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

A spacious deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.

Home in Colorado Springs

4.95 out of 5 average rating, 214 reviews

✔️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!

Top Guest favourite

Guesthouse in Sedalia

4.98 out of 5 average rating, 109 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 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, 504 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.

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, 117 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.

Guest favourite

The chalet's A-frame structure is framed by tall pine trees, showcasing large windows that invite natural light. A gentle plume of smoke is rising from the chimney, indicating a warm interior. The outdoor deck offers a seating area for relaxation amidst a scenic mountain setting.

Cabin in Woodland Park

4.98 out of 5 average rating, 132 reviews

Aframe, Scenic Views, Hot Tub, Firepit, 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.

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, 213 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 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

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, 163 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.

Guest favourite

A shaded area with a hot tub is visible beside large glass doors leading into the tent interior. Light filters through the wooden beams above, illuminating a cozy space with comfortable seating. A person is seated at the edge of the hot tub, enjoying the serene surroundings.

Tent in Monument

4.96 out of 5 average rating, 122 reviews

Luxury Creekside Glamping Tent w/ Hot Tub & Views

King’s Quarters is for couples who want the peace of the outdoors without the hassle of camping. Just arrive and unwind. Settle into the tent closest to the creek, soak in your private hot tub, sit by the fire, and sleep in a real bed with your own off-grid bathroom nearby. Enjoy $250+ in free enhancements—propane, cooler & ice, kombucha, early check-in/out, pet & cleaning, and more.

Guest favourite

An open-concept living area features modern wooden cabinetry and stainless steel appliances in the kitchen. A spacious dining table is set for six, with natural light illuminating the room through large windows. The adjacent staircase leads to upper levels.

Home in Aurora

4.8 out of 5 average rating, 102 reviews

Newer 3 bedroom house - Pet and Family Friendly!

Welcome to our charming house. This modern 3-bedroom, 2.5 bath home is perfect for families and it is pet-friendly. Enjoy a spacious, comfortable stay with easy access to downtown Denver, Denver International Airport, nearby malls, and popular sightseeing spots. Ideal for a relaxing getaway or an adventure-filled vacation. Book now and make unforgettable memories!

Guest favourite

A modern tiny home is positioned on a gravel surface, with a sleek dark exterior and a welcoming front entrance. Steps lead to the door, framed by a large window and smaller openings that allow natural light. A serene sunset casts a warm glow in the background.

Tiny home in Hudson

4.92 out of 5 average rating, 737 reviews

Tiny Home on Colorado Horse Ranch

Unique opportunity to stay in a Tiny Home located on a Colorado Horse Ranch. The interior of the home has been beautifully designed with modern appliances, butcher block counter tops and slate tile accents. Upon entering you will immediately be welcomed by the cozy atmosphere and unique use of the space. Escape the city to the peace and quite of the country.

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

5 out of 5 average rating, 217 reviews

Private House in the Forest

Our family has lived on this gorgeous, treed 5-acre property for twenty-five years. Back then, we were considered the outskirts of town. Now we have amazing amenities just a couple of miles up the road. 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!

Guest favourite

Farm stay in Strasburg

4.88 out of 5 average rating, 295 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.