Family-friendly vacation 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.

4.96 out of 5 average rating, 138 reviews

8 Acres | Firepit | Treehouses | Treasure Hunt

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

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, 115 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, 339 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, 116 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.

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.

4.82 out of 5 average rating, 232 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.

4.93 out of 5 average rating, 533 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.

4.77 out of 5 average rating, 156 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

4.92 out of 5 average rating, 296 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!

The cabin features a multi-level design with extensive wraparound decks, surrounded by tall pine trees. Large windows provide natural light, and the peaked roof adds character. A rustic feel is enhanced by logs and stones in the foreground.

4.98 out of 5 average rating, 133 reviews

Royal Roost Moose/Elk Lodge-Fairplay Breckenridge

A beautiful 3 bed, 2 full bath cabin, with double wraparound decks with gorgeous mountain views amid an expansive pine forest. Only 30 minutes from Breckenridge, close to skiing, fishing, hiking, boating and tons more. See moose, elk and deer; and at night, the stars will take your breath away. Sleeps 6 in beds. Pack n Play. 2 TVs for using Netfilxs/DVDs. Nice wood burning fireplace, ping pong/pool table, games and puzzles. Washer/dryer. We have all you need for a nice stay!

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, 177 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.

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, 104 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!

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, 157 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

4.96 out of 5 average rating, 204 reviews

Home in Alma

Rocky Mountain Cedar Lodge and Sauna

5 out of 5 average rating, 408 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

4.96 out of 5 average rating, 195 reviews

Hot Tub & Firepit Under the Stars! 19 mi to Breck!

4.98 out of 5 average rating, 131 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

Superhost

Home in Alma

4.9 out of 5 average rating, 118 reviews

3BR+Loft Modern Mountain Retreat w/Hot Tub

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, 258 reviews

Arcade~King Beds~Hot Tub~Gnomes~Family Mtn Retreat

4.98 out of 5 average rating, 657 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

4.95 out of 5 average rating, 262 reviews

Craftsman Retreat | Hot Tub • Game Room • Pet Yard

Family- and pet-friendly home rentals

Superhost

Cabin in Jefferson

4.91 out of 5 average rating, 100 reviews

Modern Cabin with Mountain Views | Pets OK

4.98 out of 5 average rating, 269 reviews

Cabin in Florissant

Retreat at Mydnyt Mountain•Hot Tub•No Chores

4.88 out of 5 average rating, 114 reviews

Mountain Cabin w/Hot Tub & Washer Dryer

4.82 out of 5 average rating, 212 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

4.95 out of 5 average rating, 732 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!

4.94 out of 5 average rating, 283 reviews

The exterior of the log cabin features a red metal roof and a wooden deck with stairs leading to the entrance. Surrounding snow blankets the ground, and tall evergreen trees stand in the background, indicating a serene mountain setting.

Cabin in Alma

Cozy Log Cabin

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, 149 reviews

Charming Log Cabin w/ Hot Tub • Pet Friendly

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, 134 reviews

Cozy Family Cabin + 35min to Breck + Dogs Welcome

Family-friendly home rentals with a pool

4.85 out of 5 average rating, 282 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!

4.94 out of 5 average rating, 268 reviews

Condo in Breckenridge

Walk to Lifts & Main St Condo

4.98 out of 5 average rating, 212 reviews

An open living space features vaulted wooden ceilings, with large windows allowing natural light to fill the room. Two reclining chairs and a spacious sofa offer comfortable seating, accompanied by a coffee table and decorative accessories. A modern kitchen is visible in the background.

Condo in Vail

Cozy East Vail Condo On Gore Creek! #008412

4.87 out of 5 average rating, 140 reviews

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.

Condo in Breckenridge

Perfect summertime 1 Bed at Peak 7

4.97 out of 5 average rating, 135 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

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, 163 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

4.96 out of 5 average rating, 323 reviews

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.

Condo in Breckenridge

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