Vacation rentals in Deer Trail

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Top-rated vacation rentals in Deer Trail

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

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Top guest favorite
Guesthouse in Elbert
5 out of 5 average rating, 55 reviews

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!

Guest favorite
A tiny container home is illuminated at dusk, showcasing a cozy entrance beneath a wooden pergola with string lights. The surrounding landscape features grassy areas and a distant wooden fence, set against a dramatic blue sky with clouds.
Tiny home in Colorado Springs
4.9 out of 5 average rating, 171 reviews

Charming Tiny Home Getaway

This memorable place is anything but ordinary. You will not regret choosing this modern tiny container home with amazing mountain views. Quiet, rural location but not too far for day trips to Colorado Springs.20 mins. to AFA, restaurants and many activities. You will have all the amenities Wi-Fi, kitchenette & BBQ grill. You will enjoy beautiful sunsets & sunrises while sitting by the fire pit. This tiny home is located on our 5 Acer property, we have a strict no pet policy. Sorry no fur babies.

Top guest favorite
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, 218 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 while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket on the deck. First bottle of wine is on us! Hiking trails are only minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

Top guest favorite
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

Top guest favorite
Guesthouse in Sedalia
4.97 out of 5 average rating, 117 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 favorite
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, 512 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 favorite
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, 122 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 favorite
Tiny home in Peyton
4.9 out of 5 average rating, 67 reviews

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.

Top guest favorite
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, 169 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 favorite
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
4.81 out of 5 average rating, 107 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 favorite
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, 744 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.

Guest favorite
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, 224 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!

Popular amenities for Deer Trail vacation rentals