Family-friendly holiday rentals in Fairplay

A rustic log cabin features a welcoming porch with a wooden railing and a propane grill. The surface is surrounded by tall trees, with warm lights illuminating the windows, suggesting a cozy atmosphere inside. A few outdoor chairs are positioned for relaxation.

4.97 out of 5 average rating, 152 reviews

Cozy Getaway on 8 Acres | Firepit | 22 mi to Breck

✨ Timber Valley Lodge — Cozy Cabin on 8 Private Acres ✨ ⭐ Guest-favorite with glowing reviews for comfort, cleanliness & communication 📍 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 ❄️ Sledding and Snowshoeing 🛋️ Family-ready: games, toys, kid gear, Switch, arcade, 🌟 Fun Extras: treehouses & treasure hunt

A spacious mountain home is set against a snowy landscape, featuring a wraparound deck that invites outdoor enjoyment. The structure showcases large windows and a sloped roof, surrounded by tall pine trees and open grassland. The backdrop reveals clear blue skies.

4.93 out of 5 average rating, 145 reviews

Chic 5bedroom 4.5bath Secluded Mountain Cabin

Our perfectly situated Mt. Home is located at the end of a private cul-de-sac & surrounded by 6 acres of aspens and pines. Floor to ceiling windows host the most picturesque views of the majestic Mosquito Range. 5 bedrooms w/4.5 baths and amazing decks to enjoy those starry nights. Modern amenities include Starlink internet, large living room, 65 Inch Smart TV with Bose sound bar, Apple TV and Sling subscription, a modern fully functional kitchen. Wrap around deck and 30 minutes to Breckenridge.

The cabin is illuminated under a deep blue night sky, with warm light radiating from the porch and windows. Snow blankets the ground, and a line of evergreen trees stands in the background, enhancing the serene winter landscape.

4.99 out of 5 average rating, 186 reviews

*Alma Basecamp* - 25 minutes to Breck & MTN views!

Leave everyday stress behind & unwind at Alma Basecamp--centered in Colorado’s Rocky Mountain playground. The cabin sits at 10,000 ft & overlooks snow-capped views with a gorgeous aspen grove in back. It's the perfect basecamp for skiing (Breck 25 min. away), hiking, biking, fishing & any off-road adventure you could ask for. After a long day in the mountains, Alma Basecamp is where friends & family can kick back by the wood stove, enjoy a home cooked meal, & take in the views from every window!

The wooden staircase showcases rustic log railings and a sturdy, natural finish. Sunlight filters through a nearby window, illuminating the warm tones of the wood and the inviting ambiance of the cabin.

4.92 out of 5 average rating, 349 reviews

Big Log Home! Ski Breck/Sled/Hike & 10 min to dine

Charming big cabin nestled on private 3-acre forest! Follow us on Insta gram 💰for -$40 off! Local, small business | CO Native! | 535+ 5-Star 🎖️Airbnb Superhost & Community Leader! ✔️10 min to cafes, restaurants, Brewery, Distillery, museum, grocery 🛒, boutique shopping. 🎿 35min to Breckenridge! ⚽️New Foosball Table ✺ 55” Roku HD Smart TV ✺ Fast WiFi 🛜 ✺ Big deck w/cozy sofas ✺ Weber Grill ✺ Treehouse, big swing! ✺ Pets ok🦮! ✺ Pack-n-Play ✺ 🔥Fireplace ✺ 45 min ⭆ Mt Princeton Hot Spring

A charming A-frame cabin is set on a grassy plateau, showcasing a wraparound deck with wooden railings. The cabin features a sloped roof and large windows, allowing natural light to fill the interior. Surrounding mountain views are visible against a backdrop of a colorful sunset.

4.99 out of 5 average rating, 102 reviews

Relaxing & Cozy Mid Mod A-Frame | Epic 360 Views!

Escape the city to the peaceful Hilltop A-Frame nestled on a picturesque 5-acre plateau with breathtaking mountain panoramas & mesmerizing views of the starlit sky at night! Our cozy retreat is your gateway to year-round adventures from skiing, showshoeing, biking, hiking, fishing, or just relaxing! Perfect for couples, spend your day playing records, board games, or cooking meals in the fully stocked kitchen. With fast Starlink WiFi & mid-century modern vibes, it’s the perfect relaxing escape!

