Family-friendly holiday rentals in Fairplay

The spacious living area features a high, vaulted ceiling and large windows that offer abundant natural light and views of the outdoors. Comfortable seating arrangements are complemented by a stylish area rug and a modern fireplace, creating a welcoming ambiance for relaxation.

4.98 out of 5 average rating, 167 reviews

Modern Cabin w/ Epic Views, Arcade Games & Pets Ok

Introducing Cloud Eleven - A Cabin for Adventurers Expedition by day, luxury by night—Cloud Eleven is a high-altitude escape like no other. Perched at 11,000 feet with sweeping mountain views and the chance to spot moose wandering by, this remodeled cabin combines the thrill of the outdoors with cozy, modern comfort. Inside, the vibe is pure fun, from classic arcade games to inviting gathering spaces, while outside nature’s playground is just minutes away. It’s the perfect base for adventure see

4.94 out of 5 average rating, 172 reviews

Magic Getaway in the Mountains, Fairplay, CO

Escape city life while staying at this chic cabin in the hills above Fairplay! This cozy 1BD/1BA (1 king, 1 sofa bd) house boasts modern amenities and a spacious deck overlooking Beaver Creek Valley with great views and a secluded feel. Nestled amongst Colorado 14ers, this home allows you to relax and enjoy the area’s alpine beauty inside and out. Enjoy the quiet views of nature and wildlife in this nicely appointed cabin while being close to the town of Fairplay. Super fast WIFI w Starlink.

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, 329 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

The view from the cabin's deck showcases a snow-covered landscape with aspen trees standing tall. A hot tub is positioned nearby, offering a cozy spot to unwind while surrounded by winter scenery. The soft light of dusk enhances the tranquil atmosphere.

4.93 out of 5 average rating, 521 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.

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, 117 reviews

Modern & Cozy Cabin on 8 Acres • Breck 22 miles

✨ Timber Valley Lodge — Luxury Cozy Cabin on 8 Private Acres ✨ ⭐ Guest-favorite with glowing reviews for comfort, cleanliness & communication 📍 Fairplay 7 mi • Breckenridge 22 mi 🌲 Secluded forest, private sledding hills & snowshoes 💫 Elevated comfort: Starlink WiFi, designer furnishings, updated kitchen & baths 🔥 Cozy ambiance: wood fireplace & stove, outdoor firepit, string lights 🛋️ Family-ready: games, toys, kid gear, Switch, arcade, cozy nook 🌟 Extras: treehouses & treasure hunt

The living area features a warm wood-paneled interior, highlighted by a large window that offers views of the surrounding trees. A plush leather sofa is positioned next to a wooden side table. A television is displayed on a stand, with soft lighting provided by lamps on either side.

4.83 out of 5 average rating, 411 reviews

Secluded Dog Friendly Cabin w/ Hot Tub & Starlink

Our delightful A-frame cabin w/Hot Tub is nestled on a wooded lot, surrounded by stunning Mtns. at an elevation of 10,000+ ft! Our cabin's location is perfect for those seeking outdoor adventure. Whether its skiing in Breckenridge a mere 40 min drive away, or rafting, mtn biking, fishing, or hiking. You can explore nature right from our backdoor w/ direct National forest Trail Access! Additionally, our home has a sun-soaked front /back deck,& fenced & gated dog yard ! NO PET FEE

4.98 out of 5 average rating, 114 reviews

Meet me in the Rockies! Cute cabin 30min to Breck

Authentic cabin 30 min. to skiing via HWY 9. This 2 bed/1 bath cabin is pure cabin charm. Located in town and walkable to Fairplay shops/restaurants/grocery, 30 min. to Breck or Buena Vista and 90 min from Denver/Co. Springs. Park County has every outdoor activity you can think of in a peaceful setting surrounded by 14ers. Fully stocked kitchen. Gas fireplace. Reliable wifi. Flat yard. Easy access from Highway 9/285. Deck w/ mountain views, 5 min to nat'l forest. Dogs Allowed!

4.95 out of 5 average rating, 706 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!

Secluded, well-appointed cabin right on Tarryall Creek, with wifi, more than 5 acres of solitude, and 360-degree mountain views. This is our dream place to escape, unwind, and listen to the creek. It's remote and quiet, but accessible year-round: 2 hours from DIA, 1.5 hours from downtown Denver, and 50-mins from Breckenridge. Large kitchen (w/ fridge and antique stove), barnwood accents, huge 400sf deck, and historic decor from Como's gold rush. Dogs welcome, too

4.96 out of 5 average rating, 172 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.

4.95 out of 5 average rating, 110 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! Also available for seasonal housing at a significant discount (send a message for details). 30 minute drive to Breck. 2 sleeping lofts plus a queen size sofa sleeper.

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.

4.97 out of 5 average rating, 117 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, 147 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.

Popular amenities for Fairplay family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 265 reviews

A cozy cabin is nestled among tall pine trees blanketed in fresh snow. The wooden exterior of the home is visible through the branches, complementing the serene winter landscape. The surrounding snow-covered ground adds to the quiet, secluded atmosphere.

Cabin in Alma

Hideaway in the Trees!

A hot tub filled with bubbling water is positioned on a deck, surrounded by a wooden fence and trees. The sky above displays a gradient of purples and blues, suggesting a serene sunset in the mountainous landscape.

