Cottage vacation rentals in Bailey

West Highlands Home - perfect for couples

This quiet home is conveniently located (86 Walk score) in the hip West Highlands neighborhood - adjacent to Tennyson street. There are over 50 restaurants, coffee shops, and bars within a mile radius with a diverse range. You'll be less than 5 blocks from two natural grocery stores wine and liquor stores, 1 mile from Sloan's lake, a 10 minute Lyft ride from downtown Denver, and 25 minutes from Red Rocks. Perfect for couples or individuals looking for a peaceful stay in a relaxing environment.

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!

Cottage w/Mountain Views |Perfect Couples Retreat

Charming and newly updated cottage has every amenity of a modern stay with the location and stunning views of a remote mountain retreat. Nestled at the base of Pikes Peak, this cozy getaway is perfect for couples or friends seeking adventure and relaxation. Located just 10 minutes from both Colorado Springs and Woodland Park, you’ll have easy access to the best the Pikes Peak region has to offer. Wake up to breathtaking mountain views and make memories in this idyllic setting.

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

Haven Spaces Retreat Cottage · Quiet + Hot Tub

This quiet, light-filled cottage is designed as a restorative retreat — a place to slow down, rest deeply, and reconnect. Lovingly renovated with warmth and understated elegance, the home offers cozy bedrooms, a soaking tub, private hot tub, and tranquil garden spaces front and back. Ideal for guests seeking a peaceful, contemplative stay with easy access to Old Town shops, nature trails, and local cafés. A calm, welcoming sanctuary for rest, reflection, and gentle renewal.

Mountain Getaway

The Mountain Getaway is close to National Forest, Eldora Ski Area, and endless hiking, biking, snowshoeing, and cross country ski trails. Nestled in a peaceful setting, directly behind our family home, the airbnb offers a comfortable queen bed, bathroom with shower, and a simply equipped kitchen. Whether you're exploring the charming town of Nederland or simply relaxing indoors, you’ll love this spot because of access to nature, the decor and the location.

The Cottage on South Beaver Creek

The Cottage on South Beaver Creek 420 friendly! Pet friendly! No pet fees! Come listen to the soothing creek just 7 miles from the Continental Divide. Located one mile off the scenic Peak to Peak Highway The cottage was built in the early 20th century. Bike, hike, Dirtbike, puff, snowmobiling, fishing, snowshoe, backpacking or just hunker down next to the creek for a getaway. 3BR, full kitchen, hot tub, fire pit, fenced yard for your pups.

LoHi Secret Garden at Mulberry at Denver Cottages

Enjoy our oasis in the city and stay at one of the founding Airbnb rentals. We love to enjoy the famous Colorado weather and believe in indoor & outdoor living. We are located next to downtown and in the revitalized neighborhood of lower highlands. Short walks to coffee shops, restaurants & microbrews, dispensary, Bug Theater & downtown. We are 420 (outdoors only), LBGTQ friendly, allergy-free, fragrance-free & pet-free. UVC w/ Ozone sterilization.

Highly Rated Cottage W/Mountain Views & King Beds

This unique newly built cottage is located a short distance from the vibrant culture & attractions of downtown Colorado Springs. The home is tucked away on a quiet street W/ incredible views of Pikes Peak. Our uniquely designed home has fun touches throughout. We have created a cozy whimsical place to stay. Enjoy nearby restaurants, city parks & golf, shopping, the Olympic Training Center, Memorial Park, Ed Robson Hockey arena, & Colorado College.

Cozy Cottage Walking Distance to Downtown

Relax and unwind after a long day of taking in the local sites in this bright and airy 1900's cottage. Located just one block from the extensive Shook's Run walking and hiking trail and a quick 10 minute walk from the heart of Downtown Colorado Springs, this charming little house is close to all the numerous outdoor activities and dining and shopping our city has to offer. City permit #A-STRP-24-0774

Sunlit Urban Hideaway | Steps to City Park

Steps to City Park—Denver’s largest urban park, with lakes, walking paths, and the Zoo—the High Street Treehouse is a private, architect-designed carriage house tucked quietly behind a historic home. Walk to neighborhood coffee and restaurants, with easy access to downtown and major hospitals—ideal for visiting family or a restorative city stay.

Super-comfortable Tiny House - Platt Park D.U.

The Tiny House/Carriage House is 425 square feet of open floor plan. Comfortable contemporary efficient architecture. Great light, gorgeous kitchen, comfy beds and amenities. Close to Steam Espresso, Platt Park Brewing, Old Pearl Street District and University of Denver - great for couples, solo adventurers, business travelers.