Holiday houses 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
The cabin's exterior showcases rustic wood siding surrounded by lush trees and large boulders. A spacious deck equipped with string lights enhances the inviting ambiance. A picnic table and a gas grill are situated on the patio, offering a charming outdoor dining experience.
Cabin in Cascade-Chipita Park
4.99 out of 5 average rating, 258 reviews

Cabin on Pikes Peak, Hot tub, Walk to Wine + Food

*Brand new nordic spa 6 person hot tub as of April 2026!* 2 bedroom, 2 bath historic cabin backs to wilderness. Enjoy amazing views of the surrounding trees and rocks. Located on Pikes Peak, Hidden Falls cabin is just 10 minutes from Manitou and Colorado Springs but it feels like a world away. Take in the views from your soak in the hot tub or under the outdoor shower. Walk to the Wines of Colorado for libations and food. The cabin is an ideal destination for a restful retreat, a romantic getawa

Top Guest favourite
Guesthouse in Sedalia
4.98 out of 5 average rating, 104 reviews

Sunrise Studio

Enjoy amazing sunrise and moonrise views. At the Sunrise Studio you will soundly sleep on a cozy queen bed. Also offer a single couch & air mattress for extra sleep. Full bathroom with sink, toilet and shower. Kitchen includes cooktop grill/griddle, sink, air fryer, toaster/convection oven microwave, coffee maker and refrigerator. Full Laundry with washer & dryer. Studio is heated by electric heat or a wood stove and cooled with AC. There is also a small outdoor space with a fire pit. Enjoy!

Top Guest favourite
An A-frame cabin exterior is visible at dusk, with a sloping black facade contrasting against the colorful sunset. A neatly stacked pile of firewood is situated in a circular holder on the deck, alongside a potted plant for a touch of greenery.
Cabin in Woodland Park
4.98 out of 5 average rating, 398 reviews

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

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, 500 reviews

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.

Top Guest favourite
A uniquely shaped cottage is surrounded by tall trees, with soft lighting highlighting its architectural features. A stone pathway leads to the entrance, while decorative outdoor lights add a touch of charm to the serene woodland setting.
Guesthouse in Colorado Springs
4.99 out of 5 average rating, 111 reviews

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while still only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron‘s first and foremost, an artist.

Top Guest favourite
The exterior of the barn retreat is showcased, featuring vibrant red siding and contrasting white trim. Two sets of double doors provide entrance, flanked by windows. A patio area with outdoor seating, including a table and chairs, is visible in front, with a gravel surface surrounding the structure.
Barn in Fort Lupton
4.97 out of 5 average rating, 106 reviews

Barn Bliss: Cozy Country Retreat

This barn-stay retreat offers a unique blend of rustic charm and modern comfort, providing guests with an immersive countryside experience. Nestled in a tranquil setting, the retreat, features a meticulously converted barn, combining the character of the structure with thoughtfully designed interiors. The accommodation offers an open and airy layout with high ceilings that create a warm and inviting atmosphere. One of the highlights of the retreat is, it’s outdoor private patio and fire pit.

Top Guest favourite
Cabin in Cascade-Chipita Park
4.95 out of 5 average rating, 230 reviews

Riverside Retreat: Sauna, Hot Tub & Fireplace

With a river in the backyard next to the private hot tub and sauna, what more could you need? If you love watching local wildlife, listening the sound of the creek, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, top-to-bottom remodel. Book RiverHouse South, by Forest & Peak Retreats, today!

Guest favourite
A lush green yard is framed by tall trees, showcasing a vibrant rainbow arching across the sky. A red canopy is visible in the distance, hinting at a gathering space. Colorful flowers hang from a nearby planter, adding a touch of charm to the outdoor setting.
Farm stay in Byers
4.86 out of 5 average rating, 71 reviews

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

Top Guest favourite
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
4.98 out of 5 average rating, 130 reviews

Modern A-Frame w/ Hot Tub + Stargazing Dome

✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Luxurious private jetted hot tub ✦ Stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & much more ✦ Large deck w/ gas fire pit, cushioned Adirondack seating, & outdoor dining ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Weber BBQ grill ✦ Pet friendly (one dog max.)

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
5 out of 5 average rating, 211 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 landscaped area features natural stone steps leading up a gentle incline. Surrounding elements include a mix of rocks, gravel, and blooming lavender, while tall pine trees provide a serene backdrop to the peaceful outdoor space.
Tiny home in Pine
5 out of 5 average rating, 239 reviews

Mountain Carriage House-(Tiny House)

This is a space of 360 sq. ft., which includes a small kitchenette, with microwave oven, toaster, coffee maker, hot tea kettle, and mini fridge. There is one full bathroom; please note that the bedroom and common area, which holds one sofa big enough for two people, is a shared space. This is a tiny house. Quaint and comfortable, and small. Enjoy fresh clean linens, and on cool days, bump the little red gas stove up and enjoy a cozy fire.

Top Guest favourite
A charming country inn is visible in the background, framed by vibrant autumn trees. Two sheep graze peacefully in the foreground, enhancing the tranquil rural setting. The building features a green roof and a welcoming porch with white railing.
Apartment in Bennett
4.96 out of 5 average rating, 157 reviews

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

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