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, 149 reviews

Cozy Getaway on 8 Acres | Firepit | Breck 23 miles

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

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, 346 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

Shipping container in Jefferson

4.94 out of 5 average rating, 122 reviews

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.

4.93 out of 5 average rating, 544 reviews

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.

4.78 out of 5 average rating, 163 reviews

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.

Tiny home in Fairplay

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

A private sauna with a glass back is situated on a wooden deck, surrounded by snow-covered trees. Warm lighting highlights the sauna's interior, creating a cozy atmosphere. The exterior of the cabin is visible in the background, complemented by string lights adorning the trees.

4.98 out of 5 average rating, 124 reviews

Secluded Mountain Cabin with Private Sauna

Remote, but not too rustic. Enjoy a secluded Colorado cabin at 11,120 feet, surrounded by pines, peaks and wildlife. Hike a 14er, ski Breck or explore the high country—then return to a glass-back barrel sauna, fireplace, and a quiet deck beneath the stars. • Private sauna in the trees • 3 BR / 2 full Bath, 6 Guests • Fast WiFi • Fully stocked kitchen • Gas fireplace + fire table • Family gear, games, books + toys • Ski storage + waxing station • About 40 min to Breckenridge

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, 183 reviews

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.

4.96 out of 5 average rating, 201 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.

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, 168 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.

4.82 out of 5 average rating, 219 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

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!

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, 199 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

The exterior of the log cabin is showcased at night, featuring large windows that illuminate the interior. A stone patio is visible, with seating arranged around a gas fire pit, surrounded by trees and natural landscaping.

4.98 out of 5 average rating, 156 reviews

Charming Log Cabin w/ Hot Tub • Pet Friendly

A spacious hot tub is situated under a wooden structure, surrounded by tall trees. The tranquil water reflects the soft light, inviting relaxation. Hanging planters add a touch of greenery, enhancing the serene outdoor setting.

4.92 out of 5 average rating, 136 reviews

Mountain Retreat w/ Hot-Tub, WiFi, BBQ, Garage

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, 123 reviews

Rustic Modern Luxury Cabin Hot Tub and Pets!

The exterior of a mountain cabin is presented against a dramatic sunset sky. Large windows reflect the warm light, while a deck with seating overlooks the snow-covered landscape. The hot tub is positioned on the lower deck, surrounded by a spacious yard and mountain views.

4.93 out of 5 average rating, 459 reviews

Mountain Retreat at 10,000 feet with Hot Tub

4.96 out of 5 average rating, 210 reviews

Home in Alma

Rocky Mountain Cedar Lodge and Sauna

5.0 out of 5 average rating, 416 reviews

An open-concept great room features high vaulted ceilings with wooden beams. Large windows provide views of surrounding mountains. A cozy seating area includes a leather couch and green velvet chairs, while a kitchen island with bar stools showcases modern finishes.

Cabin in Twin Lakes

Alpenglow Cabin ᨒ dreamy mountains, sauna, hot tub

4.98 out of 5 average rating, 174 reviews

A spacious wooden house blends harmoniously with its forested surroundings. Large windows reflect natural light, and an inviting deck features seating areas overlooking the terrain. A gravel driveway leads up to the entrance, surrounded by trees and greenery.

Home in Blue River

Breck Wilderness Escape(Hot Tub/Game Room/Theater)

A spacious living area features large windows allowing natural light and mountain views. A sectional sofa accommodates multiple guests, and a stone gas fireplace adds warmth. The open layout connects to a dining area with wooden chairs, complementing the well-equipped kitchen in the background.

4.96 out of 5 average rating, 262 reviews

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

Family- and pet-friendly home rentals

A scenic view capturing a vibrant sunrise over rolling hills and distant mountains. Silhouetted evergreen trees flank the foreground, framing the landscape and enhancing the tranquil atmosphere. A rustic cabin appears in the distance, set against the colorful sky transitioning from orange to blue.

4.88 out of 5 average rating, 153 reviews

Wake Up To Pikes Peak | Private Cabin For 2

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, 140 reviews

Cozy Family Cabin + 35min to Breck + Dogs Welcome

4.9 out of 5 average rating, 112 reviews

Cabin in Alma

Million Dollar Views, 25-30 mins to Breckenridge!

4.96 out of 5 average rating, 137 reviews

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.

Tiny home in Fairplay

Sunshine Cabin

A warm, inviting living area features a wooden ceiling and open layout. The space includes a cozy seating arrangement with a dark sofa, a rustic dining table, and a well-equipped kitchen with wooden cabinetry and modern appliances. Natural light filters in through large windows.

4.94 out of 5 average rating, 223 reviews

RidgeviewReverie -with HOT TUB near Fairplay/Breck

4.96 out of 5 average rating, 412 reviews

Secluded Dog Friendly Cabin w/ Hot Tub & Starlink

4.99 out of 5 average rating, 140 reviews

A tall treehouse structure, elevated on sturdy wooden pillars, is surrounded by dense green trees. The exterior is crafted from light-colored wood, with large windows visible on multiple levels. A pathway leads towards the entrance, highlighted by natural stone and a forested setting.

Treehouse in Black Hawk

The Ultimate TREEHOUSE AND Cabin Experience!!!

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.

Tiny home in Fairplay

4.85 out of 5 average rating, 237 reviews

Delightful 2-Bed South Park Tiny Home with Deck

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 581 reviews

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.

Condo in Breckenridge

Marriott Mountain Valley Lodge Breckenridge Studio

Superhost

A modern wooden house with a stone-accented exterior is surrounded by mountains and forests. Large windows provide views of the landscape, while an inviting outdoor patio features multiple wooden chairs and tables, perfect for enjoying the serene environment.

Home in Black Hawk

4.8 out of 5 average rating, 272 reviews

Views and Privacy. Huge Patio swim/hot tub, WBFPL

4.94 out of 5 average rating, 261 reviews

A lit hot tub is nestled on a spacious deck, surrounded by trees. Soft blue lights illuminate the water, and string lights hang overhead, creating a serene evening atmosphere. Furnished lounge areas are visible in the background, inviting relaxation.

Cabin in Divide

Hot tub, mtn views, massage chair, & steam shower!

4.94 out of 5 average rating, 163 reviews

A welcoming living area features wood-paneled walls and a cozy seating arrangement, including two dark leather sofas. A sleek flat-screen TV is mounted above a fireplace, while rustic decorations, such as vintage snowshoes, add charm. Natural light streams in from windows, enhancing the space's warm atmosphere.

Cabin in Breckenridge

A Cozy Mountain Retreat in Breckenridge

4.98 out of 5 average rating, 242 reviews

Two turquoise adirondack chairs are positioned on a concrete patio, overlooking a lush green lawn and the serene waters of Lake Dillon. The backdrop features rolling hills and mountains under a bright blue sky dotted with fluffy white clouds.

Condo in Dillon

Adventure Awaits! Lake & Mtn View Getaway 2bd 2bth

4.96 out of 5 average rating, 193 reviews

Condo in Dillon

Cozy Boho Retreat w/ Views of Mountain + Lake

4.98 out of 5 average rating, 108 reviews

Condo in Breckenridge

Village at Breckenridge Shavano 2603 Ski in/out