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, 146 reviews

Private Cozy Cabin | 8 Acres | Firepit | Treehouse

✨ 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

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.

4.92 out of 5 average rating, 348 reviews

☆ 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, 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.

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.

4.78 out of 5 average rating, 162 reviews

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

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.

4.85 out of 5 average rating, 237 reviews

Delightful 2-Bed South Park Tiny Home with Deck

This tiny home away from home is sure to have everything you need whether you’re seeking the adventure or the tranquility of the mountains. The 312sq ft custom made home has a cozy but spacious floor plan and provides a large deck surrounded by Aspen trees and mountains. The home sits in the lovely town of Fairplay, CO and is minutes from its historic downtown. Fairplay is conveniently located near the many mountain activities you seek, including a 24-mile bus or car ride to Breckenridge!

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.

4.91 out of 5 average rating, 304 reviews

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!

4.96 out of 5 average rating, 411 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.

4.98 out of 5 average rating, 272 reviews

The Hideaway is nestled among tall pine trees, showcasing a warm wooden exterior. The spacious deck welcomes guests, framed by vibrant greenery. A serene environment is emphasized, with natural elements blending seamlessly into the landscape, providing an inviting atmosphere for relaxation and adventure.

Cabin in Alma

Hideaway in the Trees!

The Hideaway is a private, cozy retreat in the mountains of Colorado, perfect for 6 (above age 2 due to altitude). Our 3-bed, 2-bth home is located at 11,000 ft above sea level and is surrounded by pine trees and wildlife. Adventurers - this is your place! Close to all your favorite activities: hiking, skiing, biking, fishing and more. If you're just looking to relax, it's perfect for you, too! Free and unlimited internet. 4x4 REQUIRED IN SNOWY MONTHS.

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.

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.

5 out of 5 average rating, 104 reviews

Star Net|Hot Tub|Close to Breck

Welcome to the Star Lit A-Frame, this stylishly designed unique A-Frame is located just 30 minutes from Breckenridge and 15 minutes to Fairplay. Equipped with a movie screen in the loft if you want to cozy up and watch a movie, a hot tub for those chilly nights, and even a star gazing net out on the deck to take in the beauty of the sky. This cabin has everything you need for the perfect getaway with friends!

Popular amenities for Fairplay family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.89 out of 5 average rating, 103 reviews

Home in Fairplay

Secluded Retreat | Hot Tub + Stargazing Escape

4.84 out of 5 average rating, 220 reviews

An outdoor hot tub is situated on a gravel area beside a wooden deck, with a protective cover partially opened. The surrounding landscape features several trees, and the cabin's rustic log exterior is visible in the background under bright blue skies.

Cabin in Alma

Cozy Mountain Cabin W/ Hot Tub Breathtaking Views

4.98 out of 5 average rating, 284 reviews

Cabin in Florissant

Retreat at Mydnyt Mountain•Hot Tub•No Chores

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!

Shipping container in Jefferson

4.94 out of 5 average rating, 122 reviews

The Nook - Shipping Container w/ Hot Tub & Sauna

4.94 out of 5 average rating, 121 reviews

25 mi Breck | Stargazing | Hot Tub | King Beds

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

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, 198 reviews

Dog-friendly Cabin+Hot Tub+35min to Breckenridge

Family- and pet-friendly home rentals

Superhost

The kitchen showcases rich wooden cabinetry and granite countertops, complemented by stainless steel appliances. Large windows provide abundant natural light and scenic views of the outdoors, while a dining area with seating for several guests is visible. The space is designed for functionality and comfort.

4.88 out of 5 average rating, 129 reviews

22STR-00047 Fairplay Cabin w/ Deck on 3 Acres!

Superhost

Cabin in Jefferson

4.91 out of 5 average rating, 102 reviews

Modern Cabin with Mountain Views | Pets OK

4.98 out of 5 average rating, 183 reviews

A dome structure is nestled among tall grasses and trees, featuring a wrap-around deck. Two chairs are positioned on the deck, providing a view of the surrounding nature. The structure's large windows are visible, promoting natural light.

Dome in Como

Honeydome Hideaway

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, 146 reviews

Log Cabin at Moose Meadows - STR-0010-2026

4.88 out of 5 average rating, 122 reviews

Mountain Cabin w/Hot Tub & Washer Dryer

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

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

4.88 out of 5 average rating, 113 reviews

A modern kitchen area features a mix of blue cabinetry and stainless steel appliances. A large island is equipped with seating, and a collection of hanging pots is displayed above. Bright windows fill the space with natural light, while a cozy living area is visible in the background.

Cabin in Alma

Relaxing Alpine Oasis - Minutes from Breckenridge

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 277 reviews

Walk to Lifts & Main St Condo

4.91 out of 5 average rating, 666 reviews

Take a Break in Breck @ Stunning Ski In+Out Studio

4.98 out of 5 average rating, 241 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

4.98 out of 5 average rating, 106 reviews

Village at Breckenridge Shavano 2603 Ski in/out

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.

4.96 out of 5 average rating, 325 reviews

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

4.98 out of 5 average rating, 582 reviews

Village at Breckenridge Unit 4604 Ski in/out w/ AC

4.94 out of 5 average rating, 260 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!