Family-friendly vacation 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 out of 5 average rating, 109 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

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, 335 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

4.97 out of 5 average rating, 195 reviews

Tranquil 5 Star Cabin- King Beds -Walk to Fishing

Enjoy the tranquility of nature in this cozy log cabin, situated on a 2-acre lot with Aspen Trees. The cabin features 3 king-size beds and a spacious living area. The cabin is located at an altitude of about 10,000 ft, close to hiking trails and the national forest. This is a perfect place for nature lovers who want to escape the city and relax in a serene environment. Minimum age rental is 25 **The treehouse is currently closed for repairs and is not available for guest use.” STR# 25-0153

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.

4.91 out of 5 average rating, 332 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, 528 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.

4.77 out of 5 average rating, 154 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

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, 132 reviews

Treehouses | Treasure Hunt | 8 Acres | Firepit

✨ 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 🛋️ Family-ready: games, toys, kid gear, Switch, arcade, cozy nook 🌟 Fun Extras: treehouses & treasure hunt

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.

4.92 out of 5 average rating, 294 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!

A wrap-around deck overlooks the expansive views of the mountains and trees. Simple outdoor furniture, including a rocking chair, complements the serene setting. The wooden railing enhances the rustic charm, while the clear blue sky adds to the peaceful ambiance of the space.

4.94 out of 5 average rating, 103 reviews

Harry’s Hygge Hut | Ski Bus to Breck

Perched on a hillside with breathtaking views of Colorado’s Mosquito Range, Harry’s Hygge Hut blends rustic Scandinavian charm with modern mountain comfort. Whether you seek adventure in the backcountry or a peaceful retreat, Harry’s offers it all. Enjoy world-class skiing in Breckenridge, plus hiking, fishing, rafting, 4x4 trails, and mountain biking—all nearby. Public buses leave regularly from nearby to Breckenridge year round. Now with fast Starlink internet!

4.96 out of 5 average rating, 137 reviews

Cabin in Bailey

Stargazing Net | Hot Tub | Air Conditioning

Welcome to The Tiny A-Frame, a BRAND NEW cozy getaway in Bailey, Colorado! This beautiful custom A-Frame sits just an hour west of Denver and makes for the perfect romantic getaway or relaxing trip for a small group of friends. Kick back underneath the stars in our star gazing net or soak it up in the wood barrel tub with scenic views of the mountains. Your peaceful getaway awaits! Park County Short Term Rental License: 23STR-00298

An outdoor deck features red Adirondack chairs arranged around a small black table, creating a cozy seating area. A hot tub is visible to the left, with string lights overhead adding a warm glow to the space, surrounded by tall trees.

5 out of 5 average rating, 188 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.

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.

4.95 out of 5 average rating, 117 reviews

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

4.99 out of 5 average rating, 100 reviews

A luxurious hot tub is nestled among a private aspen grove, featuring clear water that cascades gently from its jets. The serene setting includes tall trees in the background, allowing guests to unwind while enjoying nature.

Cabin in Jefferson

Big Mountain Views, Seclusion, Hot Tub, Fire Pit

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

4.98 out of 5 average rating, 126 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

Shipping container in Jefferson

4.94 out of 5 average rating, 111 reviews

The Nook - Shipping Container w/ Hot Tub & Sauna

Superhost

Home in Alma

4.9 out of 5 average rating, 117 reviews

3BR+Loft Modern Mountain Retreat w/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, 257 reviews

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

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, 206 reviews

Sugar Pine Retreat -Views,Steam Shower&Hot Tub

A hot tub sits on a deck, offering a view of the surrounding greenery. Tall evergreen trees rise in the background, complementing the lush undergrowth. The sky displays soft colors as it transitions, creating a serene atmosphere for relaxation in nature.

4.84 out of 5 average rating, 389 reviews

2 ACRES Amazing Log Cabin Hot Tub Fireplace Views

Family- and pet-friendly home rentals

5 out of 5 average rating, 98 reviews

Star Net|Hot Tub|Close to Breck

4.99 out of 5 average rating, 170 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

4.98 out of 5 average rating, 61 reviews

Home in Fairplay

Blackout Blinds | Stocked Kitchen | Nespresso

4.95 out of 5 average rating, 728 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!

4.99 out of 5 average rating, 242 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

A spacious wooden structure with a green metal roof is surrounded by open fields, under a partly cloudy sky. The landscape features rolling hills in the background, creating a serene environment. The building's design includes multiple windows for natural light.

4.92 out of 5 average rating, 76 reviews

Cozy 35 Acres to Yourself w/ Family & Friends

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, 130 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

4.89 out of 5 average rating, 111 reviews

Cozy Tiny Retreat: Private Washer/Dryer + Starlink

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 178 reviews

Condo in Dillon

Cozy Boho Retreat w/ Views of Mountain + Lake

4.98 out of 5 average rating, 269 reviews

Home in Denver

1930s Bungalow: Salt Water Pool, Hot Tub, Big Yard

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.

4.94 out of 5 average rating, 297 reviews

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

The exterior view of the Crystal Peak Lodge features warm brown architecture nestled in a snowy landscape, with ski lifts visible in front. Majestic mountains create a scenic backdrop under a sky painted in hues of pink and blue during sunset.

4.87 out of 5 average rating, 139 reviews

Perfect summertime 1 Bed at Peak 7

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, 190 reviews

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

4.97 out of 5 average rating, 131 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

The outdoor area features a heated pool and multiple hot tubs, surrounded by stone decking. The setting showcases vibrant sunset colors in the sky above and the complex structure in the background, creating a relaxing atmosphere for guests.

4.98 out of 5 average rating, 573 reviews

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