Family-friendly vacation rentals in Fairplay

4.98 out of 5 average rating, 118 reviews

High Mountain Hideaway • Family Fun • Near Hiking

Bristlecone Cabin is a perfect spot for families, couples, and friends to rest + recharge. • Comfort First ~ Remote, Not Too Rustic • Vacation Ready ~ Stocked w/ Everything Family Needs • 3 Queen Beds, 1 Twin, 2 Full Baths • Decadent Private Sauna with Glass Back • Nestled high in the trees at 11,120 ft in Valley of the Sun • Surrounded by 14r's + Colorado scenery • Lower Park County taxes (4.9%) vs 12.275% in Summit! • Fast Starlink WIFI • 23 mi to Breck ~ short trip to Ski/Hike/Bike

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, 140 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

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, 117 reviews

Rustic Modern Luxury Cabin Hot Tub and Pets!

Come relax just out of town but miles away from everything. With a luxurious cedar tub, wood burning fireplace, record player, and WiFi, you can disconnect and relax while still being just minutes from everything you need. Just 10 minutes from Fairplay restaurants and other amenities and 45 minutes from Breckenridge for world class skiing and shopping. Pet friendly and private the Redhill Haven provides a mix of luxury and rustic charm in a private home with amazing views! 4WD required in winter

4.91 out of 5 average rating, 337 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, 536 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, 157 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 spacious mountain cabin is set against a clear blue sky, featuring a wooden exterior and a green roof. The porch extends outward, providing scenic views of the surrounding landscape, which is adorned with grass and a few trees.

4.92 out of 5 average rating, 169 reviews

Sweet Mtn Cabin With Hot Tub and Picturesque Views

Enjoy this unique and tranquil Mountain Cabin getaway.Two bedroom two bath spacious oasis with 3 TVs and free wifi. If you are looking to unplug and enjoy the wilderness, look no further. 35 miles to Breckenridge, close to Boreas Pass, Kenosha Trailhead and Pass, Jefferson lake, and Taryall Reservoir. Minutes from the famous South Park where you can tour a restored mining town. Enjoy hiking, biking, skiing, ice skating, ice fishing, fishing, rafting, tubing, horse back riding and more.

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, 131 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 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, 192 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.

4.99 out of 5 average rating, 257 reviews

Cabin in Alma

Cozy Log Cabin • Epic Mtn Views • 15 Miles 2 Breck

Welcome! Check out our cozy & quaint log cabin with exceptional mountain views, just 15 miles south of Breckenridge over Hoosier Pass. 📍Set on 2+ acre aspen grove mixed with towering evergreens & backing up to Pike National Forest, this cabin is a slice of Rocky Mountain paradise. Whether you're looking for adventure or relaxation, the quintessential Colorado stay awaits you!

4.95 out of 5 average rating, 128 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

Enjoy an adorable, and adventurous, European-designed TINY house. Located in a tranquil resort community, this light and bright home provides beautiful mountain views and incredible sunlight through and through. Enjoy your view of the Milky Way Galaxy far away from the city lights! 30 minute drive to Breck. 2 sleeping lofts plus a queen size sofa sleeper.

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, 206 reviews

Home in Alma

Rocky Mountain Cedar Lodge and Sauna

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, 134 reviews

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

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.

5 out of 5 average rating, 121 reviews

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

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, 179 reviews

Cozy Family Cabin w/ Hot Tub & Stunning Views!

4.9 out of 5 average rating, 119 reviews

Home in Alma

3BR+Loft Modern Mountain Retreat w/Hot Tub

Shipping container in Jefferson

4.94 out of 5 average rating, 116 reviews

The Nook - Shipping Container w/ Hot Tub & Sauna

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, 260 reviews

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

4.94 out of 5 average rating, 119 reviews

Burro Days | Stargazing Hot Tub | Wildlife Views

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 733 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!

4.98 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

4.94 out of 5 average rating, 285 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

4.99 out of 5 average rating, 248 reviews

A rustic cabin is set against a backdrop of tall pine trees. A wooden deck displays neatly stacked firewood. A weathered barrel sits on an expansive grassy area, while a gentle stream flows nearby, surrounded by smooth stones and natural landscaping.

Cabin in Blue River

Cozy Creekside Cabin on 1 acre & minutes to Breck

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, 151 reviews

Charming Log Cabin w/ Hot Tub • Pet Friendly

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, 342 reviews

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

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, 134 reviews

Cozy Family Cabin + 35min to Breck + Dogs Welcome

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

4.88 out of 5 average rating, 113 reviews

Cozy Tiny Retreat: Private Washer/Dryer +Starlink

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 389 reviews

Condo in Breckenridge

WALK to Ski Lifts, Hikes, Town • 4 Hot Tubs & Pool

4.86 out of 5 average rating, 285 reviews

A charming chalet features a warm wood exterior and large windows, allowing natural light to fill the space. A welcoming entrance is flanked by steps leading to the front porch, surrounded by snow-covered ground and aspen trees, creating a serene winter scene.

Chalet in Breckenridge

Northpole cozy mountain Chalet!

4.94 out of 5 average rating, 302 reviews

A cozy studio space features a comfortable sofa beside a spacious bed dressed in a checkered blanket. Two large windows allow natural light to illuminate the room, while a mounted TV provides entertainment options. A decorative rug complements the neutral tones of the decor.

Condo in Breckenridge

Cozy Ski-In / Walk-Out @ 4 O'Clock Lodge

4.99 out of 5 average rating, 235 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, 136 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

4.95 out of 5 average rating, 177 reviews

Condo in Keystone

Hot Tub + Ski Shuttle Access: Keystone Condo!

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!