Holiday rentals in Deer Trail

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!

Value · Location · Comfort

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.

Family · Value · Accuracy

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.

Family · Location · Breakfast

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.

Location · Family · Long stay

Aframe, Hot Tub, Scenic Views, 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.

Value · Location · Nearby

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. 😊

Value · Family · Layout

'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.

Location · Family · View

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.

Value · Family · Nearby

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!

Family · Value · Wifi

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.

Location · Value · Wifi

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!

Family · Value · Pets

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.

Family · Value · Bathroom