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 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!

Top guest favorite
A spacious living area features high ceilings with large arched windows allowing ample natural light. Comfortable seating includes two patterned armchairs and a sofa, complemented by a coffee table on a cowhide rug. A stone fireplace adds a cozy touch, enhancing the wood-paneled walls.
Cabin in Palmer Lake
4.96 out of 5 average rating, 328 reviews

✷Kayak Cabin✷ Hot Tub┃Firepit┃Games┃Movie Room

★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: 0.7 mi to the lake for kayaking, 1 mi to hiking ★YARD: Fenced in w/fire pit, hot tub, hammock & games ★GARAGE w/kayaks & tennis rackets ★PORCH: Dining area, rocking chairs & grill ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★70" Smart TV in living room & 70" Smart TV in movie room w/Apps + Cable ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen ★Free Colorado beer

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, 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.

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, 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.

Guest favorite
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.

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, 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. 😊

Top guest favorite
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.

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, 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.

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.

Top 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
5 out of 5 average rating, 221 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 favorite
Farm stay in Strasburg
4.88 out of 5 average rating, 301 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.

Guest favorite
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!!!

Popular amenities for Deer Trail vacation rentals