Family-friendly holiday rentals in Fairplay

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.

5.0 out of 5 average rating, 121 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

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, 144 reviews

Cozy Getaway on 8 Acres | Treasure Hunt | Firepit

✨ 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, 344 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, 120 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.

4.93 out of 5 average rating, 539 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.

4.91 out of 5 average rating, 341 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!

4.78 out of 5 average rating, 161 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

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.

Tiny home in Fairplay

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!

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, 182 reviews

Cozy Family Cabin w/ Hot Tub & Stunning Views!

Welcome to Lake Vista Lodge! Perched at 11,000 ft and just 23 miles from Breckenridge, this 3-bedroom, 2-bath cabin offers breathtaking, panoramic mountain views from two decks. Soak it all in from our brand-new hot tub or gather inside in two spacious living areas and a full kitchen. Perfect for skiing, hiking a 14er, rafting, or simply enjoying the outdoors, Lake Vista Lodge gives your family space to relax, reconnect, and make unforgettable memories surrounded by epic scenery.

4.96 out of 5 average rating, 406 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, 198 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.

5.0 out of 5 average rating, 196 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

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, 260 reviews

Arcade~King Beds~Hot Tub~Gnomes~Pikes Peak Views

4.98 out of 5 average rating, 170 reviews

Home in Fairplay

Stop Searching. THIS IS IT ~ Adventure Awaits you!

4.98 out of 5 average rating, 263 reviews

Home in Fairplay

Silverheels Lodge•25 Acres•HotTub•Garage

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, 212 reviews

Sugar Pine Retreat -Views,Steam Shower&Hot Tub

4.98 out of 5 average rating, 281 reviews

Cabin in Florissant

Retreat at Mydnyt Mountain•Hot Tub•No Chores

4.89 out of 5 average rating, 100 reviews

Home in Fairplay

Secluded Retreat | Hot Tub + Stargazing Escape

4.97 out of 5 average rating, 174 reviews

The cabin features a distinct A-frame design, with large windows reflecting the warm glow from inside. A spacious wooden deck is seen in the foreground, equipped with chairs and a fire pit, surrounded by snow-covered trees under a colorful sunset sky.

Cabin in Breckenridge

The Cute Little Cabin

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, 135 reviews

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

Family- and pet-friendly home rentals

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, 137 reviews

Cozy Family Cabin + 35min to Breck + Dogs Welcome

4.95 out of 5 average rating, 740 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!

4.82 out of 5 average rating, 216 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

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

4.89 out of 5 average rating, 114 reviews

Cozy Tiny Retreat: Private Washer/Dryer +Starlink

4.98 out of 5 average rating, 108 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!

4.88 out of 5 average rating, 120 reviews

Mountain Cabin w/Hot Tub & Washer Dryer

4.98 out of 5 average rating, 664 reviews

A handcrafted hot springs hot tub, featuring natural rock elements and an infinity edge, is positioned in the foreground. In the background, a rustic cabin displays a colorful exterior, framed by trees and a wooden pathway leading to the entrance.

Cabin in Buena Vista

Holloway Cabin on Creek & Private Hot-Springs

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.

4.91 out of 5 average rating, 145 reviews

Log Cabin at Moose Meadows - STR-0010-2026

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 257 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!

4.97 out of 5 average rating, 335 reviews

Condo in Vail

(IB) Marriott's StreamSide Douglas 1BD Villa

4.96 out of 5 average rating, 243 reviews

An inviting outdoor area features comfortable seating with two chair sets, surrounded by a fenced green lawn. The cabin's wooden structure complements the natural surroundings, with a large overhang providing shade. Scenic views of trees and distant mountains create a peaceful atmosphere.

Cabin in Breckenridge

Blue Sky Cabin - Ski Retreat!

4.86 out of 5 average rating, 155 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.

4.94 out of 5 average rating, 275 reviews

Condo in Breckenridge

Walk to Lifts & Main St Condo

4.98 out of 5 average rating, 240 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

4.94 out of 5 average rating, 163 reviews

A welcoming living area features wood-paneled walls and a cozy seating arrangement, including two dark leather sofas. A sleek flat-screen TV is mounted above a fireplace, while rustic decorations, such as vintage snowshoes, add charm. Natural light streams in from windows, enhancing the space's warm atmosphere.

Cabin in Breckenridge

A Cozy Mountain Retreat in Breckenridge