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 out of 5 average rating, 117 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

Shipping container in Jefferson

4.94 out of 5 average rating, 117 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.

4.78 out of 5 average rating, 160 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, 230 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 mountain cabin is set against a clear blue sky, featuring a wooden exterior and a green roof. The porch extends outward, providing scenic views of the surrounding landscape, which is adorned with grass and a few trees.

4.92 out of 5 average rating, 170 reviews

Sweet Mtn Cabin With Hot Tub and Picturesque Views

Enjoy this unique and tranquil Mountain Cabin getaway.Two bedroom two bath spacious oasis with 3 TVs and free wifi. If you are looking to unplug and enjoy the wilderness, look no further. 35 miles to Breckenridge, close to Boreas Pass, Kenosha Trailhead and Pass, Jefferson lake, and Taryall Reservoir. Minutes from the famous South Park where you can tour a restored mining town. Enjoy hiking, biking, skiing, ice skating, ice fishing, fishing, rafting, tubing, horse back riding and more.

4.92 out of 5 average rating, 299 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 living area features a warm wood-paneled interior, highlighted by a large window that offers views of the surrounding trees. A plush leather sofa is positioned next to a wooden side table. A television is displayed on a stand, with soft lighting provided by lamps on either side.

4.84 out of 5 average rating, 445 reviews

Secluded Dog Friendly Cabin w/ Hot Tub & starlink

Our delightful A-frame cabin w/Hot Tub is nestled on a wooded lot, surrounded by stunning Mtns. at an elevation of 10,000+ ft! Our cabin's location is perfect for those seeking outdoor adventure. Whether its skiing in Breckenridge a mere 40 min drive away, or rafting, mtn biking, fishing, or hiking. You can explore nature right from our backdoor w/ direct National forest Trail Access! Additionally, our home has a sun-soaked front /back deck,& fenced & gated dog yard ! NO PET FEE

A contemporary cabin is nestled in a snowy landscape, featuring a warm wooden exterior and large windows that frame the picturesque surroundings. Soft lighting highlights the entryway and deck, with a gentle slope leading to the cabin, accented by the tranquility of the winter scene.

4.97 out of 5 average rating, 131 reviews

Rocky Mountain Escape with Exceptional Views!

Adventure awaits at this chic Front Range cabin. A short drive from your door, choose to hit the slopes at Breck, admire the scenery on the McCullough Gulch Trail, or cast your lines along the Sacramento Creek. Even closer to home, take in unparalleled views of the Continental Divide curled up by the gas fireplace, or stretched out on the spacious hilltop deck. The choice is all yours when you stay at this contemporary 3-bedroom, 2-bathroom Fairplay cabin!

4.96 out of 5 average rating, 195 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 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, 159 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.

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, 192 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.

5 out of 5 average rating, 99 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

4.98 out of 5 average rating, 274 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, 179 reviews

Cozy Family Cabin w/ Hot Tub & Stunning Views!

4.9 out of 5 average rating, 120 reviews

Home in Alma

3BR+Loft Modern Mountain Retreat w/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.

4.93 out of 5 average rating, 446 reviews

Mountain Retreat at 10,000 feet with Hot Tub

4.94 out of 5 average rating, 120 reviews

Burro Days | Stargazing Hot Tub | Wildlife Views

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, 260 reviews

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

4.98 out of 5 average rating, 170 reviews

A spacious wooden house blends harmoniously with its forested surroundings. Large windows reflect natural light, and an inviting deck features seating areas overlooking the terrain. A gravel driveway leads up to the entrance, surrounded by trees and greenery.

Home in Blue River

Breck Wilderness Escape(Hot Tub/Game Room/Theater)

4.99 out of 5 average rating, 325 reviews

The cabin is nestled among snow-dusted trees, showcasing a dark exterior with a welcoming front porch and orange doors. Steps lead up to the entry, providing easy access to the inviting atmosphere amid a serene winter landscape.

Cabin in Hartsel

Sunrise Cabin - Balcony Mtn View - Grill - Hot Tub

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 116 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, 733 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, 249 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

4.94 out of 5 average rating, 286 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

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, 142 reviews

8 Acres | Treasure Hunt | Treehouses | Firepit

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, 152 reviews

Charming Log Cabin w/ Hot Tub • Pet Friendly

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, 342 reviews

Big Log Home! Ski Breck/Sled/Hike & 10 min to dine

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 181 reviews

A modern living space features a cozy sofa arranged beside a wood-burning fireplace, with a stack of logs nearby. A dining table with four chairs is positioned adjacent to large windows that allow natural light to fill the room, enhancing the inviting atmosphere.

Condo in Vail

FREE wine | Pool | Wood Fire | Free Vail Bus

4.94 out of 5 average rating, 271 reviews

Walk to Lifts & Main St Condo

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, 303 reviews

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

4.96 out of 5 average rating, 136 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

4.95 out of 5 average rating, 125 reviews

CB 210: Prime location! Walk to ski lifts & town

4.83 out of 5 average rating, 159 reviews

A cozy family room is highlighted by a wood-burning fireplace and a checkerboard coffee table. A green sofa provides comfortable seating, while light-colored walls and a wooden beam ceiling contribute to an inviting ambiance. A brightly colored artwork adds a touch of personality to the space.

Home in Frisco

Apres Chalet w/ Amazing Mtn Views, 2 BD + Loft/3BA

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, 324 reviews

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