4.9 out of 5 average rating, 134 reviews

Log Cabin at Moose Meadows

5 out of 5 average rating, 389 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

4.9 out of 5 average rating, 106 reviews

Home in Alma

3BR+Loft Modern Mountain Retreat w/Hot Tub

4.95 out of 5 average rating, 189 reviews

A welcoming living area features a leather sofa and armchair, paired with a wooden coffee table. Large windows allow natural light to flood in, showcasing views of the surrounding mountains. A modern kitchen area is visible in the background, equipped with stainless steel appliances.

Condo in Keystone

Modern Mountain Loft

Guest suite in Breckenridge

4.91 out of 5 average rating, 107 reviews

Breckenridge Wildlife Retreat/hot tub/dog friendly

4.96 out of 5 average rating, 123 reviews

A spacious open-concept living area is illuminated by natural light from large windows, showcasing stunning mountain views. A modern dining table is surrounded by stylish chairs. The cozy seating area features a stone fireplace, offering a welcoming atmosphere for relaxation.

Home in Fairplay

Mountain Views/Hot tub/35min to Breck/Pet Friendly

4.98 out of 5 average rating, 129 reviews

A cabin is nestled among vibrant yellow aspen trees, showcasing a rustic exterior with a red metal roof. A front porch is visible, featuring two rocking chairs, and the peaceful surroundings enhance the retreat's charm.

Cabin in Alma

Quiet, Cozy, Private 3BR Cabin w/ Hot Tub & Wi-Fi

Family- and pet-friendly home rentals

Superhost

A log cabin is surrounded by snow-dusted terrain, with a large deck that offers views of the winter landscape. Stacked firewood is visible beside the cabin, and the roof is blanketed in snow, while tall evergreen trees frame the scene.

4.83 out of 5 average rating, 218 reviews

Amazing Secluded Cabin On 10 Acres, Close To Breck

4.83 out of 5 average rating, 109 reviews

A private backyard is illuminated under a starry sky, featuring a barrel wood sauna placed on a wooden deck. A tall privacy fence encloses the space, with surrounding trees visible in the background. The tranquil atmosphere invites relaxation in this secluded outdoor retreat.

Cabin in Lake George

Barrel Sauna, Fire Pit, Views & Fenced Backyard

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, 251 reviews

~Arcade~King Beds~Hot Tub~Gnomes~2 Decks

4.99 out of 5 average rating, 221 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

4.9 out of 5 average rating, 169 reviews

Cabin in Evergreen

Scandinavian A-Frame Forest Cabin w/ Hot Tub

4.98 out of 5 average rating, 104 reviews

A single-story cabin features a wooden exterior with large windows allowing natural light. A covered porch displays a picnic table and ample space for outdoor relaxation. Surrounding trees enhance the secluded atmosphere of the property.

Cabin in Como

'Bobcat Trail Cabin' on 3 Acres in Como!

4.95 out of 5 average rating, 217 reviews

A gravel driveway leads through a wooded area, flanked by tall pine trees and a backdrop of mountains. Two wooden structures are visible, one with a red roof. A black truck is parked nearby, and patches of autumn foliage add color to the scene.

Guesthouse in Alma

The Alma Studio. 12 miles to Breckenridge

4.88 out of 5 average rating, 190 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

Family-friendly home rentals with a pool

An outdoor heated pool is surrounded by a concrete deck and equipped with lounge chairs. Lush green trees and snow-covered ground create a scenic backdrop, while a clear blue sky with scattered clouds adds to the atmosphere.

4.86 out of 5 average rating, 132 reviews

Beaver Run Resort. Ski-In/Ski Out. Pools. Hot Tubs

A spacious studio features a king-size bed framed by rustic wooden accents. A writing desk and a comfort chair provide cozy seating options. Large windows allow natural light to fill the room, while a small kitchenette is discreetly positioned in the background.

4.98 out of 5 average rating, 719 reviews

Find Yourself Steps from Town/Lifts in a King Studio Getaway

A welcoming lobby showcases warm wood paneling and natural stone accents around a central fireplace. Comfortable seating is arranged for relaxation, complemented by decorative shelves displaying art and local artifacts. Soft lighting enhances the cozy atmosphere, making it an inviting gathering space.

4.89 out of 5 average rating, 184 reviews

A TRUE Ski-in Ski-Out, Free Shuttle and Amenities!

A cozy bedroom features a plush bed with a gray tufted headboard, adorned with decorative pillows. White dressers stand on either side, and a piece of mountain-themed artwork is displayed above the bed. Natural light streams in through two windows, creating a welcoming ambiance.

4.96 out of 5 average rating, 624 reviews

Yay, You Found It! Ski-In + Unbeatable location

4.99 out of 5 average rating, 170 reviews

The living area features a comfortable gray sectional and a brown sofa, arranged around a modern fireplace. A large flat-screen TV is mounted above a wooden mantel. Natural light fills the space through two large windows, with a sliding glass door leading to a private balcony.

Condo in Keystone

Modern Mountain Keystone Village Stay

4.99 out of 5 average rating, 198 reviews

Superb Location! EZ Walk to Lift, Slopes, Main St.

A welcoming living area features a leather sofa adorned with a textured throw, accompanied by a wooden coffee table. A comfortable armchair sits next to a lamp illuminating the space. In the background, a fully equipped kitchen is visible, adding to the room's inviting atmosphere.

4.92 out of 5 average rating, 209 reviews

Ski-in/ski-out 1bd condo, 5min walk to Main Street

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.