Holiday rentals in Colorado Springs

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Top-rated holiday rentals in Colorado Springs

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

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Guest favourite

Cottage in Cascade-Chipita Park

4.85 out of 5 average rating, 252 reviews

Mountain Views | Perfect Couples Get Away | Cozy

Charming and newly updated cottage has every amenity of a modern stay with the location and stunning views of a remote mountain retreat. Perfect for friends or couples, the cottage is located at the base of Pikes Peak. 10 minutes away from Colorado Springs or Woodland park you are close to all of the recreation and activities that make the Pikes Peak region special like Cheyenne Mountain Zoo, hiking trails, Pikes Peak Highway, and downtown Colorado Springs You'll love the mountain views.

Guest favourite

Guest house in Woodland Park

4.96 out of 5 average rating, 131 reviews

Rose Mountain Escape Pet friendly W/pet fee

Rose Mountain escapes has beautiful views of Aspen trees. Located 5 miles from Charis,, 15 mins from downtown Woodland Park & 2hrs from Breckinridge, 2 blocks from BLM land allows ATVs, Motor/Mountain bikes and walks through the forest. It is a small cabin with a VERY STEEP STAIRCASE to the bedroom. We have a large deck with Adirondack chairs, a gas fire pit and grill for your use. We have great WiFI. We have kitchenette, washer and dryer. Pet friendly with CLEANING FEE list pet on reservation!

Guest favourite

Cabin in Divide

4.98 out of 5 average rating, 203 reviews

Experience Colorado - Mtn View & Sauna on 43 acres

Welcome to your historic mountain retreat at Eagle Ridge! The cabin is a stunning 360 sq ft handcrafted woodwork home situated on a gated 43-acre estate with access to private walking trails and panoramic views of Pikes Peak that will take your breath away. The peaceful and quiet atmosphere of the cabin instantly enables one to forget about the busyness of life and rest and/or focus on a birthday, anniversary, or personal retreat. It is also a perfect home base for excursions in the area.

Guest favourite

Cabin in Woodland Park

4.94 out of 5 average rating, 293 reviews

The Bobcat! Tiny Cabin with amazing views!

Welcome to The Bobcat! This mountain escape is nestled right in the middle of Woodland Park, yet feels completely secluded. This property has the feel of true Colorado seclusion while being only 20 minutes from Colorado Springs and 15 minutes from Manitou Springs. This historic cabin has over 60 years of history but was completely remodeled in 2016. Equipped with all the modern amenities a traveler could want, The Bobcat has the charm of historic cabins with a fresh remodel of the interior

Guest favourite

Tiny home in Old Colorado City

4.98 out of 5 average rating, 635 reviews

The Trolley Car in Colorado Springs

Fall in love with OCC while you unwind in this restored trolley car! Your home away from home will give you a quiet night’s sleep in a cozy bed with fresh linens. Prepare your own meals or simply take a short stroll to nearby restaurants and shops. There’s tons for you to do just minutes from the trolley and with so much to explore you’ll be glad you’re close to this space to sit back and relax! You’ll get a small breakfast and snacks to get you going in the morning! I can’t wait to host you!

Guest favourite

Treehouse in Cascade-Chipita Park

5 out of 5 average rating, 220 reviews

The Treehouse, Modern Retreat with Panoramic Views

*If booking a stay for Oct.-May please carefully read winter info. Welcome to the Treehouse - the ultimate Colorado getaway. Perched high in the trees with panoramic views, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

Guest favourite

Home in Colorado Springs

4.98 out of 5 average rating, 133 reviews

The Little House at RRCOS -Escape- Amazing views!

Enjoy this newly remodeled quiet, cozy 1 bedroom that is located next to Red Rock Canyon Open Space. Hiking and biking right out your back door. Relax on the deck with amazing, gorgeous views of nature at its finest or curl up next to the fire table under the stars. 5 minutes to Historic Old Colorado City shopping and dining. 10 minutes to legendary Manitou Springs or Downtown Colorado Springs filled with shopping, dining, nightlife and the Switchbacks Stadium for a game, concert or event.

Guest favourite

Cottage in Old Colorado City

4.96 out of 5 average rating, 759 reviews

The Bird’s Nest – Tiny Home – Big Location!

Be our guest at the Birds Nest! This historic 1909 “shotgun” tiny house is just two blocks from historic Old Colorado City and central to the best attractions in Colorado Springs. Colorado Springs' Westside is where all the sights, attractions and natural beauty are located. Enjoy quick access to the city’s best restaurants, stores and coffee shops. You will be just down the road from Pikes Peak, Garden of the Gods, Downtown, Manitou Springs and close to great walking and hiking trails!

Guest favourite

Cottage in Old Colorado City

4.98 out of 5 average rating, 431 reviews

Walk | Shop | Dine | Cottage @ Garden of the Gods

★ "Stay here if you are planning on traveling to Colorado Springs! It is so convenient to Garden of the Gods, Manitou Springs and Pikes Peak!" ⇛ Pet Friendly ⇛ Urban Retreat at base of Pikes Peak surrounded by site seeing and tourism destinations ⇛ Walk 5 mins to coffee, dining, bars, and boutiques ⇛ Drive 7 min. to Garden of the Gods, Downtown C Springs, Manitou Springs ⇛ Smart TV and 665 Mbps internet ⇛Washer and Dryer in unit ⇛ Private Parking Pemit Number: A-STRP-24-0006

Guest favourite

Home in Old Colorado City

4.97 out of 5 average rating, 275 reviews

Zen Garden At The Garden

Sweet home walking distance into The Garden of Gods and Old Colorado City! Enjoy a Magical Colorado Experience! 420/smoking friendly (outside only) on Big Covered Colorado Deck! Your Home away from Home. Comfy! Spotlessly Clean. . FuN Colorado Vibes offers two bedrooms, one bath, full kitchen, living room, and Colorado themed deck where you will probably want to spend most of your time! This is the perfect spot to renew relax and enjoy all that is Colorado!

Guest favourite

Guest suite in Evergreen

4.98 out of 5 average rating, 207 reviews

Come smell the pines from your exclusive suite!!

Jaw-dropping mountain views at 8600' high! That is what you will experience in this paradise from your exclusive suite. Enjoy, relax and chill on these 3+ acres overlooking the Rockies. Breathtaking place to sip an adult beverage, escape the city and recharge. Your suite includes a bedroom, bath, separate sitting/ dinning room and private entrance. Wildlife abounds from your window or go hiking and explore on your own. We look forward to meeting you!

Guest favourite

Home in Old Colorado City

4.93 out of 5 average rating, 245 reviews

Cozy Colo Cottage with love in Old Colorado City

Want a perfectly cozy place in Colorado Springs? This is it! This is a gem in Old Colorado City that will give you the cozy feeling during your stay. This place is also within a few miles to all the best attractions in Colorado Springs, including the Garden of the Gods, the Manitou Springs, and much more! You will leave the place feeling all refreshed. This house is approved and permit by the city of Colorado Springs. Permit Number: A-STRP-22-0244