Family-friendly holiday rentals in Fairplay

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, 108 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

4.94 out of 5 average rating, 174 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, 330 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 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, 219 reviews

Amazing Secluded Cabin On 10 Acres, Close To Breck

Enjoy forest and mountain views, relax and read a book, or explore the surrounding area. Our log cabin is located on 10 acres and backs up to public space, meaning no close neighbors - just the sounds of nature. This cabin is an excellent getaway anytime of the year - summer offers fishing on Taryall Creek/Reservoir, fall brings the changing aspen leaves, and winter allows for skiing/snowmobiling. Whether you’re adventuring or relaxing, we hope our cabin can be a way for you to truly escape.

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

cozy & modern cabin | treasure hunt | 8 acres

✨ 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

4.92 out of 5 average rating, 289 reviews

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.

Tiny home in Fairplay

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!

4.98 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!

The exterior of a wooden house is showcased, featuring large triangular windows that allow natural light to illuminate the interior. A spacious deck surrounds the front, set amidst a snowy landscape with tall trees in the background.

4.96 out of 5 average rating, 388 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.

4.96 out of 5 average rating, 176 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, 111 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.

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, 202 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.

4.88 out of 5 average rating, 531 reviews

A charming tiny home is featured, showcasing a modern exterior with a combination of metal and wood siding. Large windows allow natural light to enter, and a glass door provides access. Surrounding trees and open space create a welcoming setting.

Tiny home in Fairplay

☆ Luxurious Tiny House ☆ Rocky Mountain Getaway

Gorgeous top-of-the-line Tumbleweed Tiny Home located in scenic and bustling Fairplay, CO (of South Park tv show fame!) is awaiting you for your next mountain getaway! Contains both a loft and a bedroom, so you can bring the whole family or friends, for a cozy mountain getaway! - Enjoy world-class hiking, hunting, fishing, and gold-panning. - 30 min.from Breckenridge ski resort - 40 min. from Buena Vista

Popular amenities for Fairplay family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 133 reviews

The A-frame cabin is surrounded by tall trees and features a large deck with seating areas. The cabin's wooden exterior is complemented by a red door, while the hot tub is positioned nearby, creating an inviting outdoor space for relaxation.

Home in Evergreen

The Fox Den with views and creek on an acre!

4.98 out of 5 average rating, 341 reviews

A red A-frame cabin is set against a backdrop of tall trees and lush greenery. The property is surrounded by vibrant foliage, with a small stream flowing nearby and a deck extending outward, providing a connection to the natural landscape.

Cabin in Alma

Creekside A-Frame with Hot Tub - 12 miles to Breck

4.99 out of 5 average rating, 187 reviews

A custom A-frame cabin is surrounded by tall pines, featuring a sloped roof and large glass windows. A spacious deck with steps leads to outdoor seating and a hot tub, while natural stone landscaping adds to the serene setting.

Cabin in Monument

Cozy A-Frame Retreat “Hot Tub”w-Views, Monument CO

5 out of 5 average rating, 390 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

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.

4.94 out of 5 average rating, 421 reviews

Mountain Retreat at 10,000 feet with Hot Tub

4.96 out of 5 average rating, 100 reviews

A welcoming outdoor space features a wooden swing under a pergola, overlooking a vast mountainous landscape. Adjoining seating arrangements are available around a stone fire pit, enhancing the connection with nature. Sunlight creates patterns through the slats of the pergola.

Home in Bailey

*Starry Mountain Manor* Infinity Swing, Decks, Spa

4.87 out of 5 average rating, 118 reviews

An A-Frame living area features a high, vaulted ceiling with exposed wooden beams. Large windows allow natural light to fill the space, showcasing scenic mountain views. Cozy seating options include a spacious couch and accent chairs arranged around a patterned area rug, enhancing the room's inviting atmosphere.

Cabin in Silverthorne

Cozy A-Frame with Million Dollar Views!

4.93 out of 5 average rating, 169 reviews

Aerial view of a luxurious mountain retreat featuring a black house with a spacious deck, adjacent to a unique Geo Dome. The outdoor space includes a hot tub, cozy fire circle, and multiple seating areas surrounded by green trees and nature.

Home in Bailey

View Haus w/ Dome Theater & Yoga Studio + Hot Tub

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 161 reviews

The exterior of the cozy cabin is shown with a welcoming door framed by warm outdoor lights. Two metal chairs and a small table are placed on the patio, scattered with autumn leaves. The surrounding trees hint at a tranquil wooded setting.

Cabin in Cripple Creek

Lucky Llama A-Frame|Views |Fireplace|Dogs Welcome!

4.88 out of 5 average rating, 298 reviews

A circular wooden sauna sits on a raised deck surrounded by trees. Blue adirondack chairs are arranged around a fire pit with glowing flames. The natural setting creates a peaceful atmosphere for outdoor relaxation.

Cabin in Divide

𓃵Moose Cabin𓃵 Sauna┃Firepit┃Woodstove┃Corn hole

5 out of 5 average rating, 3 reviews

Hot Tub • Mtn Views • Log Cabin • Near Breck

4.93 out of 5 average rating, 149 reviews

Cabin in Florissant

Winter dream! Twin Rock Cabin Colorado fun, pets

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, 252 reviews

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

4.99 out of 5 average rating, 222 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

4.98 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!

A rustic log cabin is showcased, featuring a wooden deck surrounded by snow-covered ground and pine trees. Ski equipment leans against the railing, emphasizing the proximity to winter activities. The cabin has large windows, blending with the serene wintry landscape.

4.83 out of 5 average rating, 383 reviews

2 ACRES Amazing Log Cabin Hot Tub Fireplace Views

Family-friendly home rentals with a pool

4.85 out of 5 average rating, 265 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!

4.98 out of 5 average rating, 166 reviews

Apartment in Dillon

Spacious & Clean, Sauna, Hot Tub, Lake Views.

Apartment in Breckenridge

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

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, 161 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

Apartment in Breckenridge

A spacious outdoor area features a large swimming pool surrounded by lounge chairs and tables, shaded by vibrant umbrellas. Lush greenery and trees enhance the scene, while the backdrop showcases a mountain range under a clear blue sky.

4.82 out of 5 average rating, 127 reviews

7547 | Gorgeous View - Ski-In/Out - 4 Season Pool!

Apartment in Silverthorne

A comfortable living area showcases a rustic wooden accent wall and a cozy gas fireplace. A flat-screen TV is positioned above a white entertainment unit. Light enters through large sliding glass doors that open to a deck, allowing views of the outdoor seating area.

4.9 out of 5 average rating, 304 reviews

Cozy Mountain Top Condo

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.

Apartment in Keystone

Modern Mountain Loft