
Holiday houses in Deer Trail
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Top-rated holiday rentals in Deer Trail
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Cozy, charming carriage house on a historic farm
Welcome to Ten Arrows Ranch, an opportunity to stay on the original dairy farm resting on 20 acres in Elbert county, dating back to 1887. This charming, fully renovated cottage is more than just a place to stay-it's a living piece of Elbert County history which has been lovingly restored to maintain the charm, character and beauty of this unique property. Unplug and unwind as you enjoy our many animals, gorgeous landscape, and the peace and quiet of a beautiful valley. We can't wait to host you!

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️
Stay in our Newly Built Family Home ✔ 4,800 sq ft Home, Perfect for Longer Stays & Families ✔ Professionally Cleaned & Sanitized ✔ 6-person Hot Tub, Gas Fire Pit & deck with Mountain Views ✔ King Size Bed 🗲Fast WiFi - Ideal for Working Remotely ✔ Fully Equipped Kitchen Upstairs, Kitchenette Downstairs ✔ In-Suite Washer & Dryer ✔ Theater Room with Complementary Netflix on all TVs ✔ 15 Minutes from USAF Academy We know you'll love your stay. Book today to reserve our beautiful home in the woods!

Romantic AFrame*Private Trail*Wood Fire*Stargazing
► Romantic A-frame retreat designed for couples and quiet getaways ► Backyard opens to over one million acres of national forest with a private trail leading to a private summit fire pit ► Outdoor fire pit for stargazing and peaceful evenings ► Thoughtfully designed by a boutique NYC interior design firm ► Well-equipped kitchen for cooking real meals ► Nest mattress with organic cotton sheets for deep sleep ► Easy access to hiking, skiing, gold-water fly fishing, scenic drives, and ATV rentals

Historic 1890s Barn | Spa Bath - Steps to Downtown
Experience a luxurious and fully restored 1890s barn on the first homestead property in the heart of downtown Castle Rock. High-end finishes throughout ensure your complete comfort and relaxation. Coffee, antiques, restaurants, shopping, and Festival Park are only a two minute walk from your front door. Enjoy a taste of simple, country living as you walk past our garden, chickens, and wild rabbits. The large, 1/2 acre property is charming, spacious, and the perfect backdrop for your stay.

Country Living with Horses on the Side
Your going to love this country living walk out private basement. It is a full house with a kitchen, dinning room, huge living room with a large wrap around couch. 2 bedrooms one that sleep 6 and one that sleeps 2 and 2 more sleeping areas if you want to sleep on the couch. Your pets can come with you. It has a tall fenced in yard and a covered porch to sit and enjoy watching the horses as you rest and have a hot cup of beverage. 3TV’s. A laundry room we share for a small fee of $5 a load

☀Cabin with Mtn Views☀ A-Frame Nature Getaway
★Location: Minutes to CO Wolf + Wildlife Ctr, award-winning Paradox Beer Company, Fossil Beds, Lake George, Mueller State Park. Short Drive to Pikes Peak, Garden of the Gods ★OUTDOORS: Nearby hiking, biking, snowshoeing, horseback riding, cross country skiing, rock climbing, white water rafting ★DINING/SHOPS: Short drive to Woodland Park & Historic Manitou ★VIEWS of the Continental Divide from the large back porch & bedroom balcony ★Grill + Firepit ★Brand new comfy beds ★Equipped Kitchen

The Wayfinding Ranch House
Welcome to Wayfinding Ranch House, a tranquil Colorado Black Forest hideaway designed for soulful, creative exploration, and private gatherings. Nestled on 40 acres of pine-shaded pasture and wild trails, this fully renovated home merges rustic elegance with mid-century modern style, original art—including Burt Bacharach’s piano. 7 minutes from Elizabeth Main Street 15 minutes to Kiowa's Messer Western Arena 50 minutes from Denver and Colorado Springs Airports Bed & Barn Accommodations

Secluded Mtn Cabin: Hot Tub, Large Deck & Fire Pit
Escape to the Timber A-Frame, by Forest & Peak Retreats, where luxury meets the untamed spirit of the Rockies. Discover a blend of refined elegance and mountain allure in this magazine-worthy retreat. Crafted with meticulous detail, this stylish cabin offers a sanctuary of comfort and sophistication. Indulge in the hot tub under the vast sky, explore nearby trails, and cozy up to a movie in the vaulted living room by the fire. Your perfect mountain getaway awaits at the Timber A-Frame.

Summer Outdoor Movie Nights | Hot Tub + Game Room
Soak in the hot tub under the stars, watch outdoor movies from the deck (seasonally), challenge friends in the game room, and enjoy mountain views just minutes from historic Cripple Creek. Whether you're planning a romantic getaway, casino weekend, or mountain adventure, this A-frame was designed to create memorable experiences. ✔ Hot Tub + Seasonal Outdoor Projector ✔ A/C (Coming late June 2026) ✔ Game Room ✔ Views ✔ Firepits ✔ Mural Wall ✔ Smart TV & Wi-Fi ✔ Outdoor Dining

Off-grid, Earthen home in the forest!
*PLEASE READ FULL DESCRIPTION BEFORE BOOKING!* An eco friendly, self sustaining, off-grid Earthship home nestled into the Black Forest of Colorado Springs. A place to ground, disconnect, and fully immerse yourself in the beauty that is Colorado. This plant filled, handcrafted home is pure magic and unlike any other stay you've experienced and we are honored to share her with you. 🤗 "The richness I achieve comes from nature, the source of my inspiration" -Monet

Tiny A-Frame Retreat | Glamping • Hot Tub • Nature
Escape to your own tiny glass A-Frame on nearly 10 acres of pine forest. Enjoy glamping comfort with a loft bed, pullout couch, Starlink Wi-Fi, hot tub, grill, and projector for movie nights. Huge front windows offer peaceful forest views and starry skies. Explore the property, play outdoor games, or relax by the fire pit. The bathroom is about 150 ft west of the A-Frame, between the camper and the cabin. Expect fresh air, wildlife, and a few friendly bugs.

Entire Guest Suite At Willow Tree Country Inn
Our Country Inn is conveniently located near DIA (airport). A great place to stop on your way to a Colorado vacation. Our setting, with a panoramic view of the Rocky Mountains, creates the mood of quiet unhurried country living and tranquility. A continental breakfast is included in the basic rate. Fast food restaurants, gas, and a grocery market; just 5 min. away. Wifi , TV , heat & air.
Popular amenities for Deer Trail holiday rentals
Other great holiday rentals in Deer Trail

Just far enough. Barndominium

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Pike's Perch: Your Modern Mountain Retreat with AC

Aspen Cottage in Cripple Creek

Private 2 BD Home with Patio Firepit

Red Rocks Mountain View Luxury Retreat

Bighorn Vista • Sky Net & Spa
Destinations to explore
- Denver Holiday rentals
- Colorado Springs Holiday rentals
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- City Park
- Denver Zoo
- University of Denver
- Denver Botanic Gardens
- Castlewood Canyon State Park
- Bluebird Theater
- The Wild Animal Sanctuary
- Cherry Creek State Park
- Fiddler’s Green Amphitheatre
- Paint Mines Interpretive Park
- Rocky Mountain Arsenal National Wildlife Refuge
- Denver Museum of Nature &Science
- Wings Over the Rockies Air and Space Museum
- Barr Lake State Park
- Comedy Works South





