Holiday rentals in Deer Trail

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Top-rated holiday rentals in Deer Trail

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Cripple Creek
4.92 out of 5 average rating, 176 reviews

Horsethief Hideout Experience Spring Pikes Peak

Welcome to our very private, mountainview hideout! Our 1000 square-foot cabin is surrounded by thousands of acres of Pike National Forest. You can’t see another house from this property! That’s why we call it, ”The Hideout”. You could literally hike out the back door all the way to the summit of Pikes Peak and not cross a road nor see another house. Truly your Rocky Mountain getaway. We do welcome pets, there is a pet fee $50 for first pet and $25 per second pet. Will be charged after book

Top guest favourite
The open living area is furnished with a comfortable gray sofa and a wall-mounted television. A dining table with high-backed chairs is visible, along with a wall cabinet and kitchen cabinetry. Natural light enters through multiple window shutters, enhancing the overall brightness.
Place to stay in Parker
4.96 out of 5 average rating, 159 reviews

Pristine & Modern Full Basement-Excellent Location

You’ll be staying in a peaceful, family‑friendly neighborhood surrounded by beautiful walking trails, open spaces, and parks perfect for kids. The area is quiet, safe, and ideal for enjoying Colorado’s outdoors. Despite the tranquil setting, you’re just minutes from Downtown Parker, with its great restaurants, cafés, grocery stores, and local shops. You’ll also be a short drive from Sky Ridge Hospital and have quick access to I‑25, making it easy to reach Denver, Castle Rock, and the mountains.

Top guest favourite
A custom A-frame cabin is surrounded by tall pines, featuring a sloped roof and large glass windows. A spacious deck with steps leads to outdoor seating and a hot tub, while natural stone landscaping adds to the serene setting.
Cabin in Monument
4.99 out of 5 average rating, 190 reviews

Cozy A-Frame Retreat “Hot Tub”w-Views, Monument CO

Experience a true Colorado getaway with this custom built Scandinavian 🇸🇪 inspired A-frame, nestled on the Palmer Divide, located only 15 min to Colorado Springs & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife walking by while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket. First bottle of wine on us! Hiking trails are minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

Top guest favourite
An inviting exterior of a single-story home is displayed, featuring a well-maintained lawn and a paved driveway. The backdrop showcases the impressive 'castle rock' formation against a clear blue sky, emphasizing the serene setting of the property.
Home in Castle Rock
4.9 out of 5 average rating, 299 reviews

Under the ROCK

Guests have access to the entire main floor including 2 bedrms, 2 bathrms, Lg Kitchen, Family Rm, Gas Fireplace, Dining Rm, Laundry, and a large deck with hottub. Guests can walk just 2-blocks to the entrance of "The Rock Park" and climb the "castle rock". Downtown Castle Rock is just a 2-3 minute drive. The house is just 3 minutes to I-25 and about 15 minutes to the DTC (Denver Tech Center), about 25-minutes to the Air Force Academy, and about 35-minutes to Colorado Springs and Denver.

Top guest favourite
An inviting master bedroom features a spacious bed framed by a stylish metal headboard, complemented by a decorative bench at the foot. Soft blue curtains frame the windows, while rustic wooden beams enhance the cozy, warm atmosphere of the space.
Home in Castle Rock
4.98 out of 5 average rating, 482 reviews

The Dyer House Inn

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.

Top guest favourite
A spacious living area features a large, dark leather sectional sofa arranged around a wooden coffee table with a storage compartment. Natural light enters through the window, complemented by soft curtains. A dining area with a table and chairs is visible in the background.
Guest suite in Castle Rock
4.98 out of 5 average rating, 177 reviews

Boho Basement - Private Entrance - Hot Tub

Welcome to Boho Basement - This charming one-bedroom walkout apartment is nestled in a prime location just minutes away from downtown Castle Rock, local parks, and hiking trails. Discover a warm and inviting space complete with a full kitchen, ample living space, and a luxurious king-size bed. A private hot tub awaits you outside, providing the perfect spot for unwinding. At Boho Basement, you can enjoy all the comforts of home while experiencing the beauty of Colorado. Book your stay today!

Top guest favourite
The unique octagon structure of the Treehouse is surrounded by lush greenery, with tall trees and fog creating a serene atmosphere. The design elevates the home above the forest floor, showcasing wooden supports and inviting outdoor stairs leading up to the entrance.
Treehouse in Cascade-Chipita Park
4.99 out of 5 average rating, 304 reviews

Luxury Treehouse Escape | Near Pikes Peak+Views

Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

Top guest favourite
The tiny house is shown with a red exterior and large deck, surrounded by a gravel area. Outdoor seating and a fire pit are visible, with patio umbrellas providing shade. A green lawn and barn structure are seen in the background under a clear blue sky.
Tiny home in Berthoud
5 out of 5 average rating, 451 reviews

Tiny House Farm Stay - mini Stays

Be our guest at mini Stays - a Tiny House Farm stay experience! This tiny is custom-designed to bring our guests an opportunity to enjoy the peace and tranquility offered on your mini get-a-way. If you reserve, we ask that you send us a brief introduction, and please read, acknowledge and agree to our house rules. We have a second tiny available on the same property. If you are interested, please send us a message. The link to the second tiny is found through my profile picture.

Top guest favourite
The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.
Earthen home in Colorado Springs
4.99 out of 5 average rating, 198 reviews

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

Top guest favourite
A welcoming entryway features a large front door with modern glass panels and a smooth wood finish. Natural light floods the space through expansive windows and an overhead lantern, highlighting the textured stone wall and a warm wooden beam ceiling. An open layout leads to a comfortable living area.
Townhouse in Southmoor Park
4.96 out of 5 average rating, 183 reviews

Hillcrest Manor-Mid Century Modern 1963 Art House

This beautifully unique mid-century modern gem promises an unparalleled living experience during your stay. Prepare to be wowed by the fantastic features that await you: 🍽️ Chefs Kitchen; 🛁 Luxury Master Bath/Suite; Ample Space: Accommodate your family, friends, or establish a productive workspace with 3 additional bedrooms and 1 office. The 3 bathrooms ensure convenience for everyone; 🌳 Large Fenced-in Yard; 🔥 Entertaining Patio with Firepit.

Top guest favourite
The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.
Home in Colorado Springs
4.99 out of 5 average rating, 198 reviews

Private Guest House in the Forest

Our family has lived on this gorgeous, treed 5-acre property for over twenty years. Back then we were considered the outskirts of town. Now we have amazing amenities just a couple of miles up the road. We've dreamed of building this guest house for years and are now proud to announce "We're open for business!" I've been designing and building custom homes for 25 years. This home represents all of my best ideas and style. You're going to love it!

Top guest favourite
A cozy bedroom features a wooden bed with blue and white bedding, accented by decorative throw pillows. A matching armchair sits in the corner, accompanied by a small lamp. The space is brightened by a window draped with blue curtains, and a dresser adds storage.
Home in Elizabeth
4.94 out of 5 average rating, 218 reviews

Mary's Cottage - Small Town Retreat

This charming 3 bedroom home provides comfort in a peaceful small town setting. A great option for out of town guests or travelers who want to experience a bit of the old west and the convenience to the big city and mountain activities. Nicely decorated in an elegant cottage style, you will feel at home immediately. Guests have full and exclusive access to entire home and attached garage. Plenty of on street parking for extra vehicles.

Popular amenities for Deer Trail holiday rentals

  1. Airbnb
  2. United States
  3. Colorado
  4. Arapahoe County
  5. Deer Trail