The tiny home features a contemporary design, with a combination of metal and wood siding. A front porch area with wooden steps leads to the main entrance. Surrounding trees provide a natural backdrop, while the sky presents a mix of clouds and sunlight.

4.79 out of 5 average rating, 168 reviews

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

Superhost

The main living area features a dark futon, a wooden kitchen counter, and a shelf with kitchen essentials. Natural wood paneling adorns the walls, while sunlight streams through the large window. A small loft area with bedding is visible, enhancing the space's functionality.

4.91 out of 5 average rating, 304 reviews

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!

4.96 out of 5 average rating, 208 reviews

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 exterior of a charming wooden cabin is depicted, showcasing its warm brown tones and pitch roof. Two symmetrical dormer windows are positioned atop, and tall evergreen trees frame the front. A gravel area surrounds the cabin, with a clear view of the open landscape beyond.

4.98 out of 5 average rating, 142 reviews

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.

An aerial view of a modern cabin surrounded by open fields and distant mountains. The cabin features a green metal roof and large windows that reflect the surrounding landscape. Sparse trees and grasslands create a sense of tranquility in the natural setting.

4.98 out of 5 average rating, 172 reviews

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.

A spacious living area features large, angled windows that provide abundant natural light and views of the surrounding trees. A comfortable brown sofa is positioned near a wood-burning stove, while a rustic dining table made from logs complements the wooden accents of the floor.

4.83 out of 5 average rating, 213 reviews

Sugar Pine Retreat -Views,Steam Shower&Hot Tub

Experience the beautiful Rocky Mountains in this private, cozy & spacious; 3 bedroom, 3 bath cabin nestled in the woods at 11,000 feet! Unique mountain decor, breathtaking views and a relaxing retreat in the basement - indoor hot tub & large steam shower! Only 4 miles to Fairplay & 20 miles to Breckenridge - surrounded by world class skiing, hiking, climbing, mountain biking, white water rafting, off road jeepin', and fly fishing.

An aerial view captures a modern cabin nestled among dense pine trees, with a winding dirt path leading to the entrance. The warm lights from the cabin create a welcoming glow against the backdrop of twilight and sprawling mountains.

5.0 out of 5 average rating, 202 reviews

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.

Popular amenities for Fairplay family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 549 reviews

Hot Tub, Aspen Meadow, Fireplace, Starlink WiFi

4.96 out of 5 average rating, 210 reviews

Home in Alma

Rocky Mountain Cedar Lodge and Sauna

A spacious cabin is set amidst a snowy landscape, surrounded by tall trees. The architecture features multiple large windows, allowing natural light to fill the interiors. A wraparound deck enhances the outdoor living space, blending with the scenic, snowy backdrop.

4.96 out of 5 average rating, 185 reviews

Cozy Family Cabin w/ Hot Tub & Stunning Views!

A mountain cabin is set amidst tall evergreen trees, showcasing a warm wooden exterior. A welcoming porch leads to the entrance, while a small stone-bordered seating area is visible in the foreground, featuring two Adirondack chairs. Natural sunlight enhances the inviting outdoor space.

4.96 out of 5 average rating, 263 reviews

Arcade~King Beds~Hot Tub~Gnomes~Pikes Peak Views

A spacious cedar hot tub is positioned on a wooden deck, overlooking expansive green fields and distant mountains. Two red chairs accompany the hot tub, providing a place to relax while enjoying the scenic views under a clear blue sky and bright sunlight.

5.0 out of 5 average rating, 130 reviews

Rustic Modern Luxury Cabin Hot Tub and Pets!

4.9 out of 5 average rating, 105 reviews

Home in Fairplay

Secluded Retreat | Hot Tub + Stargazing Escape

4.85 out of 5 average rating, 112 reviews

Home in Alma

The McQueen Haus

An aerial view of a spacious cabin surrounded by tall evergreen trees, showcasing a sloping mountain landscape in the background. The cabin features a two-car garage, a prominent deck, and large windows reflecting the natural surroundings.

