must have a positive review through Airbnb. This is our only way to “screen” guest responsibility.

LocationFamilyHeating

4.92 out of 5 average rating, 133 reviews

An outdoor deck is featured, surrounded by towering pine trees and illuminated by warm string lights. A circular fire pit with a dancing flame sits at the center, accompanied by four Adirondack chairs. A grill is positioned in the background, ready for outdoor cooking.

Home in Bailey

The Hideaway | Hot Tub + Theater Room + Firepit

Looking for the perfect spot for a girls' trip, family vacation, or cozy getaway? 🤩 This modern mountain retreat is packed with stunning views, luxurious amenities, and endless entertainment—all just 40 minutes from Red Rocks & under an hour from Denver! 🏔️ 🌄 Breathtaking Mountain Views | 💦 8-Person Hot Tub | 🎥 80” Movie Theater w/ Reclining Sofas | 🎱 Game Room | 🍫 S’mores Bar | 🍷 Outdoor Cocktail Cabin | 🔥 Cozy Wood-Burning Fireplace + 🪵 Firewood Provided

FamilyValueQuiet

4.96 out of 5 average rating, 210 reviews

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). 25-0448

ValueLocationHospitality

4.99 out of 5 average rating, 201 reviews

A spacious living area features a comfortable grey sofa set facing a stone fireplace. Natural light filters in through large windows, illuminating the wood-beamed ceiling. The open layout connects to a fully equipped kitchen and dining area, providing a welcoming space for relaxation.

Home in Breckenridge

Spacious Alpine Haven - Main Floor Master - W/ Hot tub

A 4 bedroom home nestled amongst the trees. Spacious floor plan w/ wood burning fireplace. Fully equipped kitchen, furnished w/ stainless steel appliances, & Keurig coffee maker. Gather around the dining table, or take it outside to the wrap around deck w/ bbq grill + Hot tub. Main floor master with cozy king size bed and jacuzzi with private access to deck. Garage access along with washer/dryer. 10min from amenities of Breckenridge.

LocationValueAir conditioning

The cabin, constructed from natural wood, is surrounded by vibrant greenery and features a spacious deck. Large windows reveal stunning mountain views against a backdrop of a clear blue sky with scattered clouds. It is nestled amidst towering evergreens and aspens.

4.88 out of 5 average rating, 126 reviews

Cozy Cabin in the Heart of the Mountains!

Relax in the heart of the rocky mountains. This cozy cabin is nestled in the woods at 10,700 feet. Enjoy the views and warm morning sun on the deck or cozy up next to the wood burning stove and watch the snow fall. Lots of beautiful scenery to hike; including 4 fourteeners. Located 13 miles south of Breckenridge. We are surrounded by world class skiing, hiking, climbing, mountain biking, white water rafting, off road jeepin', and fly fishing.

LocationFamilyBathroom