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Cottage holiday rentals in Bailey

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Top-rated cottage rentals in Bailey

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Top Guest favourite
The exterior of a quaint cottage is shown, featuring a light grey and blue color scheme. A welcoming front porch is adorned with a blue bench. A brick patio area, equipped with a small table and chairs, is surrounded by greenery and fencing, offering a sense of privacy.
Cottage in Old Colorado City
4.96 out of 5 average rating, 872 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
A charming cottage is surrounded by vibrant orange poppies and lush greenery. The entrance features a red door and blue accents, while a picnic table is visible nearby, offering an inviting outdoor space. The unpaved driveway leads to the cottage, framed by trees.
Cottage in Cascade-Chipita Park
4.85 out of 5 average rating, 292 reviews

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.

Top Guest favourite
A warm living area is presented with wood-paneled walls and a high ceiling. Two leather sofas are positioned around a wooden coffee table, while a lamp and framed artwork enhance the cozy atmosphere. Large windows allow natural light to brighten the space.
Cottage in Broadmoor
4.95 out of 5 average rating, 196 reviews

Nestled in scenic Bear Creek Canyon.

This cozy cabin in the foothills is only minutes from Old Coloado City, Manitou Springs, Garden of the Gods and down town Colorado Springs. Located just a few minute walk from section 16 trail head on one side and Bear Creek Regional Park on the other. Built in 1899 this is one of only 22 homes in Bear Creek Canyon. This cabin has high speed internet and cable, 50 inch TV and dvd player for nights inside. A great seating area and green house for enjoying beautiful views outside.

Top Guest favourite
A modern kitchen features sleek gray cabinetry and a stylish backsplash with a mosaic pattern. An island with seating is complemented by pendant lighting. Appliances include a microwave and refrigerator, and natural light fills the space through a window.
Cottage in Old Colorado City
4.98 out of 5 average rating, 536 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

Top Guest favourite
The interior features a cozy studio layout, with a spacious bed and soft bedding. A comfortable leather couch and a dining table create a welcoming seating area. Natural light flows through the windows, highlighting the vibrant area rug and plants adorning the space.
Cottage in Colorado Springs
4.93 out of 5 average rating, 110 reviews

EntireCozyCottage by Manitou/PikesPk/GardenGods

Enjoy a stylish experience at this quiet, cozy, tiny cottage just outside of town. It has everything you need!Quaint and unique space, the cottage is located in the back alley entrance of our 1/3 acre property. There is often wildlife to be seen such as birds, squirrels, deer, also birds, bees and a few bugs. There’s a tree that provides a shaded area, and chairs to sit on and relax and enjoy outside. We love our neighbors down the alley. One of our neighbors builds tiny homes!

Top Guest favourite
An exterior view of the cottage features a spacious deck made of warm-toned wood. Outdoor seating, including a rocking chair and a table with an umbrella, is arranged on the patio. Lush green grass surrounds the structure, along with garden beds filled with vibrant foliage.
Cottage in Broadmoor
4.89 out of 5 average rating, 430 reviews

Hiking & Nature Paradise - Broadmoor/Seven Falls!

Non-smokers only. The Cottage Retreat is nestled in nature with hiking and biking trails directly out the back door. Trailheads to Helen Hunt Falls or Seven Bridges trail directly behind the cottage! Access to Pikes Peak National Forest off-roading trails are just a few blocks away. Walk to the Broadmoor or neighborhood coffee shop for fine dining and drinks. 5 minutes to downtown Colorado Springs for endless entertainment! Lowest cleaning fees in the neighborhood!!

Top Guest favourite
The cottage exterior features a green metal roof and light grey siding. Rock pathway leads to a covered front porch with two chairs. Flower boxes and vibrant landscaping enhance the entrance, surrounded by trees creating a natural setting.
Cottage in Rollinsville
4.91 out of 5 average rating, 477 reviews

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.

Top Guest favourite
A lush garden path winds through dense greenery, leading to a vibrant orange cottage. The area is dotted with various plants and shrubs, creating a natural and inviting space. Sunlight filters through the trees, casting soft shadows along the walkway.
Cottage in Denver
4.93 out of 5 average rating, 783 reviews

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.

Guest favourite
A hot tub is situated on a deck, reflecting sunlight and surrounded by wooden fencing. The clear blue sky and distant trees are visible above, creating a serene outdoor space for relaxation.
Cottage in Buena Vista
4.83 out of 5 average rating, 456 reviews

Colorado Cottage

Come join us on our 5 acres of Pinon trees with the convenience of being 5 minutes from town. This cottage is unique with custom tile work, and handmade barn doors. Enjoy the gorgeous mountain views, and watch the wildlife roam the property. Your host family lives on property across the driveway and is happy to help should you need anything. We accept dogs, but cannot accept cats due to other guests allergies.

Top Guest favourite
A spacious outdoor area is shown, featuring a well-maintained lawn and a gravel driveway leading to a guest house. Sunlight filters through the trees, creating dappled light on the ground. An umbrella-covered seating area is visible, enhancing the inviting outdoor environment.
Cottage in Colorado Springs
5 out of 5 average rating, 168 reviews

Black Forest Serenity

Black Forest Serenity is new guest house in the north end of Colorado Springs close to the USAFA. This beautiful, private and secluded guests house has its own driveway and access. If you are looking for some peaceful time away with time spent with loved ones, this is it! In addition there is another Airbnb guest house on the same property. Black Forest Tranquility Link is below https://abnb.me/QmYI2mTNs9

Top Guest favourite
A vibrant flower garden is showcased, featuring a variety of blooming plants in multiple colors. Two umbrellas provide shade over the seating area, while natural stone pathways meander through the gardens. Soft lighting can be seen strung around a wooden structure in the background.
Cottage in Boulder
4.93 out of 5 average rating, 812 reviews

Unique Cottage in Boulder with Hot Tub

The cottage is located on 2 acres and only 4.5 miles to downtown Boulder. CORONOVIRUS INFO: The cottage is professionally cleaned with appropriate disinfectants (Lysol and Chlorox) and comforts and bedspreads (as well as obviously sheets, towels, bath mats) are all clean. There is enough toilet paper for your stay! :) The hot tub is safe to use and the chlorine levels are checked regularly.

Guest favourite
A modern living area features a vibrant red sofa paired with a decorative yellow cushion. A wooden coffee table sits atop a patterned rug, while sleek white stools are positioned at the kitchen counter. Natural light floods the space from the large window, enhancing the light color palette.
Cottage in Whittier
4.98 out of 5 average rating, 214 reviews

Artful City Park Hideaway | Architect-Designed

The High Street Treehouse — architect-designed 1BR carriage house in walkable City Park West. Bright, private, and thoughtfully crafted to make small-space living feel expansive. Enjoy a full kitchen, airy living area, and serene bedroom just minutes from downtown, Denver Zoo, hospitals, and top restaurants. A minimalist, artful retreat for travelers, professionals, or design lovers.

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