4.99 out of 5 average rating, 131 reviews

Secluded/Mt View/Hot tub/2 Living Rms/21 mi Breck

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 192 reviews

Magic Getaway, Chic Cabin with Mt. & Valley Views

A tiny house is nestled among trees, illuminated under a starry night sky. The Milky Way is prominently visible above the home, while large rocks and foliage surround the property, creating a serene outdoor environment.

4.96 out of 5 average rating, 141 reviews

Sunshine Cabin

Superhost

The exterior of a modern tiny home is presented, featuring a large deck with various seating options. French doors lead into the home, illuminated by natural light. Surrounding flora is visible, with a clear sky above, creating an inviting entryway.

4.85 out of 5 average rating, 240 reviews

Delightful 2-Bed South Park Tiny Home with Deck

4.89 out of 5 average rating, 210 reviews

The cabin is nestled among tall trees, showcasing the A-frame architecture. A wooden deck extends from the front, providing a glimpse of its welcoming exterior painted in a warm tone. Surrounding greenery emphasizes the cabin's secluded position within the natural landscape.

Cabin in Alma

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

Superhost

A bright living area features a large corner sectional sofa with decorative pillows and a warm accent throw. Large windows provide natural light and scenic views. A dining table with four chairs and patterned placemats complements the open-concept space, which includes a modern kitchen area.

Place to stay in Fairplay

4.85 out of 5 average rating, 116 reviews

Cozy Tiny Retreat: Private Washer/Dryer +Starlink

4.95 out of 5 average rating, 746 reviews

A secluded cabin is nestled among trees with expansive mountain views in the background. Green grassy areas surround the cabin, dotted with pine trees. Snow-capped peaks rise in the distance under a bright blue sky, creating a tranquil outdoor setting.

Cabin in Como

Creekside Como cabin, offgrid, with amazing views!

4.95 out of 5 average rating, 118 reviews

The cabin’s exterior is framed by tall trees, featuring a large deck with wooden railings. The warm-colored logs and large windows reflect the surrounding nature. An inviting atmosphere is highlighted by the gentle sunset hues in the sky.

Cabin in Como

Mountain Cabin in woods and views + Hot Tub

4.83 out of 5 average rating, 225 reviews

A cozy living area features large windows with wooden frames, allowing natural light to illuminate the space. A gray sectional sofa with decorative pillows faces a glass coffee table on a black and beige rug. An electric fireplace adds warmth, accompanied by a leather armchair in the corner.

Cabin in Park County

Peaceful Stay South of Breck | Hike, Raft, Fish

Family-friendly home rentals with a pool

A panoramic view of the lodge is showcased against a colorful sky at dusk, with snow-covered roofs and surrounding trees. The building's architecture features a blend of modern and traditional alpine design, highlighting large windows that reflect the landscape.

4.95 out of 5 average rating, 593 reviews

Marriott Mountain Valley Lodge Breckenridge Studio

4.88 out of 5 average rating, 100 reviews

An indoor hot springs mineral pool is visible, surrounded by glass walls that offer views of mountains and trees. Two lounge chairs are positioned nearby on a deck, creating a serene atmosphere for relaxation.

Dome in Nathrop

Truly Private Indoor Hot Springs Pool* Retro Dome

4.94 out of 5 average rating, 281 reviews

Walk to Lifts & Main St Condo

4.98 out of 5 average rating, 111 reviews

Village at Breckenridge Shavano 2603 Ski in/out

The sleeping area features two queen beds with light bedding set against a softly colored wall. Wall art in black frames adds visual interest, while bedside lamps provide soft illumination. A ceiling fan circulates air above, enhancing the inviting atmosphere.

4.9 out of 5 average rating, 428 reviews

Ski-In/Walk to Downtown, Hiking/Biking Parking!

4.98 out of 5 average rating, 592 reviews

Village at Breckenridge Unit 4604 Ski in/out w/ AC

The living room features a contemporary design with a wooden mantel above a gas fireplace, flanked by built-in shelving. Two leather couches face a coffee table, and a large flat-screen TV is mounted on the wall, providing a comfortable space for relaxation.

4.84 out of 5 average rating, 299 reviews

Downtown Breck close to gondola and Main Street!