Family-friendly vacation 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.

4.96 out of 5 average rating, 138 reviews

8 Acres | Firepit | Treehouses | 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

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, 341 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, 116 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.

4.91 out of 5 average rating, 336 reviews

A compact kitchen area features wooden cabinetry and a stainless-steel sink. Colorful dishware is arranged on shelves. A curved archway leads to an outdoor deck with scenic surroundings, while nearby windows are adorned with lace curtains allowing natural light to enter.

Tiny home 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!

4.93 out of 5 average rating, 533 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.

4.77 out of 5 average rating, 156 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 wrap-around deck overlooks the expansive views of the mountains and trees. Simple outdoor furniture, including a rocking chair, complements the serene setting. The wooden railing enhances the rustic charm, while the clear blue sky adds to the peaceful ambiance of the space.

4.94 out of 5 average rating, 104 reviews

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!

4.96 out of 5 average rating, 398 reviews

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.

A contemporary cabin is nestled in a snowy landscape, featuring a warm wooden exterior and large windows that frame the picturesque surroundings. Soft lighting highlights the entryway and deck, with a gentle slope leading to the cabin, accented by the tranquility of the winter scene.

4.97 out of 5 average rating, 130 reviews

Rocky Mountain Escape with Exceptional Views!

Adventure awaits at this chic Front Range cabin. A short drive from your door, choose to hit the slopes at Breck, admire the scenery on the McCullough Gulch Trail, or cast your lines along the Sacramento Creek. Even closer to home, take in unparalleled views of the Continental Divide curled up by the gas fireplace, or stretched out on the spacious hilltop deck. The choice is all yours when you stay at this contemporary 3-bedroom, 2-bathroom Fairplay cabin!

4.96 out of 5 average rating, 195 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, 157 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.

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 out of 5 average rating, 191 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

4.96 out of 5 average rating, 205 reviews

Home in Alma

Rocky Mountain Cedar Lodge and Sauna

Superhost

An open-concept living space showcases a modern kitchen with wood cabinetry and granite countertops, featuring a large island. Dining and living areas are accented by wood beams and large windows, allowing abundant natural light and views of the surrounding mountains.

4.8 out of 5 average rating, 131 reviews

Amazing 5BR w/ Hot Tub, Game Room, Mountain Views!

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, 178 reviews

Cozy Family Cabin w/ Hot Tub & Stunning Views!

4.98 out of 5 average rating, 132 reviews

A modern A-frame cabin is nestled in a snowy landscape, showcasing a spacious deck and a luxurious hot tub. Nearby, a geodesic dome offers a unique stargazing experience. The backdrop features a starry sky, enhancing the serene mountain setting.

Cabin in Florissant

Modern A-Frame w/ Hot Tub + Stargazing Dome

Superhost

Home in Alma

4.9 out of 5 average rating, 118 reviews

3BR+Loft Modern Mountain Retreat w/Hot Tub

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, 258 reviews

Arcade~King Beds~Hot Tub~Gnomes~Family Mtn Retreat

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, 149 reviews

Charming Log Cabin w/ Hot Tub • Pet Friendly

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 out of 5 average rating, 116 reviews

Rustic Modern Luxury Cabin Hot Tub and Pets!

Family- and pet-friendly home rentals

A cozy cabin is nestled among tall trees, surrounded by a blanket of snow. Soft lighting from the exterior highlights the warm wooden deck and leads to a private hot tub. The night sky above is filled with stars, creating a serene mountain atmosphere.

4.93 out of 5 average rating, 80 reviews

Cloud 9 Cabin|Hot Tub|25min to Breck

5 out of 5 average rating, 99 reviews

Star Net|Hot Tub|Close to Breck

4.82 out of 5 average rating, 212 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

4.98 out of 5 average rating, 64 reviews

Home in Fairplay

Blackout Blinds | Stocked Kitchen | Nespresso

4.95 out of 5 average rating, 732 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!

4.94 out of 5 average rating, 283 reviews

The exterior of the log cabin features a red metal roof and a wooden deck with stairs leading to the entrance. Surrounding snow blankets the ground, and tall evergreen trees stand in the background, indicating a serene mountain setting.

Cabin in Alma

Cozy Log Cabin

5 out of 5 average rating, 49 reviews

Dome in Fairplay

Designer Dome | Hot Tub +Scenic Views | Near Breck

5 out of 5 average rating, 150 reviews

Cabin in Grant

Hygge Chalet w Private Trail, Sauna and EV Charger

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 141 reviews

The exterior view of the Crystal Peak Lodge features warm brown architecture nestled in a snowy landscape, with ski lifts visible in front. Majestic mountains create a scenic backdrop under a sky painted in hues of pink and blue during sunset.

Condo in Breckenridge

Perfect summertime 1 Bed at Peak 7

4.97 out of 5 average rating, 135 reviews

A spacious living area features large windows offering scenic views. A modern stone fireplace is complemented by a wooden accent wall. Comfortable seating, colorful cushions, and a central coffee table create an inviting space. Decorative items and artwork add character to the room.

Condo in Silverthorne

The Modern Moose at Buffalo Ridge

4.84 out of 5 average rating, 430 reviews

Condo in Keystone

Luxury Mountain View Condo Steps from the Gondola

Cabin in Cascade-Chipita Park

A rustic log cabin is set against a backdrop of lush greenery, featuring a wrap-around deck adorned with vibrant flower pots. Sturdy wooden stairs lead to the entry, surrounded by natural stone accents and shaded by tall pine trees.

4.97 out of 5 average rating, 163 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

4.96 out of 5 average rating, 323 reviews

A charming exterior view of the condo building is presented, featuring a stone facade and wooden balconies. A flowing creek runs beside the property, surrounded by lush greenery and trees, providing a serene natural setting.

Condo in Breckenridge

Hike\Bike\Walk to town, Hot tubs & Pool!

4.96 out of 5 average rating, 129 reviews

A balcony view overlooks lush green valleys and distant mountains under a clear blue sky. A grill is positioned against the railing, while nearby buildings can be seen nestled among the trees.

Condo in Frisco

Quiet Retreat w/ Amenities Near World Class Skiing

4.86 out of 5 average rating, 153 reviews

A serene winter landscape is captured with a vibrant sunset sky displaying hues of orange and purple. Snow blankets the ground, while a gentle stream flows nearby, bordered by rustic wooden seating. The chalet's warm exterior is visible, nestled among trees.

Chalet in Breckenridge

New chalet at waterfall. Good dogs welcome.