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Cottage vacation rentals in Bailey

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Top-rated cottage rentals in Bailey

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

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Guest favorite
The exterior of the bungalow is showcased, featuring a gravel pathway leading to a cozy entrance. Two bright red chairs are positioned in front, surrounded by carefully arranged stones and landscaped greenery, while large trees provide shade in the yard.
Cottage in Buena Vista
4.83 out of 5 average rating, 432 reviews

Rustic Retreat One Block Off Main St. STR-137

This 1-bedroom, 1-bath home is just one block south of Main Street and a few blocks west of the Arkansas River. The bungalow has just the basics for those looking to unplug for a bit. This affordable option was originally built as railroad worker housing, and I bought it as a raft guide/teacher over 15 years ago, and used it as my first home and base for adventure. Now I love sharing it with others. Rustic and affordable- for those who don't need fancy, but like being close to town

Guest favorite
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, 299 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 favorite
Cottage in Broadmoor
4.95 out of 5 average rating, 199 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.

Guest favorite
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, 552 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 favorite
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
4.89 out of 5 average rating, 122 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 favorite
Cottage in Broadmoor
4.89 out of 5 average rating, 438 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!!

Guest favorite
A patio area extends from the cottage, featuring a circular chair and a cushioned seating option. Colorful flowers bloom alongside a stone pathway, while lush greenery and trees create a natural backdrop. The space offers a peaceful outdoor setting for relaxation.
Cottage in Rollinsville
4.91 out of 5 average rating, 485 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.

Guest favorite
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, 788 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.

Top guest favorite
A designated workspace features a wooden desk paired with a brown chair. A vintage-style lamp provides illumination. Shelving units made of dark wood are filled with books and decorative items. Exposed brick adds texture to the wall, while natural light enhances the room's inviting feel.
Cottage in Broadmoor
4.94 out of 5 average rating, 347 reviews

Cottage in Cheyenne Canyon

Tucked away in the Cheyenne Mountain area of Colorado Springs, you are close to all the best attractions. The Broadmoor is just a couple minutes up the road, the Cheyenne Mountain Zoo is just beyond the world renowned hotel. Seven Falls, wonderful hiking trails, and wildlife surround you. Garden of the Gods, Pikes Peak and downtown Colorado Springs are not far from where you'll be resting your head after adventure filled days!

Guest favorite
The exterior of a charming 1900's cottage is featured, showcasing a light purple facade, steps leading to a welcoming front door, and a tidy yard adorned with red mulch and stone pathways. Lush greenery surrounds the home, enhancing its tranquil setting.
Cottage in Colorado Springs
4.94 out of 5 average rating, 498 reviews

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

Guest favorite
Cottage in Palmer Lake
4.85 out of 5 average rating, 299 reviews

Completely Remodeled Historical Cottage

Completely remodeled historical cottage in the heart of beautiful Palmer Lake. Nestled under the pines of Pike National Forest and Sundance Mountain. This 1925 historical cottage was the towns original electric building. Steps from the most beautiful hiking Colorado has to offer, the library, museum and town green. Two blocks from eight local restaurants. The lake is within walking distance.

Guest favorite
Cottage in Whittier
4.98 out of 5 average rating, 219 reviews

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.

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