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 image showcases a rustic mountain retreat nestled in a colorful landscape of autumn foliage. The structure features a red roof and is surrounded by rolling hills and sparse trees, with a winding dirt path leading to the property.
Guest suite in Colorado Springs
4.99 out of 5 average rating, 264 reviews

Fall Special! Epic Views-Unique Mtn Getaway!

Epic panoramic mountain/city views-complete serenity! Your private retreat & basecamp for CO adventure! One-of-a-kind tranquil & modern mountain getaway on 40 acres bordering National Forest. *Enjoy morning coffee on your private deck or the sunset next to the fire pit w/ dramatic city & mountain vistas *At night enjoy sparkling stars & the glow of city lights below *Private hiking trails lead to a bubbling creek in the forest & feels a world away-yet it’s 8 min from town-best of both worlds

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Top Guest favourite
Guesthouse in Sedalia
4.97 out of 5 average rating, 116 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!

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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, 509 reviews

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.

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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
4.98 out of 5 average rating, 120 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.

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Guest favourite
The spacious living room features a large window that invites natural light, showcasing views of the outdoors. A wood-burning stove is complemented by a cozy blue couch, a coffee table, and patterned area rug. A television sits on the opposite wall, enhancing the welcoming ambiance.
Cabin in Woodland Park
4.98 out of 5 average rating, 137 reviews

Aframe, Hot Tub, Scenic Views, 2 decks, Dogs YES

Escape to the “Blue Spruce Chalet”. A 900 sq. ft. A-frame (ish!) retreat on 2 private acres in Manitou Experimental Forest, 15 mins north of Woodland Park & steps away from world-class trails & fishing. Explore the outdoors or plan to stay in. Enjoy a fully equipped kitchen, a wood-burning stove, an outdoor firepit, 2 decks with stunning mountain & sunset views and reliably fast WiFi. Star gaze from the hot tub. You may never want to leave this slice of heaven. Perfect for a quick getaway.

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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, 216 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 Spring & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife 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. 😊

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Top Guest favourite
An outdoor deck features a private hot tub and a grill, surrounded by wooden panels and greenery. The container home is shown with large windows, reflecting natural light. Soft evening tones illuminate the space, providing a tranquil setting for relaxation.
Shipping container in Monument
4.96 out of 5 average rating, 106 reviews

'Honeycomb' Luxury Container w/ Sauna & Hot Tub

All-inclusive glamping retreat—no hidden fees other than taxes. The Honeycomb is a 10×20 container with queen bed, kitchenette, shower, toilet, TV, electric fireplace & private sauna. On your deck: hot tub, lounge chairs, sauna & fire pit with creek views. Enjoy $450 in free enhancements—propane, cooler & ice, outdoor bath, cold plunge, homemade wine or kombucha (you'll love it!), early check-in/out, pet & cleaning, and more.

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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, 168 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.

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Guest favourite
A modern living area features a comfortable sofa, an ottoman, and a dining space with a table and four chairs. A light-colored kitchen is visible in the background, equipped with full-size appliances. An abstract painting adds a subtle touch of color to the neutral decor.
Hotel room in Englewood
4.85 out of 5 average rating, 318 reviews

Furnished 2 Bedroom Suite 2 Bath with Full Kitchen

Denver hasn’t been dubbed the Mile High City just because it’s a laidback mountain town. In fact, it's got energy—booming business, fresh cultural events and one-of-a-kind outdoor adventures. Located just off Arapahoe Blvd, only two miles east from I-25—Parks Residential gives easy access to Denver’s best entertainment venues, Colorado’s famed mountain ranges and so much more.

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Guest favourite
Farm stay in Strasburg
4.88 out of 5 average rating, 302 reviews

Family farm stay, theater, 3 beds, 5 star bath.

Come relax in a small country town just 45 minutes east of Denver. Enjoy the large family room or watch a movie in the theater room. Most people rave about the 5 star bathroom. While sitting on the patio watch the beautiful Colorado sunset and the horses graze in the pasture. This is a walkout basement and I live upstairs.

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Guest favourite
A comfortable living area features a light-colored sectional sofa with coordinating pillows, a round mirror, and a small coffee table. Natural light fills the space through large glass doors opening to the balcony, while a patterned rug and potted plant add a touch of warmth.
Guesthouse in Thornton
4.91 out of 5 average rating, 254 reviews

King Bed/ Balcony/Mountain View

This 2nd floor unit was just constructed in 2023 with tall vaulted ceilings, 8ft tall doors, full kitchen, and an awesome balcony with Mountain/Sunset views! On the balcony enjoy your morning coffee or dinner looking at the sunset. You get individual climate control in the bedrooms and the living room.

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Guest favourite
A covered deck presents stunning views of the surrounding forest and distant mountains. Comfortable seating arrangements include an outdoor table and plush chairs, while a patterned rug adds a touch of color to the wooden floor. Natural light enhances the inviting atmosphere.
Cabin in Sedalia
4.87 out of 5 average rating, 134 reviews

The Tree Top

Amazing views and lots of quiet time to yourself.Privately gated. Surrounded by Tons of forest pines in the foothills leading to the Rocky Mountains.. Brand new home with two big covered decks to relax and enjoy the views and nature.Hundreds of acres to hike wthout seeing another soul..Very private!!!

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Popular amenities for Deer Trail holiday rentals